123 Windward Drive, Osprey, FL 34229
For Sale $850,000
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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
Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
Living Room/Dining Room Combo
Open Floorplan
Primary Bedroom Main Floor
Solid Surface Counters
Split Bedroom
Window Treatments
Basketball Court
Clubhouse
Fence Restrictions
Fitness Center
Pickleball Court(s)
Playground
Pool
Recreation Facilities
Tennis Court(s)
Vehicle Restrictions
Taxes: $3,109.00
Tax Year: 2024
HOA Fee 1: $600.00
HOA Frequency 1: Quarterly
Condo Fee Frequency: Quarterly
French Doors
Garden
Hurricane Shutters
Dishwasher
Disposal
Dryer
Electric Water Heater
Microwave
Range
Refrigerator
Washer
Garden
Park/Greenbelt
Elementary School: Laurel Nokomis Elementary
Middle School: Laurel Nokomis Middle
Junior High: Laurel Nokomis Middle
High School: Venice Senior High
MLS Area: 34229 - Osprey
Price per Square Feet: $448.79
Water: None
Lot Desc.: In County, Landscaped, Near Marina, Paved
Construction: Block, Stucco
Date Listed: 2025-09-24 14:56:48
Pool: No
Furnished: Furnished
Garage Spaces: 2
Flooring: Ceramic Tile, Hardwood
Roof: Tile
Heating: Central, Electric
Cooling: Central Air
Pets: Cats Ok, Dogs Ok, Yes
Sewer: Public Sewer
Amenities: Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Pickleball Court(S), Playground, Pool, Recreation Facilities, Tennis Court(S), Vehicle Restrictions
Listing Courtesy Of: William Raveis Real Estate
david.cyr@raveis.com
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
Property Details
Price: $850,000
Sq Ft: 1,894
($449 per sqft)
Bedrooms: 3
Bathrooms: 2
City: Osprey
County: Sarasota
Type: Single Family Reside
Development: Southbay Yacht & Racquet Club
Acres: 0.25
Virtual Tour/Floorplan: View
Year Built: 1979
Listing Number: A4656319
Status Code: A-Active
Taxes: $3,109.00
Tax Year: 2024
Garage:
2
Furnishings: Furnished
Pets Allowed: Cats OK, Dogs OK, Yes
Interior Features:
Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
Living Room/Dining Room Combo
Open Floorplan
Primary Bedroom Main Floor
Solid Surface Counters
Split Bedroom
Window Treatments
Amenities:
Basketball Court
Clubhouse
Fence Restrictions
Fitness Center
Pickleball Court(s)
Playground
Pool
Recreation Facilities
Tennis Court(s)
Vehicle Restrictions
Financial Information:
Taxes: $3,109.00
Tax Year: 2024
HOA Fee 1: $600.00
HOA Frequency 1: Quarterly
Condo Fee Frequency: Quarterly
Exterior Features:
French Doors
Garden
Hurricane Shutters
Equipment:
Dishwasher
Disposal
Dryer
Electric Water Heater
Microwave
Range
Refrigerator
Washer
View:
Garden
Park/Greenbelt
School Information:
Elementary School: Laurel Nokomis Elementary
Middle School: Laurel Nokomis Middle
Junior High: Laurel Nokomis Middle
High School: Venice Senior High
Additional Information:
MLS Area: 34229 - Osprey
Price per Square Feet: $448.79
Water: None
Lot Desc.: In County, Landscaped, Near Marina, Paved
Construction: Block, Stucco
Date Listed: 2025-09-24 14:56:48
Pool: No
Furnished: Furnished
Garage Spaces: 2
Flooring: Ceramic Tile, Hardwood
Roof: Tile
Heating: Central, Electric
Cooling: Central Air
Pets: Cats Ok, Dogs Ok, Yes
Sewer: Public Sewer
Amenities: Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Pickleball Court(S), Playground, Pool, Recreation Facilities, Tennis Court(S), Vehicle Restrictions
Map of 123 Windward Drive, Osprey, FL 34229
Listing Courtesy Of: William Raveis Real Estate
david.cyr@raveis.com