Chelmsford Court, Kissimmee, FL

Everything we know about Chelmsford Court in Kissimmee: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.

50 homes sit on Chelmsford Court in Kissimmee, FL (ZIP 34758), built 1989–2025, a typical 1,724 sq ft with 3 bedrooms. 2 are for sale right now from $275,000 to $299,999. Homes that sold since 2023 went for a median $298,000.

For sale on Chelmsford Court now

317 Chelmsford Court, home for sale on Chelmsford Court
$299,999
3 bd · 2 ba · 1,840 sq ft · built 1998
317 Chelmsford Court
Listing courtesy of PARADISE ONE REALTY
305 Chelmsford Court, home for sale on Chelmsford Court
$275,000
4 bd · 2 ba · 1,808 sq ft · built 2017
305 Chelmsford Court
Listing courtesy of KELLER WILLIAMS REALTY AT THE LAKES

The homes on Chelmsford Court

50 single-family. Built by decade: 1980s 2, 1990s 17, 2000s 25, 2010s 4, 2020s 2.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
364 Chelmsford Court$295,0002026-04-0820012,215
367 Chelmsford Court$339,9902026-03-3020251,828
350 Chelmsford Court$234,0002025-09-0520021,341
328 Chelmsford Court$295,0002025-03-2720031,744
349 Chelmsford Court$305,0002025-02-1220021,704
309 Chelmsford Court$300,0002024-06-1420031,840
330 Chelmsford Court$315,0002024-02-0519911,646
356 Chelmsford Court$288,0002024-01-0519911,452
301 Chelmsford Court$296,0002023-07-1920051,534
335 Chelmsford Court$295,0002023-06-0919921,908
307 Chelmsford Court$324,0002023-04-2720221,747
321 Chelmsford Court$300,0002023-04-0419921,275
305 Chelmsford Ct$369,0002022-09-2620161,808
316 Chelmsford Court$349,0002022-07-0719981,652
373 Chelmsford Court$400,0002022-06-0220032,844
332 Chelmsford Court$350,0002022-04-2520042,162
374 Chelmsford Court$285,0002022-02-2520061,825
354 Chelmsford Court$250,0002021-12-1519891,300
325 Chelmsford Court$346,0002021-11-2220052,846
341 Chelmsford Court$255,0002021-08-2619991,440

Communities along Chelmsford Court

How to read this

Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 3,084 homes for sale in Kissimmee, homes for sale in 34758.

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Common questions

How many homes are on Chelmsford Court in Kissimmee?

50 homes in the parcel and MLS record, built between 1989 and 2025.

Are there homes for sale on Chelmsford Court?

2 listed right now, from $275,000.

What do homes on Chelmsford Court sell for?

Homes that sold since 2023 went for a median $298,000.