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$820,000 -$30,000 (-3.53%) Price Reduced
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Full Property Details for 123 Windward Dr
General
- Price: $820,000
- HOA FEE: $219/month
- HOA FEE FREQ.: Quarterly
- Taxes: $3,109 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4656319
- Updated: 1/13/2026
- Added to Site: 114 day(s) ago
Rental Information
- Min. Lease: 3 Months
Interior
- Number of Rooms: 9
- Interior Features: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Window Treatments
- Fireplace: Yes
- Fireplace(s): Family Room, Masonry, Wood Burning
- Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Furnishings: Furnished
- Flooring: Ceramic Tile, Engineered Hardwood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Laundry Room, Washer Hookup
Additional Information
- Shared Amenities: Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Pickleball Court(s), Playground, Pool, Recreation Facilities, Tennis Court(s), Vehicle Restrictions
Exterior
- Exterior Features: French Doors, Garden, Hurricane Shutters, Irrigation System
- Deck/Patio: Covered, Patio, Screened
- Porch/Patio/Deck: Covered, Patio, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34229 - Osprey
- County: Sarasota
- Development Name: 34229 - Osprey
- Subdivision: SOUTHBAY YACHT & RACQUET CLUB
- Driving Directions: US 41 to Blackburn Point Road in Osprey, left onto Southbay Drive and take immediate left onto Windward Drive. 123 Windward is on the right.
- Direction Faces: Northwest
School Information
- Elementary School: Laurel Nokomis Elementary
- Middle School: Laurel Nokomis Middle
- High School: Venice Senior High
Community
- Community Name: 34229 - Osprey
- Community Features: Dock, Intracoastal Waterway, Marina, Association Recreation - Owned, Clubhouse, Deed Restrictions, Fitness Center, Golf Carts OK, No Truck/RV/Motorcycle Parking, Playground, Pool, Tennis Court(s)
- Optional Amenities: Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Pickleball Court(s), Playground, Pool, Rec
- Association: Yes
- Assoc. Name: Judy Brown
- Assoc. Fees Include: Common Area Taxes, Community Pool, Escrow Reserves Fund, Fidelity Bond, Manager, Recreational Facilities
- Pet Restrictions: Please refer to governing documents for the community's pet policy.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: None
- Utility Description: Cable TV Available, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Street Lights, Water Connected
Structural Information
- Architectural Info: Florida
- Architectural Style: Florida
- Exterior Const.: Block, Stucco
- Roof: Tile
- Stories/Levels: One
- Square Feet: 1,894
- Sq. Ft. Source: Public Records
- Year Built: 1979
Lot Features
- Property View: Garden, Park/Greenbelt
- Lot Size (Acres): 0.25
- Lot Size (Sq. Ft.): 10,800
- Lot Size: 10800
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
Financial Considerations
- Association Fee: $657
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $3,109
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 118 SOUTHBAY YACHT & RACQUET CLUB
- Flood Zone Info: X
- APN: 157080013
- Property ID: 157080013
Listed by William Raveis Real Estate
Schools serving 123 Windward Dr
| Name | Grades | Distance |
|---|---|---|
Laurel Nokomis School 1900 Laurel Road East, Nokomis, FL 34275 | PK-8 | 4.7 mi |
Venice Senior High School 1 Indian Avenue, Venice, FL 34285 | 9-12 | 6.4 mi |
Price & Sales History for 123 Windward Dr
Tax History for 123 Windward Dr
Estimate the Cost for 123 Windward Dr
123 Windward Drive, Osprey, FL 34229 (MLS# A4656319) is a Single Family property with 3 bedrooms and 2 full bathrooms. 123 Windward Drive is currently listed for $820,000 and was received on September 24, 2025. Want to learn more about 123 Windward Drive? Do you have questions about finding other Single Family real estate for sale in Osprey? You can browse all Osprey real estate or contact a Coldwell Banker agent to request more information.

