Anna Maria Homes with Water View

5 Beds ⋅ 5 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code

EXCEPTIONAL WATERFRONT LIVING ON BEAUTIFUL ANNA MARIA ISLAND! Discover coastal luxury in this completely renovated waterfront residence offering 2,568 square feet of beautifully designed living space, featuring 5 spacious bedrooms, 4 full bathrooms, and 1 half bath. Thoughtfully updated throughout, this exceptional home blends modern elegance with the relaxed charm of island living. The inviting interior features a fireplace, an elevator for added convenience, and beautifully appointed living spaces ideal for both everyday comfort and entertaining. Step outside to your own private tropical oasis, complete with a sparkling pool, relaxing spa, and covered terraces perfect for enjoying gentle coastal breezes and Florida's year-round sunshine. Boating enthusiasts will appreciate the brand-new seawall and private boat lift, offering the ultimate waterfront lifestyle. Additional highlights include a durable metal roof and an impressive 4-car garage with ample room for vehicles, storage, and all your island essentials. Perfectly situated on Anna Maria Island, this extraordinary property places you just moments from charming boutiques, outstanding restaurants, and the island's world-famous white-sand beaches and breathtaking sunsets. Whether you're seeking a luxurious primary residence, an island retreat, or the perfect place to entertain family and friends, this beautifully remodeled waterfront home delivers the very best of Anna Maria Island living!

517 South Drive, Anna Maria

$6,995,000

5 Beds ⋅ 6 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

Experience a striking new expression of waterfront living at 319 Tarpon Street, a fully furnished coastal residence positioned on a quiet dead-end street in the heart of Anna Maria. Set along 75 feet of saltwater canal frontage, the home was thoughtfully designed to capture sweeping, long canal views while creating an effortless connection between its indoor and outdoor spaces. Offering 3,484 square feet of air-conditioned living space and more than 7,500 total square feet, this five-bedroom, five-and-a-half-bath residence pairs refined coastal design with the comfort and resilience of new construction. A private elevator serves each level, while the three-car garage provides generous room for vehicles, a golf cart and island essentials. The main living level is centered around a beautifully appointed chef’s kitchen with custom cabinetry, stone countertops, an expansive island and ample space for entertaining. The kitchen flows naturally into the dining and great room, where a gas fireplace and wide openings to the covered waterfront lanai create an inviting setting for gatherings. Three guest suites, a den or office, laundry room and additional thoughtfully designed spaces provide flexibility for family and guests. The upper level offers a private primary retreat with a spa-inspired bath, generous walk-in closet and covered balcony overlooking the water. An additional guest suite and an expansive approximately 830-square-foot open-air terrace create an exceptional setting for morning coffee, sunset cocktails or evenings under the stars. Outdoor living is equally impressive. The resort-style heated pool and spa are framed by generous covered entertaining areas, tropical landscaping and an outdoor shower, all positioned to take full advantage of the tranquil canal setting. Seventy-five feet of concrete seawall and saltwater canal access to Bimini Bay further enhance the waterfront lifestyle. Built to current coastal standards and offered fully turnkey furnished, 319 Tarpon is equally suited as a private island retreat, full-time residence or luxury vacation property with weekly rental flexibility. Beaches, Pine Avenue shops and restaurants, the City Pier and everything that makes Anna Maria special are only a short golf-cart or bicycle ride away. This is more than a new home—it is a thoughtfully designed waterfront experience where elevated construction, relaxed luxury and the best of island living come together.

319 Tarpon Street, Anna Maria

$2,495,000

Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

Build big. Live the dream. Welcome to Anna Maria! Oversized canal-front lots like this are rare: just a pinch shy of one-third of an acre, with a sweeping 93 feet of water frontage and direct boating access to Tampa Bay and the Gulf. Add a shared boat basin, and this is a boater’s paradise! The existing home is a teardown, and the property is being sold for land value. Bring your vision and create a show-stopping custom coastal estate or a high-performing investment in a coveted short-term rental zone. The possibilities are endless! Walk to sugar-sand Gulf beaches, then enjoy island boutiques, waterfront dining and the laid-back charm that makes Anna Maria Island legendary. Opportunities like this don’t last. Seize it!

225 Chilson Avenue, Anna Maria

$2,495,000

3 Beds ⋅ 2 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

Build big. Live the dream. Welcome to Anna Maria! Oversized canal-front lots like this are rare: just a pinch shy of one-third of an acre, with a sweeping 93 feet of water frontage and direct boating access to Tampa Bay and the Gulf. Add a shared boat basin, and this is a boater’s paradise! The existing home is a teardown, and the property is being sold for land value. Bring your vision and create a show-stopping custom coastal estate or a high-performing investment in a coveted short-term rental zone. The possibilities are endless! Walk to sugar-sand Gulf beaches, then enjoy island boutiques, waterfront dining and the laid-back charm that makes Anna Maria Island legendary. Opportunities like this don’t last. Seize it!

225 Chilson Avenue, Anna Maria

$1,999,000

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

Paradise awaits on the coveted North End of Anna Maria Island! This 3 bedroom/2 bath pool home welcomes you with cathedral ceilings and family room open to the updated kitchen and dining room. Extend your relaxation to the screened porch with new Trex decking, overlooking your private, fenced backyard pool and covered dining area. Your guests will relax in their first floor bedrooms, while you will enjoy your upstairs primary en suite with peeks of the gulf, and an attached open loft. You’ll also love the second floor screened porch with great Gulf breezes! Downstairs there’s ample storage for beach toys and you’re only a hop, skip & a jump to your toes in the sand. With short term rentals allowed, this great space is an ideal investment property in the city of Anna Maria!

783 Jacaranda Road, Anna Maria

$3,700,000

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

Tucked away at the very end of a quiet street in Anna Maria, 511 South Drive is a truly distinctive waterfront retreat offering exceptional privacy and nearly 180 feet of water frontage along Bimini Bay. Once featured in SRQ Magazine, this three-bedroom, two-and-a-half-bath residence—known as The Morris House—captures the relaxed beauty of island living, with dolphins, manatees and coastal birdlife providing an ever-changing backdrop. Originally built by Ross Built, the home is rich in British Arts and Crafts character, yet has been beautifully updated for modern living. Throughout the home, remarkable details speak to its history and craftsmanship, from a William Morris stained-glass window to a mantel sourced from a mansion in Great Britain. Since 2024, the home has undergone an extensive collection of thoughtful improvements, blending its distinctive character with beautifully updated interiors, enhanced outdoor living and important mechanical upgrades. A private courtyard surrounded by mature tropical landscaping and a charming koi pond creates a memorable sense of arrival. Step inside, and oversized windows and French doors frame the waterfront setting, immediately drawing your eye toward sweeping water views. The main level was extensively refreshed in 2025 with new wood-grain tile flooring, custom wood trim and baseboards, and built-in living room bookshelves crafted by a master carpenter. The kitchen was reimagined with new cabinetry, quartz countertops and a suite of high-end appliances including a Fulgor Milano range, ASKO dishwasher and a GE Monogram refrigerator. A Blanco undermount sink features instant ultra-filtered hot water, while the adjoining pantry received additional cabinetry and electrical upgrades. The downstairs bath was also updated with new cabinetry, quartz countertops and a new sink. Designed for both gathering and everyday living, the expansive great room opens to the waterfront setting, while a separate media room and game room offer additional spaces for entertaining. Two guest bedrooms on the main level open directly to the courtyard and share a Jack-and-Jill bath. The entire upper level is dedicated to the primary suite, creating a private retreat surrounded by spectacular water views. Windows and French doors span three sides of the bedroom, while the expansive private deck provides an idyllic setting for sunrise coffee or an evening cocktail. The primary bath features an oversized walk-in shower and a clawfoot soaking tub. Outdoor living has also been beautifully enhanced. The wraparound porch was screened in 2024, creating a wonderful extension of the interior living space overlooking the water. A new hot tub was added in 2025, followed by an outdoor shower and new pavers along the front and side of the home in 2026. A new irrigation system was also installed. Along the nearly 180 feet of waterfront, two docks invite you to embrace the boating lifestyle, including a boat lift for easy access to fishing and sunset cruises and an enclosed boathouse for fishing gear and water toys. Additional recent improvements include a new downstairs AC system, new split AC unit, new hot water heater, floor outlets, updated lighting, and more. Just minutes from the beaches, Pine Avenue's shops and restaurants and the Anna Maria City Pier, The Morris House offers a rare combination of architectural character, exceptional privacy and substantial water frontage —all within a remarkable setting in Anna Maria.

511 South Drive, Anna Maria

$2,295,000

3 Beds ⋅ 3 Baths ⋅ Sunset Cove At Holmes Beach SubDv. ⋅ 34216 Zip Code

A Rare Architectural Retreat in Sunset Cove, Steps from the Gulf! Gulf views, effortless beach access and a canvas of rare potential come together in this architectural gem in Sunset Cove, one of Anna Maria Island's most peaceful and private enclaves. The home sits at the end of a quiet cul-de-sac, just steps from dedicated beach access. Stroll out the door and within moments your feet are in sugar-white sand, with the turquoise Gulf stretching out before you. Monthly rental restrictions preserve the neighborhood's relaxed residential character. Designed by acclaimed architect H. Patterson Fletcher in the spirit of Frank Lloyd Wright, the custom-built residence embraces its natural surroundings with open, flowing spaces, abundant light and a seamless connection between indoors and out. Solidly constructed, the 3-bedroom, 2.5-bath home with bonus room rises three distinctive levels above an expansive walled lot, with ample room to create a private pool and a resort-style outdoor sanctuary. Inside, vaulted ceilings and walls of sliding glass bathe the living room in natural light and frame views of swaying palms and the shimmering Gulf beyond. The open kitchen and living area center on a kitchen island, custom solid-wood cabinetry and an oversized skylight that pours sunshine into the heart of the home. Step out to the generous elevated screened lanai for morning coffee, alfresco dining or a front-row seat as the evening sky turns to gold. The primary suite is a private escape, with a wall of sliders opening to its own balcony, a spacious ensuite bath and dual walk-in closets. Upstairs, two distinct sleeping areas and a full bath offer flexible accommodations for guests. The crown jewel is the rooftop deck. Along with the wraparound windows, it reveals sweeping treetop and Gulf views, an unforgettable setting for sunrise coffee, sunset cocktails and evenings under the stars. Below, an oversized garage provides exceptional storage for beach gear, bikes and island toys. This is a home ready for a new owner's vision. Architectural pedigree, privacy, Gulf views and beach access just steps away set the stage for an extraordinary, one-of-a-kind Anna Maria Island retreat.

103 Sunset Lane, 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

$2,690,000

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

Under Construction. Why buy before December 31, 2026? Review recently passed Florida Amendment 3 with your CPA/tax advisor for potential tax advantages! Welcome to this completely updated charming coastal home located at 259 Gladiolus St in the desirable City of Anna Maria. If you’re looking for a ground level waterfront, 4-bedrooms, 3-bathrooms, pool home on the north-end, that is close to the beach, Pine Ave shops and the bayside park, this is one to come see! The interior and exterior design offers endless charming coastal details that lean into island relaxed style. As you walk through the double glass front doors, you’ll be surprised by how much light shines into this home accentuating the high ceilings and open concept. The design selections are classic and calm, from neutrals to soft beachy blues. The home offers a split floor plan and two master ensuites plus an inside utility that takes the chore out of laundry. As you make your way to the back of the home the water views become the focal point. The home layout makes every day enjoyment of island living, including the pool and spa that has multiple water features to create relaxing sounds and set the stage for backyard fun. The waterfront setting is tranquil and a fabulous setting for dockside fishing, kayaks or even boating with two bridges to bay. The list of new items includes interior walls and open concept layout, electric, plumbing, flooring, kitchen, appliances, bathrooms, inside utility, metal roof, Therma Tru impact glass front door and PGT impact windows and sliding doors, heated pool/spa, tropical landscaping, and including low maintenance artificial turf. Whether you’re looking for your own island destination to call home or the ideal rental income property with flexible rental restrictions this is one to consider. Call today to schedule your private showing.

259 Gladiolus Street, Anna Maria

$2,595,000

3 Beds ⋅ 4 Baths ⋅ Acreage SubDv. ⋅ 34216 Zip Code

Welcome to your private coastal retreat in the highly sought-after North End of Anna Maria Island. Completely remodeled from the studs out in 2017 by Gagne Construction, this elevated 3-bedroom, 3.5-bathroom home is situated on a spacious 0.21-acre lot, just a short stroll from the island’s famous white sand beaches and only a couple of minutes on foot from Pine Avenue, the heart of Anna Maria’s shops, restaurants, and island attractions. This superb location allows you and your guests to easily experience the best of the island without ever needing to get in the car. Offering the ideal combination of luxury, comfort, and laid-back island living, this fully furnished residence is perfect as a personal getaway, second home, or investment property with excellent rental potential. Inside, the thoughtfully designed open floor plan is filled with natural light and complemented by high-end finishes throughout. Hurricane impact windows and sliding glass doors provide added protection and peace of mind, while enhancing the home’s seamless connection to its tropical surroundings. The spacious living areas flow effortlessly into the modern kitchen, which features top-of-the-line appliances and plenty of room for gathering with family and friends. Each oversized bedroom offers its own private en-suite bathroom, while elegant, spa-inspired finishes contribute to the home’s relaxed yet refined coastal atmosphere. The outdoor living space is equally impressive and has recently been refreshed with new landscaping, new exterior paint, and new outdoor furniture. Lush tropical surroundings, a heated pool, and an oversized lanai create your own private island oasis. Spend the afternoon by the pool, enjoy dinner al fresco, or unwind outdoors after a day at the beach. The seamless indoor and outdoor layout is perfectly suited for entertaining, extended stays, and creating the type of vacation experience guests will want to enjoy again and again. Offered fully furnished and move-in ready, this home makes second-home ownership effortless while also providing the flexibility to generate rental income when you are away. Anna Maria Island is celebrated for its pristine beaches, tranquil waters, fresh local seafood, and charming small-town atmosphere. With Pine Avenue just moments away, this exceptional North End location places the very best of island living right outside your door. This is a rare opportunity to own a beautifully appointed island retreat where you can vacation, relax, entertain, and invest.

315 Hammock Circle, Anna Maria

$1,175,000

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

Set in the heart of Anna Maria, this elevated 3BD/2BA home holds one of the island's most enviable addresses — around the corner to the Anna Maria City Pier and steps from the bay. Celebrated dining, open water, and the island's unhurried rhythm are all right outside the door. Inside, an open living and kitchen area, generous deck space, and a two-car garage offer a solid canvas. Update it, reimagine it, or start fresh — the potential here is wide open. Better still, the home sits in a short-term rental zone, so it can earn its keep between your own stays. Then step outside, where the Anna Maria lifestyle takes over: mornings on the beach, afternoons cruising the island by bike or golf cart, evenings fishing the pier or watching the sun drop into the Gulf. Locally loved shops and restaurants sit just down the street. Location, rental potential, and a lifestyle people rearrange their lives for. Bring your vision.

524 Spring Avenue, Anna Maria

$5,395,000

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

Anna Maria Homes with Water View

Newest Anna Maria Homes with Water View

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