
277 APPLEJACK DRIVE, ST AUGUSTINE, FL, 32092
Active138 days on marketListed Mar 3, 2026MLS #G5109012
About this home
277 APPLEJACK DRIVE
One or more photo(s) has been virtually staged. The Fairfield Floor Plan – Reverie at Trailmark The Fairfield is a 1,898-square-foot home featuring 2 bedrooms, 2 bathrooms, a versatile flex room, and a 2-car garage. Designed with both comfort and functionality in mind, it offers an open living layout that flows seamlessly from the kitchen to the dining and great room—perfect for everyday living and entertaining. The flexible room can be customized as a home office, hobby area, or den, creating added versatility to suit your lifestyle. Ideal for those seeking a spacious, well-appointed home in the vibrant community of Reverie at Trailmark. This home features, The Rosemary Beach Coastal elevation, 9’ ceilings with tray in the great room, flex room with passthrough to the kitchen, gourmet kitchen with gray cabinets, quartz counter tops, paver driveway.
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,812
Sqft
0.12 ac
Lot size
2
Garage
2026
Year built
One
Levels
$226
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$3,239 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$3,239/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+8.4%
$/sqft vs St Augustine actives
$226 vs $244
Days on market
138 vs 39 typical
Where $226/sqft sits among the 183 St Augustine actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Trailmark
Get to know St Augustine. See the full St Augustine guide →
Trailmark — neighborhood snapshot
Population
1,245
Median age
37
Median income
$151,277
Median home value
$497,970
Avg household
3
Households w/ children
281
For the school run
St. Johns County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The St Augustine market
$450K → $400K
St Augustine median sold, yr/yr
96.9%
Sale-to-list ratio (12 mo)
75 of 183
St Augustine actives have cut their price
Median sold price, St Augustine, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 15% below the ST AUGUSTINE 32092 median. See the full St Augustine market guide →
Paper trail
This home's history
Reality check
What actually sold near 277 APPLEJACK DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · May ’26$419,001
362 APPLEJACK DRIVE · same community
2 bd · 2 ba · 1,812 sqft · $231/sqft · 0 DOM
Sold · Jan ’26$355,000
112 SUNDANCE DRIVE · same community
2 bd · 2 ba · 1,793 sqft · $198/sqft · 0 DOM
Sold · Jun ’26$354,000
395 APPLEJACK DRIVE · same community
2 bd · 2 ba · 1,793 sqft · $197/sqft · 87 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.

Your agent
Steeve Cadeau
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 277 APPLEJACK DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 277 APPLEJACK DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Steeve's phone and CRM.
Straight answers
277 APPLEJACK DRIVE FAQs
What would the monthly payment be for 277 APPLEJACK DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,239/mo — principal and interest, the actual property-tax bill, the $32/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 277 APPLEJACK DRIVE?+
The association fee works out to $32 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 277 APPLEJACK DRIVE?+
The most recent tax bill on record (2024) was $5,424. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 277 APPLEJACK DRIVE?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in St Augustine?+
At $409,990, this home is listed about 7% below the St Augustine median of $439,900. The market section on this page shows how the area is trending.
Which schools are assigned to 277 APPLEJACK DRIVE?+
Picolata Crossing Elementary School (elementary), Pacetti Bay Middle School (middle), Tocoi Creek High School (high), First Coast Technical College (high), Mky- Head Start /Dpp Pk School () — St. Johns County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Under the ST AUGUSTINE 32092 market on paper
$409,990 is 15% below the ST AUGUSTINE 32092 median of $479,990, and at $226/sqft it sits under the St Augustine average of $309.
02Time on market is leverage
138 days on market against a St Augustine median of 39 — sellers in this position are usually ready to negotiate.
03Strong assigned schools
Picolata Crossing Elementary School, Pacetti Bay Middle School, Tocoi Creek High School, First Coast Technical College, Mky- Head Start /Dpp Pk School — Picolata Crossing Elementary School rates 4 of 5. Always verify assignments with the district.
04The price has already moved
Listed at $443,990, now $409,990 — a $34K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of OLYMPUS EXECUTIVE REALTY INC · Nancy Pruitt, PA. MLS #G5109012.
IDX information is provided exclusively 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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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