539 CHESTNUT OAK Road
Saint Augustine, FL 32092
- 4 Beds
- 4.5 Baths
- 3,492 sqft
$1,707,107
Last Sold: Mar 27, 2026
20% over list $1.43M
$489/sqft
Est. Refi. Payment $10,571/mo*
$1,707,107
Last Sold: Mar 27, 2026
20% over list $1.43M
$489/sqft
Est. Refi. Payment $10,571/mo*
4 Beds
4.5 Baths
3,492 sqft
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
2025
Living Area
3,492 sqft
Price/Sqft
$489/sqft
Parking
Garage
HOA
$100/Monthly
About this House
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.
539 CHESTNUT OAK Road, Saint Augustine, FL 32092 is a 4 bedroom, 5 bathroom, 3,492 sqft single-family home built in 2025. It last sold for $1,707,107 on Mar 27, 2026 (20% above the $1,428,141 asking price). It is currently off market. The Trulia Estimate is $1,709,800, with a rent estimate of $4,766/month.
Home Details for 539 CHESTNUT OAK Road
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MLS Status: Closed |
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Interior Details Number of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Living Room, Office |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 3492 Square Feet |
Appliances & Utilities Utilities: Cable Available, Electricity Available, Natural Gas Available, Water AvailableAppliances: Dishwasher, Disposal, Gas Cooktop, Gas Water Heater, Tankless Water HeaterDishwasherDisposal |
Heating & Cooling Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central |
Levels, Entrance, & Accessibility Stories: 1Levels: One |
View No View |
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Parking & Garage Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageNo Attached GarageParking Spaces: 4Parking: Garage,Garage Door Opener |
Frontage Not on Waterfront |
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Year Built Year Built: 2025 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional |
Building Is a New ConstructionNot Attached Property |
Property Information Condition: Under ConstructionParcel Number: 0099830770 |
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Price List Price: $1,428,141Price Per Sqft: $489/sqft |
Status Change & Dates Off Market Date: Mon Oct 20 2025Possession Timing: Close Of Escrow |
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Direction & Address City: St. AugustineCommunity: Silverleaf |
School Information High School: Tocoi Creek |
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Not Senior Community |
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HOA Fee (second): 650HOA Fee Frequency (second): AnnuallyHas an HOAHOA Fee: $1,200/Annually |
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Listing Terms: Cash, Conventional, FHA, VA Loan |
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Mls Number: 2114158 |
Last check for updates: about 5 hours ago
Listed by ALI KARGAR
ICI SELECT REALTY, INC., (386) 236-4220
Bought with: ALI KARGAR, ICI SELECT REALTY, INC.
Source: realMLS, MLS#2114158

Price History for 539 CHESTNUT OAK Road
| Date | Price | Event | Source |
|---|---|---|---|
| 03/27/2026 | $1,707,107 | Sold | realMLS #2114158 |
| 10/20/2025 | $1,428,141 | Pending | realMLS #2114158 |
| 10/20/2025 | $1,428,141 | Listed For Sale | realMLS #2114158 |
Market trends in Saint Augustine
Last updated June 2026
Avg. sale price
$418K
$1.67KMoM
Sale-to-List Price
97.2%
0.1%MoM
Price per sq ft
$226
$2MoM
Available listings
1897
43MoM
Comparable Sales for 539 CHESTNUT OAK Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.00 | Single-Family Home | $1,497,013 | 10/14/25 | 4 | 4.5 | 3,508 | |
0.00 | Single-Family Home | $1,640,293 | 06/09/26 | 4 | 4.5 | 4,067 | |
0.00 | Single-Family Home | $1,731,434 | 12/22/25 | 3 | 4 | 3,719 | |
0.00 | Single-Family Home | $1,267,835 | 09/18/25 | 4 | 4 | 3,849 | |
0.00 | Single-Family Home | $1,240,819 | 12/12/25 | 4 | 4.5 | 3,829 | |
0.00 | Single-Family Home | $1,594,218 | 11/21/25 | 5 | 4.5 | 5,163 | |
0.06 | Single-Family Home | $1,666,909 | 12/19/25 | 4 | 5.5 | 4,739 | |
0.00 | Single-Family Home | $1,217,189 | 12/23/25 | 5 | 3.5 | 3,980 | |
0.00 | Single-Family Home | $1,501,138 | 05/28/26 | 5 | 5.5 | 4,413 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 539 CHESTNUT OAK Road.
What Locals Say about Saint Augustine
At least 670 Trulia users voted on each feature.
91 % Say it's dog friendly
90 % Say car is needed
79 % Say there's holiday spirit
79 % Say yards are well-kept
74 % Say people would walk alone at night
73 % Say it's quiet
70 % Say parking is easy
68 % Say kids play outside
63 % Say there's wildlife
63 % Say there are sidewalks
60 % Say neighbors are friendly
56 % Say they plan to stay for at least 5 years
53 % Say streets are well-lit
40 % Say there are community events
35 % Say it's walkable to restaurants
31 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
Homes for sale near 539 CHESTNUT OAK Road
Off Market Homes Near 539 CHESTNUT OAK Road
Frequently asked questions about 539 CHESTNUT OAK Road
- What is 539 CHESTNUT OAK Road estimated to be worth?Trulia's estimated value for 539 CHESTNUT OAK Road in Saint Augustine, FL is $1,709,800.
- What is the price history for 539 CHESTNUT OAK Road?539 CHESTNUT OAK Road in Saint Augustine, FL last sold for $1,707,107 in March 2026.
- Is Saint Augustine a buyer's or seller's market?Saint Augustine is currently a buyer's market, based on recent for-sale activity.
- What's the median sale price in Saint Augustine?The median sale price in Saint Augustine is $418K. That is down $1.67K from the prior month.
- Does 539 CHESTNUT OAK Road have air conditioning?Yes, 539 CHESTNUT OAK Road in Saint Augustine, FL has air conditioning.
- Does 539 CHESTNUT OAK Road have a garage?Yes, 539 CHESTNUT OAK Road in Saint Augustine, FL has a garage.

IDX information is provided exclusively for 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 realMLS.