Welcome to this beautifully maintained townhome in the heart of Kissimmee, located in the quiet, gated community of Windsor Oaks. This spacious 3-bedroom, 2.5-bath home features a rare and flexible layout with two master suites, offering privacy and comfort for family, guests, or a work-from-home setup. The open-concept living and dining area is bright and inviting, and the kitchen flows perfectly for everyday living. Step out to your screened-in patio, ideal for relaxing or entertaining. Upstairs, you’ll find generously sized bedrooms, including both master suites with their own private bathrooms. The half bath is conveniently located downstairs for guests. The home also features in-unit laundry, lots of storage, and no garage—making it easy to maintain. The HOA includes cable, internet, trash pickup, and access to great amenities like the pool, tennis courts, and playground. Conveniently located near the Turnpike, schools, shopping, and more—this is a fantastic opportunity you won’t want to miss!
For sale
Price cut: $9K (8/7)
$280,000
1645 Windsor Oak Ct, Kissimmee, FL 34744
3beds
1,380sqft
Est.:
Townhouse
Built in 1999
871 Square Feet Lot
$277,500 Zestimate®
$203/sqft
$170/mo HOA
What's special
Quiet gated communityGenerously sized bedroomsPrivate bathroomsFlexible layoutLots of storageIn-unit laundryScreened-in patio
- 35 days
- on Zillow |
- 750 |
- 63 |
Zillow last checked: 7 hours ago
Listing updated: August 07, 2025 at 09:10am
Listing Provided by:
Yasesky Abreu 407-413-0177,
LPT REALTY, LLC 877-366-2213
Source: Stellar MLS,MLS#: S5130196
Originating MLS: Orlando Regional

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Walk-In Closet(s)
- Level: Second
Bedroom 2
- Features: Walk-In Closet(s)
- Level: Second
Primary bathroom
- Level: Second
Bathroom 2
- Level: Second
Kitchen
- Level: First
Living room
- Level: First
Heating
- Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Laundry: In Kitchen
Features
- Ceiling Fan(s)
- Flooring: Carpet, Ceramic Tile, Laminate
- Has fireplace: No
Interior area
- Total structure area: 1,380
- Total interior livable area: 1,380 sqft
Video & virtual tour
Property
Parking
- Parking features: Guest, Reserved
Features
- Levels: Two
- Stories: 2
- Exterior features: Irrigation System, Rain Gutters, Sidewalk
Lot
- Size: 871 Square Feet
Details
- Parcel number: 142529236500010270
- Zoning: KSRP
- Special conditions: None
Construction
Type & style
- Home type: Townhouse
- Property subtype: Townhouse
Materials
- Concrete, Stucco
- Foundation: Block, Concrete Perimeter
- Roof: Shingle
Condition
- New construction: No
- Year built: 1999
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Sewer Available, Water Available
Community & HOA
Community
- Features: Clubhouse, Community Mailbox, Dog Park, Gated Community - No Guard, Pool, Sidewalks
- Subdivision: WINDSOR OAKS
HOA
- Has HOA: Yes
- Services included: Cable TV, Internet
- HOA fee: $170 monthly
- HOA name: Association Management Group of Central Florida
- HOA phone: 407-847-9950
- Pet fee: $0 monthly
Location
- Region: Kissimmee
Financial & listing details
- Price per square foot: $203/sqft
- Tax assessed value: $189,600
- Annual tax amount: $1,796
- Date on market: 7/3/2025
- Listing terms: Cash,Conventional,FHA,Lease Purchase,USDA Loan,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt, Paved
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