5+ Days Ago
Highlights
- Picnic areas
- Open floor plan
- Playgrounds
- Volleyball courts
- Ceramic tiles
- Community centers
Location
1657 Windsor Oak Ct, Kissimmee, FL 34744, USA
Tour 1657 Windsor Oak Ct
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Amenities for 1657 Windsor Oak Ct
Apartment Amenities
| Carpet | Ceiling Fan |
| Central Air |
Appliances
| Dishwasher | In-Unit Laundry |
Building
| Onsite Laundry |
Grounds
| Outdoor Space | Swimming Pool |
Services
| Concierge Service | Package Service |
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
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
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About 1657 Windsor Oak Ct
Property Status: Pending Price Reduced!! Lovely townhome for rent in the heart of Kissimmee! Features three bedrooms, two and a half baths in gated Windsor Oaks. Open floor plan, one bedroom on 1st floor, two main suites on 2nd floor. Open kitchen offers NEW kitchen appliances and indoor laundry room and screened porch. Freshly painted with neutral tones, carpet on 1st floor bedroom and 2nd floor, ceramic tiles in living areas. The washer/dryer is not warranted. You will LOVE the community pool! Windsor Oaks is in the Heart of Kissimmee! Just off Denn John Lane makes easy access to the Florida Turnpike and Walt Disney World Resort! Just across from Windsor Oaks is the best recreational facilities located on Denn John Lane, the Bob Makinson Aquatic Center, Athletic Fields & Courts and Community Centers! Close to schools, shopping and dining. Minutes to Kissimmee's Lakefront Park offers the spectacular beauty of nature and numerous outdoor activities. Lakefront Park features many fishing piers, boat ramps, picnic areas, walking trails, playgrounds, volleyball courts and recreational pathways. Downtown Kissimmee with multiple shops, dining options and local transportation. Great location to rent and have exciting activities to enjoy! All Ackley Realty residents are required to enroll in the Resident Benefits Package (RBP) for $50/month which includes renters insurance, HVAC air filter delivery (for applicable properties), credit building to help boost your credit score with timely rent payments, $1M Identity Protection, move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application approval. Office Phone: (407) 846-8846 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.
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 1657 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
- Package service
- More secure storage for delivery
Address details
| Zip code | 34744 |
|---|---|
| Type | House for rent |
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Rent trends in Kissimmee
3-bedroom apartments at 1657 Windsor Oak Ct cost about 19% less than the average rent price for 3-bedroom apartments in Kissimmee.
Median rents as of Feb 21 2026.
Kissimmee
| Month | Median Rent |
|---|---|
| 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 | $2,195 |
| October 2025 | $2,192 |
| November 2025 | $2,125 |
| December 2025 | $2,146 |
| January 2026 | $2,147 |
| February 2026 | $2,127 |
Affordability calculator
Can I afford to live at 1657 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
$68,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $68,000 annually to afford this 3-bedrooms monthly rent price of $1,700.
For more information on rent affordability, visit our rent calculator.
Schools near 1657 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
30-E-SE-3 (WYNDHAM LAKES ES)
3001 stonewyck st
orlando, FL, 32824
K-5Public
Tohopekaliga High School
3675 boggy creek rd
kissimmee, FL, 34744
PK, 9-12Public
B+
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Internet available near 1657 Windsor Oak Ct
Neighborhood
NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.
Getting around Kissimmee near 1657 Windsor Oak Ct
Walking
4/10
Some shops and stores are within a few minutes.
Driving
8/10
This area is close to freeways and has adequate parking options.
Cycling
4/10
More spots are within biking distance and some roads are cyclist-friendly.
Transit
3/10
There are a few mass transit options within the area.
Points of interest for 1657 Windsor Oak Ct, Kissimmee
Groceries
1/10
Closest supermarket further than a 30-minute walk
Shopping
5/10
Several shops within walking distance
Cafes
2/10
Few or no cafés within walking distance
Restaurants
4/10
Some restaurants within a few minutes’ walk
Primary schools
9/10
At least one elementary school within a 5-minute walk
High schools
9/10
At least one high school within a 5-minute walk
Nightlife
1/10
Few or no bars within walking distance
Explore the area around 1657 Windsor Oak Ct
Presidente Supermarket
1347 E Vine St
Mi Tiendita Peruana
1126 E Donegan Ave
FJ Supermarket
1200 Simpson Rd
Key Food Supermarket
2340 Fortune Rd
Plaza Popular Supermarket
2991 Michigan Ave
Citi Trends
1355 E Vine St
Clothing the Nation Inc
1440 Orchid Ln
Ariana Bridals
1125 E Vine St
Family Dollar
2500 Michigan Ave
D'chikos
604 E Vine St
Dunkin'
2385 N Orange Blossom Trl
For the Love of Coffee LLC
209 W Donegan Ave
Dunkin'
807 W Vine St
J & R Donuts Inc
807 W Vine St
Peasants Coffee
503 Mabbette St
La Terraza Sports Bar & Restaurant
1150 E Donegan Ave
Napa Vineyard Executive Wine Bar
1417 Smith St
Cabana Latin Ultra Lounge
2344 N Orange Blossom Trl
Roscoe's Bar & Packaging
2344 N Orange Blossom Trl
El Coqui Sports Bar
2310 Fortune Rd
Melao Bakery
1912 Fortune Rd
Marcel's Philippine Bake Shop
1178 E Vine St
Kissimmee Bakery & Restaurant
1111 E Vine St
Ricopan Bakery
1003 W Vine St
Natural Health Foods Store LLC
900 E Osceola Pkwy
Gozamba Restaurant & Lounge
1627 E Vine St
El Dia Nacional De La Salsa En
1633 E Vine St
Bruster's Real Ice Cream
1754 Chaps Pl
Marco's Pizza
1724 Chaps Pl
Pandino Pizzeria
1928 Fortune Rd
Denn John Ln / Windsor Oak Ct
E. U. S. 192 / St. Cloud, S. Orange Ave / Kissimmee, E. U. S. 192 / St. Cloud, S. Orange Ave / Kissimmee
Denn John Ln / Sunburst Way
E. U. S. 192 / St. Cloud, S. Orange Ave / Kissimmee, E. U. S. 192 / St. Cloud, S. Orange Ave / Kissimmee
Denn John Ln / Old Boggy Creek Rd
S. Orange Ave / Kissimmee, E. U. S. 192 / St. Cloud
Denn John Ln / Old Boggy Creek Rd
E. U. S. 192 / St. Cloud, S. Orange Ave / Kissimmee
Old Boggy Creek Rd / Denn John Ln
E. U. S. 192 / St. Cloud
Kissimmee
SunRail
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