3427 WINDING OAKS, LONGBOAT KEY, FL 34228
$1,195,000
Beds: 3
Baths: 3 Full
Sq. Ft.: 2,555 Sq. Ft.
Year Built: 1988
Lot Size: 0 Acres
Garage: 2
Pool: Yes
DOM: 25

Property Overview
Status: Closed
Property Type: Residential
MLS #: a89905bcb5da58d2749fe9ac9da14522
Subdivision: WINDING OAKS
County: Sarasota
HOA Fee: $0 (Quarterly)
Year Built: 1988
Construction: HardiPlank Type
Foundation: Slab
Roof: Tile
Cooling: Central Air
Heating: Central, Electric
Sewer: Public Sewer
Water Source: Public
Zoning: MUC1
Tax Amount: $13,020.32 (2024)
Date Sold: Mar 10, 2025
Sold Price: $1,195,000
Listed On: Dec 30, 2024
Description
Experience the pinnacle of waterfront luxury in this meticulously updated 3-bedroom, 3-bath villa overlooking the Blue Heron Harbourside Golf Course in the exclusive Winding Oaks community on Longboat Key. Combining the privacy of a single-family home with maintenance-free living, this residence offers panoramic water and Blue 5th-hole views in a sophisticated modern setting. The open floor plan features soaring ceilings, wide-plank tile flooring, and seamless indoor-outdoor flow. Highlights include a remodeled kitchen with Italian white-lacquer cabinetry, stone countertops, and high-end appliances, plus a spacious living room with a custom gas fireplace and floor-to-ceiling sliders that lead to the expansive screened lanai. A private courtyard with a heated pool and inground hot tub adds to the retreat-like ambiance. The luxurious master suite boasts serene water views, a spa-inspired bath, and a walk-in closet. Two additional en-suite bedrooms provide versatility for guests or a home office. Ownership includes access to the exclusive Bay Isles Beach Club, offering pristine white sands, a private pavilion, barbecue grills, volleyball courts, shaded picnic areas, and modern facilities. 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.
Exterior Features
Awning(s), Irrigation System, Lighting, Sliding Doors
Directions
St. Armands, travel north on Gulf of Mexico Drive to Bay Isles Parkway. Turn right into Bay Isles, go to gatehouse, continue to Winding Oaks on right.
School Information
Elementary: Southside Elementary
Middle: Pine View School
High: Booker 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:
COLDWELL BANKER REALTY
Listing Agent: Bruce Myer
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: March 8, 2026, 1:07 am UTC
MLS Source: Stellar MLS Copyright © 2026
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