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$1,047,000

102 WINDWARD DRIVE, OSPREY, FL 34229

3D Tour
Active1 days on market

Beds

3

Baths

3

Sq Ft

2,134 sq ft

Year Built

1986

Lot Size

0.36 acres

Garage

2

About This Property

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.

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #TB8556740
StatusActive
Year Built1986
Stories1
Total Rooms9
ConstructionBlock
RoofTile
FoundationSlab
FacesEast
SubdivisionSOUTHBAY YACHT & RACQUET CLUB
CountySarasota
OwnershipFee Simple

Interior Features

InteriorCeiling Fan(s), Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Vaulted Ceiling(s)
FlooringTile, Vinyl
AppliancesDishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
LaundryInside, Laundry Room
CoolingCentral Air
HeatingCentral

Exterior & Lot

ExteriorFrench Doors, Hurricane Shutters, Irrigation System, Lighting, Outdoor Shower, Private Mailbox, Sliding Doors
Lot Size0.36 acres (15,778 sq ft)
Road SurfaceConcrete

Pool & Spa

Private PoolYes
Pool FeaturesIn Ground

Utilities

WaterPublic
SewerPublic Sewer
UtilitiesElectricity Available, Water Available

Parking

GarageYes (2 spaces)

HOA & Community

HOAYes
HOA Fee$657 / Quarterly
Senior CommunityNo

Financial Details

List Price$1,047,000
Annual Taxes$3,959 (2025)
FinancingCash, Conventional, FHA, VA Loan
ZoningRSF2
Parcel #0157080006

Schools

ElementaryLaurel Nokomis Elementary
MiddleLaurel Nokomis Middle
HighVenice Senior High

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.

Location

102 WINDWARD DRIVE, OSPREY, FL 34229

Listing Information

OfficeFUTURE HOME REALTY INC
ListedOctober 10, 2026

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Home Price

$1,047,000

20% ($209,400)
6.75%

Loan Term

Principal & Interest$5,433
Property Tax (est.)$960
Insurance (est.)$150
Total Monthly$6,542
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: October 11, 2026.

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