Maitland Highlands
Homes for Sale in Maitland, FL

This is a small, owner-held enclave of larger mid-century-through-modern homes in Maitland — the kind of place where the specific house, and how much it has been updated, matters far more than the community average.

Stellar MLS sales records identify 18 homes in Maitland Highlands that have changed hands since 2006, built between 1969 and 1972 (median 1970), with a median living area of about 2,243 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 4 qualified sales in Maitland Highlands across 2024–2025 (2 in 2024, 2 in 2025), median $800,000 — 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.

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

In ZIP 32751, 128 homes are on the market and 32% are under contract — a fast-moving corner of Maitland.

Across Orange County, 5,774 homes are active and 1,755 pending (23% under contract).

In ZIP 32751 (Maitland), 301 homes closed in the last 12 months at a median of $470K ($261/sq ft), down 1.0% year over year, with a median 31 days on market. Right now 34 active and 17 pending listings put supply at about 3.4 months — a healthy market. See the live ZIP 32751 housing market and the Orange County market.

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

• Dommerich Elem · Elementary
• Winter Park High · High

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

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

The build range tells the real story: homes here date from 1960 to 2020, with the median landing around 1970. That is a wide gap for only 78 homes, and it means no single description fits the inventory. Some houses are close to original; others have been taken to the studs and rebuilt. Because the only price signal we publish is a community median, treat listing prices as condition-driven and expect a genuinely wide spread between a project house and a finished one.

The high homestead share — over 90% — signals a low-turnover market. Fewer homes change hands, so when something does list, it tends to draw attention quickly. Median living area near 2,417 square feet keeps these firmly in move-up territory rather than starter stock. The practical takeaway: know your tolerance for renovation before you shop, because that single variable will define both your budget and your competition.

In a 78-home pocket with thin turnover and a wide condition spread, the value is in reading each specific house — what has been updated, what is deferred, and how that should move the price. We track this market at the street level, so we can tell you whether a given listing is a fair renovation buy or an original home priced like a finished one, and we will say so plainly.

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