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Kenny Medina

kennymedina.realtor@gmail.com +1(407) 412-4190

$ 1,150,000

Est. payment | -/mo

3 Beds

3 Baths

2,555 SqFt

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$ 1,150,000

Est. payment | -/mo

Save Virtual Tour

3 Beds

3 Baths

2,555 SqFt

Key Details

Property Type Condo

Sub Type Condominium

Listing Status Active

Purchase Type For Sale

Square Footage 2,555 sqft

Price per Sqft $450

Subdivision Winding Oaks

MLS Listing ID A4686623

Bedrooms 3

Full Baths 3

Condo Fees $6,684

Construction Status Completed

HOA Y/N No

Annual Recurring Fee 28776.05

Year Built 1988

Annual Tax Amount $13,849

Property Sub-Type Condominium

Source Stellar MLS

Property Description

Privately tucked away within the private Winding Oaks community on Longboat Key, this beautifully updated three-bedroom villa offers an easy, elevated way to enjoy Sarasota's coastal lifestyle. Overlooking the Harbourside Golf Course, the home captures peaceful water views and the scenic 5th hole, creating a backdrop that feels both open and serene. Designed for effortless living, this turnkey furnished residence blends the comfort of a single-family home with the simplicity of maintenance-free ownership—ideal for seasonal stays or extended escapes. Inside, an airy open layout, soaring ceilings, and wide-plank tile floors create a light, welcoming feel, while floor-to-ceiling sliders connect seamlessly to the outdoor living spaces. The kitchen is both stylish and functional, featuring Italian white-lacquer cabinetry, stone countertops, and premium appliances—perfect for casual evenings at home or hosting friends. The living room centers around a custom gas fireplace and flows naturally to a spacious screened lanai, where you can unwind with long water views and soft coastal breezes. The home features many new furnishings and many recent updates. A private courtyard with a heated pool adds another layer of relaxation, offering a quiet place to start the day or wind down after time on the water, golf course or tennis courts. The primary suite is a calm retreat of its own, with tranquil water views, a spa-like bath, and a generous walk-in closet. Two additional en-suite bedrooms provide flexibility for visiting guests or a comfortable home office. Ownership includes access to the Bay Isles Beach Club, where days can be spent on pristine Gulf-front sands with thoughtfully appointed amenities. Within Winding Oaks, residents enjoy a recently refreshed community pool, walking paths, and a secure, gated setting. Optional golf, tennis and social memberships are available at the Longboat Key Club. Just minutes from dining and shopping on world-renowned St. Armands Circle and the cultural amenities of downtown Sarasota, this retreat makes it easy to step into the best of the area—while always having a peaceful place to return to. Simple, sophisticated, and distinctly Longboat Key.

Location

State FL

County Sarasota

Community Winding Oaks

Area 34228 - Longboat Key

Zoning MUC1

Rooms

Other Rooms Inside Utility

Interior

Interior Features Built-in Features, Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments

Heating Central, Electric

Cooling Central Air

Flooring Luxury Vinyl, Tile

Fireplaces Type Gas, Living Room, Wood Burning

Furnishings Turnkey

Fireplace true

Appliance Built-In Oven, Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Wine Refrigerator

Laundry Inside, Laundry Room

Exterior

Exterior Feature Awning(s), Lighting, Sliding Doors

Parking Features Deeded, Driveway, Garage Door Opener

Garage Spaces 2.0

Pool Gunite, Heated, In Ground

Community Features Buyer Approval Required, Deed Restrictions, Gated Community - Guard, Golf, Pool, Sidewalks

Utilities Available Electricity Connected, Sewer Connected, Underground Utilities, Water Connected

Amenities Available Maintenance, Pool, Spa/Hot Tub, Tennis Court(s)

Waterfront Description Lake Front,Pond

View Y/N Yes

Water Access Yes

Water Access Desc Lake,Pond

View Golf Course, Water

Roof Type Tile

Porch Covered, Deck, Front Porch, Patio, Rear Porch, Screened

Attached Garage true

Garage true

Private Pool Yes

Building

Story 1

Entry Level One

Foundation Slab

Lot Size Range Non-Applicable

Sewer Public Sewer

Water Public

Architectural Style Coastal

Unit Floor 1

Structure Type HardiPlank Type

New Construction false

Construction Status Completed

Schools

Elementary Schools Southside Elementary

Others

Pets Allowed Cats OK, Dogs OK, Number Limit, Yes

HOA Fee Include Guard - 24 Hour,Pool,Escrow Reserves Fund,Insurance,Maintenance Structure,Maintenance Grounds,Management,Pest Control,Private Road,Security

Senior Community No

Pet Size Large (61-100 Lbs.)

Ownership Fee Simple

Monthly Total Fees $2, 398

Acceptable Financing Cash, Conventional, VA Loan

Membership Fee Required Required

Listing Terms Cash, Conventional, VA Loan

Num of Pet 2

Special Listing Condition None

Virtual Tour https://pix360.com/phototour3/40304/

Listed by Carolyn Donnelly, PA COLDWELL BANKER REALTY

Schools and Properties Nearby

3427 WINDING OAKS DR #14 Longboat Key, FL 34228