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Single family home for sale at 248 Cheshire Ct, Kissimmee, FL 34758 | MLS# S5126291 | Listing updated on 2026-10-20
Photo 1 of Single family home for sale at 248 Cheshire Ct, Kissimmee, FL 34758 | MLS# S5126291 | Listing updated on 2026-10-20
Photo 2 of Single family home for sale at 248 Cheshire Ct, Kissimmee, FL 34758 | MLS# S5126291 | Listing updated on 2026-10-20
Photo 3 of Single family home for sale at 248 Cheshire Ct, Kissimmee, FL 34758 | MLS# S5126291 | Listing updated on 2026-10-20
Photo 4 of Single family home for sale at 248 Cheshire Ct, Kissimmee, FL 34758 | MLS# S5126291 | Listing updated on 2026-10-20
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$289,900

Monthly Est:$1,443

  • Beds Icon4 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,695sqft

248 Cheshire Ct, Kissimmee, FL 34758

$1,443/moEst:

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  • Single Family Residence

  • Built in 2022

  • $7.5/mo HOA

  • 7,710 sqft lot

  • $171/sq.ft

Description

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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 20, 2026 at 12:00 am
  • Listing Provided by: Jacob Hara (407) 933-5478 | TRANSCEND REALTY (407) 518-7653
  • Source: Stellar MLS-FL | MLS#: S5126291 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Osceola County

  • City

    Kissimmee

  • Neighborhood

    --

  • Year Built

    2022

  • HOA Fees

    $7.5/mo

  • Finished Area

    1,695 sqft

  • Lot Size

    7,710 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    S5126291

  • MLS Status

    Active

  • Days on Market

    537

  • Cumulative Days on Market

    399

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Location

HOA Management

Mark Maldonado Serrano

HOA Fees

$90/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Cable TV Cable TV

Park Playground Park Playground

Internet Internet

Management Management

Vehicle Restrictions Vehicle Restrictions

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 2

Interior

  • Sewer

    Private Sewer

  • Flooring

    Ceramic Tile

  • Interior Features

    Ceiling Fans(s), Living Room/dining Room Combo, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk In Closet(s)

  • Window Features

    Aluminum Frames

  • Cooling

    Central Air

  • Appliances

    Dishwasher, Disposal, Electric Water Heater, Microwave, Range

  • Heating

    Central, Electric

Construction

  • Year Built

    Year Built: 2022

  • Home type

    Single Family Residence

  • Foundation Details

    Slab

  • Construction Materials

    Block

  • Roof

    Shingle

  • Property Condition

    Completed

  • Architectural Style

    Contemporary, Traditional

Utilities & Energy

  • Water Source

    Public

  • Laundry Features

    Inside, Laundry Room

  • Utilities

    Cable Available, Electricity Available, Sewer Available, Water Available

  • Parking Features

    Garage Door Opener

  • Association Amenities

    Park, Playground, Vehicle Restrictions

Other Features

  • Lot Features

    Cleared, In County, Paved

  • Subdivision Name

    Poinciana Village 02 Neighborhood 01

  • Community Features

    Deed Restrictions, Park, Playground

  • Patio And Porch Features

    Covered, Rear Porch

  • Vegetation

    Trees/landscaped

Price History

DateEventPrice

09/03/2026

Source: mls_logoStellar MLS-FL #MFRS5126291

Listing Removed

$289,900

$171/sqft

09/03/2026

Source: mls_logoStellar MLS-FL #MFRS5126291

Listed for Sale

$289,900 -3.21%

$171/sqft

05/26/2026

Source: mls_logoStellar MLS-FL #MFRS5126291

Listed for Sale

$299,500 -1.64%

$177/sqft

05/13/2026

Source: mls_logoStellar MLS-FL #MFRS5126291

Pending

$304,500 -0.98%

$180/sqft

04/15/2026

Source: mls_logoStellar MLS-FL #MFRS5126291

Price Decreased

$307,500 -0.79%

$181/sqft

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Nearby Homes

Based on information from Stellar MLS® through Oct 23, 2026, 08:45PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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