Highlands
Homes for Sale in St. Augustine, FL
All 1,277 homes for sale in St. Augustine, FL · median $481,997 · St. Johns County homes for sale
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-10-20, 38 recorded sales closed at a median of $188,500, $153 per square foot, a median 36 days on market. At the median price and St. Johns County's FY2025-26 rate of 13.47 mills, annual property tax runs about $2,540 ($2,020 with the full homestead exemption).
The snapshot we have on Highlands is thin on live numbers, so the honest read is a positional one rather than a pricing one. What we can say with confidence is location: this is St. Augustine, in St. Johns County, and that county context tends to do a lot of the heavy lifting on demand regardless of what any single listing is asking.
Without a current median or day-count in front of me, I'd treat any listing here on its own merits. Condition, lot, and how a specific home is priced against comparable St. Augustine inventory will matter more than any neighborhood-wide story. If you're selling, price to the comps; if you're buying, don't assume a number until we pull the file.
Figures in this note are as of July 12, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Highlands 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
Highlands market snapshot (as of October 20, 2026): the median sale price is about $188K ($153 per sq ft over the trailing 12 months of closed sales), and a median 37 days on market for closed sales.
In ZIP 32259 (St. Augustine), 2,154 homes closed in the last 12 months at a median of $505K ($224/sq ft), down 1.0% year over year, with a median 43 days on market. Right now 446 active and 261 pending listings put supply at about 13.7 months — a buyer's market. See the live ZIP 32259 housing market and the St. Johns County market.
Highlands sits inside St. Augustine and St. Johns County, so a purchase here is as much a bet on the broader county's location advantages as on the community itself.
Who Highlands is best for.
Best for
- Buyers prioritizing a St. Augustine location within St. Johns County
- Buyers willing to evaluate a specific home on its condition and comps rather than a headline number
- Owners who want a data-driven pricing read before listing
Probably not for
- Buyers who need a clear neighborhood price range before touring
- Buyers expecting a large volume of active inventory to compare at once
- Buyers who want a turnkey decision without individual home due diligence
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending October 20 of each year, from record-level realMLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($188K) IS the median in the snapshot above.
Windows contain 0 to 38 sales each (38 in the current window); every figure carries its sample size. Source: Data provided by realMLS. Deemed reliable but not guaranteed.
36% of homes for sale in ZIP 32259 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 (2026-10-20).
The Highlands buying strategy.
If we were buying in 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 Highlands.
A closer look at the Highlands market
At a median of $153 per square foot, Highlands prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The location and the amenities are priced into every listing in Highlands. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
We work Northeast Florida daily, and in a community where the public snapshot runs thin, the value is in the file work: pulling current comps, walking the condition of a specific home, and telling you plainly whether the asking price holds up. We would rather give you a straight read than a confident guess.
Highlands in 15 seconds.
Tools for a 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 Highlands sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in 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 Highlands home worth?
Get a no-obligation home value based on real comparable sales in 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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St. Augustine guides & data
- Market data
- Cost of living
- Best neighborhoods (ranked by data)
- Best neighborhoods
- Flood zones
- Property taxes (St. Johns County)
- Homestead exemption (St. Johns County)
- New construction
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Huffner Hill Circle (1 homes on record)
Recent Developments in Highlands
Development, infrastructure, retail, and school activity affecting Highlands, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- September 2026Development
UF Health Durbin Park 99-bed hospital opens in northern St. Johns County; Baptist Silverleaf adds emergency department
UF Health Durbin Park, a 99-bed hospital with a 24-hour emergency department on 42.5 acres, held its ribbon-cutting and opens the following week. Baptist Health's Silverleaf campus, about 10 miles south, is adding an emergency department, and AdventHealth and Acadia Health have also opened facilities near I-95. The county's population has grown more than 25% since 2020.
What it may mean for the marketNew hospital and emergency capacity shortens drive times to emergency care and adds healthcare jobs in northern St. Johns County. The site is about 6 miles northeast of Highlands.
Source: Jacksonville Today - August 2026Schools
St. Johns County school board moves ahead with design of SilverLeaf-area high school costing about $100 million
The board approved moving forward with design and architecture for a high school on Parcel 38, with cost estimated at roughly $100 million and possibly up to $120 million as design progresses. Construction is expected to take about three years. A board workshop on full project scope is being prepared.
What it may mean for the marketA new high school in the SilverLeaf area would add school capacity for the fast-growing northwest part of the county. The site is about 3 miles southeast of Highlands.
Source: News4JAX - July 2026Infrastructure
CR 210 widening westbound lanes set to reopen in St. Johns County
News4Jax reported that all westbound lanes of the County Road 210 widening project in St. Johns County were expected to reopen by the end of Friday, July 31, 2026, ahead of the August 10 school year start. The county said it is managing 44 active road projects totaling $183.1 million this year.
What it may mean for the marketExpands roadway capacity on a major county corridor, improving traffic flow and supporting continued growth along the CR 210 area. The project is about 9 miles east of Highlands, elsewhere in St. Johns County.
Source: News4Jax - June 2026Infrastructure
First Coast Expressway advances as an economic-development corridor across Clay and St. Johns
The First Coast Expressway (State Road 23), a tolled beltway looping around the west and south of the Jacksonville metro, continued to open land for development along its corridor, with the final St. Johns County phase from Interstate 95 to east of County Road 2209 in progress. FDOT held a St. Johns County open house on the final phase in January 2026.
What it may mean for the marketNew limited-access highway capacity shortens commutes and opens adjacent land, changes that have historically shaped where new communities and demand concentrate. The site is about 8 miles southwest of Highlands.
Source: Jax Daily Record - May 2026Retail & Dining
Grocery-anchored retail center proposed in Durbin Park
A grocery-anchored retail center was proposed at Durbin Park, the large mixed-use development near Interstate 95 and County Road 210 in northern St. Johns County, adding to the district's existing stores, restaurants, and Walmart-anchored core.
What it may mean for the marketAdded grocery and retail at Durbin Park deepens everyday conveniences in northern St. Johns County, an amenity factor that can support demand for surrounding communities. The site is about 5 miles east of Highlands.
Source: Jax Daily Record - February 2026Retail & Dining
Durbin Park Walmart plans an expansion
The Walmart anchoring Durbin Park filed plans to expand in early 2026, reinforcing the retail core of the Interstate 95 and County Road 210 district in northern St. Johns County.
What it may mean for the marketInvestment in Durbin Park's retail anchor signals continued commercial strength in northern St. Johns County, which can reinforce the appeal of nearby residential areas. The site is about 5 miles east of Highlands.
Source: Jax Daily Record
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.
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Ask an agent about Highlands
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Frequently Asked Questions
What is the median home price in Highlands?
How long do homes in Highlands take to sell?
Who is the best real estate agent for Highlands?
How do I find a top St. Augustine real estate agent who knows Highlands?
Can Momentum Realty connect me with an agent for Highlands?
Where is Highlands, and what county is it in?
How far is Highlands from downtown Jacksonville and the beach?
Should you buy in 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 October 20, 2026 |
| Under-contract shares | realMLS records, as of 2026-10-20 |
| Historical depth | Closed-sale records back to 2010 (40 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 local comps.
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Nearby Communities
Explore more neighborhoods near Highlands with Momentum Realty’s local guides.
Schools serving nearby communities
We do not have a confirmed school assignment for Highlands. These are the public schools most often assigned to other communities in ZIP 32259; zones change and vary by address, so confirm with the district before you buy.
- Bartram Trail High School · 9-12 · FLDOE grade A (assigned to 24 nearby communities)
- Switzerland Point Middle School · 6-8 · FLDOE grade A (assigned to 19 nearby communities)
- Fruit Cove Middle School · 6-8 · FLDOE grade A (assigned to 18 nearby communities)
- Creekside High School · 9-12 · FLDOE grade A (assigned to 16 nearby communities)
- Julington Creek Elementary School · PreK-5 · FLDOE grade A (assigned to 9 nearby communities)
Assignments from district data for neighboring communities; grades are official Florida Department of Education school grades (2025-26).