102 WINDWARD DRIVE Osprey, FL $ 1,047,000
102 WINDWARD DRIVE
$ 1,047,000
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102 WINDWARD DRIVE

Osprey, FL, 34229
$ 1,047,000
Bedrooms3 Baths2.1 Sq 2,134

Monthly Estimate*

$ 7,231

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Single Family Home for sale in Osprey, FL

for $1,047,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,134 square foot home was built in 1986 on a lot size of 0.36.

Experience refreshed coastal living in Southbay Yacht and Racquet Club. This beautifully updated pool home pairs inviting interiors with outdoor spaces made for relaxing and entertaining. Fresh exterior paint and refreshed landscaping with new sod and palm trees create a welcoming arrival. Inside, new vinyl flooring flows through the living spaces and bedrooms, complemented by large format tile in the bathrooms. High ceilings and a decorative beam add character to the open living area. The redesigned kitchen features new cabinetry, quartz countertops with a waterfall detail, stainless steel appliances, a range hood, pendant lighting, illuminated shelving and a walk in pantry. The home offers three bedrooms, two full bathrooms and one half bathroom. The primary retreat offers two newly built closets and a beautifully remodeled bathroom with a spacious double vanity, freestanding soaking tub, separate shower, new fixtures and mirrors. The remodeled guest bathroom features a large double vanity, coordinating tile and updated shower fixtures. The layout features dual primary bedrooms, with the second offering a generous walk in closet, an attached half bathroom and exterior access. Practical updates complement the refreshed interiors, with hurricane rated windows throughout the home and hurricane shutters for added storm protection. New ceiling fans in the bedrooms, an interior laundry room with a new washer and dryer combo, and an oversized garage with an epoxy painted finish add everyday convenience. Step outside to the screened pool and covered lanai, with a new outdoor shower for rinsing off after a swim. An expanded paver area beyond the lanai with a built in outdoor fireplace offers another inviting space to relax and entertain. Enjoy Southbay Yacht and Racquet Club’s waterfront lifestyle, featuring a community marina with Intracoastal access, a community pool, tennis, pickleball, a fitness center and clubhouse. From time on the water to relaxing evenings by your own pool, this home brings together beautifully updated spaces and an active coastal lifestyle. No CDD.

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Single Family Active

Price

$ 1,047,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 3,959

Style

Single Family Residence

Lot Size

0.36

Year Built

1986

Town/City

Osprey

County/Region

Sarasota

MLS | Web ID

TB8556740

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Electricity Available Water Available
Roof Tile
Appliances Dishwasher Dryer Microwave Range Range Hood Refrigerator Washer
Zoning RSF2
HOA Fee 656.62
Garage Spaces 2
Pool Features In Ground
Construction Materials Block
Pets Allowed Cats OK Dogs OK
Year Built 1986
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Waterfront
Community Features Boat Slip Dock Intracoastal Waterway Marina Waterfront Clubhouse Deed Restrictions Fitness Center Golf Carts OK Park Playground Pool Sidewalks Tennis Court(s)
Assoc Fee Paid Per Quarterly
County Sarasota
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name SOUTHBAY YACHT & RACQUET CLUB
Facing Direction East
Garage Y/N true
Total Rooms 9
Full Baths 2
Status Active
Directions From US 41 take Blackburn Point Road. Turn left onto Southbay Drive then immediately left onto Windward Drive. 102 Windward Drive is on the left.
High School Venice Senior High
City OSPREY
Association Name Southbay Yacht & Racquet Club / Rachelle Freed
Senior Community Y/N false
MLS Area 34229 - Osprey
Lot Size Units Square Feet
Lot Size Square Feet 15778
Carport Spaces 0
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Laurel Nokomis Elementary
Land Lease Y/N false
Tax Annual Amount 3959.35
Middle/Junior High School Laurel Nokomis Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/TB8556740
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 129
Legal Description LOT 129 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
In Law Suite YN false
Flood Zone Code X Y
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Interior
Interior Amenities Ceiling Fan(s) Eating Space In Kitchen Open Floorplan Primary Bedroom Main Floor Vaulted Ceiling(s)
Flooring Tile Vinyl
Furnished Y/N Unfurnished
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 3
Total Baths 3
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Exterior
Exterior Amenities French Doors Hurricane Shutters Irrigation System Lighting Outdoor Shower Private Mailbox Sliding Doors
Water Source Public
Lot Size Area 15778
Foundation Details Slab
Spa false
Building Area Total 3000
Lot Size Acres 0.36
Road Surface Type Concrete
Private Pool true
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Future Home Realty Inc

Broker

adamleinwand28@gmail.com

Email

Affordability Calculator

$7,561
Per Month
96%
4%
0%
Monthly Principal & Interest
$7,231
Monthly Property Taxes
$330
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% 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
10/10/2026$1,047,000 Listed Price

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102 WINDWARD DRIVE, Osprey, FL, 34229 is a Single Family Home for sale at $1,047,000 with 2,134 sqft and a lot size of 0.36. 102 WINDWARD DRIVE has 3 bedrooms, 2.1 baths, and was built in 1986. The property's zip code is 34229 which is in Osprey, FL