123 WINDWARD DRIVE Osprey, FL $ 820,000
123 WINDWARD DRIVE
$ 820,000
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123 WINDWARD DRIVE

Osprey, FL, 34229
$ 820,000
Bedrooms3 Baths2.0 Sq 1,894

Monthly Estimate*

$ 5,049

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View a Virtual Tour

Single Family Home for sale in Osprey, FL

for $820,000 with 3 bedrooms and 2 full baths. This 1,894 square foot home was built in 1979 on a lot size of 0.25.

PRICE IMPROVEMENT! 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

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Single Family Active

Price

$ 820,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 3,109

Style

Florida

Lot Size

0.25

Year Built

1979

Town/City

Osprey

County/Region

Sarasota

MLS | Web ID

A4656319

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Cable Available Electricity Connected Public Sewer Connected Sprinkler Meter Street Lights Water Connected
Roof Tile
Appliances Dishwasher Disposal Dryer Electric Water Heater Microwave Range Refrigerator Washer
Zoning RSF2
HOA Fee 656.62
Garage Spaces 2
Association Fee Includes Common Area Taxes Community Pool Escrow Reserves Fund Fidelity Bond Manager Recreational Facilities
Patio/Porch Features Covered Patio Screened
Architectural Style Florida
Construction Materials Block Stucco
Pets Allowed Cats OK Dogs OK Yes
Year Built 1979
View Garden Park/Greenbelt
Levels One
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Community Features Dock Intracoastal Waterway Marina Association Recreation - Owned Clubhouse Deed Restrictions Fitness Center Golf Carts OK No Truck/RV/Motorcycle Parking Playground Pool Tennis Court(s)
Assoc Fee Paid Per Quarterly
County Sarasota
New Construction false
Property Type Residential
Association Amenities Basketball Court Clubhouse Fence Restrictions Fitness Center Pickleball Court(s) Playground Pool Recreation Facilities Tennis Court(s) Vehicle Restrictions
Attached Garage true
Subdivision Name SOUTHBAY YACHT & RACQUET CLUB
Facing Direction Northwest
Garage Y/N true
Total Rooms 9
Full Baths 2
Status Active
Directions From US 41 turn onto Southbay Dr. continue through the community and take a right onto Windward Dr. 123 Windward is on the right. Alternatively from US 41 turn onto Blackburn Point Road then turn left onto Southbay Drive followed by an immediate left onto Windward Drive. 123 Windward is on the right.
High School Venice Senior High
City OSPREY
Association Name Judy Brown
Senior Community Y/N false
MLS Area 34229 - Osprey
Lot Size Units Square Feet
Lot Size Square Feet 10800
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Laurel Nokomis Elementary
Land Lease Y/N false
Tax Annual Amount 3109
Home Warranty Y/N false
Middle/Junior High School Laurel Nokomis Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/A4656319
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 118
Legal Description LOT 118 SOUTHBAY YACHT & RACQUET CLUB
Minimum Lease 3 Months
Water Access Y/N false
Monthly HOA Amount 218.87
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Ceiling Fan(s) Crown Molding Eating Space In Kitchen Living Room/Dining Room Combo Open Floorplan Primary Bedroom Main Floor Solid Surface Counters Split Bedroom Window Treatments
Flooring Ceramic Tile Engineered Hardwood
Furnished Y/N Furnished
Fireplace Features Family Room Masonry Wood Burning
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Inside Laundry Room Washer Hookup
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities French Doors Garden Hurricane Shutters Irrigation System
Vegetation Fruit Trees Mature Landscaping
Lot Features In County Landscaped Near Marina
Water Source None
Lot Size Area 10800
Foundation Details Slab
Building Area Total 2661
Lot Size Acres 0.25
Road Surface Type Paved Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
Road Responsibility Public Maintained Road
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* Excluded Features
List By
William Raveis Real Estate

Broker

david.cyr@raveis.com

Email

Affordability Calculator

$5,308
Per Month
95%
5%
0%
Monthly Principal & Interest
$5,049
Monthly Property Taxes
$259
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Venice Senior High High School High School
Pricing History
DatePricePrice ChangeDescription
1/9/2026$820,000 -3.53% Price Down
12/19/2025$850,000 Listed Price

Map


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123 WINDWARD DRIVE, Osprey, FL, 34229 is a Single Family Home for sale at $820,000 with 1,894 sqft and a lot size of 0.25. 123 WINDWARD DRIVE has 3 bedrooms, 2.0 baths, and was built in 1979. The property's zip code is 34229 which is in Osprey, FL