Highland Grove in Orlando

Highland Grove
Homes for Sale in Orlando, FL

All 4,060 homes for sale in ORLANDO, FL · median $384,945 · 93 homes for sale in 32803 · Orange County homes for sale

Community in Orlando · Orange County · ZIP 32803
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Built fromLive Stellar MLS data12 years of closingsUpdated twice daily

As of September 2026, the MLS records 15 closed sales in Highland Grove 2Nd Add in Orlando, FL since 2014, the most recent in July 2026. Across Orlando as a whole, 5,915 homes closed in the last 12 months at a median of $412,500, 41 median days on market, with 1,608 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $6,880 ($6,210 with the full homestead exemption).

Live · Highland Grove Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 1 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Highland Grove's 2nd Addition is an older Orlando plat with a construction timeline that stretches from the early 1900s through very recent builds, and that spread is the story here. A median year built of 1951 tells you this is a legacy neighborhood, but the presence of homes built as late as 2024 means teardown-and-rebuild or infill construction has been active alongside the original housing stock. That mix creates real variance in condition, layout, and mechanical age from one lot to the next, which matters more here than in a tract subdivision where every home shares a build era.

With zero active listings at this snapshot, there is nothing currently on the market to benchmark against in real time. A homestead share just over half suggests a solid but not overwhelming owner-occupancy base, with the balance likely a mix of investment holdings and non-homesteaded owners. For a buyer, that means doing homework on any specific address rather than assuming neighborhood-wide condition or pricing norms. For a seller, it means a newer or fully updated home here can stand out sharply against the older stock nearby.

Nearby homes for sale

No active listings inside Highland Grove 2Nd Add 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.

1606 PARK LAKE STREET #9
$630K · 0.2 mi away
3 bd · 3.5 ba · 2,181 sqft
1606 PARK LAKE STREET #9
Listed by BLUEPRINT RE GROUP LLC
1607 WOODWARD STREET #11
$599K · 0.2 mi away
3 bd · 3.5 ba · 2,097 sqft
1607 WOODWARD STREET #11
Listed by HONEST REAL ESTATE COMPANY
858 N THORNTON AVENUE
$599K · 0.2 mi away
3 bd · 3.5 ba · 1,880 sqft
858 N THORNTON AVENUE
Listed by TALENT REALTY SOLUTIONS
843 ALTALOMA AVENUE
$549K · 0.2 mi away
2 bd · 2.5 ba · 1,742 sqft
843 ALTALOMA AVENUE
Listed by LPT REALTY, LLC
1012 E MARKS STREET
$615K · 0.2 mi away
3 bd · 3.5 ba · 1,880 sqft
1012 E MARKS STREET
Listed by UNITED REAL ESTATE PREFERRED
1810 ILLINOIS STREET
$675K · 0.2 mi away
3 bd · 2.5 ba · 1,892 sqft
1810 ILLINOIS STREET
Listed by EXIT REAL ESTATE RESULTS

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

The 60-Second Overview

Highland Grove 2nd Add is a 374-home Orlando neighborhood built out over more than a century, with a typical home running just under 1,600 square feet and a median build year in the early 1950s.

Stellar MLS sales records identify 57 homes in Highland Grove that have changed hands since 2004, built between 1914 and 2021 (median 1948), with a median living area of about 1,228 sq ft and a typical 3-bedroom, 2-bath layout; 93% 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.

Best for

  • Buyers seeking an established in-town Orlando lot rather than new-build subdivision layouts
  • Buyers or investors targeting a newer or renovated home within an older, centrally located plat
  • Buyers comfortable doing individual due diligence on age, condition, and mechanicals rather than trusting a neighborhood-wide standard

Probably not for

  • Buyers who want on-site community amenities like a pool, clubhouse, or gated access
  • Buyers who want every home on the street built in the same era with consistent finishes
  • Buyers who need current active listings to compare before deciding on the area, given none are on the market at this snapshot

The market around Highland Grove

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

In ZIP 32803, 143 homes are on the market and 20% are under contract — a steady corner of Orlando.

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

In ZIP 32803 (ORLANDO), 441 homes closed in the last 12 months at a median of $482K ($328/sq ft), down 4.0% year over year, with a median 30 days on market. Right now 55 active and 26 pending listings put supply at about 2.6 months - a healthy market. See the live ZIP 32803 housing market and the Orange County market.

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

If we were buying in Highland Grove 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 Grove.

Best Buy
Buyers looking for an established Orlando lot in a neighborhood with a genuine mix of older and newly built homes.
Biggest Risk
The wide range in home age means condition and system age vary block to block and must be verified home by home.
Sweet Spot
A buyer or investor comfortable evaluating an individual property on its own merits rather than relying on neighborhood-wide assumptions.
Avoid If
You want a subdivision with shared amenities or a uniform build era across the whole community.

A Neighborhood of Two Eras

The defining fact about this community is the gap between its oldest and newest homes. A 1901-to-2024 build range inside one platted neighborhood is unusual, and it means Highland Grove 2nd Add is not a single housing product but a layered one: original-era homes from the first half of the last century sitting alongside recent construction or renovation. Anyone shopping here needs to treat each listing as its own case rather than extrapolating from a neighborhood average.

At a median 1,589 square feet, the typical home is modestly sized by current build standards, consistent with the era most homes in the plat were built. No community amenities are identified from current MLS listings, so this reads as a straightforward residential plat rather than an amenitized subdivision - value here is driven by the home itself and its lot, not by a shared clubhouse, pool, or gated feature set.

The location and the amenities are priced into every listing in Highland Grove. 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 neighborhood with this much variance in home age and condition, pricing a listing or evaluating an offer requires pulling comparables at the individual-property level, not the neighborhood level. We track what has actually closed and what condition and vintage drove each result, so you are not guessing based on a median that blends a 1905 home with a 2023 rebuild.

Highland Grove in 15 seconds.

Best forBuyers looking for an established Orlando lot in a neighborhood with a genuine mix of older and newly built homes.
Biggest advantageThe build-era spread means a renovated or new home can be purchased without leaving the established neighborhood grid.
Biggest riskThe wide range in home age means condition and system age vary block to block and must be verified home by home.
Sweet spotA buyer or investor comfortable evaluating an individual property on its own merits rather than relying on neighborhood-wide assumptions.
Avoid ifYou want a subdivision with shared amenities or a uniform build era across the whole community.

HOA, CDD & Fees

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 Grove sales matched to your home.

What is your Highland Grove home worth?

Get a no-obligation home value based on real comparable sales in Highland Grove, 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.
Buyers seeking an established in-town Orlando lot rather than new-build subdivision layoutsExcellent fit
Buyers or investors targeting a newer or renovated home within an older, centrally located platExcellent fit
Buyers comfortable doing individual due diligence on age, condition, and mechanicals rather than trusting a neighborhood-wide standardExcellent fit
Buyers who want on-site community amenities like a pool, clubhouse, or gated accessProbably not
Buyers who want every home on the street built in the same era with consistent finishesProbably not
Buyers who need current active listings to compare before deciding on the area, given none are on the market at this snapshotProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 14, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2014 (15 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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Nearby Communities

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

SSSmart Solutions0.1 mi awayTMTrexler Moore0.1 mi awayPPParkside Place Condo Or 6594 27000.1 mi awayFerncreek 200.2 mi away · 2 for saleHighland Grove0.2 mi away · median $417K, 3 sales/12 moAAltaloma0.2 mi awayHHawleys0.2 mi awayPPollock0.2 mi away

Browse all neighborhood guides →

Common questions about Highland Grove

Where is Highland Grove?

Highland Grove is a community in ORLANDO, Orange County, Florida, ZIP 32803.

Are there homes for sale in Highland Grove right now?

No active listings inside Highland Grove at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Highland Grove have an HOA or CDD?

No HOA is on record for Highland Grove in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Thinking of selling in Highland Grove 2Nd Add? 1 recorded closings (window ending 2026-09-12). 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.
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HIGHLAND GROVE 2ND ADD Market Scorecard

No active listings

HIGHLAND GROVE 2ND ADD is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$615,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/1
Active/Pend/Sold

Typical home value in the 32803 ZIP is $473,768, about 6.4% below the Florida norm (Zillow Home Value Index).

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

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