Below you can view all the condos for sale in the Winding Oaks subdivision located in Longboat Key Florida. Listings in Winding Oaks are updated daily from data we receive from the Tampa multiple listing service.

To learn more about any of these condos or to receive custom notifications when a new property is listed for sale in Winding Oaks, give us a call at 813-244-6940.

4 Results

Winding Oaks Longboat Key Florida Condos For Sale

Winding Oaks For Sale $1,050,000

Aerial view showcasing a community of homes near a golf course and body of water at 3465 Winding Oaks Dr # 33, Longboat Key, FL 34228
Gray house with red awnings, white garage door, and landscaping at 3465 Winding Oaks Dr # 33, Longboat Key, FL 34228
Gray house with red awnings, landscaping, and a brick driveway at 3465 Winding Oaks Dr # 33, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 4 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2608

  • Year Built

    1988

  • $/SqFt

    $403

Importantly, the villa at Winding Oaks has proven resilient, having not sustained any damage from recent hurricanes. MICHAEL SAUNDERS & COMPANY.

Winding Oaks For Sale $1,195,000

Inviting rectangular pool with light-colored tile and brick coping at 3427 Winding Oaks Dr # 14, Longboat Key, FL 34228
Front entry with tiled steps, lanterns, and a white door at 3427 Winding Oaks Dr # 14, Longboat Key, FL 34228
Spacious living room with hardwood floors and large artwork at 3427 Winding Oaks Dr # 14, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 14 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2555

  • Year Built

    1988

  • $/SqFt

    $468

The Winding Oaks community features a recently updated pool, walking trails, and a gated, maintenance-free lifestyle, all minutes from St. Armands Circle and downtown Sarasota. COLDWELL BANKER REALTY.

Winding Oaks For Sale $995,000

Landscaped front yard with lush greenery and mature trees at 3455 Winding Oaks Dr # 28, Longboat Key, FL 34228
Attached garage with paver driveway and gated entry at 3455 Winding Oaks Dr # 28, Longboat Key, FL 34228
Brick entryway with white door and potted plant at 3455 Winding Oaks Dr # 28, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 39 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2112

  • Year Built

    1988

  • $/SqFt

    $471

The club also features restrooms and shower facilities, ensuring a comfortable beach experience. COLDWELL BANKER REALTY.

Winding Oaks Pended $1,150,000

Reduced By $308,000

Community entrance sign for Winding Oaks at 3453 Winding Oaks Dr # 27, Longboat Key, FL 34228
Aerial view of community with golf course and waterfront at 3453 Winding Oaks Dr # 27, Longboat Key, FL 34228
Inviting front porch with awning and rocking chair at 3453 Winding Oaks Dr # 27, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 410 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2608

  • Year Built

    1988

  • $/SqFt

    $441

R and R is the pace, LBK is the place! COLDWELL BANKER REALTY.

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Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 813-244-6940 and speak with one of our real estate consultants.

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