Anna Maria, FL Homes for Sale

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  $2,125,000

  • 3 Beds
  • 2.5 Baths
  • 1,968 Sq Ft

  307 Spring Ave, Anna Maria, FL 34216

  Come take a look at this amazing Anna Maria home ready for you and your family to come live in paradise. Villa Maria is ready for you! An amazing 3 bedroom, 2 bathroom and a half bath just 2.5 blocks away from some of the most coveted beaches in the country. This popular vacation rental is perfectly nestled in the city of Anna Maria. Walking distance, a bike ride or short golf cart ride to the

  Billi Gartman ANNA MARIA LIFE REAL ESTATE

  307 Spring Ave, Anna Maria, FL 34216
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  /58

  $2,200,000 Open Sun 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  155 Crescent Dr, Anna Maria, FL 34217

  Your private island retreat awaits in this exquisitely renovated coastal cottage, situated on an oversized lot North of Pine Avenue in the city of Anna Maria. This solid concrete block, ground level residence offers 3 bedrooms and 2 bathrooms with a bright, open layout design that embodies refined island living. Inside, elegant ceramic tile flooring, hurricane impact windows, and expansive living

  Andrea Miller DUNCAN REAL ESTATE, INC.

  155 Crescent Dr, Anna Maria, FL 34217
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  $1,825,000

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft

  612 Fern St, Anna Maria, FL 34216

  Great Income Opportunity! Short-Term Rental approved on Airbnb, VRBO, etc! Over $174,000 in Yearly Rental Income with upside! Wake up every day in true island paradise at Anna Maria Chateau! Ideally positioned at the northern tip of the exclusive Anna Maria Island, just moments from the iconic Bean Point and minutes from some of the world’s most celebrated beaches, this pristine coastal retreat

  Mark Fazzini RE/MAX REALTEC GROUP INC

  612 Fern St, Anna Maria, FL 34216
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  /34

  $3,890,000

  • Land
  • 0.21 Acre
  • $18,523,810 per Acre

  837 N Shore Dr, Anna Maria, FL 34216

  Presenting LOT 25 a rare opportunity to secure a beautiful buildable bayfront lot on the north end of Anna Maria Island, offering sweeping unobstructed water views, Skyway bridge views and an unparalleled coastal lifestyle. Located just moments from the pristine shores of Bean Point, this property provides coveted beach access to one of the island’s most peaceful stretches of sand. This

  Sean Sabbia RE/MAX ALLIANCE GROUP

  837 N Shore Dr, Anna Maria, FL 34216
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  /95

  $4,850,000

  • 4 Beds
  • 4.5 Baths
  • 3,055 Sq Ft

  50 N Shore Dr, Anna Maria, FL 34216

  An exceptional opportunity to experience true island living where waterfront boating and beach access come together—just minutes apart—on Anna Maria Island. This beautifully designed 4-bedroom, 4.5-bath turnkey furnished coastal residence offers a rare blend of luxury, comfort, and lifestyle, ideally situated on a tranquil canal while remaining only moments from the island’s world-famous

  Jay Travis RE/MAX ALLIANCE GROUP

  50 N Shore Dr, Anna Maria, FL 34216
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  /79

  $5,000,000

  • 4 Beds
  • 4.5 Baths
  • 3,385 Sq Ft

  519 Villa Rosa Way, Anna Maria, FL 34216

  This stunning property, situated on the premier private street of Anna Maria, was designed for the perfect blend of island indoor living and outdoor entertaining. Completed in 2017, this 3385sq ft open-plan luxury home has over 2000 SQ FT OF EXTERIOR PORCHES (6 porches). The ROOFTOP LOOKOUT DECK has expansive views extending from Tampa Bay to the Gulf of Mexico beaches. The outdoor movie deck,

  Ed Taaffe WAGNER REALTY

  519 Villa Rosa Way, Anna Maria, FL 34216
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  $4,500,000

  • 4 Beds
  • 5 Baths
  • 3,781 Sq Ft

  714 Jacaranda Rd, Anna Maria, FL 34216

  Experience coastal luxury in this beautifully crafted waterfront residence on the tranquil canals of Anna Maria Island. Built in 2009 and offering over 3,700 square feet of living space, this exceptional home blends modern design with relaxed island living. The main home showcases stylish furnishings, elegant finishes, and spacious living areas filled with natural light. A chef-inspired kitchen,

  Ana Chirino CHIRINO REAL ESTATE

  714 Jacaranda Rd, Anna Maria, FL 34216
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  /68

  $6,950,000

  • 9 Beds
  • 8.5 Baths
  • 4,244 Sq Ft

  9407 Gulf Dr, Anna Maria, FL 34216

  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

  Reid Murphy DEVELOPERS REALTY LBK, INC

  9407 Gulf Dr, Anna Maria, FL 34216
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  /46

  $1,999,000

  • 4 Beds
  • 4 Baths
  • 1,904 Sq Ft

  866 N Shore Dr, Anna Maria, FL 34216

  Don't miss your chance to own a fully remodeled home in the City of Anna Maria. Extensively remodeled 4-bedroom, 4-bath home on North Shore Drive in the City of Anna Maria, featuring significant structural and finish upgrades throughout. This light-filled residence offers an open-concept layout with raised ceilings, refined coastal finishes, and expanded living space. Two bedrooms feature private

  Jessica Batten SATO REAL ESTATE INC.

  866 N Shore Dr, Anna Maria, FL 34216
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  /46

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  313 Magnolia Ave, Anna Maria, FL 34217

  Welcome to your dream getaway on Anna Maria Island! THIS HOME HAS A BRAND NEW ROOF! Nestled in a prime location midway between the enchanting Tampa Bay and the pristine Gulf of Mexico waters, this meticulously maintained home offers the perfect blend of convenience and relaxation. Unbeatable location that allows you to stroll effortlessly to Anna Maria's hotspots, from Ginny's to the iconic

  Jay Travis RE/MAX ALLIANCE GROUP

  313 Magnolia Ave, Anna Maria, FL 34217
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  /68

  $7,500,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,500 Sq Ft

  107 Maple Ave, Anna Maria, FL 34216

  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

  Marisol Horner ARC REALTY GROUP

  107 Maple Ave, Anna Maria, FL 34216
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  /58

  $2,650,000

  • 4 Beds
  • 3 Baths
  • 2,112 Sq Ft

  403 N Bay Blvd, Anna Maria, FL 34216

  AVAILABLE TO SHOW THIS SATURDAY, 3/7/26 FROM NOON - 2PM. PLEASE CALL REALTOR TO SCHEDULE. Welcome to island living at its finest on the world-renown north end of Anna Maria Island. This exceptional property offers stunning sunrise views over the bay and an unbeatable location just steps from Bayfront Park, where you can enjoy a sandy beach and tranquil waters. Prefer more privacy? Relax and

  Ed Taaffe WAGNER REALTY

  403 N Bay Blvd, Anna Maria, FL 34216
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  $5,350,000 Open Sat 1PM - 3:30PM

  • 4 Beds
  • 4.5 Baths
  • 2,870 Sq Ft

  915 N Shore Dr, Anna Maria, FL 34216

  Direct Beachfront Luxury with Exceptional Rental Income on Anna Maria Island. Discover the ultimate in coastal elegance with this direct beachfront home on the shores of Anna Maria Island. A rare beachfront home sold turnkey furnished that seamlessly blends refined luxury with a proven record of outstanding short-term rental performance. Recently enhanced with numerous upgrades including new

  Hannah Hillyard MICHAEL SAUNDERS & COMPANY

  915 N Shore Dr, Anna Maria, FL 34216
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  /14

  $1,050,000

  • Land
  • 0.18 Acre
  • $5,833,333 per Acre

  132 Crescent, Anna Maria, FL 34216

  Spectacular North End Lot cleared and ready for your new home! Enjoy the Island Life in a central location! Only a block away from Pine Ave shops and Trolley Stop.Tampa Bay and canal views await from the upper levels of new build. Take in the beauty of Bean Point and the sugar sand beaches.Optional HOA provides common dock area for fishing & kayak with direct access channel leading into Tampa

  Gavin Sebastian ANNA MARIA LIFE REAL ESTATE

  132 Crescent, Anna Maria, FL 34216
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  $1,595,000

  • 2 Beds
  • 2 Baths
  • 1,677 Sq Ft

  413 Poinsettia Rd, Anna Maria, FL 34216

  Back on the Market with a substantial price Adjustment!!!! Take another look at 413 Poinsettia Rd. Once you walk through the door you will be welcomed by the new fresh bright clean interior finishes. The wall of patio doors at the rear of the home let the sunshine into the vaulted family room and open kitchen. This Is a concrete block home, with a metal roof and impact windows throughout. Its

  John Damato, II SATO REAL ESTATE INC.

  413 Poinsettia Rd, Anna Maria, FL 34216
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  $2,785,000

  • 4 Beds
  • 2.5 Baths
  • 2,412 Sq Ft

  796 Jacaranda Rd, Anna Maria, FL 34216

  BEAUTIFUL COASTAL HOME ONLY STEPS AWAY FROM THE PRISTINE BEACHES ON BEAN POINT. THIS 4 BEDROOM 2.5 BATH HAS QUALITY FINISHES THROUGHOUT INCLUDING SOLID GRANITE SURFACES, SOLID WOOD CABINETS, HARDWOOD FLOORS, VOLUME CEILINGS, NEW S/S APPLIANCES, ELEVATOR, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE IT HAS A METAL ROOF, IMPACT WINDOWS AND DOORS, HARDI SIDING, AND TROPICAL LANDSCAPING.

  Greg Bayer ANNA MARIA ISLAND BEACHES RE

  796 Jacaranda Rd, Anna Maria, FL 34216
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  /35

  $2,200,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  401 N Shore Dr, Anna Maria, FL 34216

  Stunning Fully Remodeled 3-Bedroom Home with Pool & Spa – Prime North End Location. Welcome to your dream coastal retreat! This beautifully remodeled 3-bedroom, 2-bath home was completely transformed in the spring of 2025 and professionally decorated with designer furnishings. Since the renovation, the home has never been occupied—offering a truly brand-new interior experience. Every detail was

  Dave Marcinko NDC REALTY, LLC

  401 N Shore Dr, Anna Maria, FL 34216
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  $3,690,000 Open Sat 12PM - 2PM

  • 6 Beds
  • 4.5 Baths
  • 2,680 Sq Ft

  113 Maple Ave, Anna Maria, FL 34216

  THIS INCREDIBLE CUSTOM BUILT ESTATE IS JUST FIVE HOUSES FROM THE GULF AND NESTLED ON ONE OF THE MOST COVETED STREETS ON ANNA MARIA ISLAND!!! LOCATED WEST OF GULF DRIVE YOU ARE JUST STEPS FROM THE SUGAR-WHITE SANDS AND TURQUOISE WATERS! This beautifully designed coastal home offers over 2,600 square feet of light-filled living space and is currently operating as a successful vacation rental,

  Jay Travis RE/MAX ALLIANCE GROUP

  113 Maple Ave, Anna Maria, FL 34216
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  /95

  $6,495,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 4,525 Sq Ft

  224 Chilson Ave, Anna Maria, FL 34216

  Step into unparalleled luxury with this fully furnished, 6-bedroom, 7-bathroom deep-water canal-front estate, perfectly situated just two blocks from the pristine sands of Anna Maria Island. This isn’t just a home, it’s a statement, and a legacy investment all in one extraordinary package. Crafted with full concrete block construction, this residence is engineered for strength, security, and

  George DeSear AMI REALTY GROUP

  224 Chilson Ave, Anna Maria, FL 34216
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  $4,499,000

  • 4 Beds
  • 4.5 Baths
  • 2,803 Sq Ft

  112 Mangrove Ave, Anna Maria, FL 34216

  Just four houses from the beach, this stunning 4-bedroom, 4.5-bath coastal retreat by Poseidon Adventures Development Group captures the essence of Florida living. Designed for relaxation and effortless entertaining, this custom, high-performance, low-maintenance home offers exceptional comfort for both families and guests.Thoughtfully curated with custom furnishings, high-end fixtures, and

  George DeSear AMI REALTY GROUP

  112 Mangrove Ave, Anna Maria, FL 34216
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  /35

  $1,750,000

  • 2 Beds
  • 2 Baths
  • 1,109 Sq Ft

  709 Fern St, Anna Maria, FL 34216

  Welcome to "Birdsong"! Discover the perfect blend of island charm and modern comfort in this beautifully updated 2-bedroom, 2-bath home located in one of Anna Maria Island’s most desirable neighborhoods. Just a 3-minute walk to the pristine Gulf beaches, this property offers the ideal setting for full-time living, a second home, or a high-performing investment. Step inside to an inviting

  Sean Sabbia RE/MAX ALLIANCE GROUP

  709 Fern St, Anna Maria, FL 34216
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  /16

  $5,995,000

  • Land
  • 0.84 Acre
  • $7,136,905 per Acre

  769 N Shore Dr, Anna Maria, FL 34216

  Stunning estate sized Gulf-front property located at 769 N Shore Dr, Anna Maria, FL. This cleared lot is almost one full-acre with 102' of beach frontage, offering direct access to the pristine white sand beaches of the Gulf of Mexico. Full 180-degree views of the beach and Gulf of Mexico. Year-round sunset views. Enjoy the convenience of walking to the charming restaurants and boutique shops of

  Charles & Gabe Buky COLDWELL BANKER REALTY

  769 N Shore Dr, Anna Maria, FL 34216
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  $1,949,500 Open Thu 10AM - 1PM

  • 4 Beds
  • 3 Baths
  • 1,843 Sq Ft

  312 Hardin Ave, Anna Maria, FL 34216

  WELCOME to Bimini Bay – Your Oasis Awaits! Step into your dream getaway at Bimini Bay, where this stunning home offers everything you need for the perfect beach house in paradise. Ideal for both vacationers and renters alike, this four-bedroom, three-bathroom retreat is nestled in the charming heart of Anna Maria. As you enter Bimini Bay, you'll be greeted by high ceilings and an expansive living

  Billi Gartman ANNA MARIA LIFE REAL ESTATE

  312 Hardin Ave, Anna Maria, FL 34216
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  /45

  $1,695,000

  • 3 Beds
  • 2 Baths
  • 2,131 Sq Ft

  519 South Dr, Anna Maria, FL 34216

  “Anna Maria Oasis” is a Bimini Bay Coastal Classic, perfectly positioned on the coveted north end in the City of Anna Maria. With deep-water access directly from your backyard, no bridges to the bay or the Gulf of Mexico, and a 50’ dock with pilings already in place for lift installation, this property is truly a boater’s and fisherman’s paradise.Originally built in 1972, the home was

  Cindy Quinn SATO REAL ESTATE INC.

  519 South Dr, Anna Maria, FL 34216
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  /90

  $10,950,000

  • 4 Beds
  • 8 Baths
  • 5,079 Sq Ft

  811 N Shore Dr, Anna Maria, FL 34216

  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

  Jessica Batten SATO REAL ESTATE INC.

  811 N Shore Dr, Anna Maria, FL 34216
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  /51

  $2,795,000

  • 4 Beds
  • 4 Baths
  • 1,800 Sq Ft

  112 Cedar Ave, Anna Maria, FL 34216

  Completely remodeled 4-bedroom, 4-bathroom coastal retreat blending the charm of an original beach home with modern luxury. The upstairs features two spacious king-sized suites, each with beautifully appointed en-suite bathrooms. The rear primary suite opens to an expansive private deck with a comfortable seating area, while the front suite offers its own deck—perfect for morning coffee or

  Charles & Gabe Buky COLDWELL BANKER REALTY

  112 Cedar Ave, Anna Maria, FL 34216
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  /97

  $5,495,000

  • 4 Beds
  • 4.5 Baths
  • 3,287 Sq Ft

  118 Mangrove Ave, Anna Maria, FL 34216

  Welcome to 118 Mangrove Ave, a slice of tropical paradise in the heart of Anna Maria. This 4-bedroom, 4.5-bath residence offers an exceptional blend of luxury, comfort, and coastal convenience. Turnkey furnished and thoughtfully appointed, it is designed to meet every need and desire.Vaulted ceilings and abundant natural light create an open, airy ambiance throughout the spacious floor plan.

  George DeSear AMI REALTY GROUP

  118 Mangrove Ave, Anna Maria, FL 34216
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  $3,800,000

  • 5 Beds
  • 6 Baths
  • 3,640 Sq Ft

  727 Key Royale Dr, Holmes Beach, FL 34217

  Exquisite Waterfront Luxury Home with Breathtaking Gulf Views nestled in the picturesque shores of Key Royale in Holmes Beach on Anna Maria Island. Welcome to an unparalleled coastal retreat in the exclusive North Point Harbor Community. This custom-built, 3,640 sq. ft. luxury waterfront estate boasts 5 full bedrooms plus a bonus room, 4 full bathrooms, and 2 half bathrooms downstairs, offering

  Razin McFarland ENGEL & VOLKERS TAMPA DOWNTOWN

  727 Key Royale Dr, Holmes Beach, FL 34217
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  /14

  $6,250,000

  • Land
  • 0.59 Acre
  • $10,593,220 per Acre

  102 Sunset Ln, Bradenton Beach, FL 34217

  Very rare opportunity to own one of the most coveted addresses on Anna Maria Island—Sunset Lane. This estate-sized, over 1⁄2-acre beachfront parcel offers 80’ of direct Gulf frontage with an impressive 470’ depth. DEP state permit in hand allows for up to 6,558 sq ft of living space (Ground: 74’ x 58.6’, First Living: 74’ x 58’, Second Living: 67’ x 48.6’). Design and build your dream coastal

  Charles & Gabe Buky COLDWELL BANKER REALTY

  102 Sunset Ln, Bradenton Beach, FL 34217
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  $1,200,000

  • 2 Beds
  • 2 Baths
  • 1,252 Sq Ft

  208 84th St, Holmes Beach, FL 34217

  Stunning Fully Renovated Island Retreat-Turnkey Paradise Awaits! This beautifully updated 2-bedroom, 2-bath home has been thoughtfully transformed with high-end finishes throughout, offering a seamless blend of style, comfort, and functionality. Step inside to an inviting open floor plan that creates an effortless flow between the living, dining, and kitchen areas — ideal for everyday living or

  Charity Cowden RE/MAX ALLIANCE GROUP

  208 84th St, Holmes Beach, FL 34217
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  $2,295,000

  • 5 Beds
  • 4.5 Baths
  • 2,039 Sq Ft

  131 White Ave, Holmes Beach, FL 34217

  Fabulous opportunity to own a charming, elevated home with a total of 5 bedrooms, 4.5 bathrooms, private heated pool, west of Gulf Drive and only steps to the beach. The split layout of the home and the charming updates make this the perfect island retreat or investment property. The main living area consists of 3 bedrooms, 2.5 baths, updated kitchen with solid surface counters and

  Kimberly Roehl ISLAND DESTINATIONS

  131 White Ave, Holmes Beach, FL 34217
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  $16,750,000

  • 5 Beds
  • 6.5 Baths
  • 8,962 Sq Ft

  104 Sunset Ln, Holmes Beach, FL 34217

  Imagine owning a beach retreat on an island beloved by travelers from around the world yet still cherished for its warm, small-town charm. Newsweek recently named Anna Maria Island the #1 Most Popular Beach Town in America, and nestled along its pristine shoreline is Sunset Dream, an extraordinary 8,563 sq ft under-air contemporary beachfront estate designed to celebrate panoramic Gulf views at

  Charles & Gabe Buky COLDWELL BANKER REALTY

  104 Sunset Ln, Holmes Beach, FL 34217

Showing Results 81 - 112, Page 3 of 3