OFF MARKET

Off Market Mar 2021 for $399K

$549,959

Est. refi paymentEst. refi $2,626/mo

•

2,248

sq ft

1596 Chestnut Grove Rd, Winchester, VA 22603

About this home

Beautiful ranch home situated on 5 acres conveniently located with an easy drive to schools and shopping. Home is in pristine condition with updated kitchen including granite counters, stainless steel appliances, beautiful hardwood floors throughout and updated bathrooms. Huge basement with office area , laundry room/storage area and spacious family room. Exterior features include landscaping, large deck for entertaining and back to trees for privacy, huge detached 3 bay garage with automatic openers and extra storage space. 5 unrestricted acres - hurry this won't last long.

Single-familyProperty Type

1982Year Built

5 acresLot Size

$245Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Lilly Triplett • Colony Realty

•540-662-0323 (broker)

Bought with Brett Sowder • RE/MAX Roots

•540-686-7362 (broker)

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #VAFV161960

Redfin Estimate

$549,959

$150K since sold in March 2021$1,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.4% higher than the average sale price ($508K) of 6 comparable homes.

SOLD AUG 3, 2026
$450,000
A
3 beds2 baths2,545 sq ft
432 Spring Valley Dr, Winchester, VA 22603
SOLD SEP 12, 2025
$699,900
B
3 beds2 baths2,342 sq ft
200 Sweetbriar, Winchester, VA 22603
SOLD JUL 31, 2026
$476,500
C
3 beds2 baths3,029 sq ft
357 Hunting Ridge Rd, Winchester, VA 22603
SOLD NOV 21, 2025
$299,000
D
3 beds1 bath1,947 sq ft
266 Pond View Ln, Winchester, VA 22603
SOLD FEB 6, 2026
$590,000
E
3 beds2.5 baths2,618 sq ft
281 Light Rd, Winchester, VA 22603
SOLD MAY 22, 2026
$530,000
F
3 beds2 baths1,946 sq ft
289 Westview Dr, Winchester, VA 22603

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Earn from this home

Refinance

Est. cash available

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Rent

$3,096/mo

Redfin rental estimate

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Market trends in 22603, VA

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.5%

+0.2% MoM

Median sale price

$460K

$25K MoM

Avg. days on market

49d

7 days MoM

Recently sold homes

6 MoM

New listings for sale

COMING SOON
$515,000
4 beds3.5 baths3,128 sq ft
409 Fortress Dr, Winchester, VA 22603
(540) 667-9097
COMING SOON
$139,000
3 beds2.5 baths2,016 sq ft
123 Averell Ave, Winchester, VA 22603
(703) 891-4514
$289,900
3 beds3.5 baths1,906 sq ft
114 Tudor Dr, Winchester, VA 22603
(540) 665-0360
$342,000
3 beds2.5 baths1,220 sq ft
292 Sage Cir, Winchester, VA 22603
(703) 443-1757
$395,600
4 beds2 baths1,860 sq ft
178 Payne Rd, Winchester, VA 22603
(540) 259-4090
$499,900
3 beds2 baths1,479 sq ft
1960 Siler Rd, Winchester, VA 22603
(540) 773-8475
3D WALKTHROUGH
$1,100,000
5 beds5 baths5,525 sq ft
300 Clearview Dr, Clear Brook, VA 22624
(540) 686-7362
See all

Provided by Redfin

Sale history for 1596 Chestnut Grove Rd

Date

Event

Price

BRIGHT MLS #VAFV161960

Mar 19, 2021

Sold

$399,900

$178/sq ft

Mar 4, 2021

Pending

—

Feb 9, 2021

Contingent

—

Feb 5, 2021

Listed

$399,900

$178/sq ft

BRIGHT MLS #1001327735

Jul 15, 2016

Sold

$299,000

$133/sq ft

Beautiful Ranch on 5 Acres offers huge detached 3-Car Garage with electric. Refinished hardwood floors throughout the main level. Renovated kitchen with granite counter-tops & stainless steel appliances. Freshly painted inside and out. New flooring & lighting. Updated bathrooms. Large finished walk-out basement. Deck overlooks private & wooded backyard. Professionally landscaped. Great Views!

MRIS #FV9655465

Jul 15, 2016

Sold

$299,000

$133/sq ft

Jun 7, 2016

Pending

—

Jun 3, 2016

Relisted

—

May 16, 2016

Pending

—

May 14, 2016

Listed

$133/sq ft

+25

Public Records

Dec 27, 2001

Sold

$154,000

$69/sq ft

MRIS #FV4043247

Nov 8, 2001

Delisted

—

Sep 24, 2001

Listed

$71/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2026

$2,309 (+11.9%)

$101,000 + $334,700

$435,700

2025

$2,064 (+11.7%)

$101,000 + $328,900

$429,900

2024

$1,847

$82,500 + $279,600

$362,100

2023

$1,847 (+17.0%)

$82,500 + $279,600

$362,100

2022

$1,578

$74,500 + $184,200

$258,700

2021

$1,578 (+7.4%)

$74,500 + $184,200

$258,700

2020

$1,469

$74,500 + $166,300

$240,800

2019

$1,469 (+3.2%)

$74,500 + $166,300

$240,800

2018

$1,423 (+1.7%)

$74,500 + $166,300

$240,800

2017

$1,400 (+25.4%)

$74,900 + $158,400

$233,300

2016

$1,116 (+3.3%)

$74,900 + $158,400

$233,300

2014

$1,080

$62,200 + $122,500

$184,700

Tax history for 1596 Chestnut Grove Rd

Year

Property tax

Land + Additions

Assessment*

2026

$2,309 (+11.9%)

$101,000 + $334,700

$435,700

2025

$2,064 (+11.7%)

$101,000 + $328,900

$429,900

2024

$1,847

$82,500 + $279,600

$362,100

2023

$1,847 (+17.0%)

$82,500 + $279,600

$362,100

2022

$1,578

$74,500 + $184,200

$258,700

2021

$1,578 (+7.4%)

$74,500 + $184,200

$258,700

2020

$1,469

$74,500 + $166,300

$240,800

2019

$1,469 (+3.2%)

$74,500 + $166,300

$240,800

2018

$1,423 (+1.7%)

$74,500 + $166,300

$240,800

2017

$1,400 (+25.4%)

$74,900 + $158,400

$233,300

2016

$1,116 (+3.3%)

$74,900 + $158,400

$233,300

2014

$1,080

$62,200 + $122,500

$184,700

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

5 Acres

Year renovated

2008

Sq. Ft.

2,371

Year built

1982

Style

Single Family Residential

County

Frederick County

APN

20 3 15

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2026.

Property details

Parking

Parking Information
# of Detached Garage Spaces: 3
Garage Features: Garage - Front Entry, Additional Storage Area, Garage Door Opener, Oversized
# of Total Garage and Parking Spaces: 6
Has Garage
# of Garage Spaces: 3
Driveway - # of Spaces: 3
Gravel Driveway
Detached Garage, Driveway

Interior

Bedroom Information
# of Bedrooms On Main Level: 3

Bathroom Information
# of Bathrooms (Full) On Main Level: 2
# of Bathrooms (Full): 2

Interior Information
Appliances: Built-In Microwave, Dishwasher, Exhaust Fan, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Water Heater
Door Features: Storm, French, Insulated
Flooring Type: Hardwood, Ceramic Tile, Vinyl
Interior Features: CeilngFan(s), Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Traditional, Kitchen - Gourmet, Recessed Lighting, Water Treat System, Wood Floors
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Dry Wall

Room Information
# of Rooms: 9
Living Room, Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Laundry
Laundry Type: Lower Floor, Basement

Basement Information
Basement: Yes
Full, Daylight, Partial, Fully Finished, Heated, Side Entrance, Walkout Level
Basement Finished Percent: 90.00

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 2248
Accessibility Features: 32"+ wide Doors
Horse: No
Improvement Assessed Value: $166,300
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Assessor

Building Information
Construction Materials: Brick Front, Vinyl Siding
Foundation Details: Block
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s)
Pets Allowed: Yes
Pet Restrictions: No Pet Restrictions
Roof: Asphalt
Structure Type: Detached
Window Features: Double Pane, Screens, Vinyl Clad
Building Not Winterized

Exterior Information
Exterior Lighting, Extensive Hardscape, Flood Lights

Lot Information
Lot Features: Backs to Trees, Landscaping
Tidal Water: No

Land Information
Land Assessed Value: $74,500

Above Grade Information
Finished Sq.Ft.: 1,248
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft.: 1,248
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft.: 1,000
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
Agricultural Tax Due: No
County Tax: $1,468
Tax Assessed Value: $240,800
Tax Year: 2019
Tax Annual Amount: $1,468

Assessments Information
Year Assessed: 2019

Lease Information
Lease Considered: No

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C, Ceiling Fan(s)
Cooling Fuel: Electric
200+ Amp Service
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: On Site Septic
Water Source: Well
Municipal Trash: No

Location

School Information
Elementary School: GAINESBORO
Middle Or Junior School: FREDERICK COUNTY
High School: JAMES WOOD
School District Name: FREDERICK COUNTY PUBLIC SCHOOLS
Elementary School Source: Listing Agent
Middle School Source: Listing Agent
High School Source: Listing Agent
School District Source: Listing Agent

Location Information
Outside City Limits
Directions: Take 522 N. approx. 6.5 miles from Route 37, turn Right on Chestnut Grove Road go approximately 2 miles and property is on the right.

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 2,371
Stories: 1.0
Lot Size: 5 acres
Style: Single Family Residential
Year Built: 1982
Year Renovated: 2008
County: Frederick County
APN: 20 3 15

Home facts updated by county records on Jul 13, 2026

Around this home

Schools

Gainesboro Elementary School

Public PreK-5 • Assigned • 2.7mi

2/10

Frederick County Middle School

Public 6-8 • Assigned • 2.8mi

2/10

James Wood High School

Public 9-12 • Assigned • 6.8mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 101° expected this year, 17 days in 30 years

2/10 Wind Factor

1% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Winchester, VA • 22603

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 3.6 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

3.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$523,000 – $633,000

Sell confidently with a local market expert in Winchester. 3 minutes to get started.

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New listings for sale in 22603

COMING SOON

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COMING SOON

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114 Tudor Dr, Winchester, VA 22603

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292 Sage Cir, Winchester, VA 22603

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4 beds2 baths1,860 sq ft

178 Payne Rd, Winchester, VA 22603

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1960 Siler Rd, Winchester, VA 22603

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Home values near 1596 Chestnut Grove Rd

Data from public records.

Address	Redfin Estimate
1802 Chestnut Grove Rd, Winchester, VA 4 Beds \| 3 Baths \| 3792 Sq. Ft.	$794,623
1455 Chestnut Grove Rd, Winchester, VA 3 Beds \| 2 Baths \| 1512 Sq. Ft.	$495,248

Address	Redfin Estimate
1539 Chestnut Grove Rd, Winchester, VA 3 Beds \| 2.5 Baths \| 2180 Sq. Ft.	$544,499
1499 Chestnut Grove Rd, Winchester, VA 3 Beds \| 2.5 Baths \| 1826 Sq. Ft.	$481,535

Address	Redfin Estimate
1399 Chestnut Grove Rd, Winchester, VA 3 Beds \| 2 Baths \| 1680 Sq. Ft.	$436,110
1632 Chestnut Grove Rd, Winchester, VA 3 Beds \| 2.5 Baths \| 2164 Sq. Ft.	$436,714

Property information provided by BRIGHT MLS when last listed in 2021. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 22603, VA

Sale history for 1596 Chestnut Grove Rd

Tax history for 1596 Chestnut Grove Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 22603

Home values near 1596 Chestnut Grove Rd

More real estate resources