Highland Crest
Homes for Sale in Sarasota, FL

Highland Crest is a small, long-established pocket of 122 homes in Sarasota where the housing stock spans generations rather than a single builder era. Just over half of the homes carry a homestead exemption, pointing to a core of owner-occupants alongside turnover.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Highland Crest is a small community — 70 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

In ZIP 33853, 80 homes are on the market and 24% are under contract — a steady corner of Sarasota.

Across Sarasota County, 4,856 homes are active and 1,589 pending (25% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not Highland Crest specifically. Momentum Research analysis of MLS records.

• Polk County Public Schools (verify by address) · Public
• Confirm zoned elementary, middle, and high · By address
• Charter and choice options may apply · Choice

Zoned schools reflect the assignments reported on recent Highland Crest listings and can change; always confirm with Sarasota County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Highland Crest address.

The defining feature here is range. A year-built span from 1923 to 2020 means two houses on the same street can tell completely different stories — one an early-century cottage, another built in the last decade. The median year of 1983 anchors the neighborhood in older stock, but the spread is wide enough that you cannot assume condition from the community name alone. Each home needs to be read on its own.

At 122 homes with no community amenities identified in current MLS listings, this is a plain residential enclave — you are buying the house and the location, not a club or shared facilities. The compact median size, under 1,400 square feet, keeps these homes on the smaller end, which rewards buyers who want something manageable and sellers who have invested in finish quality.

In a pocket this small with no active listings and a wide vintage spread, comparable sales are scarce and easy to misread. We help sellers position a specific home against its true peers — renovated or original, early-century or newer — and help buyers move quickly and accurately when the right house finally lists, since there is rarely a second one to compare it to.