Highland Park Estates in Maitland

Highland Park Estates
Homes for Sale in Maitland, FL

All 104 homes for sale in MAITLAND, FL · median $462,500 · 81 homes for sale in 32751 · Orange County homes for sale

Community in Maitland · Orange County · ZIP 32751
251 homesBuilt 1959–2017Median sale $605K
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Built fromLive Stellar MLS data21 years of closingsFL DOR public recordsUpdated twice daily

Over the 12 months ending 2026-09-20, 4 recorded sales closed at a median of $604,950, $327 per square foot, a median 20 days on market, sellers accepting 98% of original asking (-38% versus the prior year). Homes listed or recently sold were built 1961 - 1967; none of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 94 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $10,090 ($9,410 with the full homestead exemption).

Highland Park Estates key facts
LocationMAITLAND, Orange County, FL · ZIP 32751
Homes in the community251 (FL DOR 2025 assessment roll)
Years built1959–2017 (median 1964)
Typical living area2,190 sq ft (median)
Amenities listed by sellersFence Restrictions
Sale prices, last 12 months$604,950 median across 4 closed sales · $327 per sq ft · -38.1% vs the prior 12 months
Days on market (closed sales)20 median
For sale right now0 active, 0 pending
Owner-occupied (homestead) share86%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Highland Park Estates key facts,” movewithmomentum.com/neighborhoods/highland-park-estates-maitland, data as of September 20, 2026.

Live · Highland Park Estates Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$605K ▼
Median sold · 12 mo
down 38.1% vs the prior 12 months
-38.1% ▼
1-yr price change
n = 4 and 3 sales in the two windows
$327/sf
Sold $/sqft · 12 mo
peak $348 in 2025
98.4%
Sale vs ask
Tempo
21days
Median DOM · closed
2 days at the 2024 low
0 · 0
For sale · pending
live counts, refreshed twice daily
4
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
86%
Owner-occupied · Highland Park Estates
218 of 252 parcels homesteaded (FL DOR 2025)
14%
Non-owner-occupied · Highland Park Estates
incl. 3% trust or LLC-held · 100% out-of-state
251
Homes in the community
plus 1 vacant residential lots · 252 residential parcels (FL DOR 2025)
Track record · 21 years of records
23
Recorded sales · 2024-2025
median $689K · qualified sales on the county roll (FL DOR 2025)
Est. 1959
Community established
homes built 1959-2017, median 1964 (FL DOR 2025)
1,850sqft
Median sold home size
12-mo windows, closed sales
1.6%/yr
Turnover rate
about 4 of 251 homes trade a year
Highland Park Estates Housing Pulse · Momentum Research · as of September 20, 2026

Highland Park Estates right now

🔴 Off the recent peak. The trailing-12-month median ($605K) is down 38.1% from the prior 12 months ($978K). With about 2 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 20. Confidence: Low (4 and 3 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

· Updated October 5, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

Nearby homes for sale

No active listings inside Highland Park Estates right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

2040 GERONIMO TRAIL
$725K · 0.1 mi away
3 bd · 2 ba · 2,375 sqft
2040 GERONIMO TRAIL
Listed by FANNIE HILLMAN & ASSOCIATES
2130 DELORAINE TRAIL
$750K · 0.1 mi away
3 bd · 2 ba · 2,175 sqft
2130 DELORAINE TRAIL
Listed by COMPASS FLORIDA LLC
1241 MANCHESTER ROAD
$559K · 0.2 mi away
4 bd · 2 ba · 2,038 sqft
1241 MANCHESTER ROAD
Listed by EG ORLANDO LLC
2080 GOLDWATER COURT
$779K · 0.2 mi away
4 bd · 2 ba · 2,280 sqft
2080 GOLDWATER COURT
Listed by REAL BROKER, LLC
2051 DYAN WAY
$799K · 0.3 mi away
5 bd · 4 ba · 3,136 sqft
2051 DYAN WAY
Listed by FANNIE HILLMAN & ASSOCIATES
2464 HUNTERFIELD ROAD
$490K · 0.3 mi away
4 bd · 2 ba · 1,920 sqft
2464 HUNTERFIELD ROAD
Listed by KELLER WILLIAMS ADVANTAGE III

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Highland Park Estates market snapshot (as of September 20, 2026): the median sale price is about $605K ($327 per sq ft over the trailing 12 months of closed sales), and a median 21 days on market for closed sales. The trailing-12-month median is down 38% from the prior 12 months, computed from record-level Stellar MLS closed sales (4 closings in the current window).

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.

County records show 23 qualified sales in Highland Park Estates across 2024 - 2025 (10 in 2024, 13 in 2025), median $689,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Highland Park Estates is a community of 251 homes in Maitland, Orange County, built between 1959 and 2017 (median 1964), with a median living area of about 2,190 square feet. 86% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Windows contain 0 to 5 sales each (4 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2026. Deemed reliable but not guaranteed.

Homes sold per 12-mo window
02420122014201620182020202220242026
0 to 5 a year; 4 in the current window.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,471/mo
Orange County typical true cost to own
$117/mo
Orange County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

How much local inventory is already under contract

32% of homes for sale in ZIP 32751 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-20).

Highland Park Estates Market Scorecard

Balanced

Highland Park Estates is currently a balanced market..

$604,950
Median sold
0/0/4
Active/Pend/Sold

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

Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.

Housing distress & ownership in Highland Park Estates, 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 3 listings
Distress share trend - 0.0% now (2026-08-12 → 2026-09-21)

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 September 2026 through September 2026. Deemed reliable but not guaranteed.

Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.

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

If we were buying in Highland Park Estates 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 Estates.

A closer look at the Highland Park Estates market

At a median of $327 per square foot, Highland Park Estates prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.

The trailing-12-month median down 38% year over year. Homes that do trade take a median 21 days on market, useful leverage on any listing that has lingered.

The housing stock is 251 homes built between 1959 and 2017, and 86% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

“

The location and the amenities are priced into every listing in Highland Park Estates. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
5.9C+ · Buy Score
Recent Direction0.0/10
Owner Commitment8.7/10
Pricing Power8.9/10

Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (5.9). Basis: Recent Direction -38.1% year-over-year; Owner Commitment 86% owner-occupied; Pricing Power 98.4% sale-to-list. Refreshed with each data update.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Highland Park Estates homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Highland Park Estates.
In short
  • HOA status not on record. Verify any dues before you offer
  • 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 Estates sales matched to your home.

What is your Highland Park Estates home worth?

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

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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Highland Park Estates?
The median sale price in Highland Park Estates was $605K over the 12 months ending September 20, 2026 (4 closed sales, Stellar MLS).
How long do homes in Highland Park Estates take to sell?
Homes that closed in the 12 months ending September 20, 2026 took a median 21 days on market (4 sales, Stellar MLS).
How many homes are in Highland Park Estates?
The Florida DOR 2025 assessment roll shows 251 homes plus 1 vacant residential lots in Highland Park Estates (public records).
What share of Highland Park Estates is owner-occupied?
86% of Highland Park Estates 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 Estates built?
Homes in Highland Park Estates were built between 1959 and 2017, with a median year built of 1964 (FL DOR 2025 roll).
Who is the best real estate agent for Highland Park Estates?
The best agent for Highland Park Estates 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 Estates.
How do I find a top Maitland real estate agent who knows Highland Park Estates?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Highland Park Estates and the wider Maitland area.
Can Momentum Realty connect me with an agent for Highland Park Estates?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Highland Park Estates purchase or sale - no call center and no pressure.
Where is Highland Park Estates, and what county is it in?
Highland Park Estates is in MAITLAND, Orange County, FL, ZIP 32751.

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: October 1, 2026)
Community market statsStellar MLS closed sales, 12-month windows ending September 20, 2026
Housing stock & ownershipFlorida DOR assessment roll (street-list match (6 streets, ZIP 32751))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2005 (28 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 local comps.

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More on Highland Park Estates

Thinking of selling in Highland Park Estates? 4 recorded closings; median 20 days on market (window ending 2026-09-20). See the Orange County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Highland Park Estates with Momentum Realty’s local guides.

DHDommerich Highland Park0.0 mi away · 62 homes, built 1959–16Highland Park Estates0.1 mi away · 1 for saleDDommerich0.1 mi away · 96 homes, built 1959–83MHMaitland Highlands0.2 mi away · 41 homes, built 1969–20, 1 for saleHPHighland Park Estates Dommerich0.2 mi away · 45 homes, built 1959–17MHMaitland Highlands Dommerich0.2 mi away · 16 homes, built 1969–20DMDommerich Maitland Highlands0.2 mi away · 41 homes, built 1969–20, 1 for saleDommerich Hills0.3 mi away · median $570K, 4 sales/12 mo

Browse all neighborhood guides →

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