3466 WINDING OAKS DRIVE UNIT 35

$795,000

$390/sq ft

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Overview

Bedroom

2

Bath

2

Year Built

1988

Garage

2

Sqft

2039

Property Type

Condominium

Property Description

Under contract-accepting backup offers. Located in one of the most sought-after villa communities on Longboat Key, this well-kept 2-bedroom, 2-bath home in Winding Oaks lives more like a single-family residence—without all the upkeep. Behind the gates of Bay Isles, it offers a great opportunity to enjoy a quiet, established neighborhood known for its natural beauty and relaxed feel. A paver driveway and walkway, surrounded by mature landscaping, lead you to the front door. Inside, high ceilings and warm wood floors immediately make the space feel open and inviting. The finishes are neutral and timeless, and the natural light really does the rest. Impact glass throughout adds both comfort and peace of mind. The main living area flows easily, with a striking corner of sliding glass doors that brings the outdoors in and opens to a spacious, screened, deck. It’s the kind of space you’ll actually use—whether that’s for entertaining, relaxing, or just enjoying the greenery around you. The kitchen is nicely laid out with stone countertops, stainless appliances, a tray ceiling, and a large window that keeps things bright. Both bedrooms are generously sized. The primary suite feels like a true retreat, with vaulted ceilings, a walk-in closet, and sliding doors that open to the deck with peaceful nature views. The bathroom is spacious, featuring dual vanities, a Jacuzzi tub, walk-in shower, and well-done tile details. Additional highlights include a two-car garage and a floor plan that offers a nice balance of openness and privacy. Winding Oaks is part of the Bay Isles Harbourside golf course community and offers a gated entrance, community pool, and access to Bay Isles amenities—including deeded beach access through the private Bay Isles Beach Club. It’s an easy, comfortable lifestyle in one of Longboat Key’s most desirable communities.

Property Details

MLS#

A4686581

Garage

2

Total Floor in Bldg

1

Address

3466 WINDING OAKS

City

LONGBOAT KEY

State/county

FL

Zip/Postal Code

34228

Area

Winding Oaks

Country

United States

HOA

No

Assoc Fee

$--

Assoc Fee Pd

Tax Amount

$4,918

Maint Fee

$--

Tax Year

2025

Built-In Oven

Cooktop

Dishwasher

Disposal

Dryer

Microwave

Refrigerator

Washer

Water

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Boris Gelfand