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$350,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,382 Sq. Ft.
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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.

Full Property Details for 4729 Windwood Dr

General

  • Price: $350,000
  • HOA FEE: $19/month
  • HOA FEE FREQ.: Annually
  • Taxes: $4,695 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5134904
  • Updated: 12/21/2025
  • Added to Site: 122 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 6
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Thermostat, Walk-In Closet(s)
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Furnishings: Turnkey
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Garage

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Screen Enclosure, Tile
  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: Sliding Doors
  • Deck/Patio: Rear Porch, Screened
  • Porch/Patio/Deck: Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway

Location

  • Area: 34746 - Kissimmee (West of Town)
  • County: Osceola
  • Development Name: 34746 - Kissimmee (West of Town)
  • Subdivision: WINDWARD CAY UNIT 1
  • Driving Directions: Four Winds Blvd to right onto Alexis Drive. Left onto Windwood Drive.
  • Direction Faces: West

School Information

  • Elementary School: Central Avenue Elem
  • Middle School: Kissimmee Middle
  • High School: Poinciana High School

Community

  • Community Name: 34746 - Kissimmee (West of Town)
  • Association: Yes
  • Assoc. Name: Sentry Management

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Public, Sewer Connected, Water Connected

Structural Information

  • Architectural Info: Other
  • Architectural Style: Other
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds, Drapes
  • Stories/Levels: One
  • Square Feet: 1,382
  • Sq. Ft. Source: Public Records
  • Year Built: 1992

Lot Features

  • Lot Size (Acres): 0.12
  • Lot Size (Sq. Ft.): 5,271
  • Lot Size: 5271
  • Lot Dimensions: 50 x 105
  • Street/Road Desc.: Concrete
  • Fencing (Description): Vinyl

Financial Considerations

  • Association Fee: $225
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $4,695.72
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WINDWARD CAY UNIT 1 PB 6 PG 220 LOT 29
  • Flood Zone Info: X
  • APN: 132528546900010290
  • Property ID: 132528546900010290
  • Block/Lot/Section: 1

Listed by La Rosa Realty Llc

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Listing agents

— 4729 Windwood Dr —

  • La Rosa Realty Llc

  • La Rosa Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 4729 Windwood Dr

School District:Osceola County School District
NameGradesDistance
Central Avenue Elementary School
500 West Columbia Avenue, Kissimmee, FL 34741
PK-54 mi
Kissimmee Middle School
2410 Dyer Boulevard, Kissimmee, FL 34741
6-82.3 mi
Poinciana High School
2300 South Poinciana Boulevard, Kissimmee, FL 34758
9-125.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4729 Windwood Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/21/2025
Price Reduced
$350,000
-7.89%
MLS
9/17/2025
Listed
$380,000
262.25%
MLS
7/01/1997
Sold
$104,900
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 4729 Windwood Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,913
5%
$310,800
-1%
2024
$4,696
6%
$313,700
5%
2023
$4,441
23%
$299,900
60%
2021
$3,603
-10%
$186,900
-24%
2022
$3,982
11%
$245,500
44%
2021
$3,603
31%
$170,100
20%
2018
$2,752
5%
$141,900
8%
2017
$2,609
7%
$131,100
7%
2016
$2,430
-19%
$123,000
-15%
2019
$3,010
27%
$144,911
20%
2015
$2,375
14%
$120,400
21%
2014
$2,092
12%
$99,400
22%
2013
$1,864
—
$81,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by La Rosa Realty Llc

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4729 Windwood Drive, Kissimmee, FL 34746 (MLS# S5134904) is a Single Family property with 3 bedrooms and 2 full bathrooms. 4729 Windwood Drive is currently listed for $350,000 and was received on September 17, 2025. Want to learn more about 4729 Windwood Drive? Do you have questions about finding other Single Family real estate for sale in Kissimmee? You can browse all Kissimmee real estate or contact a Coldwell Banker agent to request more information.

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