102 WINDWARD DRIVE Osprey, FL $ 800,000
102 WINDWARD DRIVE
$ 800,000
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Open House 12/7 1pm - 3pm
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102 WINDWARD DRIVE

Osprey, FL, 34229
$ 800,000
Bedrooms3 Baths2.1 Sq 2,134

Monthly Estimate*

$ 4,991

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View a Virtual Tour

Single Family Home for sale in Osprey, FL

for $800,000 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.

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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Open House

12/7/2025 1:00 PM - 3:00 PM
102 WINDWARD DRIVE Osprey, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 800,000

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
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 yes
Heating Y/N yes
Fireplace Y/N no
Half Baths 1
Laundry Features electric dryer hookup inside washer hookup
Total Bedrooms 3
Total Baths 3
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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 600
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 no
Property Type residential
HOA Y
Attached Garage yes
Subdivision Name southbay yacht & racquet club
Facing Direction east
Garage Y/N yes
Total Rooms 9
Full Baths 2
Status active
Directions u.s. 41 to blackburn point road in osprey left onto southbay drive and immediate left onto windward drive. 102 windward will be on the left.
High School venice senior high
City osprey
Association Name judy brown
Senior Community Y/N no
MLS Area 34229 - osprey
Lot Size Units square feet
Lot Size Square Feet 15778
Carport Y/N no
Elementary School laurel nokomis elementary
Land Lease Y/N no
Tax Annual Amount 3540
Home Warranty Y/N no
Middle/Junior High School laurel nokomis middle
Property Condition completed
Additional Parcels Y/N no
Lease Considered Y/N yes
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 no
Monthly HOA Amount 200
Water View Y/N no
Flood Zone Code x
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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 yes
Waterfront Y/N no
Covered Spaces 2
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Internal Only
Street Number 1 102
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* Excluded Features
List By
William Raveis Real Estate

Broker

david.cyr@raveis.com

Email

Affordability Calculator

$5,286
Per Month
94%
6%
0%
Monthly Principal & Interest
$4,991
Monthly Property Taxes
$295
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% 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
3326410 Elementary School
3324670 Middle School
Venice Senior High High School
Pricing History
DatePricePrice ChangeDescription
11/19/2025$800,000 Listed Price

Map


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102 WINDWARD DRIVE, Osprey, FL, 34229 is a Single Family Home for sale at $800,000 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