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Explore Similar Homes Within 2 Miles of Anna Maria, FL

  • /50

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 1,259 Sq Ft

    7000 Gulf Dr Unit 205, Holmes Beach, FL 34217

    One-of-a-kind beachfront condominium at Tiffany Place. Rarely available in this boutique building of only 33 units is this fully renovated coastal retreat offering direct Gulf views from the primary suite and balcony, something few units can claim. Every inch of this elevated second-floor condominium has been thoughtfully updated with high-end finishes, from the gorgeous porcelain tiled floors

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    Shellie Young

    PREMIER SOTHEBY'S INTERNATIONAL REALTY

    (941) 254-2699

    7000 Gulf Dr Unit 205, Holmes Beach, FL 34217
  • /89

    $849,000

    • 2 Beds
    • 1.5 Baths
    • 843 Sq Ft

    5300 Gulf Dr Unit 204, Holmes Beach, FL 34217

    Martinique North Condominiums is made up of 61 units in the tallest building on Anna Maria Island. Right on the Gulf of Mexico, residents and guests have the most expansive and beautiful view of the gulf. Discover the epitome of coastal beachfront living with unparalleled gulf views in this beautifully renovated two-bedroom, 1.5-bath condominium in sought-after Martinique North on Anna Maria

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    Shellie Young

    PREMIER SOTHEBY'S INTERNATIONAL REALTY

    (941) 395-0283

    5300 Gulf Dr Unit 204, Holmes Beach, FL 34217
  • /48

    $469,000

    • 2 Beds
    • 2 Baths
    • 1,027 Sq Ft

    4307 Gulf Dr Unit 109, Holmes Beach, FL 34217

    Steps from the Gulf! Experience the best of Anna Maria Island in this charming, ground-level 2-bedroom, 2-bathroom condo located in a premier Holmes Beach community. This residence perfectly balances modern upgrades with the relaxed, "Old Florida" charm that makes this island world-famous.THE INTERIOR: The heart of this home is the newly remodeled kitchen, featuring crisp quartz countertops,

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    Lindsey Strickland

    DUNCAN REAL ESTATE, INC.

    (941) 394-2432

    4307 Gulf Dr Unit 109, Holmes Beach, FL 34217
  • /37

    $598,900

    • 2 Beds
    • 2 Baths
    • 1,083 Sq Ft

    5325 Marina Dr Unit 431, Holmes Beach, FL 34217

    Another price reduction of $10,000. Owner says sell!!! Are you envisioning a hassle-free, income-generating property or a part-time getaway with rental income to help cover expenses? Discover Waterline Villas & Marina, where modern sophistication blends with the relaxed charm of Old Florida on Anna Maria Island. Built in 2017, each unit offers a stylish and comfortable retreat with 2 bedrooms, 2

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    Noel Fannell

    COLDWELL BANKER REALTY

    (941) 367-3541

    5325 Marina Dr Unit 431, Holmes Beach, FL 34217
  • /38

    $750,000

    • 2 Beds
    • 2 Baths
    • 1,011 Sq Ft

    6005 Gulf Dr Unit 219, Holmes Beach, FL 34217

    Enjoy Coastal Living on Anna Maria Island ! This 2 bedroom, 2 bath, 2nd floor, turnkey furnished condo is located in one of the best & most sought after complexes on the Island. Heated swimming pool, spa, pickleball/tennis courts, shuffleboard court, building elevator & beach are just a few of the condo amenities. The condo overlooks the tennis courts with updated stylish kitchen, quartz

    Tom Nelson ISLAND REAL ESTATE-ANNA MARIA

    6005 Gulf Dr Unit 219, Holmes Beach, FL 34217
  • /41

    $1,395,000

    • 2 Beds
    • 2 Baths
    • 1,259 Sq Ft

    7000 Gulf Dr Unit 115, Holmes Beach, FL 34217

    Imagine waking up to views of sugar sand beaches and the turquoise waters of the Gulf. Imagine no longer as you can enjoy this beachfront lifestyle from this 2 bedroom, 2 bath condo in the Beachfront Condominium complex, Tiffany Place. From the moment you enter the unit you will realize its many upgrades: the polished porcelain tile in the foyer and kitchen, the engineered hardwood flooring

    Helen Ross A PARADISE INC REALTOR

    7000 Gulf Dr Unit 115, Holmes Beach, FL 34217
  • /94

    $699,900

    • 2 Beds
    • 2 Baths
    • 1,458 Sq Ft

    6500 Flotilla Dr Unit 102, Holmes Beach, FL 34217

    Welcome to your slice of paradise in Westbay Point & Moorings! This rare FIRST FLOOR direct bayfront condo offers spectacular water views of Anna Maria Sound from most rooms, creating the perfect backdrop for coastal living. This community is located on the highest elevation on Anna Maria Island and has no known flooding history. This spacious residence features two large bedrooms including a

    Linda Moore EXP REALTY LLC

    6500 Flotilla Dr Unit 102, Holmes Beach, FL 34217
  • /60

    $725,000

    • 2 Beds
    • 2 Baths
    • 1,110 Sq Ft

    5325 Marina Dr Unit 128, Holmes Beach, FL 34217

    Experience the ultimate in resort-style living at Waterline Villas & Marina, nestled on the picturesque Holmes Beach of Anna Maria Island. This beautifully appointed corner unit with a highly sought after floor plan features a 2-bedroom, 2-bathroom condo that offers a seamless blend of coastal charm and modern sophistication. Enter through French doors into a welcoming hallway that leads you to

    Jason Spitzer SMITH & ASSOCIATES REAL ESTATE

    5325 Marina Dr Unit 128, Holmes Beach, FL 34217
  • /53

    $799,999

    • 2 Beds
    • 2 Baths
    • 1,057 Sq Ft

    5200 Gulf Dr Unit 107, Holmes Beach, FL 34217

    Wake up to salt air and sunset skies in this 2 bedroom, 2 bath beachfront condo on the sugar-white sands of Anna Maria/Holmes Beach. Perfectly positioned on the Gulf, this coastal retreat offers effortless island living with direct beach access just steps from your door. Inside, the light-filled layout features an open living and dining area, well-appointed kitchen, and spacious bedrooms designed

    Ryan Sheck ISLAND REAL ESTATE-ANNA MARIA

    5200 Gulf Dr Unit 107, Holmes Beach, FL 34217
  • /75

    $2,690,000

    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft

    6700 Gulf Dr Unit 8, Holmes Beach, FL 34217

    Experience true beachfront living in this rare Gulf-front condo on Anna Maria Island, perfectly positioned along the shoreline of Holmes Beach. This spacious 3-bedroom, 2-bath residence captures uninterrupted Gulf of Mexico views, daily sunsets, and instant access to the island’s iconic sugar-sand coastline. Homes with this setting, this vantage point, and this level of tranquility are

    Jeff Jordan MICHAEL SAUNDERS & COMPANY

    6700 Gulf Dr Unit 8, Holmes Beach, FL 34217
  • /35

    $659,000

    • 2 Beds
    • 2 Baths
    • 1,114 Sq Ft

    6200 Flotilla Dr Unit 311, Holmes Beach, FL 34217

    Price Refresh....If you are looking for the perfect hideaway on ANNA MARIA, then this is the ONE! Located mid-island in Holmes Beach, this thoughtfully renovated 2-bedroom and 2-bath condo offers the perfect blend of privacy and island living. The most "green space" on island! Located in the highly desired West Bay Point & Moorings community which is tucked away in a park-like setting with mature

    Sabrina Ullmann RE/MAX ALLIANCE GROUP

    6200 Flotilla Dr Unit 311, Holmes Beach, FL 34217
  • /56

    $749,000

    • 1 Bed
    • 1 Bath
    • 832 Sq Ft

    5200 Gulf Dr Unit 302, Holmes Beach, FL 34217

    GULF FRONT - Spacious and Beautifully Maintained and Renovated 1 Bedroom/1 Bath Condo in the Heart of Holmes Beach. Breathtaking Gulf Views to behold from every room. The kitchen, windows and sliding doors have been updated and the AC was replaced in 2025. This unit features a covered, open balcony allowing for your own Private Outdoor Space while relishing in the balmy Gulf breezes. Commodious

    Adele Holland ISLAND REAL ESTATE-ANNA MARIA

    5200 Gulf Dr Unit 302, Holmes Beach, FL 34217
  • /59

    $1,149,000 Open House 2/15

    • 3 Beds
    • 3 Baths
    • 1,421 Sq Ft

    5200 Gulf Dr Unit 408, Holmes Beach, FL 34217

    Live the island lifestyle in this lowest priced 3BR/3BA Gulf-front condo on Anna Maria Island with a 2-car garage. Private end unit with stunning water views from every room and beautiful sunsets. Light-filled residence featuring hurricane-impact windows and shutters, secure building entry, and elevator access. Steps to the beach and ideal as a full-time home, winter retreat, or rental

    Noranne Hutcheson RE/MAX ALLIANCE GROUP

    5200 Gulf Dr Unit 408, Holmes Beach, FL 34217
  • /28

    $1,325,000

    • 3 Beds
    • 2 Baths
    • 1,516 Sq Ft

    5300 Gulf Dr Unit 105, Holmes Beach, FL 34217

    Never miss a sunset with the view from this beachfront GEM! A true 3 Bedroom, 2 Full Bathroom with 1,516 square feet, including an indoor Laundry Room. One of only 6 units of this size in the building. The Master Suite boasts a panoramic beach view, walk in closet and en-suit bath, while the 2 remaining bedrooms have large closets and comfortable natural lighting. The split floor plan ensures

    Jennifer Sekel ANNA MARIA ISLAND BEACHES RE

    5300 Gulf Dr Unit 105, Holmes Beach, FL 34217
  • /66

    $610,000

    • 2 Beds
    • 2 Baths
    • 1,430 Sq Ft

    4255 Gulf Dr Unit 116, Holmes Beach, FL 34217

    One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. NEW ROOF! Welcome to this freshly remodeled, elevated 2-bedroom, 2-bathroom end-unit condo with a flex room at Island Village in Holmes Beach. Perfectly located just one block from the pristine sands of Anna Maria Island. This bright and airy condo has been thoughtfully updated and sustained NO damage

    Hannah Hillyard MICHAEL SAUNDERS & COMPANY

    4255 Gulf Dr Unit 116, Holmes Beach, FL 34217
  • /34

    $975,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    4200 Gulf Dr Unit 104, Holmes Beach, FL 34217

    Enter into luxury coastal living with this beautifully remodeled two-bedroom, two-bath beachfront condominium at sought-after Gulf Sands on Anna Maria Island. Directly on the Gulf of Mexico, this rare Gulf-front unit offers sweeping, unobstructed views of the beach and sunsets from your private balcony. Recently upgraded with a high-end remodel, the condominium features modern coastal

    Laurie Mock PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4200 Gulf Dr Unit 104, Holmes Beach, FL 34217
  • /34

    $895,000

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft

    5808 Gulf Dr Unit 203, Holmes Beach, FL 34217

    GULF FRONT COMPLEX with great views of the BEACH right from your living room and private patio! This rarely available, premier complex, "Water's Edge Condo", offers 2 bedrooms, 2 full baths, PRIVATE beach access, a large beachside heated pool, covered shady parking, an elevator, pickleball/tennis and individual unit storage... This well maintained complex offers beautifully landscaped grounds, a

    Marianne Norman-Ellis MIKE NORMAN REALTY INC.

    5808 Gulf Dr Unit 203, Holmes Beach, FL 34217

Home Trends in Anna Maria, FL

Housing Trends

Median Sale Price
$1,600,000
Median Single Family Sale Price
$2,350,000
Median Townhouse Sale Price
$1,949,500
Median 2 Bedroom Sale Price
$574,950
Average Price Per Sq Ft
$1,240
Number of Homes for Sale
70
Last 12 months Home Sales
75
Months of Supply
11.20
Median List Price
$2,290,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-22%
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