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 Maps

Mortgage 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

Similar Active Listings Nearby

Similar Recently Sold Listings Nearby