HIGHLAND PARK ESTS in MAITLAND

HIGHLAND PARK ESTS
Homes for Sale in MAITLAND, FL

Community in MAITLAND · Orange County · ZIP 32751
188 homesBuilt 1959–2017
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Built fromLive Stellar MLS data15 years of closingsFL DOR public recordsUpdated twice daily
Live · HIGHLAND PARK ESTS Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
0%
Under contract
Orange: 26% (2,054 of 7,927)
1 · 0
For sale · pending
live counts, refreshed twice daily
Ownership and context
87%
Owner-occupied · HIGHLAND PARK ESTS
164 of 189 parcels homesteaded (FL DOR 2025)
13%
Non-owner-occupied · HIGHLAND PARK ESTS
incl. 3% trust or LLC-held · 100% out-of-state
188
Homes in the community
plus 1 vacant residential lots · 189 residential parcels (FL DOR 2025)
Track record · 15 years of records
Est. 1959
Community established
homes built 1959-2017, median 1963 (FL DOR 2025)
0
Failed listings · 2019
peaked at 2 in 2010
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Highland Park Ests Maitland is an older, established pocket where the housing stock does most of the talking. With a median year built of 1963 against a range that stretches to 2017, you're looking at a mix of original construction and later infill or renovation work, and that spread is what drives value more than location alone. Two homes on the same street can carry very different price expectations depending on whether the interior has been updated or left largely original.

Inventory here is thin — a single active listing at this snapshot — which means there isn't a deep pool of comparables to lean on at any given moment. For a seller, that scarcity can work in your favor if the home shows well, but pricing still has to be grounded in condition and recent comparable sales rather than what the last renovated home fetched. For a buyer, it means patience and a willingness to move when the right property surfaces, since there's rarely a shelf full of options to choose from.

The 60-Second Overview

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.

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.

Best for

  • Buyers seeking a larger living footprint in an established Maitland setting rather than new construction.
  • Buyers comfortable evaluating a mid-century home on its own condition, including potential system updates.
  • Buyers who plan to hold the property long-term and can be patient waiting for the right listing to surface.

Probably not for

  • Buyers who need several comparable listings on hand to negotiate against — inventory here is thin.
  • Buyers who want a guaranteed new-build interior without any renovation history to evaluate.
  • Buyers on a tight timeline who can't wait for the next listing in a community with only one active at a time.

The market around HIGHLAND PARK ESTS

HIGHLAND PARK ESTS is a small community — 5 recorded sales on file, most recently in 2019 — too few for its own price trend. Here is the market around it.

In ZIP 32751, 118 homes are on the market and 23% are under contract — a steady corner of MAITLAND.

Across Orange County, 5,873 homes are active and 2,054 pending (26% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not HIGHLAND PARK ESTS specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in HIGHLAND PARK ESTS, MAITLAND

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 41 listings
Distress share trend — 0.0% now (2026-08-12 → 2026-08-24)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period August 2026 through August 2026. Deemed reliable but not guaranteed.

Homes For Sale Right Now in HIGHLAND PARK ESTS

Live MLS inventory for HIGHLAND PARK ESTS. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.

Active and pending HIGHLAND PARK ESTS listings as of 2026-08-23, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2011 through 2011. Tap any home to ask about it.

Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.

Schools

In short
  • Orange County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Dommerich Elem · Elementary
  • Maitland Middle · Middle
  • Winter Park High · High

Zoned schools reflect the assignments reported on recent HIGHLAND PARK ESTS 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 ESTS address.

If we were buying in HIGHLAND PARK ESTS today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in HIGHLAND PARK ESTS.

Best Buy
Buyers who want an established, larger-footprint home in Maitland and don't need new construction.
Biggest Risk
With only one active listing at a time, there's little room to comparison shop in real time.
Sweet Spot
A buyer targeting a mid-century home with room to update on their own timeline.
Avoid If
You need move-in-ready certainty without factoring in the age of original systems.

A vintage footprint with modern outliers

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.

The location and the amenities are priced into every listing in HIGHLAND PARK ESTS. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

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.

HIGHLAND PARK ESTS in 15 seconds.

Best forBuyers who want an established, larger-footprint home in Maitland and don't need new construction.
Biggest advantageThe size of the typical home here — a living area comfortably above starter-home scale.
Biggest riskWith only one active listing at a time, there's little room to comparison shop in real time.
Sweet spotA buyer targeting a mid-century home with room to update on their own timeline.
Avoid ifYou need move-in-ready certainty without factoring in the age of original systems.

HOA, CDD & Fees

In short
  • Mandatory HOA. Confirm current dues
  • Any club/amenity membership is billed separately

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

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed HIGHLAND PARK ESTS sales matched to your home.

What is your HIGHLAND PARK ESTS home worth?

Get a no-obligation home value based on real comparable sales in HIGHLAND PARK ESTS, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See homes for sale in HIGHLAND PARK ESTS on the map →

Real comps, not an automated estimate.

HIGHLAND PARK ESTS Market Scorecard

Thin data

HIGHLAND PARK ESTS is currently a thin data market. Limited supply, a median asking price of $749,900, and homes go under contract in about 108 days.

n/a
Months supply
$749,900
Median list
n/a
Median sold
$316
Per sqft
108
Days on mkt
1/0/0
Active/Pend/Sold

Go deeper: county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

How many homes are in HIGHLAND PARK ESTS?
The Florida DOR 2025 assessment roll shows 188 homes plus 1 vacant residential lots in HIGHLAND PARK ESTS (public records).
What share of HIGHLAND PARK ESTS is owner-occupied?
87% of HIGHLAND PARK ESTS parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in HIGHLAND PARK ESTS built?
Homes in HIGHLAND PARK ESTS were built between 1959 and 2017, with a median year built of 1963.0 (FL DOR 2025 roll).
Who is the best real estate agent for HIGHLAND PARK ESTS?
The best agent for HIGHLAND PARK ESTS is one who actively works MAITLAND and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for HIGHLAND PARK ESTS.
How do I find a top MAITLAND real estate agent who knows HIGHLAND PARK ESTS?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows HIGHLAND PARK ESTS and the wider MAITLAND area.
Can Momentum Realty connect me with an agent for HIGHLAND PARK ESTS?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your HIGHLAND PARK ESTS purchase or sale - no call center and no pressure.
Buyers seeking a larger living footprint in an established Maitland setting rather than new construction.Excellent fit
Buyers comfortable evaluating a mid-century home on its own condition, including potential system updates.Excellent fit
Buyers who plan to hold the property long-term and can be patient waiting for the right listing to surface.Excellent fit
Buyers who need several comparable listings on hand to negotiate against — inventory here is thin.Probably not
Buyers who want a guaranteed new-build interior without any renovation history to evaluate.Probably not
Buyers on a tight timeline who can't wait for the next listing in a community with only one active at a time.Probably not

Nearby Communities

Explore more neighborhoods near HIGHLAND PARK ESTS with Momentum Realty’s local guides.

Highland Park Estates Maitland0.1 mi awayDommerich Hills Maitland0.3 mi awayHighland Park Estates First Add Maitland0.4 mi awayDommerich Estates 3Rd Add Maitland Maitland0.4 mi awayDommerich Woods Maitland0.5 mi awayLake Of The Woods Townhouse Fern Park0.7 mi awayDommerich Estates 1St Add Maitland0.7 mi awayDommerich Estates 2Nd Add Maitland0.7 mi away

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: August 2, 2026)
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (4 streets, ZIP 32751))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2011 (1 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.

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