Winding Oaks

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Overview

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: 4
Average Price: $877,200
Highest Price: $1,025,000
Lowest Price: $659,900
Average Size: 2,426 ft²
Average Price Per Square Foot: $360 per ft²

Explore Other Longboat Key Communities

Winding Oaks Homes for Sale

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3419 Winding Oaks Dr #10, Longboat Key, FL - $1,025,000

Residential, Villa
  • 3 Beds
  • 3 Baths
  • 2,555 SQFT
  • 59 DOM
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One Or More Photo(s) Was 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 Livin...

3431 Winding Oaks Dr #16, Longboat Key, FL - $974,900

Residential, Villa
  • 2 Beds
  • 3 Baths
  • 2,555 SQFT
  • 87 DOM
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Come View This Gorgeous Waterfront Villa In The Exclusive Bay Isles Community Of Longboat Key. Nestled In The Heart Of Maintenance-free Winding Oaks Is This Two Bedroom, Two-and-a-half Bath Home With 2,555 Square Feet Of Living Space Along With A ...

Image 2: A4210727

3415 Winding Oaks Dr #8, Longboat Key, FL - $849,000

Residential, Villa
  • 3 Beds
  • 3 Baths
  • 2,555 SQFT
  • 328 DOM
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Fabulous Full Views Of The Lake, Golf Course And Beyond From This Rarely Available Spacious 3 Bedroom/ 3 Bath Villa In Winding Oaks, A Small Enclave Located In The Exclusive Bay Isles Harbourside Golf, Tennis And Boating Community. This Updated Ho...

3410 Winding Oaks Dr #52, Longboat Key, FL - $659,900

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 2,039 SQFT
  • 78 DOM
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Welcome Home To This Gorgeous Updated & Well Maintained 2br/2ba Villa In Winding Oaks, Located In The Exclusive Bay Isles Harbourside Golf, Tennis & Boating Community. Spacious & Open Floor Plan. Renovations & Updates Include, Replacement Of All ...

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 January 19th, 2019 at 8:30am EST.

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