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$245,000

  • Sold
  • Closed
  • Townhouse
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,380 Sq. Ft.
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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.

Full Property Details for 1638 Windsor Oak Ct

General

  • Sold For: $245,000
  • HOA FEE: $180/month
  • Taxes: $2,008 (2024)
  • Status: Closed
  • Type: Townhouse
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5153418
  • Added to Site: 96 day(s) ago

Rental Information

  • Min. Lease: 1-7 Days

Interior

  • Number of Rooms: 10
  • Interior Features: Ceiling Fan(s), Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s), Window Treatments
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Kitchen, Inside, Laundry Closet

Additional Information

  • Security/Safety: Fire Sprinkler System, Gated Community, Smoke Detector(s)

Exterior

  • Exterior Features: Lighting, Rain Gutters, Sidewalk, Sliding Doors
  • Deck/Patio: Covered, Enclosed, Porch, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Enclosed, Porch, Rear Porch, Screened

Location

  • Area: 34744 - Kissimmee
  • County: Osceola
  • Development Name: 34744 - Kissimmee
  • Subdivision: WINDSOR OAKS
  • 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
  • Direction Faces: North

Community

  • Community Name: 34744 - Kissimmee
  • Community Features: Deed Restrictions, Gated Community - No Guard, Pool, Sidewalks
  • Association: Yes
  • Assoc. Name: Leslie Ludlam / AMG of Central Florida
  • Assoc. Fees Include: Community Pool, Pool Maintenance, Private Road
  • Pet Restrictions: Please contact the Home Owners Association for pet restrictions

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Available, Public, Sewer Connected, Street Lights, Water Available

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds
  • Stories/Levels: Two
  • Square Feet: 1,380
  • Sq. Ft. Source: Public Records
  • Living Area: 1,380 Sq. Ft.
  • Year Built: 1999

Lot Features

  • Lot Size (Acres): 0.02
  • Lot Size (Sq. Ft.): 871
  • Lot Size: 871
  • Frontage: Street Paved, Private Road
  • Street/Road Desc.: Paved

Financial Considerations

  • Association Fee: $180
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $2,008.32
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WINDSOR OAKS PB 8 PB 42 LOT 12
  • Flood Zone Info: X
  • APN: 142529236500010120
  • Property ID: 142529236500010120
  • Block/Lot/Section: 1

Listed by Preferred Real Estate Brokers
Sold by Lpt Realty, Llc

Listing agent

— 1638 Windsor Oak Ct —

  • Preferred Real Estate Brokers

Get Pre-Approved Today

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1638 Windsor Oak Ct

School District:Osceola County School District
NameGradesDistance
Mill Creek Elementary School, Kissimmee, FL
1700 Mill Slough Road, Kissimmee, FL 34744
PK-50.5 mi
Denn John Middle School
2001 Denn John Lane, Kissimmee, FL 34744
6-80.3 mi
Gateway High School
93 Panther Paws Trail, Kissimmee, FL 34744
9-121.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1638 Windsor Oak Ct

Date
Details
Price
Change
Source
9/15/2026
Sold
$245,000
—
MLS
7/09/2026
Listed
$245,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Preferred Real Estate Brokers
Sold by Lpt Realty, Llc

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1638 Windsor Oak Court, Kissimmee, FL 34744 (MLS# S5153418) is a Townhouse property that was sold at $245,000 on September 15, 2026. Want to learn more about 1638 Windsor Oak Court? Do you have questions about finding other Townhouse real estate for sale in Kissimmee? You can browse all Kissimmee real estate or contact a Coldwell Banker agent to request more information.