Home in 4729 Windwood Dr Kissimmee for sale with MLS# S5134904

Under contract-accepting backup offers. 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.

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4729 Windwood Dr, Kissimmee, FL 34746

Price
Price:
$350,000.00
Previous Asking Price:
$380,000.00
Original List Price:
$380,000.00
List Price per Sq Ft (Calculated, Approx.):
$253.26
Property Status and Type
Listing Type:
For Sale
Status:
Pending (An offer has been accepted)
Contract Status:
Financing, Inspections, Appraisal
Previous Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
S5134904
Rooms Distribution
Bedrooms:
3
Bathrooms Total:
2
Full Bath:
2
Additional Rooms:
Formal Dining Room Separate
Measures
Living Area:
1,382 Sqft
Built-Up Area:
1,857 Sqft
Lot Area:
5,271 Sqft
Lot Size Dimensions and Info:
50x105
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Size Acres:
0.12
Property Features
Waterfront:
No
Private Pool
Swimming Pool Features:
Gunite, In Ground, Screen Enclosure, Tile
Security:
Smoke Detector(s)
Furnished:
Turnkey
Appliances:
Dryer, Dishwasher, Microwave, Refrigerator, Washer, Electric Water Heater, Range
Interior:
Eat-in Kitchen, Walk-In Closet(s), Ceiling Fans(s), Open Floorplan, Thermostat
Exterior:
Sliding Doors
Patio and Porch:
Screened, Rear Porch
Windows:
Blinds, Drapes
Laundry:
In Garage
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Fence:
Vinyl
Vegetation and Trees:
Trees/landscaped
Property Entrance Faces:
West
Road Responsibility:
Public Maintained Road
Construction
Year Built:
1992
Roof:
Shingle
Architectural Style:
Other
Levels:
One
Construction Materials:
Block, Stucco
Flooring:
Carpet, Ceramic Tile
Number of stories:
1
Foundation Details:
Slab
Flood Zone Code:
X
Property Condition:
Completed
Taxes and Expenses
Tax Annual Amount:
$4,695.72
Tax Year:
2024
Association Fee:
$225.00
Association Fee Frequency:
Annually
Total Annual Fees:
$225.00
Total Monthly Fees:
$18.75
Parking
Garage
Garage Spaces:
2
Attached Garage
Parking Features:
Driveway
Garage Dimensions:
22x20
Utilities
Sewer:
Public Sewer
Utilities Available:
Electricity Connected, Sewer Connected, Water Connected, Public, Cable Connected
Water Source:
Public
Community
Association
Minimum Lease Term:
No Minimum
Pets Allowed?
Subdivision Name:
WINDWARD CAY UNIT 1
Senior Community:
No
Association Fee Required:
Required
Association Management:
Sentry Management
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Vacant
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
WINDWARD CAY UNIT 1 PB 6 PG 220 LOT 29
Real Estate Folio Number (Parcel Number):
13-25-28-5469-0001-0290
Zoning:
OPUD
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Wilkinson Elementary
High School:
Poinciana High School
Middle Or Junior School:
Kissimmee Middle
Listing History
Originally published on:
September 17, 2025 9:09 pm
Active on the market since:
September 17, 2025
Listing Agreement executed on:
September 17, 2025
Purchase Contract Date:
February 2, 2026
Price change occurred on:
December 21, 2025 7:03 pm
Listing Status Last Changed On:
February 3, 2026 7:47 pm
Photos updated on:
September 18, 2025 12:48 am
Last Modified:
April 13, 2026 2:28 pm
Additional Information
Courtesy of:
LA ROSA REALTY LLC
Attribution:
321-939-3748
Road Surface Type:
Concrete
Location
Street Name:
WINDWOOD
Street Number:
4729
City:
KISSIMMEE
State:
Florida
Zip Code:
34746
County:
Osceola
Latitude:
N28° 18' 31.1''
Longitude:
W82° 31' 32.9''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $67,677
Median Home Value $328,500
Median Rent $1,793/mo
Median Age 37
Population 57,181

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Association of REALTORS®
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