Anna Maria, FL Homes for Sale with Garage

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  /57

  $7,500,000

  • 4 Beds
  • 6 Baths
  • 3,778 Sq Ft

  513 Villa Rosa Way, Anna Maria, FL 34216

  Rarely does a home of this architectural distinction and waterfront presence become available on Anna Maria Island. Tucked within the private residential enclave of Villa Rosa, this custom-built coastal estate offers a level of craftsmanship, privacy, and lifestyle reserved for the island’s most exceptional properties. Inspired by timeless European architecture, the residence is defined by

  Kimberly Dunn, LLC COLDWELL BANKER REALTY

  513 Villa Rosa Way, Anna Maria, FL 34216
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  /80

  $1,149,999

  $99K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft

  136 Crescent Dr, Anna Maria, FL 34216

  The Beach Is Calling!!! Best priced Anna Maria City move in ready single family home with room for a pool. Anna Maria Island charming remodeled coastal cottage. Newer metal roof, ALL impact windows and sliders in place for added peace of mind. NEW A/C, Washer/Dryer, Refrigerator, Dishwasher, Bedroom Carpets and Interior Doors. 2024 Now is the time for new owners to make 136 Crescent Dr their own

  Liz Codola ISLAND REAL ESTATE-ANNA MARIA

  136 Crescent Dr, Anna Maria, FL 34216
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  $1,290,000

  $35K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,218 Sq Ft

  216 Gladiolus St, Anna Maria, FL 34216

  Virtually Staged. Lowest priced 3 bedroom home currently available on the north end of Anna Maria Island. Located in the City of Anna Maria, where short term rentals are permitted with a 1 to 7 day minimum subject to city registration and compliance, this beautifully updated island home presents an exceptional opportunity to own in one of the most sought after locations on the island. This

  Mara Gilmore CAPOZELLA REAL ESTATE

  216 Gladiolus St, Anna Maria, FL 34216
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  /63

  $2,175,000

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  315 Spring Ave, Anna Maria, FL 34216

  Spring Avenue. One of Anna Maria Island's most coveted addresses and this elevated pool home does it justice. Located on an island named one of America's prettiest cities by Forbes, this is the kind of home that turns heads before you even walk through the door.Four-car garage plus additional off-street parking front and back means no compromises, whether you're hosting a full house or

  Jason Suedhof WHITE SANDS REALTY GROUP FL

  315 Spring Ave, Anna Maria, FL 34216
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  /58

  $3,250,000

  • 5 Beds
  • 3.5 Baths
  • 1,983 Sq Ft

  117 Willow Ave, Anna Maria, FL 34216

  Exceptional island retreat located on beautiful Anna Maria Island, just one block from the beach and a short stroll to the charming shops and restaurants along Pine Avenue. This custom-built 2,000 sq. ft. home offers the perfect blend of coastal luxury and investment potential. Designed with an open-concept floor plan, the residence features 5 bedrooms, 3 1/2 baths, providing ample space for

  Karen McCall BEACH HOUSE REAL ESTATE LLC

  117 Willow Ave, Anna Maria, FL 34216
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  $3,495,000

  • 4 Beds
  • 4.5 Baths
  • 2,707 Sq Ft

  526 Seagull Way, Anna Maria, FL 34217

  Don't miss this Eason Builders Group custom-built pool home located on the desirable north end of Anna Maria Island, just a short distance to the beach, Bayfront Park, Pine Avenue, City Pier, restaurants, and shopping. Built with quality and durability in mind, this four-bedroom, four-and-a-half-bath home features concrete block construction, a standing seam metal roof, impact-rated windows and

  Jessica Batten SATO REAL ESTATE INC.

  526 Seagull Way, Anna Maria, FL 34217
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  /54

  $2,149,000

  $246K PRICE DROP

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

  108 Pelican Dr, Anna Maria, FL 34216

  Located on the north end of Anna Maria, this elevated canal-front home is a true boater’s paradise with direct water access and a private dock. This 4-bedroom property underwent an extensive interior remodel, showcasing modern upgrades and coastal living at its finest. The open-concept layout is filled with natural light and offers comfortable living spaces ideal for both everyday living and

  Jessica Batten SATO REAL ESTATE INC.

  108 Pelican Dr, Anna Maria, FL 34216
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  /79

  $8,250,000

  $3M PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 4,728 Sq Ft

  801 N Shore Dr, Anna Maria, FL 34216

  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

  Becky Sirigotis COMPASS FLORIDA LLC

  801 N Shore Dr, Anna Maria, FL 34216
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  /62

  $3,895,000

  • 3 Beds
  • 3 Baths
  • 2,263 Sq Ft

  111 Cedar Ave, Anna Maria, FL 34216

  AMAZING HOME "BLUE CRUSH" ONLY 4 HOUSES TO THE BEACH!!! LOCATIONS LIKE THIS ARE RARELY AVAILABLE WEST OF GULF DRIVE! IT DOES NOT GET BETTER THAN THIS! STEPS TO BEACH AND THE WATERFRONT LIFESTYLE! This exquisite retreat offers the perfect blend of luxury, comfort, and convenience. As you step inside, you'll immediately be drawn to its enticing features. This home has been updated with no expense

  Jay Travis RE/MAX ALLIANCE GROUP

  111 Cedar Ave, Anna Maria, FL 34216
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  /63

  $2,945,000

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,415 Sq Ft

  704 Gladiolus St, Anna Maria, FL 34216

  PRICE CHANGE! You are just a short walk to Beach and Bay from this quality constructed 4 bed/3 bath pool home with private elevator. This ideally appointed home has TWO living rooms, large third floor porch with peeks of the water, dual zone air conditioning, open floor plan with spacious kitchen, Bosch appliances, custom lighting throughout, and covered pool deck in your private yard with mature

  Erin Leathem ISLAND REAL ESTATE-ANNA MARIA

  704 Gladiolus St, 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

  Greg Bayer BEACH HOUSE REAL ESTATE LLC

  9407 Gulf Dr, Anna Maria, FL 34216
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  $2,750,000

  $445K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 3,202 Sq Ft

  505 S Bay Blvd, Anna Maria, FL 34217

  Let the island breeze guide you home to 505 S Bay Boulevard, a waterfront haven where the world slows down and coastal living feels like poetry. Tucked along the tranquil north end of Anna Maria Island, this elevated five-bedroom, five-bath home invites you to experience a lifestyle wrapped in beauty, comfort, and pure island magic. Step inside and discover more than 3,200 square feet of

  Brenda Wade KELLER WILLIAMS SOUTH TAMPA

  505 S Bay Blvd, Anna Maria, FL 34217
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  $2,950,000

  $1M PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,933 Sq Ft

  893 N Shore Dr, Anna Maria, FL 34216

  One or more photo(s) has been virtually staged. If you're looking for exceptional value on Anna Maria Island, this is it! Combining a prime north-end bayfront location, private pool, recent major upgrades, and breathtaking Tampa Bay views, this property represents one of the best waterfront opportunities currently available.Best-priced full bayfront pool home on the desirable north end of

  Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

  893 N Shore Dr, Anna Maria, FL 34216
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  /58

  $1,900,000

  $300K PRICE DROP

  • 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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  /89

  $4,650,000

  $200K PRICE DROP

  • 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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  /63

  $2,855,000

  $294K PRICE DROP

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

  705 N Shore Dr, Anna Maria, FL 34217

  ~~~~ PRICE IMPROVEMENT ~~~~. 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

  Billi Gartman ANNA MARIA LIFE REAL ESTATE

  705 N Shore Dr, Anna Maria, FL 34217
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  /68

  $7,500,000

  New Construction

  • 6 Beds
  • 6.5 Baths
  • 2,984 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

  $2,299,900

  $350K PRICE DROP

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

  403 N Bay Blvd, Anna Maria, FL 34216

  HAPPY FATHER'S DAY $100,000 PRICE REDUCTION – MOTIVATED SELLER - Luxury Island Home on North End of Anna Maria Island - Bay Views - Skyway Bridge Views - Pool - Excellent Rental Income - Being Sold Turnkey - Welcome to exceptional island living on the highly sought-after north end of Anna Maria Island, where homes like this rarely become available.This beautifully maintained turnkey 4-bedroom,

  Ed Taaffe WAGNER REALTY

  403 N Bay Blvd, Anna Maria, FL 34216
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  /91

  $4,925,000

  • 5 Beds
  • 4.5 Baths
  • 2,545 Sq Ft

  112 Maple Ave, Anna Maria, FL 34216

  STUNNING HOME WEST OF GULF DRIVE! WELCOME TO THIS AMAZING FULLY FURNISHED 5 BEDROOM, 4.5 BATHROOM HOME LOCATED ON ONE OF THE PREMIER STREETS OF ANNA MARIA ISLAND!! With 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

  Jay Travis RE/MAX ALLIANCE GROUP

  112 Maple Ave, Anna Maria, FL 34216
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  /85

  $5,150,000

  $200K PRICE DROP

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

  915 N Shore Dr, Anna Maria, FL 34216

  DIRECT BEACHFRONT - Positioned on the pristine shores of Anna Maria Island, this extraordinary direct beachfront estate offers a rare opportunity to own a luxury coastal retreat while building lasting generational wealth through an exceptional income-producing opportunity. Offered turnkey furnished, this stunning residence seamlessly combines refined beachfront living with an impressive history

  Hannah Hillyard MICHAEL SAUNDERS & COMPANY

  915 N Shore Dr, Anna Maria, FL 34216
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  /60

  $1,595,000

  $355K PRICE DROP

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

  413 Poinsettia Rd, Anna Maria, FL 34216

  Back on the Market! Take a 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 bones were not damaged during 2024’s storms.

  John Damato, II SATO REAL ESTATE INC.

  413 Poinsettia Rd, Anna Maria, FL 34216
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  $1,600,000

  $200K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  517 Spring Ave, Anna Maria, FL 34216

  One or more photo(s) has been virtually staged. One or more photo(s) was virtually staged....$200,000 PRICE REDUCTION...$$$ For The Endless Possibilities This Property Has...Welcome to the highly sought after North end of Anna Maria Island. 2 Bed / 2 Bath Island Home featuring: Open Floor Plan, Spacious Kitchen, Front & Back Balconies & Large Fenced Back Yard. Just steps away from the Morning

  Clay O'Steen O'STEEN GROUP INC

  517 Spring Ave, Anna Maria, FL 34216
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  /61

  $2,785,000

  $140K PRICE DROP

  • 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 BEACH HOUSE REAL ESTATE LLC

  796 Jacaranda Rd, Anna Maria, FL 34216
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  /95

  $6,195,000

  New Construction $300K PRICE DROP

  • 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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  /82

  $2,499,900

  • 4 Beds
  • 4 Baths
  • 2,826 Sq Ft

  517 Kumquat Dr, Anna Maria, FL 34216

  This 4 bed/4 bath waterfront pool home is on a quiet cul de sac, in the city of Anna Maria, with views of Bimini Bay! Roomy and inviting, with no bridges to the Bay, this boater’s paradise also allows short term rentals! The spacious floor plan invites you to relax. Whether you are preparing meals in your open kitchen with freshly painted cabinetry, stainless steel appliances and oversized

  Erin Leathem ISLAND REAL ESTATE-ANNA MARIA

  517 Kumquat Dr, Anna Maria, FL 34216
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  /90

  $10,950,000

  • 5 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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  /76

  $3,500,000

  • 4 Beds
  • 3.5 Baths
  • 2,020 Sq Ft

  242 Gladiolus St, Anna Maria, FL 34217

  Named "A Wave From It All" by the sellers, this exceptional coastal property offers high-end finishes and a layout designed for seamless indoor/outdoor living. The outdoor pool area serves as a private tropical oasis, perfect for relaxation. The main residence features three bedrooms, each with a king bed and ensuite bathroom. The kitchen is equipped with a Sub-Zero refrigerator, a Wolf range and

  Stephanie Bell FRAN MAXON REAL ESTATE

  242 Gladiolus St, Anna Maria, FL 34217
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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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  /80

  $3,750,000

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

  727 Key Royale Dr, Holmes Beach, FL 34217

  Experience elevated coastal living in the exclusive North Point Harbor community of Holmes Beach, located on the highly desirable northern end of Anna Maria Island. This impeccably maintained custom waterfront estate spans approximately 3,640 square feet and offers direct deep-water access to both the Gulf of Mexico and Tampa Bay from the peaceful shores of Key Royale. Designed with both luxury

  Robert Johnson REAL BROKER, LLC

  727 Key Royale Dr, Holmes Beach, FL 34217
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  $2,950,000

  $500K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,214 Sq Ft

  605 N Point Dr, Holmes Beach, FL 34217

  Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living.A cheerful front porch

  Becky Sirigotis COMPASS FLORIDA LLC

  605 N Point Dr, Holmes Beach, FL 34217
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  /53

  $2,295,000

  $55K PRICE DROP

  • 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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  /80

  $1,449,000

  $101K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 1,600 Sq Ft

  8106 Gulf Dr Unit A&B, Holmes Beach, FL 34217

  Virtually Staged. COASTAL INVESTMENT OPPORTUNITY! TURNKEY ELEVATED DUPLEX JUST ONE BLOCK FROM THE GULF INCLUDING A DEEDED BOAT SLIP! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach! The perfect blend of personal retreat and income producing opportunity positioned just one block from the Gulf with your own private residential beach access. Each unit features

  Danielle Redner FLORIDA EXECUTIVE REALTY

  8106 Gulf Dr Unit A&B, Holmes Beach, FL 34217
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  /49

  $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 Buky COLDWELL BANKER REALTY

  104 Sunset Ln, Holmes Beach, FL 34217

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