2myfloridabroker.com Search Results

$7,850,000

A rare expression of modern island luxury, this newly constructed Polynesian-inspired estate is ideally positioned on South Bay Boulevard in Anna Maria, offering privacy, architectural distinction, and sweeping bay views. Thoughtfully designed around a private, lush interior courtyard, the home centers on a resort-style pool and spa that seamlessly connect to covered outdoor living areas, creating a true indoor-outdoor lifestyle. The residence offers 5 bedrooms, 6 bathrooms, and expansive living spaces defined by clean architectural lines, warm wood accents, and walls of glass that frame tranquil water and tropical landscape views. The open main living level is ideal for entertaining at scale, anchored by a chef’s kitchen featuring custom cabinetry, a full walk-in pantry, and an oversized island, complemented by generous dining and gathering spaces that open directly to the pool courtyard. The primary suite is a private retreat, offering a custom-designed walk-in closet with a dedicated laundry area and a spa-inspired bath with a soaking tub positioned before picture windows overlooking the bay. A dramatic indoor-outdoor shower further enhances the immersive waterfront experience. Outdoor living is elevated with multiple covered terraces, a tranquil spa beneath a living green ceiling, and an expansive rooftop deck showcasing panoramic water views—perfect for sunset enjoyment and evening entertaining. Additional highlights include an elevator servicing all levels, premium finishes throughout, and thoughtfully designed spaces that balance luxury with everyday livability. Located just moments from Anna Maria’s renowned beaches, dining, and shopping, this exceptional residence presents a rare opportunity to own a newly built architectural masterpiece on the bay.

5 Beds ⋅ 6 Baths ⋅ South Bay Subdivision SubDv. ⋅ 34216 Zip Code

A rare expression of modern island luxury, this newly constructed Polynesian-inspired estate is ideally positioned on South Bay Boulevard in Anna Maria, offering privacy, architectural distinction, and sweeping bay views. Thoughtfully designed around a private, lush interior courtyard, the home centers on a resort-style pool and spa that seamlessly connect to covered outdoor living areas, creating a true indoor-outdoor lifestyle. The residence offers 5 bedrooms, 6 bathrooms, and expansive living spaces defined by clean architectural lines, warm wood accents, and walls of glass that frame tranquil water and tropical landscape views. The open main living level is ideal for entertaining at scale, anchored by a chef’s kitchen featuring custom cabinetry, a full walk-in pantry, and an oversized island, complemented by generous dining and gathering spaces that open directly to the pool courtyard. The primary suite is a private retreat, offering a custom-designed walk-in closet with a dedicated laundry area and a spa-inspired bath with a soaking tub positioned before picture windows overlooking the bay. A dramatic indoor-outdoor shower further enhances the immersive waterfront experience. Outdoor living is elevated with multiple covered terraces, a tranquil spa beneath a living green ceiling, and an expansive rooftop deck showcasing panoramic water views—perfect for sunset enjoyment and evening entertaining. Additional highlights include an elevator servicing all levels, premium finishes throughout, and thoughtfully designed spaces that balance luxury with everyday livability. Located just moments from Anna Maria’s renowned beaches, dining, and shopping, this exceptional residence presents a rare opportunity to own a newly built architectural masterpiece on the bay.

821 S Bay Boulevard, Anna Maria

$7,750,000

Exquisite Bayfront Estate with a Main House and a Guest House! Experience unparalleled luxury on the pristine Anna Maria Island at this magnificent bayfront compound. Featuring a spacious main house with 6 bedrooms and 6.5 bathrooms + den, complemented by a separate guest house offering 5 bedrooms and 5 bathrooms, this property is an entertainer’s dream and ideal for multi-generational families, retreats, investment opportunities or lavish gatherings. Perfect opportunity with many possibilities to make it your own. While the guest house is fully operational and currently in a rental pool, the main house has areas that need to be put back together from hurricane damage. It was remediated but needs someone to put their special touches and bring back to life with their own personal style! Literally step out onto your own sandy bay beach and enjoy the views of the water and the Sunshine Skyway that also lights up your nightly view. You can also watch from your roof top balcony and enjoy nature at its best. Both the main residence and guest house boast their own private pools, perfect for relaxing dips while soaking in the serene surroundings. Enjoy breathtaking full bay views from nearly every vantage point. Dolphins are almost a daily view of splashing and putting on a show! You’re not going to want to miss this! Schedule your private showing today!

11 Beds ⋅ 12 Baths ⋅ South Bay Subdivision SubDv. ⋅ 34216 Zip Code

Exquisite Bayfront Estate with a Main House and a Guest House! Experience unparalleled luxury on the pristine Anna Maria Island at this magnificent bayfront compound. Featuring a spacious main house with 6 bedrooms and 6.5 bathrooms + den, complemented by a separate guest house offering 5 bedrooms and 5 bathrooms, this property is an entertainer’s dream and ideal for multi-generational families, retreats, investment opportunities or lavish gatherings. Perfect opportunity with many possibilities to make it your own. While the guest house is fully operational and currently in a rental pool, the main house has areas that need to be put back together from hurricane damage. It was remediated but needs someone to put their special touches and bring back to life with their own personal style! Literally step out onto your own sandy bay beach and enjoy the views of the water and the Sunshine Skyway that also lights up your nightly view. You can also watch from your roof top balcony and enjoy nature at its best. Both the main residence and guest house boast their own private pools, perfect for relaxing dips while soaking in the serene surroundings. Enjoy breathtaking full bay views from nearly every vantage point. Dolphins are almost a daily view of splashing and putting on a show! You’re not going to want to miss this! Schedule your private showing today!

832 S Bay Boulevard Unit A & B, Anna Maria

$5,550,000

Breathtaking 6-bedroom, 6-bathroom canal-front estate on the picturesque Anna Maria Island. This extraordinary coastal retreat epitomizes modern luxury, seamlessly blending sophisticated design, resort-style amenities, and island charm. From the moment you step inside, soaring ceilings, an expansive open floor plan, and an abundance of natural light create an inviting and airy ambiance. Every inch of this home has been meticulously upgraded with the finest finishes, including designer lighting, wide-plank flooring, custom millwork, and curated high-end furnishings that evoke the elegance of a boutique resort. At the heart of the home lies a gourmet chef’s kitchen, complete with top-of-the-line appliances, an oversized island with bar seating, custom cabinetry, and sleek quartz countertops, making it perfect for entertaining or relaxing with family. When you step outside to your private tropical oasis, your indoor-outdoor living reaches new heights. The oversized backyard offers ample space for recreation and entertaining, featuring a resort-style heated pool and spa, an outdoor dining area with summer kitchen, a fire pit cabana, and a Tiki hut lounge area is ideal for hosting unforgettable gatherings in true island style. The luxurious primary suite is a tranquil escape, with a spa-inspired ensuite that includes a soaking tub, dual vanities, and a walk-in closet. Four additional guest suites, each with its own private bath, offer comfort and privacy for visitors. Upstairs, enjoy a stylish wet bar, multiple balconies, and an oversized rooftop deck boasting panoramic views of the island’s breathtaking sunrises and sunsets. This home also offers private canal frontage, with the dock currently being replaced, providing brand-new space for your watercraft and seamless access to kayaking, paddleboarding, or cruising the Intracoastal. Just an 8-minute stroll to the beach, and moments from Pine Avenue’s shops, restaurants, and cafes, this property combines tranquility with convenience. Whether you're looking for a luxury family getaway, an investment property, or your forever island home, Dancing with the Stars is more than a home; it’s a lifestyle. Don't miss your opportunity to own a rare slice of paradise on Anna Maria Island.

6 Beds ⋅ 7 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

Breathtaking 6-bedroom, 6-bathroom canal-front estate on the picturesque Anna Maria Island. This extraordinary coastal retreat epitomizes modern luxury, seamlessly blending sophisticated design, resort-style amenities, and island charm. From the moment you step inside, soaring ceilings, an expansive open floor plan, and an abundance of natural light create an inviting and airy ambiance. Every inch of this home has been meticulously upgraded with the finest finishes, including designer lighting, wide-plank flooring, custom millwork, and curated high-end furnishings that evoke the elegance of a boutique resort. At the heart of the home lies a gourmet chef’s kitchen, complete with top-of-the-line appliances, an oversized island with bar seating, custom cabinetry, and sleek quartz countertops, making it perfect for entertaining or relaxing with family. When you step outside to your private tropical oasis, your indoor-outdoor living reaches new heights. The oversized backyard offers ample space for recreation and entertaining, featuring a resort-style heated pool and spa, an outdoor dining area with summer kitchen, a fire pit cabana, and a Tiki hut lounge area is ideal for hosting unforgettable gatherings in true island style. The luxurious primary suite is a tranquil escape, with a spa-inspired ensuite that includes a soaking tub, dual vanities, and a walk-in closet. Four additional guest suites, each with its own private bath, offer comfort and privacy for visitors. Upstairs, enjoy a stylish wet bar, multiple balconies, and an oversized rooftop deck boasting panoramic views of the island’s breathtaking sunrises and sunsets. This home also offers private canal frontage, with the dock currently being replaced, providing brand-new space for your watercraft and seamless access to kayaking, paddleboarding, or cruising the Intracoastal. Just an 8-minute stroll to the beach, and moments from Pine Avenue’s shops, restaurants, and cafes, this property combines tranquility with convenience. Whether you're looking for a luxury family getaway, an investment property, or your forever island home, Dancing with the Stars is more than a home; it’s a lifestyle. Don't miss your opportunity to own a rare slice of paradise on Anna Maria Island.

244 Willow Avenue, Anna Maria

$5,500,000

Welcome to this stunning show stopping property on the North End of Anna Maria Island very well known as Beachfront Bliss. Enjoying panoramic views of the bay will captivate you while also having your own private beach! This 4 bedroom, 4.5 bathroom home is one of the highest producing rental properties on the north end of the island. The rental income on this property is outstanding with 2026 having $455,251 on the books thus far! The location doesn't get any better as it’s located directly on the bay, steps from Bean Point and a short stroll to the heart of Anna Maria, Pine Ave where all the boutiques and restaurants are. Unwind in the open living space, where an abundance of natural light and breathtaking views creates a tranquil atmosphere. Enjoy viewing dolphins and manatees from the plush furniture without even leaving the home! The primary bedroom has a private balcony to capture the picturesque sunrises and breathtaking views of the illuminated Sunshine Skyway Bridge colors at Night. While the additional three bedrooms has its own ensuite bathroom and walk-in closet, ensuring a comfortable and private retreat. Kids (and adults!) LOVE the game room featuring classic video games to family board games and puzzles, the game room is the perfect spot for lively entertainment. Golden Tee Golf and a variety of classic games provide hours of enjoyment for the whole family. Step outside into an expansive outdoor space designed for leisure and recreation. Lounge on the sandy beach, take a dip in the heated pool or oversized hot tub, or play a round on the putting green. The outdoor living area features a wet bar and a large Weber Genesis gas grill, perfect for alfresco dining. Enjoy the tropical oasis with outdoor Sonos speakers, an aquarium selfie wall, and various beach gear and toys. Large 2 car garage and an elevator for convenience. Being its first time on the market, this opportunity to own this unique piece of property won’t last long!

4 Beds ⋅ 5 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code

Welcome to this stunning show stopping property on the North End of Anna Maria Island very well known as Beachfront Bliss. Enjoying panoramic views of the bay will captivate you while also having your own private beach! This 4 bedroom, 4.5 bathroom home is one of the highest producing rental properties on the north end of the island. The rental income on this property is outstanding with 2026 having $455,251 on the books thus far! The location doesn't get any better as it’s located directly on the bay, steps from Bean Point and a short stroll to the heart of Anna Maria, Pine Ave where all the boutiques and restaurants are. Unwind in the open living space, where an abundance of natural light and breathtaking views creates a tranquil atmosphere. Enjoy viewing dolphins and manatees from the plush furniture without even leaving the home! The primary bedroom has a private balcony to capture the picturesque sunrises and breathtaking views of the illuminated Sunshine Skyway Bridge colors at Night. While the additional three bedrooms has its own ensuite bathroom and walk-in closet, ensuring a comfortable and private retreat. Kids (and adults!) LOVE the game room featuring classic video games to family board games and puzzles, the game room is the perfect spot for lively entertainment. Golden Tee Golf and a variety of classic games provide hours of enjoyment for the whole family. Step outside into an expansive outdoor space designed for leisure and recreation. Lounge on the sandy beach, take a dip in the heated pool or oversized hot tub, or play a round on the putting green. The outdoor living area features a wet bar and a large Weber Genesis gas grill, perfect for alfresco dining. Enjoy the tropical oasis with outdoor Sonos speakers, an aquarium selfie wall, and various beach gear and toys. Large 2 car garage and an elevator for convenience. Being its first time on the market, this opportunity to own this unique piece of property won’t last long!

903 N Shore Drive Unit B, Anna Maria

$5,500,000

Experience the charm of Anna Maria Island with this NEWLY COMPLETED CONSTRUCTION. This luxurious home boasts four bedrooms and four and a half baths, offering STUNNING VIEWS. Features include an elevator, a three-car garage, and 3,751 square feet of air-conditioned space, and 7,893 square feet overall. Enjoy premium appliances, elegant wood floors throughout, and an open floor plan that is designed for effortless entertaining. Outside, the property features multiple covered patios perfect for relaxation and entertainment. Whether you're enjoying the pool, spa, or sitting on the dock, the views are unparalleled, all from the comfort of your own backyard. Conveniently located near shopping, restaurants, and the most beautiful white sandy beaches, this slice of paradise could be your new home.

4 Beds ⋅ 5 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

Experience the charm of Anna Maria Island with this NEWLY COMPLETED CONSTRUCTION. This luxurious home boasts four bedrooms and four and a half baths, offering STUNNING VIEWS. Features include an elevator, a three-car garage, and 3,751 square feet of air-conditioned space, and 7,893 square feet overall. Enjoy premium appliances, elegant wood floors throughout, and an open floor plan that is designed for effortless entertaining. Outside, the property features multiple covered patios perfect for relaxation and entertainment. Whether you're enjoying the pool, spa, or sitting on the dock, the views are unparalleled, all from the comfort of your own backyard. Conveniently located near shopping, restaurants, and the most beautiful white sandy beaches, this slice of paradise could be your new home.

329 Tarpon Street, Anna Maria

$5,350,000

Unobstructed Gulf views define this true Gulf-front home on one of the most desirable stretches of Anna Maria Island. With nothing between the property and the shoreline, the balcony captures nearly three-quarters of a mile of uninterrupted beach frontage—an exceptionally rare vantage point created by the natural contour of the island to the north. Very few homes on AMI offer a view corridor this wide or this direct. Built in 2005 by Whitehead Construction, a respected builder in Manatee County, the home is well constructed and offers a layout well-suited for an immediate move-in or a next chapter renovation. The 4-bedroom, 5.5-bath design includes two Gulf-facing decks: one off the main living area and a private third-floor terrace exclusive to the primary suite. The location is one of the island’s best. Positioned at Coconut and Gulf, the home benefits from quieter traffic patterns while still offering walkable access to Pine Avenue’s coffee shops, restaurants, and boutiques. Sunset views are a nightly event, and beach access is just steps from the door. Additional features include a private pool, space for a covered outdoor kitchen, and a two-car garage with room for a golf cart and beach gear. At the time of construction, finishes were in the top tier for the island, and the home is now ready for a thoughtful update to match its premier location. Opportunities like 12106 Gulf are limited on Anna Maria Island. True Gulf-front ownership, a wide and unobstructed view corridor, and a location that delivers both privacy and walkability make this property stand out. Savvy buyers seeking the best views on the island will recognize the significance of this address.

4 Beds ⋅ 6 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Unobstructed Gulf views define this true Gulf-front home on one of the most desirable stretches of Anna Maria Island. With nothing between the property and the shoreline, the balcony captures nearly three-quarters of a mile of uninterrupted beach frontage—an exceptionally rare vantage point created by the natural contour of the island to the north. Very few homes on AMI offer a view corridor this wide or this direct. Built in 2005 by Whitehead Construction, a respected builder in Manatee County, the home is well constructed and offers a layout well-suited for an immediate move-in or a next chapter renovation. The 4-bedroom, 5.5-bath design includes two Gulf-facing decks: one off the main living area and a private third-floor terrace exclusive to the primary suite. The location is one of the island’s best. Positioned at Coconut and Gulf, the home benefits from quieter traffic patterns while still offering walkable access to Pine Avenue’s coffee shops, restaurants, and boutiques. Sunset views are a nightly event, and beach access is just steps from the door. Additional features include a private pool, space for a covered outdoor kitchen, and a two-car garage with room for a golf cart and beach gear. At the time of construction, finishes were in the top tier for the island, and the home is now ready for a thoughtful update to match its premier location. Opportunities like 12106 Gulf are limited on Anna Maria Island. True Gulf-front ownership, a wide and unobstructed view corridor, and a location that delivers both privacy and walkability make this property stand out. Savvy buyers seeking the best views on the island will recognize the significance of this address.

12106 Gulf Drive, Anna Maria

$5,350,000

Discover unparalleled elegance in this stunning 3,400 sq. ft. very private residence 5 houses away from the Gulf on the north end of Anna Maria Island! You get to enjoy beach views from many rooms in the house without the beachfront price! Very well taken care of, never rented, and hurricane-rated elevated home that stands at one of the island’s highest elevation points. Built with a robust 25’ deep drilled piling foundation system, this architectural masterpiece combines cutting-edge smart home technology with timeless luxury. Five generously sized bedrooms, each with en-suite full bathrooms, plus two half baths (one conveniently located off the pool area). The master suite boasts a marble-clad bathroom with a luxurious shower, floors, and countertops, while other bathrooms feature sleek quartz countertops. The chef’s kitchen is equipped with Sub-Zero and Wolf appliances, including a 36” refrigerator, 30” freezer, wine refrigerator, under-counter refrigerator, and pantry refrigerator/freezer drawers. The 48” dual-fuel gas/electric stove with four burners and a 24” griddle, paired with a convection/steam oven, ensures culinary excellence. Custom Campbell Cabinetry, dolomite marble countertops with a leathered finish, and an instant hot/cold filtered water system elevate the experience. Control your environment with ease using the Blue Sound eight-zone interior/exterior audio system, Leviton smart lighting, Honeywell alarm system, IC Realtime 9-camera system, and remote keypad door locks and garage door openers with battery backup. Motorized Hunter Douglas roller shades grace the living, dining, and kitchen areas, while a Leon Speaker Framed Art Concealed Television and Sound System adds a touch of modern artistry. Engineered French Oak hardwood flooring flows throughout, complemented by tongue-and-groove wood ceilings, shiplap wall cladding, and natural stone gas fireplaces in the living room and pool area. Hardiboard cement board siding, Azek trim, and a custom six-foot stucco perimeter wall with powder-coated aluminum privacy gates ensure durability and privacy. Talk about a Resort-Style Outdoor Oasis! Dive into the 14’ x 32’ custom saltwater pool for complete relaxation. There is a gas spa to heat up quickly and an electric pool heater. The LED lighting and water features at night is such a fun touch! Completed with turf for very low maintenance clean up. Shower off in the custom outdoor enclosed shower after beaching it then head up to the spacious roof top deck that has panoramic views of the Gulf and even the skyway bridge!! Elevator, climate controlled garage, sunroom are some more bonuses! This home truly has it all! Such a rare opportunity to own a private, high-elevation sanctuary on Anna Maria Island, blending state-of-the-art technology with coastal charm. This luxurious, comfortable, storm-resistant home is ready for you to move right in!

5 Beds ⋅ 7 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Discover unparalleled elegance in this stunning 3,400 sq. ft. very private residence 5 houses away from the Gulf on the north end of Anna Maria Island! You get to enjoy beach views from many rooms in the house without the beachfront price! Very well taken care of, never rented, and hurricane-rated elevated home that stands at one of the island’s highest elevation points. Built with a robust 25’ deep drilled piling foundation system, this architectural masterpiece combines cutting-edge smart home technology with timeless luxury. Five generously sized bedrooms, each with en-suite full bathrooms, plus two half baths (one conveniently located off the pool area). The master suite boasts a marble-clad bathroom with a luxurious shower, floors, and countertops, while other bathrooms feature sleek quartz countertops. The chef’s kitchen is equipped with Sub-Zero and Wolf appliances, including a 36” refrigerator, 30” freezer, wine refrigerator, under-counter refrigerator, and pantry refrigerator/freezer drawers. The 48” dual-fuel gas/electric stove with four burners and a 24” griddle, paired with a convection/steam oven, ensures culinary excellence. Custom Campbell Cabinetry, dolomite marble countertops with a leathered finish, and an instant hot/cold filtered water system elevate the experience. Control your environment with ease using the Blue Sound eight-zone interior/exterior audio system, Leviton smart lighting, Honeywell alarm system, IC Realtime 9-camera system, and remote keypad door locks and garage door openers with battery backup. Motorized Hunter Douglas roller shades grace the living, dining, and kitchen areas, while a Leon Speaker Framed Art Concealed Television and Sound System adds a touch of modern artistry. Engineered French Oak hardwood flooring flows throughout, complemented by tongue-and-groove wood ceilings, shiplap wall cladding, and natural stone gas fireplaces in the living room and pool area. Hardiboard cement board siding, Azek trim, and a custom six-foot stucco perimeter wall with powder-coated aluminum privacy gates ensure durability and privacy. Talk about a Resort-Style Outdoor Oasis! Dive into the 14’ x 32’ custom saltwater pool for complete relaxation. There is a gas spa to heat up quickly and an electric pool heater. The LED lighting and water features at night is such a fun touch! Completed with turf for very low maintenance clean up. Shower off in the custom outdoor enclosed shower after beaching it then head up to the spacious roof top deck that has panoramic views of the Gulf and even the skyway bridge!! Elevator, climate controlled garage, sunroom are some more bonuses! This home truly has it all! Such a rare opportunity to own a private, high-elevation sanctuary on Anna Maria Island, blending state-of-the-art technology with coastal charm. This luxurious, comfortable, storm-resistant home is ready for you to move right in!

403 N Shore Drive, Anna Maria

$4,995,000

Experience Unrivaled Waterfront Living! Envelope yourself in sweeping panoramic views of Tampa Bay from this estate-sized waterfront retreat on the coveted north end of Anna Maria Island. Set on nearly half an acre and framed by lush tropical landscaping, this residence makes a lasting impression the moment you arrive. Step inside to soaring ceilings and expansive windows that bathe the interior in natural light. The open-concept design flows effortlessly, with three bedrooms—each featuring its own ensuite bath—offering the perfect blend of comfort and privacy. The spacious eat-in kitchen is designed for both everyday living and effortless entertaining. Additional highlights include an elevator, new roof, impact-rated windows, and a transferable termite warranty for peace of mind. Outside, your private beachfront oasis awaits. Relax beside the beautifully designed pool, sip champagne with your toes in the sand, and watch as the sky transforms with some of the most breathtaking sunsets on the Gulf Coast. Adding to its uniqueness, this property includes your very own deeded boat dock directly across the street on Bimini Bay—an oversized slip with a wraparound composite dock—making it a true boater’s paradise. Perfectly tucked away yet just minutes from Anna Maria’s vibrant shops, dining, and island attractions, this exceptional residence offers the ideal balance of seclusion and convenience. Don’t let this rare opportunity slip away—discover your own slice of island life today.

3 Beds ⋅ 4 Baths ⋅ On South Intersec/Pine St & SubDv. ⋅ 34216 Zip Code

Experience Unrivaled Waterfront Living! Envelope yourself in sweeping panoramic views of Tampa Bay from this estate-sized waterfront retreat on the coveted north end of Anna Maria Island. Set on nearly half an acre and framed by lush tropical landscaping, this residence makes a lasting impression the moment you arrive. Step inside to soaring ceilings and expansive windows that bathe the interior in natural light. The open-concept design flows effortlessly, with three bedrooms—each featuring its own ensuite bath—offering the perfect blend of comfort and privacy. The spacious eat-in kitchen is designed for both everyday living and effortless entertaining. Additional highlights include an elevator, new roof, impact-rated windows, and a transferable termite warranty for peace of mind. Outside, your private beachfront oasis awaits. Relax beside the beautifully designed pool, sip champagne with your toes in the sand, and watch as the sky transforms with some of the most breathtaking sunsets on the Gulf Coast. Adding to its uniqueness, this property includes your very own deeded boat dock directly across the street on Bimini Bay—an oversized slip with a wraparound composite dock—making it a true boater’s paradise. Perfectly tucked away yet just minutes from Anna Maria’s vibrant shops, dining, and island attractions, this exceptional residence offers the ideal balance of seclusion and convenience. Don’t let this rare opportunity slip away—discover your own slice of island life today.

826 S South Bay Boulevard, Anna Maria

$4,500,000

Owner financing available with rate options as low as 3%! Welcome to Just Breathe, an opulent oasis nestled directly across from serene Bayfront Park and a short stroll from the sparkling Gulf beaches. One of only 20 vetted homes invited to the coveted Exclusive AMI Collection, which features only the highest-end luxury rental homes on AMI with best-in-class amenities including personalized concierge service, this home is designed for the most discerning tastes. Strikingly outpacing the Anna Maria Island vacation rental market, this home is a strategic investment for ownership and rental alike. This three-level architecturally poetic home is meticulously crafted and exquisitely finished. Expansive living areas, accessible by staircase or elevator, invite the outdoors in with walls of windows framing the breathtaking views. The gourmet kitchen features top-of-the-line appliances and elegant dining and living rooms, both with spacious seating areas, open to a main-floor balcony where you can savor the island breeze and views of Tampa Bay. Each of the four sumptuous bedrooms, complete with ensuite bathrooms, is an exclusive retreat on its own, boasting refined décor, plush linens, and luxurious mattresses for ultimate comfort. The primary suite offers a private balcony, custom-built storage, and high-end bathroom finishes on its dual vanities and spa-inspired walk-in shower. The second and third guest bedrooms feature elegant wood furnishings, king-sized beds, and abundant storage. Punctuating the home’s exceptional craftsmanship, the fourth bedroom features a stylish bunk bed to accommodate extra guests. Don’t miss the game room with a custom poker table for hours of entertainment. The awe-inspiring design of the indoors flows effortlessly to the 2,500 square feet of outdoor living. Thoughtfully designed, these areas are as breathtaking as the interiors. The palatial rooftop deck spans the entire home, where you can enjoy a game of bocce ball, unwind by the fire pit, or dine alfresco while savoring the breathtaking panoramic water views. Or descend to the sprawling deck below, where a stylish pergola provides a shaded dining area, ideal for gathering with friends. The main level’s expansive backyard features a resort-style pool with built-in bar stools and an in-ground spa for the ultimate relaxation experience. Practice your putt, play a game of ping pong, or retreat to the covered patio’s plush seating and elegant dining area—another perfect spot to gather with loved ones. Just steps away, Bayfront Park offers scenic picnic tables, BBQ grills, and a renowned fishing spot, while Bean Point Beach, one of the island’s most serene beaches, is just down the road. Pine Avenue, with its charming boutiques and assorted dining options, is within walking distance, giving you the best of both world-class privacy and vibrant island life. Your home’s collection of kayaks, beach bikes, stand-up paddleboards, and premium beach gear ensures a lifetime of memory-making. Live the life you’ve always dreamed of in this unrivaled retreat for the ultimate living and vacation experience. Schedule a private tour of Just Breathe today and make this masterpiece yours.

4 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Owner financing available with rate options as low as 3%! Welcome to Just Breathe, an opulent oasis nestled directly across from serene Bayfront Park and a short stroll from the sparkling Gulf beaches. One of only 20 vetted homes invited to the coveted Exclusive AMI Collection, which features only the highest-end luxury rental homes on AMI with best-in-class amenities including personalized concierge service, this home is designed for the most discerning tastes. Strikingly outpacing the Anna Maria Island vacation rental market, this home is a strategic investment for ownership and rental alike. This three-level architecturally poetic home is meticulously crafted and exquisitely finished. Expansive living areas, accessible by staircase or elevator, invite the outdoors in with walls of windows framing the breathtaking views. The gourmet kitchen features top-of-the-line appliances and elegant dining and living rooms, both with spacious seating areas, open to a main-floor balcony where you can savor the island breeze and views of Tampa Bay. Each of the four sumptuous bedrooms, complete with ensuite bathrooms, is an exclusive retreat on its own, boasting refined décor, plush linens, and luxurious mattresses for ultimate comfort. The primary suite offers a private balcony, custom-built storage, and high-end bathroom finishes on its dual vanities and spa-inspired walk-in shower. The second and third guest bedrooms feature elegant wood furnishings, king-sized beds, and abundant storage. Punctuating the home’s exceptional craftsmanship, the fourth bedroom features a stylish bunk bed to accommodate extra guests. Don’t miss the game room with a custom poker table for hours of entertainment. The awe-inspiring design of the indoors flows effortlessly to the 2,500 square feet of outdoor living. Thoughtfully designed, these areas are as breathtaking as the interiors. The palatial rooftop deck spans the entire home, where you can enjoy a game of bocce ball, unwind by the fire pit, or dine alfresco while savoring the breathtaking panoramic water views. Or descend to the sprawling deck below, where a stylish pergola provides a shaded dining area, ideal for gathering with friends. The main level’s expansive backyard features a resort-style pool with built-in bar stools and an in-ground spa for the ultimate relaxation experience. Practice your putt, play a game of ping pong, or retreat to the covered patio’s plush seating and elegant dining area—another perfect spot to gather with loved ones. Just steps away, Bayfront Park offers scenic picnic tables, BBQ grills, and a renowned fishing spot, while Bean Point Beach, one of the island’s most serene beaches, is just down the road. Pine Avenue, with its charming boutiques and assorted dining options, is within walking distance, giving you the best of both world-class privacy and vibrant island life. Your home’s collection of kayaks, beach bikes, stand-up paddleboards, and premium beach gear ensures a lifetime of memory-making. Live the life you’ve always dreamed of in this unrivaled retreat for the ultimate living and vacation experience. Schedule a private tour of Just Breathe today and make this masterpiece yours.

415 N Bay Boulevard, Anna Maria

$4,250,000

Significant price drop makes this an incredible opportunity!!!! Stunning, brand new construction home with 4 bedrooms, 4.5 bathrooms located on the exclusive North end of Anna Maria Island. This unique, oversized lot sits at the end of a quiet cul de sac and opens onto a wide waterway. The waterfront home is situated to take advantage of sunsets from every room. The open floor plan flows seamlessly to a large deck overlooking the pool and waterway giving you an exceptional indoor/outdoor living feel. The chef’s kitchen is a dream and includes high-end, built-in Thermador appliances, gorgeous custom cabinetry, quartz counter tops and a walk-in pantry. Entertain at your full service bar featuring a beverage and a wine fridge. Completing the main living level is a private office/den. There are 2 oversized master suites with walk in closets, exquisite bathrooms and sliding glass doors opening to expansive decks. The additional 2 large en suite bedrooms also have incredible views. Other features include a large 2 car garage, separate garage to keep your water toys, elevator and more. The backyard oasis may be your favorite as there is a full outdoor covered kitchen and living area with quartz counter tops, grill, stove top, sink, ice maker, beverage fridge, fire table and outdoor shower. Enjoy your sleek, resort style heated pool with Baja entry and covered spa. For the fishermen, there is a large dock to store your boat or fish off the dock. It is just a short stroll to the shops and restaurants of Pine Ave and the world-renowned beaches of Anna Maria. GREAT investment property and currently enrolled in vacation rental program with already over $130k income on the books! Offered turnkey furnished by a professional designer with all of the high-end amenities and furnishings you would expect in this luxury property. Dock your boat and make this piece of Anna Maria Island paradise your own!

4 Beds ⋅ 5 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Significant price drop makes this an incredible opportunity!!!! Stunning, brand new construction home with 4 bedrooms, 4.5 bathrooms located on the exclusive North end of Anna Maria Island. This unique, oversized lot sits at the end of a quiet cul de sac and opens onto a wide waterway. The waterfront home is situated to take advantage of sunsets from every room. The open floor plan flows seamlessly to a large deck overlooking the pool and waterway giving you an exceptional indoor/outdoor living feel. The chef’s kitchen is a dream and includes high-end, built-in Thermador appliances, gorgeous custom cabinetry, quartz counter tops and a walk-in pantry. Entertain at your full service bar featuring a beverage and a wine fridge. Completing the main living level is a private office/den. There are 2 oversized master suites with walk in closets, exquisite bathrooms and sliding glass doors opening to expansive decks. The additional 2 large en suite bedrooms also have incredible views. Other features include a large 2 car garage, separate garage to keep your water toys, elevator and more. The backyard oasis may be your favorite as there is a full outdoor covered kitchen and living area with quartz counter tops, grill, stove top, sink, ice maker, beverage fridge, fire table and outdoor shower. Enjoy your sleek, resort style heated pool with Baja entry and covered spa. For the fishermen, there is a large dock to store your boat or fish off the dock. It is just a short stroll to the shops and restaurants of Pine Ave and the world-renowned beaches of Anna Maria. GREAT investment property and currently enrolled in vacation rental program with already over $130k income on the books! Offered turnkey furnished by a professional designer with all of the high-end amenities and furnishings you would expect in this luxury property. Dock your boat and make this piece of Anna Maria Island paradise your own!

111 Gull Drive, Anna Maria

$3,830,000

Welcome to your dream coastal retreat at 108 Magnolia Ave on the north end of Anna Maria! This stunning 4 bedroom, 4 bathroom home is just three houses away from the pristine Gulf of Mexico beach, offering the perfect blend of luxury and island living. Located on a sought after street, west of gulf drive and being one of the unique VERY deep lots is one of the many reasons why you don’t want to pass up this opportunity! Step inside to discover high-end finishes throughout, showcasing impeccable craftsmanship and style. The open-concept living spaces flow seamlessly for an indoor/outdoor living and entertaining experience. The kitchen has a large island, 2 sinks, high end stainless steel appliances including thermador 6 burner stove. Additionally, there is a wet bar including a subzero fridge and wine cooler which holds 65 bottles of wine! There are multiple balconies, 3 of which have awesome partial Gulf of Mexico views! Step outside to your private oasis featuring a large heated pool and spa, ideal for relaxing or entertaining. Enjoy lounging on the balconies under the string lights and gulf breeze. Hang out back at the outdoor bar, play some put put golf in the turfed side area or a game of ping pong! New pool pump and pool heater. 2 car epoxied garage but have fit 8 cars total in garages and driveway! Elevator, wood like ceramic tile through out, office area, and more! With the Sandbar restaurant and Captain Anthony’s being your backyard neighbors, it is fun and convenient for all! Spacious and beautifully designed, this home is your gateway to the ultimate beach lifestyle on Anna Maria Island. Paradise awaits!

4 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Welcome to your dream coastal retreat at 108 Magnolia Ave on the north end of Anna Maria! This stunning 4 bedroom, 4 bathroom home is just three houses away from the pristine Gulf of Mexico beach, offering the perfect blend of luxury and island living. Located on a sought after street, west of gulf drive and being one of the unique VERY deep lots is one of the many reasons why you don’t want to pass up this opportunity! Step inside to discover high-end finishes throughout, showcasing impeccable craftsmanship and style. The open-concept living spaces flow seamlessly for an indoor/outdoor living and entertaining experience. The kitchen has a large island, 2 sinks, high end stainless steel appliances including thermador 6 burner stove. Additionally, there is a wet bar including a subzero fridge and wine cooler which holds 65 bottles of wine! There are multiple balconies, 3 of which have awesome partial Gulf of Mexico views! Step outside to your private oasis featuring a large heated pool and spa, ideal for relaxing or entertaining. Enjoy lounging on the balconies under the string lights and gulf breeze. Hang out back at the outdoor bar, play some put put golf in the turfed side area or a game of ping pong! New pool pump and pool heater. 2 car epoxied garage but have fit 8 cars total in garages and driveway! Elevator, wood like ceramic tile through out, office area, and more! With the Sandbar restaurant and Captain Anthony’s being your backyard neighbors, it is fun and convenient for all! Spacious and beautifully designed, this home is your gateway to the ultimate beach lifestyle on Anna Maria Island. Paradise awaits!

108 Magnolia Avenue, Anna Maria

$3,800,000

Just four houses from the beach, this stunning 4-bedroom, 4.5-bath coastal retreat by Poseidon Adventures Development Group captures the essence of Florida living. Designed for relaxation and effortless entertaining, this custom, high-performance, low-maintenance home offers exceptional comfort for both families and guests. Thoughtfully curated with custom furnishings, high-end fixtures, and coastal artwork, the home immediately evokes a serene island ambiance. Enjoy peaceful Gulf of Mexico views from two open decks, and take in sweeping vistas of Tampa Bay and the Skyway Bridge from the upper deck. The open-concept main living area flows beautifully, featuring a spacious kitchen with top-of-the-line stainless steel appliances—ideal for hosting gatherings. This level also includes two generous suites with en suite baths. The primary suite offers a spa-like experience with a luxurious shower, double vanity framed by artistic mirrors, and a walk-in closet. Two additional suites on the second living level provide perfect accommodations for guests. Step outside to your private tropical oasis, complete with a sparkling pool, travertine deck, artificial turf, and lush landscaping. The adjacent recreation area features an oversized covered lounge with a summer kitchen, bar, shuffleboard table, pool table, cornhole boards, a three-hole putting green, and two large TVs—creating a resort-style environment for endless enjoyment. An elevator provides convenient access to the main living level. Situated in the heart of Anna Maria Island, this prime location offers easy access to both the northern and southern tips of the island, as well as nearby restaurants, marinas, and boutiques. Fully furnished and turnkey, this exceptional property is the ultimate family beach retreat. Call today to schedule a private viewing!

4 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Just four houses from the beach, this stunning 4-bedroom, 4.5-bath coastal retreat by Poseidon Adventures Development Group captures the essence of Florida living. Designed for relaxation and effortless entertaining, this custom, high-performance, low-maintenance home offers exceptional comfort for both families and guests. Thoughtfully curated with custom furnishings, high-end fixtures, and coastal artwork, the home immediately evokes a serene island ambiance. Enjoy peaceful Gulf of Mexico views from two open decks, and take in sweeping vistas of Tampa Bay and the Skyway Bridge from the upper deck. The open-concept main living area flows beautifully, featuring a spacious kitchen with top-of-the-line stainless steel appliances—ideal for hosting gatherings. This level also includes two generous suites with en suite baths. The primary suite offers a spa-like experience with a luxurious shower, double vanity framed by artistic mirrors, and a walk-in closet. Two additional suites on the second living level provide perfect accommodations for guests. Step outside to your private tropical oasis, complete with a sparkling pool, travertine deck, artificial turf, and lush landscaping. The adjacent recreation area features an oversized covered lounge with a summer kitchen, bar, shuffleboard table, pool table, cornhole boards, a three-hole putting green, and two large TVs—creating a resort-style environment for endless enjoyment. An elevator provides convenient access to the main living level. Situated in the heart of Anna Maria Island, this prime location offers easy access to both the northern and southern tips of the island, as well as nearby restaurants, marinas, and boutiques. Fully furnished and turnkey, this exceptional property is the ultimate family beach retreat. Call today to schedule a private viewing!

112 Mangrove Avenue, Anna Maria

$3,650,000

The Captivating Luxury Listing! Experience the epitome of island luxury at this custom-built masterpiece on the North end of Anna Maria Island. Nestled on the coveted, historic Pine Avenue, this stunning 4-bedroom, 4.5-bathroom residence, completed in 2018, offers an unparalleled blend of sophistication and coastal charm. Step inside the main home to discover a beautifully designed interior with an elevator for effortless access to all levels. The home flows seamlessly into a private backyard oasis, an entertainer's dream. Here, you'll find a heated saltwater pool and spa, a cozy gas fireplace, a covered patio perfect for al fresco dining, and a convenient outdoor private shower that is also plumbed to finish out as a full bathroom. You will enjoy the Pool Room under AC off of the pool to gather for family game night or even make an office! The unique casita, a separate 4th bedroom, provides a private retreat for guests, complete with its own wet bar, fridge, and en suite bathroom. Multiple patios and a spectacular rooftop deck offer breathtaking views of both sunrise and sunset—a perfect spot for morning coffee or evening cocktails. This is more than a home; it’s a versatile investment. Zoned for 1-7 day rentals and the unique ROR (Residential, Office, Retail) designation, this property presents an incredible opportunity for a luxury vacation rental or even a wellness spa. Sold completely turnkey furnished with high-end fixtures and finishes, this island paradise is ready to welcome its new owner - Call today for your private showing!

4 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

The Captivating Luxury Listing! Experience the epitome of island luxury at this custom-built masterpiece on the North end of Anna Maria Island. Nestled on the coveted, historic Pine Avenue, this stunning 4-bedroom, 4.5-bathroom residence, completed in 2018, offers an unparalleled blend of sophistication and coastal charm. Step inside the main home to discover a beautifully designed interior with an elevator for effortless access to all levels. The home flows seamlessly into a private backyard oasis, an entertainer's dream. Here, you'll find a heated saltwater pool and spa, a cozy gas fireplace, a covered patio perfect for al fresco dining, and a convenient outdoor private shower that is also plumbed to finish out as a full bathroom. You will enjoy the Pool Room under AC off of the pool to gather for family game night or even make an office! The unique casita, a separate 4th bedroom, provides a private retreat for guests, complete with its own wet bar, fridge, and en suite bathroom. Multiple patios and a spectacular rooftop deck offer breathtaking views of both sunrise and sunset—a perfect spot for morning coffee or evening cocktails. This is more than a home; it’s a versatile investment. Zoned for 1-7 day rentals and the unique ROR (Residential, Office, Retail) designation, this property presents an incredible opportunity for a luxury vacation rental or even a wellness spa. Sold completely turnkey furnished with high-end fixtures and finishes, this island paradise is ready to welcome its new owner - Call today for your private showing!

407 Pine Avenue, Anna Maria

$3,600,000

This Bayview Palace is a One of a kind, there’s nothing quite like this on Anna Maria Island!! Discover paradise in this 4 bedroom, 4 full bathrooms and 2 half baths, stunningly renovated home nestled in the heart of Anna Maria Island. Situated on two spacious lots, this exquisite property offers rare space, privacy, and direct access to the sparkling waters of Tampa Bay. Complete with TWO private 20,000 lb boat lifts, floating dock and can fit up to a 42 ft boat, and has 50 amp! The absolute ultimate boating lifestyle! This beautifully updated residence blends modern elegance with bohemian island charm. The open-concept living space dazzles with soaring ceilings, abundant natural light, high end brand name kitchen appliances and a separate bar with sub zero ice maker! The gourmet kitchen is a chef’s dream with a very spacious island perfect for gatherings, custom cabinetry and porcelain travertine floors throughout! Each of the four generously sized bedrooms boasts its own en-suite bathroom. The master suite is a serene oasis, complete with custom closets and a huge walk in shower spa-inspired bathroom. Right off the master suite is the private spa hot tub for relaxing under the stars. Outside, the expansive double lot provides endless possibilities—enjoy lush tropical landscaping, a sparkling pool, pool bath, screen in porch and tiki bar / game room. Just a short stroll to Pine Avenue’s boutique shops, restaurants, and the Gulf, this home offers the ultimate island lifestyle. Detached 3 car garage includes an upstairs storage room/ play room. Other features include a well, generator, outdoor shower and more! Don’t miss this unique opportunity to own a fully renovated masterpiece on two lots in one of Florida’s most charming coastal communities. Schedule your private tour today!

4 Beds ⋅ 6 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code

This Bayview Palace is a One of a kind, there’s nothing quite like this on Anna Maria Island!! Discover paradise in this 4 bedroom, 4 full bathrooms and 2 half baths, stunningly renovated home nestled in the heart of Anna Maria Island. Situated on two spacious lots, this exquisite property offers rare space, privacy, and direct access to the sparkling waters of Tampa Bay. Complete with TWO private 20,000 lb boat lifts, floating dock and can fit up to a 42 ft boat, and has 50 amp! The absolute ultimate boating lifestyle! This beautifully updated residence blends modern elegance with bohemian island charm. The open-concept living space dazzles with soaring ceilings, abundant natural light, high end brand name kitchen appliances and a separate bar with sub zero ice maker! The gourmet kitchen is a chef’s dream with a very spacious island perfect for gatherings, custom cabinetry and porcelain travertine floors throughout! Each of the four generously sized bedrooms boasts its own en-suite bathroom. The master suite is a serene oasis, complete with custom closets and a huge walk in shower spa-inspired bathroom. Right off the master suite is the private spa hot tub for relaxing under the stars. Outside, the expansive double lot provides endless possibilities—enjoy lush tropical landscaping, a sparkling pool, pool bath, screen in porch and tiki bar / game room. Just a short stroll to Pine Avenue’s boutique shops, restaurants, and the Gulf, this home offers the ultimate island lifestyle. Detached 3 car garage includes an upstairs storage room/ play room. Other features include a well, generator, outdoor shower and more! Don’t miss this unique opportunity to own a fully renovated masterpiece on two lots in one of Florida’s most charming coastal communities. Schedule your private tour today!

513 Bayview Place, Anna Maria

$3,300,000

Nestled on Anna Maria Island’s most famous street, this beautifully renovated coastal retreat boasts five spacious bedrooms and four luxurious bathrooms, offering the perfect blend of comfort and style. Designed for seamless indoor-outdoor living, it features multiple porches where you can bask in the island breeze. Expansive sliding doors open to a generous deck, creating a natural flow between the elegant interiors and the lush tropical surroundings. Step down to the heated pool and spa, enveloped by vibrant landscaping, providing a secluded sanctuary for relaxation and entertainment. A private elevator enhances convenience, providing effortless access to all levels of the home and ensuring a seamless living experience. While the home’s prime location places you just steps from the beach, renowned as the best surfing spot on the island, it offers an ideal setting for surfers drawn to its incredible waves. With premier shopping and dining just minutes away, you’ll have the best of island living right at your fingertips.

5 Beds ⋅ 4 Baths ⋅ Gulf View Sub SubDv. ⋅ 34216 Zip Code

Nestled on Anna Maria Island’s most famous street, this beautifully renovated coastal retreat boasts five spacious bedrooms and four luxurious bathrooms, offering the perfect blend of comfort and style. Designed for seamless indoor-outdoor living, it features multiple porches where you can bask in the island breeze. Expansive sliding doors open to a generous deck, creating a natural flow between the elegant interiors and the lush tropical surroundings. Step down to the heated pool and spa, enveloped by vibrant landscaping, providing a secluded sanctuary for relaxation and entertainment. A private elevator enhances convenience, providing effortless access to all levels of the home and ensuring a seamless living experience. While the home’s prime location places you just steps from the beach, renowned as the best surfing spot on the island, it offers an ideal setting for surfers drawn to its incredible waves. With premier shopping and dining just minutes away, you’ll have the best of island living right at your fingertips.

120 White Avenue, Anna Maria

$3,300,000

Welcome to your island oasis! This stunning modern waterfront home redefines relaxation. Step through the double front doors and behold the tropical backyard. Ascend to the main living level via custom handrail-adorned stairs or the convenient elevator. The open-concept space features 8” white oak wood floors, wood-beamed ceilings, and designer Reginald Andrews lighting. The gourmet kitchen boasts waterfall Cambria Stone Quartz countertops and top-of-the-line stainless appliances. Pocket sliding doors lead to the terrace with pool and water views, seamlessly blending indoor and outdoor living. The master suite, complete with a private terrace, Porcelanosa tile finishes, Moen Align fixtures, and Caesarstone quartz countertops, offers a true retreat. Three additional en-suite bedrooms, a den, and an expansive bonus room with custom built-in bunk beds are meticulously finished. Enjoy island and water views from the terraces on all levels. Outside, the Trex deck surrounds the resort-style pool and spa, just steps away from an outdoor shower and pool bath. The private dock provides water access to the Gulf of Mexico, perfect for boating, kayaking, and water toys. Additional highlights include a rooftop deck with 360-degree views, all within walking distance of restaurants, boutiques, and the white sandy beaches of Anna Maria and Pine Ave.

5 Beds ⋅ 6 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Welcome to your island oasis! This stunning modern waterfront home redefines relaxation. Step through the double front doors and behold the tropical backyard. Ascend to the main living level via custom handrail-adorned stairs or the convenient elevator. The open-concept space features 8” white oak wood floors, wood-beamed ceilings, and designer Reginald Andrews lighting. The gourmet kitchen boasts waterfall Cambria Stone Quartz countertops and top-of-the-line stainless appliances. Pocket sliding doors lead to the terrace with pool and water views, seamlessly blending indoor and outdoor living. The master suite, complete with a private terrace, Porcelanosa tile finishes, Moen Align fixtures, and Caesarstone quartz countertops, offers a true retreat. Three additional en-suite bedrooms, a den, and an expansive bonus room with custom built-in bunk beds are meticulously finished. Enjoy island and water views from the terraces on all levels. Outside, the Trex deck surrounds the resort-style pool and spa, just steps away from an outdoor shower and pool bath. The private dock provides water access to the Gulf of Mexico, perfect for boating, kayaking, and water toys. Additional highlights include a rooftop deck with 360-degree views, all within walking distance of restaurants, boutiques, and the white sandy beaches of Anna Maria and Pine Ave.

108 Tern Drive, Anna Maria

$3,200,000

This bayfront beauty offers timeless coastal elegance and laid-back living that Anna Maria is known for. Nestled on the sparkling waters of Tampa Bay and positioned perfectly near the heart of the city of Anna Maria. Enjoy breathtaking sunrises, gently sea breezes, and island living at its finest. Designed to capture the beauty of its surroundings, the thoughtfully crafted open floorplan showcases expansive views of Tampa Bay from the moment you step through the door. The great room flows effortlessly for entertaining and everyday living, while the split-bedroom layout provides privacy with three generous bedrooms, two beautiful bathrooms, a versatile loft space with pool table and panoramic water views. The home features impact-rated windows and doors, porcelain tile flooring throughout the lower level, brand new appliances, motorized blinds, and professionally designed landscaping with irrigation. There is plenty of parking and storage for kayaks, paddleboards, golfcarts, and more with a large, circular, brick-paver driveway and two-car garage. Just a short stroll from Pine Avenue's charming boutiques, acclaimed restaurants, and Gulf beaches. Wake to spectacular sunrises, spend your days on the water, and embrace the effortlessness that has made Anna Maria Island famous!

3 Beds ⋅ 2 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code

This bayfront beauty offers timeless coastal elegance and laid-back living that Anna Maria is known for. Nestled on the sparkling waters of Tampa Bay and positioned perfectly near the heart of the city of Anna Maria. Enjoy breathtaking sunrises, gently sea breezes, and island living at its finest. Designed to capture the beauty of its surroundings, the thoughtfully crafted open floorplan showcases expansive views of Tampa Bay from the moment you step through the door. The great room flows effortlessly for entertaining and everyday living, while the split-bedroom layout provides privacy with three generous bedrooms, two beautiful bathrooms, a versatile loft space with pool table and panoramic water views. The home features impact-rated windows and doors, porcelain tile flooring throughout the lower level, brand new appliances, motorized blinds, and professionally designed landscaping with irrigation. There is plenty of parking and storage for kayaks, paddleboards, golfcarts, and more with a large, circular, brick-paver driveway and two-car garage. Just a short stroll from Pine Avenue's charming boutiques, acclaimed restaurants, and Gulf beaches. Wake to spectacular sunrises, spend your days on the water, and embrace the effortlessness that has made Anna Maria Island famous!

402 S Bay Boulevard, Anna Maria

$3,200,000

Welcome to 803 Gladiolus St, a serene retreat located in the highly desirable Bean Point area of Anna Maria Island. Often referred to as A Bean Point Paradise, this exceptional property features one of the largest private pools on the island, surrounded by lush tropical landscaping and a relaxing spa. This versatile home is ideal as a primary residence, second home, or vacation rental. A Burt Harris Settlement Agreement allows occupancy for up to 12 guests, offering rare flexibility and strong rental potential. Property Details Bedrooms: 5 Bathrooms: 4.5 Parking: Accommodates up to 6 vehicles with oversized parking and space for a boat trailer — a rare feature compared to most homes on Anna Maria Island Location: Approximately a five-minute walk to the Gulf beaches at Bean Point Exterior Features Enjoy a private tropical backyard designed for entertaining, complete with an expansive pool and spa. Outdoor amenities include a BBQ grill and poolside refrigerator, perfect for al fresco dining. Conveniently located near beaches, shopping, and local restaurants. Interior Features The home offers an open and inviting living area with ample seating, a chef’s kitchen with stainless steel appliances, a large island, and a formal dining area. Multiple indoor and outdoor dining options enhance the home’s flexibility for both everyday living and entertaining. Floor Plan Second Floor: Three bedrooms Third Floor: Primary suite plus one additional bedroom Den: Queen sleeper sofa for additional guest accommodations Balconies: Off the living room and primary bedroom Additional Features The converted garage has been transformed into a dedicated game room, complete with a ping-pong table, foosball, seating, and a TV—creating a fun and functional space for guests of all ages while enhancing the home’s rental appeal. Remarks 803 Gladiolus St offers a rare combination of generous parking, a resort-style backyard, a prime Bean Point location, and a bonus game room rarely found on Anna Maria Island. A unique opportunity to own a well-appointed island property with exceptional lifestyle and income potential.

5 Beds ⋅ 5 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code

Welcome to 803 Gladiolus St, a serene retreat located in the highly desirable Bean Point area of Anna Maria Island. Often referred to as A Bean Point Paradise, this exceptional property features one of the largest private pools on the island, surrounded by lush tropical landscaping and a relaxing spa. This versatile home is ideal as a primary residence, second home, or vacation rental. A Burt Harris Settlement Agreement allows occupancy for up to 12 guests, offering rare flexibility and strong rental potential. Property Details Bedrooms: 5 Bathrooms: 4.5 Parking: Accommodates up to 6 vehicles with oversized parking and space for a boat trailer — a rare feature compared to most homes on Anna Maria Island Location: Approximately a five-minute walk to the Gulf beaches at Bean Point Exterior Features Enjoy a private tropical backyard designed for entertaining, complete with an expansive pool and spa. Outdoor amenities include a BBQ grill and poolside refrigerator, perfect for al fresco dining. Conveniently located near beaches, shopping, and local restaurants. Interior Features The home offers an open and inviting living area with ample seating, a chef’s kitchen with stainless steel appliances, a large island, and a formal dining area. Multiple indoor and outdoor dining options enhance the home’s flexibility for both everyday living and entertaining. Floor Plan Second Floor: Three bedrooms Third Floor: Primary suite plus one additional bedroom Den: Queen sleeper sofa for additional guest accommodations Balconies: Off the living room and primary bedroom Additional Features The converted garage has been transformed into a dedicated game room, complete with a ping-pong table, foosball, seating, and a TV—creating a fun and functional space for guests of all ages while enhancing the home’s rental appeal. Remarks 803 Gladiolus St offers a rare combination of generous parking, a resort-style backyard, a prime Bean Point location, and a bonus game room rarely found on Anna Maria Island. A unique opportunity to own a well-appointed island property with exceptional lifestyle and income potential.

803 Gladiolus Street, Anna Maria

$3,175,000

Welcome to Boundless Waves, a new, custom-built coastal estate that perfectly captures the essence of luxury island living on beautiful Anna Maria Island. This exceptional six-bedroom, six-and-a-half-bath residence spans over 3,500 square feet and was thoughtfully designed with no expense spared and no detail overlooked. Every inch of this home reflects superior craftsmanship, from the extensive custom millwork and wood trim to the refined finishes that create an atmosphere of timeless coastal elegance. The open-concept floor plan is bathed in natural light and anchored by a stunning great room with soaring ceilings, shiplap accents, and wide-plank flooring that flows seamlessly throughout. The gourmet kitchen is a showpiece of design and function, featuring professional-grade appliances, a large quartz island, custom cabinetry, and designer lighting—perfect for entertaining or gathering with family. Each bedroom is its own private retreat, complete with an ensuite bath, custom tilework, and spa-like features. The primary suite offers a serene escape with a luxurious bathroom, dual vanities, and direct access to a private balcony. Every detail has been considered, blending modern comfort with coastal sophistication. Outside, the home’s resort-style backyard is a true sanctuary. The sparkling pool and spa are surrounded by lush tropical landscaping and durable, low-maintenance artificial turf. A covered lanai and multiple balconies provide inviting spaces for relaxing, dining, and entertaining. Whether you’re soaking up the sun poolside or enjoying sunset views from the rooftop deck, the outdoor living experience at Boundless Waves is unmatched. This property is perfect for a vacation home or investment property. CURRENTLY A RENTAL PROPERTY WITH FORWARD BOOKINGS IN PLACE!!! Located in the heart of Anna Maria, this home offers the perfect balance of tranquility and convenience. Stroll or bike to the beach in minutes, explore the island’s boutique shops and dining on charming Pine Avenue, or cruise to the shore in your golf cart. Boundless Waves isn’t just a home—it’s a lifestyle of relaxed luxury and effortless coastal living.

6 Beds ⋅ 7 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Welcome to Boundless Waves, a new, custom-built coastal estate that perfectly captures the essence of luxury island living on beautiful Anna Maria Island. This exceptional six-bedroom, six-and-a-half-bath residence spans over 3,500 square feet and was thoughtfully designed with no expense spared and no detail overlooked. Every inch of this home reflects superior craftsmanship, from the extensive custom millwork and wood trim to the refined finishes that create an atmosphere of timeless coastal elegance. The open-concept floor plan is bathed in natural light and anchored by a stunning great room with soaring ceilings, shiplap accents, and wide-plank flooring that flows seamlessly throughout. The gourmet kitchen is a showpiece of design and function, featuring professional-grade appliances, a large quartz island, custom cabinetry, and designer lighting—perfect for entertaining or gathering with family. Each bedroom is its own private retreat, complete with an ensuite bath, custom tilework, and spa-like features. The primary suite offers a serene escape with a luxurious bathroom, dual vanities, and direct access to a private balcony. Every detail has been considered, blending modern comfort with coastal sophistication. Outside, the home’s resort-style backyard is a true sanctuary. The sparkling pool and spa are surrounded by lush tropical landscaping and durable, low-maintenance artificial turf. A covered lanai and multiple balconies provide inviting spaces for relaxing, dining, and entertaining. Whether you’re soaking up the sun poolside or enjoying sunset views from the rooftop deck, the outdoor living experience at Boundless Waves is unmatched. This property is perfect for a vacation home or investment property. CURRENTLY A RENTAL PROPERTY WITH FORWARD BOOKINGS IN PLACE!!! Located in the heart of Anna Maria, this home offers the perfect balance of tranquility and convenience. Stroll or bike to the beach in minutes, explore the island’s boutique shops and dining on charming Pine Avenue, or cruise to the shore in your golf cart. Boundless Waves isn’t just a home—it’s a lifestyle of relaxed luxury and effortless coastal living.

408 Magnolia Avenue, Anna Maria

$3,100,000

Welcome to Paradise Blu, a newly built island retreat on Anna Maria Island’s highly coveted north end, just moments from the shoreline and designed for both exceptional living and strong rental performance. Featured in Travel & Leisure Magazine as a recommended vacation rental, this property offers a rare opportunity to own a home with proven appeal on a national level. This thoughtfully designed 4-bedroom residence features ensuite baths in every bedroom plus an additional half bath, offering comfort and privacy for owners and guests alike. Soaring ceilings and an open, light-filled layout create a refined yet relaxed coastal atmosphere, ideal for effortless island living. Step outside to your private tropical oasis, where a resort-style pool and spa are surrounded by lush landscaping, creating the perfect setting for entertaining or unwinding after a day on the water. Amazing panoramic views of the bay and the gulf from the roof top deck. Enjoy coffee for sunrise or your favorite cocktail at sunset. Ideally located just a one-minute walk to Tampa Bay and only two blocks from the world-renowned Bean Point, the home captures the essence of Anna Maria Island’s most sought-after lifestyle. Whether you are seeking a refined second home, a full-time residence, or a high-performing vacation rental, Paradise Blu delivers a rare combination of location, design, and investment potential on the north end of Anna Maria Island. Schedule your private showing and experience firsthand what makes Paradise Blu one of the most compelling opportunities on Anna Maria Island today.

4 Beds ⋅ 5 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code

Welcome to Paradise Blu, a newly built island retreat on Anna Maria Island’s highly coveted north end, just moments from the shoreline and designed for both exceptional living and strong rental performance. Featured in Travel & Leisure Magazine as a recommended vacation rental, this property offers a rare opportunity to own a home with proven appeal on a national level. This thoughtfully designed 4-bedroom residence features ensuite baths in every bedroom plus an additional half bath, offering comfort and privacy for owners and guests alike. Soaring ceilings and an open, light-filled layout create a refined yet relaxed coastal atmosphere, ideal for effortless island living. Step outside to your private tropical oasis, where a resort-style pool and spa are surrounded by lush landscaping, creating the perfect setting for entertaining or unwinding after a day on the water. Amazing panoramic views of the bay and the gulf from the roof top deck. Enjoy coffee for sunrise or your favorite cocktail at sunset. Ideally located just a one-minute walk to Tampa Bay and only two blocks from the world-renowned Bean Point, the home captures the essence of Anna Maria Island’s most sought-after lifestyle. Whether you are seeking a refined second home, a full-time residence, or a high-performing vacation rental, Paradise Blu delivers a rare combination of location, design, and investment potential on the north end of Anna Maria Island. Schedule your private showing and experience firsthand what makes Paradise Blu one of the most compelling opportunities on Anna Maria Island today.

419 Alamanda Road, Anna Maria

$3,100,000

Experience Florida coastal living at its finest in this exceptional custom-built home featured in Southern Living Magazine. Uniquely located, this house is a short walk to white sand beaches and a short cruise to the Bay and Gulf. This classic Key West styled beauty was renovated and enlarged four years ago. The lush front yard features a circular paver driveway, a gorgeous Royal Poinciana tree, an assortment of local palms and a majestic Canary Island Date Palm. The front walkway is cut from limestone slabs, replicating ocean coral. Featuring 4 bedrooms and 4 bathrooms this thoughtfully designed residence offers an open floor plan filled with abundant natural light creating a bright and welcoming atmosphere throughout with quality craftsmanship and timeless coastal style. Two screened porches and a backyard deck invite indoor-outdoor living. Inside the open floor plan features a bright spacious great room highlighted by a two-story vaulted cathedral ceiling. A stylish granite-mantled fireplace with mermaid statues beautifies this unique space. The adjoining dining room and kitchen offer granite countertops, stainless steel appliances and customized cabinets. The main suite’s spacious bedroom has well-appointed custom-built nightstands, bookshelves, and a glass and mirrored-shelved head board. There is a walk-in closet and French doors leading to the back deck with canal views. The ensuite tiled bathroom has a spa-like feel with an electric toilet, separate dual sinks, granite countertops and a combined walk-in shower and steam room. Another main floor suite has a tiled bathroom, a sit-down, walk-in Jacuzzi-styled tub, an electric toilet and granite counter top. The upstairs bedroom extends the length on the second floor with a tiled bathroom, a bathtub and shower. The backyard is a tropical oasis complete with a Tiki Hut, a midnight- blue-bottomed resort- style pool trimmed with natural stone, a waterfall, a bronze dolphin fountain, a hot tub, an enclosed hot-water outdoor shower, and old growth Coconut, King, Sable, Bismark, Foxtail, and Christmas palm and giant bird-of-paradise trees. Situated on the canal is a forty-seven foot wooden dock and boat lift, allowing direct water access via Bimini Bay and Anna Maria Sound to open waters and endless water adventures. A spacious multi-car garage provides plenty of room for stowing bikes, golf carts, and beach gear. Just a short stroll to the sugar-white sand beaches, this picturesque property is perfectly located to enjoy the beach, the bays and Gulf waters.

4 Beds ⋅ 4 Baths ⋅ Laguna Maria SubDv. ⋅ 34216 Zip Code

Experience Florida coastal living at its finest in this exceptional custom-built home featured in Southern Living Magazine. Uniquely located, this house is a short walk to white sand beaches and a short cruise to the Bay and Gulf. This classic Key West styled beauty was renovated and enlarged four years ago. The lush front yard features a circular paver driveway, a gorgeous Royal Poinciana tree, an assortment of local palms and a majestic Canary Island Date Palm. The front walkway is cut from limestone slabs, replicating ocean coral. Featuring 4 bedrooms and 4 bathrooms this thoughtfully designed residence offers an open floor plan filled with abundant natural light creating a bright and welcoming atmosphere throughout with quality craftsmanship and timeless coastal style. Two screened porches and a backyard deck invite indoor-outdoor living. Inside the open floor plan features a bright spacious great room highlighted by a two-story vaulted cathedral ceiling. A stylish granite-mantled fireplace with mermaid statues beautifies this unique space. The adjoining dining room and kitchen offer granite countertops, stainless steel appliances and customized cabinets. The main suite’s spacious bedroom has well-appointed custom-built nightstands, bookshelves, and a glass and mirrored-shelved head board. There is a walk-in closet and French doors leading to the back deck with canal views. The ensuite tiled bathroom has a spa-like feel with an electric toilet, separate dual sinks, granite countertops and a combined walk-in shower and steam room. Another main floor suite has a tiled bathroom, a sit-down, walk-in Jacuzzi-styled tub, an electric toilet and granite counter top. The upstairs bedroom extends the length on the second floor with a tiled bathroom, a bathtub and shower. The backyard is a tropical oasis complete with a Tiki Hut, a midnight- blue-bottomed resort- style pool trimmed with natural stone, a waterfall, a bronze dolphin fountain, a hot tub, an enclosed hot-water outdoor shower, and old growth Coconut, King, Sable, Bismark, Foxtail, and Christmas palm and giant bird-of-paradise trees. Situated on the canal is a forty-seven foot wooden dock and boat lift, allowing direct water access via Bimini Bay and Anna Maria Sound to open waters and endless water adventures. A spacious multi-car garage provides plenty of room for stowing bikes, golf carts, and beach gear. Just a short stroll to the sugar-white sand beaches, this picturesque property is perfectly located to enjoy the beach, the bays and Gulf waters.

213 Oak Avenue, Anna Maria

$3,050,000

Welcome to AMI Swedish Beach House, a beautiful 3-bedroom, 2-bath Bayfront home perfectly positioned on the tranquil shores of Tampa Bay on the renowned Island of Anna Maria. This charming single-story home offers breathtaking water views and the relaxed island lifestyle that makes this area so special. Step outside onto the spacious back patio overlooking some of the most beautiful waters in the world. The perfect spot to enjoy your morning coffee, watch boats glide by, watch the aqua life play or unwind in the evening with the coastal breeze and amazing view of the Sunshine Skyway all lit up. Outdoor living is effortless here with an outdoor shower, gas grill, and dining space for six, ideal for entertaining family and friends. Inside, the home comfortably accommodates guests with two bedrooms featuring king beds—one with sliding door access to the deck and a view to die for as you wake up—and a third bedroom with two full beds. The home is designed for comfort and convenience. With an amazing kitchen with no detail left untouched. A 10 foot island that seats 6+ so everyone can get involved with the chef cooking up the catch of the day. Located just a few blocks from the sugar-white sands and turquoise waters of Tampa Bay, this property offers the best of both worlds—peaceful Bayfront views and easy beach access. You’ll also love being within easy walking distance of Pine Avenue’s shops and restaurants, as well as the free island trolley that travels the entire 7-mile length of Anna Maria Island, making it simple to explore beaches, dining, and local attractions. This home has an unbeatable island location. Discover the charm, beauty, and laid-back luxury of Anna Maria Island living in this exceptional Bayfront getaway.

3 Beds ⋅ 2 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code

Welcome to AMI Swedish Beach House, a beautiful 3-bedroom, 2-bath Bayfront home perfectly positioned on the tranquil shores of Tampa Bay on the renowned Island of Anna Maria. This charming single-story home offers breathtaking water views and the relaxed island lifestyle that makes this area so special. Step outside onto the spacious back patio overlooking some of the most beautiful waters in the world. The perfect spot to enjoy your morning coffee, watch boats glide by, watch the aqua life play or unwind in the evening with the coastal breeze and amazing view of the Sunshine Skyway all lit up. Outdoor living is effortless here with an outdoor shower, gas grill, and dining space for six, ideal for entertaining family and friends. Inside, the home comfortably accommodates guests with two bedrooms featuring king beds—one with sliding door access to the deck and a view to die for as you wake up—and a third bedroom with two full beds. The home is designed for comfort and convenience. With an amazing kitchen with no detail left untouched. A 10 foot island that seats 6+ so everyone can get involved with the chef cooking up the catch of the day. Located just a few blocks from the sugar-white sands and turquoise waters of Tampa Bay, this property offers the best of both worlds—peaceful Bayfront views and easy beach access. You’ll also love being within easy walking distance of Pine Avenue’s shops and restaurants, as well as the free island trolley that travels the entire 7-mile length of Anna Maria Island, making it simple to explore beaches, dining, and local attractions. This home has an unbeatable island location. Discover the charm, beauty, and laid-back luxury of Anna Maria Island living in this exceptional Bayfront getaway.

306 S Bay Boulevard, Anna Maria

$3,050,000

Big Price Reduction! Welcome to Luxe Island Escape, an exceptional new elevated 4-bedroom, 4.5-bath coastal retreat in the heart of Anna Maria Island. Offered fully turnkey furnished, this home is ready for you to immediately embrace the Anna Maria lifestyle, whether as a luxurious second home or a high-performing vacation rental. Designed with coastal sophistication and thoughtful attention to detail, the residence is surrounded by lush tropical landscaping and features a private heated pool and spa, plus an expansive rooftop deck offering sweeping views of the Gulf of Mexico and Tampa Bay—perfect for sunset gatherings or relaxing afternoons with family and friends. Inside, the bright, open-concept floor plan boasts soaring ceilings, custom contemporary finishes, and a designer kitchen with sleek stainless-steel appliances, a striking island, and abundant space for entertaining. The main living area flows seamlessly onto a covered deck, inviting in the sea breeze and natural light. Two guest suites on the main level each include private baths, offering comfort and privacy for visiting family or vacation guests. Upstairs, the serene primary suite opens to a private deck—ideal for peaceful mornings or quiet evenings—and includes a versatile sitting area or office space. The rooftop deck provides panoramic island views, perfect for taking in the vibrant coastal scenery and breathtaking sunsets. Ideally located just a 2-minute walk to Tampa Bay and only 5 minutes from the pristine sands of Bean Point, this home blends tranquility, island beauty, and luxury living. Currently operating as a busy vacation rental, Luxe Island Escape represents a rare opportunity for full-time ownership, seasonal escape, or turnkey rental income. Schedule your private showing today and start enjoying the Anna Maria Island lifestyle immediately.

4 Beds ⋅ 5 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code

Big Price Reduction! Welcome to Luxe Island Escape, an exceptional new elevated 4-bedroom, 4.5-bath coastal retreat in the heart of Anna Maria Island. Offered fully turnkey furnished, this home is ready for you to immediately embrace the Anna Maria lifestyle, whether as a luxurious second home or a high-performing vacation rental. Designed with coastal sophistication and thoughtful attention to detail, the residence is surrounded by lush tropical landscaping and features a private heated pool and spa, plus an expansive rooftop deck offering sweeping views of the Gulf of Mexico and Tampa Bay—perfect for sunset gatherings or relaxing afternoons with family and friends. Inside, the bright, open-concept floor plan boasts soaring ceilings, custom contemporary finishes, and a designer kitchen with sleek stainless-steel appliances, a striking island, and abundant space for entertaining. The main living area flows seamlessly onto a covered deck, inviting in the sea breeze and natural light. Two guest suites on the main level each include private baths, offering comfort and privacy for visiting family or vacation guests. Upstairs, the serene primary suite opens to a private deck—ideal for peaceful mornings or quiet evenings—and includes a versatile sitting area or office space. The rooftop deck provides panoramic island views, perfect for taking in the vibrant coastal scenery and breathtaking sunsets. Ideally located just a 2-minute walk to Tampa Bay and only 5 minutes from the pristine sands of Bean Point, this home blends tranquility, island beauty, and luxury living. Currently operating as a busy vacation rental, Luxe Island Escape represents a rare opportunity for full-time ownership, seasonal escape, or turnkey rental income. Schedule your private showing today and start enjoying the Anna Maria Island lifestyle immediately.

421 Alamanda Road, Anna Maria

$3,050,000

BRING THE BOAT! BRING THE FAMILY! Fun and relaxation for all in this spacious 4 bedroom home with over 130 feet of frontage on a deep water canal. There are no fixed bridges, so sailboats are welcome. Meticulously renovated in late 2017, this lovely home shows pride of ownership and is located on a peaceful cul-de-sac within close proximity to Anna Maria's best restaurants, shops and beaches. There are two levels of living area elevated over a two-car garage with bonus rooms and workshop. The open floor plan allows for a comfortable flow between the kitchen, dining area and family room. Of the four ensuite bedrooms, three offer water views, and two have deck access. The oversized pool, spa, putting green, roof-top deck and dock and hoist are complemented by balconies, covered patios and decks ... all perfectly situated for memorable gatherings of family and friends. The cooks will love the Wolf 6-burner gas range, Thermador refrigerator, fireclay farm sink, and beautiful granite countertops. Other important upgrades include a newer metal roof, a collection of impact rated doors and windows, two "endless hot" lp gas tankless water heaters and custom features including ship-lap siding in many rooms along with built-in shelving, beds and storage drawers. This property could make a wonderful primary or secondary residence, or continue to enjoy the income of its successful use as a weekly vacation rental home. Property is offered turn-key furnished less personal exceptions. Rental history is available upon request.

4 Beds ⋅ 5 Baths ⋅ Lacios Sub SubDv. ⋅ 34216 Zip Code

BRING THE BOAT! BRING THE FAMILY! Fun and relaxation for all in this spacious 4 bedroom home with over 130 feet of frontage on a deep water canal. There are no fixed bridges, so sailboats are welcome. Meticulously renovated in late 2017, this lovely home shows pride of ownership and is located on a peaceful cul-de-sac within close proximity to Anna Maria's best restaurants, shops and beaches. There are two levels of living area elevated over a two-car garage with bonus rooms and workshop. The open floor plan allows for a comfortable flow between the kitchen, dining area and family room. Of the four ensuite bedrooms, three offer water views, and two have deck access. The oversized pool, spa, putting green, roof-top deck and dock and hoist are complemented by balconies, covered patios and decks ... all perfectly situated for memorable gatherings of family and friends. The cooks will love the Wolf 6-burner gas range, Thermador refrigerator, fireclay farm sink, and beautiful granite countertops. Other important upgrades include a newer metal roof, a collection of impact rated doors and windows, two "endless hot" lp gas tankless water heaters and custom features including ship-lap siding in many rooms along with built-in shelving, beds and storage drawers. This property could make a wonderful primary or secondary residence, or continue to enjoy the income of its successful use as a weekly vacation rental home. Property is offered turn-key furnished less personal exceptions. Rental history is available upon request.

511 Loquat Drive, Anna Maria

$2,900,000

Built in 2002 by respected Whitehead Construction, this elevated coastal residence is ideally positioned just a short walk from the Gulf of Mexico, offering a relaxed island lifestyle paired with thoughtful updates and versatile living spaces. Set on a lush, quarter-acre lot in the desirable Sunset Cove area of Anna Maria Island, the home is surrounded by mature tropical landscaping that creates privacy and a true sense of retreat—while keeping the beach within easy walking distance. Outdoor spaces are a highlight of the property. The organic-shaped tropical swimming pool is surrounded by a custom Florida sandstone deck, creating a private setting for relaxing or entertaining. Lush foliage enhances seclusion, while a hot-water outdoor shower makes returning from the beach effortless. Deeded beach access is just a short stroll away, allowing you to enjoy sunrise walks, sunset views, and spontaneous days along the Gulf’s sugar-sand shoreline. Designed with a “fun” coastal aesthetic, the residence features a lifestyle-driven floor plan that blends indoor comfort with exceptional outdoor living. High ceilings with tray and tongue-and-groove detailing, crown molding, and custom built-ins add architectural interest and warmth throughout the main living areas. The open layout connects seamlessly to the kitchen, which is appointed with custom solid-wood cabinetry, granite countertops, a breakfast bar, glass tile backsplash, Viking gas range, built-in oven and microwave, pantry storage, and newer appliances—including refrigerator, dishwasher, and washer (approximately two years old). Recent improvements enhance both comfort and efficiency, including a new air-conditioning system for the main house (installed November 2025), blown-in insulation to improve cooling on the west exposure, fresh exterior paint, and updated outdoor lighting. A pre-framed elevator shaft provides the option for future installation, offering flexibility for long-term enjoyment. The oversized, ground-level, under-building garage offers exceptional functionality with space for multiple vehicles, recreational equipment, and storage. Insulated garage doors were installed with classic car storage in mind, and the generous footprint supports a wide range of coastal living needs. Located close to island dining, waterfront restaurants, boating, and everyday conveniences, this residence also offers easy access to Sarasota’s cultural attractions, shopping, and entertainment just across the bridge. Whether used as a full-time residence or a refined beach getaway, this well-maintained coastal home delivers walk-to-the-beach living, privacy, and flexibility in one of Anna Maria Island’s most appealing setting

4 Beds ⋅ 4 Baths ⋅ Sunset Cove At Holmes Beach SubDv. ⋅ 34216 Zip Code

Built in 2002 by respected Whitehead Construction, this elevated coastal residence is ideally positioned just a short walk from the Gulf of Mexico, offering a relaxed island lifestyle paired with thoughtful updates and versatile living spaces. Set on a lush, quarter-acre lot in the desirable Sunset Cove area of Anna Maria Island, the home is surrounded by mature tropical landscaping that creates privacy and a true sense of retreat—while keeping the beach within easy walking distance. Outdoor spaces are a highlight of the property. The organic-shaped tropical swimming pool is surrounded by a custom Florida sandstone deck, creating a private setting for relaxing or entertaining. Lush foliage enhances seclusion, while a hot-water outdoor shower makes returning from the beach effortless. Deeded beach access is just a short stroll away, allowing you to enjoy sunrise walks, sunset views, and spontaneous days along the Gulf’s sugar-sand shoreline. Designed with a “fun” coastal aesthetic, the residence features a lifestyle-driven floor plan that blends indoor comfort with exceptional outdoor living. High ceilings with tray and tongue-and-groove detailing, crown molding, and custom built-ins add architectural interest and warmth throughout the main living areas. The open layout connects seamlessly to the kitchen, which is appointed with custom solid-wood cabinetry, granite countertops, a breakfast bar, glass tile backsplash, Viking gas range, built-in oven and microwave, pantry storage, and newer appliances—including refrigerator, dishwasher, and washer (approximately two years old). Recent improvements enhance both comfort and efficiency, including a new air-conditioning system for the main house (installed November 2025), blown-in insulation to improve cooling on the west exposure, fresh exterior paint, and updated outdoor lighting. A pre-framed elevator shaft provides the option for future installation, offering flexibility for long-term enjoyment. The oversized, ground-level, under-building garage offers exceptional functionality with space for multiple vehicles, recreational equipment, and storage. Insulated garage doors were installed with classic car storage in mind, and the generous footprint supports a wide range of coastal living needs. Located close to island dining, waterfront restaurants, boating, and everyday conveniences, this residence also offers easy access to Sarasota’s cultural attractions, shopping, and entertainment just across the bridge. Whether used as a full-time residence or a refined beach getaway, this well-maintained coastal home delivers walk-to-the-beach living, privacy, and flexibility in one of Anna Maria Island’s most appealing setting

101 Sunset Lane, Anna Maria

$2,825,000

Welcome to 519 Loquat Drive, an exceptional waterfront retreat in the heart of Anna Maria. Positioned on a deep, boatable canal with direct, unobstructed access to Bimini Bay and Tampa Bay, this 4-bedroom, 4-bath residence delivers luxury, location, and a lucrative income opportunity, exceeding $200,000 annually - on pace to surpass $300,000 this year! Completely remodeled in 2025 and offered fully furnished including a sauna, gym, and games, this turnkey home spans over 2,600 square feet and an additional over 1300 plus square feet of non-conforming flex space which features a game room, gym, outdoor kitchen and more. The interior includes luxury vinyl flooring, quartz countertops, hurricane-impact sliders, and an open-concept design built for entertaining. The chef’s kitchen showcases stainless steel appliances, and abundant cabinetry, seamlessly flowing into the living and dining areas with a statement fireplace. This home features four bedrooms, including three with private ensuites. Two full primary ensuites showcase spa-inspired baths, generous closets, and private balcony access. Additional bedrooms offer comfort for family or guests. A dedicated laundry room with custom built-ins, ample storage, and a separate owner’s garage add convenience and functionality. Outdoor living is elevated with a brand-new heated pool and spa, all-new pool equipment, putting green, outdoor kitchen, and outdoor shower. Enjoy immediate boating access, with no bridges - to open water. Trex stairs and balcony decking ensure durability and low maintenance. Upgrades include a new metal roof, brand-new seaball, brand-new dock, new landscaping, one brand-new AC system plus a new mini-split, and a fully renovated interior from top to bottom. Currently operating as a successful Airbnb with strong rental history, this property is equally suited as a high-performing investment or private waterfront residence. Located moments from the sugar-white sands of Bean Point Beach and the shops and dining of Anna Maria, this home offers effortless access to the best of island living!

4 Beds ⋅ 4 Baths ⋅ Lacios Sub SubDv. ⋅ 34216 Zip Code

Welcome to 519 Loquat Drive, an exceptional waterfront retreat in the heart of Anna Maria. Positioned on a deep, boatable canal with direct, unobstructed access to Bimini Bay and Tampa Bay, this 4-bedroom, 4-bath residence delivers luxury, location, and a lucrative income opportunity, exceeding $200,000 annually - on pace to surpass $300,000 this year! Completely remodeled in 2025 and offered fully furnished including a sauna, gym, and games, this turnkey home spans over 2,600 square feet and an additional over 1300 plus square feet of non-conforming flex space which features a game room, gym, outdoor kitchen and more. The interior includes luxury vinyl flooring, quartz countertops, hurricane-impact sliders, and an open-concept design built for entertaining. The chef’s kitchen showcases stainless steel appliances, and abundant cabinetry, seamlessly flowing into the living and dining areas with a statement fireplace. This home features four bedrooms, including three with private ensuites. Two full primary ensuites showcase spa-inspired baths, generous closets, and private balcony access. Additional bedrooms offer comfort for family or guests. A dedicated laundry room with custom built-ins, ample storage, and a separate owner’s garage add convenience and functionality. Outdoor living is elevated with a brand-new heated pool and spa, all-new pool equipment, putting green, outdoor kitchen, and outdoor shower. Enjoy immediate boating access, with no bridges - to open water. Trex stairs and balcony decking ensure durability and low maintenance. Upgrades include a new metal roof, brand-new seaball, brand-new dock, new landscaping, one brand-new AC system plus a new mini-split, and a fully renovated interior from top to bottom. Currently operating as a successful Airbnb with strong rental history, this property is equally suited as a high-performing investment or private waterfront residence. Located moments from the sugar-white sands of Bean Point Beach and the shops and dining of Anna Maria, this home offers effortless access to the best of island living!

519 Loquat Drive, Anna Maria

$2,770,000

Welcome to Manatee Manor, a life where every evening ends in a watercolor sunset, manatees swim in your backyard, and every morning begins with the quiet ripple of wide open canal waters just beyond your dock. Perfectly positioned on a peaceful cul-de-sac in the heart of Anna Maria, Manatee Manor is more than a home — it’s a daily invitation to slow down and savor island living. This elevated 3-bedroom, 3-bath residence has been lovingly owner-occupied and meticulously maintained — never rented — offering a level of care and quality that’s immediately felt. Designed for relaxed coastal living, this home captures breathtaking sunset views with a seamless indoor-outdoor flow. Recent renovations include kitchen and bathroom remodels, designer GE Cafe appliances, all impact doors and sliders, water filtration system, landscaping and more! Ready to enjoy the Florida sunshine? Step outside to your private backyard retreat and enjoy your putting green, heated pool (28x18), spa, artificial turf, sitting areas, and an outdoor kitchen — ideal for sunset dinners and weekend gatherings. The 100' canal-front setting includes a dock (36x22), making it effortless to launch a kayak, hop on a paddleboard, or head out for a day on the Gulf. Unique to this area, the protected sanctuary across the water provides a peaceful quiet oasis to you and your guests. Life here means: Morning walks to the sugary white sands of the Gulf beaches, Strolling to the boutiques and dining along Pine Avenue, Quiet evenings in a friendly, tucked-away cul-de-sac, and Manatees passing by as you lounge waterside. Whether you’re entertaining poolside, cruising the waterways, or biking to nearby shops and restaurants, this address delivers the ultimate North End island lifestyle. Manatee Manor isn’t just a waterfront property — it’s where sunsets become rituals and every day feels like vacation. Call today for your private showing!

3 Beds ⋅ 3 Baths ⋅ Coconut Bayou SubDv. ⋅ 34216 Zip Code

Welcome to Manatee Manor, a life where every evening ends in a watercolor sunset, manatees swim in your backyard, and every morning begins with the quiet ripple of wide open canal waters just beyond your dock. Perfectly positioned on a peaceful cul-de-sac in the heart of Anna Maria, Manatee Manor is more than a home — it’s a daily invitation to slow down and savor island living. This elevated 3-bedroom, 3-bath residence has been lovingly owner-occupied and meticulously maintained — never rented — offering a level of care and quality that’s immediately felt. Designed for relaxed coastal living, this home captures breathtaking sunset views with a seamless indoor-outdoor flow. Recent renovations include kitchen and bathroom remodels, designer GE Cafe appliances, all impact doors and sliders, water filtration system, landscaping and more! Ready to enjoy the Florida sunshine? Step outside to your private backyard retreat and enjoy your putting green, heated pool (28x18), spa, artificial turf, sitting areas, and an outdoor kitchen — ideal for sunset dinners and weekend gatherings. The 100' canal-front setting includes a dock (36x22), making it effortless to launch a kayak, hop on a paddleboard, or head out for a day on the Gulf. Unique to this area, the protected sanctuary across the water provides a peaceful quiet oasis to you and your guests. Life here means: Morning walks to the sugary white sands of the Gulf beaches, Strolling to the boutiques and dining along Pine Avenue, Quiet evenings in a friendly, tucked-away cul-de-sac, and Manatees passing by as you lounge waterside. Whether you’re entertaining poolside, cruising the waterways, or biking to nearby shops and restaurants, this address delivers the ultimate North End island lifestyle. Manatee Manor isn’t just a waterfront property — it’s where sunsets become rituals and every day feels like vacation. Call today for your private showing!

316 Hammock Circle, Anna Maria

$2,700,000

Welcome to one of Anna Maria Island's most distinctive addresses — a 5-bedroom, 4.5-bath luxury coastal residence steps from the Gulf that offers something exceptional even by island standards: C1 neighborhood commercial zoning that permits a ground-floor business with two floors of refined residential living above. The flexibility here is remarkable, and the Gulf-front setting is simply unmatched. Completely reimagined in 2022 and positioned one property from the Gulf, the home reflects the very best of modern coastal design. Wide-plank flooring, custom cabinetry, designer lighting, and an expansive open-concept layout create an effortless backdrop for both everyday living and elevated entertaining. The chef's kitchen — anchored by stone countertops, premium appliances, and a generous island — flows seamlessly into the living and dining spaces. A private elevator connects all three levels with quiet elegance, enhancing accessibility and the overall sense of arrival. Each bedroom suite is a serene coastal sanctuary. The primary retreat elevates the experience further with a spa-inspired bath and private terrace access, while multiple balconies, covered lounge areas, and a swim-spa extend the living spaces outdoors. Impact windows and doors, elevated construction, and modern mechanicals deliver lasting durability and meaningful insurance advantages. Already a proven Airbnb performer and delivered fully furnished and turn-key, this property generates strong rental income when not in personal use. For the discerning buyer seeking a luxury Gulf-front home, a high-performing investment, a multigenerational retreat, or a live-work opportunity unlike anything else on the island — this C1-zoned address delivers it all, just steps from the Gulf and the iconic Sand Bar Restaurant.

5 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Welcome to one of Anna Maria Island's most distinctive addresses — a 5-bedroom, 4.5-bath luxury coastal residence steps from the Gulf that offers something exceptional even by island standards: C1 neighborhood commercial zoning that permits a ground-floor business with two floors of refined residential living above. The flexibility here is remarkable, and the Gulf-front setting is simply unmatched. Completely reimagined in 2022 and positioned one property from the Gulf, the home reflects the very best of modern coastal design. Wide-plank flooring, custom cabinetry, designer lighting, and an expansive open-concept layout create an effortless backdrop for both everyday living and elevated entertaining. The chef's kitchen — anchored by stone countertops, premium appliances, and a generous island — flows seamlessly into the living and dining spaces. A private elevator connects all three levels with quiet elegance, enhancing accessibility and the overall sense of arrival. Each bedroom suite is a serene coastal sanctuary. The primary retreat elevates the experience further with a spa-inspired bath and private terrace access, while multiple balconies, covered lounge areas, and a swim-spa extend the living spaces outdoors. Impact windows and doors, elevated construction, and modern mechanicals deliver lasting durability and meaningful insurance advantages. Already a proven Airbnb performer and delivered fully furnished and turn-key, this property generates strong rental income when not in personal use. For the discerning buyer seeking a luxury Gulf-front home, a high-performing investment, a multigenerational retreat, or a live-work opportunity unlike anything else on the island — this C1-zoned address delivers it all, just steps from the Gulf and the iconic Sand Bar Restaurant.

110 Spring Avenue, Anna Maria

$2,550,000

Welcome to 129 Hammock Road, where island dreams meet modern luxury. This 4-bedroom, 3-bath canal front pool home has been completely transformed for the buyer who wants more than a property they want a lifestyle. Whether you’re searching for a full time residence, a second home to escape to, or an investment with strong rental potential on Anna Maria Island, this home delivers it all with ease. Nightly rental allowed. From the moment you step inside, the home feels calm, elevated, and intentional. Sunlight pours through new impact slider doors, highlighting new hardwood floors, designer fixtures, and refined coastal details. The remodeled kitchen and bathrooms feature new tiling, quartz surfaces, and stylish finishes that feel both current and timeless perfect for hosting guests, family, or future renters. Out back, your private oasis awaits. The heated saltwater pool sits on a travertine patio framed by tropical landscaping, creating a space that feels like a boutique resort. Enjoy morning coffee by the water, afternoons floating in the sun, and evenings watching the sky fade behind the canal. The newly replaced dock with new pilings and composite decking opens the door to adventure—kayaking, paddleboarding, boating, or simply taking in the peaceful waterfront. Pool features a raised equipment platform, new pool pump and heater, and even a built in basketball hoop make the outdoor space as practical as it is fun. The rare 4 car garage with screening and double garage doors provides room for vehicles, golf carts, beach gear, and storage, an essential feature for both full time living and high performing vacation rentals. With new pavers, a newer zoned air conditioner, and thoughtful updates throughout, the home feels move-in ready from day one. Here, you’re not just buying a home you’re stepping into the Anna Maria Island lifestyle. The Gulf beaches, Pine Avenue boutiques, waterfront dining, sunsets, salt air, golf carts, boat days, and barefoot weekends… they’re all just minutes away. For the buyer who wants income opportunity, but also wants somewhere they’ll be proud to call home. For the buyer looking to settle in, invest smart, and finally live the island life they’ve been dreaming of—this is it.

4 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Welcome to 129 Hammock Road, where island dreams meet modern luxury. This 4-bedroom, 3-bath canal front pool home has been completely transformed for the buyer who wants more than a property they want a lifestyle. Whether you’re searching for a full time residence, a second home to escape to, or an investment with strong rental potential on Anna Maria Island, this home delivers it all with ease. Nightly rental allowed. From the moment you step inside, the home feels calm, elevated, and intentional. Sunlight pours through new impact slider doors, highlighting new hardwood floors, designer fixtures, and refined coastal details. The remodeled kitchen and bathrooms feature new tiling, quartz surfaces, and stylish finishes that feel both current and timeless perfect for hosting guests, family, or future renters. Out back, your private oasis awaits. The heated saltwater pool sits on a travertine patio framed by tropical landscaping, creating a space that feels like a boutique resort. Enjoy morning coffee by the water, afternoons floating in the sun, and evenings watching the sky fade behind the canal. The newly replaced dock with new pilings and composite decking opens the door to adventure—kayaking, paddleboarding, boating, or simply taking in the peaceful waterfront. Pool features a raised equipment platform, new pool pump and heater, and even a built in basketball hoop make the outdoor space as practical as it is fun. The rare 4 car garage with screening and double garage doors provides room for vehicles, golf carts, beach gear, and storage, an essential feature for both full time living and high performing vacation rentals. With new pavers, a newer zoned air conditioner, and thoughtful updates throughout, the home feels move-in ready from day one. Here, you’re not just buying a home you’re stepping into the Anna Maria Island lifestyle. The Gulf beaches, Pine Avenue boutiques, waterfront dining, sunsets, salt air, golf carts, boat days, and barefoot weekends… they’re all just minutes away. For the buyer who wants income opportunity, but also wants somewhere they’ll be proud to call home. For the buyer looking to settle in, invest smart, and finally live the island life they’ve been dreaming of—this is it.

129 Hammock Road, Anna Maria

$2,300,000

THIS is PARADISE! Enjoy this like-new construction beautiful 3 bedroom, 3 bathroom multi-leveled home. Nestled on the north end of Anna Maria Island just steps away from the sparkling waters of the Gulf and Bay as well as close to Pine Ave! Enjoy the natural sunlight open concept and the professionally decorated interior design. You will absolutely love the open floor plan on the main living level and deck that overlooks the pool/spa and tropical backyard. The kitchen is decked out with top notch Quartz waterfall counter-tops and a large kitchen island with a hidden walk-in butlers pantry. 3 bedrooms perfectly spaced out for added privacy all with updated modern bathrooms. Your primary bedroom features a double sided luxury step-in shower with rainfall shower heads in the ensuite bathroom with dual sinks and ample counter space and a standalone bathtub. Enjoy the lush backyard and the coolness of your private heated pool and covered outdoor kitchen area! Relax in the tropical oasis of a beautiful backyard. Would be a great investment property and can be rented 1-7 days, never a vacation rental, so it has no wear and tear from a busy rental! Schedule your showing today! **Roof 2025, Pool + Equipment 2024, house comes with a 10 year Termite warranty.**

3 Beds ⋅ 3 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code

THIS is PARADISE! Enjoy this like-new construction beautiful 3 bedroom, 3 bathroom multi-leveled home. Nestled on the north end of Anna Maria Island just steps away from the sparkling waters of the Gulf and Bay as well as close to Pine Ave! Enjoy the natural sunlight open concept and the professionally decorated interior design. You will absolutely love the open floor plan on the main living level and deck that overlooks the pool/spa and tropical backyard. The kitchen is decked out with top notch Quartz waterfall counter-tops and a large kitchen island with a hidden walk-in butlers pantry. 3 bedrooms perfectly spaced out for added privacy all with updated modern bathrooms. Your primary bedroom features a double sided luxury step-in shower with rainfall shower heads in the ensuite bathroom with dual sinks and ample counter space and a standalone bathtub. Enjoy the lush backyard and the coolness of your private heated pool and covered outdoor kitchen area! Relax in the tropical oasis of a beautiful backyard. Would be a great investment property and can be rented 1-7 days, never a vacation rental, so it has no wear and tear from a busy rental! Schedule your showing today! **Roof 2025, Pool + Equipment 2024, house comes with a 10 year Termite warranty.**

616 Fern Street, Anna Maria