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 August 21, 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 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.
Who The Highlands is best for.
Best for
- Buyers comfortable in the mid-$500s who value an established, low-turnover setting
- Renovation-minded buyers willing to take on an older home and update it
- Long-hold owner-occupants who prioritize a stable community over resale churn
Probably not for
- Buyers who need a large selection of homes and frequent new listings
- Buyers expecting uniform, new-construction consistency across the community
- Short-term investors counting on frequent turnover and quick flips
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 21 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.
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 (2026-08-18).
The The Highlands buying strategy.
If we were buying in The Highlands 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 The Highlands.
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.
The location and the amenities are priced into every listing in The Highlands. The deal is won or lost on condition, the comps, and the renovation math.
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.
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 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.
What is your The Highlands home worth?
Get a no-obligation home value based on real comparable sales in The Highlands, 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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Frequently Asked Questions
What is the median home price in The Highlands?
How long do homes in The Highlands take to sell?
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 August 21, 2026 |
| Under-contract shares | realMLS records, as of 2026-08-18 |
| 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.
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 realMLS member average and 8 days faster, and we’ll price yours against live your area comps.
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