$245,000
Off-Market Date: 07/16/20261638 Windsor Oak Court Kissimmee, FL 34744
Pending MLS# S5153418
3 beds 3 baths 1,380 sq ft Townhouse/Twinhome
Details for 1638 Windsor Oak Court
MLS# S5153418
Description for 1638 Windsor Oak Court, Kissimmee, FL, 34744
Under contract-accepting backup offers. Whether you live here year-round or use it as your Florida escape, this property offers the best of both worlds, personal enjoyment and rental income potential when you’re away. Welcome to this beautifully maintained and fully upgraded 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. Major improvements give this home incredible value and peace of mind: the roof was replaced just 8 months ago, the A/C is only 2 years old, the water heater is brand new, the sliding glass door recently installed new, and all appliances including washer and dryer are included.You’ll find a bright and inviting open-concept living and dining area that flows seamlessly into the kitchen. The kitchen has been fully upgraded with new cabinets, modern fixtures, a farmhouse sink, quartz countertops with a beautiful backsplash, and a new garbage disposal. All bathrooms feature new cabinetry and fixtures, while the upstairs and bedrooms are finished with new laminate flooring. Windsor Oaks provides a low HOA, short-term rental approval, and a community pool, making this property ideal for investors and first-time homeowners alike. With shops, restaurants, and entertainment nearby, this home blends modern upgrades with everyday convenience.
Listing Information
Property Type: Residential, Townhouse
Status: Pending
Bedrooms: 3
Bathrooms: 3
Lot Size: 0.02 Acres
Square Feet: 1,380 sq ft
Year Built: 1999
Stories: 2 Story
Construction: Block,Stucco
Subdivision: Windsor Oaks
Foundation: Slab
County: Osceola
Room Information
Main Floor
Bathroom 3:
Living Room: 14x15
Porch:
Bedroom 2: 10x9
Dining Room:
Kitchen: 10x9
Upper Floor
Bathroom 2:
Bedroom 3: 14x14
Primary Bathroom:
Primary Bedroom: 14x14
Bathrooms
Full Baths: 2
1/2 Baths: 1
Additonal Room Information
Laundry: Laundry Closet, In Kitchen, Inside
Interior Features
Appliances: Electric Water Heater, Washer, Range, Refrigerator, Dishwasher, Disposal, Dryer, Microwave
Flooring: Ceramic Tile,Laminate
Doors/Windows: Blinds, Window Treatments
Additional Interior Features: Ceiling Fan(s), Living/Dining Room, Window Treatments, Walk-In Closet(s), Built-in Features, Open Floorplan, Upper Level Primary, Kitchen/Family Room Combo, Solid Surface Counters, Wood Cabinets
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Available,Electricity Available,Municipal Utilities,Sewer Connected,Water Available
Cooling: Ceiling Fan(s), Central Air
Heating: Electric
Exterior / Lot Features
Roof: Shingle
Pool: Community
Additional Exterior/Lot Features: Rain Gutters, Lighting, Enclosed, Screened, Covered, Porch, Rear Porch, Private, Landscaped, Private Road
Community Features
Community Features: Street Lights, Gated, Pool, Sidewalks
Security Features: Fire Sprinkler System, Gated Community, Smoke Detector(s)
HOA Dues Include: Road Maintenance, Pool(s)
Homeowners Association: Yes
HOA Dues: $180 / Monthly
Driving Directions
From Main Street in Kissimmee, go east on US HWY 192 to right on Shady Lane, right on Partin Settlement Rd, and left on Stroupe Rd, home is on the right side
Financial Considerations
Terms: Cash,Conventional,FHA,VA Loan
Tax/Property ID: 14-25-29-2365-0001-0120
Tax Amount: 2008.32
Tax Year: 2024
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Sales History & Tax Summary for 1638 Windsor Oak Court
Sales History
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Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 1638 Windsor Oak Court
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The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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