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One or more photo(s) has been virtually staged. Spacious 4-Bedroom Retreat on a Quiet Cul-de-Sac - Your Kissimmee Dream Home Awaits! Welcome to 248 Cheshire Court, a beautifully maintained home nestled on a peaceful cul-de-sac in the heart of Kissimmee. This charming 4-bedroom, 2-bathroom property offers a spacious open layout with plenty of natural light, perfect for comfortable family living and entertaining. Enjoy a modern kitchen with ample cabinetry, a generous master suite with a private bath, and a large backyard "” ideal for outdoor relaxation or weekend BBQs. Conveniently located near schools, shopping, dining, and major roadways for an easy commute to Orlando and nearby attractions. Don't miss your chance to own this move-in-ready gem "” schedule your private tour today! Photos are of a model home that is very similar. Not actual home.
| DAYS ON MARKET | 226 | LAST UPDATED | 10/22/2025 |
|---|---|---|---|
| TRACT | POINCIANA VILLAGE 02 NEIGHBORHOOD 01 | YEAR BUILT | 2022 |
| COMMUNITY | 34758 - Kissimmee / Poinciana | GARAGE SPACES | 2.0 |
| COUNTY | Osceola | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| PRICE HISTORY | |
| Prior to Oct 22, '25 | $314,950 |
|---|---|
| Oct 22, '25 - Today | $309,950 |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| AMENITIES | Cable TV, Internet |
| APPLIANCES | Dishwasher, Disposal, Electric Water Heater, Microwave, Range |
| AREA | 34758 - Kissimmee / Poinciana |
| CONSTRUCTION | Block |
| GARAGE | Yes |
| HEAT | Central, Electric |
| HOA DUES | 90 |
| INTERIOR | Walk-In Closet(s) |
| LOT | 7841 sq ft |
| LOT DESCRIPTION | Cleared, Paved |
| PARKING | Garage Door Opener, Attached |
| SEWER | Private Sewer |
| STORIES | 1 |
| STYLE | Contemporary, Traditional |
| SUBDIVISION | POINCIANA VILLAGE 02 NEIGHBORHOOD 01 |
| TAXES | 4038 |
| UTILITIES | Cable Available, Electricity Available, Sewer Available, Water Available |
| VIEW | Yes |
| VIEW DESCRIPTION | Trees/Woods |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing provided by Jacob Hara, TRANSCEND REALTY, 407-518-7653
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 12/17/25 9:57 AM PST.
This IDX solution is (c) Diverse Solutions 2025.