1638 Windsor Oak Ct Kissimmee, FL 34744
Mill Slough NeighborhoodEstimated payment $1,918/month
Highlights
- Gated Community
- Contemporary Architecture
- Stone Countertops
- Open Floorplan
- Private Lot
- 4-minute walk to Rainbow Park
About This Home
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. 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. Major improvements give this home incredible value and peace of mind: the roof was replaced just 5 months ago, the A/C is only 2 years old, the water heater is brand new, and all appliances including washer and dryer are included.
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 Agent
PREFERRED REAL ESTATE BROKERS Brokerage Phone: 407-440-4900 License #6699573 Listed on: 09/05/2025

Townhouse Details
Home Type
- Townhome
Est. Annual Taxes
- $2,008
Year Built
- Built in 1999
Lot Details
- 871 Sq Ft Lot
- North Facing Home
- Landscaped with Trees
HOA Fees
- $180 Monthly HOA Fees
Home Design
- Contemporary Architecture
- Slab Foundation
- Shingle Roof
- Block Exterior
- Stucco
Interior Spaces
- 1,380 Sq Ft Home
- 2-Story Property
- Open Floorplan
- Ceiling Fan
- Blinds
- Sliding Doors
- Family Room Off Kitchen
- Combination Dining and Living Room
- Inside Utility
Kitchen
- Range
- Microwave
- Dishwasher
- Stone Countertops
- Solid Wood Cabinet
- Disposal
Flooring
- Laminate
- Ceramic Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- Primary Bedroom Upstairs
- Walk-In Closet
Laundry
- Laundry in Kitchen
- Dryer
- Washer
Home Security
Outdoor Features
- Enclosed Patio or Porch
- Exterior Lighting
- Rain Gutters
Utilities
- Central Air
- Heating Available
- Thermostat
- Electric Water Heater
- Cable TV Available
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 12 / 1
- Assessor Parcel Number 14-25-29-2365-0001-0120
Community Details
Overview
- Association fees include pool, private road
- Leslie Ludlam / Amg Of Central Florida Association, Phone Number (407) 847-9950
- Windsor Oaks Subdivision
- The community has rules related to deed restrictions
Recreation
- Community Pool
Pet Policy
- Pets Allowed
Security
- Gated Community
- Fire and Smoke Detector
- Fire Sprinkler System
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2024 | $1,949 | $157,755 | -- | -- |
2023 | $1,949 | $153,161 | $0 | $0 |
2022 | $1,873 | $148,700 | $17,500 | $131,200 |
2021 | $1,900 | $133,200 | $17,500 | $115,700 |
2020 | $1,759 | $123,500 | $17,500 | $106,000 |
2019 | $1,567 | $102,800 | $17,500 | $85,300 |
2018 | $1,287 | $69,300 | $17,500 | $51,800 |
2017 | $1,279 | $67,500 | $17,500 | $50,000 |
2016 | $1,277 | $66,800 | $17,500 | $49,300 |
2015 | $1,189 | $60,900 | $17,500 | $43,400 |
2014 | $1,016 | $51,700 | $17,500 | $34,200 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
09/05/2025 09/05/25 | For Sale | $295,000 | +288.2% | $214 / Sq Ft |
08/17/2018 08/17/18 | Off Market | $76,000 | -- | -- |
08/27/2014 08/27/14 | Sold | $76,000 | -3.8% | $55 / Sq Ft |
08/12/2014 08/12/14 | Pending | -- | -- | -- |
08/06/2014 08/06/14 | Price Changed | $79,000 | -1.1% | $57 / Sq Ft |
07/23/2014 07/23/14 | Price Changed | $79,900 | -3.9% | $58 / Sq Ft |
06/19/2014 06/19/14 | Price Changed | $83,100 | -4.9% | $60 / Sq Ft |
06/19/2014 06/19/14 | For Sale | $87,400 | +15.0% | $63 / Sq Ft |
06/19/2014 06/19/14 | Off Market | $76,000 | -- | -- |
05/20/2014 05/20/14 | Price Changed | $87,400 | -5.0% | $63 / Sq Ft |
04/16/2014 04/16/14 | Price Changed | $92,000 | -5.2% | $67 / Sq Ft |
03/28/2014 03/28/14 | For Sale | $97,000 | +27.6% | $70 / Sq Ft |
03/19/2014 03/19/14 | Off Market | $76,000 | -- | -- |
03/19/2014 03/19/14 | For Sale | $97,000 | -- | $70 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Quit Claim Deed | -- | None Available | |
Special Warranty Deed | $76,000 | Attorney | |
Trustee Deed | -- | None Available | |
Warranty Deed | $126,000 | Prominent Title Insurance Ag | |
Interfamily Deed Transfer | $42,500 | -- | |
Warranty Deed | $89,900 | -- | |
Warranty Deed | -- | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Previous Owner | $123,000 | Unknown | |
Previous Owner | $88,200 | Purchase Money Mortgage | |
Previous Owner | $89,900 | No Value Available | |
Closed | $25,200 | No Value Available |
Source: Stellar MLS
MLS Number: S5133782

APN: 14-25-29-2365-0001-0120
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