102 WINDWARD DRIVE
OSPREY, FL, 34229

Price$750,000
Beds3
Baths3
SqFt2,134

Status:Active
Property Type:Residential
School:
NEW PRICE! 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.


Listing provided by: WILLIAM RAVEIS REAL ESTATE, David Cyr

Source: Stellar MLS, MLS#: A4671793

Price $750,000
Bedrooms 3
Full Baths 2
Half Baths 1
Total Baths 3
Property Style Florida
Lot Size Area 15778
Lot Size Area Units Square Feet
Acres 0.36
Property Type Residential
Sub type Single Family Residence
MLS Sub type Single Family Residence
Features Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Window Treatments
Exterior Features Irrigation System, Lighting, Outdoor Shower, Rain Gutters, Sliding Doors, Sprinkler Metered
Year Built 1986
Subdivision SOUTHBAY YACHT & RACQUET CLUB
Roof Tile
Heating Central, Electric
Foundation Slab
Lot Description Cleared
Laundry Features Electric Dryer Hookup, Inside, Washer Hookup
Pool features Deck, Gunite, In Ground, Lighting, Outside Bath Access, Screen Enclosure
Parking Description Driveway, Garage Door Opener, Ground Level, Off Street, Oversized
Garage spaces 2
Association Name Rachelle Freed
Association Fee 656
Directions From US 41 turn onto Southbay Dr., continue through the community and take a right onto Windward Dr. 102 Windward is on the left.

Alternatively, from US 41, turn onto Blackburn Point Road, then turn left onto Southbay Drive, followed by an immediate left onto Windward Drive. 102 Windward is on the left.

County Sarasota
Latitude 27.179328
Longitude -82.484207
Market Area 34229 – Osprey
Address 102 WINDWARD DRIVE, OSPREY, FL 34229
Postal Code 34229
City OSPREY
State FL
Country United States
Listing Office WILLIAM RAVEIS REAL ESTATE
Listing Office Phone 941-867-3901
Listing Agent David Cyr
Listing Agent Phone 941-400-4691
Virtual Tour U R L Unbranded2 https://www.zillow.com/view-imx/361d6d1f-41af-4352-bb1e-171522def35e?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard
Compensation Disclaimer The offer of compensation is made only to participants of the MLS where the listing is filed.
Special listing conditions None
Ownership Fee Simple
Virtual Tour URL https://www.propertypanorama.com/instaview/stellar/A4671793
Elementary School Laurel Nokomis Elementary
Middle School Laurel Nokomis Middle
High School Venice Senior High
Days on market 105
MLS Status Active
Listing Date Nov 19, 2025
Listing Last Modified Mar 4, 2026
Tax ID 0157080006
Tax Year 2024
Tax Annual Amount 3540
MLS Area 34229 – Osprey
MLS # A4671793

Tour this home

Please provide your preferred method of contact below, and one of our agents will be in touch shortly.

This field is hidden when viewing the form

Similar Properties

Find similar properties to 102 WINDWARD DRIVE, OSPREY, FL 34229