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821 S Bay Boulevard, Anna Maria
$7,850,000
5 Beds ⋅ 6 Baths ⋅ South Bay Subdivision SubDv. ⋅ 34216 Zip Code
A rare expression of modern island luxury, this newly constructed Polynesian-inspired estate is ideally positioned on South Bay Boulevard in Anna Maria, offering privacy, architectural distinction, and sweeping bay views. Thoughtfully designed around a private, lush interior courtyard, the home centers on a resort-style pool and spa that seamlessly connect to covered outdoor living areas, creating a true indoor-outdoor lifestyle. The residence offers 5 bedrooms, 6 bathrooms, and expansive living spaces defined by clean architectural lines, warm wood accents, and walls of glass that frame tranquil water and tropical landscape views. The open main living level is ideal for entertaining at scale, anchored by a chef’s kitchen featuring custom cabinetry, a full walk-in pantry, and an oversized island, complemented by generous dining and gathering spaces that open directly to the pool courtyard. The primary suite is a private retreat, offering a custom-designed walk-in closet with a dedicated laundry area and a spa-inspired bath with a soaking tub positioned before picture windows overlooking the bay. A dramatic indoor-outdoor shower further enhances the immersive waterfront experience. Outdoor living is elevated with multiple covered terraces, a tranquil spa beneath a living green ceiling, and an expansive rooftop deck showcasing panoramic water views—perfect for sunset enjoyment and evening entertaining. Additional highlights include an elevator servicing all levels, premium finishes throughout, and thoughtfully designed spaces that balance luxury with everyday livability. Located just moments from Anna Maria’s renowned beaches, dining, and shopping, this exceptional residence presents a rare opportunity to own a newly built architectural masterpiece on the bay.

821 S Bay Boulevard, Anna Maria

903 N Shore Drive Unit B, Anna Maria
$5,500,000
4 Beds ⋅ 5 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code
Welcome to this stunning show stopping property on the North End of Anna Maria Island very well known as Beachfront Bliss. Enjoying panoramic views of the bay will captivate you while also having your own private beach! This 4 bedroom, 4.5 bathroom home is one of the highest producing rental properties on the north end of the island. The rental income on this property is outstanding with 2026 having $455,251 on the books thus far! The location doesn't get any better as it’s located directly on the bay, steps from Bean Point and a short stroll to the heart of Anna Maria, Pine Ave where all the boutiques and restaurants are. Unwind in the open living space, where an abundance of natural light and breathtaking views creates a tranquil atmosphere. Enjoy viewing dolphins and manatees from the plush furniture without even leaving the home! The primary bedroom has a private balcony to capture the picturesque sunrises and breathtaking views of the illuminated Sunshine Skyway Bridge colors at Night. While the additional three bedrooms has its own ensuite bathroom and walk-in closet, ensuring a comfortable and private retreat. Kids (and adults!) LOVE the game room featuring classic video games to family board games and puzzles, the game room is the perfect spot for lively entertainment. Golden Tee Golf and a variety of classic games provide hours of enjoyment for the whole family. Step outside into an expansive outdoor space designed for leisure and recreation. Lounge on the sandy beach, take a dip in the heated pool or oversized hot tub, or play a round on the putting green. The outdoor living area features a wet bar and a large Weber Genesis gas grill, perfect for alfresco dining. Enjoy the tropical oasis with outdoor Sonos speakers, an aquarium selfie wall, and various beach gear and toys. Large 2 car garage and an elevator for convenience. Being its first time on the market, this opportunity to own this unique piece of property won’t last long!

903 N Shore Drive Unit B, Anna Maria

12106 Gulf Drive, Anna Maria
$5,350,000
4 Beds ⋅ 6 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Unobstructed Gulf views define this true Gulf-front home on one of the most desirable stretches of Anna Maria Island. With nothing between the property and the shoreline, the balcony captures nearly three-quarters of a mile of uninterrupted beach frontage—an exceptionally rare vantage point created by the natural contour of the island to the north. Very few homes on AMI offer a view corridor this wide or this direct. Built in 2005 by Whitehead Construction, a respected builder in Manatee County, the home is well constructed and offers a layout well-suited for an immediate move-in or a next chapter renovation. The 4-bedroom, 5.5-bath design includes two Gulf-facing decks: one off the main living area and a private third-floor terrace exclusive to the primary suite. The location is one of the island’s best. Positioned at Coconut and Gulf, the home benefits from quieter traffic patterns while still offering walkable access to Pine Avenue’s coffee shops, restaurants, and boutiques. Sunset views are a nightly event, and beach access is just steps from the door. Additional features include a private pool, space for a covered outdoor kitchen, and a two-car garage with room for a golf cart and beach gear. At the time of construction, finishes were in the top tier for the island, and the home is now ready for a thoughtful update to match its premier location. Opportunities like 12106 Gulf are limited on Anna Maria Island. True Gulf-front ownership, a wide and unobstructed view corridor, and a location that delivers both privacy and walkability make this property stand out. Savvy buyers seeking the best views on the island will recognize the significance of this address.

12106 Gulf Drive, Anna Maria

108 Magnolia Avenue, Anna Maria
$3,830,000
4 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Welcome to your dream coastal retreat at 108 Magnolia Ave on the north end of Anna Maria! This stunning 4 bedroom, 4 bathroom home is just three houses away from the pristine Gulf of Mexico beach, offering the perfect blend of luxury and island living. Located on a sought after street, west of gulf drive and being one of the unique VERY deep lots is one of the many reasons why you don’t want to pass up this opportunity! Step inside to discover high-end finishes throughout, showcasing impeccable craftsmanship and style. The open-concept living spaces flow seamlessly for an indoor/outdoor living and entertaining experience. The kitchen has a large island, 2 sinks, high end stainless steel appliances including thermador 6 burner stove. Additionally, there is a wet bar including a subzero fridge and wine cooler which holds 65 bottles of wine! There are multiple balconies, 3 of which have awesome partial Gulf of Mexico views! Step outside to your private oasis featuring a large heated pool and spa, ideal for relaxing or entertaining. Enjoy lounging on the balconies under the string lights and gulf breeze. Hang out back at the outdoor bar, play some put put golf in the turfed side area or a game of ping pong! New pool pump and pool heater. 2 car epoxied garage but have fit 8 cars total in garages and driveway! Elevator, wood like ceramic tile through out, office area, and more! With the Sandbar restaurant and Captain Anthony’s being your backyard neighbors, it is fun and convenient for all! Spacious and beautifully designed, this home is your gateway to the ultimate beach lifestyle on Anna Maria Island. Paradise awaits!

108 Magnolia Avenue, Anna Maria

112 Mangrove Avenue, Anna Maria
$3,800,000
4 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Just four houses from the beach, this stunning 4-bedroom, 4.5-bath coastal retreat by Poseidon Adventures Development Group captures the essence of Florida living. Designed for relaxation and effortless entertaining, this custom, high-performance, low-maintenance home offers exceptional comfort for both families and guests. Thoughtfully curated with custom furnishings, high-end fixtures, and coastal artwork, the home immediately evokes a serene island ambiance. Enjoy peaceful Gulf of Mexico views from two open decks, and take in sweeping vistas of Tampa Bay and the Skyway Bridge from the upper deck. The open-concept main living area flows beautifully, featuring a spacious kitchen with top-of-the-line stainless steel appliances—ideal for hosting gatherings. This level also includes two generous suites with en suite baths. The primary suite offers a spa-like experience with a luxurious shower, double vanity framed by artistic mirrors, and a walk-in closet. Two additional suites on the second living level provide perfect accommodations for guests. Step outside to your private tropical oasis, complete with a sparkling pool, travertine deck, artificial turf, and lush landscaping. The adjacent recreation area features an oversized covered lounge with a summer kitchen, bar, shuffleboard table, pool table, cornhole boards, a three-hole putting green, and two large TVs—creating a resort-style environment for endless enjoyment. An elevator provides convenient access to the main living level. Situated in the heart of Anna Maria Island, this prime location offers easy access to both the northern and southern tips of the island, as well as nearby restaurants, marinas, and boutiques. Fully furnished and turnkey, this exceptional property is the ultimate family beach retreat. Call today to schedule a private viewing!

112 Mangrove Avenue, Anna Maria

402 S Bay Boulevard, Anna Maria
$3,200,000
3 Beds ⋅ 2 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code
This bayfront beauty offers timeless coastal elegance and laid-back living that Anna Maria is known for. Nestled on the sparkling waters of Tampa Bay and positioned perfectly near the heart of the city of Anna Maria. Enjoy breathtaking sunrises, gently sea breezes, and island living at its finest. Designed to capture the beauty of its surroundings, the thoughtfully crafted open floorplan showcases expansive views of Tampa Bay from the moment you step through the door. The great room flows effortlessly for entertaining and everyday living, while the split-bedroom layout provides privacy with three generous bedrooms, two beautiful bathrooms, a versatile loft space with pool table and panoramic water views. The home features impact-rated windows and doors, porcelain tile flooring throughout the lower level, brand new appliances, motorized blinds, and professionally designed landscaping with irrigation. There is plenty of parking and storage for kayaks, paddleboards, golfcarts, and more with a large, circular, brick-paver driveway and two-car garage. Just a short stroll from Pine Avenue's charming boutiques, acclaimed restaurants, and Gulf beaches. Wake to spectacular sunrises, spend your days on the water, and embrace the effortlessness that has made Anna Maria Island famous!

402 S Bay Boulevard, Anna Maria

419 Alamanda Road, Anna Maria
$3,100,000
4 Beds ⋅ 5 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code
Welcome to Paradise Blu, a newly built island retreat on Anna Maria Island’s highly coveted north end, just moments from the shoreline and designed for both exceptional living and strong rental performance. Featured in Travel & Leisure Magazine as a recommended vacation rental, this property offers a rare opportunity to own a home with proven appeal on a national level. This thoughtfully designed 4-bedroom residence features ensuite baths in every bedroom plus an additional half bath, offering comfort and privacy for owners and guests alike. Soaring ceilings and an open, light-filled layout create a refined yet relaxed coastal atmosphere, ideal for effortless island living. Step outside to your private tropical oasis, where a resort-style pool and spa are surrounded by lush landscaping, creating the perfect setting for entertaining or unwinding after a day on the water. Amazing panoramic views of the bay and the gulf from the roof top deck. Enjoy coffee for sunrise or your favorite cocktail at sunset. Ideally located just a one-minute walk to Tampa Bay and only two blocks from the world-renowned Bean Point, the home captures the essence of Anna Maria Island’s most sought-after lifestyle. Whether you are seeking a refined second home, a full-time residence, or a high-performing vacation rental, Paradise Blu delivers a rare combination of location, design, and investment potential on the north end of Anna Maria Island. Schedule your private showing and experience firsthand what makes Paradise Blu one of the most compelling opportunities on Anna Maria Island today.

419 Alamanda Road, Anna Maria

213 Oak Avenue, Anna Maria
$3,100,000
4 Beds ⋅ 4 Baths ⋅ Laguna Maria SubDv. ⋅ 34216 Zip Code
Experience Florida coastal living at its finest in this exceptional custom-built home featured in Southern Living Magazine. Uniquely located, this house is a short walk to white sand beaches and a short cruise to the Bay and Gulf. This classic Key West styled beauty was renovated and enlarged four years ago. The lush front yard features a circular paver driveway, a gorgeous Royal Poinciana tree, an assortment of local palms and a majestic Canary Island Date Palm. The front walkway is cut from limestone slabs, replicating ocean coral. Featuring 4 bedrooms and 4 bathrooms this thoughtfully designed residence offers an open floor plan filled with abundant natural light creating a bright and welcoming atmosphere throughout with quality craftsmanship and timeless coastal style. Two screened porches and a backyard deck invite indoor-outdoor living. Inside the open floor plan features a bright spacious great room highlighted by a two-story vaulted cathedral ceiling. A stylish granite-mantled fireplace with mermaid statues beautifies this unique space. The adjoining dining room and kitchen offer granite countertops, stainless steel appliances and customized cabinets. The main suite’s spacious bedroom has well-appointed custom-built nightstands, bookshelves, and a glass and mirrored-shelved head board. There is a walk-in closet and French doors leading to the back deck with canal views. The ensuite tiled bathroom has a spa-like feel with an electric toilet, separate dual sinks, granite countertops and a combined walk-in shower and steam room. Another main floor suite has a tiled bathroom, a sit-down, walk-in Jacuzzi-styled tub, an electric toilet and granite counter top. The upstairs bedroom extends the length on the second floor with a tiled bathroom, a bathtub and shower. The backyard is a tropical oasis complete with a Tiki Hut, a midnight- blue-bottomed resort- style pool trimmed with natural stone, a waterfall, a bronze dolphin fountain, a hot tub, an enclosed hot-water outdoor shower, and old growth Coconut, King, Sable, Bismark, Foxtail, and Christmas palm and giant bird-of-paradise trees. Situated on the canal is a forty-seven foot wooden dock and boat lift, allowing direct water access via Bimini Bay and Anna Maria Sound to open waters and endless water adventures. A spacious multi-car garage provides plenty of room for stowing bikes, golf carts, and beach gear. Just a short stroll to the sugar-white sand beaches, this picturesque property is perfectly located to enjoy the beach, the bays and Gulf waters.

213 Oak Avenue, Anna Maria

306 S Bay Boulevard, Anna Maria
$3,050,000
3 Beds ⋅ 2 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code
Welcome to AMI Swedish Beach House, a beautiful 3-bedroom, 2-bath Bayfront home perfectly positioned on the tranquil shores of Tampa Bay on the renowned Island of Anna Maria. This charming single-story home offers breathtaking water views and the relaxed island lifestyle that makes this area so special. Step outside onto the spacious back patio overlooking some of the most beautiful waters in the world. The perfect spot to enjoy your morning coffee, watch boats glide by, watch the aqua life play or unwind in the evening with the coastal breeze and amazing view of the Sunshine Skyway all lit up. Outdoor living is effortless here with an outdoor shower, gas grill, and dining space for six, ideal for entertaining family and friends. Inside, the home comfortably accommodates guests with two bedrooms featuring king beds—one with sliding door access to the deck and a view to die for as you wake up—and a third bedroom with two full beds. The home is designed for comfort and convenience. With an amazing kitchen with no detail left untouched. A 10 foot island that seats 6+ so everyone can get involved with the chef cooking up the catch of the day. Located just a few blocks from the sugar-white sands and turquoise waters of Tampa Bay, this property offers the best of both worlds—peaceful Bayfront views and easy beach access. You’ll also love being within easy walking distance of Pine Avenue’s shops and restaurants, as well as the free island trolley that travels the entire 7-mile length of Anna Maria Island, making it simple to explore beaches, dining, and local attractions. This home has an unbeatable island location. Discover the charm, beauty, and laid-back luxury of Anna Maria Island living in this exceptional Bayfront getaway.

306 S Bay Boulevard, Anna Maria

519 Loquat Drive, Anna Maria
$2,825,000
4 Beds ⋅ 4 Baths ⋅ Lacios Sub SubDv. ⋅ 34216 Zip Code
Welcome to 519 Loquat Drive, an exceptional waterfront retreat in the heart of Anna Maria. Positioned on a deep, boatable canal with direct, unobstructed access to Bimini Bay and Tampa Bay, this 4-bedroom, 4-bath residence delivers luxury, location, and a lucrative income opportunity, exceeding $200,000 annually - on pace to surpass $300,000 this year! Completely remodeled in 2025 and offered fully furnished including a sauna, gym, and games, this turnkey home spans over 2,600 square feet and an additional over 1300 plus square feet of non-conforming flex space which features a game room, gym, outdoor kitchen and more. The interior includes luxury vinyl flooring, quartz countertops, hurricane-impact sliders, and an open-concept design built for entertaining. The chef’s kitchen showcases stainless steel appliances, and abundant cabinetry, seamlessly flowing into the living and dining areas with a statement fireplace. This home features four bedrooms, including three with private ensuites. Two full primary ensuites showcase spa-inspired baths, generous closets, and private balcony access. Additional bedrooms offer comfort for family or guests. A dedicated laundry room with custom built-ins, ample storage, and a separate owner’s garage add convenience and functionality. Outdoor living is elevated with a brand-new heated pool and spa, all-new pool equipment, putting green, outdoor kitchen, and outdoor shower. Enjoy immediate boating access, with no bridges - to open water. Trex stairs and balcony decking ensure durability and low maintenance. Upgrades include a new metal roof, brand-new seaball, brand-new dock, new landscaping, one brand-new AC system plus a new mini-split, and a fully renovated interior from top to bottom. Currently operating as a successful Airbnb with strong rental history, this property is equally suited as a high-performing investment or private waterfront residence. Located moments from the sugar-white sands of Bean Point Beach and the shops and dining of Anna Maria, this home offers effortless access to the best of island living!

519 Loquat Drive, Anna Maria

110 Spring Avenue, Anna Maria
$2,700,000
5 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Welcome to one of Anna Maria Island's most distinctive addresses — a 5-bedroom, 4.5-bath luxury coastal residence steps from the Gulf that offers something exceptional even by island standards: C1 neighborhood commercial zoning that permits a ground-floor business with two floors of refined residential living above. The flexibility here is remarkable, and the Gulf-front setting is simply unmatched. Completely reimagined in 2022 and positioned one property from the Gulf, the home reflects the very best of modern coastal design. Wide-plank flooring, custom cabinetry, designer lighting, and an expansive open-concept layout create an effortless backdrop for both everyday living and elevated entertaining. The chef's kitchen — anchored by stone countertops, premium appliances, and a generous island — flows seamlessly into the living and dining spaces. A private elevator connects all three levels with quiet elegance, enhancing accessibility and the overall sense of arrival. Each bedroom suite is a serene coastal sanctuary. The primary retreat elevates the experience further with a spa-inspired bath and private terrace access, while multiple balconies, covered lounge areas, and a swim-spa extend the living spaces outdoors. Impact windows and doors, elevated construction, and modern mechanicals deliver lasting durability and meaningful insurance advantages. Already a proven Airbnb performer and delivered fully furnished and turn-key, this property generates strong rental income when not in personal use. For the discerning buyer seeking a luxury Gulf-front home, a high-performing investment, a multigenerational retreat, or a live-work opportunity unlike anything else on the island — this C1-zoned address delivers it all, just steps from the Gulf and the iconic Sand Bar Restaurant.

110 Spring Avenue, Anna Maria

893 N Shore Drive, Anna Maria
$2,661,000
4 Beds ⋅ 3 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code
Virtually Staged. If you're looking for exceptional value on Anna Maria Island, this is it! Combining a prime north-end bayfront location, private pool, recent major upgrades, and breathtaking Tampa Bay views, this property represents one of the best waterfront opportunities currently available. Best-priced full bayfront pool home on the desirable north end of Anna Maria Island with breathtaking panoramic views of Tampa Bay and the Sunshine Skyway Bridge. Located on the highly sought-after north end of Anna Maria Island, this exceptional waterfront residence offers nearly 3,000 square feet of living space, 4 bedrooms, 3 bathrooms, a private bayfront pool, and valuable recent improvements including new windows and sliders installed in 2019 and both HVAC systems replaced in 2025. A charming white picket fence welcomes you into a bright, open-concept floor plan featuring soaring ceilings, light wood-look luxury vinyl flooring, and expansive 8-foot sliding glass doors that frame spectacular water views. The spacious living and dining areas flow seamlesslyan  oversized bayfront pool area, creating the perfect setting for entertaining, outdoor dining, or enjoying unforgettable sunrises over the bay. The new eat-in kitchen features quartz countertops, white shaker cabinetry, stainless steel appliances, and abundant storage. The main level includes two guest bedrooms, a full bath, and a one-car garage with room for a golf cart, beach equipment, and additional storage. Upstairs, two spacious primary suites each offer private en-suite bathrooms, and private balcony access overlooking Tampa Bay. A separate den or sitting area provides flexible living space and captures some of the home's most spectacular waterfront views. The bayfront pool, added in 2017, provides the perfect place to relax while enjoying coastal breezes and endless water vistas. Whether you're looking for a beach house, full-time island residence, second home, or short-term vacation rental investment, this property offers the ideal combination of location, space, updates, and breathtaking waterfront views. Opportunities to own a full bayfront pool home on Anna Maria Island with updated windows, newer HVAC systems, expansive outdoor living areas, private pool, and panoramic Tampa Bay views at this price point are exceptionally rare. Whether for personal enjoyment or investment potential, this is a unique opportunity to own a slice of island paradise. One or more photos have been virtually staged. Note: Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyers' agent.

893 N Shore Drive, Anna Maria

322 Tarpon Street, Anna Maria
$2,395,000
3 Beds ⋅ 3 Baths ⋅ Lardas Sub SubDv. ⋅ 34216 Zip Code
Amazing canal front home in the heart of the city of Anna Maria with an amazing view of the canals! STUNNING! This 3 bedroom, 2.5 bath home is full of love, charm and rentals! On a quiet street at the north end of the island, Soulshine is the perfect get away for you and your family to escape the the northern weather every winter. Use it all for yourself of mix it up with some rentals. Guests will love its cozy feel, location to shops, restaurants, Pine Avenue, the City pier and the beautiful beaches that boarder the Gulf of Mexico. Not to mention the view you have from the back porch and sparkling pool and the intersection of the canals. The primary bedroom and ensuite are on the main floor and the two other bedrooms and bathroom are on the top floor. Both are spacious and give you room to spread out as well as all 3 bedrooms have balconies to enjoy the Florida air and the views of paradise. You'll have 75 feet of canal front to enjoy the wildlife in the air and in the water and not to mention...NO BRIDGES to get to the amazing open water of Tampa Bay. It's a boaters DREAM! Sit by the pool and enjoy the sunshine or park an adirondack chair on the back and throw a line in the water. This very busy vacation rental is ready for you just the way it is, but there is so much more untapped potential to this incredible home. Come live the Anna Maria Life at 322 Tarpon.

322 Tarpon Street, Anna Maria

418 Pine Avenue, Anna Maria
$2,300,000
4 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Seller motivated! Positioned along the most sought-after stretch of Pine Avenue—known for its vibrant coastal charm, boutique shopping, dining, and steady pedestrian traffic, 418 Pine Avenue offers a truly rare opportunity to own a waterfront property with coveted ROR zoning. Properties like this are few and far between, especially those that combine direct water access with the ability to create both a luxury lifestyle and a dynamic income-producing asset in the heart of one of the island’s most iconic corridors. This elevated, solid concrete home features 4 bedrooms and 3 bathrooms, each bedroom offering spacious walk-in closets complete with custom closet systems. The open-concept floor plan is designed to maximize natural light and water views, seamlessly blending indoor and outdoor living. Step out onto the expansive main-level balcony or enjoy one of three additional balconies—two overlooking the water and two facing the lively energy of Pine Avenue. The ROR zoning creates exceptional flexibility for income potential. Envision renting the upper-level residence while activating the lower level as a waterfront-facing business such as a boutique retail shop, professional office, art gallery, wellness studio, café, or even a unique waterfront business concept like a paddleboard/kayak outfitter, dockside café, or marine-focused experience. The combination of visibility from Pine Avenue and direct water frontage is incredibly rare and valuable. Boating enthusiasts will appreciate having only one fixed bridge to open water, along with a private dock where marine life is frequently seen right in your backyard. The outdoor space is equally impressive, featuring a pool and ample room for entertaining, dining, and enjoying the Florida lifestyle year-round. Additional highlights include impact windows and doors throughout, plantation shutters, newer HVAC system, metal roof, and fresh interior paint. Whether you’re searching for a primary residence, a luxurious second home, or a high-performing investment with unmatched zoning advantages, this property delivers on every level. Being sold complete with professional design services to help you elevate and personalize the space.

418 Pine Avenue, Anna Maria

807 S Bay Boulevard, Anna Maria
$2,250,000
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

116 Hammock Road, Anna Maria
$2,200,000
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

115 Hammock Road, Anna Maria
$2,165,000
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

517 Loquat Drive, Anna Maria
$2,137,500
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

108 Pelican Drive, Anna Maria
$2,100,000
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

527 Magnolia Avenue, Anna Maria
$1,925,000
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

727 Jacaranda Road, Anna Maria
$1,860,000
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

246 Gladiolus Street, Anna Maria
$1,835,000
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

866 N Shore Drive, Anna Maria
$1,750,000
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

57 N Shore Drive, Anna Maria
$1,750,000
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

312 Hardin Avenue, Anna Maria
$1,750,000
4 Beds ⋅ 3 Baths ⋅ Bimini Bay Colony Club Sub SubDv. ⋅ 34216 Zip Code
WELCOME to Bimini Bay – Your Oasis Awaits! Step into your dream getaway at Bimini Bay, where this stunning home offers everything you need for the perfect beach house in paradise. Ideal for both vacationers and renters alike, this four-bedroom, three-bathroom retreat is nestled in the charming heart of Anna Maria. As you enter Bimini Bay, you'll be greeted by high ceilings and an expansive living room that beckons you to unwind. The open-concept floor plan features a delightful kitchen designed for culinary adventures, ensuring that you’re always part of the action. The inviting primary bedroom is located on the West side, conveniently paired with a guest room just across the hall, while a full bathroom nearby serves as your pool bath. The two additional bedrooms on the East side of the home are perfectly situated next to the kitchen and the third full bathroom, offering ample space for family and friends. With its cheerful beach colors and spacious layout, Bimini Bay is designed for relaxation and enjoyment. Open the two sets of sliding doors off the living room to reveal spectacular views of the oversized pool area with lush landscaping, outdoor grill and dining. Picture yourself lounging on the sun ledge, sipping your favorite island drink with your toes in the water. Just outside, enjoy alfresco dining after grilling your catch of the day in paradise. Whether you're staying in to relax or rejuvenating after a beach day, Bimini Bay provides the perfect atmosphere. Located just 2.5 blocks from the world-famous beaches of Anna Maria and close to the vibrant shops and eateries of Pine Avenue, this home truly offers convenience and charm. Don’t miss out on the opportunity to make Bimini Bay your new sanctuary! Come live the Anna Maria life and see your future home today!

312 Hardin Avenue, Anna Maria

612 Fern Street, Anna Maria
$1,732,500
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

150 Crescent Drive, Anna Maria
$1,705,000
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

771 Jacaranda Road, Anna Maria
$1,675,000
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

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