• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Skip to footer

The Wendy Lynn Group: Sarasota Homes and Condos

The Wendy Lynn Group - www.SarasotaHomesandCondos.com

  • Advanced Home Search
  • Areas
  • Featured Listings
    • Sold Listings
  • Selling
    • Market Report
  • Blog
  • About
    • Wendy Lynn
    • Josh Lynn
    • Testimonials
  • Contact
  • Email
  • Facebook
  • Instagram
  • LinkedIn
  • Phone
  • Pinterest
  • Twitter
  • YouTube
You are here: Home / 102 WINDWARD DRIVE, OSPREY, FL, 34229

102 WINDWARD DRIVE, OSPREY, FL, 34229

Search
Dashboard
Listings
Searches
Sign in / Sign up
Save
Ask
Tour
Hide
Share
$690,000
147 Days On Site

102 WINDWARD DRIVE
OSPREY, FL 34229

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,134
SqFt
$323
/SqFt
1986
Built
Subdivision:
SOUTHBAY YACHT & RACQUET CLUB
County:
Sarasota
Call Now: 941-421-7375
Is this the listing for you? We can help make it yours.
941-421-7375
Upcoming Open Houses
Sun, Apr 19, 1:00 PM - 3:00 PM
102 WINDWARD DRIVE102 WINDWARD DRIVE102 WINDWARD DRIVE102 WINDWARD DRIVE
Save
Ask
Tour
Hide
Share

Mortgage Calculator

Monthly Payment (Est.)

$3,148
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.
Photos
Map
Nearby Listings
Virtual Tour

NEW PRICE! Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2.5-bath pool home with mature landscaping offers a functional layout and excellent community amenities. The home features a double-door front entry, a spacious great room with cathedral ceiling, an oversized garage, and a large private lot. Interior highlights include double primary bedrooms, tiled walk-in showers in both full bathrooms, an outdoor shower, a generous laundry room with cabinetry, a practical kitchen with pantry and hurricane rated windows. The paver lanai with automated hurricane screen and expansive paver deck surrounding the swimming pool with solar heat provide substantial outdoor living space. A long driveway adds convenient additional parking. Southbay Yacht & Racquet Club is a golf-cart-friendly community featuring a recently remodeled 10,000 sq. ft. clubhouse with a fitness center, pool, and large patio. The community-owned marina—with residents-only boat slips—provides direct Intracoastal Waterway access with no fixed bridges to the Gulf. Additional amenities include pickleball and tennis courts, bocce, shuffleboard, walking and biking paths, and a playground. The community is ideally situated between Sarasota and Venice, close to dining, shopping, entertainment, beaches, the Legacy Trail, and Pine View School.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$690,000
Days On Site 
147 Days
Bedrooms 
3
Inside Area (SqFt) 
2,134 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
0.36 Acres
Year Built 
1986
MLS® Number 
A4671793
Status 
Active
Property Tax 
$3,540
HOA/Condo/Coop Fees 
$218.87 monthly
Sq Ft Source 
Public Records
Friends & Family
React
Comment
Invite
No Comments Yet

Did you know? You can invite friends and family to your search. They can join your search, rate and discuss listings with you.

What's This?
Private
Recent Activity
yesterdayListing updated with changes from the MLS®
3 weeks agoPrice changed to $690,000
5 months agoListing first seen on site
General Features
Acres 
0.36
Attached Garage 
Yes
Direction Faces 
East
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
One
Parking 
DrivewayGarage Door OpenerOff StreetOversizedAttached
Pets 
Cats OKDogs OK
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3000
Style 
Florida
Utilities 
Cable AvailableElectricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
RSF2
Interior Features
Appliances 
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Cooling 
Central Air
Flooring 
CarpetCeramic TileVinyl
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Cathedral Ceiling(s)Eat-in KitchenHigh Ceilings
Laundry Features 
Electric Dryer HookupInsideWasher Hookup
Balcony/Porch/Lanai 
Dimensions - 36x8Level - FirstFeatures - Ceiling Fan(s)
Bedroom 3 
Dimensions - 13x12Level - FirstFeatures - Ceiling Fan(s)
Dinette 
Dimensions - 9x10Level - FirstFeatures - Pantry
Dining Room 
Dimensions - 11x13Level - First
Great Room 
Dimensions - 23x19Level - FirstFeatures - Ceiling Fan(s)
Kitchen 
Dimensions - 11x11Level - FirstFeatures - Ceiling Fan(s)
Laundry 
Dimensions - 6x10Level - First
Master Bedroom 
Dimensions - 14x15Level - FirstFeatures - Ceiling Fan(s)
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
BlockStucco
Exterior 
LightingOutdoor ShowerRain Gutters
Lot Features 
Cleared
Patio And Porch 
CoveredDeckPatioScreened
Pool Features 
GuniteIn GroundScreen EnclosurePrivate
Private Pool 
Yes
Roof 
Tile
Community Features
Association Dues 
656.62
Community Features 
ClubhouseFitness CenterParkPlaygroundPoolSidewalksTennis Court(s)
HOA Fee Frequency 
Quarterly
MLS Area 
34229 - Osprey
Roads 
Asphalt
Township 
38
Schools
School District
Unknown
Elementary School
Laurel Nokomis Elementary
Middle School
Laurel Nokomis Middle
High School
Venice Senior High
Listing courtesy of WILLIAM RAVEIS REAL ESTATE (941) 400-4691



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-04-16 10:48 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Powered by Showcase IDX, a Constellation1 Company
Save
Ask
Tour
Hide
Share

Primary Sidebar

The Wendy Lynn Group Sarasota exp Realty

  • 1300 Main Street, Sarasota, FL 34236
  • 941-421-7375
  • info@sunnysarasotahomes.com
  • Email
  • Facebook
  • Instagram
  • LinkedIn
  • Phone
  • Pinterest
  • RSS
  • Twitter
  • YouTube

Certified Luxury Home Marketing Specialist



Areas We Serve

    • Anna Maria
    • Bird Key
    • Bradenton
    • Bradenton Beach
    • Casey Key
    • Cortez
    • Downtown Sarasota
    • Ellenton
    • Englewood
    • Golden Gate
    • Holmes Beach
    • Lakewood Ranch
    • Lido Key
    • Longboat Key
    • Myakka City
  • Nokomis
  • North Port
  • Osprey
  • Palmer Ranch
  • Palmetto
  • Parrish
  • Sarasota
  • Siesta Key
  • S. Hillsborough
  • Terra Ceia
  • University Park
  • Venice
  • West of the Trail

Feature Search

  • Foreclosures
  • Short Sales
  • Gated Communities
  • Golf Communities
  • Luxury Homes
  • Waterfront Homes
  • New Construction
  • Adult Communities
  • Maintenance Free
  • Historical Homes
  • Architectural Styles
  • Horse Properties
  • Swimming Pools
  • 3 + Car Garage

Footer

The Wendy Lynn Group Sarasota exp Realty

  • 1300 Main Street, Sarasota, FL 34236
  • 941-421-7375
  • info@sunnysarasotahomes.com

Connect with Us!

  • Email
  • Facebook
  • Instagram
  • LinkedIn
  • Phone
  • Pinterest
  • Twitter
  • YouTube

Wendy Lynn on X

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
3h 2044751434176978997

Active adult communities across Manatee and Sarasota County remain in high demand.,#AdultCommunities,

Image for twitter card

Adult Communities in Manatee and Sarasota County

Homes for Sale by Adult Communities in Manatee and Sarasota County. 55 + community search includes Bradenton Lakewood Ranch & the Sarasota Keys.

www.sunnysarasotahomes.com

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
15 Apr 2044389057044545606

Market timing is difficult. Strategic ownership over five years often outweighs short-term volatility.,#MarketUpdate,https://www.wendylynngroup.com/market-report.php

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
14 Apr 2044026692402921906

Longboat Key continues to attract luxury buyers seeking privacy and Gulf views.,#LongboatKey,

Image for twitter card

Longboat Key Homes for Sale | Longboat Key FL Real Estate

Explore Longboat Key homes for sale, beachfront condos, boating communities, and luxury waterfront real estate on Florida’s Gulf Coast.

www.sunnysarasotahomes.com

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
13 Apr 2043664288955412567

Your equity position may be stronger than you think. The first step is verifying it.,#HomeEquity,https://www.wendylynngroup.com/seller/valuation/

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
10 Apr 2042577136783872503

West of the Trail remains one of Sarasota�s most desirable established areas.,#WestOfTheTrail,

Image for twitter card

West of the Trail Sarasota Florida Homes for Sale

West of the Trail Sarasota Florida Homes for Sale. Historic & Waterfront Real Estate w/ Various Architectural Styles.

www.sunnysarasotahomes.com

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
9 Apr 2042214724360642944

3-car garage homes continue to see strong demand among relocating buyers.,#3CarGarage,

Image for twitter card

Manatee and Sarasota Homes for Sale with 3+ Car Garage

Manatee and Sarasota Homes for Sale with a 3+ Car Garage

www.sunnysarasotahomes.com

Load More

Search Our Site

  • © 2010–2026
  • SARASOTA HOMES & CONDOS SITEMAP
  • HOME PAGE