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About This Home

This 3-bedroom, 3-bathroom townhouse at 1638 WINDSOR OAK COURT in KISSIMMEE, FL is listed for $265,000 ($192 per sqft). Built in 1999, the home offers 1,380 sqft of living space on a 0.02 acres lot.

Agent Description

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.

Key Features

  • Built in 1999
  • 0.02 acre lot

Property Details

2 full, 1 half
1999

Monthly Cost Estimate

$1,417/mo

20% down · 6.5% · 30 years

Principal$192
Interest$1,148
Insurance$77

Estimates only. Actual payments may vary.

Location

1638 WINDSOR OAK COURT

KISSIMMEE, FL 34744

WINDSOR OAKS

Features & Amenities

Interior Features

Ceiling Fans(s)Kitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanPrimarybedroom UpstairsSolid Surface CountersSolid Wood CabinetsThermostatWalk-in Closet(s)Window Treatments

Exterior Features

PavedLightingRain GuttersSidewalkSliding Doors

Property Details

Flooring

LaminateTileTile - Ceramic

Construction

BlockStucco

Heating

Electric (Heating)

Cooling

Central Air

Appliances

DishwasherDryerGarbage DisposerMicrowaveRangeRefrigeratorWasher

Questions & Answers

This 3-bedroom, 3-bathroom townhouse at 1638 WINDSOR OAK COURT is listed at $265,000 ($192/sqft). The estimated monthly payment is $1,148 based on 20% down at 6.5% interest.

Key features include: Built in 1999, 0.02 acre lot. Interior Features: Ceiling Fans(s), Kitchen/Family Room Combo, Living Room/Dining Room Combo. Exterior Features: Paved, Lighting, Rain Gutters.

This property is listed by Lissette Escobar and can be reached at 4073408115 or getsetwithlissette04@gmail.com.

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LE

Lissette Escobar

Agent at PREFERRED REAL ESTATE BROKERS

(407) 340-8115

Listed by PREFERRED REAL ESTATE BROKERS · View on Broker Site

MLS# S5133782· Source: listhub· Updated 217 days ago

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

1638 WINDSOR OAK COURT, KISSIMMEE, FL 34744

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