Refine Search
Sort by
$7,750,000
6 Beds 6 Baths Anna Maria Beach SubDv. 34216 Zip Code
Under contract-accepting backup offers. Virtually Staged. Under Construction. Under construction on an oversized corner lot along Anna Maria Island’s North End, just 50 feet from sugar-white sand beaches and the turquoise waters of the Gulf of Mexico, this three-level luxury coastal home combines scale, outdoor living, and modern new construction in one of the island’s most sought-after locations. Built with full concrete block construction and engineered to 2026 Florida hurricane standards, the residence is designed for durability, low-maintenance ownership, and peace of mind. What truly sets this approximately 4,345-square-foot residence apart is the way it lives outdoors. More than 3,000 square feet of covered outdoor living space transforms the property into a private resort designed for entertaining and everyday Florida beach living alike. A fully integrated outdoor kitchen anchors the backyard experience, complemented by three separate dining areas, multiple covered lounging spaces spanning approximately 1,582 square feet, and a 48’ x 25’ resort-style pool and spa that create a seamless indoor-outdoor lifestyle. A private volleyball court further elevates the property, creating a setting equally suited for quiet mornings, sunset gatherings, or hosting family and friends on Anna Maria Island. Daily living is thoughtfully centered on the main level above the six-car garage, where the primary suite, two guest bedrooms, den, laundry room, and an approximately 800-square-foot-plus combined kitchen and living area offer comfort and convenience. Wider doorways and a spacious full bath add flexibility for long-term livability, while a three-stop elevator services all floors. Designed for both entertaining and functionality, the kitchen features custom wood cabinetry, a wine cabinet display wall and a full Thermador appliance suite, including a 7-burner gas range, refrigerator, and dishwasher. Vaulted ceilings add volume throughout the open-concept living spaces, while upper levels capture natural light and Gulf views. All levels open onto expansive covered balconies, including a 1,200-square-foot upper balcony steps from the kitchen. Whether envisioned as a luxury vacation home, income-producing rental, or 1031 exchange opportunity, this property offers exceptional flexibility in one of Anna Maria Island’s most exclusive neighborhoods. Just moments from Pine Avenue, waterfront dining, boutique shopping, marinas, boating access, and some of Florida’s most beautiful beaches, this is a rare opportunity to own brand-new construction on Anna Maria Island at an impressive scale in one of the Gulf Coast’s most tightly held enclaves.

107 Tuna Street, Anna Maria

$6,750,000
3 Beds 3 Baths Anna Maria Beach SubDv. 34216 Zip Code
Under contract-accepting backup offers. Finding a lot of this scale on one of Anna Maria’s most quiet and secluded streets is an opportunity that simply doesn't come around often. Spanning over 23,000 square feet, this property offers something truly rare: private ownership that extends all the way to the mean high-water line. You aren't just near the beach, you own it. Completely remodeled with a clean, coastal-modern aesthetic. It’s designed for easy, indoor-outdoor living, featuring a high-end chef’s kitchen and an open layout. Outside, the pool and spa area is wrapped in mature tropical landscaping, creating a private sanctuary that still opens up to those unobstructed Gulf views. While the home is already a proven rental powerhouse with an impressive income history, the real magic is the potential for the future. With this much land, you have the canvas to design a custom "forever home" with over 5,000+ square feet under AC. Whether you keep the current gem as a high-performing investment or start planning your ultimate beachfront estate, this is a rare chance to claim a massive piece of the Gulf.

102 Tuna Street, Anna Maria

$5,000,000
4 Beds 5 Baths Shore Acres SubDv. 34216 Zip Code
Under contract-accepting backup offers. DIRECT BEACHFRONT - This residence generated nearly $500,000 in income for 2025!  Positioned on the pristine shores of the north end of Anna Maria Island, this extraordinary direct beachfront estate offers a rare opportunity to own a luxury coastal retreat while building lasting generational wealth through an exceptional income-producing opportunity. Offered turnkey furnished, this stunning residence seamlessly combines refined beachfront living with an impressive history of high-performing short-term rental revenue. Thoughtfully updated with numerous recent enhancements—including new upper-level sliding glass doors—this home is designed to maximize breathtaking panoramic views of Tampa Bay and the iconic Sunshine Skyway Bridge. Expansive walls of glass flood the open-concept living and dining spaces with natural light, while floor-to-ceiling sliders lead to a spacious waterfront balcony, creating the perfect setting for entertaining or simply enjoying the serenity of the Gulf Coast lifestyle. The gourmet kitchen is beautifully appointed with shaker-style cabinetry, quartz countertops, an oversized island with seating, and premium stainless-steel appliances, including a gas range. Each of the four spacious bedroom suites serves as a private retreat, complete with its own en-suite bath and private balcony surrounded by lush tropical scenery.  Additional upgrades include refreshed tropical landscaping with exterior lighting, new ground-level outdoor furnishings, and freshly painted interior and exterior spaces. The covered poolside lounge and dining area provides the ultimate waterfront experience, just steps from the sugar-sand beaches of Anna Maria Island. In the evenings, unwind as the illuminated Skyway Bridge creates a spectacular backdrop across the bay. Beyond its timeless coastal architecture and unmatched beachfront setting, this property presents a truly remarkable investment opportunity with a proven track record and substantial rental income. The residence generated nearly $500,000 in income for 2025, with $456,000 booked in 2024 and $464,000 in 2023. Future reservations for 2026--2027 are already in place, offering immediate continuity of revenue and long-term wealth-building potential. Comprehensive rental history and future booking details for 2025-2027 are available upon request.  A rare offering that blends luxury, lifestyle, and legacy investment potential—this is beachfront ownership at its finest.

915 N Shore Drive, Anna Maria

$4,095,000
4 Beds 5 Baths Shore Acre Heights SubDv. 34216 Zip Code
Under contract-accepting backup offers. Located just two blocks from Bean Point on the coveted north end of Anna Maria Island, this beautifully designed 2023 residence offers a rare combination of privacy, walkability, and elevated coastal living. Never used as a rental, the home has been carefully maintained as a private retreat and is offered fully furnished. Professionally designed by Emily Moss Designs and recognized by SRQ Magazine as a 2025 Home of the Year, the residence blends architectural detail with relaxed island elegance. The main living level features an open floor plan with coffered ceilings, gas fireplace, wet bar, powder room, and balcony access. The primary suite includes a private balcony, walk-in closet, dedicated laundry area, and a spacious spa-style bath with soaking tub and multi-feature shower. The large chef’s kitchen is appointed with distinctive cabinetry, Thermador appliances, generous island seating for five, and an inviting eat-in dining area designed for effortless everyday living and entertaining. A detached guest suite connected by a covered walkway offers its own private entrance, refrigerator, full bath, private balcony overlooking the pool, and garage—ideal for extended family or guests seeking independence and privacy. Upstairs, two additional king en-suite bedrooms with vaulted beamed ceilings are centered around a private second-level sitting area with television, balcony access, and laundry room—creating a comfortable and well-separated guest retreat. Two rooftop decks capture sweeping Gulf views and vistas toward the Sunshine Skyway Bridge—perfect for sunrise, sunset, and evening skies. Outdoor living centers around a beautifully landscaped private courtyard complete with pool, heated spa, putting green, and an expansive covered lanai designed for year-round enjoyment. A two-person dry sauna and flexible lower-level space add further comfort and versatility. Constructed in 2023 with elevated hurricane-rated block construction, impact windows and doors, a metal roof, and low-maintenance composite decking, the home combines durability with thoughtful design. Elevator access to all living levels and multiple garage bays with gated boat or RV storage provide exceptional convenience and parking flexibility—rare on the north end. Situated on a desirable corner lot just moments from the Gulf and Pine Avenue, this is a unique opportunity to own a nearly new, designer-furnished island residence in one of Anna Maria’s most sought-after locations. Detailed property brochure available.

416 Alamanda Road, Anna Maria

$3,295,000
4 Beds 5 Baths Shore Acres SubDv. 34216 Zip Code
Under contract-accepting backup offers. Under Construction. Welcome to your dream home in the heart of Anna Maria. Currently under construction and thoughtfully designed for elevated island living, this exceptional coastal retreat offers 4 spacious bedrooms, 4 full bathrooms, and a powder bath, blending sophisticated design with modern comfort. One of the home's most captivating features is the expansive rooftop deck, where breathtaking island views, stunning sunsets, and refreshing Gulf breezes create the perfect setting for entertaining or simply unwinding at the end of the day. Designed for effortless enjoyment, the residence will be offered fully furnished, including elegant décor and curated artwork by Inside Eye Design, allowing you to move right in and begin enjoying the Anna Maria lifestyle from day one. Step outside to your private tropical oasis, featuring a sparkling resort-style pool surrounded by lush landscaping that provides both privacy and tranquility. Whether hosting family and friends or enjoying a quiet afternoon in the sun, the outdoor living spaces are designed to embrace the best of Florida living. This is a rare opportunity to own a brand-new luxury home in one of Anna Maria's most sought-after locations. Move in, relax, and start living the beach life you've always imagined at 764 Jacaranda Road.

764 Jacaranda Road, Anna Maria

$2,950,000
4 Beds 3 Baths Shore Acres SubDv. 34216 Zip Code
Under contract-accepting backup offers. 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

$2,599,000
4 Beds 3 Baths Anna Maria Beach SubDv. 34216 Zip Code
Under contract-accepting backup offers. 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

$2,499,900
4 Beds 4 Baths Lacios Sub SubDv. 34216 Zip Code
This 4 bed/4 bath waterfront pool home is on a quiet cul de sac, in the city of Anna Maria, with views of Bimini Bay! Roomy and inviting, with no bridges to the Bay, this boater’s paradise also allows short term rentals! The spacious floor plan invites you to relax. Whether you are preparing meals in your open kitchen with freshly painted cabinetry, stainless steel appliances and oversized granite counters, or lounging in your family room with shiplap wall, while enjoying the water views…you will relish island life. Step outside to your enclosed, Brazilian Teak deck overlooking your large salt water pool, and enjoy the breeze. Guests will love the large bedrooms…three with en suites! You will love the low maintenance limestone yard (2022), the seawall being new in 2021, the water & electric at the dock, with your 10,000lb boat lift with new motor (2025), your custom matching shed, your annually maintained 4 ton AC & updated ducts (2021), your French drain & pump system in driveway (2024), your summer kitchen (2024) and your new garage door (2024). This home has ample space for everyone, and is just a short walk to the shops and eateries of Pine Avenue. Come enjoy island life and make this your island oasis!

517 Kumquat Drive, 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

$1,949,500
4 Beds 3 Baths Bimini Bay Colony Club Sub SubDv. 34216 Zip Code
Under contract-accepting backup offers. 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

$1,399,000
2 Beds 2 Baths Luana Isles SubDv. 34216 Zip Code
Love the beach and love to boat? Delightful waterfront home with direct access to open water. Located on the famed North end of Anna Maria Island. This 2 bedroom 2 bathroom home offers incredible opportunities for adventure. Whether it is the sand of the Gulf beaches you seek or if enjoying the water from a boat, kayak, or paddle board is your thing the choice is yours. Another incredible benefit of this location is the proximity to Pine Ave, full of fun shopping and eateries. Generously sized lot is positioned on a cul-de-sac providing privacy due to no through traffic. Concrete block paired with a metal roof creates a formidable structure. As you enter the home you will be welcomed by a sense of coziness. The kitchen features solid wood cabinetry and exquisite Taj Mahal quartzite countertops. Entertaining is aided by the in-ceiling home speaker system. Enjoy year around serene water views from the 300 square foot screened-in lanai equipped with four ceiling fans. Single car garage for all your storage needs or get creative for a possible third bedroom. The large lot leaves ample room for a pool to the front of the house. Schedule a showing today and discover if this piece of paradise if right for you.

109 Tern Drive, Anna Maria