Highland Pines
Homes for Sale in Tampa, FL

Highland Pines market snapshot (as of September 20, 2026): the median sale price is about $265K ($294 per sq ft over the trailing 12 months of closed sales), and a median 5 days on market for closed sales. The trailing-12-month median is up 29% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).

In ZIP 33605 (Tampa), 91 homes closed in the last 12 months at a median of $354K ($262/sq ft), down 3.9% year over year, with a median 36 days on market. Right now 45 active and 14 pending listings put supply at about 5.9 months — a balanced market. See the live ZIP 33605 housing market and the Hillsborough County market.

County records show 18 qualified sales in Highland Pines across 2024–2025 (9 in 2024, 9 in 2025), median $303,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Highland Pines is a community of 348 homes in Tampa, Hillsborough County, built between 1915 and 2024 (median 1961.0), with a median living area of about 1,233 square feet. 44% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Highland Pines Add is a close-in Tampa pocket in Hillsborough County where the housing stock spans more than a century, and the median home runs modest in size at roughly 1,233 square feet. Expect character homes and infill new construction side by side rather than a uniform subdivision.

With 348 homes built anywhere from 1915 to 2024, this is one of those areas where the year on the deed tells you more than the street address. The median price per square foot of about $264 reflects that mix — you are frequently paying for lot, location, and whatever has been done to the structure rather than for raw size. Older original homes and ground-up rebuilds compete for the same buyer, which is why inspection and scope-of-work review are non-negotiable steps here.

The homestead share sits just under half at about 44 percent, which signals a meaningful presence of non-homestead ownership alongside owner-occupants. Combined with the brisk five-day median pace, that points to a market with active turnover. Practically, it means comps can shift quickly and you should lean on recent, like-for-like sales rather than dated ones when setting or testing a price.

A market this fast, with this much variation in age and condition, punishes guesswork. We help buyers move decisively on the right house without overpaying for a project they didn't budget for, and we help sellers set a number that captures the fast-mover advantage instead of testing it. In a pocket where a handful of closings shape the comps, having someone who reads each sale on its merits is the difference between a clean deal and a stalled one.