$1,047,000
102 Windward DriveOsprey, FL 34229
Listing updated: October 10, 2026 at 11:30 AM ET
Listing courtesy of Future Home Realty Inc · Adam Leinwand · MLS #TB8556740 · Active · 813-855-4982Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveOct 10, 2026
- Listed$1,047,000Oct 10, 2026
- Price increased$1,047,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Southbay Yacht & Racquet Club
- County
- Sarasota
- Year built
- 1986
- Living area
- 2,134 sq ft
- Price/sq ft
- $491
- Building area
- 3,000 sq ft (Public Records)
- Lot size
- 15,778 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12115C0236G)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $3,959 (2025)
- Parcel #
- 0157080006
- Zoning
- RSF2
- MLS #
- TB8556740
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Tile, Vinyl
- Appliances
- Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Eat-in Kitchen, Open Floorplan, Primary Bedroom Main Floor, Vaulted Ceiling(s)
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- East
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $657 / Quarterly
- Monthly HOA
- $219/mo
- Total monthly fees
- $219/mo
- Total annual fees
- $2,626
- HOA name
- Southbay Yacht & Racquet Club / Rachelle Freed
- CDD
- No
- Min lease term
- 3 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Refer to current association governing documents for leasing requirements. Prior MLS reports a 3 month minimum, 2 leases per year and 2 years of ownership before leasing; current requirements require HOA confirmation.
Exterior & Construction
- Exterior features
- Hurricane Shutters, Lighting, Outdoor Shower, Private Mailbox
- Construction materials
- Block
- Roof
- Tile
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Concrete
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Available, Water Available
Community
- Pets allowed
- Cats OK, Dogs OK
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | |
| Laundry | First | |
| Living Room | First | |
| Primary Bedroom | First | |
| Bedroom 2 | First | |
| Bedroom 3 | First | |
| Primary Bathroom | First | |
| Bathroom 2 | First | |
| Bathroom 3 | First |
Listing Details
- Listing date
- 2026-10-10
- On market date
- 2026-10-10
- Original list price
- $1,047,000
- Occupant type
- Vacant
- MLS area
- 34229 - Osprey
- Listing AOR
- Suncoast Tampa
- Status changed
- 2026-10-10
- Tax legal description
- LOT 129 SOUTHBAY YACHT & RACQUET CLUB
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
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.
Based on information submitted to the MLS GRID as of October 10, 2026 at 11:30 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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