Single Family Residence at 248 CHESHIRE CT, KISSIMMEE
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24 photos

$289,900

248 CHESHIRE CT
KISSIMMEE, FL 34758
Listed by Jacob Hara · TRANSCEND REALTY
Bedrooms
4
Bathrooms
2
Living area
1,695 sqft
Year built
2022

About this home

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.

Property details

MLS
Stellar MLS
MLS #
MFRS5126291
Property type
Single Family Residence
Subdivision
POINCIANA VILLAGE 02 NEIGHBORHOOD 01
Status
Active
Days on market
399
On market date
May 5, 2025
Stories
N/A
Total bathrooms
2
Garage spaces
2
Parking spaces
N/A
Lot size
0.18 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
DEERWOOD ELEMENTARY SCHOOL
0.76 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
535
Student:teacher ratio
16.7:1
District
OSCEOLA
Middle
DISCOVERY INTERMEDIATE SCHOOL
1.4 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
986
Student:teacher ratio
19.0:1
District
OSCEOLA
High
POINCIANA HIGH SCHOOL
3.1 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,442
Student:teacher ratio
22.0:1
District
OSCEOLA

Walkability

Blended score for KISSIMMEE's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). EPA National Walkability Index only -- nearby-amenity data not cached yet for this area.

49
Somewhat walkable
out of 100
EPA National Walkability Index
9.8 / 20 -- Below average walkable

Market position

How this listing compares to current activity in KISSIMMEE, from live MLS data.

On the market 399 days -- 298 more days than KISSIMMEE's current average of 101 days.
For reference, the median list price across 5,299 active listings in KISSIMMEE right now is $314,990.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$1,896/mo
$57,980 down
$231,920 loan
Principal & interest$1,504
Property tax (est.)$242
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 5 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.