4 bedroom Single Family Residence at 214 Pepperpike Way, Trailmark, St. Augustine — photo 1Front elevation
4 bedroom Single Family Residence at 214 Pepperpike Way, Trailmark, St. Augustine — photo 2Living space
4 bedroom Single Family Residence at 214 Pepperpike Way, Trailmark, St. Augustine — photo 3Kitchen
4 bedroom Single Family Residence at 214 Pepperpike Way, Trailmark, St. Augustine — photo 4Owner's suite
4 bedroom Single Family Residence at 214 Pepperpike Way, Trailmark, St. Augustine — photo 5Exterior / yardView all 66 photos →
New — 2 days on market Single Family Residence
$435,000
4-Bedroom Home in Trailmark

214 Pepperpike Way, St. Augustine, FL 32092

Single Family Residence in Trailmark, St. Augustine · Built 2022
Trailmark · St. Augustine, FL 32092 · St. Johns
Listing data updated September 20, 2026 · refreshed twice daily
4Bedrooms
3Bathrooms
2,049Sq Ft
2022Year Built
$212Per Sq Ft
Waterfront2-car garage4 bedrooms
Momentum Research: independent market analysis, flood data, insurance estimates, buyer leverage, and objective property scoring, alongside the MLS listing. Not just the listing sheet.
in line with
$/sq ft vs community
$212 here vs $208 median sold (12 mo)
$1k–$2k/yr
Est. insurance · illustrative
Not a carrier quote; premiums vary widely by property. Get a real quote.
Below all 12
Price vs recent sales
Asking $435k is at or below all 12 recent closed sales

Sources: realMLS (listings + 12-mo closed sales), FEMA, modeled insurance. Interpretation: Momentum Research. Data notes

Highlights

As of September 20, 2026, 214 PEPPERPIKE Way in Trailmark, St. Augustine is listed at $435,000 (2,049 sq ft, about $212 per sq ft). That sits within a few percent of Trailmark's median closed sale of $430,000 over the last 12 months (48 recorded sales). It came to market within the past week. Listing facts: built in 2022, waterfront, HOA dues of $8/mo, a CDD assessment of about $1,600/yr. Figures are from the MLS record and county data; deemed reliable but not guaranteed.

  • CDD assessment ~$1,600/yr
  • Built 2022 · 4 yrs
  • 2,049 sq ft of living area
  • 2-car garage
  • Listed at $435,000 — recent neighborhood median sale price ~$430,000 (nearby sales; deemed reliable, not an appraisal)
  • New to market
  • HOA $8/mo (per listing)
Momentum Research · Trailmark

Pricing & the Trailmark market

How this home is priced against recent nearby sales, and where Trailmark has been over 25 years. Momentum Research analysis of realMLS records; closed sales, deemed reliable but not guaranteed. Estimates only; see data notes.

This home’s $/sq ft vs. nearby sales

List $/sq ft against recent nearby closed sales; the community median is marked.

Price per sq ft · this home vs. recent nearby sales144 ALDERWOOD Place144 ALDERWOOD Place: $211/sq ft$21123 PEPPERPIKE Way23 PEPPERPIKE Way: $211/sq ft$211This homeThis home: $212/sq ft$212203 PROVIDENCE Drive203 PROVIDENCE Drive: $213/sq ft$21335 PEPPERPIKE Way35 PEPPERPIKE Way: $217/sq ft$21749 SUNBERRY Way49 SUNBERRY Way: $253/sq ft$25367 PEPPERPIKE Way67 PEPPERPIKE Way: $254/sq ft$254Community median $208
Property timeline

This home’s history

  • 2022BuiltPer public record
  • NowActiveCurrently for sale

Build year is from public record. Listing milestones reflect movewithmomentum.com’s own observations since we began tracking this listing and are not the MLS listing history; dates and prices are deemed reliable but not guaranteed.

Financing

Estimated monthly payment

$2,883/mo
  • Principal & interest $2,304/mo 80%
  • Taxes $312/mo 11%
  • Insurance $126/mo 4%
  • HOA $8/mo 0%
  • CDD $133/mo 5%

$2,883/mo at 20% down, 30-yr @ 6.95% · edit any field to update.

Editable estimate — not a loan offer. Estimates only; see data & estimate notes.

Momentum Scores

Momentum Property Score

50/100
Strongest on: Buyer competition (85), Market liquidity (60)
0 limited50100 exceptional

50/100 is below average across the objective indicators below. It reflects only those measures — not the home’s quality, condition, or desirability.

A 0-100 score built from objective property and market data: flood risk, insurance, pricing, supply, affordability, and recent sales. Higher means more measures line up in a buyer’s favor. It reflects only the factors below.

Price vs area45
This home $212/sq ft vs the community 12-month median $208/sq ft.
Affordability48
List price $435,000 vs the community median $430,000. Not a measure of personal affordability.
Market liquidity60
Community inventory, ~3.4 months of supply (12-month record).
Renovation upside10
From a 2022 build and $212/sq ft vs the community median $208/sq ft. Not a condition assessment.
Buyer competition85
15% of recent closings here paid cash. A higher cash share means more competition from buyers who don't need financing (lower score).
Pricing power51
Recent sales closed at about 97.9% of original asking (~2.1% below). More room below asking generally favors buyers.

Momentum Scores are objective, rules-based indicators computed from listing facts, public records, and recent nearby sales. They are not appraisals, valuations, investment advice, or judgments about a neighborhood or who should live there. Verify independently.

Momentum Research

The Momentum read

🟡 Asking $212 per square foot, about in line with the community’s $208 median. Trailmark’s 12-month median sold price per square foot is $208. MLS facts: realMLS closed sales. A per-square-foot gap is context, not an appraisal; condition, lot, and view set the final number here.

Jump to: About this home · Every number, sourced · Monthly cost · Flood & risk · History · FAQ

Updated September 20, 2026 · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

Listing description

About this home

If you've been craving space and serenity, this is it. In Trailmark, this home delivers a bright open layout, stunning pond & preserve views, and an unforgettable fully opening wall of sliding glass doors (4-panel sliding doors) that creates true indoor/outdoor living. Enjoy sunrise mornings, peaceful afternoons, and sunsets over the water.

Featuring 4 bedrooms, 3 bathrooms, plus a flex room (no door/closet) ideal for an office, playroom, gym, or hobby space. In-ceiling surround sound makes game days and movie nights next level! Updated with roof & HVAC (2022), pool-ready fence & upgraded fans (2022), plus whole-home water purification (2023).

Trailmark offers a resort lifestyle with 10+ miles of trails, resort-style pool + lap pool, fitness center, pickleball, basketball courts, playgrounds, lakeside pavilion, community events, dog park, and a kayak launch on Six Mile Creek, all in top-rated St. Johns County schools, minutes to I-95, historic St. Augustine & beaches!

All 66 photos

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Description provided by MOMENTUM REALTY and reproduced from the MLS; not independently verified.

Property facts & sources

Every fact, sourced

Listing data, public records, our calculations, and what to verify — each fact shown once. Estimates and calculations shown are for general information only, are not appraisals or advice, and should be independently verified.

Listing facts MLS

List price$435,000
Bed / bath4 / 3
Living area2,049 sq ft
Year built2022
Property typeSingle Family Residence
Garage2-car
MLS #2165053
Listing statusNew — 2 days on market

Public records & third-party data

FEMA flood zoneNot verified — check msc.fema.gov
Ground elevation~15 ft
Windstorm exposureModerate
CountySt. Johns
Area listings43 active · 15 under contract
Estimated first-year tax~$3,741/yr
CDD assessment~$1,600/yr
HOA (per listing)$8/mo

Calculated estimates

Price per sq ft$212
Estimated monthly payment$2,883
Insurance (illustrative)$1k–$2k/yr
Messtimate range$432,339 – $518,397
Comparable-sales median$430,000

Buyer should verify Buyer verify

Exact HOA dues, fees, and restrictionsRoof age and conditionHVAC age and conditionA property-specific insurance quoteSurvey and lot boundariesPermit historyFlood-insurance requirementsSchool zoning (confirm with the district)Property taxes after sale (homestead reset)CDD / community assessmentsSquare footage and room dimensions
The Messtimate™

The Messtimate

This is a deliberately dumb estimate — living area times a range of recent neighborhood $/sq ft, and nothing else. It is not an appraisal, not market value, and not a valuation of this home. Even a tight range from comparable sales can’t price a specific home — here’s why.

$432,339the mess$518,397

Actual list price: $435,000 — compare it against the range above. The Messtimate is a blind sqft estimate; the list price reflects this specific home.

A 20% spread on the same house — and that gap is exactly what an automated guess can't see:

  • Condition & updates — a renovated kitchen or new roof vs. dated finishes can swing value six figures; sq ft can't see it.
  • The lot — this listing is waterfront; water frontage is priced far off a per-sq-ft average of the neighborhood.
  • Outliers skew it — the band above comes from 6 nearby sales; one flip or distressed sale moves the whole $/sq ft.
  • Carrying costs & concessions — this home carries HOA dues of $8/mo and a CDD assessment of about $1,600/yr; with insurance and any seller-paid buydown, that changes what a buyer actually pays, and a sq ft estimate ignores all of it.

And here's what the live market is doing — which the number above ignores entirely:

  • 3.4 months of supply

For reference, this home is listed at $435,000 ($212/sq ft) — a number set with analysis a Messtimate can't do.

Want a property-specific review from a licensed agent? A Momentum Realty agent will do a real, free comparative market analysis — walking the home, the lot, the condition, and the live market. That's the difference between a Messtimate and a valuation.

Selling your own home? Try the Messtimate on your address →

Methodology: 2,049 sq ft × $211–$253/sq ft from recent nearby closed sales (public records). Estimate for general information only; not an appraisal, valuation, or offer. Updated September 20, 2026.

Keep looking

Similar homes for sale near Trailmark

Active listings nearby at a comparable size and price. Listings held by brokerages other than Momentum Realty are marked with the listing broker. Deemed reliable but not guaranteed.

Transparency

Price & listing history

Listed for $435,000Momentum Realty · on market 2 days
Public records

Building permits

Permit history not yet linkedConfirm permit history with the county building department.
Estimated ownership costs

Estimated costs & disclosures

Estimated ownership costs for general information. Confirm each with the county, your lender, and an insurer. See data & estimate notes.

Property tax (first-year est.)
~$3,741/yr

A rough first-year estimate only, applying a typical St. Johns rate to the list price before any exemptions. Florida bills vary substantially after reassessment, homestead and other exemptions, and local taxing districts — this is not your expected bill. Confirm with the county property appraiser.

CDD assessment
~$1,600/yr

A Community Development District bond funds roads & amenities; it appears on your tax bill and is not optional.

Insurance (illustrative range)
$1k–$2k/yr

An illustrative modeled range, not based on carrier underwriting and not a quote. Florida premiums vary significantly by roof age, wind-mitigation features, claims history, and carrier — a real quote can land well outside this range. Flood zone not verified for this address — check msc.fema.gov and confirm coverage. Get a quote from a licensed insurer before relying on any figure.

HOA
$8/mo

Covers the master association & common areas. Confirm exact dues and what they include.

Environmental data

Flood zone & elevation

Sourced environmental data for the parcel. Confirm with FEMA and your insurer.

FEMA flood zone
Not verified

Not yet verified for this address. Look up the parcel at msc.fema.gov before relying on any flood assumption.

Ground elevation
~15 ft

Approximate parcel elevation from USGS; confirm exact elevation with a survey.

Windstorm / insurance
Obtain a quote

This is a coastal Florida county. Premiums and coverage vary by home; obtain a quote from a licensed insurer.

Connectivity

Internet & broadband

Fiber
Check availability

AT&T Fiber covers much of NE Florida; confirm availability at the address.

Cable
Likely

Xfinity/Spectrum cable broadband is widely available.

5G Home
Backup

T-Mobile / Verizon fixed-wireless as a backup option.

Seen enough photos?

Want to see 214 PEPPERPIKE Way?

Tell us when works for you and a local agent will reach out to arrange a showing and answer your questions about this home.

Request a showing

or call (904) 351-6461
Market data · public records

Recent sales activity in Trailmark

Recent comparable closed sales near this home, from public records. Summary figures are for general reference only and are not a valuation of this property. See the Trailmark neighborhood guide for more.

Comparable sales found
6

Recent nearby closings in the data set.

Community median sale price
$430,000

Canonical 12-month median closed price. Reference only.

Community median $/sq ft
$208

Canonical 12-month median $/sq ft. Reference only.

Go deeper on Trailmark

See schools, amenities, builders, HOA/CDD detail, and every active & sold home in the community — the single biggest advantage of buying here over a portal.

Assigned schools

Assigned schools

Schools currently assigned to this address in St. Johns County, provided as neutral factual data. Assignments can change — confirm current zoning with the school district. This is not a statement about the home's suitability for any person or family.

GRADEA
Picolata CrossingAssigned elementary school · St. Johns County School District · Grade A (Florida DOE 2025-26)
GRADEA
Pacetti BayAssigned middle school · St. Johns County School District · Grade A (Florida DOE 2025-26)
GRADEA
Tocoi CreekAssigned high school · St. Johns County School District · Grade A (Florida DOE 2025-26)
How it stacks up

Comparable recent sales

Recent closed sales nearby, with photos, so you can compare. Sold prices are public record, deemed reliable but not guaranteed.

Community 12-month median: $208/sq ft. Shown for general reference only — this is not an appraisal or a statement of this home's value. Sold prices are public record and deemed reliable but not guaranteed.

If you rent it out

Investment snapshot

Objective rental and cash-flow estimates for a buyer weighing this as an investment. Rough figures for general information only — not a guarantee of rent, an appraisal, or investment advice. Verify independently.

Estimated rent$1,994 – $2,900/moa rough gross-rent-yield range on list price (comp-based estimate coming).
Estimated cap rate4.5%Net operating income ÷ list price; excludes financing.
Est. monthly cash flow−$944 – −$129At 25% down, 30-yr; after a 10% vacancy/maintenance/management reserve.
Before you decide

Buyer research checklist

Items worth confirming for 214 PEPPERPIKE Way, chosen from what the record shows. This is general guidance, not advice about this specific property.

  • Built in 2022: confirm the roof and HVAC install dates and whether any builder or manufacturer warranty transfers.
  • HOA dues are listed at $8/mo: request the current budget, reserves, and rules before relying on that figure or on any restriction.
  • A CDD assessment of about $1,600/yr is on record: confirm the bond balance and remaining term with the district; it appears on the tax bill.
  • Look up the parcel on FEMA's Flood Map Service Center and confirm with your insurer whether flood insurance is required.
  • Get a homeowners insurance quote for this specific address in St. Johns County; a wind-mitigation inspection and, on older homes, a four-point inspection can change the premium.
  • Waterfront: confirm seawall or dock condition and permits, and ask who owns and maintains the shoreline.
  • Listed living area is 2,049 sq ft: verify it against the property appraiser's record and measure before relying on it.
  • Order a survey to confirm lot boundaries and easements.
  • Review permit history with the county.
  • Property taxes: the estimate on this page (about $3,741/yr) assumes reassessment at the list price; the seller's homestead cap does not transfer, so their current bill is not a guide.
  • School zoning shown here comes from district data and changes; confirm the assigned schools directly with the district before relying on them.
Nearby & commute

Approximate distances

Approximate drive times for general reference only.

Provenance

Data sources & freshness

Listing recordrealMLS, refreshed twice daily (last: September 20, 2026)
Community market statsrealMLS closed sales, as of September 20, 2026
Flood zone & elevationNot verified for this address — look it up at msc.fema.gov
Taxes & monthly costEstimated from county rates; not a quote
Insurance figureModeled estimate; obtain a real quote before offering
Schools2025-26 district assignments; verify with the district

Momentum Research lines are our own analysis of realMLS records; MLS data is deemed reliable but not guaranteed. Estimates are informational, not appraisals or advice. Methodology: how Momentum scores are computed.

Answered before you ask

Frequently asked questions

How big is 214 PEPPERPIKE Way and when was it built?

Per the listing record, 214 PEPPERPIKE Way was built in 2022 and has 2,049 sq ft of living area, 4 bedrooms and 3.0 bathrooms. Living area and lot size come from the MLS record and should be verified against the county property appraiser.

What community is 214 PEPPERPIKE Way in?

214 PEPPERPIKE Way is in Trailmark in St. Augustine, St. Johns County. The community section on this page shows recent closed sales, days on market, and active inventory for Trailmark from the same MLS data.

Does 214 PEPPERPIKE Way have an HOA, and how much are the dues?

The listing reports HOA dues of $8 per month. Dues, what they cover, and the community's rules should be confirmed from the association's current documents before relying on them.

What is a CDD fee?

A Community Development District fee funds a community's roads, amenities, and infrastructure through a bond and appears on the annual tax bill. This parcel shows a CDD assessment of about $1,600 per year; confirm the exact figure with the county.

Why might property taxes on 214 PEPPERPIKE Way differ from the current owner's?

The estimate on this page (about $3,741 per year) assumes reassessment at the list price. Florida's Save Our Homes rule caps annual assessment increases for homesteaded owners, and the assessment resets after a sale, so a new owner's bill may differ from the seller's. Any tax figure shown here is an estimate, not the actual bill — confirm with the county property appraiser and tax collector.

Are short-term rentals allowed at 214 PEPPERPIKE Way?

Many communities restrict short-term rentals, and city/county rules also apply. Confirm the current HOA/CDD rules and local ordinances directly before assuming any rental use.

Is 214 PEPPERPIKE Way in a flood zone?

A flood designation has not been verified for this address. Look up the parcel on FEMA's Flood Map Service Center (msc.fema.gov) and confirm with your insurer.

Can I rely on the figures on this page?

No. Estimated taxes, insurance, payments, and any market or comparable-sales summary are opinions and estimates for general information only and should not be relied upon. Verify all information independently before making any decision.

Ready when you are

See 214 PEPPERPIKE Way in person

Private tours available 7 days a week, in person or by live video walkthrough. Request a tour or send a question and a licensed Momentum Realty agent will follow up.

Call (904) 351-6461

Momentum Realty · licensed in FL & GA

Listing agent

Listed by

Listing agent · Momentum Realty
See all of ALEXANDER NORKUS's listings

Listing courtesy of Momentum Realty.

Opinion & estimate — do not rely on this page. Any figure on this page that is not a verbatim fact from the listing or a public record — including estimated property taxes, insurance, CDD/HOA amounts, mortgage payments, comparable-sales summaries, and market statistics — is an opinion and estimate provided for general informational purposes only. These figures may be inaccurate or out of date, are not appraisals, valuations, or financial, legal, tax, or investment advice, and should not be relied upon. Do not make any purchase, offer, financing, or other decision based on this page. Independently verify everything — price, square footage, lot size, year built, taxes, CDD/HOA, flood status, school assignments, permits, and community rules — with the listing broker, the county, your lender, a licensed inspector, an insurer, and your own advisors before acting.

Estimate methodology. Tax estimates apply a typical county millage rate to the list price and will differ from the actual assessed bill. Cost and market figures are derived from available data and simple calculations, not a professional appraisal. We make no representation that any estimate reflects fair market value.

Equal Housing Opportunity. Content on this page is compiled from public records, MLS data, and automated sources and may contain errors or be out of date. It is general information only, not a representation about any specific property, community, builder, or association. Verify information independently before relying on it. Momentum Realty supports the Fair Housing Act and does not discriminate on the basis of race, color, religion, sex, handicap, familial status, national origin, sexual orientation, or gender identity. Information about schools, distances, and amenities is provided as neutral factual data to help you research the property and is not a statement about who should or should not live here or the suitability of the home or neighborhood for any person or group. School data may change — confirm current assignments with the school district.

Found an error? If you are the owner, listing agent, or a party to this property and believe any information is inaccurate, email jon@movewithmomentum.com and we will review and correct or remove it promptly.

Automated content. Some summaries, distances, and estimates on this page are generated automatically from public and proprietary data sources and may contain errors or omissions. We strive for accuracy but cannot guarantee the completeness or accuracy of any information. Verify anything important independently.

No warranty; measurements & photos. No guarantee, warranty, or representation of any kind is made regarding the completeness or accuracy of any information, descriptions, or measurements on this page — including square-footage measurements and property condition — all of which should be independently verified through appropriate means, including in-person inspection and public records. Photographs may be virtually staged or digitally enhanced and may not reflect actual property conditions. Momentum Realty and its agents expressly disclaim any liability in connection with the information provided.

MLS / IDX. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of the Northeast Florida Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than Momentum Realty are marked with the listing broker's name, and detailed information about such listings includes the name of the listing broker. Data provided is deemed reliable but is not guaranteed. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Source: realMLS (Northeast Florida Multiple Listing Service). © 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

Listing data is deemed reliable but is not guaranteed and is subject to change or withdrawal without notice. Square footage and lot size are approximate. Real estate brokerage services provided by Momentum Realty, licensed in Florida and Georgia. © 2026 Move With Momentum LLC.