599 Chestnut Oak Rd, St. Augustine, FL 32092

Pending

$1,517,427

Est. $10,132/mo —

•

4,204

sq ft

599 Chestnut Oak Rd, St. Augustine, FL 32092

About this home

Single-familyProperty Type

2026Year Built

$361Price/Sq.Ft.

$154/moHOA Dues

4 car garageParking

Listed by ALI KARGAR • ICI SELECT REALTY, INC.

Listing updated: Jul 28, 2026 at 11:50am

Redfin checked: a few seconds ago

•Source:realMLS #2157369

Payment calculator

$10,132 per month

Principal and interest$8,068

Property taxes

HOA dues

Home insurance

Utilities

5 minutes to get started. No credit impact.

Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SAT, 10AM TO 12PM3D WALKTHROUGH
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6 beds4.5 baths3,496 sq ft
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OPEN SAT, 11AM TO 1PM3D WALKTHROUGH
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3 beds2 baths1,841 sq ft
185 Elmwood Dr, Saint Johns, FL 32259
OPEN SAT, 11AM TO 1PM3D WALKTHROUGH
$715,000
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331 Oak Dr S, Fleming Island, FL 32003
OPEN SAT, 11AM TO 1PM3D WALKTHROUGH
$625,000
4 beds3 baths2,350 sq ft
294 Palm Breeze Dr, Ponte Vedra, FL 32081
OPEN SAT, 12PM TO 3PM3D WALKTHROUGH
$400,000
3 beds2.5 baths1,914 sq ft
510 San Clementi Dr, Fleming Island, FL 32003
OPEN SAT, 12PM TO 2PM3D WALKTHROUGH
$500,000
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206 Rivercliff Trl, Saint Augustine, FL 32092
OPEN SAT, 1PM TO 4PM3D WALKTHROUGH
$518,000
4 beds3 baths2,290 sq ft
45 Seton Ct, Saint Augustine, FL 32092
OPEN SAT, 1PM TO 3PM3D WALKTHROUGH
$590,000
5 beds4 baths2,893 sq ft
71 Cedarstone Way, Saint Augustine, FL 32092
OPEN SUN, 1PM TO 3PM
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130 Calle El Jardin #104, Saint Augustine, FL 32095
OPEN SEP 19, 11AM TO 3PM3D WALKTHROUGH
$1,100,000
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Around this home

Schools

K - 12
Preschool & daycare

Liberty Pines Academy

Public K-8 • Assigned • 3.7mi

9/10

Tocoi Creek High School

Public 9-12 • Assigned • 5.2mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

599 Chestnut Oak Rd · $1,517,427

DAYS ON MARKET

The average home goes pending in 77 days.

SALE-TO-LIST

Most homes are selling 3% below list price.

LIST PRICE

Median sale price in this area is $553,185. (64% lower than this home)

PRICE DROP

23% of homes in this area have had a price drop in the past month.

Property details

Parking

Parking Information
Parking Features: Attached, Garage, Garage Door Opener
Garage Spaces: 4
Has Attached Garage
Has Garage

Interior

Interior Features
# of Rooms: 9
Interior Features: Breakfast Bar, Entrance Foyer, Kitchen Island, Open Floorplan, Primary Downstairs, Smart Thermostat, Split Bedrooms, Walk-In Closet(s)
Laundry Features: Electric Dryer Hookup, Gas Dryer Hookup, Washer Hookup
Appliances: Dishwasher, Disposal, Gas Cooktop, Gas Water Heater, Tankless Water Heater
Flooring: Carpet, Laminate, Vinyl

Bedroom Information
# of Bedrooms: 4

Bathroom Information
# of Full Bathrooms: 4
# of Half Bathrooms: 1

Room Information 1
Room Length: 19
Main
Living Room
Room Width: 20

Room Information 2
Room Description: Nook
Room Length: 10
Main
Other
Room Width: 20

Room Information 3
Room Description: Study
Room Length: 14
Main
Other
Room Width: 13

Room Information 4
Room Length: 12
Main
Dining Room
Room Width: 12

Room Information 5
Room Length: 20
Main
Room Width: 16

Room Information 6
Room Length: 15
Main
Bedroom 2
Room Width: 11

Room Information 7
Room Length: 13
Main
Bedroom 3
Room Width: 12

Room Information 8
Room Length: 12
Main
Bedroom 4
Room Width: 14

Room Information 9
Room Length: 23
Second
Room Width: 15

Exterior

Pool Features
Association Amenities - Pool: Yes
Private YN: No
No

Exterior Features
Patio And Porch Features: Covered, Front Porch, Patio
Roof: Shingle

Building Information
Construction Materials: Composition Siding, Frame

Property Information
Levels: Two
Property Sub Type: Single Family Residence
Current Use: Residential, Single Family

Lot Information
Lot Features: Sprinklers In Front, Sprinklers In Rear
Road Surface Type: Asphalt

Utilities

Heating & Cooling
Has Heating
Cooling: Central Air, Electric
Has Cooling
Heating: Electric

Utility Information
Sewer: Public Sewer
Utilities: Cable Available, Electricity Available, Natural Gas Available

Electricity and solar

View estimated energy costs and solar savings for this home

Internet

View available providers

Location

HOA Information
Has Association
Association Name: Johns Island
Association Amenities: Dog Park, Gated, Park, Pickleball, Playground, Tennis Court(s)
Association Fee: $1,200
Association Fee Frequency: Annually
Association Fee2: $650
Association Fee2 Frequency: Annually

School Information
Middle Or Junior School: Liberty Pines Academy
Elementary School: Liberty Pines Academy
High School: Tocoi Creek

Community Information
No
Community Features: Sidewalks

Public facts

Beds: —
Baths: —
Finished Sq. Ft.: —
Unfinished Sq. Ft.: —
Total Sq. Ft.: —
Stories: —
Lot Size: —
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: St. Johns County
APN: 0099830820

Home facts updated by county records on Jul 28, 2026

Sale and tax history for 599 Chestnut Oak Rd

Sale History
Tax History

Public record

Public record
Zoning

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

St. Johns County

APN

0099830820

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 28, 2026.

PUD

Planned Unit Development District

These districts are used for specialized purposes to allow for innovative design techniques. The application of flexible land Use regulations to the Development of land is often difficult or impossible within traditional zoning district regulations. The objective of a PUD is to encourage ingenuity, imagination and design efforts on the part of builders, architects, site planners, and Developers to produce Developments which may depart from the strict requirements of traditional zoning districts in return for a gain in aesthetic and functional design as compared with traditional zoning districts. Planned Unit Development districts shall be suitable in location, area, and character for the Uses and Structures proposed, and are to be planned and developed in a unified manner. Land proposed for Planned Unit Developments proposed shall comply with the Comprehensive Plan and may be located in all Future Land Use Districts except that residential development in the Rural/Silviculture R/S and Agricultural-Intensity A-I land use designations shall be in accordance with the Planned Rural Development PRD District.

Climate risks

4/10 Flood Factor

Estimated 16-24% chance of a flood reaching the building in the next 30 years

6/10 Fire Factor

8% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 107° expected this year, 19 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

St. Augustine, FL • 32092

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

89/ 100

Very good sunlight

Sunscore

This home receives average direct sun exposure in the zip code. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.1 hrs

6 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 599 Chestnut Oak Rd

$1,512,228

$5,199 under list price of $1.52M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $802K to $2.1M.

SOLD AUG 21, 2026
$1,370,247 Last sold price
4 beds4.5 baths3,525 sq ft
56 Glenbriar Ct, St. Augustine, FL 32092
$28/sq ft
SOLD MAY 20, 2026
$1,501,326 Last sold price
5 beds5.5 baths4,652 sq ft
589 Chestnut Oak Rd, St. Augustine, FL 32092
$38/sq ft
1 year older
SOLD MAY 28, 2026
$2,147,058 Last sold price
5 beds5.5 baths4,720 sq ft
61 Glenbriar Ct, St. Augustine, FL 32092
$94/sq ft
1 year older
SOLD MAR 27, 2026
$1,707,107 Last sold price
4 beds4.5 baths3,492 sq ft
539 Chestnut Oak Rd, St. Augustine, FL 32092
$128/sq ft
1 year older
SOLD AUG 28, 2026
$802,314 Last sold price
4 beds3.5 baths3,236 sq ft
156 Rose Bud Ln, St. Augustine, FL 32092
$113/sq ft
SOLD SEP 26, 2025
$1,423,700 Last sold price
5 beds4.5 baths5,229 sq ft
71 Forest Valley Ct, St. Augustine, FL 32092
$89/sq ft
1 year older

Rental earnings

Est. $4,139 per month, based on comparable rentals

This home is pending

The seller has accepted an offer, and this property is now .

Have questions?

Jennifer Grunewald

St. Augustine Redfin Agent

Jennifer Grunewald typically replies in about 4 minutes

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New listings for sale in 32092

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NEW 20 HRS AGO

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COMING SOON

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

Open houses

Nearby open houses (10)

Around this home

Schools

Lifestyle

Market insights

Property details

Sale and tax history for 599 Chestnut Oak Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 599 Chestnut Oak Rd

This home is pending

Have questions?

Nearby similar homes

New listings for sale in 32092

More real estate resources