Winding Oaks

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Winding Oaks is an exclusive and gated community with 56 Nantucket-style, maintenance-free homes. Deeded beach access is available to all homeowners through the Bay Isles Beach Club.

Below are all of the homes for sale in the Winding Oaks neighborhood on Longboat Key Florida. All listings are updated daily from the Multiple Listing Service (MLS).

To learn more about any of these homes or receive email updates when new properties hit the market, simply give us a call at 941-544-6467 or send us an email. We are here to help!

MLS® Listing Statistics

Total Listings: 2
Average Price: $972,450
Highest Price: $995,000
Lowest Price: $949,900
Average Size: 2,555 ft²
Average Price Per Square Foot: $381 per ft²

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Winding Oaks Homes for Sale

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Image 0: A4419630

3419 Winding Oaks Dr #10, Longboat Key, FL - $995,000

Residential, Villa
  • 3 Beds
  • 3 Baths
  • 2,555 SQFT
  • 121 DOM
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One Or More Photo(s) Has Been Virtually Staged.savor The Very Best Location In Winding Oaks, Where Sprawling Lake And Golf Course Views Set The Stage For Both Elegance And Comfort. A Welcoming Courtyard Entryway Leads To The Bright And Open Main L...

Image 1: A4416478

3431 Winding Oaks Dr #16, Longboat Key, FL - $949,900

Residential, Villa
  • 3 Beds
  • 3 Baths
  • 2,555 SQFT
  • 149 DOM
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Must See Gorgeous, Recently Updated, Spacious Waterfront 2555 Square-foot Villa Including 2 Bedrooms, 2.5 Baths, Den, Oversized 2 Car Garage In Prestigious Gated Bay Isle Community On Longboat Key. This Immaculate, Beautifully Appointed Bright Op...

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on March 21st, 2019 at 4:30pm EDT.

Map of Winding Oaks

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