This home is in St. Augustine — a home near Tocoi Creek High School.
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$1,707,107Sold4 bd · 4.5 ba · 3,492 sq ft
Sold·Closed Mar 27, 2026·0 days on market·Recent sales in SilverLeaf
539 Chestnut Oak Road
St. Augustine, FL 32092
About this home
St. Augustine
The Monica floor plan is a masterclass in modern luxury, blending expansive spaces with thoughtful details that make daily living a pleasure. Spanning an impressive 3,488 square feet, this one-story home offers four bedrooms, four and a half baths, and a four-car garage. Every corner of this home is designed for both comfort and sophistication, making it ideal for families who appreciate the finer things.
Next steps in SilverLeaf
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.
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
Guana Reserve beach lot (south)about 13 mi · 94 parking spaces
Closest park or preserve
Gourd Island Conservation Area11 min drive · 3.3 mi of trails
Closest public boat ramp
Trout Creek Park Boat Rampabout 3 mi · St. Johns River - Trout Creek (St. Augustine)
Closest kayak & paddleboard launch
Alpine Groves Park Canoe and Kayak Launchabout 8 mi · St. Johns River
Closest youth league fields
Durbin Crossing Park12 min drive · Baseball, Football, Lacrosse, Softball, Track, Soccer
Closest grocery store
Publix6 min drive · 2845 County Road 210 W, Saint Johns
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
Last sold: $1,707,200 in March 2026(county public record, not MLS data)
| Year | Market value | Taxable value | Change |
|---|---|---|---|
| 2026 | $235,000 | $235,000 | ▼ $40,000 |
Estimated taxes if purchased at asking price: ~$26,800/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 1,526 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 (2026), NEFMLS.
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 $360/sq ft; this home is listed at $489/sq ft.
| Address | Closed | Price | $/sq ft | Bd/Ba | Sq ft | DOM | Miles |
|---|---|---|---|---|---|---|---|
| 62 Forest Valley Court, St. Augustine, FL 32092Listed by ICI SELECT REALTY, INC. | Oct 2026 | $1,252,087 | $387 | 4/3.5 | 3,235 | 0 | 0 |
| 567 Chestnut Oak Road, St. Augustine, FL 32092Listed by ICI SELECT REALTY, INC. | Oct 2026 | $1,588,455 | $360 | 5/4.5 | 4,418 | 0 | 0 |
| 215 Brooke Ridge Way, St. Augustine, FL 32092Listed by ICI SELECT REALTY, INC. | Oct 2026 | $1,067,405 | $333 | 3/3 | 3,205 | 15 | 0.2 |
| 53 Glenbriar Court, St. Augustine, FL 32092Listed by KARSTEN REAL ESTATE TEAM | Sep 2026 | $932,000 | $328 | 4/3 | 2,843 | 61 | 0.2 |
| 141 Chestnut Oak Road, St. Augustine, FL 32092Listed by ICI SELECT REALTY, INC. | Sep 2026 | $1,458,064 | $367 | 4/4.5 | 3,969 | 0 | 0.3 |
| 271 Courtney Chase Drive, St. Augustine, FL 32092Listed by ICI SELECT REALTY, INC. | Oct 2026 | $785,600 | $288 | 4/3.5 | 2,729 | 57 | 0.4 |
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.
Is this home priced right?
Ask Krista and she'll email you her read on how this price compares with recent sales nearby.
Features
School Information
Community Information
Amenities
Interior
Additional Information
Listing Courtesy of: ICI SELECT REALTY, INC.
Sold by: ICI SELECT REALTY, INC. (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.
Keep looking
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Pending256 Brook Ridge WaySt. Augustine, FL 32092
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For Sale256 Heritage Pnes WaySt. Augustine, FL 32092
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Your Local Realtor
Krista Fracke
Broker Associate
This home sold on Mar 27, 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
Is this home priced right?
Ask Krista and she'll email you her read on how this price compares with recent sales nearby.
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