- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
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$1,047,000
Monthly Est:$5,211
3 Beds
- 3 Baths
2 full baths + 1 half bath
2,134sqft
102 Windward Dr, Osprey, FL 34229
$1,047,000
$5,211/moEst:
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Single Family Residence
Built in 1986
$219/mo HOA
15,778 sqft lot
$491/sq.ft
Description
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.
- Houzeo last checked: 4 minutes ago
- Listing updated: October 10, 2026 at 8:47 pm
- Listing Provided by: Adam Leinwand (941) 565-0311 | FUTURE HOME REALTY INC (813) 855-4982
- Source: Stellar MLS-FL | MLS#: TB8556740

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
1
County
City
Neighborhood
--
Year Built
1986
HOA Fees
$219/mo
Finished Area
2,134 sqft
Lot Size
15,778 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
TB8556740
MLS Status
Active
Days on Market
1

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Location
HOA Management
Southbay Yacht & Racquet Club / Rachelle Freed
HOA Fees
$656.62/ Quarterly
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 3
Kitchen
Level: First
Laundry
Level: First
Living Room
Level: First
Primary Bedroom
Level: First
Bedroom 2
Level: First
Bedroom 3
Level: First
Primary Bathroom
Level: First
Bathroom 2
Level: First
Bathroom 3
Level: First
Interior
Sewer
Public Sewer
Interior Features
Ceiling Fans(s), Eat In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Vaulted Ceiling(s)
Cooling
Central Air
Flooring
Tile, Vinyl
Heating
Central
Exterior Features
Hurricane Shutters, Lighting, Outdoor Shower, Private Mailbox
Appliances
Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
Construction
Year Built
Year Built: 1986
Home type
Single Family Residence
Roof
Tile
Foundation Details
Slab
Construction Materials
Block
Utilities & Energy
Laundry Features
Inside, Laundry Room
Water Source
Public
Utilities
Electricity Available, Water Available
Pool Features
In Ground
Other Features
Subdivision Name
Southbay Yacht & Racquet Club
Community Features
Clubhouse, Deed Restrictions, Fitness Center, Golf Carts Ok, Park, Playground, Pool, Sidewalks, Tennis Court(s)
Price History
| Date | Event | Price |
|---|---|---|
10/10/2026 Source: | Listed for Sale | $1,047,000 +61.08% $491/sqft |
06/04/2026 Source: | Sold | $650,000 +15.04% $305/sqft |
06/04/2026 Source: | Price Decreased | $565,000 -13.08% $265/sqft |
05/08/2026 Source: | Pending | $650,000 $305/sqft |
04/26/2026 Source: | Price Decreased | $650,000 -5.80% $305/sqft |
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Based on information from Stellar MLS® through Oct 11, 2026, 03:45AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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