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Sold for $340,000
  • $340,000

    4729 WINDWOOD DRIVE, KISSIMMEE, FL 34746

    3beds
    1,382sqft
    Single Family Residence
    Built in 1992
    5,271 Square Feet Lot
    $337,500 Zestimate®
    $246/sqft
    $2,242 Estimated rent

    Home value

    $337,500

    $307,000 - $371,000

    $2,242/mo

    Zestimate® history
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    What's special

    Private screened poolPrivate poolEnsuite bathroomEast-facing deckOpen flowing layoutFilled with natural lightWood plank tile flooring
    This beautifully furnished 3-bedroom, 2-bathroom home with its own private pool is designed for comfort, convenience, and year-round enjoyment. From the moment you step inside, you’ll notice the open, flowing layout. The living and dining room combination is filled with natural light and opens directly onto the screened pool deck through sliding glass doors—seamlessly blending indoor and outdoor living. The kitchen is bright and functional, featuring crisp white cabinets, a stainless steel stove and dishwasher, and a breakfast nook wrapped in windows where you can enjoy the morning light. The spacious primary bedroom feels like a retreat with its picture window overlooking the pool, two sets of built-in closets, and an ensuite bathroom with a sink, vanity desk, and separate shower and toilet area. Two additional bedrooms and a second full bath provide plenty of flexibility for guests, work, or hobbies. Wood plank tile flooring throughout the main living areas and baths adds both style and durability. Step outside to your private screened pool, perfectly positioned to capture the morning sun with its east-facing deck. Beyond the screen, a huge extended sundeck offers additional space for lounging, entertaining, or soaking up the Florida sunshine. The fully fenced backyard with white vinyl fencing provides both privacy and a clean, modern finish. Additional features include a two-car garage with washer and dryer, and tasteful furnishings throughout—making the home move-in ready or rental-ready. The location adds incredible value: less than a mile to US-192 for shopping and dining, about 25 minutes to Walt Disney World®, 30 minutes to Universal Studios, and 30 minutes to Orlando International Airport. Even the beaches are within easy reach—just over an hour to the east coast and two hours to the west. Whether you’re searching for a full-time residence, vacation property, or rental investment, this home offers a winning combination of style, functionality, and proximity to everything Central Florida has to offer.

    Zillow last checked:

    Listing updated:

    Listed by:

    Irena Aistrop 321-443-7535,

    LA ROSA REALTY LLC 321-939-3748,

    Suzanne Aistrop 321-443-7257,

    LA ROSA REALTY LLC

    Bought with:

    Raymond Morales, 3467781

    EMPIRE NETWORK REALTY

    Source: Stellar MLS,MLS#: S5134904MLS LogoOriginating MLS: Osceola

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Rooms
    • Room types: Dining Room
    Primary bedroom
    • Features: Built-in Closet
    • Level: First
    Bedroom 2
    • Features: Built-in Closet
    • Level: First
    Bedroom 3
    • Features: Built-in Closet
    • Level: First
    Dining room
    • Level: First
    Kitchen
    • Level: First
    Living room
    • Level: First
    Heating
    • Central, Electric
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
    • Laundry: In Garage
    Features
    • Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Thermostat, Walk-In Closet(s)
    • Flooring: Carpet, Ceramic Tile
    • Doors: Sliding Doors
    • Windows: Blinds
    • Has fireplace: No
    Interior area
    • Total structure area: 1,857
    • Total interior livable area: 1,382 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Driveway
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    • Details: Garage Dimensions: 22x20
    Features
    • Levels: One
    • Stories: 1
    • Patio & porch: Rear Porch, Screened
    • Has private pool: Yes
    • Pool features: Gunite, In Ground, Screen Enclosure, Tile
    • Fencing: Vinyl
    Lot
    • Size: 5,271 Square Feet
    • Dimensions: 50 x 105
    • Residential vegetation: Trees/Landscaped
    Details
    • Parcel number: 132528546900010290
    • Zoning: OPUD
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Other
    • Property subtype: Single Family Residence
    Materials
    • Block, Stucco
    • Foundation: Slab
    • Roof: Shingle
    Condition
    • Completed
    • New construction: No
    • Year built: 1992

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Cable Connected, Electricity Connected, Public, Sewer Connected, Water Connected

    Community & HOA

    Community
    • Security: Smoke Detector(s)
    • Pet fee: $0 monthly
    • Subdivision: WINDWARD CAY UNIT 1
    HOA
    • Has HOA: Yes
    • HOA fee: $19 monthly
    • HOA name: Sentry Management
    Location
    • Region: Kissimmee

    Financial & listing details

    • Price per square foot: $246/sqft
    • Tax assessed value: $310,800
    • Annual tax amount: $4,695
    • Date on market: 9/17/2025
    • Cumulative days on market: 138 days
    • Listing terms: Cash,Conventional,FHA,VA Loan
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Concrete

    Price history

    DateEventPrice
    5/27/2026Sold$340,000-2.9%$246/sqft
    Source: Stellar MLS #S5134904 Report a problem
    2/4/2026Contingent$350,000$253/sqft
    Source: My State MLS #11576620 Report a problem
    2/3/2026Pending sale$350,000$253/sqft
    Source: Stellar MLS #S5134904 Report a problem
    12/21/2025Price change$350,000-7.9%$253/sqft
    Source: Stellar MLS #S5134904 Report a problem
    9/17/2025Listed for sale$380,000+262.2%$275/sqft
    Source: Stellar MLS #S5134904 Report a problem
    7/1/1997Sold$104,900$76/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$4,913 +4.6%$310,800 -0.9%
    2024$4,696 +5.7%$313,700 +4.6%
    2023$4,441 +11.5%$299,900 +22.2%
    2022$3,982 +10.5%$245,500 +31.4%
    2021$3,603 +11.6%$186,900 +9.9%
    2020$3,227 +7.2%$170,100 +10.9%
    2019$3,010 $153,400 +8.1%
    2018$3,010 +9.4%$141,900 +8.2%
    2017$2,752 +5.5%$131,100 +6.6%
    2016$2,609 +7.4%$123,000 +2.2%
    2015$2,430 +16.2%$120,400 +21.1%
    2014$2,092 $99,400 +21.5%
    2013-- $81,800 +4.7%
    2012-- $78,100 -10.5%
    2011-- $87,300 -5.4%
    2010-- $92,300 -31.7%
    2009-- $135,100 -26.9%
    2008-- $184,800
    Find assessor info on the county website

    Neighborhood: 34746

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Central Avenue Elem
    • Middle: Kissimmee Middle
    • High: Poinciana High School

    Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $337,500
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $337,500