USAFLOspreySouthbay Yacht & Racquet Club102 Windward Dr
Front of the house, street view. | Image 1
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102 Windward Dr, Osprey, FL

House

For Sale

Listed price in listed location currency (USD).
$800,000

330

MLS® A4671793

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 2134 sqft
Garage Yes
Taxes $3,540
Days Active 16
Lot Size 0.36 acres
Approx. Age 1986
Avg. Price Per Sqft $374
MLS® Number A4671793

Property Address: 102 Windward Dr, Osprey, FL, 34229-9751

Average square foot calculated using Size range provided by listing agent.

Description

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.
MLS® NumberA4671793
Laundry LevelElectric Dryer Hookup, Inside, Washer Hookup
Central VacNo
FireplaceNo
Acreage0.36
Exterior
GarageYes
Approx. Age1986
Basement
DrivewayDriveway, Garage Door Opener, Ground Level, Off Street, Oversized
Garage Spaces2
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Bedroom 3:First Floor13 × 12 ft
Other:First Floor9 × 10 ft
Other:First Floor13 × 16 ft
Other:First Floor36 × 8 ft
Kitchen:First Floor11 × 11 ft
Laundry:First Floor6 × 10 ft
Dining Room:First Floor11 × 13 ft
Great Room:First Floor23 × 19 ft

Similar Listings

Price History

-End Date
Not Sold YetSold Price

For Sale

Nov 19, 2025List Date
$800,000List Price

Home Appraisal

This property is estimated to sell between: $558,000 and $921,000.
Similar properties in this area sold on average for: $558,777
Expected to sell in 75 days. Similar properties sold in 91 days. This home has been on eXp Realty for 16 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

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Starting Address
Destination Address
102 Windward Dr, Osprey, FL

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