102 Windward Drive, Osprey, FL 34229
Local realty services provided by:ERA Grizzard Real Estate
Upcoming open houses
- Sun, Jan 1101:00 pm - 04:00 pm
Listed by: david cyr, regina putrino
Office: william raveis real estate
MLS#:A4671793
Source:MFRMLS
Price summary
- Price:$800,000
- Price per sq. ft.:$266.67
- Monthly HOA dues:$200
About this home
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.
Contact an agent
Home facts
- Year built:1986
- Listing ID #:A4671793
- Added:51 day(s) ago
- Updated:January 10, 2026 at 01:52 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Living area:2,134 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric
Structure and exterior
- Roof:Tile
- Year built:1986
- Building area:2,134 sq. ft.
- Lot area:0.36 Acres
Schools
- High school:Venice Senior High
- Middle school:Laurel Nokomis Middle
- Elementary school:Laurel Nokomis Elementary
Utilities
- Water:Public, Water Connected
- Sewer:Public Sewer, Sewer Connected
Finances and disclosures
- Price:$800,000
- Price per sq. ft.:$266.67
- Tax amount:$3,540 (2024)
New listings near 102 Windward Drive
- Open Sun, 1:30 to 4pmNew
$749,900Active3 beds 2 baths2,505 sq. ft.186 Windward Drive, OSPREY, FL 34229
MLS# N6142087Listed by: KELLER WILLIAMS ON THE WATER S - Open Sat, 12 to 2pmNew
$299,000Active3 beds 2 baths1,186 sq. ft.2043 Cordes Street, OSPREY, FL 34229
MLS# A4677419Listed by: PREFERRED SHORE LLC - New
$42,000Active-- beds -- baths570 Blackburn Point Road #LNG42, OSPREY, FL 34229
MLS# A4677438Listed by: RE/MAX ALLIANCE GROUP - Open Sun, 12am to 3pmNew
$1,575,000Active4 beds 3 baths3,486 sq. ft.20 Bayhead Lane, OSPREY, FL 34229
MLS# A4674649Listed by: EXP REALTY LLC - Open Sun, 2 to 4pmNew
$899,000Active3 beds 3 baths2,630 sq. ft.6100 Jessie Harbor Drive #603, OSPREY, FL 34229
MLS# A4676824Listed by: ENGEL + VOELKERS SARASOTA - Open Sun, 1 to 4pmNew
$735,000Active4 beds 3 baths2,498 sq. ft.1019 Scherer Way, OSPREY, FL 34229
MLS# N6142144Listed by: CENTURY 21 SCHMIDT REAL ESTATE - New
$960,000Active4 beds 4 baths3,561 sq. ft.616 Crane Prairie Way, OSPREY, FL 34229
MLS# N6142165Listed by: KELLER WILLIAMS ISLAND LIFE REAL ESTATE - Open Sun, 1 to 4pmNew
$305,000Active2 beds 2 baths1,135 sq. ft.100 Navigation Circle, OSPREY, FL 34229
MLS# A4676420Listed by: MICHAEL SAUNDERS & COMPANY - Open Sat, 4 to 6pmNew
$1,400,000Active3 beds 2 baths1,824 sq. ft.365 S Shore Drive, OSPREY, FL 34229
MLS# N6142101Listed by: EXIT KING REALTY - New
$679,900Active2 beds 2 baths2,143 sq. ft.5100 Jessie Harbor Drive #403, OSPREY, FL 34229
MLS# A4676382Listed by: PREMIER SOTHEBY'S INTERNATIONAL REALTY