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Anna Maria, FL Homes for Sale with Garage

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  • /93

    $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
  • /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
  • /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
  • /63

    $3,149,000

    • 4 Beds
    • 3.5 Baths
    • 2,421 Sq Ft

    705 N Shore Dr, Anna Maria, FL 34217

    Stunning Family Vacation Home in Anna Maria, FL! Yellowbird, 705 North Shore Dr., Anna Maria. Nestled on the beautiful North End of Anna Maria Island, Yellowbird is a luxurious family vacation home that embodies old Florida charm and offers an ideal location just a quick stroll from the stunning white sandy beaches of the Gulf. This spacious retreat features 4 bedrooms and 3.5 bathrooms,

    Billi Gartman ANNA MARIA LIFE REAL ESTATE

    705 N Shore Dr, Anna Maria, FL 34217
  • /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
  • /85

    $5,350,000 Open Sun 11AM - 2PM

    • 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
  • /60

    $1,950,000

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

    413 Poinsettia Rd, Anna Maria, FL 34216

    Back on the Market!!!! 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 sun shine into the vaulted family room and open kitchen. This Is a concrete block home, with a metal roof and impact windows throughout. Its bones were not damaged during 2024’s

    John Damato, II SATO REAL ESTATE INC.

    413 Poinsettia Rd, Anna Maria, FL 34216
  • /61

    $2,875,000

    • 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
  • /52

    $5,750,000 Open Sun 11AM - 2PM

    • 4 Beds
    • 4.5 Baths
    • 3,751 Sq Ft

    329 Tarpon St, Anna Maria, FL 34216

    Experience the charm of Anna Maria Island with this NEWLY COMPLETED CONSTRUCTION. This luxurious home boasts four bedrooms and four and a half baths, offering STUNNING VIEWS. Features include an elevator, a three-car garage, and 3,751 square feet of air-conditioned space, and 7,893 square feet overall. Enjoy premium appliances, elegant wood floors throughout, and an open floor plan that is

    Charles & Gabe Buky COLDWELL BANKER REALTY

    329 Tarpon St, Anna Maria, FL 34216
  • /70

    $2,500,000

    • 5 Beds
    • 4 Baths
    • 2,838 Sq Ft

    733 Holly Rd, Anna Maria, FL 34216

    ***Welcome to Summer Breeze — a rare island gem on Anna Maria Island’s coveted North End.***This elevated 5-bedroom, 4-bath "Old Florida Coastal Retreat" sits on an oversized corner 1⁄4-acre lot surrounded by lush tropical landscaping, just steps from the world-famous Bean Point beaches. Whether you’re seeking a family getaway or a compelling short-term rental opportunity, this home delivers.

    Stacy Cunneen RE/MAX ALLIANCE GROUP

    733 Holly Rd, Anna Maria, FL 34216
  • /83

    $3,690,000

    • 5 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
  • /93

    $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
  • /13

    $1,100,000

    • 2 Beds
    • 2 Baths
    • 1,246 Sq Ft

    527 Bayview Place, Anna Maria, FL 34216

    Discover the potential of this two-bedroom, two-bathroom home situated on a generous 6,500 sqft lot. While the property experienced flood damage from Hurricane Helene, all drywall and insulation have been promptly removed, offering a blank canvas for your vision. Whether you're interested in remodeling or building new to capture stunning views of Tampa Bay, this home is attractively priced at

    Ryan Hackney SATO REAL ESTATE INC.

    527 Bayview Place, Anna Maria, FL 34216
  • /3

    $5,500,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 2,220 Sq Ft

    113 Palmetto Ave, Anna Maria, FL 34216

    Under Construction. Welcome to 113 Palmetto Avenue, an architectural showcase by Eason Builders Group. This BRAND NEW 4 bed, 4.5 bath home features BLOCK construction, IMPACT rated glass and is built to the newest of codes for safety and peace of mind. Inside, natural light and coastal tones define every detail—chalk-white shaker cabinetry, laurel-green vanities, polished-nickel fixtures, and

    Jessica Batten SATO REAL ESTATE INC.

    113 Palmetto Ave, Anna Maria, FL 34216
  • /47

    $3,495,500

    • 5 Beds
    • 4 Baths
    • 2,763 Sq Ft

    120 White Ave, Holmes Beach, FL 34217

    Nestled on Anna Maria Island’s most famous street, this beautifully renovated coastal retreat boasts five spacious bedrooms and four luxurious bathrooms, offering the perfect blend of comfort and style. Designed for seamless indoor-outdoor living, it features multiple porches where you can bask in the island breeze. Expansive sliding doors open to a generous deck, creating a natural flow between

    Charles & Gabe Buky COLDWELL BANKER REALTY

    120 White Ave, Holmes Beach, FL 34217
  • /79

    $3,575,000

    • 4 Beds
    • 4 Baths
    • 3,053 Sq Ft

    213 Oak Ave, Anna Maria, FL 34216

    Experience Florida coastal living at its finest in this exceptional custom-built home featured inSouthern Living Magazine. Uniquely located, this house is a short walk to white sand beachesand a short cruise to the Bay and Gulf. This classic Key West styled beauty was renovated andenlarged four years ago.The lush front yard features a circular paver driveway, a gorgeous Royal

    James Patterson SMITH & ASSOCIATES REAL ESTATE

    213 Oak Ave, Anna Maria, FL 34216
  • /45

    $2,995,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 4 Baths
    • 2,507 Sq Ft

    101 Sunset Ln, Anna Maria, FL 34216

    Built in 2002 by respected Whitehead Construction, this elevated coastal residence is ideally positioned just a short walk from the Gulf of Mexico, offering a relaxed island lifestyle paired with thoughtful updates and versatile living spaces. Set on a lush, quarter-acre lot in the desirable Sunset Cove area of Anna Maria Island, the home is surrounded by mature tropical landscaping that creates

    Roger Pettingell COLDWELL BANKER REALTY

    101 Sunset Ln, Anna Maria, FL 34216
  • /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
  • /66

    $4,186,000

    • 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
  • /45

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 2,212 Sq Ft

    212 85th St, Holmes Beach, FL 34217

    Handy man special! This is your opportunity to get more home for less money on Anna Maria Island! NEW ROOF 2025! This spacious elevated home offers 2 floors of living space. The bottom floor includes covered parking and a large area for play or storage for your beach gear. The second floor has a large family room with vaulted ceilings that centers around a stone wood burning fireplace & lots of

    Kelly Gitt KELLER WILLIAMS ON THE WATER

    212 85th St, Holmes Beach, FL 34217
  • /44

    $1,295,000 Open Sun 12PM - 3PM

    • 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
  • /94

    $3,675,000

    • 4 Beds
    • 3.5 Baths
    • 4,330 Sq Ft

    718 Key Royale Dr, Holmes Beach, FL 34217

    Elevated living, literally and figuratively. Over 6000 sq/ft of spacious indoor/outdoor accommodation, island breezes, top-notch finishes, nestled into a quiet neighborhood. It’s the best of everything on Anna Maria Island. The home, custom built by one of the island's most prominent builders, is loaded with options you’ll love. Travertine and high-end hardwood flooring in living areas and

    Jason Skowronski COMPASS FLORIDA LLC

    718 Key Royale Dr, Holmes Beach, FL 34217
  • /53

    $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
  • /49

    $16,750,000

    • 5 Beds
    • 6.5 Baths
    • 8,563 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

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