Highland Park Estates
Homes for Sale in Maitland, FL

This is a 188-home community of primarily 1960s-era construction in Maitland, with living space that runs larger than a typical starter home at a median of 2,192 square feet, and a homestead share near 87% suggesting most owners hold the property as a primary residence rather than a rental or investment unit.

Stellar MLS sales records identify 126 homes in Highland Park Estates that have changed hands since 2004, built between 1960 and 2007 (median 1965), with a median living area of about 2,194 sq ft and a typical 4-bedroom, 2.5-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.

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

In ZIP 32751, 137 homes are on the market and 35% are under contract — a fast-moving corner of Maitland.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 32751 (MAITLAND), 295 homes closed in the last 12 months at a median of $480K ($261/sq ft), down 0.3% year over year, with a median 30 days on market. Right now 31 active and 17 pending listings put supply at about 3.2 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 Highland Park Estates specifically. Momentum Research analysis of MLS records.

• Dommerich Elem · Elementary
• Maitland Middle · Middle
• Winter Park High · High

Zoned schools reflect the assignments reported on recent Highland Park Estates 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 Highland Park Estates address.

The defining fact of this community is age diversity within a tight geographic footprint. A median build year of 1963 puts the core of the neighborhood squarely in early 1960s construction, but the range extending to 2017 means there are newer builds or substantial rebuilds mixed in. That combination matters for anyone shopping here: the same square footage can mean a home with original systems and layout, or one that's been fully modernized, and the difference shows up in both price and the scope of work a buyer should expect to take on.

At a median living area of 2,192 square feet, homes here tend to run larger than a compact starter footprint, which fits buyers looking for room to grow without moving into new construction. The homestead share near 87% points to a community where most residents are long-term owner-occupants rather than transient renters, which tends to correlate with more consistent upkeep at the block level, though buyers should still evaluate each property on its own condition rather than assume that of the whole street.

In a community with only one active listing at any given time, timing and access matter more than usual. We track this neighborhood closely enough to flag a new listing the moment it hits, and we know how to read a 1960s-era home against a 2017-built one on the same street so you're pricing the actual condition, not just the address.

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