2myfloridabroker.com Search Results

$2,300,000

This spacious home is a prime Anna Maria north end location and overlooks Lake La Vista bayou with views to the Sunshine Skyway Bridge. Over 5000 sf under roof including 2572 sf of elevated living area with 3 bedrooms and 3 full baths, 400 sf of covered balconies and patios, 3 garages and a bonus room with Enduraflood panels. So much space for lots of waterfront living!! Offered furnished, this home has an open floor plan, vaulted ceilings, crown molding and sliding doors showcasing the fabulous water views and relaxing balconies. Plenty of space for entertaining and large gatherings in the main living area. The open kitchen has solid wood cabinets, granite countertops, colorful tile backsplash and a breakfast bar. A separate office/laundry room is adjacent to the kitchen. The huge third floor master bedroom has a private waterfront balcony, walk-in closet and large master bath. Launch your boat, kayaks and paddle boards from the 40-foot composite dock with a 10,000 lb boat lift and fish table. Plenty of storage and workspace for bikes, beach, fishing and hobby items. There is room for a front yard pool or a cocktail spa on the waterfront side. Exterior renovations in 2016/2017 include metal roof, Royal Celect composite siding that never needs painting, Azek/Timber Tech balconies, decking and railings, hurricane rated PGT windows and doors, circular driveway and low maintenance landscaping. This lovely, single-family residence can be converted to a vacation home with short term rentals permitted. Photos were taken prior to hurricanes, some landscaping and furnishings have changed.

3 Beds ⋅ 3 Baths ⋅ Lake La Vista Sub SubDv. ⋅ 34216 Zip Code

This spacious home is a prime Anna Maria north end location and overlooks Lake La Vista bayou with views to the Sunshine Skyway Bridge. Over 5000 sf under roof including 2572 sf of elevated living area with 3 bedrooms and 3 full baths, 400 sf of covered balconies and patios, 3 garages and a bonus room with Enduraflood panels. So much space for lots of waterfront living!! Offered furnished, this home has an open floor plan, vaulted ceilings, crown molding and sliding doors showcasing the fabulous water views and relaxing balconies. Plenty of space for entertaining and large gatherings in the main living area. The open kitchen has solid wood cabinets, granite countertops, colorful tile backsplash and a breakfast bar. A separate office/laundry room is adjacent to the kitchen. The huge third floor master bedroom has a private waterfront balcony, walk-in closet and large master bath. Launch your boat, kayaks and paddle boards from the 40-foot composite dock with a 10,000 lb boat lift and fish table. Plenty of storage and workspace for bikes, beach, fishing and hobby items. There is room for a front yard pool or a cocktail spa on the waterfront side. Exterior renovations in 2016/2017 include metal roof, Royal Celect composite siding that never needs painting, Azek/Timber Tech balconies, decking and railings, hurricane rated PGT windows and doors, circular driveway and low maintenance landscaping. This lovely, single-family residence can be converted to a vacation home with short term rentals permitted. Photos were taken prior to hurricanes, some landscaping and furnishings have changed.

210 Lakeview Drive, Anna Maria

$2,250,000

Experience the perfect blend of modern luxury and coastal functionality in this impeccably maintained canal-front retreat. Located on the prestigious North End of Anna Maria Island, this property offers the best of both worlds: a serene, full-time sanctuary or a high-performing investment (7 nights or less). Originally transformed by a total remodel and significant additions in 2016, this elevated 3-bedroom, 2-bathroom residence offers a sophisticated island lifestyle on an expansive, oversized lot of over 10,000 square feet. The home is thoughtfully designed for both comfort and accessibility, featuring a private elevator that services the residence with ease. The interior transitions seamlessly from open-concept living areas to a unique ground-level bonus room. This versatile space is fully climate-controlled with its own bathroom, making it an ideal candidate for a private guest suite, a secluded home office, or a premier media/game room. Outside, the property is a true maritime sanctuary. Boaters will appreciate the 10,000 lb boat lift and the peace of mind provided by a newer seawall - all installed in 2012. The outdoor possibilities are as vast as the lot itself; with ample room to install a custom pool and outdoor kitchen, you can create the ultimate backyard oasis. Whether you are enjoying the breeze from the elevated decks or embarking on a sunset cruise from your backyard, 807 S Bay Blvd represents a rare opportunity to own a waterfront home built for the modern Floridian lifestyle - a true boater’s sanctuary!

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

Experience the perfect blend of modern luxury and coastal functionality in this impeccably maintained canal-front retreat. Located on the prestigious North End of Anna Maria Island, this property offers the best of both worlds: a serene, full-time sanctuary or a high-performing investment (7 nights or less). Originally transformed by a total remodel and significant additions in 2016, this elevated 3-bedroom, 2-bathroom residence offers a sophisticated island lifestyle on an expansive, oversized lot of over 10,000 square feet. The home is thoughtfully designed for both comfort and accessibility, featuring a private elevator that services the residence with ease. The interior transitions seamlessly from open-concept living areas to a unique ground-level bonus room. This versatile space is fully climate-controlled with its own bathroom, making it an ideal candidate for a private guest suite, a secluded home office, or a premier media/game room. Outside, the property is a true maritime sanctuary. Boaters will appreciate the 10,000 lb boat lift and the peace of mind provided by a newer seawall - all installed in 2012. The outdoor possibilities are as vast as the lot itself; with ample room to install a custom pool and outdoor kitchen, you can create the ultimate backyard oasis. Whether you are enjoying the breeze from the elevated decks or embarking on a sunset cruise from your backyard, 807 S Bay Blvd represents a rare opportunity to own a waterfront home built for the modern Floridian lifestyle - a true boater’s sanctuary!

807 S Bay Boulevard, Anna Maria

$2,200,000

Discover Mia Bella — a rare canal-front estate on Anna Maria Island’s coveted North End. Set on an oversized 11,000+ square-foot lot with more than 94 feet of boatable canal frontage, this exceptional property offers direct boating access to the Intracoastal Waterway, Tampa Bay, and the Gulf of Mexico, along with a private dock. Located on a quiet residential street just steps from the sandy beaches and two blocks from Pine Avenue’s shops and dining, Mia Bella delivers the ultimate island lifestyle where location truly matters. Completely restored and thoughtfully updated, this distinctive property blends Old Florida charm with modern coastal design. The estate includes a spacious single-level main house and an attached glass-wrapped villa, both positioned to capture tranquil canal and pool views framed by mangroves and passing boats. The main residence offers three bedrooms and three full bathrooms, including two ensuite suites, along with an oversized two-car garage — a rare and highly sought-after feature for an island home with plenty of space for a golf cart. Restored terrazzo floors create a light, breezy coastal feel throughout. The brand-new kitchen features classic white shaker-style cabinetry, quartz countertops, and stainless steel appliances and opens to the main living areas designed for easy indoor–outdoor flow. Hurricane-impact doors, windows, and sliders are installed throughout the main house, which is fully flood-protected with Hammerhead flood barriers and also features a new metal roof for added durability. All bathrooms have been fully updated with fiberglass showers, quartz vanity tops, and Kohler fixtures. The attached villa is a true showpiece, surrounded on three sides by floor-to-ceiling glass and highlighted by a dramatic lofted ceiling. The ground level includes a sleeping area, kitchenette, two-story living space, and a full bath, while a spiral staircase leads to a charming second-floor loft bedroom (access is outside via the 2nd floor deck) — a fun and flexible retreat for guests. Mature tropical landscaping and professional lighting provide privacy and ambiance throughout the property, creating a serene island setting. Mia Bella offers additional protection with Hammerhead flood barriers at the front entry, both garage doors, and the back sliding door. Recent improvements include impact-rated openings, new kitchen cabinets, bathroom vanities, a boat dock, redesigned decks, a resurfaced pool, new pool equipment, and a new metal roof. The list goes on and on. Offered fully furnished and operating as a successful vacation rental with strong income history and future bookings in place, Mia Bella is ideal as a luxurious second home or a high-performing investment. Oversized lot, premier North End location, boatable canal frontage with dock access, rare oversized garage, and thoughtfully designed storm and flood protection for the main house make this a truly special Anna Maria Island property. *Property information deemed reliable but not guaranteed. Buyer and Buyers agent to verify.

4 Beds ⋅ 4 Baths ⋅ Island Cedars SubDv. ⋅ 34216 Zip Code

Discover Mia Bella — a rare canal-front estate on Anna Maria Island’s coveted North End. Set on an oversized 11,000+ square-foot lot with more than 94 feet of boatable canal frontage, this exceptional property offers direct boating access to the Intracoastal Waterway, Tampa Bay, and the Gulf of Mexico, along with a private dock. Located on a quiet residential street just steps from the sandy beaches and two blocks from Pine Avenue’s shops and dining, Mia Bella delivers the ultimate island lifestyle where location truly matters. Completely restored and thoughtfully updated, this distinctive property blends Old Florida charm with modern coastal design. The estate includes a spacious single-level main house and an attached glass-wrapped villa, both positioned to capture tranquil canal and pool views framed by mangroves and passing boats. The main residence offers three bedrooms and three full bathrooms, including two ensuite suites, along with an oversized two-car garage — a rare and highly sought-after feature for an island home with plenty of space for a golf cart. Restored terrazzo floors create a light, breezy coastal feel throughout. The brand-new kitchen features classic white shaker-style cabinetry, quartz countertops, and stainless steel appliances and opens to the main living areas designed for easy indoor–outdoor flow. Hurricane-impact doors, windows, and sliders are installed throughout the main house, which is fully flood-protected with Hammerhead flood barriers and also features a new metal roof for added durability. All bathrooms have been fully updated with fiberglass showers, quartz vanity tops, and Kohler fixtures. The attached villa is a true showpiece, surrounded on three sides by floor-to-ceiling glass and highlighted by a dramatic lofted ceiling. The ground level includes a sleeping area, kitchenette, two-story living space, and a full bath, while a spiral staircase leads to a charming second-floor loft bedroom (access is outside via the 2nd floor deck) — a fun and flexible retreat for guests. Mature tropical landscaping and professional lighting provide privacy and ambiance throughout the property, creating a serene island setting. Mia Bella offers additional protection with Hammerhead flood barriers at the front entry, both garage doors, and the back sliding door. Recent improvements include impact-rated openings, new kitchen cabinets, bathroom vanities, a boat dock, redesigned decks, a resurfaced pool, new pool equipment, and a new metal roof. The list goes on and on. Offered fully furnished and operating as a successful vacation rental with strong income history and future bookings in place, Mia Bella is ideal as a luxurious second home or a high-performing investment. Oversized lot, premier North End location, boatable canal frontage with dock access, rare oversized garage, and thoughtfully designed storm and flood protection for the main house make this a truly special Anna Maria Island property. *Property information deemed reliable but not guaranteed. Buyer and Buyers agent to verify.

116 Hammock Road, Anna Maria

$2,200,000

Surrounded by lush tropical beauty on the north end of Anna Maria Island, this lovingly maintained canal front home invites you to embrace island living with both style and ease. Just a short walk from the powder soft sands of the Gulf, the property is tucked among swaying palms and vibrant landscaping, creating an instant sense of retreat the moment you arrive. Inside, the open floor plan blends casual elegance with functionality, featuring a spacious living area with a tray ceiling, custom fans, and plenty of natural light that pours through large windows and sliding glass doors. The kitchen is designed for both beauty and performance, offering stainless steel appliances, granite countertops, a center island with cooktop, and crisp white cabinetry, all framed by peaceful green views through plantation shutters. Flowing seamlessly into a sun filled dining space and out to both front and back screened porches, the home’s layout encourages effortless indoor/outdoor living. The primary suite is a tranquil escape with private canal views, while the ensuite bath evokes a spa-like feel with dual sinks, a soaking tub, and walk-in shower. Two additional bedrooms each bring their own tropical charm, and a top level bonus room offers flexible space for a home office, media lounge, or guest accommodations. Step outside to your own private backyard paradise, where lush landscaping surrounds a sparkling pool, paver patio, and covered seating areas ideal for year-round enjoyment. And for those drawn to life on the water, the private dock with a boat lift is a true standout offering direct, easy access to the bay and Gulf, making boating, kayaking, or paddle boarding not just possible, but part of your daily rhythm. A spacious multi-car garage provides abundant room for storage, beach gear, bikes, and golf carts, making this home as practical as it is picturesque. Located in a short term rental zone and just minutes from Anna Maria’s beloved shops, eateries, and beaches, this home offers the ultimate blend of personal comfort and investment potential. Whether you're seeking a full-time residence or seasonal getaway, this island gem delivers on every front.

3 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Surrounded by lush tropical beauty on the north end of Anna Maria Island, this lovingly maintained canal front home invites you to embrace island living with both style and ease. Just a short walk from the powder soft sands of the Gulf, the property is tucked among swaying palms and vibrant landscaping, creating an instant sense of retreat the moment you arrive. Inside, the open floor plan blends casual elegance with functionality, featuring a spacious living area with a tray ceiling, custom fans, and plenty of natural light that pours through large windows and sliding glass doors. The kitchen is designed for both beauty and performance, offering stainless steel appliances, granite countertops, a center island with cooktop, and crisp white cabinetry, all framed by peaceful green views through plantation shutters. Flowing seamlessly into a sun filled dining space and out to both front and back screened porches, the home’s layout encourages effortless indoor/outdoor living. The primary suite is a tranquil escape with private canal views, while the ensuite bath evokes a spa-like feel with dual sinks, a soaking tub, and walk-in shower. Two additional bedrooms each bring their own tropical charm, and a top level bonus room offers flexible space for a home office, media lounge, or guest accommodations. Step outside to your own private backyard paradise, where lush landscaping surrounds a sparkling pool, paver patio, and covered seating areas ideal for year-round enjoyment. And for those drawn to life on the water, the private dock with a boat lift is a true standout offering direct, easy access to the bay and Gulf, making boating, kayaking, or paddle boarding not just possible, but part of your daily rhythm. A spacious multi-car garage provides abundant room for storage, beach gear, bikes, and golf carts, making this home as practical as it is picturesque. Located in a short term rental zone and just minutes from Anna Maria’s beloved shops, eateries, and beaches, this home offers the ultimate blend of personal comfort and investment potential. Whether you're seeking a full-time residence or seasonal getaway, this island gem delivers on every front.

311 Iris Street, Anna Maria

$2,165,000

UNDER CONTRACT. ACCEPTING BACKUP OFFERS. Introducing 115 Hammock Rd, a breathtaking elevated four-bedroom, three-bathroom home nestled in the heart of Anna Maria. This home comes furnished with a few exclusions. Ideally situated just one block from Pine Avenue, you’ll have easy access to a variety of restaurants and shops, along with a quick stroll to the pristine beaches of AMI. This residence has undergone a complete renovation in 2025, showcasing exquisite luxurious finishes that are sure to captivate. Upon entering, you'll be greeted by a beautifully designed living room featuring a cozy fireplace, perfect for relaxation. This space seamlessly connects to a stunning kitchen that overlooks a spacious balcony, spanning the entire width of the house—ideal for enjoying morning coffee or sipping a glass of wine while watching the sunset. The first living floor also includes three large bedrooms, two bathrooms, making it an excellent space for hosting guests. Ascending to the third level, you'll find the expansive primary suite, complete with a private office, luxurious shower, and a soaking tub, providing a perfect retreat for relaxation and tranquility. The spacious lower level offers ample room for parking, games, and storage, enhancing the home's functionality. Step into the stunning backyard, which features a lush tropical oasis complete with mature landscaping and a large pool—perfect for embracing a resort-style lifestyle. Whether you’re seeking a second home, a primary residence, or a lucrative rental opportunity, this property is an exceptional choice!

4 Beds ⋅ 3 Baths ⋅ Island Cedars SubDv. ⋅ 34216 Zip Code

UNDER CONTRACT. ACCEPTING BACKUP OFFERS. Introducing 115 Hammock Rd, a breathtaking elevated four-bedroom, three-bathroom home nestled in the heart of Anna Maria. This home comes furnished with a few exclusions. Ideally situated just one block from Pine Avenue, you’ll have easy access to a variety of restaurants and shops, along with a quick stroll to the pristine beaches of AMI. This residence has undergone a complete renovation in 2025, showcasing exquisite luxurious finishes that are sure to captivate. Upon entering, you'll be greeted by a beautifully designed living room featuring a cozy fireplace, perfect for relaxation. This space seamlessly connects to a stunning kitchen that overlooks a spacious balcony, spanning the entire width of the house—ideal for enjoying morning coffee or sipping a glass of wine while watching the sunset. The first living floor also includes three large bedrooms, two bathrooms, making it an excellent space for hosting guests. Ascending to the third level, you'll find the expansive primary suite, complete with a private office, luxurious shower, and a soaking tub, providing a perfect retreat for relaxation and tranquility. The spacious lower level offers ample room for parking, games, and storage, enhancing the home's functionality. Step into the stunning backyard, which features a lush tropical oasis complete with mature landscaping and a large pool—perfect for embracing a resort-style lifestyle. Whether you’re seeking a second home, a primary residence, or a lucrative rental opportunity, this property is an exceptional choice!

115 Hammock Road, Anna Maria

$2,137,500

Welcome to Bamboo Bungalow, a rare canal-front island retreat showcasing timeless Old Florida charm on desirable Anna Maria Island. Perfectly positioned along a deep-water canal with quick access to Tampa Bay and the Gulf, this elevated 3-bedroom, 2-bath home offers the ultimate island lifestyle for boaters, kayakers, and beach lovers alike. Natural light fills the bright, open-concept living space, where thoughtful updates blend seamlessly with the home’s character-rich design. The beautifully updated kitchen features solid wood cabinetry, a large island, pantry, wine refrigerator, stainless steel appliances, and a unique stained-glass accent window. The inviting living area is anchored by a wood-burning fireplace and enhanced by elegant crown molding throughout. Recent improvements provide peace of mind and exceptional value, including a new roof and chimney, new seawall, updated kitchen and bathrooms, LED lighting, wood flooring, paver driveway and walkways, and a spacious new ground-level game and entertainment room. One of the home’s most beloved spaces is the Florida room, where you can enjoy morning coffee, family gatherings, or evening cocktails while overlooking the tranquil canal. Watch manatees glide by and experience the relaxed waterfront lifestyle that makes Anna Maria Island so special. The generous primary suite serves as a private retreat, complete with an en-suite bath and large walk-in closet. Two additional guest bedrooms are thoughtfully situated on the opposite side of the home, providing comfort and privacy for family and visitors. A dedicated laundry room offers additional storage, while the oversized two-car garage with epoxy flooring provides ample space for vehicles, beach gear, and water toys…and the must have golf cart! Step outside to enjoy the island breeze from the balcony, then follow the staircase to the expansive backyard. With plenty of room for a pool, the property offers endless possibilities for creating your own private tropical oasis. Mature, low-maintenance tropical landscaping enhances the home’s authentic coastal appeal. Ideally located just a short stroll from world-famous beaches, Pine Avenue, local restaurants, boutiques, and island attractions, Bamboo Bungalow offers the perfect combination of waterfront serenity and walkable convenience. This amazing property is being offered turnkey furnished (including high-end furniture, decor, and art). Schedule your private showing today and discover the best of Anna Maria Island living.

3 Beds ⋅ 2 Baths ⋅ Lacios Sub SubDv. ⋅ 34216 Zip Code

Welcome to Bamboo Bungalow, a rare canal-front island retreat showcasing timeless Old Florida charm on desirable Anna Maria Island. Perfectly positioned along a deep-water canal with quick access to Tampa Bay and the Gulf, this elevated 3-bedroom, 2-bath home offers the ultimate island lifestyle for boaters, kayakers, and beach lovers alike. Natural light fills the bright, open-concept living space, where thoughtful updates blend seamlessly with the home’s character-rich design. The beautifully updated kitchen features solid wood cabinetry, a large island, pantry, wine refrigerator, stainless steel appliances, and a unique stained-glass accent window. The inviting living area is anchored by a wood-burning fireplace and enhanced by elegant crown molding throughout. Recent improvements provide peace of mind and exceptional value, including a new roof and chimney, new seawall, updated kitchen and bathrooms, LED lighting, wood flooring, paver driveway and walkways, and a spacious new ground-level game and entertainment room. One of the home’s most beloved spaces is the Florida room, where you can enjoy morning coffee, family gatherings, or evening cocktails while overlooking the tranquil canal. Watch manatees glide by and experience the relaxed waterfront lifestyle that makes Anna Maria Island so special. The generous primary suite serves as a private retreat, complete with an en-suite bath and large walk-in closet. Two additional guest bedrooms are thoughtfully situated on the opposite side of the home, providing comfort and privacy for family and visitors. A dedicated laundry room offers additional storage, while the oversized two-car garage with epoxy flooring provides ample space for vehicles, beach gear, and water toys…and the must have golf cart! Step outside to enjoy the island breeze from the balcony, then follow the staircase to the expansive backyard. With plenty of room for a pool, the property offers endless possibilities for creating your own private tropical oasis. Mature, low-maintenance tropical landscaping enhances the home’s authentic coastal appeal. Ideally located just a short stroll from world-famous beaches, Pine Avenue, local restaurants, boutiques, and island attractions, Bamboo Bungalow offers the perfect combination of waterfront serenity and walkable convenience. This amazing property is being offered turnkey furnished (including high-end furniture, decor, and art). Schedule your private showing today and discover the best of Anna Maria Island living.

517 Loquat Drive, Anna Maria

$2,100,000

Located on the north end of Anna Maria, this elevated canal-front home is a true boater’s paradise with direct water access and a private dock. This 4-bedroom property underwent an extensive interior remodel, showcasing modern upgrades and coastal living at its finest. The open-concept layout is filled with natural light and offers comfortable living spaces ideal for both everyday living and vacation enjoyment. Step outside to an expansive back deck overlooking the peaceful canal — the perfect setting for relaxing or entertaining. Outdoors, a new pool and refreshed entertaining area further enhance the Florida lifestyle. Ideally situated near beaches, dining, and shopping, this home captures the very best of Anna Maria Island waterfront living and is perfectly suited as a full-time residence or a short-term rental investment.

4 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Located on the north end of Anna Maria, this elevated canal-front home is a true boater’s paradise with direct water access and a private dock. This 4-bedroom property underwent an extensive interior remodel, showcasing modern upgrades and coastal living at its finest. The open-concept layout is filled with natural light and offers comfortable living spaces ideal for both everyday living and vacation enjoyment. Step outside to an expansive back deck overlooking the peaceful canal — the perfect setting for relaxing or entertaining. Outdoors, a new pool and refreshed entertaining area further enhance the Florida lifestyle. Ideally situated near beaches, dining, and shopping, this home captures the very best of Anna Maria Island waterfront living and is perfectly suited as a full-time residence or a short-term rental investment.

108 Pelican Drive, Anna Maria

$2,050,000

You have to see this home to appreciate the efficient layout and spacious living spaces. This property comes turnkey furnished, making it a seamless transition for the fortunate new owners. Meticulously maintained and never rented, the home exudes a sense of care and pride. For those considering short-term rentals, this residence presents an attractive opportunity. Featuring three bedrooms, including two master suites, and three bathrooms, the open floor plan enhances the spacious and airy ambiance, creating an inviting atmosphere for residents and guests alike. Nestled along a serene saltwater canal, this home caters to boating and fishing enthusiasts with a 12,000lb boat lift and a fish cleaning station. This deepwater canal has no fixed bridges to get to open water, both sailboats and power boats are welcome. The covered back porch overlooks the canal, providing a tranquil setting for relaxation and entertainment. Immerse yourself in the refreshing saltwater pool. The pool is heated with an electric heat pump and comes with a pool sweep and fitted cover. Inside, the residence boasts high-end finishes, including granite countertops, crown molding, Hunter Douglas window dressing and hardwood floors throughout, with tile accents in the bathrooms. Practical features of this elevated home include a new metal roof and a completely enclosed lower level that boasts a 2-car garage, ample storage space under the entire home on a generous lot with 75' on the canal, ensuring privacy and room for outdoor activities. A short seven-block stroll or bike ride takes you to the beautiful Gulf beaches that Anna Maria Island is renowned for. And Tampa Bay water access is literally half a block away, across South Bay Blvd. Again, turnkey furnished and ready to move in. And as an extra bonus a meticulously maintained 2006 Shearwater Z2400 power boat is included. Don't miss this opportunity!!!

3 Beds ⋅ 3 Baths ⋅ Lacios Sub SubDv. ⋅ 34216 Zip Code

You have to see this home to appreciate the efficient layout and spacious living spaces. This property comes turnkey furnished, making it a seamless transition for the fortunate new owners. Meticulously maintained and never rented, the home exudes a sense of care and pride. For those considering short-term rentals, this residence presents an attractive opportunity. Featuring three bedrooms, including two master suites, and three bathrooms, the open floor plan enhances the spacious and airy ambiance, creating an inviting atmosphere for residents and guests alike. Nestled along a serene saltwater canal, this home caters to boating and fishing enthusiasts with a 12,000lb boat lift and a fish cleaning station. This deepwater canal has no fixed bridges to get to open water, both sailboats and power boats are welcome. The covered back porch overlooks the canal, providing a tranquil setting for relaxation and entertainment. Immerse yourself in the refreshing saltwater pool. The pool is heated with an electric heat pump and comes with a pool sweep and fitted cover. Inside, the residence boasts high-end finishes, including granite countertops, crown molding, Hunter Douglas window dressing and hardwood floors throughout, with tile accents in the bathrooms. Practical features of this elevated home include a new metal roof and a completely enclosed lower level that boasts a 2-car garage, ample storage space under the entire home on a generous lot with 75' on the canal, ensuring privacy and room for outdoor activities. A short seven-block stroll or bike ride takes you to the beautiful Gulf beaches that Anna Maria Island is renowned for. And Tampa Bay water access is literally half a block away, across South Bay Blvd. Again, turnkey furnished and ready to move in. And as an extra bonus a meticulously maintained 2006 Shearwater Z2400 power boat is included. Don't miss this opportunity!!!

526 Loquat Drive, Anna Maria

$1,945,000

Welcome to 310 Palm Avenue. The home is a well-appointed 3 -bedroom home with an office (sic) 4th bedroom. It has 3 full baths, and a spectacular covered outdoor living space with a built-in grill, sink and granite countertop. There is a large, heated pool and patio accessible from the entire rear of the home. However, it did not always look like this. When the sellers bought it in 2012 it had been recently renovated and the pool installed. The sellers used it as a second home and vacation rental until 2019. The sellers loved the home but needed more space. They went ahead to reimagine the entire home leaving no area untouched. The low ceilings in the living area were removed, vaulted, and covered with white wood planks and decorative beams totally transforming the space. The sellers converted the existing garage into an open entry with large storage closets, an office that could be a fourth bedroom and added a full primary suite. Then, they totally redesigned the kitchen. It was completely updated with a huge Sub-Zero refrigerator, a 36-inch Wolf range and exhaust hood, and a new Frigidaire dishwasher. The original island was removed and totally redesigned. It was lengthened and the front was turned into an upholstered leather bench for gathering around the large custom-made wood table. There is a generous pantry with sliding shelves hidden behind double doors. Throughout the home there are built-in custom cabinets and shelves. All of the doorways were replaced solid panel doors. The existing baths were totally renovated to match the home’s new style. All the rooms overlooking the pool have French doors allowing access to the patio. They added a vaulted covered patio, which mirrors the design of the home’s exterior. It has an outdoor kitchen and large serving counter. Underneath there is plenty of room to relax in the shade. The yard is surrounded by lush tropical foliage The home is close to everything. The to the west, the Gulf is a 5-to-10-minute walk to a popular city park covered with shady Australian pines. To the east is Tampa Bay, the Waterfront Restaurant and soon to be reopened City Pier. To the north, there are the shops and restaurants on Pine Avenue. If you like pickleball, tennis, or exercise, the Anna Maria Community Center is right around the corner. This home would be the perfect home to retire in paradise, a second home or a successful vacation rental. It is approved for up to eight rental guests. However, there is plenty of room for more when your friends and family arrive. Schedule a showing before it is too late.

3 Beds ⋅ 3 Baths ⋅ Bimini Bay Colony Club Sub SubDv. ⋅ 34216 Zip Code

Welcome to 310 Palm Avenue. The home is a well-appointed 3 -bedroom home with an office (sic) 4th bedroom. It has 3 full baths, and a spectacular covered outdoor living space with a built-in grill, sink and granite countertop. There is a large, heated pool and patio accessible from the entire rear of the home. However, it did not always look like this. When the sellers bought it in 2012 it had been recently renovated and the pool installed. The sellers used it as a second home and vacation rental until 2019. The sellers loved the home but needed more space. They went ahead to reimagine the entire home leaving no area untouched. The low ceilings in the living area were removed, vaulted, and covered with white wood planks and decorative beams totally transforming the space. The sellers converted the existing garage into an open entry with large storage closets, an office that could be a fourth bedroom and added a full primary suite. Then, they totally redesigned the kitchen. It was completely updated with a huge Sub-Zero refrigerator, a 36-inch Wolf range and exhaust hood, and a new Frigidaire dishwasher. The original island was removed and totally redesigned. It was lengthened and the front was turned into an upholstered leather bench for gathering around the large custom-made wood table. There is a generous pantry with sliding shelves hidden behind double doors. Throughout the home there are built-in custom cabinets and shelves. All of the doorways were replaced solid panel doors. The existing baths were totally renovated to match the home’s new style. All the rooms overlooking the pool have French doors allowing access to the patio. They added a vaulted covered patio, which mirrors the design of the home’s exterior. It has an outdoor kitchen and large serving counter. Underneath there is plenty of room to relax in the shade. The yard is surrounded by lush tropical foliage The home is close to everything. The to the west, the Gulf is a 5-to-10-minute walk to a popular city park covered with shady Australian pines. To the east is Tampa Bay, the Waterfront Restaurant and soon to be reopened City Pier. To the north, there are the shops and restaurants on Pine Avenue. If you like pickleball, tennis, or exercise, the Anna Maria Community Center is right around the corner. This home would be the perfect home to retire in paradise, a second home or a successful vacation rental. It is approved for up to eight rental guests. However, there is plenty of room for more when your friends and family arrive. Schedule a showing before it is too late.

310 Palm Avenue, Anna Maria

$1,925,000

Tucked away along a tranquil canal in the heart of Anna Maria, this exceptional 3-bedroom, 2-bathroom waterfront retreat offers the perfect blend of coastal elegance and island convenience. Being sold turnkey with a strong rental history and bookings in place, this property is an ideal investment opportunity or full-time residence. Designed for effortless indoor-outdoor living, the spacious 1,900+ square foot interior features an open-concept layout, a fully equipped kitchen, and inviting living spaces filled with natural light. The primary suite provides a private escape with an ensuite bath, while the additional bedrooms offer plenty of space for family and guests. Step outside to your personal oasis, where a heated pool overlooks the tranquil canal, and a private dock provides easy access to Tampa Bay and the Gulf—perfect for boaters and water enthusiasts alike. A two-car garage offers ample storage for beach gear and golf carts, while the property’s zoning allows for rentals of any duration, maximizing its income potential. Just moments from white sandy beaches, Pine Avenue’s charming boutiques, and renowned dining, this is a wonderful opportunity to own a perfect little slice of island life!

3 Beds ⋅ 2 Baths ⋅ Lardas Unit Three SubDv. ⋅ 34216 Zip Code

Tucked away along a tranquil canal in the heart of Anna Maria, this exceptional 3-bedroom, 2-bathroom waterfront retreat offers the perfect blend of coastal elegance and island convenience. Being sold turnkey with a strong rental history and bookings in place, this property is an ideal investment opportunity or full-time residence. Designed for effortless indoor-outdoor living, the spacious 1,900+ square foot interior features an open-concept layout, a fully equipped kitchen, and inviting living spaces filled with natural light. The primary suite provides a private escape with an ensuite bath, while the additional bedrooms offer plenty of space for family and guests. Step outside to your personal oasis, where a heated pool overlooks the tranquil canal, and a private dock provides easy access to Tampa Bay and the Gulf—perfect for boaters and water enthusiasts alike. A two-car garage offers ample storage for beach gear and golf carts, while the property’s zoning allows for rentals of any duration, maximizing its income potential. Just moments from white sandy beaches, Pine Avenue’s charming boutiques, and renowned dining, this is a wonderful opportunity to own a perfect little slice of island life!

527 Magnolia Avenue, Anna Maria

$1,860,000

Incredible, spacious home with a private heated pool - close to the beach!! This 3 bedroom, 2.5 bathroom elevated home is located in a desirable area of Anna Maria Island, you're only a one-and-a-half-block walk from Bean Point Beach to the north and a short distance to Pine Avenue's shops and restaurants to the south. Colorful, fun lighting and art throughout gives it that beachy feel. Enjoy so many great features like high wooden ceilings, large windows, natural light, and a wrap-around screened balcony. The balcony overlooks the private heated pool and outdoor dining area below. Inside, use the kitchen's stainless steel appliances and granite countertops to whip up a delicious meal. Schedule a showing today!

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

Incredible, spacious home with a private heated pool - close to the beach!! This 3 bedroom, 2.5 bathroom elevated home is located in a desirable area of Anna Maria Island, you're only a one-and-a-half-block walk from Bean Point Beach to the north and a short distance to Pine Avenue's shops and restaurants to the south. Colorful, fun lighting and art throughout gives it that beachy feel. Enjoy so many great features like high wooden ceilings, large windows, natural light, and a wrap-around screened balcony. The balcony overlooks the private heated pool and outdoor dining area below. Inside, use the kitchen's stainless steel appliances and granite countertops to whip up a delicious meal. Schedule a showing today!

727 Jacaranda Road, Anna Maria

$1,850,000

OHHHH THE UPDATES!! BRAND NEW KITCHEN and flooring...and updates galore! There is so to enjoy about this great investment home! This is the perfect beach haven, just a hop, skip & a jump to the Gulf beach! Just steps to Bean Point, this elevated 3 bed/2.5 bath pool home is a great income property! Updated with beautiful coastal style, this home is designed for relaxing. Start the day sipping coffee on your screened porch or enjoy the space around your open dining table! Stretch out in the family room where the coastal comfort welcomes you with shiplap walls, large updated windows, new lighting, fresh paint and furnishings. Upstairs you will find your large bedroom with its private porch, walk in closet, updated en suite and peeks of the Gulf! Both guest rooms also enjoy an updated (2024) bathroom and the gorgeous coastal décor! Whether you're lounging at the poolside bar, relishing the breeze on the screened porches, relishing the comfort of your cozy bed, or using your back gate to pop over to the sugar sand beach, you will love the island life from every spot of this updated home! From all the UPDATED appliances, the metal roof, the luxury vinyl plank flooring, the NEW doors & door frames, the NEW paint (inside & out), the NEW lighting and the NEW fans, to all the UPDATED décor - this beach house is picture perfect! And outside you will relish the added landscaping and palm trees, lighted stair way, privacy wall, covered bar and your heated pool and spa! Enjoy a cocktail and the game while floating in the pool, and easy access to your beach toy storage space! Inside and out this island home welcomes relaxation and enjoyment! AND you will REALLY enjoy the short term rental income! It’s time for your island life to begin…

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

OHHHH THE UPDATES!! BRAND NEW KITCHEN and flooring...and updates galore! There is so to enjoy about this great investment home! This is the perfect beach haven, just a hop, skip & a jump to the Gulf beach! Just steps to Bean Point, this elevated 3 bed/2.5 bath pool home is a great income property! Updated with beautiful coastal style, this home is designed for relaxing. Start the day sipping coffee on your screened porch or enjoy the space around your open dining table! Stretch out in the family room where the coastal comfort welcomes you with shiplap walls, large updated windows, new lighting, fresh paint and furnishings. Upstairs you will find your large bedroom with its private porch, walk in closet, updated en suite and peeks of the Gulf! Both guest rooms also enjoy an updated (2024) bathroom and the gorgeous coastal décor! Whether you're lounging at the poolside bar, relishing the breeze on the screened porches, relishing the comfort of your cozy bed, or using your back gate to pop over to the sugar sand beach, you will love the island life from every spot of this updated home! From all the UPDATED appliances, the metal roof, the luxury vinyl plank flooring, the NEW doors & door frames, the NEW paint (inside & out), the NEW lighting and the NEW fans, to all the UPDATED décor - this beach house is picture perfect! And outside you will relish the added landscaping and palm trees, lighted stair way, privacy wall, covered bar and your heated pool and spa! Enjoy a cocktail and the game while floating in the pool, and easy access to your beach toy storage space! Inside and out this island home welcomes relaxation and enjoyment! AND you will REALLY enjoy the short term rental income! It’s time for your island life to begin…

785 Jacaranda Road, Anna Maria

$1,850,000

Location, Location! Situated right on popular Pine Avenue—Anna Maria’s main business district—this unique property is zoned ROR (Residential/Office/Retail). This rare opportunity offers it all! 13 income-producing storage unit facility, a street-front retail or office space PLUS a 900 sq. ft gorgeous, 2 bedroom/2 bath vacation rental unit. Immersed in all that Anna Maria has to offer including restaurants, shopping and of course, the beautiful Beaches. The possibilities here are endless. Great for investor, retail shop or business owner, or an entrepreneur looking for multiple income streams.

Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Location, Location! Situated right on popular Pine Avenue—Anna Maria’s main business district—this unique property is zoned ROR (Residential/Office/Retail). This rare opportunity offers it all! 13 income-producing storage unit facility, a street-front retail or office space PLUS a 900 sq. ft gorgeous, 2 bedroom/2 bath vacation rental unit. Immersed in all that Anna Maria has to offer including restaurants, shopping and of course, the beautiful Beaches. The possibilities here are endless. Great for investor, retail shop or business owner, or an entrepreneur looking for multiple income streams.

413 Pine Avenue, Anna Maria

$1,835,000

Kick off your shoes and come enjoy this Island home with a truly Anna Maria feel. This is a relaxing and spacious mini-estate comprising a 2 bedroom, 2 bath main house and a 1 bedroom/1 bath guest cottage. Decorated in tranquil coastal chic of pastels and with gorgeous polished pine floors. The kitchen is perfect for entertaining and cooking fabulous meals in your granite and stainless gourmet chef’s kitchen. Entertain guests in your spacious open living area that flows onto an expansive sitting deck, nestled in the tree tops where you can totally relax and put your feet up. Downstairs is a comfortable dining area for grilling, ping pong or corn hole! Sun bathe on the loungers or take a dip in the heated pool surrounded by lush landscaping providing so much privacy. A delightful separate cottage affords privacy while reflecting all the attractive design features of the main house, and you also have two separate laundry rooms for everyone’s convenience. Set up your private showing today!

3 Beds ⋅ 3 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Kick off your shoes and come enjoy this Island home with a truly Anna Maria feel. This is a relaxing and spacious mini-estate comprising a 2 bedroom, 2 bath main house and a 1 bedroom/1 bath guest cottage. Decorated in tranquil coastal chic of pastels and with gorgeous polished pine floors. The kitchen is perfect for entertaining and cooking fabulous meals in your granite and stainless gourmet chef’s kitchen. Entertain guests in your spacious open living area that flows onto an expansive sitting deck, nestled in the tree tops where you can totally relax and put your feet up. Downstairs is a comfortable dining area for grilling, ping pong or corn hole! Sun bathe on the loungers or take a dip in the heated pool surrounded by lush landscaping providing so much privacy. A delightful separate cottage affords privacy while reflecting all the attractive design features of the main house, and you also have two separate laundry rooms for everyone’s convenience. Set up your private showing today!

246 Gladiolus Street, Anna Maria

$1,800,000

Exclusive 11,000 sq. ft. lot on Anna Maria Island, cleared and ready for you to build your dream home. This canal-front property has direct water access to the bay and the gulf. Located on the desirable North End of Anna Maria Island and just steps from the Gulf shimmering beaches. Also, walking distance to Pine Avenue with charming local boutiques, award-winning restaurants, and a vibrant island lifestyle Anna Maria is known for. Enjoy direct boating access with no bridges, world-class sunsets, and a relaxed lifestyle defined by beauty, privacy, and prestige. Create your dream escape where island elegance meets effortless living. Ideal for a custom waterfront home or a vacation rental income property.

Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

Exclusive 11,000 sq. ft. lot on Anna Maria Island, cleared and ready for you to build your dream home. This canal-front property has direct water access to the bay and the gulf. Located on the desirable North End of Anna Maria Island and just steps from the Gulf shimmering beaches. Also, walking distance to Pine Avenue with charming local boutiques, award-winning restaurants, and a vibrant island lifestyle Anna Maria is known for. Enjoy direct boating access with no bridges, world-class sunsets, and a relaxed lifestyle defined by beauty, privacy, and prestige. Create your dream escape where island elegance meets effortless living. Ideal for a custom waterfront home or a vacation rental income property.

208 Oak Avenue, Anna Maria

$1,750,000

Don't miss your chance to own a fully remodeled home in the City of Anna Maria. Extensively remodeled 4-bedroom, 4-bath home on North Shore Drive in the City of Anna Maria, featuring significant structural and finish upgrades throughout. This light-filled residence offers an open-concept layout with raised ceilings, refined coastal finishes, and expanded living space. Two bedrooms feature private en-suite bathrooms, with an additional two full guest bath conveniently accessible from the bedrooms and main living areas. Renovations include enclosed patio and garage areas to create an additional en-suite bedroom, expanded kitchen, dedicated laundry room, and approximately 294 square feet of added living space. Major improvements include new electrical and plumbing services; new drywall with DensGlass moisture-resistant panel; a new HVAC system with supplemental mini-split units; spray foam roof insulation; hurricane-impact windows and sliders; and new flooring throughout. The kitchen features all-new cabinetry, countertops, a large center island with breakfast bar, and Samsung appliances including: refrigerator, ice maker, wine cooler, microwave, dishwasher, and chilling drawers. Bathrooms have been fully updated with new tile and high-end plumbing fixtures. Outdoor upgrades include a private heated pool with new heater and pump, expanded paver decking, new fencing, updated landscaping, refreshed exterior stucco, and full interior and exterior paint. Ideally located just steps from the beach and close to Pine Avenue shops and dining, this is a move-in-ready island home offering modern upgrades, thoughtful design, and an unbeatable location—schedule your private showing and experience Anna Maria Island living at its best.

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

Don't miss your chance to own a fully remodeled home in the City of Anna Maria. Extensively remodeled 4-bedroom, 4-bath home on North Shore Drive in the City of Anna Maria, featuring significant structural and finish upgrades throughout. This light-filled residence offers an open-concept layout with raised ceilings, refined coastal finishes, and expanded living space. Two bedrooms feature private en-suite bathrooms, with an additional two full guest bath conveniently accessible from the bedrooms and main living areas. Renovations include enclosed patio and garage areas to create an additional en-suite bedroom, expanded kitchen, dedicated laundry room, and approximately 294 square feet of added living space. Major improvements include new electrical and plumbing services; new drywall with DensGlass moisture-resistant panel; a new HVAC system with supplemental mini-split units; spray foam roof insulation; hurricane-impact windows and sliders; and new flooring throughout. The kitchen features all-new cabinetry, countertops, a large center island with breakfast bar, and Samsung appliances including: refrigerator, ice maker, wine cooler, microwave, dishwasher, and chilling drawers. Bathrooms have been fully updated with new tile and high-end plumbing fixtures. Outdoor upgrades include a private heated pool with new heater and pump, expanded paver decking, new fencing, updated landscaping, refreshed exterior stucco, and full interior and exterior paint. Ideally located just steps from the beach and close to Pine Avenue shops and dining, this is a move-in-ready island home offering modern upgrades, thoughtful design, and an unbeatable location—schedule your private showing and experience Anna Maria Island living at its best.

866 N Shore Drive, Anna Maria

$1,750,000

57 North Shore Drive: The Art of Island Living Discover the perfect balance of classic Anna Maria charm and contemporary coastal elegance. Tucked away at the corner of North Shore Drive and Palmetto Avenue, this serene retreat sits just two short blocks from the Gulf’s velvet sands. Here, the best of the island is at your doorstep—from the quiet beauty of the shore to the morning coffee spots and hidden gems along Pine Avenue. Thoughtfully Reimagined Freshly renovated with a keen eye for detail, this home is a turnkey sanctuary designed for modern peace of mind. Every inch has been updated to marry style with resilience, featuring: A Bright, Airy Kitchen: The heart of the home, featuring brand-new finishes and high-end stainless steel appliances. Seamless Upgrades: New hurricane-impact windows and a Garrison Aluminum flood protection system ensure your piece of paradise is as secure as it is beautiful. Modern Essentials: From the new HVAC and LED lighting to the redesigned bathrooms, every system has been refreshed for effortless living. Your Private Tropical Escape The outdoor space is a true island oasis, set on an oversized, lushly landscaped lot. Spend your afternoons lounging by the custom saltwater lap pool or unwinding in the spa, all framed by swaying palms and tropical greenery. The screened lanai serves as a shaded sanctuary, perfect for hosting casual sunset dinners or simply listening to the breeze after a day in the surf. Sun-Soaked & Effortless Inside, the single-level layout flows with natural light, capturing that coveted "barefoot luxury" feel. The Living Quarters: Three comfortable bedrooms and three bathrooms are complemented by fresh, coastal-inspired décor. The Bonus Space: An air-conditioned garage provides a versatile extra layer of living, complete with a full bath and laundry area. Ready for You: Sold with its new, meticulously chosen furnishings, the home invites you to move right in and start living the island dream from day one. A Premier Opportunity Whether you envision a permanent change of pace, a family getaway, or a sophisticated investment, 57 N Shore Drive delivers. Currently a successful vacation rental, this property offers the rare chance to own a piece of Anna Maria’s most sought-after lifestyle—where every day feels like a Saturday. * Note: Property Information received from third-party sources is considered reliable but not guaranteed. All information should be independently verified by buyers and buyers agent.

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

57 North Shore Drive: The Art of Island Living Discover the perfect balance of classic Anna Maria charm and contemporary coastal elegance. Tucked away at the corner of North Shore Drive and Palmetto Avenue, this serene retreat sits just two short blocks from the Gulf’s velvet sands. Here, the best of the island is at your doorstep—from the quiet beauty of the shore to the morning coffee spots and hidden gems along Pine Avenue. Thoughtfully Reimagined Freshly renovated with a keen eye for detail, this home is a turnkey sanctuary designed for modern peace of mind. Every inch has been updated to marry style with resilience, featuring: A Bright, Airy Kitchen: The heart of the home, featuring brand-new finishes and high-end stainless steel appliances. Seamless Upgrades: New hurricane-impact windows and a Garrison Aluminum flood protection system ensure your piece of paradise is as secure as it is beautiful. Modern Essentials: From the new HVAC and LED lighting to the redesigned bathrooms, every system has been refreshed for effortless living. Your Private Tropical Escape The outdoor space is a true island oasis, set on an oversized, lushly landscaped lot. Spend your afternoons lounging by the custom saltwater lap pool or unwinding in the spa, all framed by swaying palms and tropical greenery. The screened lanai serves as a shaded sanctuary, perfect for hosting casual sunset dinners or simply listening to the breeze after a day in the surf. Sun-Soaked & Effortless Inside, the single-level layout flows with natural light, capturing that coveted "barefoot luxury" feel. The Living Quarters: Three comfortable bedrooms and three bathrooms are complemented by fresh, coastal-inspired décor. The Bonus Space: An air-conditioned garage provides a versatile extra layer of living, complete with a full bath and laundry area. Ready for You: Sold with its new, meticulously chosen furnishings, the home invites you to move right in and start living the island dream from day one. A Premier Opportunity Whether you envision a permanent change of pace, a family getaway, or a sophisticated investment, 57 N Shore Drive delivers. Currently a successful vacation rental, this property offers the rare chance to own a piece of Anna Maria’s most sought-after lifestyle—where every day feels like a Saturday. * Note: Property Information received from third-party sources is considered reliable but not guaranteed. All information should be independently verified by buyers and buyers agent.

57 N Shore Drive, Anna Maria

$1,750,000

Welcome to Cabana Breeze, an elevated, eco-friendly retreat on the coveted north end of Anna Maria Island. Complete with solar panels—this four-bedroom, two-bath home sits just a short walk from Anna Maria City Beach and steps from Pine Avenue’s popular shops and restaurants. The outdoor oasis features a large lagoon-style heated pool with in-water seating, two shaded cabanas for dining and bar lounging, and a recreation room with foosball, TV, and a tiki bar. With its prime location and resort-style amenities, Cabana Breeze also makes an excellent investment as a high-performing vacation rental. Inside, the open great room offers coastal charm with comfortable seating, wood floors, a modern dining area, and a updated kitchen with granite counters, stainless steel appliances, and a breakfast bar. Sleeping arrangements include two king bedrooms—both with patio access—plus two queen bedrooms and a queen sleeper sofa for added flexibility. The primary suite features a walk-in shower and double vanity, while the remaining bedrooms share a well-appointed hall bath. Combining sustainable living, an exceptional location, and strong rental appeal, Cabana Breeze is the perfect blend of island comfort, convenience, and investment potential. Don’t miss your chance to own this exceptional AMI retreat- call today to schedule your private showing.

4 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Welcome to Cabana Breeze, an elevated, eco-friendly retreat on the coveted north end of Anna Maria Island. Complete with solar panels—this four-bedroom, two-bath home sits just a short walk from Anna Maria City Beach and steps from Pine Avenue’s popular shops and restaurants. The outdoor oasis features a large lagoon-style heated pool with in-water seating, two shaded cabanas for dining and bar lounging, and a recreation room with foosball, TV, and a tiki bar. With its prime location and resort-style amenities, Cabana Breeze also makes an excellent investment as a high-performing vacation rental. Inside, the open great room offers coastal charm with comfortable seating, wood floors, a modern dining area, and a updated kitchen with granite counters, stainless steel appliances, and a breakfast bar. Sleeping arrangements include two king bedrooms—both with patio access—plus two queen bedrooms and a queen sleeper sofa for added flexibility. The primary suite features a walk-in shower and double vanity, while the remaining bedrooms share a well-appointed hall bath. Combining sustainable living, an exceptional location, and strong rental appeal, Cabana Breeze is the perfect blend of island comfort, convenience, and investment potential. Don’t miss your chance to own this exceptional AMI retreat- call today to schedule your private showing.

511 Spring Avenue, Anna Maria

$1,750,000

Build your custom island retreat on the north end of Anna Maria Island. This spacious corner lot offers approximately 9,600 square feet and presents a rare opportunity to build your dream coastal home directly across the street from the beach. Fantastic potential for sweeping Gulf views from upper levels; perfectly positioned to take advantage of its prime location and beach access, this property offers the ideal canvas for creating a serene seaside escape or standout investment. Additional parcels are available for those looking to expand their vision.

Wells Sub SubDv. ⋅ 34216 Zip Code

Build your custom island retreat on the north end of Anna Maria Island. This spacious corner lot offers approximately 9,600 square feet and presents a rare opportunity to build your dream coastal home directly across the street from the beach. Fantastic potential for sweeping Gulf views from upper levels; perfectly positioned to take advantage of its prime location and beach access, this property offers the ideal canvas for creating a serene seaside escape or standout investment. Additional parcels are available for those looking to expand their vision.

808 N Bay Boulevard, Anna Maria

$1,732,500

Great Income Opportunity! Short-Term Rental approved on Airbnb, VRBO, etc! Over $174,000 in Yearly Rental Income with upside! Wake up every day in true island paradise at Anna Maria Chateau! Ideally positioned at the northern tip of the exclusive Anna Maria Island, just moments from the iconic Bean Point and minutes from some of the world’s most celebrated beaches, this pristine coastal retreat offers the ultimate blend of luxury, comfort, and location. From the moment you step inside, you’re welcomed by soaring ceilings and a bright, open great room floor plan designed for effortless entertaining and relaxed island living. Exceptional custom craftsmanship shines throughout, showcasing hand-scraped hickory wood floors, beautiful tongue-and-groove ceilings and walls, and thoughtful architectural details at every turn. The heart of the home is the chef-inspired kitchen, perfectly situated off the family room and equipped with stainless steel appliances, a French-style refrigerator, classic white shaker cabinetry, granite countertops, and a spacious island with breakfast bar seating ideal for gathering with family and friends. The spacious primary suite serves as a private retreat, featuring an en-suite bath with dual sinks and granite countertops. Two additional well-appointed bedrooms share a full bath, providing comfortable accommodations for guests and plenty of space for everyone to unwind. Multiple common areas throughout the home invite relaxation and connection. Step outside and experience resort-style living. Sip your morning coffee on the oversized upstairs deck, take a refreshing dip in the heated saltwater pool, or enjoy friendly competition in the expansive recreation room. The elevated first floor offers ample storage for all your water toys, bikes, and beach gear. This exceptional property offers incredible versatility perfect as a full-time residence, a private island getaway, or a highly desirable income-producing rental in one of Florida’s most sought-after destinations. Bonus: This elevated home experienced NO interior damage during the 2024 storms, providing added peace of mind. Recent updates include: brand-new water heater (2025) and new pool pump (2024). Love the island’s golf-cart-friendly lifestyle? There’s plenty of space for golf cart parking and more. Cruise by golf cart, bike, or take a leisurely walk to nearby restaurants, boutiques, and local favorites, all just blocks from your doorstep. This is your opportunity to own a true slice of paradise on one of Florida’s most beloved islands—Anna Maria Island.

3 Beds ⋅ 2 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code

Great Income Opportunity! Short-Term Rental approved on Airbnb, VRBO, etc! Over $174,000 in Yearly Rental Income with upside! Wake up every day in true island paradise at Anna Maria Chateau! Ideally positioned at the northern tip of the exclusive Anna Maria Island, just moments from the iconic Bean Point and minutes from some of the world’s most celebrated beaches, this pristine coastal retreat offers the ultimate blend of luxury, comfort, and location. From the moment you step inside, you’re welcomed by soaring ceilings and a bright, open great room floor plan designed for effortless entertaining and relaxed island living. Exceptional custom craftsmanship shines throughout, showcasing hand-scraped hickory wood floors, beautiful tongue-and-groove ceilings and walls, and thoughtful architectural details at every turn. The heart of the home is the chef-inspired kitchen, perfectly situated off the family room and equipped with stainless steel appliances, a French-style refrigerator, classic white shaker cabinetry, granite countertops, and a spacious island with breakfast bar seating ideal for gathering with family and friends. The spacious primary suite serves as a private retreat, featuring an en-suite bath with dual sinks and granite countertops. Two additional well-appointed bedrooms share a full bath, providing comfortable accommodations for guests and plenty of space for everyone to unwind. Multiple common areas throughout the home invite relaxation and connection. Step outside and experience resort-style living. Sip your morning coffee on the oversized upstairs deck, take a refreshing dip in the heated saltwater pool, or enjoy friendly competition in the expansive recreation room. The elevated first floor offers ample storage for all your water toys, bikes, and beach gear. This exceptional property offers incredible versatility perfect as a full-time residence, a private island getaway, or a highly desirable income-producing rental in one of Florida’s most sought-after destinations. Bonus: This elevated home experienced NO interior damage during the 2024 storms, providing added peace of mind. Recent updates include: brand-new water heater (2025) and new pool pump (2024). Love the island’s golf-cart-friendly lifestyle? There’s plenty of space for golf cart parking and more. Cruise by golf cart, bike, or take a leisurely walk to nearby restaurants, boutiques, and local favorites, all just blocks from your doorstep. This is your opportunity to own a true slice of paradise on one of Florida’s most beloved islands—Anna Maria Island.

612 Fern Street, Anna Maria

$1,705,000

Ease into Island Life at Crescent Palms. If you’ve been dreaming of that perfect, easy-going island life, Crescent Palms is ready for you. Tucked away on the quiet north end of Anna Maria Island—just a short stroll from the shops on Pine Avenue and the soft sands of Bayfront Park—this 2025-renovated home is being sold fully furnished and move-in ready. Bright, Airy, and All on One Level Forget the stairs. This home is all about effortless, single-story living. We’ve kept the soul of the house with beautifully restored terrazzo floors that feel cool underfoot and give off a classic, retro beach vibe. The open living space flows right into a gorgeous new kitchen with quartz countertops and stainless appliances—perfect for whipping up a casual seafood dinner after a day on the boat. From the living room, you can walk straight out to the screened lanai and pool, making the whole house feel like one big, breezy indoor-outdoor hangout. Your Own Backyard Paradise, The backyard is where the magic happens. It’s a private, tropical hideaway surrounded by lush palms and soft lighting. The Pool: A sparkling saltwater pool with a sun shelf (perfect for a lounge chair and a book) and a relaxing waterfall. The Spa: A big, heated spa for those clear Florida nights. The Extras: A screened-in dining area, plenty of space for sunbathing, and a must-have outdoor shower for rinsing off the salt and sand. Room for Everyone With three roomy king bedrooms and two baths, there’s plenty of space for family or guests. The primary suite is a total dream, featuring vaulted ceilings and its own door leading right out to the pool for a late-night dip. The Details Prime Spot: Just north of Pine Avenue. Walk or bike to the island trolley, boutiques, and ice cream shops. Boaters Welcome: You can join the optional HOA for access to a dock—perfect for launching kayaks or hopping on a boat to cruise the Sound. Peace of Mind: Built solid with concrete block and impact windows, plus flood panels for extra protection. And there is ample storage and a one-car garage for all your island essentials. Whether you're looking for a forever home, a vacation getaway, or a smart rental investment, Crescent Palms captures that relaxed AMI spirit perfectly. *Note: Property Information received from third-party sources is considered reliable but not guaranteed. All Information should be independently verified by buyers and buyers agent.

3 Beds ⋅ 2 Baths ⋅ Lake La Vista Sub SubDv. ⋅ 34216 Zip Code

Ease into Island Life at Crescent Palms. If you’ve been dreaming of that perfect, easy-going island life, Crescent Palms is ready for you. Tucked away on the quiet north end of Anna Maria Island—just a short stroll from the shops on Pine Avenue and the soft sands of Bayfront Park—this 2025-renovated home is being sold fully furnished and move-in ready. Bright, Airy, and All on One Level Forget the stairs. This home is all about effortless, single-story living. We’ve kept the soul of the house with beautifully restored terrazzo floors that feel cool underfoot and give off a classic, retro beach vibe. The open living space flows right into a gorgeous new kitchen with quartz countertops and stainless appliances—perfect for whipping up a casual seafood dinner after a day on the boat. From the living room, you can walk straight out to the screened lanai and pool, making the whole house feel like one big, breezy indoor-outdoor hangout. Your Own Backyard Paradise, The backyard is where the magic happens. It’s a private, tropical hideaway surrounded by lush palms and soft lighting. The Pool: A sparkling saltwater pool with a sun shelf (perfect for a lounge chair and a book) and a relaxing waterfall. The Spa: A big, heated spa for those clear Florida nights. The Extras: A screened-in dining area, plenty of space for sunbathing, and a must-have outdoor shower for rinsing off the salt and sand. Room for Everyone With three roomy king bedrooms and two baths, there’s plenty of space for family or guests. The primary suite is a total dream, featuring vaulted ceilings and its own door leading right out to the pool for a late-night dip. The Details Prime Spot: Just north of Pine Avenue. Walk or bike to the island trolley, boutiques, and ice cream shops. Boaters Welcome: You can join the optional HOA for access to a dock—perfect for launching kayaks or hopping on a boat to cruise the Sound. Peace of Mind: Built solid with concrete block and impact windows, plus flood panels for extra protection. And there is ample storage and a one-car garage for all your island essentials. Whether you're looking for a forever home, a vacation getaway, or a smart rental investment, Crescent Palms captures that relaxed AMI spirit perfectly. *Note: Property Information received from third-party sources is considered reliable but not guaranteed. All Information should be independently verified by buyers and buyers agent.

150 Crescent Drive, Anna Maria

$1,695,000

Welcome to island living! Nestled on the north end of Anna Maria this 4BD/2BA home offers over 2,600 sq ft and is situated on a spacious lot with private dock in a serene waterfront setting. Light and airy living area with vaulted ceilings, well appointed kitchen adorned with an inviting island, great bonus room and more. Covered 2 car carport and an attached RV garage ideal for large vehicles or boat storage. The covered rear porch beckons you to enjoy the warm island breeze and mangrove lined water views, while the expansive backyard, with its potential for a personalized pool design, offers a blank canvas for your outdoor paradise. The home is offered furnished, adding a layer of convenience for immediate occupancy or as a ready-to-go rental property in a prime 1-7 day rental zone. Its location is a balance of seclusion and community engagement, just a leisurely walk to vibrant Pine Avenue, known for its boutique shopping, dining, and local island events and just a few more steps and your toes will be in the sand on the beach. This is a home where comfort meets potential in a charming coastal setting.

4 Beds ⋅ 2 Baths ⋅ Island Cedars SubDv. ⋅ 34216 Zip Code

Welcome to island living! Nestled on the north end of Anna Maria this 4BD/2BA home offers over 2,600 sq ft and is situated on a spacious lot with private dock in a serene waterfront setting. Light and airy living area with vaulted ceilings, well appointed kitchen adorned with an inviting island, great bonus room and more. Covered 2 car carport and an attached RV garage ideal for large vehicles or boat storage. The covered rear porch beckons you to enjoy the warm island breeze and mangrove lined water views, while the expansive backyard, with its potential for a personalized pool design, offers a blank canvas for your outdoor paradise. The home is offered furnished, adding a layer of convenience for immediate occupancy or as a ready-to-go rental property in a prime 1-7 day rental zone. Its location is a balance of seclusion and community engagement, just a leisurely walk to vibrant Pine Avenue, known for its boutique shopping, dining, and local island events and just a few more steps and your toes will be in the sand on the beach. This is a home where comfort meets potential in a charming coastal setting.

110 Hammock Road, Anna Maria

$1,675,000

An easy 5-minute walk to the Gulf on the coveted north end of Anna Maria Island, Limelight is a fully furnished, nightly-rental-friendly pool home offering privacy, charm, and exceptional island value. Located just a few short blocks from direct beach access, this 3-bedroom, 2-bath single-family residence is ideal as a second home, full-time residence, or income-producing investment. Inside, vaulted white wood-plank ceilings, custom millwork, and rich wood flooring create a bright, welcoming coastal atmosphere throughout the open living and dining spaces. The kitchen flows seamlessly into the main living area and features stainless steel appliances, granite countertops, a custom tile backsplash, breakfast bar seating, and a reverse osmosis drinking water system. The primary suite offers a walk-in closet and en-suite bath with a walk-in shower, while guest bedrooms feature crown molding, custom wood trim, and warm wood floors — a timeless north-end aesthetic buyers seek. Outdoor living is where Limelight truly shines. A heated freeform pool is surrounded by lush tropical landscaping for complete privacy, complemented by a covered patio, outdoor shower, and an expansive open-air ground-level living area perfect for lounging, dining, or creating a poolside bar. Electric roll-down screens and hurricane shutters allow for year-round enjoyment. Notable upgrades include a new roof 2024, impact-rated doors and windows, 2-car tandem garage with impact door, interior laundry with storage, tankless hot water heater, app-controlled HVAC with AirKnight air purification, water softener with chlorine removal, 2020 stair and railing updates, and a new 2024 TV in the cabana area. Nightly rentals are permitted, and 2025 rental history reflects just under $100,000 in gross income, despite downtime related to hurricane impacts and owner use, highlighting strong income potential alongside personal enjoyment. The home is offered fully furnished and move-in ready, making this a rare opportunity to own a private pool home within walking distance of the beach on the north end of Anna Maria Island.

3 Beds ⋅ 2 Baths ⋅ Shore Acres Second Add SubDv. ⋅ 34216 Zip Code

An easy 5-minute walk to the Gulf on the coveted north end of Anna Maria Island, Limelight is a fully furnished, nightly-rental-friendly pool home offering privacy, charm, and exceptional island value. Located just a few short blocks from direct beach access, this 3-bedroom, 2-bath single-family residence is ideal as a second home, full-time residence, or income-producing investment. Inside, vaulted white wood-plank ceilings, custom millwork, and rich wood flooring create a bright, welcoming coastal atmosphere throughout the open living and dining spaces. The kitchen flows seamlessly into the main living area and features stainless steel appliances, granite countertops, a custom tile backsplash, breakfast bar seating, and a reverse osmosis drinking water system. The primary suite offers a walk-in closet and en-suite bath with a walk-in shower, while guest bedrooms feature crown molding, custom wood trim, and warm wood floors — a timeless north-end aesthetic buyers seek. Outdoor living is where Limelight truly shines. A heated freeform pool is surrounded by lush tropical landscaping for complete privacy, complemented by a covered patio, outdoor shower, and an expansive open-air ground-level living area perfect for lounging, dining, or creating a poolside bar. Electric roll-down screens and hurricane shutters allow for year-round enjoyment. Notable upgrades include a new roof 2024, impact-rated doors and windows, 2-car tandem garage with impact door, interior laundry with storage, tankless hot water heater, app-controlled HVAC with AirKnight air purification, water softener with chlorine removal, 2020 stair and railing updates, and a new 2024 TV in the cabana area. Nightly rentals are permitted, and 2025 rental history reflects just under $100,000 in gross income, despite downtime related to hurricane impacts and owner use, highlighting strong income potential alongside personal enjoyment. The home is offered fully furnished and move-in ready, making this a rare opportunity to own a private pool home within walking distance of the beach on the north end of Anna Maria Island.

771 Jacaranda Road, Anna Maria

$1,625,000

One or more photo(s) has been virtually staged. Perfectly positioned just steps from the sparkling turquoise waters of Tampa Bay and the white sandy beaches, this elevated island home offers breathtaking views of the iconic Skyway Bridge and a front-row seat to the beauty of Anna Maria's coastal charm. Inside, the home showcases a flexible layout with two bedrooms and two and a half baths, along with a with a bonus/office which can easily be converted to a third bedroom. The top level is perfect for entertaining, with the kitchen, living and dining areas designed with an open concept layout to maximize the stunning water views and natural light. The newly remodeled kitchen features elegant granite countertops that enhance the open and welcoming layout. Sweeping water views and palm tree lined vistas create a true island oasis from so many vantage points throughout the home. There is a covered deck off the living area to create even more open living space as well as rear decks off both levels. There is room for a pool in the front corner of the property too. An outdoor shower is already in place. Storm resistant construction includes a new metal roof, Hardie board siding, and impact and turtle friendly windows. AZEK stairs and decking with PVC railings add peace of mind, low maintenance and long term value. Surrounded by lush, mature landscaping, the property provides a sense of privacy and tranquility, featuring a custom designed, automatic gated driveway. There is a spacious enclosed , three car garage with hurricane rated garage doors. Whether you are relaxing on the balcony or taking in the gentle coastal breeze, this home captures the essence of laid back luxury in one of Anna Maria’s most desirable locations. With short term vacation rentals permitted, it presents excellent income potential while also offering the comfort and charm to serve as your forever home. Don’t miss out on this perfect slice of island life!

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

One or more photo(s) has been virtually staged. Perfectly positioned just steps from the sparkling turquoise waters of Tampa Bay and the white sandy beaches, this elevated island home offers breathtaking views of the iconic Skyway Bridge and a front-row seat to the beauty of Anna Maria's coastal charm. Inside, the home showcases a flexible layout with two bedrooms and two and a half baths, along with a with a bonus/office which can easily be converted to a third bedroom. The top level is perfect for entertaining, with the kitchen, living and dining areas designed with an open concept layout to maximize the stunning water views and natural light. The newly remodeled kitchen features elegant granite countertops that enhance the open and welcoming layout. Sweeping water views and palm tree lined vistas create a true island oasis from so many vantage points throughout the home. There is a covered deck off the living area to create even more open living space as well as rear decks off both levels. There is room for a pool in the front corner of the property too. An outdoor shower is already in place. Storm resistant construction includes a new metal roof, Hardie board siding, and impact and turtle friendly windows. AZEK stairs and decking with PVC railings add peace of mind, low maintenance and long term value. Surrounded by lush, mature landscaping, the property provides a sense of privacy and tranquility, featuring a custom designed, automatic gated driveway. There is a spacious enclosed , three car garage with hurricane rated garage doors. Whether you are relaxing on the balcony or taking in the gentle coastal breeze, this home captures the essence of laid back luxury in one of Anna Maria’s most desirable locations. With short term vacation rentals permitted, it presents excellent income potential while also offering the comfort and charm to serve as your forever home. Don’t miss out on this perfect slice of island life!

401 N Bay Boulevard, Anna Maria

$1,600,000

Location, location, location! Just steps from world-famous Bean Point and unforgettable Gulf sunsets, Absolutely Anna is a rare coastal gem in the heart of Anna Maria. This beautifully designed 2-bedroom, 2-bathroom retreat captures the essence of island living with a seamless indoor-outdoor flow and timeless coastal charm. The light-filled open floor plan creates an inviting atmosphere, where the airy living space transitions effortlessly into a well-appointed kitchen, perfect for entertaining after a day at the beach. A spacious screened-in front porch sets the stage for morning coffee and evening breezes, while the expansive covered outdoor living area offers a relaxed cabana-style escape ideal for year-round enjoyment. The primary suite is a private sanctuary, complete with a spa-inspired ensuite featuring double vanities, a walk-in shower, and a private balcony overlooking the pool. The second bedroom, also with its own ensuite bath, opens directly to the screened-in porch, providing guests with a peaceful and private retreat. Whether you’re relaxing poolside, strolling to Bean Point, or soaking in the laid-back island lifestyle, Absolutely Anna delivers the ultimate Anna Maria experience. The home boasts a strong rental history, making it an exceptional opportunity as both a personal escape and an income-producing investment. Adding to its appeal is exciting future potential. Conceptual plans indicate the possibility of adding over 700 square feet on a new upper level, along with a rooftop deck offering sweeping views from the island’s coveted north end, offering an opportunity to further enhance value and flexibility. (All additions subject to city approval and current building regulations.) This is your chance to own a piece of paradise near one of the island’s most iconic beaches. Schedule your private showing today and experience Absolutely Anna for yourself.

2 Beds ⋅ 2 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code

Location, location, location! Just steps from world-famous Bean Point and unforgettable Gulf sunsets, Absolutely Anna is a rare coastal gem in the heart of Anna Maria. This beautifully designed 2-bedroom, 2-bathroom retreat captures the essence of island living with a seamless indoor-outdoor flow and timeless coastal charm. The light-filled open floor plan creates an inviting atmosphere, where the airy living space transitions effortlessly into a well-appointed kitchen, perfect for entertaining after a day at the beach. A spacious screened-in front porch sets the stage for morning coffee and evening breezes, while the expansive covered outdoor living area offers a relaxed cabana-style escape ideal for year-round enjoyment. The primary suite is a private sanctuary, complete with a spa-inspired ensuite featuring double vanities, a walk-in shower, and a private balcony overlooking the pool. The second bedroom, also with its own ensuite bath, opens directly to the screened-in porch, providing guests with a peaceful and private retreat. Whether you’re relaxing poolside, strolling to Bean Point, or soaking in the laid-back island lifestyle, Absolutely Anna delivers the ultimate Anna Maria experience. The home boasts a strong rental history, making it an exceptional opportunity as both a personal escape and an income-producing investment. Adding to its appeal is exciting future potential. Conceptual plans indicate the possibility of adding over 700 square feet on a new upper level, along with a rooftop deck offering sweeping views from the island’s coveted north end, offering an opportunity to further enhance value and flexibility. (All additions subject to city approval and current building regulations.) This is your chance to own a piece of paradise near one of the island’s most iconic beaches. Schedule your private showing today and experience Absolutely Anna for yourself.

805 N Bay Boulevard, Anna Maria

$1,600,000

Prime location at Anna Maria's north end. West of Gulf Drive and only 3 houses to the Gulf. Home was hurricane damaged and being sold for lot value.

1 Beds ⋅ 1 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Prime location at Anna Maria's north end. West of Gulf Drive and only 3 houses to the Gulf. Home was hurricane damaged and being sold for lot value.

110 Palmetto Avenue, Anna Maria

$1,600,000

Incredible opportunity on the North end of Anna Maria Island. Located in the heart of the city of Anna Maria. Short walks to the Gulf or Bay beaches and all of the lovely attractions on Pine Avenue. Currently on the massive, lots 3&4, 11,500 square foot lot sits two duplex units. A total of FOUR short term 2 bed 1 bath units in Anna Maria!!! Units are ready for your vision, just waiting to become instagram famous. Units like this are few and far between on the North end. 3 of 4 units are equipped with washer/dryer hookups. If having the most famous duplex in Anna Maria is not your thing, then there is potential to build two single family homes on lots 3&4 or an enormous single family home. The gentlemen who acquired this property more than a half century ago had a dream for his family, now it's your turn.

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

Incredible opportunity on the North end of Anna Maria Island. Located in the heart of the city of Anna Maria. Short walks to the Gulf or Bay beaches and all of the lovely attractions on Pine Avenue. Currently on the massive, lots 3&4, 11,500 square foot lot sits two duplex units. A total of FOUR short term 2 bed 1 bath units in Anna Maria!!! Units are ready for your vision, just waiting to become instagram famous. Units like this are few and far between on the North end. 3 of 4 units are equipped with washer/dryer hookups. If having the most famous duplex in Anna Maria is not your thing, then there is potential to build two single family homes on lots 3&4 or an enormous single family home. The gentlemen who acquired this property more than a half century ago had a dream for his family, now it's your turn.

411 Alamanda Road, Anna Maria

$1,575,000

This stunning and private retreat is perfect for those who enjoy indoor/outdoor living, floating in a pool or lounging at your very own tiki bar. Light and bright open concept floor plan and impact sliders that open up to the pool and backyard oasis. This home is offered turnkey furnished and ready to move in or ready to be a great vacation rental. Zoned for 1-7 days. The primary bedroom is spacious and comfortable with your own private bathroom and access directly to the pool area. The other bedroom uses the hallway bathroom. Enjoy the large yard, tiki bar, tropical landscaping, turf put-put golf and more! Plenty of yard for kids to run around and dogs to play and plenty of parking too! Nestled in Anna Maria's quiet north end, it's steps away from sunrise on Tampa Bay and a short walk to sunset at the exclusive Bean Point beach. Quaint shops and restaurants of Anna Maria are just blocks away and close to Pine Avenue. This unique home is the perfect combination of a modern cottage set in a serene tropical environment with a quiet sense of luxury and simple detail. Schedule your private showing today!

2 Beds ⋅ 2 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code

This stunning and private retreat is perfect for those who enjoy indoor/outdoor living, floating in a pool or lounging at your very own tiki bar. Light and bright open concept floor plan and impact sliders that open up to the pool and backyard oasis. This home is offered turnkey furnished and ready to move in or ready to be a great vacation rental. Zoned for 1-7 days. The primary bedroom is spacious and comfortable with your own private bathroom and access directly to the pool area. The other bedroom uses the hallway bathroom. Enjoy the large yard, tiki bar, tropical landscaping, turf put-put golf and more! Plenty of yard for kids to run around and dogs to play and plenty of parking too! Nestled in Anna Maria's quiet north end, it's steps away from sunrise on Tampa Bay and a short walk to sunset at the exclusive Bean Point beach. Quaint shops and restaurants of Anna Maria are just blocks away and close to Pine Avenue. This unique home is the perfect combination of a modern cottage set in a serene tropical environment with a quiet sense of luxury and simple detail. Schedule your private showing today!

412 Alamanda Road, Anna Maria

$1,555,000

“Anna Maria Oasis” is a Bimini Bay Coastal Classic, perfectly positioned on the coveted north end in the City of Anna Maria. With deep-water access directly from your backyard, no bridges to the bay or the Gulf of Mexico, and a 50’ dock with pilings already in place for lift installation, this property is truly a boater’s and fisherman’s paradise. Originally built in 1972, the home was completely transformed in a top-to-bottom remodel in 2025, blending modern luxury with timeless island charm. No detail was overlooked. Highlights include imported Filipino shell stone flooring throughout, all-new drywall, insulation, plumbing, electrical, paint, fixtures, kitchen, and fresh landscaping. The living space was thoughtfully expanded with energy-efficient mini-split systems, increasing the under-air square footage from 1,582 sq ft to approximately 2,131 sq ft, offering enhanced comfort and flexibility. Additional upgrades include a new pool (2019), new AC unit 2025 and new roof (2020). Designed for effortless indoor-outdoor living, this home is ideal for entertaining, launching a sunset cruise, or unwinding while taking in tranquil water views. This one-of-a-kind island property delivers the ultimate coastal lifestyle. Don’t miss this rare opportunity to own waterfront luxury in the heart of Anna Maria—where elegant design meets laid-back island living. Currently an active vacation rental please see remarks for link to the site.

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

“Anna Maria Oasis” is a Bimini Bay Coastal Classic, perfectly positioned on the coveted north end in the City of Anna Maria. With deep-water access directly from your backyard, no bridges to the bay or the Gulf of Mexico, and a 50’ dock with pilings already in place for lift installation, this property is truly a boater’s and fisherman’s paradise. Originally built in 1972, the home was completely transformed in a top-to-bottom remodel in 2025, blending modern luxury with timeless island charm. No detail was overlooked. Highlights include imported Filipino shell stone flooring throughout, all-new drywall, insulation, plumbing, electrical, paint, fixtures, kitchen, and fresh landscaping. The living space was thoughtfully expanded with energy-efficient mini-split systems, increasing the under-air square footage from 1,582 sq ft to approximately 2,131 sq ft, offering enhanced comfort and flexibility. Additional upgrades include a new pool (2019), new AC unit 2025 and new roof (2020). Designed for effortless indoor-outdoor living, this home is ideal for entertaining, launching a sunset cruise, or unwinding while taking in tranquil water views. This one-of-a-kind island property delivers the ultimate coastal lifestyle. Don’t miss this rare opportunity to own waterfront luxury in the heart of Anna Maria—where elegant design meets laid-back island living. Currently an active vacation rental please see remarks for link to the site.

519 South Drive, Anna Maria

$1,550,000

Incredible opportunity just steps from the sugar-white sands of Anna Maria Island. This storm-damaged property presents a rare chance to create your own custom beach retreat in one of Florida’s most iconic and sought-after coastal destinations. The main residence has been taken down to the studs, offering a clean slate for renovation or reimagining to suit your vision, whether that’s a personal island getaway, income-producing property, or full redevelopment. The property features a detached garage with an upper-level apartment (ADU), providing valuable flexibility for multi-generational living, guest accommodations, or potential rental use. Positioned on a desirable street surrounded by newer and elevated homes, the setting strongly supports long-term value and redevelopment potential. Aerial views clearly showcase the exceptional proximity to the Gulf of Mexico, placing you just moments from world-renowned beaches, breathtaking sunsets, and the laid-back island lifestyle Anna Maria is known for. Enjoy easy access to local shops, dining, and all the charm that makes this area one of the most desirable beach communities in Florida. This property is being sold as-is and is ideal for investors, builders, or buyers ready to bring their vision to life in an unbeatable location. Opportunities like this, so close to the sand, are increasingly rare on Anna Maria Island.

3 Beds ⋅ 2 Baths ⋅ Gulf View Sub SubDv. ⋅ 34216 Zip Code

Incredible opportunity just steps from the sugar-white sands of Anna Maria Island. This storm-damaged property presents a rare chance to create your own custom beach retreat in one of Florida’s most iconic and sought-after coastal destinations. The main residence has been taken down to the studs, offering a clean slate for renovation or reimagining to suit your vision, whether that’s a personal island getaway, income-producing property, or full redevelopment. The property features a detached garage with an upper-level apartment (ADU), providing valuable flexibility for multi-generational living, guest accommodations, or potential rental use. Positioned on a desirable street surrounded by newer and elevated homes, the setting strongly supports long-term value and redevelopment potential. Aerial views clearly showcase the exceptional proximity to the Gulf of Mexico, placing you just moments from world-renowned beaches, breathtaking sunsets, and the laid-back island lifestyle Anna Maria is known for. Enjoy easy access to local shops, dining, and all the charm that makes this area one of the most desirable beach communities in Florida. This property is being sold as-is and is ideal for investors, builders, or buyers ready to bring their vision to life in an unbeatable location. Opportunities like this, so close to the sand, are increasingly rare on Anna Maria Island.

108 Maple Avenue, Anna Maria