Anna Maria Homes with Three+ Story Property Description

Anna Maria Homes with Three+ Story Property Description

Welcome to Anna Maria, a hidden gem nestled on the stunning Gulf Coast of Florida, within Manatee County. Known for its pristine beaches, charming island vibe, and vibrant community, Anna Maria offers a unique blend of relaxation and recreation. With its quaint streets lined with colorful cottages, boutique shops, and delightful eateries, this idyllic city is more than just a vacation destination—it's a lifestyle.

One of the most captivating features of Anna Maria is its diverse real estate market, particularly the stunning homes that boast three or more stories. These multi-level properties not only provide ample living space but also offer breathtaking views of the Gulf of Mexico and the lush landscapes that surround the island. Imagine waking up to the sound of waves crashing and enjoying your morning coffee on a spacious balcony, where the horizon stretches endlessly before you.

Homes with three or more stories in Anna Maria are designed with both luxury and comfort in mind. Many of these properties come equipped with modern amenities, expansive outdoor spaces, and private pools, making them perfect for entertaining family and friends. Whether you’re looking for a vacation retreat, a permanent residence, or an investment opportunity, these homes provide an ideal setting to create lasting memories.

In addition to the beautiful architecture, Anna Maria is renowned for its outdoor activities. From kayaking in the tranquil waters to exploring nature trails, there’s something for everyone. Discover the charm of island living in Anna Maria and make your dream of owning a stunning multi-story home a reality!

Newest Anna Maria Homes with Three+ Story Property Description

607 S Bay Boulevard, Anna Maria
$2,150,000
4 Beds ⋅ 3 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code
This 4 bedroom, 3 bathroom waterfront home on a canal with spectacular outdoor space with multiple decks and both bay and canal views! The home is situated at the north end of the island within an easy bike or golf cart ride to Anna Maria's Pine Avenue shops, the bayside beach, Anna Maria City Pier and gulf-side beaches! The pool is heated and the spa provides some extra warmth and relaxation at the end of a fun beach day! The home has a great backyard area with an outdoor shower and there is small private dock perfect for wetting a line or launching your kayak! The main floor is a gorgeous open concept living, dining, kitchen area. The huge kitchen island and breakfast bar has counter seating with stainless steel high-end appliances. You will be able to whip some fabulous meals at home or prep some libations for entertaining on one of the home's spacious covered balconies! There are two balconies on the first floor alone off both the front and back of the home with plenty of seating! The main floor has the master suite with closet, TV and en-suite full bathroom with tub/shower combination accessible from the living room as well. The top floor has 3 additional bedrooms. There are two additional covered decks off the front and back with bay and canal views respectively. The best of both worlds, this home has so much to offer!

607 S Bay Boulevard, Anna Maria
515 Loquat Drive, Anna Maria
$4,995,000
4 Beds ⋅ 5 Baths ⋅ Lacios Sub SubDv. ⋅ 34216 Zip Code
Welcome to 515 Loquat Drive. This exceptional waterfront residence on Anna Maria Island offers a refined blend of coastal elegance, thoughtful design, and effortless island living. Set along a peaceful canal, this impressive 4-bedroom, 4.5-bathroom home features a private dock, elevator, rooftop deck, and beautiful bay views, with Pine Avenue, local dining, and the free island trolley just a short walk away. Currently operating as a successful vacation rental, this property offers an excellent opportunity for both personal enjoyment and investment. Inside, the bright, open layout is designed for both everyday comfort and entertaining. The spacious living area flows seamlessly into a gourmet kitchen with high-end appliances and a generous island, while a wet bar and dedicated office add convenience and versatility. Each of the four well-appointed bedrooms features its own ensuite bathroom, with three offering king beds and the fourth including two twin-over-full bunk beds. The primary suite provides a private retreat with a soaking tub and walk-in shower. Outdoor living is equally impressive, with a private heated pool, oversized spa, and multiple lounging and dining areas. Enjoy morning coffee by the water, gather around the pool, or take in spectacular sunsets from the rooftop deck. The private dock offers convenient waterfront access, while the home's elevated design and island location create an exceptional setting for enjoying the best of Anna Maria Island. With its desirable waterfront setting, generous living spaces, impressive indoor-outdoor amenities, and successful vacation rental history, 515 Loquat Drive presents a rare opportunity to own a beautifully appointed island home in one of Florida's most sought-after coastal destinations.

515 Loquat Drive, Anna Maria
242 Lakeview Drive, Anna Maria
$6,995,000
6 Beds ⋅ 7 Baths ⋅ Lake La Vista Sub SubDv. ⋅ 34216 Zip Code
Introducing The Ivy — The first chapter in a new collaboration. Born from the partnership of Emily Moss Designs and Moss Builders, The Ivy marks the debut of their shared vision on Anna Maria Island — a carefully crafted waterfront residence where refined design and thoughtful construction meet. As the inaugural home in what will become a growing collection, The Ivy sets the tone for the work to come: elevated, intentional, and deeply rooted in the island’s quiet luxury. Step through the front entry — sheltered beneath a soaring tongue-and-groove wood ceiling — into a great room where large-format stone flooring, disappearing glass sliders, and a sculptural wood ceiling detail set a calm, organic tone. The chef's kitchen anchors the main level with a monumental waterfall-edge stone island, custom dark wood cabinetry, and sculptural globe pendant lighting, flowing seamlessly into a dining room defined by a dramatic wood-beamed vaulted ceiling, a statement orb chandelier, and floor-to-ceiling glass that frames water views from every seat at the table. Directly off the kitchen you’ll find a huge walk in pantry. Six bedrooms offer their own quiet retreats — from a serene primary suite with an upholstered headboard and private glass sliders, to a playful bunk room with built-in cubby storage for kids. The six and a half bathrooms are spa-like in their own right, with freestanding vessel sinks, brass fixtures, and dramatic veined stone and designer tile work throughout. Outside, The Ivy truly comes alive. A resort-style pool is anchored by an elevated spa with a cascading water feature, framed by a turfed lawn, lounge chairs, and a covered wood-ceilinged loggia built for shaded entertaining. A dramatic timber trellis staircase first leads up to the outdoor kitchen, massive TV and hanging swings. As you continue to make your way up to the crown jewel: a expansive rooftop deck with built-in bench seating, a private hot tub to enjoy sunsets, lounge chairs and seating around a fire pit. Direct canal front access completes the picture, with a brand-new dock and boat lift ready for a day on the water — all just a short, palm-lined walk to the shops and restaurants of Pine Avenue.

242 Lakeview Drive, Anna Maria
113 Palmetto Avenue, Anna Maria
$5,125,000
4 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
A rare opportunity awaits just steps from the Gulf in this exceptional 2025 coastal residence by Eason Builders Group. Set west of Gulf Drive in one of Anna Maria Island’s most desirable locations, this four-bedroom, four-and-a-half-bath home blends refined interiors, resort-style outdoor living and the relaxed sophistication of island life. From the moment you arrive, the home makes a striking impression with crisp coastal architecture, multiple balconies, lush tropical landscaping and contemporary black-framed windows. Inside, soaring ceilings, warm wood flooring, abundant natural light and thoughtfully selected designer finishes create a refined yet relaxed atmosphere. The open-concept main living level is designed for both entertaining and everyday enjoyment. At the heart of the home, the chef’s kitchen features an oversized island with generous seating, custom cabinetry, stone countertops, premium finishes and abundant storage. The kitchen flows seamlessly into the dining area and dramatic great room, where expansive walls of glass, a sleek contemporary fireplace and oversized sliding doors connect beautifully to the outdoor spaces. A private residential elevator provides convenient access between levels, adding comfort and functionality for owners and guests alike. Each of the four bedrooms offers a beautifully appointed retreat, complemented by spa-inspired baths with sophisticated tilework, glass-enclosed showers and designer finishes. The primary suite features a luxurious bath with dual vanities, an oversized walk-in shower and freestanding soaking tub. Custom closet systems, elevated millwork and carefully considered details are found throughout. Outdoor living is at the center of the experience. The private backyard is a tropical resort with a stunning pool and elevated spa, lush landscaping and generous covered areas for lounging, dining and entertaining. Crowning the residence is an expansive rooftop deck offering panoramic island and Gulf views and an unforgettable setting for morning coffee, sunset gatherings or evenings under the stars. Multiple balconies provide even more opportunities to enjoy the Gulf breezes. Currently operating as a highly successful vacation rental, the property offers exceptional versatility as an income-producing investment, luxurious second home or full-time residence. With projected annual rental revenue of approximately $400,000, the home presents a compelling investment opportunity while delivering the lifestyle expected of a premier Anna Maria Island property. Leave the car behind and embrace island life—walk to the beach in moments, cruise the island by golf cart or bicycle, spend afternoons boating and fishing, and enjoy the boutiques, galleries, waterfront dining and acclaimed restaurants that make Anna Maria so special. Combining 2025 construction, exceptional craftsmanship, sophisticated coastal design, a private elevator, resort-style pool and spa, rooftop entertaining space, strong rental potential and an extraordinary west-of-Gulf-Drive location, this remarkable residence offers a rare opportunity to own a true luxury retreat on Anna Maria Island.

113 Palmetto Avenue, Anna Maria
159 Crescent Drive, Anna Maria
$2,985,000
4 Beds ⋅ 3 Baths ⋅ Lake La Vista Sub SubDv. ⋅ 34216 Zip Code
Back on the Market!!!!! Welcome to Tropical Paradise. Talk about Location, Location, Location. What more can you ask for in the City of Anna Maria? Three houses and 200 steps to the calm beaches at Bayfront Park. It’s an easy walk to the City Pier, the Waterfront Restaurant and all the shops of Pine Ave. It is the perfect home for any of your needs. Make it your full-time residence. Use it as a second home, turn it into a fabulous vacation rental or combine the two. This home was built in 2007. It is elevated, has hurricane strength windows and doors, and has superior hurricane protection with a metal roof. All these factors lower your insurance costs dramatically. The home has 2567 SF of air-conditioned space on two floors. It has received major updates with 2 new HVAC units and a new hot water heater. When you pull up in front of the home you are greeted by two large decks overlooking the street and from the top floor views of Tampa Bay. These decks have both been re-surfaced and weather-proofed with new wood look ceramic tiles. The stairs and deck leading to the front door were rebuilt with Trex decking. There is a large double wide car garage door opening into a massive 4 car garage that goes from the front to the back of the home. There is a direct access staircase to the living space from the garage. Go up the front stairs onto the first floor of the home. All the flooring throughout the home are re-done with weatherproof luxury vinyl planking. There is a large open-air floor plan with a comfortable great room, huge dining area and updated kitchen with granite counters, a tile back splash, breakfast bars, and stainless-steel appliances. Also on this level is one of the four bedrooms. It has an in-suite bath with a re-tiled walk-in shower and a new vanity. The kitchen and bedroom both have access to a rear porch with a spiral staircase leading down to the backyard and pool. Going up to the third floor you have three bedrooms starting with a spacious primary suite. It has two walk-in closets and a private bath suite with a walk-in shower, jacuzzi soaking tub and a new large dual vanity. There are French doors from the master bedroom opening onto the front balcony. From here, there are views of Tampa Bay and the Skyway Bridge. The two other bedrooms share a hallway bath with a new vanity, Both bedrooms have French doors with access to a rear enclosed and air-conditioned playroom. The hallway bath has a private bathtub and a new vanity. Last, there is a large laundry room with a full sized washer and dryer. On each level you will find a large storage closet. These closets are preparation for an elevator shaft, should you want or need one. The garage is big enough for all your toys. At the back of the garage are patio doors leading out to your private Astroturf back yard and heated pool. You can easily turn the back of the garage into gathering area overlooking the pool. The yard has an eight-foot rear fence for added privacy. From your front door, it is less than a 2-minute walk to the calm beaches of Bayfront Park in Tampa Bay Here there are changing rooms, showers, gazebos, and charcoal grills for a picnic on the bay. If you prefer the Gulf, it is about a 10-minute walk from the house. The free AMI trolley-stop, and Pine Ave with all its restaurants and shops are just down the street. This home is offered turn-key furnished and presently being booked in an active rental program.

159 Crescent Drive, Anna Maria
411 Palm Avenue, Anna Maria
$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
703 S Bay Boulevard, 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
526 Seagull Way, Anna Maria
$3,395,000
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
513 N Bay Boulevard, 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
9407 Gulf Dr, 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
117 Willow Avenue, 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
513 Villa Rosa Way, Anna Maria
$7,295,000
4 Beds ⋅ 6 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Homes of this architectural caliber are rarely offered for sale - and even more rarely as a fully curated estate. Every furnishing, antique, original artwork, lighting fixture, textile, and accessory has been thoughtfully selected specifically for this residence, including the linens and towels. Bespoke furnishings, fine antiques, original art, and an extraordinary collection of antique Persian rugs create a truly turnkey estate where architecture and interiors exist in perfect harmony. Nestled within the private enclave of Villa Rosa, this custom-built coastal property offers exceptional craftsmanship, privacy, and a lifestyle reserved for Anna Maria Island's finest properties. Inspired by timeless European architecture, the home showcases reclaimed wood beams, marble flooring, handcrafted millwork, and designer finishes throughout. At the heart of the home, the chef's kitchen features a statement Lacanche range, Sub-Zero refrigeration, custom cabinetry, and a large island designed for gathering and entertaining. Outdoor living is equally impressive, with a fully equipped Lynx kitchen, built-in pizza oven, covered lounge with a wood-burning fireplace, and multiple terraces for relaxation and entertaining. The rooftop observation terrace offers panoramic island views and breathtaking Gulf sunsets, while lush tropical landscaping surrounds a private heated and cooled pool, creating a secluded coastal retreat. Situated on a protected deep-water canal with direct, bridge-free access to Tampa Bay and the Gulf of Mexico, the property includes a private dock and 10,000-pound boat lift, making waterfront living effortless. Villa Rosa is among Anna Maria Island's most coveted residential communities, where rental restrictions help preserve a quiet neighborhood atmosphere. Just moments away are world-famous beaches, waterfront dining, boutique shopping along Pine Avenue, and the laid-back coastal lifestyle that defines the island. More than a waterfront home, this is a fully realized estate - an extraordinary blend of design, craftsmanship, and a curated collection offered as one exceptional property.

513 Villa Rosa Way, Anna Maria
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