This home is in Trailmark, St. Augustine — a home near Tocoi Creek High School.
Sold·Closed Sep 29, 2026·76 days on market·Recent sales in Trailmark·Trailmark
165 Bluegrass Way
St. Augustine, FL 32092
41 more homes for sale in Trailmark →Search Trailmark on the map
About this home
Trailmark
SELLER OFFERING RATE BUYDOWN WITH ACCEPTABLE OFFER! HOME COMES WITH OVER $70,000 IN UPGRADES! Better than new!! Custom finishes include new luxury vinyl plank floors, plantation shutters, pavers in the backyard patio and driveway, and a built-in Sonos audio system that creates the perfect atmosphere for entertaining or relaxing at home. This home is over 2500 square feet with 4 bedrooms, 3 bathrooms in the highly sought-after TrailMark community. The stunning primary suite serves as a private retreat, featuring a beautifully upgraded spa-inspired shower and custom touches that make everyday living feel luxurious.. The heart of the home flows seamlessly into the outdoor living space, where an extended patio and fully fenced backyard provides the perfect setting for outdoor living. Trailmark amenities include resort-style pool, pickleball, fitness center, over 10 miles of walking trails and much more! Schedule a showing today!
Next steps in Trailmark
Cost to own
True monthly cost
What this home actually costs per month at the asking price — not just the mortgage.
- • Homeowners insurance is on top — in Florida it varies widely with roof age and wind/flood zone (see the Reality Check below). Budget it before you offer.
- • In CDD communities (Nocatee, eTown, Seven Pines…), bond assessments are collected on the property-tax bill, and the amount varies home to home — a prior owner may have prepaid the bond — so we confirm this home’s exact line rather than trust a community average.
- • Taxes are estimated at YOUR purchase price — Florida assessments reset on sale, so the seller’s current bill is usually lower than yours will be (that applies to the reference bill above too).
Storms & insurance
Florida Reality Check
The storm-and-insurance facts every Florida buyer should know up front.
Zone X — minimal flood hazard
Flood insurance is typically not required by lenders (always optional).
Flood damage is not covered by standard homeowners insurance — it’s always a separate policy.
Hurricane evacuation zone F
Zone F evacuates after zones A, B, C, D, E in an approaching storm.
Roof: Shingle — year not disclosed (home built 2025)
Roof age drives Florida insurance pricing more than anything else — worth confirming before you offer.
Krista can connect you with local insurance quotes before you make an offer.
Ask about this homeAs of July 2026, this Reality Check is informational only — it draws on FEMA/FDEM hazard layers, Florida DOH water records, and the listing’s own fields at this property’s coordinates. None of it is a determination, survey, or inspection, and public records can lag or conflict with on-site conditions. Independently verify anything you’ll rely on: the flood zone at msc.fema.gov and floridadisaster.org/knowyourzone (and confirm flood-insurance cost with your lender and a licensed insurance agent), and the sewer/septic, roof, and utilities with a professional inspection.
Around this address
Nearby, from public data
The closest public beach, park, water access, league fields and grocery store from this home's location.
Closest beach parking
South Ponte Vedra Recreation Area44 min drive · 24 parking spaces
Closest park or preserve
Twelve Mile Swamp Conservation Area20 min drive · 2.2 mi of trails
Closest public boat ramp
Palmo Cove Public Boat Rampabout 5 mi · St. Johns River - Palmo Cove
Closest kayak & paddleboard launch
Williams Park Canoe/Kayak Launchabout 6 mi · Saint Johns River
Closest youth league fields
Pacetti Bay School Fields8 min drive · Baseball
Closest grocery store
Publix11 min drive · 84 Tuscan Way, Saint Augustine
Not from the MLS. Places from FWC, FDEP, the water districts, the counties and the cities; stores from state food permits and each chain’s store list. Distances are straight-line from this home unless a drive time is shown. Fees, hours and access change, so check the agency’s page before you go.
Cost to own
Taxes & assessment
| Year | Market value | Taxable value | Change |
|---|---|---|---|
| 2025 | $100,000 | $100,000 | — |
2025 property taxes (current owner): $3,989/yr
Estimated taxes if purchased at asking price: ~$7,500/yr
Florida’s Save Our Homes cap limits how fast the current owner’s assessment can rise — and it resets when a home sells, so a buyer’s tax bill is typically based on the purchase price, not the seller’s bill above. Estimate uses the median effective rate across 1,595 current St. Johns listings and includes typical non-ad-valorem assessments; actual taxes depend on exemptions and taxing district. Sources: Florida DOR certified tax roll (2025), NEFMLS.
History
Price & status history
- Sep 29, 2026Closed$469,999
- Aug 31, 2026Active Under Contract$469,999
- Aug 29, 2026Price change$469,999−$5,000
- Aug 17, 2026Price change$474,999−$5,000
- Aug 12, 2026Active Under Contract$479,999
- Jul 18, 2026Price change$479,999−$10,000
- Jun 16, 2026Listed$489,999
History tracked by kristafracke.com from the live MLS feed. Earlier changes may predate tracking.
Closed sales
What sold nearby
Closed sales within about two miles in the last 18 months, same property type, similar size. Closed prices from the MLS, not estimates. Their median is $206/sq ft; this home is listed at $188/sq ft.
| Address | Closed | Price | $/sq ft | Bd/Ba | Sq ft | DOM | Miles |
|---|---|---|---|---|---|---|---|
| 744 Farmfield Drive, St. Augustine, FL 32092Listed by OLYMPUS EXECUTIVE REALTY, INC | Sep 2026 | $515,000 | $206 | 4/3 | 2,500 | 68 | 0 |
| 708 Farmfield Drive, St. Augustine, FL 32092Listed by OLYMPUS EXECUTIVE REALTY, INC | Sep 2026 | $467,500 | $213 | 4/2.5 | 2,190 | 28 | 0 |
| 243 Bluegrass Way, St. Augustine, FL 32092Listed by OLYMPUS EXECUTIVE REALTY, INC | Sep 2026 | $402,000 | $216 | 3/2 | 1,864 | 109 | 0 |
| 565 Farmfield Drive, St. Augustine, FL 32092Listed by OLYMPUS EXECUTIVE REALTY, INC | Aug 2026 | $453,000 | $196 | 3/2.5 | 2,316 | 71 | 0 |
| 486 Farmfield Drive, St. Augustine, FL 32092Listed by OLYMPUS EXECUTIVE REALTY, INC | Aug 2026 | $505,000 | $202 | 4/3 | 2,500 | 0 | 0 |
| 798 Farmfield Drive, St. Augustine, FL 32092Listed by OLYMPUS EXECUTIVE REALTY, INC | Aug 2026 | $500,000 | $200 | 4/3 | 2,500 | 41 | 0 |
Sold data from the realMLS IDX feed. A closed price is what a buyer paid, not what this home is worth; Krista runs the adjustments per home.
Features
School Information
Community Information
Amenities
Interior
Exterior
Additional Information
Listing Courtesy of: FLUID REALTY, LLC.
Sold by: HERRON REAL ESTATE LLC (buyer's brokerage)
Information deemed reliable but not guaranteed. Data provided through the IDX program of realMLS (Northeast Florida Multiple Listing Service). © 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.
The neighborhood
About Trailmark
Trailmark is a neighborhood in St. Johns County, FL (St. Johns County), ZIP 32092.
View all Trailmark homes for sale →Keep looking
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For Sale251 Bluegrass WaySt. Augustine, FL 32092
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For Sale400 Weathered Edge DriveSt. Augustine, FL 32092
4 bd · 3 ba · 2,498 sq ft
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Your Local Realtor
Krista Fracke
Broker Associate
This home sold on Sep 29, 2026. If you own nearby and want to know what this sale means for your value, or you're shopping this street, I can walk you through it.
Text Krista about this saleHomes for sale nearby →20+ years · 500+ closings · NE Florida
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