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 flexible layout with two master suites upstairs and a third bedroom on the main level that can also serve as a home office, den, or gym.
In gated community. It is convenient to educational facilities and Valencia College. There are two master suites on the second floor offering large bedroom areas, one with walking closet and garden tub with shower, the other one with shower. Entire unit freshly painted with new toilets. Close to shopping plazas and public transportation. It is truly a great place to call home!
In gated community. It is convenient to educational facilities and Valencia College. There are two master suites on the second floor offering large bedroom areas, one with walking closet and garden tub with shower, the other one with shower. Entire unit freshly painted with new toilets. Close to shopping plazas and public transportation. It is truly a great place to call home!
Property Details
Price:
$245,000
MLS #:
O6439099
Status:
Pending
Beds:
3
Baths:
2.5
Type:
Townhouse
Subdivision:
WINDSOR OAKS
Neighborhood:
34744kissimmee
Listed Date:
Sep 9, 2026
Finished Sq Ft:
1,380
Total Sq Ft:
1,520
Lot Size:
871 sqft / 0.02 acres (approx)
Year Built:
2000
See this Listing
Schools
Elementary School:
Mill Creek Elem (K 5)
Middle School:
Denn John Middle
High School:
Gateway High School (9 12)
Interior
Appliances
Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Ceramic Tile, Laminate
Heating
Central
Interior Features
Ceiling Fan(s), Kitchen/Family Room Combo
Laundry Features
Laundry Closet
Levels
Two
Exterior
Community Features
Community Mailbox, Gated Community – No Guard, Pool, Sidewalks
Construction Materials
Block, Stucco
Direction Faces
West
Exterior Features
Lighting, Permeable Paving, Private Entrance, Sidewalk, Sliding Doors
Roof
Shingle
Financial
HOA Fee
$180
HOA Fee Frequency
Monthly
HOA Includes
Community Pool, Maintenance Grounds
HOA Name
Leslie Ludlam / AMG of Central Florida
HOA Phone
407-847-9950
Tax Year
2025
Taxes
$2,850
Map
Community
- Address1661 WINDSOR OAK COURT KISSIMMEE FL
- SubdivisionWINDSOR OAKS
- CityKISSIMMEE
- CountyOsceola
- Zip Code34744
Subdivisions in KISSIMMEE
- Association of Poinciana Villages
- BELLALAGO
- BELLAVIDA PH 01
- COMPASS BAY
- EAGLE LAKE PH 1
- EAST PALM RESORT CONDO
- MargaritaVille
- POINCIANA NBRHD 5 NORTH VILL 3
- POINCIANA SUBDIVISION NBRHD 5 NORTH VIL 3
- POINCIANA VLG 2 NBHD 1
- ROLLING OAKS PH 7
- Siesta Lago
- SONOMA RESORT AT TAPESTRY PH 1
- STOREY CREEK PH6
- STOREY LAKE TR K
- SUMMERVILLE RESORT
- VENTURA AT WINDSOR HILLS CONDO PH 1
Market Summary
Property Summary
- Located in the WINDSOR OAKS subdivision, 1661 WINDSOR OAK COURT KISSIMMEE FL is a Townhouse for sale in KISSIMMEE, FL, 34744. It is listed for $245,000 and features 3 beds, 3 baths, and has approximately 1,380 square feet of living space, and was originally constructed in 2000. The current price per square foot is $178. The average price per square foot for Townhouse listings in KISSIMMEE is $210. The average listing price for Townhouse in KISSIMMEE is $351,658. To schedule a showing of MLS#o6439099 at 1661 WINDSOR OAK COURT in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1661 WINDSOR OAK COURT
KISSIMMEE, FL