Winding Oaks

Longboat Key Villas for Sale

Enjoy maintenance-free living at Winding Oaks in the Bay Isles community of the Longboat Key Club.

Community Amenities

  • Guard Gated
  • Pavillions
  • Private Parking
  • Volleyball Net
  • Barbeque Grills
  • Bay Isles Beach Club
  • Tennis
  • Golf
  • Pet Friendly
Browse all condo villa listings currently available in Winding Oaks on Longboat Key. Check out your options and call or email us if you would like details on any of these properties. You can also click the "Request More Info" button for a quick reply on any property.
Winding Oaks January 20, 2019
4
Listed
142
Avg. DOM
$359.67
Avg. $ / Sq.Ft.
$911,950
Med. List Price
4 Properties Found.
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3419 Winding Oaks Drive #10
Longboat Key, FL 34228
3419 Winding Oaks Drive #10 Longboat Key, FL 34228
1 of 48
$1,025,000
Subdivision: Winding Oaks
BEDS
3
BATHS
3
SQ.FT.
2,555
BUILT
1988
ON SITE
62Days
MLS
A4419630
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...
3431 Winding Oaks Drive #16
Longboat Key, FL 34228
Open House
3431 Winding Oaks Drive #16 Longboat Key, FL 34228
1 of 31
$974,900
Subdivision: Winding Oaks
BEDS
2
BATHS
3
SQ.FT.
2,555
BUILT
1988
ON SITE
90Days
MLS
A4416478
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...
3415 Winding Oaks Drive #8
Longboat Key, FL 34228
3415 Winding Oaks Drive #8 Longboat Key, FL 34228
1 of 40
$849,000 ( $66,000 )
Subdivision: Winding Oaks
BEDS
3
BATHS
3
SQ.FT.
2,555
BUILT
1988
ON SITE
338Days
MLS
A4210727
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...
3410 Winding Oaks Drive #52
Longboat Key, FL 34228
3410 Winding Oaks Drive #52 Longboat Key, FL 34228
1 of 50
$659,900
Subdivision: Winding Oaks
BEDS
2
BATHS
2
SQ.FT.
2,039
BUILT
1988
ON SITE
81Days
MLS
A4417598
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....

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