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$1,700
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Property Description
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.
Full Property Details
Full Property Details for 1657 Windsor Oak Ct
General
- Rent: $1,700
- Status: Closed
- Type: Townhouse
- Source: MidFloridaRegionalMLS
- MLS ID: S5137580
- Added to Site: 147 day(s) ago
Interior
- Number of Rooms: 1
- Interior Features: Ceiling Fan(s), Thermostat
- Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator
- Furnishings: Unfurnished
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside
Location
- Area: 34744 - Kissimmee
- County: Osceola
- Development Name: 34744 - Kissimmee
- Subdivision: WINDSOR OAKS
- Driving Directions: From Orlando : Florida's Tpke Toll road 10.0 mi Take exit 249 for Osceola Parkway Toll road 0.3 mi Slight right onto the ramp to Kissimmee/Disney World Toll road 210 ft Merge onto Osceola Pkwy 492 ft Turn left onto Bill Beck Blvd 1.4 mi Turn right onto Quail Run Blvd N 0.6 mi Turn right onto Mill Slough Rd 0.4 mi Turn left onto Denn John Ln 0.5 mi Turn left onto Windsor Oak Ct Restricted usage road Destination will be on the right
Community
- Community Name: 34744 - Kissimmee
- Community Features: Clubhouse, Pool, Sidewalks
- Association: Yes
- Assoc. Name: Ackley Florida Property Management
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Structural Information
- Stories/Levels: Two
- Square Feet: 1,406
- Living Area: 1,406 Sq. Ft.
- Year Built: 2000
Lot Features
- Lot Size (Acres): 0.02
- Lot Size (Sq. Ft.): 1,002
- Lot Size: 1002
- Street/Road Desc.: Paved
Financial Considerations
- Lease Price: $1,700
- Assoc Fee Desc.: None
- Application Fee: $75
Disclosures and Reports
- APN: 142529236500010210
- Property ID: 142529236500010210
Listed by Ackley Florida Property Management Inc
Sold by Coastal Pioneer Realty
Schools
Schools serving 1657 Windsor Oak Ct
School District:Osceola County School District
| Name | Grades | Distance |
|---|---|---|
Mill Creek Elementary School, Kissimmee, FL 1700 Mill Slough Road, Kissimmee, FL 34744 | PK-5 | 0.4 mi |
Denn John Middle School 2001 Denn John Lane, Kissimmee, FL 34744 | 6-8 | 0.2 mi |
Gateway High School 93 Panther Paws Trail, Kissimmee, FL 34744 | 9-12 | 1.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 1657 Windsor Oak Ct
Date
Details
Price
Change
Source
3/12/2026
Sold
$1,700
—
MLS
1/05/2026
Price Reduced
$1,700
-9.33%
MLS
11/18/2025
Price Reduced
$1,875
-1.32%
MLS
10/29/2025
Listed
$1,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1657 Windsor Oak Court, Kissimmee, FL 34744 (MLS# S5137580) is a Townhouse property that was sold at $1,700 on March 12, 2026. Want to learn more about 1657 Windsor Oak Court? Do you have questions about finding other real estate for sale or rent in Kissimmee? You can browse all Kissimmee rentals or contact a Coldwell Banker agent to request more information.

