102 WINDWARD DRIVE Osprey, FL $ 750,000
102 WINDWARD DRIVE
$ 750,000
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102 WINDWARD DRIVE

Osprey, FL, 34229
$ 750,000
Bedrooms3 Baths2.1 Sq 2,134

Monthly Estimate*

$ 4,618

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Single Family Home for sale in Osprey, FL

for $750,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,134 square foot home was built in 1986 on a lot size of 0.36.

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.

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Single Family Active

Price

$ 750,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 3,540

Style

Florida

Lot Size

0.36

Year Built

1986

Town/City

Osprey

County/Region

Sarasota

MLS | Web ID

A4671793

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Cable Available Electricity Connected Sewer Connected Sprinkler Meter Water Connected
Roof Tile
Appliances Dishwasher Disposal Dryer Microwave Refrigerator Washer
Zoning RSF2
HOA Fee 656.62
Garage Spaces 2
Association Fee Includes Common Area Taxes Community Pool Escrow Reserves Fund Fidelity Bond Manager Recreational Facilities
Patio/Porch Features Covered Deck Patio Screened
Architectural Style Florida
Pool Features Deck Gunite In Ground Lighting Outside Bath Access Screen Enclosure
Construction Materials Block Stucco
Pets Allowed Cats OK Dogs OK
Year Built 1986
Levels One
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Waterfront Features Waterfront
Community Features Boat Slip Dock Intracoastal Waterway Marina Waterfront Clubhouse Deed Restrictions Fitness Center Golf Carts OK No Truck/RV/Motorcycle Parking Park Playground Pool Sidewalks Tennis Court(s)
Assoc Fee Paid Per Quarterly
County Sarasota
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name SOUTHBAY YACHT & RACQUET CLUB
Facing Direction East
Garage Y/N true
Total Rooms 9
Full Baths 2
Status Active
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.
High School Venice Senior High
City OSPREY
Association Name Judy Brown
Senior Community Y/N false
MLS Area 34229 - Osprey
Lot Size Units Square Feet
Lot Size Square Feet 15778
Carport Y/N false
Elementary School Laurel Nokomis Elementary
Land Lease Y/N false
Tax Annual Amount 3540
Home Warranty Y/N false
Middle/Junior High School Laurel Nokomis Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/A4671793
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 129
Legal Description LOT 129 SOUTHBAY YACHT & RACQUET CLUB
Minimum Lease 3 Months
Water Access Y/N false
Monthly HOA Amount 218.87
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Cathedral Ceiling(s) Ceiling Fan(s) Eating Space In Kitchen High Ceilings Primary Bedroom Main Floor Solid Surface Counters Split Bedroom Window Treatments
Flooring Carpet Ceramic Tile Vinyl
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 1
Laundry Features Electric Dryer Hookup Inside Washer Hookup
Total Bedrooms 3
Total Baths 3
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Exterior
Exterior Amenities Irrigation System Lighting Outdoor Shower Rain Gutters Sliding Doors Sprinkler Metered
Parking Features Driveway Garage Door Opener Ground Level Off Street Oversized
Lot Features Cleared
Water Source Public
Lot Size Area 15778
Foundation Details Slab
Building Area Total 3000
Lot Size Acres 0.36
Road Surface Type Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
William Raveis Real Estate

Broker

david.cyr@raveis.com

Email

Affordability Calculator

$4,913
Per Month
94%
6%
0%
Monthly Principal & Interest
$4,618
Monthly Property Taxes
$295
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Venice Senior High High School High School
Pricing History
DatePricePrice ChangeDescription
1/18/2026$750,000 -6.25% Price Down
12/19/2025$800,000 Listed Price

Map


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102 WINDWARD DRIVE, Osprey, FL, 34229 is a Single Family Home for sale at $750,000 with 2,134 sqft and a lot size of 0.36. 102 WINDWARD DRIVE has 3 bedrooms, 2.1 baths, and was built in 1986. The property's zip code is 34229 which is in Osprey, FL