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1645 Windsor Oak Court

Kissimmee, FL 34744

3 beds
3 baths
1,380 sqft
871 sqft lot
$209 per sqft
1999 build
– on site

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!

Listing courtesy of STELLAR_MLS / LPT REALTY, LLC

Last checked: Checking… • Last updated Jul 10, 2025 •

MLS# S5130196 —

This home is listed in more than one place. See it here.

The Building

Year Built:

1999
New Construction:

false
Construction Materials:

Concrete
Levels:

Two
Stories Total:

2
Roof:

Shingle
Foundation Details:

Block
Building Area Total:

1380
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Ceiling Fan(s)
Furnished:

Unfurnished
Flooring:

Carpet
Fireplace:

false

Room Dimensions

Living Area:

1380
Living Area Units:

Square Feet
Living Area Source:

Public Records

Location

Directions:

From Florida’s Turnpike, take Exit 244 for US-192 toward Kissimmee/St. Cloud. Head west on US-192/W Irlo Bronson Memorial Hwy for about 1.5 miles. Turn right onto Partin Settlementt Rd. Continue for approximately 1.3 miles, then turn right onto Royal Palm Dr. Turn left onto Windsor Oak Ct. 1645 Windsor Oak Ct will be on your right-hand side.
Latitude:

28.308664
Longitude:

-81.377483
Coordinates:

-81.377483, 28.308664

The Property

Parcel Number:

142529236500010270
Property Type:

Residential
Property Subtype:

Townhouse
Lot Size Acres:

0.02
Lot Size Area:

871
Lot Size SqFt:

871
Lot Size Units:

Square Feet
Total Acres:

0 to less than 1/4
Zoning:

KSRP
Direction Faces:

East
View:

false
Exterior Features:

Irrigation System
Water Source:

Public
Road Surface Type:

Asphalt
Flood Zone Code:

X
Additional Parcels:

false
Homestead:

true
Lease Restrictions:

true
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

27
Tax Block:

1
Tax Legal Description:

WINDSOR OAKS PB 8 PB 42 LOT 27
Tax Book Number:

8-42
Tax Annual Amount:

$1,796.42

Beds

Bedrooms Total:

3

Baths

Total Baths:

2.5
Total Baths:

3
Full Baths:

2
Half Baths:

1

The Listing

Virtual Tour URL Unbranded:

https://www.propertypanorama.com/instaview/stellar/S5130196
Special Listing Conditions:

None

Heating & Cooling

Heating:

Electric
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Cable Available
Sewer:

Public Sewer

Appliances

Appliances:

Dishwasher
Laundry Features:

In Kitchen

Schools

Elementary School:

Mill Creek Elem (K 5)
Middle Or Junior School:

Denn John Middle
High School:

Gateway High School (9 12)

The Community

Subdivision Name:

WINDSOR OAKS
Senior Community:

false
Community Features:

Clubhouse
Waterview:

false
Water Access:

false
Waterfront:

false
Pool Private:

false
Pets Allowed:

Cats OK
Association:

true
Association Fee:

170
Association Fee Frequency:

Monthly
Association Fee Includes:

Cable TV
Association Fee Requirement:

Required
Monthly HOA Amount:

170
Ownership:

Fee Simple
Association Approval Required:

true

Parking

Garage:

false
Attached Garage:

false
Carport:

false
Parking Features:

Guest

Monthly cost estimate

Asking price

$289,000

Expense	Monthly cost
Mortgage	$1,547
Taxes	$149
Insurance	$79
HOA fees	$170
Utilities	$143 See report
Total	$2,088/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Transit Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
7/3/25 Jul 3, 2025	Listed / Active	STELLAR_MLS	$289,000

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This townhouse located in Windsor Oaks, Kissimmee, FL 34744 is currently for sale for $289,000. 1645 Windsor Oak Court is a 1,380 square foot townhouse with 3 beds and 3 baths that has been on Estately for 10 days. 1645 Windsor Oak Court is in the Windsor Oaks neighborhood of Kissimmee and has a WalkScore® of 21, making it car-dependent. This townhouse is in the attendance area of Gateway High School, Denn John Middle School, and Mill Creek Elementary School.

Listing Courtesy of: STELLAR_MLS and LPT REALTY, LLC.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.