281 CHESTNUT OAK Road
Saint Augustine, FL 32092
- 5 Beds
- 3.5 Baths
- 3,973 sqft
5 Beds
3.5 Baths
3,973 sqft
Home Value
Trulia Estimate
$1.13MSince last month
Decreased$5K (-0.4%)Since last year
Increased$26K (+2.3%)Since last sale
Increased$2K (+0.2%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +2% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $1.13M |
| July 2026 | $1.14M |
| June 2026 | $1.14M |
| May 2026 | $1.14M |
| April 2026 | $1.13M |
| March 2026 | $1.13M |
| February 2026 | $1.13M |
| January 2026 | $1.11M |
2025 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.00 | Single-Family Home | $1,471,071 | 02/24/26 | 5 | 3.5 | 4,198 | |
0.00 | Single-Family Home | $1,267,838 | 06/30/26 | 5 | 4.5 | 4,218 | |
0.00 | Single-Family Home | $963,905 | 12/10/25 | 5 | 4 | 3,058 | |
0.00 | Single-Family Home | $1,104,692 | 12/05/25 | 4 | 3 | 3,095 | |
0.00 | Single-Family Home | $1,330,351 | 08/28/25 | 4 | 3 | 3,530 | |
0.00 | Single-Family Home | $1,187,510 | 09/22/25 | 3 | 3.5 | 3,984 | |
0.25 | Single-Family Home | $1,217,189 | 12/23/25 | 5 | 3.5 | 3,980 | |
0.25 | Single-Family Home | $1,138,386 | 12/15/25 | 5 | 3.5 | 4,338 | |
0.17 | Single-Family Home | $1,209,333 | 10/10/25 | 4 | 4 | 3,536 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.00 | $1,326,300 | 4 | 3 | 3,530 | Off Market | |
0.00 | $1,391,900 | 5 | 5 | 5,051 | Off Market | |
0.00 | $1,186,600 | 3 | 3.5 | 3,984 | Off Market | |
0.00 | $1,104,692 | 4 | 3 | 3,095 | Recently Sold | |
0.00 | $963,905 | 5 | 4 | 3,058 | Recently Sold | |
0.00 | $1,267,838 | 5 | 4.5 | 4,218 | Recently Sold | |
0.00 | $1,353,810 | 5 | 3.5 | 4,614 | Recently Sold | |
0.00 | $1,471,071 | 5 | 3.5 | 4,198 | Recently Sold | |
0.14 | $1,210,349 | 4 | 4.5 | 4,025 | For Sale | |
0.17 | $992,000 | 4 | 3 | 2,843 | For Sale | |
0.17 | $1,370,247 | 4 | 4.5 | 3,525 | Recently Sold |
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
2025
Living Area
3,973 sqft
Price/Sqft
$285/sqft
Parking
Garage
HOA
$100/Monthly
About this House
Introducing the Brooke, a spacious 3,610-square-foot home that's designed to fit modern lifestyles with style and ease. Featuring 5 bedrooms, 3.5 bathrooms, and a three-car garage, this two-story layout brings together open spaces, cozy nooks, and flexible areas for family gatherings, entertaining, and relaxation. With ICI Homes' attention to detail and customization options, the Brooke can truly be a home that fits your unique vision.
The covered front entry leads into a welcoming foyer, with a nearby study that's perfect for a home office, library, or quiet retreat. As you continue, the open floor plan unfolds with a bright dining area that flows into the heart of the home. The gourmet kitchen features a deluxe layout, complete with an expansive island, high-end appliances, a large walk-in pantry, and a convenient pass-through to the laundry room and garage. This kitchen is ready for everything from quick family breakfasts to holiday feasts.
The covered front entry leads into a welcoming foyer, with a nearby study that's perfect for a home office, library, or quiet retreat. As you continue, the open floor plan unfolds with a bright dining area that flows into the heart of the home. The gourmet kitchen features a deluxe layout, complete with an expansive island, high-end appliances, a large walk-in pantry, and a convenient pass-through to the laundry room and garage. This kitchen is ready for everything from quick family breakfasts to holiday feasts.
281 CHESTNUT OAK Road, Saint Augustine, FL 32092 is a 5 bedroom, 4 bathroom, 3,973 sqft single-family home built in 2025. It last sold for the $1,131,141 asking price on Feb 27, 2026. It is currently off market. The Trulia Estimate is $1,134,300, with a rent estimate of $4,952/month.
Last check for updates: about 5 hours ago
Listed by ALI KARGAR
ICI SELECT REALTY, INC., (386) 236-4220
Bought with: SHANNON LYN MESSINA, (516) 302-3310, HERRON REAL ESTATE LLC, (904) 729-4313
Source: realMLS, MLS#2105529

Home Details for 281 CHESTNUT OAK Road
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MLS Status: Closed |
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Interior Details Number of Rooms: 10Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Game Room, Living Room, Office, Other |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 3973 Square Feet |
Appliances & Utilities Utilities: Cable Available, Electricity Available, Natural Gas Available, Sewer Available, Water AvailableAppliances: Dishwasher, Disposal, Gas Cooktop, Gas Water Heater, Tankless Water HeaterDishwasherDisposalLaundry: Electric Dryer Hookup,Gas Dryer Hookup,Washer Hookup |
Heating & Cooling Heating: ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Electric |
Levels, Entrance, & Accessibility Stories: 2Levels: Two |
View No View |
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Exterior Home Features Roof: ShinglePatio / Porch: Covered, Front Porch, Patio |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageParking Spaces: 3Parking: Garage Door Opener |
Frontage WaterfrontWaterfront: PondRoad Surface Type: AsphaltOn Waterfront |
Water & Sewer Sewer: Public Sewer |
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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: 0099830210 |
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Price List Price: $1,131,141Price Per Sqft: $285/sqft |
Status Change & Dates Off Market Date: Wed Jun 11 2025Possession Timing: Close Of Escrow |
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Direction & Address City: St. AugustineCommunity: Silverleaf |
School Information Elementary School: Liberty Pines AcademyJr High / Middle School: Liberty Pines AcademyHigh 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, FHA, VA Loan |
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Mls Number: 2105529 |
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HOA Amenities: Pool,Dog Park,Gated,Park,Pickleball,Playground,Tennis Court(s) |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Feb 27, 2026 Source: realMLS #2105529 | Sold | $1,131,141 |
Aug 25, 2025 Source: realMLS #2105529 | Pending | $1,131,141 |
Aug 25, 2025 Source: realMLS #2105529 | Listed For Sale | $1,131,141 |
Market trends in Saint Augustine
Last updated July 2026
Avg. sale price
$432K
$13.33KMoM
Sale-to-List Price
97.5%
0.3%MoM
Price per sq ft
$227
$1MoM
Available listings
1789
109MoM
Around this home
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

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.
Frequently asked questions about 281 CHESTNUT OAK Road
- What is 281 CHESTNUT OAK Road estimated to be worth?Trulia's estimated value for 281 CHESTNUT OAK Road in Saint Augustine, FL is $1,134,300.
- What is the price history for 281 CHESTNUT OAK Road?281 CHESTNUT OAK Road in Saint Augustine, FL last sold for $1,131,141 in February 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 $432K. That is up $13.33K from the prior month.
- Does 281 CHESTNUT OAK Road have air conditioning?Yes, 281 CHESTNUT OAK Road in Saint Augustine, FL has air conditioning.
- Does 281 CHESTNUT OAK Road have a pool?Yes, 281 CHESTNUT OAK Road in Saint Augustine, FL has a pool.