HIGHLAND GROVE 2ND ADD
Homes for Sale in ORLANDO, FL
True comps, carrying-cost math, and listings before the portals.
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.
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.
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.
The setting & the homes.
Aerial and on-site photos of HIGHLAND GROVE 2ND ADD. Swipe to explore the community.
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HIGHLAND GROVE 2ND ADDWho HIGHLAND GROVE 2ND ADD 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 2ND ADD
HIGHLAND GROVE 2ND ADD is a small community — 26 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.
In ZIP 32803, 148 homes are on the market and 24% are under contract — a steady corner of ORLANDO.
Across Orange County, 5,873 homes are active and 2,054 pending (26% under contract).
The housing mix here is 88% single family residence, 6% townhouse, 3% ?.
ZIP and county figures describe the wider market, not HIGHLAND GROVE 2ND ADD specifically. Momentum Research analysis of MLS records.
The HIGHLAND GROVE 2ND ADD buying strategy.
If we were buying in HIGHLAND GROVE 2ND ADD 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 2ND ADD.
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 2ND ADD. 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 2ND ADD in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a HIGHLAND GROVE 2ND ADD 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 2ND ADD 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 2ND ADD, 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 2ND ADD home worth?
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HIGHLAND GROVE 2ND ADD Market Scorecard
HIGHLAND GROVE 2ND ADD is currently a thin data market. Limited supply, a median asking price of n/a.
Go deeper: 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
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What share of HIGHLAND GROVE 2ND ADD is owner-occupied?
When were the homes in HIGHLAND GROVE 2ND ADD built?
Do cash buyers compete in HIGHLAND GROVE 2ND ADD?
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Should you buy in HIGHLAND GROVE 2ND ADD?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near HIGHLAND GROVE 2ND ADD with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (4 streets, ZIP 32803)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| 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.
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