Property Description

This immaculate and meticulously maintained 3-bedroom, 2-bath home in the sought-after Southbay Yacht & Racquet community is move-in ready and packed with beautiful updates. The open-concept kitchen has been tastefully remodeled with stainless steel appliances, center isle and lighting, and both bathrooms have also been updated. Natural light fills the home through replaced windows and elegant French doors, all of which are provided with hurricane protection for peace of mind. Crown molding and plantation shutters on all windows add a refined touch throughout, and engineered wood flooring enhances the living room and bedrooms, while ceramic tile flooring is featured in the kitchen and cozy family room complete with a charming wood-burning fireplace. Additional highlights include: a spacious utility room with ample cabinet storage, a new roof and fresh exterior paint in 2024 and new A/C system, dishwasher and garbage disposal in 2025. Florida-friendly landscaping with an abundance of fruit trees and native vegetation surrounding the home are perfect for the gardening enthusiast.

Southbay Yacht & Racquet is a golf cart community that offers an array of community features and exceptional lifestyle with a recently remodeled 10,000 sq. ft. clubhouse featuring a well equipped fitness center, adjacent swimming pool, and expansive patio. The community-owned marina with residents only boat slips offers direct access to the Intracoastal Waterway with no fixed bridges to hinder your journey to the Gulf. Enjoy a wide range of amenities, including: pickleball and tennis courts, bocce and shuffleboard court, scenic walking and biking paths throughout the community and playground.

Ideal location conveniently nestled between downtown Sarasota and downtown Venice, this home is close to top-rated dining, shopping, and entertainment. You’re just a short drive from world-renowned Siesta Key and Nokomis Beach, the Legacy Trail, and the nationally ranked Pine View School.

Don’t miss this opportunity to own a beautiful home in one of the Gulf Coast’s most desirable boating communities

Features
: Central, Electric
: Central Air
: Family Room, Wood Burning, Masonry
: Covered, Screened, Patio
: Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected, Sprinkler Meter
: Public Sewer
: Inside, Laundry Room, Washer Hookup
: Ceiling Fans(s), Eat-in Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Solid Surface Counters, Window Treatments, Crown Molding
: Ceramic Tile, Hardwood
: Garden, Hurricane Shutters, French Doors
: Florida
Appliances
: Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Dishwasher, Disposal
Address Map
US
FL
Sarasota
Osprey
34229
WINDWARD
123
DRIVE
W83° 30' 55''
N27° 10' 43.8''
RSF2
34229 - Osprey
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.
Northwest
Neighborhood
Laurel Nokomis Elementary
Venice Senior High
Laurel Nokomis Middle
Additional Info
WILLIAM RAVEIS REAL ESTATE
David Cyr
$0
$0
Additional Information
: None
https://www.propertypanorama.com/instaview/stellar/A4656319
2025-09-24
: Paved, Landscaped, In County, Near Marina
: One
2
: Slab
: Block, Stucco
: Clubhouse, Deed Restrictions, Fitness Center, Playground, Pool, Tennis Court(s), Street Lights, No Truck/RV/Motorcycle Parking, Golf Carts OK, Association Recreation - Owned
2661
1
Basketball Court,Clubhouse,Fence Restrictions,Fitness Center,Pickleball Court(s),Playground,Pool,Recreation Facilities,Tennis Court(s),Vehicle Restrictions
Financial
600
Quarterly
: Management, Pool, Recreational Facilities, Escrow Reserves Fund, Common Area Taxes, Fidelity Bond
1
3109
Listing Information
Regina Putrino
284500393
281540555
WILLIAM RAVEIS REAL ESTATE
281524403
281541694
Cash,Conventional
Active
2025-12-15T22:37:09Z
Stellar
: None
2025-09-24T14:56:48Z

123 Windward Dr, Osprey, Florida 34229

Residential For Sale

3 Bedrooms
2 Bathrooms
1,894 Sqft
$850,000
Listing ID #A4656319
Basic Details
Listing Type : For Sale
Listing ID : A4656319
Price : $850,000
View : Garden,Park/Greenbelt
Bedrooms : 3
Bathrooms : 2
Square Footage : 1,894 Sqft
Year Built : 1979
Lot Size : 0.25 Acre
Full Bathrooms : 2
Listing Status : Active
Property Sub Type : Single Family Residence
Roof : Tile
Minimum Lease Period : 3 Months
Agent info
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Open Dates
  • 1. 2025-12-21 (Start time: 2025-12-21T18:00:00Z - End time: 2025-12-21T21:00:00Z)