Anna Maria, FL Homes for Sale with Garage

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  $10,850,000 Open Sat 1PM - 4PM

  • 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. Thoughtfully curated and offered turnkey furnished, this extraordinary home is appointed with bespoke furnishings and window treatments by Italian artisans, complemented by world-renowned works of art that elevate every

  Becky Sirigotis COMPASS FLORIDA LLC

  801 N Shore Dr, Anna Maria, FL 34216
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  $3,400,000

  • 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
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  /54

  $1,790,000

  • 3 Beds
  • 2 Baths
  • 1,765 Sq Ft

  150 Crescent Dr, Anna Maria, FL 34216

  Ease into Island Life at Crescent Palms.If you’ve been dreaming of that perfect, easy-going island life, Crescent Palms is ready for you. Tucked away on the quiet north end of Anna Maria Island—just a short stroll from the shops on Pine Avenue and the soft sands of Bayfront Park—this 2025-renovated home is being sold fully furnished and move-in ready. Bright, Airy, and All on One Level Forget

  Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

  150 Crescent Dr, Anna Maria, FL 34216
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  $1,890,000

  • 3 Beds
  • 3 Baths
  • 1,240 Sq Ft

  57 N Shore Dr, Anna Maria, FL 34216

  57 North Shore Drive: The Art of Island LivingDiscover the perfect balance of classic Anna Maria charm and contemporary coastal elegance. Tucked away at the corner of North Shore Drive and Palmetto Avenue, this serene retreat sits just two short blocks from the Gulf’s velvet sands. Here, the best of the island is at your doorstep—from the quiet beauty of the shore to the morning coffee spots

  Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

  57 N Shore Dr, Anna Maria, FL 34216
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  $2,999,000

  • 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 SIGNATURE REALTY ASSOCIATES

  505 S Bay Blvd, Anna Maria, FL 34217
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  $1,799,000

  • 2 Beds
  • 2 Baths
  • 1,480 Sq Ft

  805 N Bay Blvd, Anna Maria, FL 34216

  Location, location, location! Just steps from world-famous Bean Point and unforgettable Gulf sunsets, Absolutely Anna is a rare coastal gem in the heart of Anna Maria. This beautifully designed 2-bedroom, 2-bathroom retreat captures the essence of island living with a seamless indoor-outdoor flow and timeless coastal charm.The light-filled open floor plan creates an inviting atmosphere, where

  George DeSear AMI REALTY GROUP

  805 N Bay Blvd, Anna Maria, FL 34216
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  $1,795,000

  • 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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  $5,350,000 Open Sat 12PM - 3PM

  • 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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  /70

  $2,395,000

  • 4 Beds
  • 4 Baths
  • 2,366 Sq Ft

  116 Hammock Rd, Anna Maria, FL 34216

  Discover Mia Bella — a rare canal-front estate on Anna Maria Island’s coveted North End.Set on an oversized 11,000+ square-foot lot with more than 94 feet of boatable canal frontage, this exceptional property offers direct boating access to the Intracoastal Waterway, Tampa Bay, and the Gulf of Mexico, along with a private dock. Located on a quiet residential street just steps from the sandy

  Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

  116 Hammock Rd, Anna Maria, FL 34216
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  $2,995,000

  • 4 Beds
  • 3 Baths
  • 2,225 Sq Ft

  510 Magnolia Ave, Anna Maria, FL 34216

  Welcome to Aloha Beaches. This home is a successful active rental in the city of Anna Maria. It started out as a 2-bedroom, 2-bath elevated home with a loft and no pool. However, with the seller’s vision, the home was transformed by Wash Family Construction and Agnelli pools into what you see today. Today it is a gorgeous 4-bedroom 3-bath open floor plan pool home. No part of the home was

  John Damato, II SATO REAL ESTATE INC.

  510 Magnolia Ave, Anna Maria, FL 34216
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  $2,955,000

  • 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
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  $1,199,999

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

  136 Crescent Dr, Anna Maria, FL 34216

  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 island oasis. Whether

  Liz Codola ISLAND REAL ESTATE-ANNA MARIA

  136 Crescent Dr, 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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  $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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  $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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  $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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  $7,499,000

  • 4 Beds
  • 3.5 Baths
  • 3,722 Sq Ft

  242 Oak Ave, Anna Maria, FL 34216

  There is a quieter side of Anna Maria Island that not everyone experiences. At 242 Oak Avenue, life unfolds in a way that feels entirely your own. Tucked away from the crowds, this rare waterfront retreat is designed for stillness, privacy, and uninterrupted views across Bimini Bay. With no neighboring rooftops competing for your attention, the setting is defined by open water, coastal breezes,

  Kathy Harman MICHAEL SAUNDERS & COMPANY

  242 Oak Ave, Anna Maria, FL 34216
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  $3,499,000

  • 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. One or more photos have been virtually staged. Waterfront Living on Anna Maria Island – 4BD/3BA Bayfront Home with Pool & Unmatched Views Discover your slice of coastal paradise on the prestigious north end of Anna Maria Island. This beautifully updated 4-bedroom, 3-bath bayfront home offers nearly 3,000 square feet of living space, a private heated

  Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

  893 N Shore Dr, Anna Maria, FL 34216
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  $2,945,000

  • 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 property has multiple 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

  Erin Leathem ISLAND REAL ESTATE-ANNA MARIA

  704 Gladiolus St, Anna Maria, FL 34216
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  $1,525,000

  • 3 Beds
  • 3 Baths
  • 1,912 Sq Ft

  120 Hammock Rd, Anna Maria, FL 34216

  Owners have started renovations. photos to be updated soon. 120 HAMMOCK ROAD IS A DREAM LOCATION. SITUATED ON THE NORTH END OF ANNA MARIA ISLAND AND NESTLED ON A QUIET DEAD END STREET. SURROUNDED BY NATURAL BEAUTY. IT IS THE PERFECT PLACE TO LIVE THE ISLAND LIFESTYLE. IT SITS JUST A SHORT WALK OR BIKE RIDE TO THE RESTAURANTS AND SHOPS ON PINE AVE. AND ALSO TO ONE OF THE MOST BEAUTIFUL BEACHES IN

  Colin Fairweather COLDWELL BANKER REALTY

  120 Hammock Rd, Anna Maria, FL 34216
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  $3,660,000

  • 5 Beds
  • 5.5 Baths
  • 2,704 Sq Ft

  212 Spring Ave, Anna Maria, FL 34216

  CUSTOM BUILT HOME IS CENTRALLY LOCATED IN Anna Maria 2 BLOCKS TO THE BEACH AND ONLY A BLOCK AWAY FROM ALL THE SHOPS AND RESTAURANTS ON PINE AVE. THIS HOME WAS BUILT WITH ALL THE HOME WAS BUILT WITH ALL HIGH END FINISHES INCLUDING WOOD GRAIN TILE FLOORS, SOLID WOOD CABINETS, QUARTZ COUNTERTOPS, CUSTOM TRIM PACKAGE, VAULTED CEILINGS, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE THERE

  Greg Bayer ANNA MARIA ISLAND BEACHES RE

  212 Spring Ave, Anna Maria, FL 34216
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  /83

  $3,690,000

  • 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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  $8,000,000

  • 9 Beds
  • 8.5 Baths
  • 3,983 Sq Ft

  9403 Gulf Dr, Anna Maria, FL 34216

  This stunning 9-bedroom, 8.5-bathroom beachfront property offers 3,983 sq ft of heated interior space and comes FULLY FURNISHED with luxurious details throughout. The home boasts an open-concept layout with vibrant living areas, a well-appointed chef’s kitchen, and multiple decks for enjoying ocean views. This home completed in 2020, has a custom private pool with a lazy river-inspired style, a

  Greg Bayer ANNA MARIA ISLAND BEACHES RE

  9403 Gulf Dr, 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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  $5,145,000

  • 3 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  107 Elm Ave, Anna Maria, FL 34216

  Beachfront Oasis is elegant European design luxury home that has been professionally decorated and has spectacular beach views from every room. Floor to ceiling glass allows full views of the beach and aqua tropical gulf waters. The clean lines of the homes upscale design allow you to just sit back, relax and enjoy the stunning open beach view on any of the four beachfront decks. Indulge in the

  Greg Bayer ANNA MARIA ISLAND BEACHES RE

  107 Elm Ave, Anna Maria, FL 34216
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  $5,487,000

  • 5 Beds
  • 5.5 Baths
  • 3,159 Sq Ft

  404 N Shore Dr, Anna Maria, FL 34216

  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

  Greg Bayer ANNA MARIA ISLAND BEACHES RE

  404 N Shore Dr, Anna Maria, FL 34216
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  $7,750,000 New Construction

  • 6 Beds
  • 5.5 Baths
  • 4,345 Sq Ft

  107 Tuna St, Anna Maria, FL 34216

  Under Construction. Blending modern coastal construction with Old Florida charm, 107 Tuna Street offers a level of design, scale, and positioning that is seldom found on Anna Maria. Just 50 feet from sugar-white sand and set on an oversized corner lot along the coveted North End, this residence enjoys a peaceful setting away from the activity of the public beaches, offering a more private,

  John Forberger DOUGLAS ELLIMAN

  107 Tuna St, Anna Maria, FL 34216
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  $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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  $5,250,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,677 Sq Ft

  111 Palmetto Ave, Anna Maria, FL 34216

  Experience elevated island living in this exceptional brand-new custom four bedroom four and a half bath coastal retreat by Eason Builders Group Construction, ideally positioned west of Gulf Drive on Anna Maria Island just moments from the sugar-white sands and turquoise waters of the Gulf. Thoughtfully designed to capture both refined personal enjoyment and outstanding vacation rental

  Jay Travis RE/MAX ALLIANCE GROUP

  111 Palmetto Ave, Anna Maria, FL 34216
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  $7,995,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,964 Sq Ft

  821 S Bay Blvd, Anna Maria, FL 34216

  A rare expression of modern island luxury, this newly constructed Polynesian-inspired estate is ideally positioned on South Bay Boulevard in Anna Maria, offering privacy, architectural distinction, and sweeping bay views. Thoughtfully designed around a private, lush interior courtyard, the home centers on a resort-style pool and spa that seamlessly connect to covered outdoor living areas,

  Charles & Gabe Buky COLDWELL BANKER REALTY

  821 S Bay Blvd, Anna Maria, FL 34216
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  $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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  $3,395,000 Open House 4/17

  • 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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  $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
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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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