Anna Maria Real Estate

4 Beds ⋅ 4 Baths ⋅ Wells Sub SubDv. ⋅ 34216 Zip Code

Pre-Construction. To be built. Coastal luxury meets island living at 810 N Bay Blvd, a custom new construction residence on Anna Maria Island. This 4-bedroom, 4-bath home has 2,529 sq. ft. of conditioned living space and an impressive 2,936 sq. ft. of outdoor and deck living, including a rooftop and balconies. It’s designed to blend indoor and outdoor spaces as one. Inside, 7-inch wide-plank European White Oak floors run through the living areas, hallways and bedrooms. Commercial-grade, impact-resistant windows and multi-slide glass pocket doors fill the home with natural light and open it to the outdoors. Other finishes include 8-foot solid-core doors, oversized crown molding and tray ceilings in the great room and primary suite. The chef’s kitchen centers on an oversized quartz island with a waterfall edge and a full-height quartz slab backsplash. It has a professional-grade stainless appliance suite: a 48-inch built-in refrigerator, a 36-inch dual-fuel range with a custom hood, a microwave drawer and a wine/beverage center. Custom soft-close cabinetry with under-cabinet LED lighting and tall pantry pull-outs completes the space. The primary suite has a spa-inspired bath with dual floating vanities, a freestanding soaking tub, and a frameless glass walk-in shower with a rain head, handheld wand and linear drain. The secondary baths feature quartz vanities and designer-tiled walk-in showers. Outdoors, you can enjoy a custom heated concrete pool with a sunshelf, an integrated spa and a pebble-sheen finish. There’s also a paver pool deck, tongue-and-groove cypress lanai ceilings, and an outdoor kitchen with a marine-grade stainless grill and under-counter refrigeration. Features a matte black standing seam metal roof, multi-zone HVAC and an elevator. The finished 2+ car garage has epoxy flake flooring and an EV charging rough-in. It’s ideal as a primary residence, a second home or a high-end vacation rental.

810 N Bay Boulevard, 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

$2,495,000

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

Welcome to this fully renovated 3-bedroom, 2.5-bathroom coastal retreat on the coveted north end of Anna Maria Island. Nestled in the desirable Shore Acres neighborhood, this single-story home (approximately 1,759 sq ft living area on a generous ~0.235-acre lot) has been thoughtfully updated with clean modern finishes, abundant natural light, and effortless indoor-outdoor flow that captures the essence of island living. The bright, open interior features light wood ceilings, crisp white walls, and expansive windows and sliding glass doors that invite the Florida sunshine indoors. A stylish dining area opens directly to a private outdoor space perfect for morning coffee or evening gatherings. There is room for a pool to add if desired. The fully renovated kitchen and living areas are designed for both everyday comfort and entertaining, while the three bedrooms and 2.5 baths provide flexible space for family, guests, or a primary suite retreat. Outside, a covered carport and entry with warm wood ceilings and clean architectural lines create a welcoming arrival. Tropical landscaping with mature palms and native plantings frames the property, offering privacy and a true coastal vibe. Just steps from the sugar-white sands and sunsets of Bean Point, beach access is right next to the property. Close to Pine Ave shops, restaurants, and more! Whether you’re seeking a full-time residence, weekend escape, or investment opportunity on one of Florida’s most sought-after barrier islands, 815 N Shore Drive is move-in ready and beautifully positioned for island living.

815 N Shore Drive, 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

$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

$1,595,000

3 Beds ⋅ 2 Baths ⋅ Bimini Bay Colony Club Sub SubDv. ⋅ 34216 Zip Code

Welcome to Mangoes on Magnolia, a three-bedroom, two-bath vacation home with a private heated pool and hot tub, located less than a 10-minute walk from the white-sand beaches of Anna Maria Island. Nestled in a quiet neighborhood just two blocks from Pine Avenue’s shops and restaurants. This coastal retreat is perfect for families and friends. After sunny days on the beach, return to your lagoon-style heated pool and hot tub, the ultimate relaxation spot. Gather around the outdoor wood dining table by the pool to share meals in the fresh island air. With a bonus game room, Mangoes on Magnolia offers plenty of ways to keep everyone entertained. Step inside to a bright coastal living area ideal for relaxing after a day of island adventures. The fully equipped kitchen makes cooking simple, with two refrigerators, island seating, and all the essentials for preparing meals. Gather around the dining table for family dinners before heading to the bonus room for games and reading. The primary bedroom is a peaceful retreat, ample storage, and an ensuite bathroom with a step-in shower. The second bedroom also features a queen bed, while the third bedroom offers a full bed, making it perfect for kids or additional guests. The hallway bathroom includes a tub/shower combo and a spacious vanity. Guests love this home’s unbeatable location. Stroll to the boutiques and eateries on Pine Avenue, hop on the island trolley, or explore the natural beauty of Anna Maria Island by bike, kayak, or on foot. With spectacular sunsets just a short walk away, Mangoes on Magnolia makes it easy to enjoy the very best of island living.

313 Magnolia Avenue, 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

$1,845,000

3 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Located at the North End of Anna Maria Island 3 blocks from the beach and 1 block from the bay. Three bedrooms, 2 bathrooms with open living & dining floor plan that leads to a large screened porch for grilling, dinning and ping pong! Perfect for entertaining your friends and family. Freshly painted interior, natural light throughout, stainless steel appliances in the kitchen with a huge island. Downstairs has privacy landscaping, turf surrounding the heated pool and spa. Featuring an oversized 4-car garage with additional parking space available for a boat out front. Currently a vacation rental with a 1-7 day minimum. Schedule your private showing today.

254 Gladiolus Street, 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

$1,175,000

Luana Isles SubDv. ⋅ 34216 Zip Code

Rare opportunity to own a canal-front lot in the heart of Anna Maria Island. Take your clean slate to design and build the coastal dream home you've been waiting for. Located on a quiet cul-de-sac street with access to the Bay and the Gulf of Mexico, boats to be able to fit under the 2 bridges. Anna Maria offers a laid-back, old-Florida lifestyle — walkable access to the island's white-sand beaches, local restaurants, and shops on Pine Ave. Whether you're envisioning a modern coastal retreat or a classic Florida cottage on stilts, this lot gives you the location and the water access to make it happen. Zoning allows for 1-7 day vacation rentals.

109 Gull Drive, Anna Maria

Anna Maria Real Estate

Newest Listings in Anna Maria

How much is your home worth?

How much is your home worth?