$850,000
123 WINDWARD DRIVE
OSPREY, FL, 34229
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
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
Property Details
Price:
$850,000
MLS #:
A4656319
Status:
Active
Beds:
3
Baths:
2
Address:
123 WINDWARD DRIVE
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SOUTHBAY YACHT & RACQUET CLUB
Neighborhood:
34229osprey
City:
OSPREY
Listed Date:
Sep 24, 2025
State:
FL
Finished Sq Ft:
1,894
Total Sq Ft:
2,661
ZIP:
34229
Lot Size:
10,800 sqft / 0.25 acres (approx)
Year Built:
1979
Schools
Elementary School:
Laurel Nokomis Elementary
Middle School:
Laurel Nokomis Middle
High School:
Venice Senior High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Engineered Hardwood
Heating
Central, Electric
Laundry Features
Inside, Laundry Room, Washer Hookup
Exterior
Architectural Style
Florida
Association Amenities
Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Pickleball Court(s), Playground, Pool, Recreation Facilities, Tennis Court(s), Vehicle Restrictions
Community Features
Dock, Intracoastal Waterway, Marina, Association Recreation – Owned, Clubhouse, Deed Restrictions, Fitness Center, Golf Carts O K, No Truck/ R V/ Motorcycle Parking, Playground, Pool, Tennis Court(s)
Construction Materials
Block, Stucco
Exterior Features
French Doors, Garden, Hurricane Shutters, Irrigation System
Roof
Tile
Financial
HOA Fee
$600
HOA Frequency
Quarterly
HOA Includes
Common Area Taxes, Community Pool, Escrow Reserves Fund, Fidelity Bond, Manager, Recreational Facilities
HOA Name
Judy Brown
Tax Year
2024
Taxes
$3,109
Mortgage Calculator
Map
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Courtesy of WILLIAM RAVEIS REAL ESTATE. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than Treasured Home Collection include the name of the listing broker. Neither the listing company nor Treasured Home Collection shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2025. Orlando/Tampa – FL. All rights reserved. 123 WINDWARD DRIVE
OSPREY, FL
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