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102 Windward Drive, 
Osprey, FL 34229

$800,000


3

Beds


3

Baths


2,134

Sq Ft


Single Family


Virtual Tour

Active

Listed by

David Cyr

Regina Putrino

William Raveis Real Estate

Last updated:

December 7, 2025, 08:30 PM

MLS#

A4671793

Source:

MFRMLS

About This Home

102 Windward Drive

Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2.5-bath pool home with mature landscaping offers a functional layout and excellent community amenities. The home features a double-door front entry, a spacious great room with cathedral ceiling, an oversized garage, and a large private lot. Interior highlights include double primary bedrooms, tiled walk-in showers in both full bathrooms, an outdoor shower, a generous laundry room with cabinetry, a practical kitchen with pantry and hurricane rated windows. The paver lanai with automated hurricane screen and expansive paver deck surrounding the swimming pool with solar heat provide substantial outdoor living space. A long driveway adds convenient additional parking. Southbay Yacht & Racquet Club is a golf-cart-friendly community featuring a recently remodeled 10,000 sq. ft. clubhouse with a fitness center, pool, and large patio. The community-owned marina—with residents-only boat slips—provides direct Intracoastal Waterway access with no fixed bridges to the Gulf. Additional amenities include pickleball and tennis courts, bocce, shuffleboard, walking and biking paths, and a playground. The community is ideally situated between Sarasota and Venice, close to dining, shopping, entertainment, beaches, the Legacy Trail, and Pine View School.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1986

Price Summary

800,000

$374 per Sq. Ft.

MLS #:

A4671793

Last Updated:

December 7, 2025, 08:30 PM

Added:

19 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,134 Sq. Ft.


Structure

Structure

Architectural Style:

Florida

Building Area:

3,000 Sq. Ft.

Year Built:

1986


Lot

Lot Size (Sq. Ft):

15,778


Finances & Disclosures

Finances

Price:

$800,000

Price per Sq. Ft:

$374 per Sq. Ft.

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