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186 WINDWARD DRIVE

OSPREY , FL 34229

MLS#: N6142087

$749,900

Status: Active
Listing number: N6142087
Listing provided by: KELLER WILLIAMS ON THE WATER S
Listing agent phone: None
Last update: 14 hours ago
New on site 1 day ago
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SOUTHBAY YACHT & RACQUET CLUB - Residential

Property

Beds

3

Full Baths

2

1/2 Baths

None

Year Built

1983

Sq.Footage

2,505

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!

Features & Amenities

Interior

  • Other Interior Features

    Cathedral Ceiling(s), High Ceilings, Vaulted Ceiling(s), Walk-In Closet(s)

  • Total Bedrooms

    3

  • Bathrooms

    2

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Block, Stucco

  • Other Exterior Features

    Lighting, Rain Gutters

  • Parking

    Deeded, Driveway, Garage Door Opener, Off Street, Attached

  • Patio and Porch Features

    Covered, Patio, Screened

  • Pool

    No

  • Waterfront YN

    NO

  • View

    Garden

Area & Lot

  • Lot Features

    Corner Lot, Landscaped, Paved

  • Lot Size(acres)

    0.3

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $749,900

  • Tax Amount

    7566.37

  • Sq. Footage

    2, 505

  • Price/SqFt

    $299

HOA

  • Association

    Yes

  • Association Fee

    $613

  • Association Fee Frequency

    Quarterly

  • Association Fee Includes

    N/A

School District

  • Elementary School

    Laurel Nokomis Elementary

  • Middle School

    Sarasota Middle

  • High School

    Venice Senior High

Property Features

  • Stories

    1

  • Association Amenities

    Basketball Court, Clubhouse, Fitness Center, Park, Playground, Pool, Tennis Court(s)

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    136

  • Water Source

    Public

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Location

County

Sarasota

Elementary School

Laurel Nokomis Elementary

Middle School

Sarasota Middle

High School

Venice Senior High

Listing Courtesy of Brittany Coleman, PLLC , KELLER WILLIAMS ON THE WATER S

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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!

186 WINDWARD DRIVE

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