1212 WINDWARD DRIVE, Osprey, FL 34229
OFF MARKET

1212 WINDWARD DRIVE
Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,994 sqft (on 0.30 acres)

$624,500

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $3,960/mo*
Refinance Your Home

$624,500

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $3,960/mo*
Refinance Your Home
3 Beds
2 Baths
1,994 sqft
(on 0.30 acres)

Local Information

  • Map ViewExplore the area around 1212 WINDWARD DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1982
Lot Size
0.3 acres
Living Area
1,994 sqft
Price/Sqft
$313
Parking
2 Car Garage
HOA
$204/Monthly

About this House

Peace of Mind & Prime Location! Nestled in the sought-after Southbay Yacht & Racquet Club—a premier waterfront community with its own 170-slip marina on the Intracoastal—this high-elevation home (18+ ft, Flood Zone X – no flood insurance required!) offers exceptional value and lifestyle. Impact-Rated Windows, New Roof (2023). Priced Below Recent $780K Appraisal (available on request), this 3-bed, 2-bath corner-lot home with southern exposure features numerous upgrades: new roof, gutters/downspouts (2023), impact windows, impact-rated garage door, fresh exterior paint, refinished garage floor, and whole-home re-plumbed. Inside: tile flooring throughout, stainless steel appliances, large primary suite with custom shower, and spacious guest rooms. Outside: mature tropical & exotic fruit trees. Community amenities include clubhouse, tennis & pickleball, and proximity to Pine View School, Legacy Trail, beaches & more!
1212 WINDWARD DRIVE, Osprey, FL 34229 is a 3 bedroom, 2 bathroom, 1,994 sqft single-family home built in 1982. It last sold for $645,000 on Aug 25, 2025 (5% below the $679,900 asking price). It is currently off market. The Trulia Estimate is $624,500, with a rent estimate of $2,963/month.

Home Details for 1212 WINDWARD DRIVE

Interior Features

Interior Details
Number of Rooms: 10Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Bathroom 2, Balcony Porch Lanai, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1994 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Phone Available, Sewer Connected, Street Lights, Underground Utilities, Water ConnectedAppliances: Dishwasher, Dryer, Range, Range Hood, Refrigerator, WasherDishwasherDryerLaundry: Electric Dryer Hookup,Inside,Laundry Room,Washer HookupRefrigeratorWasher
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Storm Window(s), Hurricane Shutters/WindowsDoor: Sliding DoorsFlooring: Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Tile
View
No View
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Front Porch, Patio, Porch, Rear Porch, ScreenedVegetation: Fruit Trees, Mature Landscaping, Trees/LandscapedExterior: Irrigation System, Private Mailbox, SidewalkFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage Door Opener,Guest
Frontage
Waterfront: Bay/Harbor Front, WaterfrontResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 174

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Custom,Florida
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Condition: CompletedParcel Number: 0157080012

Price & Status

Price
List Price: $679,900
Status Change & Dates
Off Market Date: Thu Jul 17 2025Possession Timing: Negotiable

Active Status

MLS Status: Sold

Location

Direction & Address
City: OSPREYCommunity: SOUTHBAY YACHT AND RACQUET CLUB
School Information
Elementary School: Laurel Nokomis ElementaryJr High / Middle School: Laurel Nokomis MiddleHigh School: Venice Senior High

Building

Building Area
Building Area: 2978 Square Feet
Community rooms
Fitness Center

Community

Community Features: Bay/Harbor Front, Boat Slip, Dock, Fishing, Intracoastal Waterway, Marina, Water Access, Waterfront, Clubhouse, Deed Restrictions, Fitness Center, Playground, Pool, SidewalksNot Senior Community
Other
Playground

HOA

HOA Fee Includes: Common Area Taxes, Community Pool, Reserve Fund, Insurance, Manager, Recreational FacilitiesHOA Name: JUDY BROWNHOA Phone: 941-966-4237Association for this Listing: Sarasota - ManateeHas an HOAHOA Fee: $204/Monthly

Lot Information

Lot Area: 0.30 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4637262Pets Max Weight: 100Showing Requirements: ShowingTimeUniversal Property Id: US-12115-N-0157080012-R-N

Additional Information

HOA Amenities: Basketball Court,Clubhouse,Elevator(s),Fitness Center,Lobby Key Required,Pickleball Court(s),Playground,Pool,Shuffleboard Court,Tennis Court(s)
Last check for updates: about 12 hours ago
Listed by Mark Lyda, (941) 586-2670
GENEROUS PROPERTY, (941) 275-9399
Bought with: Brenda Wojcik, (630) 202-8199, PRIME TIME REAL ESTATE INC, (941) 323-8685
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4637262
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. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price History for 1212 WINDWARD DRIVE

DatePriceEventSource
08/25/2025$645,000Sold
Stellar MLS #A4637262
07/18/2025$679,900PendingStellar MLS #A4637262
06/11/2025$679,900PriceChange
Stellar MLS #A4637262
05/28/2025$699,900PriceChange
Stellar MLS #A4637262
04/29/2025$725,000PriceChange
Stellar MLS #A4637262
04/07/2025$749,900PriceChange
Stellar MLS #A4637262
03/01/2025$769,900PriceChange
Stellar MLS #A4637262
01/24/2025$780,000Listed For SaleStellar MLS #A4637262
10/01/2012$270,000Sold
N/A
08/10/2012$269,900PriceChange
Agent Provided
07/11/2012$281,500PriceChange
Agent Provided
06/09/2012$294,900PriceChange
Agent Provided
06/08/2012$0Listed For SaleAgent Provided
09/18/2007$504,000Sold
N/A
12/08/2000$225,000Sold
N/A

Market trends in Osprey

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
139
17MoM
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Property Tax and Assessment

Year2025
Tax$3,769
Assessment$592,000
Home facts updated by county records

Comparable Sales for 1212 WINDWARD DRIVE

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
186 WINDWARD DRIVE, Osprey, FL
0.12
Single-Family Home
$565,000
07/20/26
3
2
2,505
102 WINDWARD DRIVE, Osprey, FL
0.04
Single-Family Home
$565,000
06/04/26
3
2.5
2,134
216 WINDWARD DRIVE, Osprey, FL
0.17
Single-Family Home
$600,000
11/18/25
3
3
2,575
1486 LANDVIEW LANE, Osprey, FL
0.37
Single-Family Home
$817,000
06/30/26
3
2
1,869
1303 THORNAPPLE DRIVE, Osprey, FL
0.37
Single-Family Home
$654,000
04/16/26
3
2
1,929
1235 YACHT HARBOR DRIVE, Osprey, FL
0.23
Single-Family Home
$1,065,000
02/20/26
3
3
2,698
288 WOODS POINT ROAD, Osprey, FL
0.29
Single-Family Home
$445,000
04/10/26
3
2
1,788

Nearby homes

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Assigned Schools

These are the assigned schools for 1212 WINDWARD DRIVE.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Osprey

At least 46 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 87 % Say it's dog friendly

  • 85 % Say it's quiet

  • 84 % Say parking is easy

  • 75 % Say people would walk alone at night

  • 74 % Say there's wildlife

  • 67 % Say yards are well-kept

  • 67 % Say there's holiday spirit

  • 64 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 48 % Say there are sidewalks

  • 42 % Say it's walkable to restaurants

  • 42 % Say streets are well-lit

  • 41 % Say there are community events

  • 40 % Say it's walkable to grocery stores

  • 31 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Lindsey W.
    "It’s a quiet and low key suburb area of Sarasota county. It’s very accessible to I-75 and Nokomis beach and about a 25 minute drive to siesta key beach. "
    4
    Flag
  • Mary V.
    "I am retired now but my commute to Stickney Point was only about 10 min and downtown was about 25 min during rush hour when there is no construction "
    0
    Flag
  • Mary V.
    "Pineview School is very close, nice safe area for children. CVS and Publix are also close, as well as Historic Spanish Pointe. The beach is ten minutes or less."
    3
    Flag
  • Bob T.
    "I don’t commute....retired. There are no sidewalks here and our street has a large amount of speeders making walking dangerous. Some neighbors park on the county right of way destroying our water flow/drainage which has caused flooding here. Many homes are unkept even though there is an active hoa."
    14
    Flag
  • Bob T.
    "Neighborhood is pet friendly. Wide road we walking dogs. Only problem noticed now is daily construction vehicles speeding in neighborhood."
    1
    Flag
  • Larysathor
    "Well, the Mother Nature taking its tall, water level raised over last ten years and a lot of beaches are washed out to nonexistence."
    0
    Flag
  • Brenda F. D.
    "Neighborhood is beautiful love the area close to everything and beaches and shopping . Local restaurant "
    1
    Flag
  • Michelle C.
    "I've lived in this neighborhood for twenty years +. My neighbors are the friendliest. We all look out for each other and lend a hand when needed. Can't think of anywhere else I'd want to live."
    0
    Flag
  • nancybuscher
    "This quiet, beautifully landscaped, pet friendly subdivision is close to beaches, shopping, restaurants, cultural events in Sarasota and Venice, beside Oscar Scherer State Park for hickers & boaters, and has easy access to airports by way of US41 & I-75."
    0
    Flag
  • info
    "Centrally located, minutes to beaches and shopping"
    1
    Flag
  • bookwoman39
    "Wonderful community, close to Sarasota and all restaurants, cultural activities, etc. The condo development is a designated bird sanctuary. Nice pools, exercise room, community room. Good neighbors. What the development lacks is diversity. "
    0
    Flag
  • trishmainey1111
    "Osprey Florida is one of the most beautiful, accessible communities in Florida. Ten minutes to the white sands beach and ten minutes to I-75. "
    1
    Flag
  • Gail L.
    "I work here, belong to the club and have lived in the neighborhood for the last 12 years it is one of 5 golf communities I have belonged to and bar none my favorite due to the people that live here. They are multicultural, down to earth and just fabulous. This is a community that rates above the rest . it is very common for folks to move up and down in house sizes and styles as their lifestyles change. Give me a call as I'd love to show you around. "
    0
    Flag

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Homes for sale near 1212 WINDWARD DRIVE

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Off Market Homes Near 1212 WINDWARD DRIVE

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