Florida
Osprey
123 WINDWARD DRIVE

$850,000

123 WINDWARD DRIVE, Osprey, FL 34229

3 beds |
2 baths |
1,894 sqft

Single-Family Home
Built in 1979
0.25acre lot
2 car garage
$449/sqft
Listed 2 days ago

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

Listing Status:: Active
Date Added:: September 24, 2025 at 05:00AM
Listing Office:: WILLIAM RAVEIS REAL ESTATE : 941-867-3901
Listing Agent:: David Cyr : 941-400-4691
MLS ID:: A4656319

General: Ceiling Fan(s)Crown MoldingEating Space In KitchenLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main FloorSolid Surface CountersSplit BedroomWindow Treatments
Appliances: DishwasherDisposalDryerElectric Water HeaterMicrowaveRangeRefrigeratorWasher
Laundry: InsideLaundry RoomWasher Hookup
Flooring: Ceramic TileEngineered Hardwood
A/C: Central Air
Heating: CentralElectric
Fireplace: Family RoomMasonryWood BurningFireplace

This listing courtesy of David Cyr, WILLIAM RAVEIS REAL ESTATE

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Pine View School

1 Python Path, Osprey, FL, 34229

Grades 2-12

0.58 miles away

Pine View School

1 Python Path, Osprey, FL, 34229

Grades 2-12

0.58 miles away

Pine View School

1 Python Path, Osprey, FL, 34229

Grades 2-12

0.58 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.