$289,900
248 Cheshire Court
Kissimmee, FL 34758
Listing updated: September 8, 2026 at 3:21 PM ET
Listing courtesy of Transcend Realty · Jacob Hara · MLS #S5126291 · Active · 407-518-7653Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history372 days on market
- Status: ActiveMay 26, 2026
- Listed$329,950May 5, 2025
- Price reduced$289,900
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 372
- Subdivision
- Poinciana Village 02 Neighborhood 01
- County
- Osceola
- Year built
- 2022
- Living area
- 1,695 sq ft
- Price/sq ft
- $171
- Building area
- 2,111 sq ft (Builder)
- Lot size
- 7,710 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- x
- Garage
- 2 spaces
- Annual taxes
- $4,038 (2024)
- Parcel #
- 25-26-28-6100-0637-0130
- Zoning
- OPUD
- MLS #
- S5126291
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Flooring
- Ceramic Tile
- Appliances
- Dishwasher, Disposal, Electric Water Heater, Microwave, Range
- Interior features
- Ceiling Fans(s), Living Room/Dining Room Combo, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- Northwest
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Garage Door Opener
HOA & Financial
- HOA fee
- $90 / Annually
- Monthly HOA
- $8/mo
- Total monthly fees
- $68/mo
- Total annual fees
- $810
- HOA name
- Mark Maldonado Serrano
- CDD
- No
- Min lease term
- 1-2 Years
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Must verify restrictions with HOA
Exterior & Construction
- Construction materials
- Block
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt, Paved
Utilities
- Sewer
- Private Sewer
- Water source
- Public
- Utilities
- Cable Available, Electricity Available, Sewer Available, Water Available
Community
- Pets allowed
- Breed Restrictions, Number Limit, Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | 13x13 |
| Bedroom 2 | First | 11x11 |
| Bedroom 3 | First | 10x10 |
| Bedroom 4 | First | 12x10 |
| Kitchen | First | 12x10 |
| Great Room | First | 21x17 |
Listing Details
- Listing date
- 2025-05-05
- On market date
- 2025-05-05
- Original list price
- $329,950
- Occupant type
- Vacant
- MLS area
- 34758 - Kissimmee / Poinciana
- Listing AOR
- Osceola
- Status changed
- 2026-05-26
- Tax legal description
- POINCIANA V 2 NBD 1 PB 3 PG 69 BLK 637 LOT 13 27/26/28
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Directions from Orlando Airport (MCO) to 248 Cheshire Ct, Kissimmee, FL 34758: Take FL-417 S, then exit onto US-17/US-92 S (John Young Pkwy). Turn right on Pleasant Hill Rd, continue onto Cypress Pkwy. Turn left on Marigold Ave, then right on Peabody Rd. Turn left onto Cheshire Ct — home is on the left.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of September 8, 2026 at 3:21 PM ET. All data is obtained from various sources and may not have been verified by 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.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
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