Holiday Highlands
Homes for Sale in Seminole, FL

Holiday Highlands is a mature Seminole neighborhood of about 380 homes with a median size just over 1,800 square feet — a footprint that leaves room for updates without the maintenance burden of oversized floor plans.

Stellar MLS sales records identify 56 homes in Holiday Highlands that have changed hands since 2004, built between 1970 and 1980 (median 1972), with a median living area of about 1,804 sq ft and a typical 4-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

County records show 20 qualified sales in Holiday Highlands across 2024–2025 (15 in 2024, 5 in 2025), median $564,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

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.

Holiday Highlands is too small for its own price trend, so here is the market around it.

In ZIP 33776, 89 homes are on the market and 25% are under contract — a steady corner of Seminole.

Across Pinellas County, 6,539 homes are active and 1,627 pending (20% under contract).

In ZIP 33776 (Seminole), 40 homes closed in the last 12 months at a median of $388K ($273/sq ft), down 17.3% year over year, with a median 35 days on market. Right now 20 active and 11 pending listings put supply at about 6.0 months — a balanced market. See the live ZIP 33776 housing market and the Pinellas County market.

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

• Bauder Elementary-PN · Elementary
• Seminole Middle-PN · Middle
• Seminole High-PN · High

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

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

The defining feature here is age and variety. A build range from 1930 to 2005 means you can find pre-war character, mid-century ranch layouts, and later infill on the same map. The median year built of 1971 tells you the bulk of the inventory is decades old, so the practical questions are about updates already done and updates still owed. Two homes of similar size can sit far apart on price purely on the strength of their kitchens, roofs, and mechanicals.

The median living area of roughly 1,844 square feet points to right-sized single-family homes rather than sprawling new construction. That scale, combined with an established location in Pinellas County, tends to appeal to buyers who want a manageable house in a settled part of Seminole. Because the stock is older, a thorough inspection is non-negotiable, and a renovation budget should be part of the plan for anything in original condition.

In a neighborhood where condition — not square footage — sets the price, valuation is a judgment call, not a formula. We walk each home against comparable updated and un-updated sales, flag the deferred maintenance that older Seminole housing stock tends to hide, and price accordingly. With inventory kept tight by a high homestead share, we help sellers time the market for scarcity and help buyers move decisively when the right home lists.