$1,150,000 ($450.10 per sqft)

Pending

Est. Mortgage $5,665/mo *

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3427 WINDING OAKS DRIVE, #14, Longboat Key, FL, 34228

3427 WINDING OAKS DRIVE, #14, Longboat Key, FL, 34228
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10 rooms

3 beds

3 Full baths

1988

Coastal

2,555 sqft

Under contract-accepting backup offers. 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.

Status:

Pending

Type:

Condo

Furnished Remarks:

Turnkey

Laundry Remarks:

Inside, Laundry Room

Complex:

WINDING OAKS

Garage:

2-car Deeded, Driveway, Garage Door Opener

Heating:

Central, Electric, Natural Gas

Cooling:

Central Air

Levels:

1

Est. Taxes:

$13,850

Condo Fee

6684.0000

Construction

HardiPlank Type

Utilities

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

View Description:

Golf Course, Water

Amenities:

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

Waterfront:

Yes

Elementary School:

Southside Elementary

Days on Market:

36

Elevator:

N

Pet Policy:

Cats OK, Dogs OK, Number Limit, Yes

Appliances:

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

Pool:

Gunite, Heated, In Ground

Min Lease Term:

3 Months

MLS #:

A4686623

Community Info

School Info

Walk Score

Yelp

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Listing courtesy of Coldwell Banker Realty 941-383-6411