Homes on Anna Maria Island

$10,950,000
5 Beds 8 Baths Shore Acres SubDv. 34216 Zip Code A4684895 MLS Active Status
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

$8,995,000
5 Beds 5 Baths Wells Bay Harbor SubDv. 34216 Zip Code A4697213 MLS Active Status
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

$8,250,000
3 Beds 4 Baths Shore Acres SubDv. 34216 Zip Code A4676858 MLS Active Status
Rising gracefully on the sugar-white sands of Bean Point, The Golden Dolphin is a timeless Gulf-front residence that blends enduring craftsmanship with inspired artistry. The main living level unfolds into a grand living and dining area, where a full wall of sliders frame endless Gulf views and spectacular sunsets. The expansive balcony is an entertainer’s dream, featuring a fully equipped Lynx outdoor kitchen and a beautifully carved fireplace—an inviting setting for al fresco dining or evenings by the fire. Inside, the chef’s kitchen is outfitted with Sub-Zero, Viking, and Miele appliances, seamlessly combining performance and elegance. A refined library retreat, complete with a fireplace and exquisitely carved bookcases, offers a quiet haven for reading or reflection. The third floor is devoted to luxurious private living. The palatial primary ensuite is a serene sanctuary with spa-like amenities and opens to its own Gulf-facing balcony. Here, a soaking tub, rain shower, and an additional fireplace create an indulgent, resort-style experience. Also on this level are a gracious guest suite, a whimsical children’s ensuite bedroom, and a conveniently located laundry room. The first floor welcomes you with a dramatic foyer featuring soaring ceilings and an elevator. Just beyond lies the imaginative Captain’s Quarters, a fantastical space designed to replicate the galley of a pirate’s lair—both playful and unforgettable. An expansive office follows, showcasing granite countertops and intricately carved walls with integrated drawers and shelving, offering both beauty and function. Outdoors, the home transforms into a private oasis. The grotto-style pool provides shaded comfort and is adorned with multiple water features, while a surrounding fireplace and dining area create an intimate setting for gathering. Beyond the pool, a sun-drenched private patio invites leisurely afternoons of relaxation and sunbathing. Built to stand the test of time, The Golden Dolphin is constructed with concrete and rebar throughout and engineered with advanced drainage systems designed to reroute floodwaters. This exceptional residence has sustained no damage from past hurricanes, offering peace of mind alongside its unparalleled beauty. A rare offering on Anna Maria Island, The Golden Dolphin is a masterful expression of luxury, resilience, and coastal elegance—where art, architecture, and the Gulf converge in perfect harmony.

801 N Shore Drive, Anna Maria

$7,750,000
6 Beds 6 Baths Anna Maria Beach SubDv. 34216 Zip Code A4686563 MLS Active Status
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

$7,500,000
4 Beds 6 Baths Anna Maria Beach SubDv. 34216 Zip Code A4680603 MLS Active Status
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 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

$7,500,000
6 Beds 7 Baths Gulf View Sub SubDv. 34216 Zip Code TB8418423 MLS Active Status
This turn-key custom built six bedroom six and a half bathroom luxury home on Anna Maria Island is an exceptional beach investment property offering the perfect balance of passive rental income and personal coastal living. Located on one of the most private and prestigious streets on Anna Maria Island just steps from beach access the home offers Gulf of Mexico views and a proven short term rental history grossing over $650,000 annually. Whether purchased as a primary residence, second home or vacation rental investment this newer construction property delivers strong returns and long term value. Designed as a high performing Anna Maria Island vacation rental and luxury coastal retreat the home features a resort style pool with in ground spa a rooftop deck with panoramic sunset and Gulf views and expansive open concept living spaces ideal for entertaining. The chefs kitchen includes top of the line appliances custom cabinetry an oversized island and formal dining area with seamless indoor outdoor living leading to multiple balconies and covered patios. The primary suite features a private balcony walk in shower and soaking tub while four additional king bedroom suites each include ensuite bathrooms. A custom bunk room adds a family friendly and rental optimized layout. Exclusive amenities include a private elevator, beach chairs and beach umbrellas enhancing both comfort and rental appeal. The backyard oasis includes a poolside lounge BBQ grill, ping pong table and multiple entertaining areas making it one of the most desirable luxury rental homes on Anna Maria Island. For added peace of mind the property includes a 10 year builder warranty and multiple transferable trade warranties offering low maintenance ownership and confidence for buyers seeking newer construction homes on Anna Maria Island. Perfectly located near Pine Avenue shopping and dining the Rod and Reel Pier the historic AMI City Pier and the free Anna Maria Island trolley this turnkey, fully furnished luxury vacation rental combines prime location strong rental income and the ultimate coastal lifestyle. This is a rare opportunity to own one of the best Anna Maria Island homes for sale and a premier Florida Gulf Coast real estate investment!

107 Maple Avenue, Anna Maria

$6,795,000
6 Beds 8 Baths Bimini Bay Estates SubDv. 34216 Zip Code A4688392 MLS Active Status
Discover coastal luxury at 209 Willow in the heart of Anna Maria Island on a very sought out quiet street. This stunning canal-front home offers the perfect blend of relaxed island living and high-end amenities, just 10 houses from the pristine sugar-sand beaches of the Gulf while situated on a canal, you get the best of both worlds! Step inside to this 6 bedroom, 6 bathroom, 2 half bath, thoughtfully designed home. This home has never been a rental, it is very well taken care of. The interior has just about every feature you can think of, natural light, soaring ceiling, impact slider doors/windows, wet bar, very large wine cooler, whole house generator for peace of mind, a water filtration system/softener, and a pressure booster. Each bedroom is spacious and has its own private en-suite bathroom ensuring your family and guests have their own privacy. Current owners are using the 6th bedroom as an office, or you can turn it into a bedroom. Kids will love the fun built-in bunk bed room, while still plenty of space to play too. If desired, an upstairs closet has washer/dryer hookups if you wanted an additional set on upper level. Relax on the rooftop deck with breathtaking views or unwind on the lower deck complete with comfortable loungers. The highlight is the resort-style backyard: a heated pool and spa with a beautiful Shellcrete bar accented by shimmering sea glass. Includes a refrigerator and grill. A screened-in covered downstairs area provides shaded comfort, while boaters will appreciate the private dock and lift right on the canal—perfect for quick access to the Intracoastal and Gulf waters. The epoxy-finished 3-car garage adds durability and style to your storage space. Big outdoor shower so you can rinse off after the sandy beach. Located on a quiet canal yet incredibly convenient, this home sits in one of Anna Maria’s most desirable spots. Enjoy easy access to world-class beaches, charming island dining, and everything the Florida Gulf Coast has to offer. Whether you’re seeking a primary residence, a vacation retreat, or an exceptional investment property, 209 Willow Avenue delivers island elegance with every modern comfort.

209 Willow Avenue, Anna Maria

$6,375,000
5 Beds 5 Baths Anna Maria Beach SubDv. 34216 Zip Code A4659214 MLS Active Status
Here is your chance to own a 5 bed/4.5 bath custom waterfront residence on one of the most coveted streets in the City of Anna Maria. Enjoy the rare luxury of having direct boat access in your backyard while just a short walk to the pristine shores of the Gulf. This home offers the best of both waterfront lifestyles. Thoughtfully designed with a modern coastal aesthetic, the home features high-end appliances, custom trim details throughout, and smart home integration for effortless convenience. Each bedroom offers a private en-suite bath. A custom built-in bunk room maximizes space (sleeping up to 5) with craftsmanship that speaks to intentional design, adding versatility for guests or family. Privately tucked away on the third floor, you have the expansive primary suite that offers a serene and secluded retreat, featuring a large walk-in shower and soaking tub. Open the sliding glass doors and you are greeted with a generous private balcony that invites quiet moments of relaxation. Anchored by an oversized island, the kitchen is a chef and entertainer’s dream, featuring a gas range by Wolf, a Sub-Zero refrigerator, and a 24-bottle wine fridge. The main living level balcony is outfitted with built-in outdoor cabinetry and a premium ceramic grill, creating a fully functional alfresco cooking space just steps from the kitchen. The kitchen is the centerpiece of this well-designed floor plan that allows for the living and dining spaces to come together effortlessly. Built-in storage in the living room offers seamless organization without disrupting the clean aesthetic, while a dedicated coffee bar adds a touch of everyday luxury and convenience. Another major convenience is the elevator that gives you access to all levels of the home. These subtle yet meaningful touches are found throughout the home, reflecting a level of care and quality rarely seen. On the ground level you have a beautifully constructed cabana space that blurs the line between indoors and out, overlooking a meticulously turfed lawn and an expansive pebble finish pool that shimmers like cut glass. On rainy days, the pool cabana offers a theater like movie experience equipped with a large tv that includes a Sonos surround system and plenty of space for indoor gaming. Lime rock landscape adds geological gravitas, while an outdoor shower and a tucked-away kayak rack offer an unexpected delight. For the nautical connoisseur, the composite dock with an elevator lift provides open-water access with ease. The garage offers ample space for 2 cars, a golf cart, and all your beach toys. This meticulously maintained home has never been a vacation rental, but this could be a wonderful investment property that allows for short-term stays. Come schedule your private showing today!

229 Willow Avenue, Anna Maria

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🏝️ Welcome to Anna Maria Island, FL: Where Time Slows Down and Coastal Dreams Come True! 🌅🏡

Discover the Magic of Anna Maria Island

Nestled along the azure waters of the Gulf of Mexico, Anna Maria Island is a slice of paradise that beckons with its pristine beaches, old-world charm, and a relaxed coastal atmosphere. Whether you're seeking a quaint beach cottage, a luxurious waterfront estate, or a cozy condo with Gulf views, Anna Maria Island offers a diverse range of housing options to suit every beach lover's dream.

Explore the Enchanting Neighborhoods

Anna Maria - Old-World Elegance and Seaside Bliss

Experience the timeless charm of Anna Maria, where historic beach cottages and elegant beachfront estates coexist seamlessly. This northernmost city on the island offers a tranquil atmosphere, with the famous Pine Avenue providing boutique shopping, art galleries, and delectable dining options.

Holmes Beach - Laid-Back Island Living

Discover the laid-back vibe of Holmes Beach, the central hub of Anna Maria Island. This family-friendly community boasts a mix of charming beach cottages and modern condominiums. With its lively commercial district along Marina Drive, Holmes Beach offers a perfect blend of convenience and coastal relaxation.

Bradenton Beach - Quaint Seaside Escape

Find your perfect seaside escape in Bradenton Beach, the southernmost city on the island. This area features eclectic beach houses, seaside cafes, and the iconic Bridge Street. Enjoy the artsy atmosphere, beachfront parks, and the historic Bridge Street Pier for stunning views of Sarasota Bay.

Anna Maria Sound - Waterfront Paradise

For those seeking a waterfront paradise, Anna Maria Sound presents an array of canal-front and bayfront homes. This area offers boating enthusiasts direct access to the Intracoastal Waterway, creating an idyllic setting for those who appreciate the serenity of coastal living.

Key Royale - Exclusive Island Luxury

Experience exclusive island luxury in Key Royale, an upscale residential community on the northeast side of Anna Maria Island. With its canal-front homes and direct access to the bay, Key Royale provides a private and prestigious atmosphere for those who desire the epitome of coastal elegance.

Perico Island - Nature Retreat near Robinson Preserve

Discover a nature retreat on Perico Island, located just east of Anna Maria Island. This gated community offers a mix of condominiums and single-family homes amidst lush landscapes. Residents enjoy proximity to the Robinson Preserve, providing opportunities for kayaking, bird watching, and nature trails.

Bayfront Park - Serenity by Sarasota Bay

Nestled along the eastern shore of Anna Maria Island, Bayfront Park offers serenity by Sarasota Bay. This residential area features bayfront homes and easy access to the island's pristine beaches. Enjoy breathtaking sunsets and the tranquility of coastal living in this charming neighborhood.

Why Anna Maria Island?

  • Stunning Beaches: Anna Maria Island boasts some of the most beautiful and uncrowded beaches on the Gulf Coast, where sugar-white sands meet crystal-clear waters.
  • Artistic Culture: The island's artistic culture is evident in its galleries, public art installations, and the monthly ArtWalks on Pine Avenue.
  • Local Cuisine: Indulge in local seafood delights, tropical cocktails, and beachside dining at the island's diverse range of restaurants.
  • Community Events: Anna Maria Island hosts community events, farmers' markets, and beach festivals, fostering a sense of community among residents and visitors.

 

Invest in Anna Maria Island Real Estate

Anna Maria Island is not just a destination; it's a lifestyle. Whether you're drawn to the historic charm of Anna Maria, the family-friendly atmosphere of Holmes Beach, or the exclusive luxury of Key Royale, our expert team is ready to help you find your dream home in this coastal paradise.

Contact us today, and let's turn your vision of Anna Maria Island living into a reality! 🏡🌴🌊