Trailmark
Homes for Sale in St Augustine, FL
True comps, carrying-cost math, and listings before the portals.
As of November 2026, Trailmark in St Augustine, FL has 35 homes for sale and 4 pending, asking from $369,990 to $1,159,000 (median $491,997). Over the 12 months ending 2026-08-02, 48 recorded sales closed at a median of $430,000 (+3% versus the prior year's median), $208 per square foot, a median 0 days on market, sellers accepting 98% of original asking. Homes listed or recently sold were built 2016–2026 with 22 new construction; 51 of 51 report an HOA (median $8/mo); 1 of the 51 geocoded homes sit in a FEMA special flood hazard zone (median elevation 15 ft). At the median price and St Johns County's FY2025-26 rate of 13.47 mills, annual property tax runs about $5,790 ($5,270 with the full homestead exemption).
| Location | St Augustine, St Johns County, FL · ZIP 32092 |
|---|---|
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Playground, Clubhouse, Fitness Center, Basketball Court, Jogging Path, Tennis Court(s) |
| Sale prices, last 12 months | $430,000 median across 48 closed sales · $208 per sq ft · +2.8% vs the prior 12 months |
| For sale right now | 43 active, 15 pending · median asking $465,997 · 3.4 months of supply |
| Zoned public schools | Picolata Crossing Elementary School (A, FLDOE 2025-26); Pacetti Bay Middle School (A, FLDOE 2025-26); Tocoi Creek High School (A, FLDOE 2025-26) |
Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2023 through 2026. Market figures describe homes, not residents. Cite as: Momentum Realty, “Trailmark key facts,” movewithmomentum.com/neighborhoods/trailmark-st-augustine, data as of August 2, 2026.
Last 30 days in Trailmark: 11 new listings (median asking $474,990), 4 under contract right now, 6 closed sales (median $600,000). As of November 11, 2026, realMLS.
Homes For Sale Right Now in Trailmark
Live MLS inventory for Trailmark. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active · 7 daysTop listing
Active · 90 days
Active · 112 days
Active · 392 days
Active · 72 days
Active · 61 days
Active · 41 days
Active · 23 days
Active · 40 days
Active · 27 days
Active · 33 days
Active · 49 days
Active · 483 days
Active · 11 daysActive and pending Trailmark listings as of 2026-11-11, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2023 through 2026. Tap any home to ask about it.
Every Home for Sale in Trailmark St Augustine Right Now (39)
All 39 active and pending Trailmark St Augustine listings with a detail page, newest first, refreshed twice a day from the MLS.
- 187 Field Flower Way · $439,900 · 3 bd / 2 ba · listed Nov 9, 2026 · listed by Real Broker Llc
- 276 Back Creek Drive · $1,159,000 · 5 bd / 4.5 ba · listed Nov 5, 2026 · listed by Give Back Realty, Llc.
- 236 Bluegrass Way · $499,990 · 2.5 ba · listed Nov 1, 2026 · listed by Olympus Executive Realty, Inc
- 216 Goldenrod Drive · $564,900 · 4 bd / 3 ba · listed Oct 19, 2026 · listed by Beach Homes Realty, Llc.
- 75 Quicksilver Way · $525,000 · 4 bd / 2.5 ba · listed Oct 15, 2026 · listed by Herron Real Estate Llc
- 251 Bluegrass Way · $474,990 · 4 bd / 2.5 ba · listed Oct 14, 2026 · listed by Olympus Executive Realty, Inc
- 202 Bluegrass Way · $494,990 · 4 bd / 2.5 ba · listed Oct 14, 2026 · listed by Olympus Executive Realty, Inc
- 31 Grassmere Court · $369,990 · 3 bd / 2 ba · listed Oct 14, 2026 · listed by Olympus Executive Realty, Inc
- 261 Bluegrass Way · $374,990 · 3 bd / 2 ba · listed Oct 14, 2026 · listed by Olympus Executive Realty, Inc
- 624 Weathered Edge Drive · $415,000 · 3 bd / 2 ba · listed Oct 13, 2026 · listed by Keller Williams Realty Atlantic Partners
- 116 Providence Drive · $512,500 · 4 bd / 3 ba · listed Oct 10, 2026 · listed by Haldeman Realty & Management Llc
- 52 Providence Drive · $469,000 · 4 bd / 3 ba · listed Oct 9, 2026 · listed by Real Broker Llc
- 80 White Rabbit Run · $423,000 · 4 bd / 3 ba · listed Oct 8, 2026 · listed by United Real Estate Gallery
- 78 Farmfield Drive · $550,000 · 4 bd / 3 ba · listed Oct 2, 2026 · listed by Manucy Realty And Associates
- 2498 Trailmark Drive · $589,000 · 4 bd / 3.5 ba · listed Oct 1, 2026 · listed by Lpt Realty Llc
- 221 Foxcross Avenue · $450,000 · 4 bd / 2.5 ba · listed Sep 26, 2026 · listed by Real Broker Llc
- 155 Blackbird Lane · $509,990 · 2 bd / 2 ba · listed Sep 24, 2026 · listed by Beycome Of Florida Llc
- 324 Ferndale Way · $495,000 · 4 bd / 3 ba · listed Sep 20, 2026 · listed by Ponte Vedra Club Realty, Inc.
- 214 Pepperpike Way · $435,000 · 4 bd / 3 ba · listed by Momentum Realty
- 71 Cedarstone Way · $590,000 · 5 bd / 4 ba · listed Sep 11, 2026 · listed by Real Broker Llc
- 52 Crosswood Court · $740,000 · 5 bd / 4 ba · listed Sep 1, 2026 · listed by Keller Williams St Johns
- 782 Farmfield Drive · $484,990 · 4 bd / 2.5 ba · listed Aug 26, 2026 · listed by Olympus Executive Realty, Inc
- 643 Farmfield Drive · $479,990 · 3 bd / 2.5 ba · pending · listed Aug 26, 2026 · listed by Olympus Executive Realty, Inc
- 75 Crossfield Place · $1,025,000 · 5 bd / 5 ba · listed Aug 14, 2026 · listed by Beycome Of Florida Llc
- 785 Back Creek Drive · $925,000 · 4 bd / 3 ba · listed Aug 13, 2026 · listed by Watson Realty Corp
- 210 Wineberry Lane · $404,990 · 3 bd / 2.5 ba · listed Aug 13, 2026 · listed by Real Broker Llc
- 400 Weathered Edge Drive · $464,900 · 4 bd / 3 ba · listed Aug 13, 2026 · listed by Real Broker Llc
- 350 Wrensong Place · $489,997 · 4 bd / 3 ba · listed Aug 13, 2026 · listed by Axen Realty Llc
- 341 Wrensong Place · $431,997 · 3 bd / 3 ba · listed Aug 13, 2026 · listed by Axen Realty Llc
- 520 Back Creek Drive · $835,000 · 5 bd / 3 ba · listed Aug 13, 2026 · listed by Compass Florida Llc
- 522 White Rabbit Run · $491,997 · 3 bd / 2.5 ba · listed Aug 13, 2026 · listed by Axen Realty Llc
- 338 Wrensong Place · $491,997 · 4 bd / 3 ba · listed Aug 13, 2026 · listed by Axen Realty Llc
- 357 Wrensong Place · $491,997 · 3 bd / 2.5 ba · listed Aug 13, 2026 · listed by Axen Realty Llc
- 326 Wrensong Place · $484,997 · 4 bd / 3 ba · listed Aug 13, 2026 · listed by Axen Realty Llc
- 51 Evening Star Trace · $501,997 · 4 bd / 3 ba · listed Aug 13, 2026 · listed by Axen Realty Llc
- 54 Pepperpike Way · $398,000 · 4 bd / 3 ba · listed Aug 13, 2026 · listed by North Florida Real Estate Partners Inc
- 59 Evening Star Trace · $484,997 · 4 bd / 3 ba · pending · listed Aug 13, 2026 · listed by Axen Realty Llc
- 652 Farmfield Drive · $429,990 · 4 bd / 2.5 ba · pending · listed Aug 13, 2026 · listed by Olympus Executive Realty, Inc
- 722 Farmfield Drive · $419,990 · 4 bd / 2.5 ba · pending · listed Aug 13, 2026 · listed by Olympus Executive Realty, Inc
Price here is driven by condition and the amenity base more than by any single home type. The median sits at $430,000, roughly $208 per square foot, and the spread around that number is wide enough that how a home shows — updates, lot, water adjacency — does more to set the final figure than the headline median suggests.
The posture is balanced: about 3.4 months of supply and 43 active listings against 48 closings in the trailing window. Year over year the median is up 2.8 percent, a measured pace rather than a surge. Well-prepared listings move; buyers still have room to inspect and negotiate rather than waive everything on sight.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Trailmark right now
🟡 Balanced market. 3.4 months of supply and 26% of the inventory already under contract put buyers and sellers on roughly even footing.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of August 2, 2026. Confidence: Very High (58 active and pending listings, 48 closed sales in 12 months).
🟡 Still climbing. The trailing-12-month median ($430K) is up 2.8% from the prior 12 months ($418K).Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending August 2. Confidence: Very High (48 and 35 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated August 2, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Trailmark market snapshot (as of August 2, 2026): the median sale price is about $430K ($208 per sq ft over the trailing 12 months of closed sales), a median 0 days on market for closed sales, and 3.4 months of supply, a balanced market. The trailing-12-month median is up 3% from the prior 12 months, computed from record-level Stellar MLS closed sales (48 closings in the current window).
Trailmark is a St. Johns County amenity community in ST AUGUSTINE where the clubhouse, pool, trail and court network carry much of the value proposition. The balanced market means neither side holds all the leverage right now.
The setting & the homes.
Aerial and on-site photos of Trailmark. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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TrailmarkPhotos from Stellar MLS listings in Trailmark; content deemed reliable but not guaranteed.
Who Trailmark is best for.
Best for
- Buying to use an active amenity package — courts, pool, trails and dog park — regularly
- Looking for a St. Johns County community with room to inspect and negotiate
- Prioritizing maintained grounds and shared facilities over a large private lot
Probably not for
- Trying to minimize monthly carrying costs and avoid HOA dues
- Seeking a home with no shared-amenity obligation
- Expecting to win on deep discounts in a seller-starved market, which this balanced one is not
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($430K) IS the median in the snapshot above, and the move from 2025 ($418K) IS the +2.8% one-year change.
Windows contain 0 to 50 sales each (48 in the current window); every figure carries its sample size. Based on Stellar MLS data distributed by MLS GRID for the period 2023 through 2026. Deemed reliable but not guaranteed.
39% of homes for sale in ZIP 32092 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 (2026-08-01).
Trailmark Market Scorecard
Trailmark is currently a balanced market. About 3.4 months of supply, a median asking price of $465,997, and homes go under contract in about 49 days.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Trailmark on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Life at Trailmark
- Clubhouse · reported on 64 of 68 listings
- Pool · reported on 63 of 68 listings
- Fitness Center · reported on 61 of 68 listings
- Playground · reported on 61 of 68 listings
- Basketball Court · reported on 54 of 68 listings
- Jogging Path · reported on 47 of 68 listings
- Tennis Court(s) · reported on 36 of 68 listings
- Pickleball · reported on 15 of 68 listings
- Children's Pool · reported on 15 of 68 listings
- Park · reported on 12 of 68 listings
- Dog Park · reported on 12 of 68 listings
- Maintenance Grounds · reported on 6 of 68 listings
Community amenities as reported across realMLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
How far is everything?
Everyday stops around Trailmark are close: the nearest groceries is about 4 minutes away.
- Costco Liquor Sales · Groceries4 min
- King Wok · Dining4 min
- Town Center West · Shopping4 min
- AQUAFIN Swim School · Parks5 min
- Baptist Heart Specialists · Health5 min
- Kutie Café · Coffee5 min
Approximate drive times via Mapbox Search + Directions, 2026-07-03. Verify for a specific address.
Schools
- St Johns County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Picolata Crossing Elementary SchoolFLDOE grade A · Public K-5
- Pacetti Bay Middle SchoolFLDOE grade A · Public 6-8
- Tocoi Creek High SchoolFLDOE grade A · Public 9-12
Grades are official Florida Department of Education school grades for 2025-26. Assignments are reported as of the 2025-26 year and can change; always confirm with St Johns County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Trailmark address.
Recent Developments in TrailMark
Development, infrastructure, retail, and school activity affecting TrailMark, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.
- April 2026Development
Pacetti Road townhome proposal returns to county review
St. Johns County commissioners weighed whether to rehear a previously denied rezoning for the Enclave at World Golf Village, a townhome proposal on about 18.5 acres at 3740 Pacetti Road. After an October 2025 mediation, the applicants presented a scaled-back plan that could return for new public hearings if the board approves.
What it may mean for the marketThe outcome may shape how much additional residential density is added along Pacetti Road, the main corridor serving TrailMark, and signals continued development interest near the community.
Source: St. Johns Citizen - March 2026Schools
K-8 charter school proposed off Pacetti Road
A 56,000 square foot K-8 charter campus with an early learning center has been proposed on a parcel off Pacetti Road near World Golf Village, according to plans reviewed by St. Johns County staff. Reviewers said a detailed traffic and site access analysis will be required given existing volumes on Pacetti Road and nearby intersections.
What it may mean for the marketAn additional school option near TrailMark could expand enrollment capacity in the area, while the required traffic study may inform future improvements along Pacetti Road.
Source: St. Johns Citizen - September 2025Schools
Rezoning maps released for new K-8 campuses opening in 2026
The St. Johns County School District released draft attendance rezoning maps tied to two new K-8 campuses opening in 2026, including one in SilverLeaf designed for about 1,500 students. The SilverLeaf campus would absorb more than 1,000 students from Wards Creek Elementary and Pacetti Bay Middle, two schools that serve the TrailMark area, with a board vote planned for November.
What it may mean for the marketCapacity relief at Wards Creek and Pacetti Bay could reduce crowding at schools zoned for TrailMark, though final boundaries may shift which campuses serve parts of the community.
Source: St. Johns Citizen - August 2025Infrastructure
County breaks ground on SR 16 and International Golf Parkway improvements
St. Johns County held an August 25 groundbreaking for the $25 million SR 16-IGP Improvements Project, which will widen State Road 16 from two lanes to four, add sidewalks between IGP and CR 2209, install new drainage and add a traffic signal. The county said the project, expected to take about 18 months, serves five schools within a few miles of the intersection, including those zoned for TrailMark.
What it may mean for the marketImprovements at this junction may smooth school-run and commute traffic for TrailMark households that rely on SR 16 to reach I-95 and area campuses.
Source: St. Johns County (sjcfl.us) - July 2025Builder Activity
Richmond American to build 197-homesite neighborhood at TrailMark
GreenPointe Holdings announced the sale of 197 homesites within TrailMark to Richmond American Homes, which is offering 11 floor plans ranging from about 1,700 to more than 3,000 square feet, priced from the $500s. The neighborhood is part of a later phase of the masterplan north of CR 208 and west of Pacetti Road.
What it may mean for the marketA national builder taking down a large lot position could indicate confidence in continued absorption at TrailMark, and new-phase pricing from the $500s may serve as a reference point for resale values.
Source: TrailMark / GreenPointe
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.
The Trailmark buying strategy.
If we were buying in Trailmark 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 Trailmark.
Amenities do the heavy lifting
The amenity list is unusually deep for the price point: clubhouse, pool and children's pool, fitness center, tennis and pickleball, basketball, a dog park, playground, park, jogging path, boat dock and barbecue areas. That breadth is a real part of what you're buying, and it is also a recurring HOA cost — confirm current dues, access and any restrictions directly with the HOA before you write an offer.
Because so much of the lifestyle is shared and maintenance-grounds coverage is reported here, individual lots and interiors are where buyers should focus their scrutiny. Two homes at similar square footage can land far apart on price depending on finish level and position within the community.
The location and the amenities are priced into every listing in Trailmark. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Trailmark buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (7.3). Basis: Recent Direction +2.8% year-over-year; Liquidity & Demand 3.4 months of supply; Pricing Power 97.9% sale-to-list. Refreshed with each data update.
Why work with Momentum here
A balanced market rewards accurate pricing and clear-eyed comparables, not guesswork. We read the active-versus-closed picture week to week, pressure-test condition against the median, and keep the HOA and amenity details straight so you aren't surprised at closing.
Trailmark in 15 seconds.
HOA, CDD & Fees
- Includes age-restricted (55+) homes. Verify whether age requirements apply to a specific home with the HOA
- Has a CDD assessment
- HOA dues in listing data look inconsistent (~$100/year entered). Confirm current dues with the association
- 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.
Flood & Insurance Context
Of 35 sampled listing addresses in this community: 97% outside the FEMA Special Flood Hazard Area (Zone X/B/C); 3% in an A-series Special Flood Hazard Area zone.
Address-sampled; individual parcels vary - verify any specific address at msc.fema.gov. Check any address at FEMA's Flood Map Service Center, and see average home-insurance costs by Florida county.
Source: FEMA National Flood Hazard Layer, address-level lookups (n=35) · as of 2026-11
Tools for a Trailmark 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 Trailmark sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Trailmark, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Trailmark home worth?
Get a no-obligation home value based on real comparable sales in Trailmark, 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 homes for sale in Trailmark on the map →
Recently off market in TRAILMARK
Homes in TRAILMARK that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 35 on record.
- 105 Bloomfield Way · off market
- 107 Providence Drive · off market
- 12 Wrensong Place · off market
- 141 Linsbury Court · off market
- 144 Alderwood Place · off market
- 159 Weathered Edge Drive · off market
- 165 Bluegrass Way · off market
- 184 Wineberry Lane · off market
Recently sold in Trailmark St Augustine
- 660 Goldenrod Drive · sold $620,000
- 775 Farmfield Drive · sold $385,000
- 255 Split Oak Road · sold $638,000
- 671 Goldenrod Drive · sold $725,817
- 289 Weathered Edge Drive · sold $565,000
- 710 Goldenrod Drive · sold $580,000
- 105 Bloomfield Way · sold $474,900
- 62 Alderwood Place · sold $425,000
- 192 Goldenrod Drive · sold $590,000
- 744 Farmfield Drive · sold $515,000
Closed sales from the MLS; each page shows the sold price, taxes and value history.
Frequently Asked Questions
What is the median home price in Trailmark?
How long do homes in Trailmark take to sell?
Is Trailmark a buyer's or seller's market right now?
Do cash buyers compete in Trailmark?
What schools serve Trailmark?
Who is the best real estate agent for Trailmark?
How do I find a top St Augustine real estate agent who knows Trailmark?
Can Momentum Realty connect me with an agent for Trailmark?
Should you buy in Trailmark?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near Trailmark with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 11, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2023 (133 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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See how TRAILMARK fits the bigger picture — live prices, inventory, and Momentum Scores: