Keys of Sarasota
Talk to George

George Predescu

REALTOR® · Horizon Realty International

102 Windward Drive, Osprey, FL 34229

EmailFacebook
For sale

$1,047,000

Listing courtesy of FUTURE HOME REALTY INC · MLS# TB8556740 · Listed October 10, 2026

  • 3Beds
  • 3Baths
  • 2,134Sq ft
  • 1986Built
  • Private pool
  • 2-car garage
  • 9 days listed

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.

Read more ›

Details

  • Single Family

    Type

  • 1986

    Year built

  • 0.36 acres

    Lot

  • 2 cars

    Garage

  • $219/mo

    HOA

  • $3,959/yr

    Property tax

  • X

    Flood zone

  • $491

    Price per sq ft

Interior

Bedrooms
3
Bathrooms
3 (1 half)
Living area
2,134 sq ft
Stories
1
Furnished
Unfurnished
Flooring
Tile, Vinyl

Features

  • Ceiling Fans(s)
  • Eat-in Kitchen
  • Open Floorplan
  • Primary Bedroom Main Floor
  • Vaulted Ceiling(s)

Laundry

  • Inside
  • Laundry Room

Pool & water

Pool
Private

Pool

  • In Ground

Exterior & lot

Lot size
0.36 acres
Garage
2 spaces
Roof
Tile
Construction
Block

Features

  • Hurricane Shutters
  • Lighting
  • Outdoor Shower
  • Private Mailbox
Show all details (Community & HOA · Appliances · Costs & building · Utilities & land) ›

Community & HOA

Community
Southbay Yacht & Racquet Club
Subdivision
Southbay Yacht & Racquet Club
County
Sarasota
HOA
$219/mo ($657 quarterly)

Community

  • Clubhouse
  • Deed Restrictions
  • Fitness Center
  • Golf Carts OK
  • Park
  • Playground
  • Pool
  • Sidewalks
  • Tennis Court(s)

Appliances

  • Dishwasher
  • Dryer
  • Microwave
  • Range
  • Range Hood
  • Refrigerator
  • Washer

Costs & building

Property tax
$3,959 (2025)
Flood zone
X
Price per sq ft
$491
Year built
1986
Heating
Central
Cooling
Central Air
Days listed
9

Utilities & land

Zoning
RSF2
Water
Public
Sewer
Public Sewer
Road
Concrete

Utilities

  • Electricity Available
  • Water Available

Location

102 WINDWARD DR

Monthly payment

$5,843 / month

Principal & interest
$5,294
Property taxes
$330
HOA
$219
Home insurance
enter below

Estimate only, not a loan offer. Rate is a starting value; taxes and HOA are as reported by the listing agent. Florida insurance (including flood) varies widely. Ask George for a lender referral.

Similar homes for sale in Osprey (34229)

See all homes for sale in Osprey ›

Recently sold nearby

Sales in 34229 over the last month. Properties displayed may be listed or sold by various participants in the MLS.

Information deemed reliable but not guaranteed.

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Oct 18, 2026, 9:45 PM EDT. 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.

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 is deemed reliable but is not guaranteed accurate by MLS GRID.

Some IDX listings have been excluded from this website (this site shows active for-sale and for-rent listings in its service area and honors seller opt-out requests).

Notice a listing that's inaccurate? Email listings@keysofsarasota.com and we'll correct or remove it. See our full IDX / DMCA policy for details.