FL
Sarasota
OSPREY
34229
186 WINDWARD DRIVE
186 WINDWARD DRIVE, OSPREY, FL 34229
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Listing Type
Single Family
Listing Status
Active
93
$749,900

Home Details for 186 WINDWARD DRIVE

Price
$749,900
Type
Residential
Bedrooms
3
Bathrooms
2.0
Square feet
2505
Year built
1983
Lot size acres
0.3
County
Sarasota
Total rooms
11
Garage
2
Days on site
2
MLS Listing#
N6142087
Hoa
613
Property Description

Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2-bath residence offers a split bedroom layout, unique community amenities, 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 to the hallway leading to the two guest bedrooms and guest bathroom. On the opposite side of the home, past the dining room is the spacious primary suite with generous walk-in closet and ensuite bath. The laundry room is located near the family room. Entrance to the attached 2 car garage is near the foyer. Southbay Yacht & Racquet Club is an active lifestyle community with many social, boating, and sports activities. The clubhouse has recently been renovated and features a community pool, fitness center, ballroom, two kitchens, card room, game room, and an elevator! Additional amenities include 3 tennis courts, 4 pickle ball courts, basketball, playground, bocce, shuffleboard, and miles of walking trails and green space. The community-owned marina—with residents-only boat slips—provides direct Intracoastal Waterway access with no fixed bridges to the Gulf.  The community is welcoming and lively—perfect for families and those who enjoy an active, coastal lifestyle. This community is in the perfect location with several warm gulf beaches, Downtown Venice & Downtown Sarasota close by. The famous Casey Key Fish House and Tiki Bar are just a golf cart ride away! Oscar Scherer State Park is across Tamiami Trail and Pine View (#1 school in the state) is about 5 minutes away. This home is ready for you to start living the elevated Southbay lifestyle!

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Property Features
  • Utilities
    • Cable Available
    • Cable Connected
    • Electricity Available
    • Electricity Connected
    • Sewer Available
    • Sewer Connected
    • Water Available
    • Water Connected
  • Parking
    • Deeded
    • Driveway
    • Garage Door Opener
    • Off Street
    • Attached
  • House Interior
    • Cathedral Ceiling(s)
    • High Ceilings
    • Vaulted Ceiling(s)
    • Walk-In Closet(s)
  • Cooling Information
    • Central Air
  • Heating Information
    • Central
  • Water Features
    • Public
  • Garage
    • 1
School Information
School Information for 186 WINDWARD DRIVE, OSPREY, FL 34229
Elementary School
Laurel Nokomis Elementary
Middle School
Sarasota Middle
High School
Venice Senior High
Listing Courtesy: KELLER WILLIAMS ON THE WATER S - 941-803-7522
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.
Last Updated: 2026-01-09 20:37:30
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EXIT KING REALTY
3900 Clark Rd. Unit H3-H4, Sarasota, FL 34233
Office
941 497 6060
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