CHESTERFIELD HEIGHTS 1ST ADD
Homes for Sale in CLEARWATER, FL

CHESTERFIELD HEIGHTS 1ST ADD is a small community — 5 recorded sales on file, most recently in 2022 — too few for its own price trend. Here is the market around it.

In ZIP 33756, 264 homes are on the market and 16% are under contract — a slower corner of CLEARWATER.

Across Pinellas County, 6,999 homes are active and 1,872 pending (21% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not CHESTERFIELD HEIGHTS 1ST ADD specifically. Momentum Research analysis of MLS records.

The housing stock spans 1956 to 1981, with the bulk clustered near the 1960 median. At a median of roughly 1,491 square feet, these are modest single-story footprints by today's standards, which keeps carrying costs and maintenance scope manageable but rewards smart interior updates. Expect the usual mid-century questions on roof age, electrical panels, and plumbing — the answers to those are where value separates.

The high homestead share, near 80%, signals a neighborhood held for the long haul rather than churned by investors. That tends to mean well-kept exteriors and stable turnover, but it also means fewer homes hit the market in any given season. When one does, the ones that have been thoughtfully modernized are what move; original-condition homes trade on land and potential.

In a thin-listing, condition-driven market like this, one bad comp read can cost you. We underwrite each home on its own merits — roof, systems, and renovation history — instead of leaning on sparse recent sales, and we tell you plainly when a home is priced for its work-still-needed reality versus its finished one.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.