186 Windward Drive
OSPREY, FL 34229
3
Bed
2
Bath
2,505Sqft
0.30Acre(Lot)
Under contract-accepting backup offers. Price was dropped $50,000 on 5/7! Survey and pool quote are available! Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2-bath residence offers a split bedroom layout, unique community amenities, NEW ROOF in 2022, and plenty of room for a private pool. As you enter the home, you will be greeted by the formal living room and dining room to the left and hallway to the family room, kitchen, and dinette straight ahead. The entire interior has been professionally painted in 2025, and there is tons of natural light that flows through the many windows of this home. The kitchen is open to the family room and dinette for easy entertaining. There is also a HUGE bonus room toward the back of the home. Next to the family room is entrance t
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedroom: 3Bathroom Information
Total Baths: 2 Full Baths: 2Interior Features
Cathedral Ceiling(s), Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s) Roof: Tile Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer Laundry Features: Inside, Laundry RoomRoofing Information
Tile -
Flooring Information
Flooring: Wood Construction Materials: Block, Stucco -
Heating & Cooling
Heating: Central Cooling: Central Air WaterSource: Public
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Building Information
Year Built: 1983 -
Exterior Features
Lighting, Private Mailbox, Rain Gutters, Sliding Doors Construction Materials: Block, Stucco Foundation Details: Slab
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Lot Information
Lot Description: Corner Lot, Landscaped, Paved Lot Square Feet: 13130 Lot Acres: 0.3 Lot Size (SqMt): 1220Property Information
Property Type: Residential Sub Type: Single Family Residence
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Listing Price Information
Original List Price:$749900
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Tax Information
Tax Book Number: 22-27 Tax Lot: 136 Tax Legal Description: LOT 136 SOUTHBAY YACHT & RACQUET CLUB Annual Tax: $7566.37 Tax Year: 2025 Parcel Number: 0157070011
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Virtual Tour
Parking Information
Deeded, Driveway, Garage Door Opener, Off StreetGarage Information
Has Garage: Yes Garage Space: 2 Garage Dimensions: 21x22Homeowners Association Information
Included Fees: Common Area Taxes, Pool, Escrow Reserves Fund, Fidelity Bond, Management Included Amenities: Basketball Court, Clubhouse, Fitness Center, Park, Pickleball Court(s), Playground, Pool, Tennis Court(s) HOA: $613.00 Quarterly
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School Information
Elementary School: Laurel Nokomis Elementary Junior High School: Sarasota Middle Senior High School: Venice Senior High -
Utility Information
BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Sewer Available, Sewer Connected, Water Available, Water Connected Sewer: Public Sewer Water Source: Public -
Location Information
Subdivision: SOUTHBAY YACHT & RACQUET CLUB City: OSPREY Direction: From the intersection at US 41 and Laurel Rd take US 41 north. Turn left on Southbay Dr. Turn right on Windward Dr. Property will be on your left. From the intersection at US 41 and Blackburn Point Rd take Blackburn Point Rd west. Turn left on Southbay Dr. Turn left on Windward Dr. Property will be on your left.
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 408 Park Trace Boulevard, Osprey, FL, 34229 | $595,000 | 3 | 3 | 1,840 | 1,840 SqFt |
| 472 Park Trace Boulevard, Osprey, FL, 34229 | $609,000 | 4 | 2 | 2,217 | 2,217 SqFt |
| 583 Pine Ranch East Road, Osprey, FL, 34229 | $569,000 | 4 | 2 | 2,203 | 2,203 SqFt |
| 523 Oak Bay Drive, Osprey, FL, 34229 | $540,000 | 4 | 2 | 2,399 | 2,399 SqFt |
| 448 E Macewen Drive, Osprey, FL, 34229 | $2,100,000 | 4 | 4 | 3,768 | 3,768 SqFt |
| 1361 New Forest Lane, Osprey, FL, 34229 | $550,000 | 3 | 2 | 2,074 | 2,074 SqFt |
| 759 Fordingbridge Way, Osprey, FL, 34229 | $749,000 | 4 | 4 | 2,950 | 2,950 SqFt |
| 403 Longbow Trail, Osprey, FL, 34229 | $1,095,000 | 4 | 3 | 2,770 | 2,770 SqFt |
| 538 Dove Pointe Drive, Osprey, FL, 34229 | $1,950,000 | 4 | 6 | 4,346 | 4,346 SqFt |
| 107 Sorrento Drive, Osprey, FL, 34229 | $425,000 | 2 | 2 | 1,284 | 1,284 SqFt |
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ByOwner last updated this listing 06/13/2026 @ 06:20
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