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.
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.
Property Details
Price:
$299,500
MLS #:
S5126291
Status:
Active
Beds:
4
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
POINCIANA VILLAGE 02 NEIGHBORHOOD 01
Neighborhood:
34758kissimmeepoinciana
Listed Date:
May 5, 2025
Finished Sq Ft:
1,695
Total Sq Ft:
2,111
Lot Size:
7,710 sqft / 0.18 acres (approx)
Year Built:
2022
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Electric Water Heater, Microwave, Range
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Living Room/Dining Room Combo, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
Laundry Features
Inside, Laundry Room
Levels
One
Exterior
Architectural Style
Contemporary, Traditional
Association Amenities
Park, Playground, Vehicle Restrictions
Attached Garage YN
1
Community Features
Deed Restrictions, Park, Playground
Construction Materials
Block
Covered Spaces
2
Direction Faces
Northwest
Exterior Features
Sliding Doors
Garage Spaces
2
Lot Features
Cleared, In County
Parking Features
Garage Door Opener
Patio And Porch Features
Covered, Rear Porch
Roof
Shingle
View
Trees/Woods
Window Features
Aluminum Frames
Financial
HOA Fee
$90
HOA Fee Frequency
Annually
HOA Includes
Cable TV, Internet, Manager
HOA Name
Mark Maldonado Serrano
HOA Phone
863-424-0900
Tax Year
2024
Taxes
$4,038
Map
Community
- Address248 CHESHIRE COURT KISSIMMEE FL
- SubdivisionPOINCIANA VILLAGE 02 NEIGHBORHOOD 01
- CityKISSIMMEE
- CountyOsceola
- Zip Code34758
Subdivisions in KISSIMMEE
- Association of Poinciana Villages
- BELLALAGO
- BELLAVIDA PH 01
- COMPASS BAY
- EAGLE LAKE PH 1
- EAST PALM RESORT CONDO
- MargaritaVille
- POINCIANA NBRHD 5 NORTH VILL 3
- POINCIANA SUBDIVISION NBRHD 5 NORTH VIL 3
- POINCIANA VLG 2 NBHD 1
- ROLLING OAKS PH 7
- Siesta Lago
- SONOMA RESORT AT TAPESTRY PH 1
- STOREY CREEK PH6
- STOREY LAKE TR K
- SUMMERVILLE RESORT
- VENTURA AT WINDSOR HILLS CONDO PH 1
Market Summary
Current real estate data for Single Family in KISSIMMEE as of Aug 30, 2026
2,313
Single Family Listed
162
Avg DOM
217
Avg $ / SqFt
$472,810
Avg List Price
Property Summary
- Located in the POINCIANA VILLAGE 02 NEIGHBORHOOD 01 subdivision, 248 CHESHIRE COURT KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34758. It is listed for $299,500 and features 4 beds, 2 baths, and has approximately 1,695 square feet of living space, and was originally constructed in 2022. The current price per square foot is $177. The average price per square foot for Single Family listings in KISSIMMEE is $217. The average listing price for Single Family in KISSIMMEE is $472,810. To schedule a showing of MLS#s5126291 at 248 CHESHIRE COURT in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of TRANSCEND REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 248 CHESHIRE COURT
KISSIMMEE, FL