Aerial view of Highlands

Highlands
Homes for Sale in St. Augustine, FL

All 1,076 homes for sale in St. Augustine, FL · median $479,250 · St. Johns County homes for sale

Community in St. Augustine · St. Johns County · ZIP 32259
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Built fromLive realMLS data16 years of closingsUpdated twice daily

As of September 2026, the MLS records 2 closed sales in Highlands in St. Augustine, FL since 2010, the most recent in October 2012. Across St. Augustine as a whole, 2,652 homes closed in the last 12 months at a median of $453,314, 52 median days on market, with 678 homes for sale today. At that median and St. Johns County's FY2025-26 rate of 13.47 mills, annual property tax runs about $6,110 ($5,590 with the full homestead exemption).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

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.

23 GYPSUM Place
$550K · 1.4 mi away
4 bd · 3 ba · 2,361 sqft
23 GYPSUM Place
Listed by EXP REALTY LLC
133 S WALK Place
$625K · 1.7 mi away
3 bd · 2 ba · 1,736 sqft
133 S WALK Place
Listed by KELLER WILLIAMS ST JOHNS
89 CRESCENT SHORES Road
$594K · 1.9 mi away
4 bd · 3.5 ba · 2,665 sqft
89 CRESCENT SHORES Road
Listed by ASHTON WOODS FLORIDA REALTY LLC
88 CRES SHRS Road
$560K · 1.9 mi away
4 bd · 3.5 ba · 2,484 sqft
88 CRES SHRS Road
Listed by ASHTON WOODS FLORIDA REALTY LLC
100 CRES SHRS Road
$618K · 1.9 mi away
4 bd · 3.5 ba · 3,122 sqft
100 CRES SHRS Road
Listed by ASHTON WOODS FLORIDA REALTY LLC
114 CRES SHRS Road
$524K · 1.9 mi away
4 bd · 3.5 ba · 2,484 sqft
114 CRES SHRS Road
Listed by ASHTON WOODS FLORIDA REALTY LLC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

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.

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.

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

The market around Highlands

Highlands is too small for its own price trend, so here is the market around it.

In ZIP 32259, 535 homes are on the market and 34% are under contract — a fast-moving corner of St. Augustine.

Across St. Johns County, 1,876 homes are active and 834 pending (31% under contract).

In ZIP 32259 (St. Augustine), 2,306 homes closed in the last 12 months at a median of $498K ($222/sq ft), down 3.1% year over year, with a median 46 days on market. Right now 513 active and 265 pending listings put supply at about 3.0 months — a balanced market. See the live ZIP 32259 housing market and the St. Johns County market.

ZIP and county figures describe the wider market, not Highlands specifically. Momentum Research analysis of MLS records.

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 August 2026.

Dev Momentum75/100 · High
  1. July 2026
    Infrastructure

    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
  2. July 2026
    Development

    Six agricultural enclave projects seek to develop 6,500-plus acres in St. Johns County

    Jacksonville Today reported that St. Johns County received six proposals totaling more than 6,558 acres for development under a new Florida agricultural enclave law that took effect July 1, 2026. The largest proposal, about 4,462 acres north of Nocatee, comes from the Davis family and the PARC Group. The County Commission scheduled a public hearing on the proposals for August 19, 2026.

    What it may mean for the marketSignals a large potential expansion of developable land and future housing and commercial capacity, using a new state process that can convert farmland to residential and commercial use with reduced local review. The project is about 11 miles east of Highlands, elsewhere in St. Johns County.

    Source: Jacksonville Today
  3. July 2026
    Retail & Dining

    Publix opens and more retailers coming to Marketplace at Nocatee

    An official Nocatee business update reported that a Publix supermarket with a pharmacy drive-thru and adjacent Publix Liquors has opened at Marketplace at Nocatee. Additional announced tenants include SoFresh in late summer 2026, a Gate gas station, BODYBAR Pilates, a nail spa and a wine and spirits shop. The Hub at Nocatee entertainment concept is slated for 2028.

    What it may mean for the marketExpands grocery, dining and everyday retail capacity at a growing town center, adding anchor and service tenants that build out the commercial base of the area. The project is about 11 miles east of Highlands, elsewhere in St. Johns County.

    Source: Nocatee
  4. June 2026
    Infrastructure

    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
  5. May 2026
    Retail & 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
  6. February 2026
    Retail & 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

Development alerts for HighlandsGet a short monthly email when something new is approved, funded, or opens near Highlands.

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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.

If we were buying in Highlands today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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.

Best Buy
Buyers who want a St. Augustine address inside St. Johns County.
Biggest Risk
Limited public data means each home has to be underwritten individually.
Sweet Spot
A well-priced home that checks out on condition against local comps.
Avoid If
You need a community-wide price story before you'll commit.

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.

Jon Brooks · Founder, Momentum Realty

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.

Best forBuyers who want a St. Augustine address inside St. Johns County.
Biggest advantageThe county and city location does much of the demand work.
Biggest riskLimited public data means each home has to be underwritten individually.
Sweet spotA well-priced home that checks out on condition against local comps.
Avoid ifYou need a community-wide price story before you'll commit.

HOA, CDD & Fees

In short
  • 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.

The takeaway

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.

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.

See all homes for sale in St. Augustine →

Real comps, not an automated estimate.
Buyers prioritizing a St. Augustine location within St. Johns CountyExcellent fit
Buyers willing to evaluate a specific home on its condition and comps rather than a headline numberExcellent fit
Owners who want a data-driven pricing read before listingExcellent fit
Buyers who need a clear neighborhood price range before touringProbably not
Buyers expecting a large volume of active inventory to compare at onceProbably not
Buyers who want a turnkey decision without individual home due diligenceProbably not

Data sources & freshness

Under-contract sharesrealMLS records, as of 2026-09-12
Historical depthClosed-sale records back to 2010 (2 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 local comps.

Looking to buy here? Search homes for sale →

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Nearby Communities

Explore more neighborhoods near Highlands with Momentum Realty’s local guides.

CSCommhighl St Augustine0.1 mi awayRSRock Springs Farms St Augustine1.5 mi away · median $540K, 7 sales/12 moPWPalmetto Woods St Augustine1.7 mi away · 10 homes, built 2007–23SWSouth Walk St Augustine1.7 mi away · 16 homes, built 1997–20CFColonial Farms St Augustine1.9 mi away · 10 homes, built 1988–04CCCrescent Cove St Augustine1.9 mi away · 117 homes, built 1958–24CSCrescent Shores St Augustine2.0 mi away · 6 for saleCPCypress Point St Augustine2.0 mi away · 50 homes, built 1988–19

Browse all neighborhood 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.

Assignments from district data for neighboring communities; grades are official Florida Department of Education school grades (2025-26).

Common questions about Highlands

Where is Highlands?

Highlands is a community in St. Augustine, St. Johns County, Florida, ZIP 32259.

Are there homes for sale in Highlands right now?

No active listings inside Highlands at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Highlands have an HOA or CDD?

No HOA is on record for Highlands 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.

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