5+ Days Ago
Highlights
- Modern fixtures
- Gated community
- Wood flooring
- Newly renovated luxurious bathrooms
Location
1659 Windsor Oak Ct, Kissimmee, FL 34744, USA
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Property Overview
Located in a gated community, this property features modern fixtures, wood flooring, and newly renovated luxurious bathrooms. The proximity to top-rated schools, just a short walk away, enhances its appeal. With 22 detailed photos available, potential renters can easily appreciate the value, which sits in the 89.91 percentile for affordability compared to other local properties.
This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.
Things you’ll love
Middle school nearby- Less expensive
- Elementary school nearby
Great for
Pet owners
Amenities for 1659 Windsor Oak Ct
Apartment Amenities
| Ceiling Fan | Central Air |
| Electric Heating | Hardwood Floor |
| High Ceilings | Walk-in Closet |
Appliances
| Dishwasher | In-Unit Laundry |
Building
| Business Center | Onsite Laundry |
Grounds
| Outdoor Space | Swimming Pool |
Other
| Three Rooms |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Contact for more information on pet policy.
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About 1659 Windsor Oak Ct
Property Status: Active FOR RENT: Spacious 3 Bedrooms, 2 ½ Bathrooms Townhome centrally located in the gated Windsor Oaks community in Kissimmee. Kitchen is well-equipped with all appliances and a breakfast bar located on the first floor and opens up to the bright family room and screened-in porch. You will be delighted by ALL NEWLY RENOVATED luxurious BATHROOMS installed with modern fixtures. Stairs leading to second floor bedrooms and bathrooms are finished with WOOD FLOORING. Situated on the ALL-TILED first floor is the first bedroom located next to a half-bathroom and laundry closet for easy access. Upstairs you will find the elegant Primary Bedroom and third bedroom complete with spacious closets. Vaulted ceiling and skylights on the 2nd floor draw in the abundant Florida sunshine and natural lighting. Windsor Oaks Community Pool is located just steps away from your front door. This townhome is situated across from Valencia Community College and Bob Makinson Aquatic Center. Local schools and businesses are within quick and easy access. Dining, shopping, and entertainment are minutes away. For your enjoyment nearby is Osceola County’s Heritage Park and Silver Spurs Arena, home of Osceola County’s Annual Fair, Silver Spurs Rodeo, other box office events such as concerts, Osceola Magic basketball and soccer games, trade shows and exhibitions. Ideal location off U.S. Highway 192, minutes to Florida Turnpike and all major roadways. Office Phone: (321) 939-3748 Copyright © 2025 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.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 1659 Windsor Oak Ct compares to other nearby properties.
Positives
- Middle school nearby
- There is a middle school 0.1 mile away
- Less expensive
- The 3-bedrooms are cheaper than other similar listings nearby
- Elementary school nearby
- There is an elementary school 0.5 mile away
- Images Available
- There are at least 10 photos of this address
- Laundry available on site
- Washers and dryers are available in-building or in-unit
- Walk-in closet
- More closet space on average
Address details
| Zip code | 34744 |
|---|---|
| Type | House for rent |
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Rent trends in Kissimmee
3-bedroom apartments at 1659 Windsor Oak Ct cost about 16% less than the average rent price for 3-bedroom apartments in Kissimmee.
Median rents as of Sep 13 2025.
Kissimmee
| Month | Median Rent |
|---|---|
| September 2023 | $2,150 |
| October 2023 | $2,181 |
| November 2023 | $2,200 |
| December 2023 | $2,200 |
| January 2024 | $2,200 |
| February 2024 | $2,196 |
| March 2024 | $2,199 |
| April 2024 | $2,200 |
| May 2024 | $2,200 |
| June 2024 | $2,202 |
| July 2024 | $2,200 |
| August 2024 | $2,214 |
| September 2024 | $2,200 |
| October 2024 | $2,212 |
| November 2024 | $2,201 |
| December 2024 | $2,200 |
| January 2025 | $2,200 |
| February 2025 | $2,200 |
| March 2025 | $2,198 |
| April 2025 | $2,200 |
| May 2025 | $2,200 |
| June 2025 | $2,200 |
| July 2025 | $2,191 |
| August 2025 | $2,196 |
| September 2025 | $2,194 |
Affordability calculator
Can I afford to live at 1659 Windsor Oak Ct?
Bedrooms
3 bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$74,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $74,000 annually to afford this 3-bedrooms monthly rent price of $1,850.
For more information on rent affordability, visit our rent calculator.
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| 2 months ago | $1,950 |
Schools near 1659 Windsor Oak Ct
Mill Creek Elementary School
1700 mill slough rd
kissimmee, FL, 34744
PK, K-5Public
C
Zenith Accelerated Academy
2218 e irlo bronson memorial hwy
kissimmee, FL, 34744
PK, 8-12Public
C
New Beginnings Education Center
2599 west vine st
kissimmee, FL, 34741
K-12Public
C
Osceola Virtual School
1200 vermont ave
st cloud, FL, 34769
K-12Public
A
Canoe Creek Charter Academy
3600 canoe creek rd
st. cloud, FL, 34722
PK, K-8Public
B
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Internet available near 1659 Windsor Oak Ct
Neighborhood
NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.
Getting around Kissimmee near 1659 Windsor Oak Ct
Walking
4/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Driving
8/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
4/10
More spots are within biking distance and some roads are cyclist-friendly.
Transit
2/10
There are a few mass transit options within the area.
Points of interest for 1659 Windsor Oak Ct, Kissimmee
Groceries
4/10
At least one grocery store within a 30-minute walk
Shopping
4/10
Some shops within walking distance
Cafes
1/10
Few or no cafés within walking distance
Restaurants
4/10
Some restaurants within walking distance
Primary schools
10/10
At least one elementary school within a 5-minute walk
High schools
10/10
At least one high school within a 5-minute walk
Nightlife
1/10
Few or no bars within walking distance
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