FL > Osprey > Southbay Yacht & Racquet Club
Osprey, FL 34229,186 WINDWARD DR
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Osprey, FL 34229,186 WINDWARD DR
Osprey, FL 34229,186 WINDWARD DR
Osprey, FL 34229,186 WINDWARD DR
Osprey, FL 34229,186 WINDWARD DR
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Patrick DeFeo

Patrick DeFeo

+1(941) 518-0708
$ 749,900
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Open Sun 1:30PM-4PM

186 WINDWARD DR Osprey, FL 34229

3 Beds

2 Baths

2,505 SqFt

Open House

Sun Jan 11, 1:30pm - 4:00pm

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 2,505 sqft

Price per Sqft $299

Subdivision Southbay Yacht & Racquet Club

MLS Listing ID N6142087

Bedrooms 3

Full Baths 2

HOA Fees $613/qua

HOA Y/N Yes

Annual Recurring Fee 2452.0

Year Built 1983

Annual Tax Amount $7,566

Lot Size 0.300 Acres

Acres 0.3

Property Sub-Type Single Family Residence

Source Stellar MLS

New Construction false

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!

Location

State FL

County Sarasota

Community Southbay Yacht & Racquet Club

Area 34229 - Osprey

Zoning RSF2

Rooms

Other Rooms Bonus Room, Family Room

Interior

Interior 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)

Heating Central

Cooling Central Air

Flooring Wood

Furnishings Unfurnished

Fireplace false

Appliance Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer

Laundry Inside, Laundry Room

Exterior

Exterior Feature Lighting, Private Mailbox, Rain Gutters, Sliding Doors

Parking Features Deeded, Driveway, Garage Door Opener, Off Street

Garage Spaces 2.0

Community Features Clubhouse, Deed Restrictions, Fitness Center, Golf Carts OK, Park, Playground, Pool, Sidewalks, Tennis Court(s)

Utilities Available BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Sewer Available, Sewer Connected, Water Available, Water Connected

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

Water Access Yes

Water Access Desc Intracoastal Waterway,Marina

View Garden

Roof Type Tile

Porch Covered, Patio, Screened

Attached Garage true

Garage true

Private Pool No

Building

Lot Description Corner Lot, Landscaped, Paved

Story 1

Entry Level One

Foundation Slab

Lot Size Range 1/4 to less than 1/2

Sewer Public Sewer

Water Public

Structure Type Block,Stucco

New Construction false

Schools

Elementary Schools Laurel Nokomis Elementary

Middle Schools Sarasota Middle

High Schools Venice Senior High

Others

Pets Allowed Yes

HOA Fee Include Common Area Taxes,Pool,Escrow Reserves Fund,Fidelity Bond,Management

Senior Community No

Ownership Fee Simple

Monthly Total Fees $204

Acceptable Financing Cash, Conventional, FHA, VA Loan

Membership Fee Required Required

Listing Terms Cash, Conventional, FHA, VA Loan

Special Listing Condition None

Virtual Tour https://www.zillow.com/view-imx/bddbff36-4bb9-42eb-8348-a3e149cf10e8?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard

Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Brittany Coleman, PLLC KELLER WILLIAMS ON THE WATER S
Patrick DeFeo

Patrick DeFeo

Agent | CQ266503493

+1(941) 518-0708

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