The Highlands
Homes for Sale in Glen St. Mary, FL
True comps, carrying-cost math, and listings before the portals.

Price here is driven by condition and lot, not by any single build era. With homes dating from 1977 through 2017 and a median build year of 1991, The Highlands is a mixed-vintage community where a renovated older home and a newer one can land in very different places on the spectrum. The median sits at $510,000, but treat that as a midpoint on a wide, condition-driven range rather than a sticker price for any given house.
The current posture is quick without being frantic. A median of 17 days on market says correctly priced homes move, but with only a handful of recent closings this is a thin, small sample of 32 homes — one or two sales can swing the read. Sellers should price to the condition of the specific house; buyers should be ready to act on the right listing but not assume the median tells them what a particular home is worth.
The 60-Second Overview
The Highlands market snapshot (as of July 11, 2026): the median sale price is about $510K ($207 per sq ft over the trailing 12 months of closed sales), and a median 17 days on market for closed sales.
The Highlands is a community of 32 homes in Glen St. Mary, Baker County, built between 1977 and 2017 (median 1991.0), with a median living area of about 1,781 square feet. 85% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The Highlands is a small, established community in Glen St. Mary out in Baker County, with a housing stock spanning roughly four decades and a high share of owner-occupied homes.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 11 of each year, from record-level realMLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($510K) IS the median in the snapshot above.
Windows contain 0 to 3 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Source: Data provided by realMLS. Deemed reliable but not guaranteed.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Baker County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Baker County scorecard.
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.
30% of homes for sale in ZIP 32040 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 (2026-07-10).
A mixed-vintage pocket where condition sets the price
The homes span 1977 to 2017, so you are shopping across generations of construction under one community name. The median living area of about 1,781 square feet points to modestly sized houses, and the median price per square foot near $207 reflects that mix. What separates one home from the next is far more likely to be updates, systems, and lot than the year on the plat.
An owner-occupancy share of roughly 85% is high, which usually means a stable, lived-in community and thinner turnover. Combined with the small footprint of 32 homes, inventory is limited by nature — when the home you want comes up, there may not be a close comparable waiting behind it.
Why work with Momentum here
In a small, mixed-vintage community with few recent closings, the median only takes you so far. We price and evaluate off the specific house — its condition, systems, and lot — rather than a community-wide average that a single sale can distort. That discipline matters more here than in a large, uniform subdivision.
The Highlands in 15 seconds.
Tools for a The Highlands 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 The Highlands sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in The Highlands, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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Frequently Asked Questions
What is the median home price in The Highlands?
How long do homes in The Highlands take to sell?
How many homes are in The Highlands?
What share of The Highlands is owner-occupied?
When were the homes in The Highlands built?
Who is the best real estate agent for The Highlands?
How do I find a top Glen St. Mary real estate agent who knows The Highlands?
Can Momentum Realty connect me with an agent for The Highlands?
Should you buy in The Highlands?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | realMLS closed sales, 12-month windows ending July 11, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (2 streets, ZIP 32040)) |
| Under-contract shares | realMLS records, as of 2026-07-10 |
| Historical depth | Closed-sale records back to 2004 (12 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 realMLS 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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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 realMLS member average and 8 days faster, and we’ll price yours against live your area comps.
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