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Off market
  • Price Unknown

    5232 Winding Way, Sarasota, FL 34242

    3beds
    1,430sqft
    SingleFamily
    Built in 1963
    9,000 Square Feet Lot
    $-- Zestimate®
    $--/sqft
    $4,898 Estimated rent

    Home value

    Not available

    Estimated sales range

    Not available

    $4,898/mo

    Zestimate® history
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    What's special

    Caged poolTropical foliageThree bedroom two bathAdjacent to glebe park

    This is an amazing Siesta Key, Florida Property. Siesta Key is one of the most popular barrier islands on the West Coast of Florida and this property is located walking distance from the Gulf of Mexico and Siesta Beach. Siesta Beach was named the number one beach in the United States and the number four beach in the world by TripAdvisor in 2025. Sadly, the interior of this block house was affected by hurricane Helene and is being offered as is. The property alone appraised for $650,000. I’m told homes in the subdivision rent during the season for between $4000 and $6000 per month making this property a premium investment. In addition, the protected Canopy Road around this small subdivision was just graded and paved this year. The existing structure on the property is a three bedroom two bath 1430 square-foot home on a 75 x 100‘ lot with a caged pool. Both the block structure and the Key West roof are considered to be structurally sound. The inside is completely framed. Drywall from the floor to about 4 feet high has been removed. Floors are tile and Terrazzo. The property is dotted with lots of tropical foliage, including 37 palm trees and the backyard is adjacent to Glebe Park. This park includes a concession stand with restrooms, soccer fields, a baseball field, playground, basketball court, and a shell walking trail, which my wife and I used often. To make an offer, ask questions or tour the inside please contact the owner, Robert Trebor Britt at 941-320-4309.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 1
    • 3/4 bathrooms: 1
    Interior area
    • Total interior livable area: 1,430 sqft

    Property

    Lot
    • Size: 9,000 sqft

    Construction

    Type & style
    • Home type: SingleFamily
    Condition
    • Year built: 1963

    Community & neighborhood

    Location
    • Region: Sarasota

    HOA & financial

    HOA
    • Has HOA: Yes
    • HOA fee: $35 monthly

    Price history

    DateEventPrice
    2/8/2026Listing removed--
    Source: Owner Report a problem
    11/10/2025Listed for sale$650,000$455/sqft
    Source: Owner Report a problem

    Public tax history

    Tax history is unavailable.

    Neighborhood: 34242

    Nearby schools

    GreatSchools rating