Anna Maria Homes with Three+ Story Property Description

Anna Maria Homes with Three+ Story Property Description

Welcome to Anna Maria, Florida, a hidden gem nestled in Manatee County along the stunning Gulf Coast. This charming city is renowned for its pristine beaches, vibrant sunsets, and a laid-back lifestyle that invites you to relax and unwind. With its quaint streets lined with colorful cottages and lush tropical landscaping, Anna Maria exudes a unique blend of old-world charm and modern convenience. Here, you can explore local boutiques, dine at delightful seafood restaurants, and enjoy outdoor activities like kayaking and paddleboarding in the crystal-clear waters.

If you're seeking a home that offers both space and breathtaking views, look no further than our stunning selection of three-plus story properties. These exceptional homes are designed to maximize your coastal living experience, boasting expansive balconies and rooftop terraces that provide panoramic vistas of the Gulf of Mexico. Imagine sipping your morning coffee while watching the sunrise or hosting sunset gatherings with friends and family against a backdrop of vibrant colors.

Each property is thoughtfully designed with modern amenities and spacious layouts, ensuring comfort and style. Whether you envision a cozy family retreat or an upscale vacation rental, these homes cater to a variety of lifestyles. With the beach just a short stroll away, you’ll have the perfect blend of relaxation and adventure right at your doorstep.

Anna Maria is not just a place to live; it's a lifestyle. Embrace the coastal charm and explore the possibilities that await you in this enchanting city. Your dream home is waiting!

Newest Anna Maria Homes with Three+ Story Property Description

$5,495,000
5 Beds ⋅ 6 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code
Introducing The Palm—an iconic waterfront estate where exceptional architecture, resort-inspired living, and the unmistakable charm of Anna Maria Island come together to create a remarkable home. More than a home, The Palm captures the very best of Anna Maria Island living. Thoughtfully custom built by Eason Builder Group, this newly completed waterfront residence features five bedrooms, five full baths, one half bath, and more than 3,260 square feet of beautifully designed living space where coastal elegance meets exceptional craftsmanship. Every room has been thoughtfully curated to create an effortless connection between sophisticated design and the natural beauty that surrounds it. Walls of impact glass fill the home with natural light, while tongue-and-groove cypress ceilings, custom millwork, natural stone, and carefully selected finishes create a home that feels refined and welcoming. The open floor plan was designed for effortless entertaining and everyday living, featuring spacious gathering areas, luxurious private suites, a custom bunk room, and seamless transitions between indoor and outdoor spaces. Integrated smart home technology, an elevator, premium impact-rated windows and doors, Daikin HVAC systems, tankless water heaters, composite decking, and quality craftsmanship throughout reflect the care and attention that went into every detail. Outside, the experience is every bit as impressive. A resort-style pool with a raised spa anchors the backyard, surrounded by tropical landscaping that creates beauty and privacy. The covered lanai offers multiple spaces to gather, including an outdoor kitchen, bar seating, comfortable lounge areas, and dining space designed for entertaining family and friends. A private putting green adds another element of fun. One of the home’s most memorable features is the expansive rooftop deck, designed for sunset cocktails and panoramic views stretching across Anna Maria Island. For boating enthusiasts, The Palm offers one of the island’s most desirable features—a private dock with a 16,000-pound boat lift and direct, no-bridge access to the Gulf, allowing you to leave your backyard and be on open water within minutes. Beyond the property itself lies the lifestyle that makes Anna Maria Island so special. Leave the car behind and explore the island by golf cart or bicycle. Spend your mornings browsing the boutiques, cafés, and local shops along charming Pine Avenue, your afternoons on the island’s world-famous sugar-white beaches, and your evenings enjoying waterfront dining before watching another unforgettable Gulf sunset. Here, life moves at a different pace—one defined by boating, fishing, paddleboarding, beach walks, and the timeless character that continues to make Anna Maria Island one of the Gulf Coast’s most treasured destinations. Whether you’re searching for a private waterfront retreat, a seasonal residence, or a high-end vacation rental with exceptional income potential, The Palm offers a rare opportunity to enjoy the very best of island living while owning one of Anna Maria Island’s premier waterfront homes. Beautifully designed, expertly built, and perfectly positioned, The Palm is more than a residence—it is a place where family and friends gather, memories are made, and the best of Anna Maria Island becomes part of everyday life.

411 Palm Avenue, Anna Maria
$8,995,000
5 Beds ⋅ 5 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code
Experience Elevated Island Living at 703 S Bay Blvd. Nestled along the tranquil Bimini Bay canal with sweeping views of Tampa Bay, this brand-new modern masterpiece by Tulia Homes offers the pinnacle of waterfront luxury on Anna Maria Island. Completely reimagined as a stunning contemporary build, this 5-bedroom, 5-bath home seamlessly blends sleek architecture with the relaxed elegance of coastal Florida living. From the moment you arrive, the home welcomes you with abundant natural light, open-concept living spaces, and thoughtfully designed interiors that flow effortlessly to the outdoors. The chef-inspired kitchen anchors the heart of the home, perfect for everything from intimate family meals to lively gatherings. A huge walk in pantry with an extra refrigerator for convenience. Generous bedroom suites provide private retreats, each finished with premium details and spa-like baths. Outside, your personal waterfront oasis awaits. Dive into the sparkling private heated pool, entertain on expansive lanai spaces and the roof top deck, or head straight to your private boat lift and dock for a day on the water. With direct canal access and breathtaking bay vistas, every day feels like a vacation in this north-facing retreat. Enjoy the private pickle ball court right in your backyard! Ideally located on coveted Anna Maria Island, this home puts you just moments from pristine beaches, charming shops, and top-rated dining, while offering easy access to boating, fishing, and all the Gulf Coast has to offer. Whether you’re seeking a primary residence, family getaway, or premium investment property, 703 S Bay Blvd delivers an unparalleled lifestyle in one of Florida’s most desirable coastal communities. Discover modern sophistication, effortless waterfront living, and island charm—all in one extraordinary home. Schedule your private tour today and make this Anna Maria dream your reality.

703 S Bay Boulevard, Anna Maria
$2,275,000
4 Beds ⋅ 3 Baths ⋅ Island Cedars SubDv. ⋅ 34216 Zip Code
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
$3,495,000
4 Beds ⋅ 5 Baths ⋅ South Bay Subdivision SubDv. ⋅ 34216 Zip Code
Don't miss this Eason Builders Group custom-built pool home located on the desirable north end of Anna Maria Island, just a short distance to the beach, Bayfront Park, Pine Avenue, City Pier, restaurants, and shopping. Built with quality and durability in mind, this four-bedroom, four-and-a-half-bath home features concrete block construction, a standing seam metal roof, impact-rated windows and doors, an elevator servicing all levels, and high-end finishes throughout. Spanning three living levels and topped by a rooftop deck, the home offers panoramic island views, sunset views, and views of the Sunshine Skyway Bridge. The open-concept floor plan features high ceilings, extensive custom trim work, a gas fireplace, built-in seating, and multiple covered balconies. The kitchen is equipped with Bosch appliances, quartz countertops, custom cabinetry, a large pantry, and an oversized island with ample seating. A separate dining area opens directly to the covered balcony, creating additional space for entertaining. All four bedrooms feature private en-suite baths. The primary suite includes a walk-in closet, soaking tub, private balcony, and views toward Tampa Bay. The outdoor living space was designed for privacy and functionality, with mature tropical landscaping surrounding the oversized heated pool, spa, and multiple gathering areas. A three-car garage and generous owner's storage provide plenty of room for beach gear, bikes, and recreational equipment. Combining quality construction, thoughtful design, rooftop views, privacy, and a prime north-end location, this property is well suited as a primary residence, second home, or island retreat.

526 Seagull Way, Anna Maria
$4,495,000
4 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Welcome to The Beachwood! Discover coastal elegance in this brand-new constructed home with elevator on the coveted North End of Anna Maria Island. This exceptional 4-bedroom, 4-bathroom home offers the ultimate island lifestyle with contemporary elegance and breathtaking views. Boasting a private heated saltwater pool & spa surrounded by tropical palms, multiple spacious balconies, and a ooftop deck with spectacular views of the Gulf, this home is designed for effortless entertaining and unforgettable sunsets. Inside you will find a spacious open living area with a chef’s kitchen including high end Thermador appliances, bar with a wine and beverage fridge, and cozy fireplace to relax. Tastefully furnished and decorated with calming colors and natural materials, this open design also allows for plenty of natural light and inviting views of the mature tropical landscape. Enjoy the beauty of the custom wood features in the home like the live edge teak mantel, and the upstairs coffee and beverage bar cut out of Brazilian hardwood. You can read and study in the privacy of the office with built-in bookshelves or relax outside the office on the balcony. Either side of the home features custom IPE wood and metal gated fences for luxuriousness and ultimate privacy. There’s a large two-car garage with plenty of storage space. The home is secured with impact and hurricane sliders and windows. Perfectly situated between the beautiful beaches of Bean Point and Pine Avenue, you’re just steps away from serene bayfront beaches, restaurants, boutique shopping, and waterfront recreation. Whether you’re relaxing in the spa after a day at the beach or hosting friends on the rooftop with panoramic vistas of Tampa Bay and the Skyway Bridge, every detail invites you to unwind in paradise. Schedule your private showing today!

513 N Bay Boulevard, Anna Maria
$6,950,000
9 Beds ⋅ 9 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code
Located on picturesque Anna Maria Island, this exceptional 9-bedroom, 8.5-bathroom coastal retreat offers 4,244 sq ft of heated living space with luxurious amenities throughout. The open-concept interior features an oversized kitchen with a spacious quartz island, upgraded appliances, and a wet bar for entertaining. Enjoy the multiple balconies or the rooftop deck, showcasing Gulf of Mexico views and unforgettable sunsets. Just a 3 MINUTE WALK TO THE BEACH! The private backyard oasis includes a custom styled pool with a hot tub, a game area, and plenty of space for lounging. The primary suite, located on the third floor, includes a king bed, private balcony, and a spa-like ensuite with an enclosed shower and tub. 5 additional king bedrooms feature ensuite bathrooms, some with balcony access, while 2 king bedrooms share a hallway bathroom. The ninth bedroom offers a full-over-full bunk bed and an ensuite bath. ALL FURNISHINGS INCLUDED. Additional highlights include an elevator, game room, and parking for up to FIVE cars. This ideal beach retreat combines modern elegance with relaxed island charm- GREAT RENTAL OPPORTUNITY.

9407 Gulf Dr, Anna Maria
$2,599,000
4 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
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
$5,450,000
4 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Under Construction. Luxury residence coming soon in the heart of Anna Maria! This 4 bedroom, 4.5 bathroom + den home is just a short stroll to the sparkling Gulf waters and situated on a lagoon. The main floor has high ceilings and natural light with an open concept living area. With multiple spacious balconies and a rooftop deck, you have many choices to relax, dine and enjoy the outdoors. The views from the rooftop deck are stunning! The kitchen, a chef’s dream with high-end appliances. Additional features include custom cabinetry, quartz counters, elevator that goes to all levels, impact windows and doors and so much more. 3 car garage for plenty of parking space and beach toys. The backyard oasis has living and dining areas, heated pool and spa, perfect for entertaining. It's perfect for year-round living, an island getaway or vacation rental as 1-7 day rentals are permitted. Located on the North End of Anna Maria Island, you are just a short walk to all the boutiques and dining on and off Pine Avenue.

406 N Shore Drive, Anna Maria
$7,750,000
6 Beds ⋅ 6 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
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
$10,950,000
5 Beds ⋅ 8 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code
Experience one of the most extraordinary waterfront settings on the coveted North End of Anna Maria Island, just moments from the world-renowned shores of Bean Point. Set on over an acre of Gulf-front beachfront land, this rare estate provides exceptional privacy, expansive shoreline, and breathtaking panoramic views of the Gulf of Mexico. In 2019, the property underwent a comprehensive structural and architectural redevelopment that transformed the residence into a modern coastal estate, including major infrastructure upgrades such as updated electrical, plumbing, and HVAC systems, along with new flooring, custom millwork, redesigned bathrooms, cabinetry, lighting, and modern coastal finishes throughout. Originally constructed as an elevated coastal residence, the home was extensively expanded, redesigned, and structurally reimagined to create a three-level retreat designed for elevated island living. The redevelopment included the addition of a private master suite level, construction of a large elevated pool and entertainment deck, and installation of a dramatic three-story architectural water feature, while completely reconfiguring the interior floor plan. Privately gated and approached by a palm-lined drive, the residence welcomes you with a striking 20-foot waterfall entry. Expansive windows capture nearly 270-degree Gulf views, filling the open living spaces with natural light and coastal breezes. The main living areas flow seamlessly to spacious outdoor terraces finished in Brazilian Walnut (IPE) decking—ideal for sunset entertaining overlooking the Gulf. The chef’s kitchen features custom rosewood cabinetry, three ranges, three ovens, a built-in coffee bar, wine refrigeration, and premium Sub-Zero, Wolf, Cove, and Miele appliances. Multiple bedroom suites include ensuite baths and water views, while a dedicated entertainment level features shuffleboard, a poker table, pool table, and lounge space. The top-floor owner’s retreat, accessible by elevator, captures sweeping Gulf views and includes oversized walk-in closets, a private coffee bar, and a spa-style bath with soaking tub and rain shower. Outdoor amenities include a heated ozone saltwater pool with lap feature, elevated entertainment deck, private gym, infrared sauna, and a two-car garage with additional golf cart space. Direct beach access leads to one of the most peaceful stretches of shoreline on Anna Maria Island. Located near the shops and restaurants of Pine Avenue, this property is a rare opportunity to own a fully transformed Gulf-front estate on over an acre of beachfront land on the North End of Anna Maria Island.

811 N Shore Drive, Anna Maria
$3,250,000
5 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Exceptional island retreat located on beautiful Anna Maria Island, just one block from the beach and a short stroll to the charming shops and restaurants along Pine Avenue. This custom-built 2,000 sq. ft. home offers the perfect blend of coastal luxury and investment potential. Designed with an open-concept floor plan, the residence features 5 bedrooms, 3 1/2 baths, providing ample space for family and guests. The newly remodeled kitchen showcases high-end finishes and flows seamlessly into the main living areas, ideal for entertaining. Step outside to your private resort-style oasis featuring a luxury heated pool and spa with generous poolside seating, perfect for relaxing after a day at the beach. Additional highlights include a dedicated game room and a rooftop deck offering the perfect space to enjoy island sunsets and coastal breezes. Whether you are seeking a private second home or a strong income-producing investment property, this home delivers. With short term rentals allowed, a 12-person occupancy, and a proven rental history, it offers excellent income potential. Being sold turnkey, this island property is ready for immediate enjoyment or continued rental success.

117 Willow Avenue, Anna Maria
$3,950,000
6 Beds ⋅ 7 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Dreaming of Island Living? This custom-built coastal home perfectly captures the essence of luxury island living on beautiful Anna Maria Island. This exceptional six-bedrooms, six-and-a-half-baths residence spans over 3,100 square feet and was thoughtfully designed with no expense spared or detail overlooked. The open concept living & dining space includes a chef inspired kitchen which boasts solid wood cabinetry, quartz countertops, and upgraded appliances. Each serene bedroom is its own private retreat, complete with ensuite baths, custom tilework, and spa-like features. Made for entertaining with expansive spaces to enjoy RELAXING inside OR out. Your private resort style backyard is a true sanctuary with a sparkling oversized heated pool and spa surrounded by lush landscaping and durable low maintenance turf with putt-putt golf. A covered lanai and multiple balconies provide inviting spaces for relaxing, dining, and family fun. Whether you’re soaking up the sun poolside or enjoying the sunrise from the Bay AND sunset views from the Gulf from the rooftop deck, the outdoor living experience is unmatched. This coastal beauty will come completely Designer Turn-Key Furnished with upscale coastal finishes throughout. CURRENTLY A RENTAL PROPERTY WITH FORWARD BOOKINGS IN PLACE!!! This home is perfect for a full-time residence, vacation home or investment property and is ideally located on the North End of Anna Maria Island. Stroll one street over to beloved Pine Avenue and browse through the numerous shops and restaurants. The Bay and famous "almost rebuilt" Anna Maria City Pier are at the end of the street. AND the island's world-renowned Gulf beaches are a few blocks away. Hop on your bikes or golf cart to experience Anna Maria's full charm. Your ISLAND DREAM HOME AWAITS!

518 Spring Avenue, Anna Maria
Start Your Search