5239 WINDING, SARASOTA, FL 34242
$799,000 Was $870,000
Beds: 3
Baths: 2 Full
Sq. Ft.: 1,512 Sq. Ft.
Year Built: 1958
Lot Size: 0.21 Acres
Garage: N/A
Pool: Yes
DOM: 69

Property Overview
Status: Closed
Property Type: Residential
MLS #: 2af655cc177b556ff155c2118617ece1
Subdivision: TWIN OAK POND
County: Sarasota
HOA Fee: $414 (Annually)
Year Built: 1958
Construction: Wood Frame, Wood Frame (FSC Certified), Wood Siding
Foundation: Other, Slab
Roof: Shingle
Cooling: Central Air
Heating: Electric
Sewer: Public Sewer
Water Source: Public
Zoning: RSF3
Tax Amount: $10,388.47 (2024)
Date Sold: Apr 30, 2025
Sold Price: $630,000
Listed On: Feb 7, 2025
Description
***PRICE IMPROVMENT*** ***PRICE IMPROVEMET*** Discover your own private oasis at 5239 Winding Way, just minutes from Siesta Beach. Come and see for yourself this lovely and charming home that is an absolute MUST SEE! Nestled in a canopy-protected neighborhood, this property features a spacious open floor plan that connects the kitchen and living areas, creating a perfect space for entertaining friends and family. The kitchen is fully equipped with a large pantry, ceiling-to-counter tiled backsplash, and a peninsula island. The living room is filled with natural lighting from the numerous windows, and features custom built-in shelves, a tongue and groove ceiling, ship lap paneling that makes the space feel inviting and cozy. The primary bedroom is filled with natural light and boasts two large windows. The primary bathroom is equally impressive with marble tile shower surround, penny tile shower floor and frameless glass shower frame. The secondary bedrooms are spacious and quaint. The large backyard and heated pool make outdoor events a breeze, and the perimeter privacy fence, lush trees, and rear water provide ultimate privacy. Siesta Key, is an 8-mile-long island located just a short bridge crossing west of Sarasota, offers stunning quartz-sand beaches and a plethora of outdoor recreational activities – from fishing to parasailing.
Exterior Features
Awning(s), French Doors, Other
Directions
Siesta Dr. to Higel Ave. Left on Mangrove Point Rd to Midnight Pass Rd. Right on Winding Way to home.
School Information
Elementary: Phillippi Shores Elementary
Middle: Brookside Middle
High: Sarasota High
Location
Get Directions View on Google MapsMortgage Estimator
*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.
Listing Information
Provided Courtesy of:
BALDWIN PARK REALTY LLC
Listing Agent: Brian Cirillo
Information is deemed reliable but not guaranteed. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Data last updated: July 31, 2025, 11:32 pm UTC
MLS Source: Stellar MLS Copyright © 2025
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