🏝️ 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! 🏡🌴🌊

Homes on Anna Maria Island

$12,650,000
5 Beds 5.5 Baths Anna Maria Beach SubDv. 34216 Zip Code
JUST COMPLETED! BRAND NEW CONSTRUCTION!!! Gulf Front Luxury Living is at its Absolute Best in this Exquisite Estate in the Heart of Anna Maria! It will be love at first sight when you enter this stunning FULLY FURNISHED 5 Bedroom, 5.5 Bathroom Gulf Front Estate. This home has it all including endless views of The Gulf of Mexico. With over 4,936 square feet under air, this home features Control 4 smart home automation, expansive living spaces with custom, designer finishes, in-ceiling speakers, custom built-ins and motorized Lutron blinds throughout. Take the master staircase or commercial-grade elevator to the open-concept, main living area which features an oversized, luxurious living room with views of the crystal blue waters of the Gulf as you look out through the floor-to-ceiling, pocket sliding doors containing the highest quality windows. The main living level also features a gorgeous Gulf front dining room, detailed gourmet chef's kitchen featuring Sub Zero and Wolf appliances, separate walk-in pantry, conversation full bar sitting area with a walk-in and a custom outdoor kitchen on the lanai. Then, continue up the grand staircase to your private hideaway master suite which includes an oversized bedroom, sitting and lounge area, balcony, walk-in designer closet, large designer bath area with spectacular finishes and, of course, more amazing Gulf views! This floor also features two additional guest suites. On the ground level, the expansive Gulf-front swimming pool and enormous surrounding deck offers significant, additional entertaining space. Professional landscaping placed with privacy in mind, a 4-car garage and a paved driveway with plenty of room for both owner and guest vehicles. All of this and you are a short stroll from the shops and restaurants of Pine Avenue. Call me today to make your dream of owning an exquisite, luxurious Gulf-front Estate a reality!

809 N Shore Drive, Anna Maria

$9,789,500
4 Beds 3.5 Baths Bimini Bay Estates SubDv. 34216 Zip Code
LUXURY GATED ANNA MARIA ISLAND ESTATE. This one-of-a-kind property on Florida’s Gulf Coast is located in the highly sought after city of Anna Maria. The spectacular home occupies a unique 18590 sq ft triangular property and has over 500 feet of water frontage projecting directly into the pristine waters of Bimini Bay. Every detail of this 2020 custom home was carefully designed to take full advantage of this very special location, steps from the beaches of Anna Maria, yet with deep water boating and no bridges to the Gulf of Mexico. With water views from every window the peaceful ambiance of this location provides a private retreat only for the most discerning of buyers. Entering through private gates into the lush tropical courtyard you will see the bridge connecting the primary home to the guest house. If you walk the exterior, you will see the inlet with a 12,000 lb boat lift next to a 60ft dock for your cruiser. The size of the property allows for the resort like pool with fire and waterfalls, a man-made sandy beach and a spectacular fire pit at the tip of the property. All safely protected by the reinforced concrete seawall. The gated breezeway leading from the Courtyard to the pool also leads to the elevated main floor via the solid walnut staircase or the Vertech residential glass walled elevator. Then it is all about THE VIEW - uninterrupted and spectacular! The only one of its kind on Anna Maria Island. The effort that has been put into the design of this warm and inviting home is obvious. Vaulted beamed ceilings, lighting that floats above the kitchen in a bamboo and stainless steel frame suspended with barely visible aircraft cables. But it is the truly spectacular views that demand your attention. From the Great Room looking over the gourmet Kitchen and beyond, the massive covered lanai, your swimming pool and landscaped gardens lies the pristine waters of Bimini Bay. Modern architectural design puts the kitchen as the central hub of the home and this Showpiece Kitchen is an entertainer’s delight. Guests can watch the chef while seated at the lit glass kitchen countertop, custom designed for this home by ThinkGlass from Montreal. The imported cabinets from Hutton Beilman Design are manufactured from perfectly matching Bamboo with inset Walnut Pilasters. The Cambria Quartz & Bridgewater Stone flow seamlessly through the Cooking Island, the Expresso Station and the serving Bar. Walls are finished in a soft hand polished French Polynesian Faux finish while the oversized Elysium Travertine Floor flows seamlessly as you step from the Great Room through the fully retractable 20ft doors, to the spectacular covered Lanai. The huge 800 sq ft lanai is home to the outdoor kitchen, with its featured Teppanyaki Table, to the outdoor lounge area with its fire table and to the outdoor dining area overlooking the elevated spa and Bimini Bay. Captivated by the ever-changing water views imagine entertaining your friends while cooking fresh shrimp on the Teppanyaki or the Lynx Grill. This elegant outdoor kitchen has Quartzite Counter Tops and Neolith Stone Backsplash. A wonderful dinner for 8 can be enjoyed seated at the Teppanyaki or at the outdoor dining table. Retractable screens provide privacy and complete protection from the elements. Many describe the feeling of this property as stepping into a private island resort. There are so many features it has it's own name, AMI DREAM HOME. You can find us online.

242 Oak Avenue, Anna Maria

$8,800,000
5 Beds 5.5 Baths Bimini Bay Estates SubDv. 34216 Zip Code
Pre-Construction. To be built. ELEGANT 5 BEDROOM, 5.5 BATH, 5 CAR GARAGE ESTATE HOME ON ANNA MARIA ISLAND!!! THIS IS TRULY ONE OF A KIND HOME WITH AN ELEVATOR, .29 ACRE LOT AND DESIGNER FINISHES THROUGHOUT!!! NO EXPENSE SPARED IN THE DESIGN AND BUILD OF THIS PROPERTY. This luxurious masterpiece boasts unparalleled features and meticulous attention to detail. Situated on an oversized lot, this property offers serenity and tranquility amidst lush tropical landscaping. Located just a stone's throw away from both the beach and the bay, your coastal oasis awaits. Upon entering, you'll be greeted by an expansive floor plan designed for comfort and style. The massive kitchen is a chef's delight, featuring Fisher and Paykel appliances, a generously sized island with a breakfast bar, and designer pendant lights that illuminate the high-end wood cabinets and quartz countertops. The butler's pantry is a delightful addition, enhancing your culinary experience. Each of the five bedrooms is an ensuite retreat, complete with walk-in closets, ensuring privacy and convenience for everyone. The master bedroom is exceptionally spacious, featuring two individual massive walk-in closets. The master bathroom is a spa-like haven, offering a relaxing tub and an oversized walk-in shower adorned with designer tile and high-end finishes. Entertainment and leisure opportunities abound on this property. A 5-car garage provides ample space for your vehicles and storage needs. The large laundry room adds practicality to your daily routines. The highlight of the outdoors is the inviting pool and spa, surrounded by lush landscaping, creating a serene and private retreat right at your doorstep. This home is a masterpiece of luxury and sophistication, thoughtfully designed for the most discerning buyer. Don't miss the opportunity to make this paradise your own.

305 Tarpon Street, Anna Maria

$8,250,000
6 Beds 6.5 Baths Bimini Bay Estates SubDv. 34216 Zip Code
THE ISLAND LUXURY HOME BAR has been raised! Don’t miss your opportunity to view this Stunning JUST COMPLETED 6 bedroom, 7 bath, deep water canal home 2 blocks from the pearly white beaches of Anna Marie. Entirely block construction, built to withstand Cat 5 hurricane rated windows, doors, and roof making it the absolute best construction money can buy! This contemporary home is a showstopper boasting modern and elegant design with high end finishes and attention to detail throughout. No expense was spared on this uniquely designed home made for entertaining with a gorgeous state of the art kitchen, designer lighting, flooring, tiles, cabinets, quartz counters, sub zero appliances, a walk in Butler’s Pantry and a stunning concrete range hood for added drama. The design style lends itself to opulence with a relaxed flare making it feel both elegant and effortless. Oversized living, dining, and multiple covered outdoor entertaining spaces, balconies, and a massive roof top deck putting the actual total living space over 9,000 sq ft! Of course the highlight of the home is the oasis back yard with pool and spa and space to spread out and relax after coming home from a day on the boat or a day at the beach. Canal offers a straight shot to open waters and no bridges to the Gulf of Mexico! This home comes completely turn key furnished to the highest standard and can be rented weekly making this a remarkable investment property or family retreat. The photos are simply not enough to capture this stunning property. Book your Private showing today!

224 Chilson Avenue, Anna Maria

$7,285,000
6 Beds 6.5 Baths Gulf View Sub SubDv. 34216 Zip Code
HUGE PRICE IMPROVEMENT ON THIS GORGEOUS LUXURY HOME STEPS FROM THE BEACH! Located on one of the most private, prestigious beach access street of Anna Maria Island. This custom-built masterpiece is a 6-bedroom, 6 1/2-bathroom home designed to provide the ultimate luxury beachfront lifestyle. Just steps from the pristine shores of the Gulf of Mexico, this property offers an unparalleled combination of elegance, comfort, and convenience. Step inside and be captivated by the spacious, light-filled interior that features high-end finishes and meticulous attention to detail, complete designer furniture and decor. The heart of this home is the open-concept living area that seamlessly flows into the gourmet kitchen, with top-of-the-line appliances, custom cabinetry, and a generous island with seating flanked by multiple covered balconies to move your party outside. The primary suite is a true retreat, with a private balcony, a spa-like bathroom, and ample closet space. Five additional well-appointed bedrooms ensure that you and your guests have plenty of space to relax and unwind. Each bedroom features an ensuite bathroom, offering privacy and comfort for everyone. A highlight of this property is the outdoor oasis backyard, complete with a sparkling pool, spa, and a generous outdoor area for entertaining. With direct beach access steps from your front door, your toes can be in the sand in a matter of seconds. This property also boasts an elevator, a spacious garage, ample storage throughout, and a huge roof top deck offering spectacular views of the sunset over the Gulf of Mexico. No expense was spared on this Luxury Custom Built home, in a PREMIER LOCATION, making this a true gem on Anna Maria Island. Don't miss the opportunity to make this extraordinary home your own. Experience the ultimate in beachfront living and schedule your private showing today. Your coastal dream home awaits!

107 Maple Avenue, Anna Maria

$6,995,000
6 Beds 6.5 Baths Bimini Bay Estates SubDv. 34216 Zip Code
Welcome to Sail Away, the pinnacle of Florida coastal living on Anna Maria Island. This southern facing 6 bedroom, 6.5 bathroom home is minutes from the whitest and most pristine sugar sand beaches and offers an unmatched blend of luxury and relaxed sophistication. Enjoy wrap-around balconies and bright airy living spaces with high-end finishes equipped with a state-of-the-art control 4 system, Lutron lighting, and security throughout. Experience seamless integration of indoor to outdoor living with abundant sunset views, chef’s delight kitchen, elevator to all floors, great room with wine cellar, and gaming areas for the fun at heart. The main floor includes spacious bedrooms each with en-suite bathrooms and private balconies. Upstairs, unwind in one of the master suites or enjoy the lounge area with a pool table and access to the expansive rooftop deck. Step outside to your private backyard oasis complete with a heated pool and swim-up bar, covered spa, sunken lounge with fireplace, and lush tropical landscaping. Watch dolphins and manatees glide by or explore on paddle boards and kayaks from your well-equipped dock with water and electric connections, a filet table, dock lighting, and dual wave runner platform lift. Keep all your toys secure in the oversized 3 car garage spaces with built in custom cabinets, epoxy flooring, a workstation, and ample room for your golf cart. Investment opportunity available with 4 years plus rental history. Schedule your private tour today and immerse yourself in Sail Away… your new Anna Maria Island resort home!

241 Willow Avenue, Anna Maria

$6,500,000
5 Beds 5.5 Baths Anna Maria Beach SubDv. 34216 Zip Code
This recently constructed home on Anna Maria Island overlooking a stunning canal is just one block from the pristine Gulf of Mexico beaches and a short walk to the restaurants and boutiques on Pine Ave. This luxurious 5-bedroom, 5.5 bath retreat offers a spectacular backyard with a private pool and swim up bar, in-ground spa, a covered shellcrete patio with seating, a ping pong table, and a BBQ grill. The coastal home features two garages and a private drive accommodating four vehicles. The main living floor has an open layout with bright natural lighting, a plush living area with sofas and a TV. The kitchen is equipped with upgraded stainless steel Bosch appliances and quartz countertops. There are many dining areas including the cozy kitchen nook, kitchen island, formal dining room, or on the balcony overlooking the canal. The 5 beautifully designed bedrooms feature elegant decor, chic furnishings, bedside lighting, and ensuite bathrooms. The second floor houses 3 bedrooms with king beds and full baths, a half bathroom for guest use, and a walk-in laundry room with a washer and dryer. The third floor includes a seating area with a table and chairs, a TV area, a wet bar, and two primary suites accessible by elevator or stairs. These suites feature king beds, private terraces, walk-in closets, and ensuite bathrooms with large glass-walled showers. Additionally, the rooftop deck provides an ideal spot for relaxation and taking in the views. This home offers a blend of luxury, comfort, and convenience, making it an exceptional choice for your Anna Maria Island life!!

404 North Shore Dr, Anna Maria

$5,895,000
5 Beds 4.5 Baths Gulf View Sub SubDv. 34216 Zip Code
Welcome to this amazing fully furnished 5 bedroom , 4.5-bathroom home located on one of the premier streets of Anna Maria Island! LOCATED WEST OF GULF DRIVE, only 5 houses to the beach, this new construction gem is an absolute treasure. From the moment you set foot on the property, you'll be captivated by the thoughtfully designed custom features, including a paver driveway and lush tropical landscaping. Step inside and experience the open and spacious main living area, featuring a great room floor plan that seamlessly connects to an incredible deck through sliding glass doors. This expansive outdoor space offers ample room for outdoor dining and a comfortable sitting area, allowing you to fully embrace the island lifestyle. The kitchen is a chef's dream, boasting high-end appliances, a designer backsplash, a large center island with a breakfast bar, and stylish pendant lights. Retreat to the luxurious master suite at the end of a day filled with beach adventures. It features a sitting area and an incredible bathroom with dual sinks, a garden tub, and a walk-in shower. An additional guest bedroom on the same floor offers the convenience of an ensuite bathroom. Upstairs you will find three bedrooms and two bathrooms as well as a wetbar/coffee area. Step outside to the expansive area featuring an outdoor kitchen, dining area and turf area perfect for entertaining and hanging out. The roof top balcony offers breathtaking views of the Gulf, creating a serene setting for relaxation. The amount of outdoor living space in this home is truly one of a kind.The backyard of this home is your own private tropical oasis, complete with a heated pool and spa. Here, you can indulge in luxury living on Anna Maria Island and enjoy the tranquil surroundings. The finishes and attention to detail throughout the home are unmatched, ensuring an exceptional living experience. Whether you're in search of your forever home or a lucrative investment property, this is the one for you. With its prime location just a short distance to Pine Ave, where you'll find a variety of restaurants, shops, and the City Pier, this home offers the perfect blend of convenience and tranquility. Don't miss out on the opportunity to own this incredible property. Schedule a showing today and secure your chance to own a piece of Anna Maria Island's luxury living.

112 Maple Avenue, Anna Maria

$5,850,000
4 Beds 4.5 Baths Anna Maria Beach SubDv. 34216 Zip Code
Welcome to your dream home on beautiful Anna Maria Island! This luxurious 4-bedroom, 4 1/2 bath home offers the ultimate coastal living experience, just steps away from the pristine sands and crystal-clear waters of the Gulf of Mexico. The heart of this home is the open-concept living area, which features large windows that flood the space with natural light, and walls adorned with beautifully crafted wood paneling that perfectly complements the beachfront setting, making you feel right at home in this coastal paradise. The great room invites you to relax on comfortable furnishings, while the adjacent dining area and gourmet kitchen make entertaining a breeze. The kitchen is equipped with stainless steel appliances, granite countertops, and a breakfast bar, making it a chef's paradise. Each of the four generously sized bedrooms boasts its own ensuite bathroom, providing privacy and convenience for all guests. The master suite is a true oasis. Step outside, and you'll find your own piece of paradise. The outdoor living space includes a spacious patio, perfect for enjoying a sunset cocktail. A private heated pool and spa offer year-round relaxation, while the lush tropical landscaping adds to the sense of tranquility. Beyond your private oasis, Anna Maria Island offers an array of activities and attractions, from water sports and fishing to charming boutiques and world-class dining. And of course, the sugar-white sands and azure waters of the beach are just a few steps away, providing endless opportunities for sunbathing, swimming, and beach combing. This 4-bedroom ensuite home on Anna Maria Island is not just a vacation rental; it's a coastal retreat where memories are made, and relaxation is paramount. Call us for your private showing today.

109 Palmetto Avenue, Anna Maria

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