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$245,000 Just Listed

  • For Sale
  • Active
  • Townhouse
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,380 Sq. Ft.
  • Updated 2 days ago
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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!

Full Property Details for 1661 Windsor Oak Ct

General

  • Price: $245,000
  • HOA FEE: $180/month
  • Taxes: $2,850 (2025)
  • Status: Active
  • Type: Townhouse
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6439099
  • Updated: 9/9/2026
  • Added to Site: 3 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 5
  • Interior Features: Ceiling Fan(s), Kitchen and Family Room Combination
  • Appliances: Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Range Hood, 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: Laundry Closet

Additional Information

  • Pool Description: In Ground

Exterior

  • Exterior Features: Lighting, Permeable Paving, Private Entrance, Sidewalk, Sliding Doors

Location

  • Area: 34744 - Kissimmee
  • County: Osceola
  • Development Name: 34744 - Kissimmee
  • Subdivision: WINDSOR OAKS
  • Driving Directions: From 192 Vine St West, Left on Denn-John, turn right onto Windsor Oaks Community to property.
  • Direction Faces: West

School Information

  • Elementary School: Mill Creek Elem (K 5)
  • Middle School: Denn John Middle
  • High School: Gateway High School (9 12)

Community

  • Community Name: 34744 - Kissimmee
  • Community Features: Community Mailbox, Gated Community - No Guard, Pool, Sidewalks
  • Association: Yes
  • Assoc. Name: Leslie Ludlam / AMG of Central Florida
  • Assoc. Fees Include: Community Pool, Maintenance Grounds
  • Number of Pets: 2

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Public

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 1,380
  • Sq. Ft. Source: Public Records
  • Year Built: 2000

Lot Features

  • Lot Size (Acres): 0.02
  • Lot Size (Sq. Ft.): 871
  • Lot Size: 871
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $180
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $2,850
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WINDSOR OAKS PB 8 PB 42 LOT 19
  • Flood Zone Info: X
  • APN: 142529236500010190
  • Property ID: 142529236500010190
  • Block/Lot/Section: 1

Listed by Better Homes and Gardens Real Estate Mann Global P

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— 1661 Windsor Oak Ct —

  • Better Homes and Gardens Real Estate Mann Global P

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 1661 Windsor Oak Ct

School District:Osceola County School District
NameGradesDistance
Mill Creek Elementary School, Kissimmee, FL
1700 Mill Slough Road, Kissimmee, FL 34744
PK-50.4 mi
Denn John Middle School
2001 Denn John Lane, Kissimmee, FL 34744
6-80.2 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 1661 Windsor Oak Ct Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/09/2026
Listed
$245,000
214.1%
MLS
2/14/2013
Sold
$78,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1661 Windsor Oak Ct

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,850
14%
$187,700
-2%
2024
$2,501
10%
$191,200
14%
2023
$2,267
19%
$167,500
25%
2021
$1,905
-7%
$134,000
-11%
2022
$2,050
8%
$149,800
21%
2021
$1,905
48%
$124,200
79%
2018
$1,287
1%
$69,300
3%
2017
$1,279
—
$67,500
1%
2016
$1,275
-19%
$66,700
-13%
2019
$1,570
38%
$76,230
26%
2015
$1,134
12%
$60,700
18%
2014
$1,010
2%
$51,400
3%
2013
$989
—
$49,900
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Better Homes and Gardens Real Estate Mann Global P

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1661 Windsor Oak Court, Kissimmee, FL 34744 (MLS# O6439099) is a Townhouse property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 1661 Windsor Oak Court is currently listed for $245,000 and was received on September 09, 2026. Want to learn more about 1661 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.

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