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
True comps, carrying-cost math, and listings before the portals.
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).

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.
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.
Who Highland Grove is best for.
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.
The Highland Grove buying strategy.
If we were buying in Highland Grove today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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.
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.
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.
HOA, CDD & Fees
- 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.
Tools for a Highland Grove buy.
Free calculators to pressure-test the real cost before you tour.
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.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Highland Grove, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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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Should you buy in Highland Grove?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 14, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-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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See how Highland Grove 2Nd Add fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Highland Grove with Momentum Realty’s local 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.
HIGHLAND GROVE 2ND ADD Market Scorecard
HIGHLAND GROVE 2ND ADD is currently a no active listings market. Limited supply, a median asking price of n/a.
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.






