OFF MARKET

Off Market Oct 2023 for $415K

$493,856

Est. refi paymentEst. refi $1,706/mo

•

2,828

sq ft

818 Chester Rd, Winston Salem, NC 27104

About this home

Back on market at no fault of the seller. You will fall in love with this well-maintained classic in the heart of old Sherwood Forest. This property features a lovely parklike setting, a large screened porch, a brand new roof, new kitchen appliances, a finished basement, and laundry rooms on both levels. Just minutes from Sherwood Forest Elementary. Don't miss the chance to make this your dream home!

Single-familyProperty Type

1957Year Built

0.82 acresLot Size

$175Est. Price/Sq.Ft.

2 car garageParking

Listed by William Durham • Berkshire Hathaway HomeServices Carolinas Realty

Bought with Michael Ferrin • Leonard Ryden Burr Real Estate

Redfin checked: 2 minutes ago

•Source:Triad MLS #1117497

Redfin Estimate

$493,856

$79K since sold in October 2023$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.4% higher than the average sale price ($469K) of 6 comparable homes.

SOLD JUN 18, 2026
$549,000
A
3 beds3 baths2,633 sq ft
3807 Dewsbury Rd, Winston Salem, NC 27104
SOLD JUN 29, 2026
$520,000
B
3 beds3 baths3,204 sq ft
1117 Huntingdon Rd, Winston Salem, NC 27104
SOLD MAY 1, 2026
$525,000
C
3 beds3 baths2,882 sq ft
3740 Derbyshire Rd, Winston Salem, NC 27104
SOLD JUL 1, 2026
$380,000
D
4 beds3 baths2,971 sq ft
3201 Crittenden Ct, Winston Salem, NC 27106
SOLD AUG 27, 2026
$445,000
E
3 beds2.5 baths1,752 sq ft
708 Finsbury Rd, Winston Salem, NC 27104
SOLD JUL 30, 2026
$393,000
F
4 beds3 baths2,791 sq ft
3116 Burkeshore Rd, Winston Salem, NC 27106

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Earn from this home

Sell

$149,424

Est. take-home

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Refinance

Est. cash available

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Rent

$2,511/mo

Redfin rental estimate

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Market trends in 27104, NC

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.4%

0.2% MoM

Median sale price

$350K

$2K MoM

Avg. days on market

34d

0 days MoM

Recently sold homes

144

4 MoM

New listings for sale

$215,000
2 beds1 bath814 sq ft
710 N Avalon Rd, Winston-Salem, NC 27104
$699,000
3 beds2.5 baths3,356 sq ft
311 Muirfield Dr, Winston Salem, NC 27106
COMING SOON
$219,000
2 beds2 baths1,130 sq ft
113 Pebble Ridge Ln, Winston Salem, NC 27104
OPEN SUN, 2PM TO 4PM
$689,000
3 beds2.5 baths2,500 sq ft
185 Westhaven Cir, Winston Salem, NC 27104
OPEN THU, 4PM TO 6PM
$274,900
3 beds2 baths1,524 sq ft
103 Briar Ridge Cir, Winston Salem, NC 27104
$147,500
1 bed1 bath920 sq ft
128 Cedar Lake Trl, Winston Salem, NC 27104
$649,900
4 beds3 baths3,563 sq ft
719 Quarterstaff Rd, Winston Salem, NC 27104
$250,000
3 beds2 baths1,557 sq ft
4816 Tiffany Ave, Winston Salem, NC 27104
$465,000
4 beds2.5 baths2,850 sq ft
5645 Stone Crossing Dr, Winston Salem, NC 27104
$775,000
3 beds2.5 baths2,627 sq ft
3420 Meridian Way, Winston Salem, NC 27104
See all

Provided by Redfin

Sale history for 818 Chester Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,676 (+17.6%)

$100,000 + $324,200

$424,200

2024

$3,974 (+6.8%)

$85,000 + $198,300

$283,300

2022

$3,722 (+18.4%)

$85,000 + $198,300

$283,300

2021

$3,143 (+3.7%)

$85,000 + $198,300

$283,300

2020

$3,030 (−0.7%)

$85,000 + $134,400

$219,400

2019

$3,052 (+5.3%)

$85,000 + $134,400

$219,400

2018

$2,898

$85,000 + $134,400

$219,400

2017

$2,898 (+12.7%)

$85,000 + $134,400

$219,400

2016

$2,571 (+1.5%)

$85,000 + $134,400

$219,400

2015

$2,532 (+3.1%)

$85,000 + $110,430

$195,430

2014

$2,455

$85,000 + $110,430

$195,430

Tax history for 818 Chester Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,676 (+17.6%)

$100,000 + $324,200

$424,200

2024

$3,974 (+6.8%)

$85,000 + $198,300

$283,300

2022

$3,722 (+18.4%)

$85,000 + $198,300

$283,300

2021

$3,143 (+3.7%)

$85,000 + $198,300

$283,300

2020

$3,030 (−0.7%)

$85,000 + $134,400

$219,400

2019

$3,052 (+5.3%)

$85,000 + $134,400

$219,400

2018

$2,898

$85,000 + $134,400

$219,400

2017

$2,898 (+12.7%)

$85,000 + $134,400

$219,400

2016

$2,571 (+1.5%)

$85,000 + $134,400

$219,400

2015

$2,532 (+3.1%)

$85,000 + $110,430

$195,430

2014

$2,455

$85,000 + $110,430

$195,430

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

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.82 Acres

Year renovated

1996

Sq. Ft.

2,323

Year built

1957

Style

Single Family Residential

County

Forsyth County

APN

6816005695

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

RS9

Residential Single Family District

The RS-9 District is primarily intended to accommodate relatively high density single family detached dwellings in urban areas.; This district is intended for application in GMAs 2 and 3 and may be suitable in Metro Activity Centers where public facilities, including public water and sewer, public roads, parks, and other governmental support services, are available.

Permitted uses

Include but are not limited to:

Livestock production
Religious facility
Housing-Group
Housing-Single unit
Fire house
Police station
Recreation
Agriculture-Cropland

Property details

Parking

Parking / Garage Information
# of Garage Spaces: 2
Garage Description: Basement Garage
Parking Features: Garage, Paved, Garage Door Opener, Basement

Interior

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (1/2): 0

Basement Information
Basement YN: Yes
Has Basement
Basement: Finished, Basement
Basement Area: 1022

Room Information
# of Rooms: 10

Interior Features
Has Primary On Main
Attic Description: Partially Floored, Pulldown Stairs
Flooring: Tile, Wood
Interior Features: Built-in Features, Ceiling Fan(s), Dead Bolt(s), Interior Attic Fan, Solid Surface Counter, Central Vacuum

Exterior

Exterior Features
Other Equipment: Sump Pump

Pool Information
Pool Features: None

Guest House Information
No

Lot Information
Lot Size Acres: 0.82
Lot Size Dimensions: 35719
Miscellaneous: Plantation Shutters

Land Information
Water Source: Public

Property Information
Property Type: Residential
Property Sub Type: Stick/Site Built
Structure Type: House
Built Information: Existing
Year Built: 1957
Other Structures: Storage
# of Fireplaces: 3
Fireplace Features: Gas Log, Basement, Den, Living Room
Appliances: Gas Water Heater, Attic Fan
Laundry Features: 2nd Dryer Connection, 2nd Washer Connection, Dryer Connection, In Basement, Main Level, Washer Hookup

Building Information
Building Area Total: 2,828
Levels: One
Construction Materials: Aluminum Siding, Brick

Financial

Tax Information
Tax Annual Amount: $3,722

Utilities

Utility Information
Sewer: Public Sewer
Water Heater: Gas

Heating & Cooling
Cooling: Central Air, Multi Units
Heating: Forced Air, Natural Gas
Heating Fuel: Natural Gas

Location

HOA Information
Association: Winston-Salem
Association YN: No

Location Details
Directions: Silas Creek to Kirklees; turn right on Chester. Home is on the left.

Community Information
Subdivision Name: Sherwood Forest

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 2,323
Stories: 1.0
Lot Size: 0.82 acres
Style: Single Family Residential
Year Built: 1957
Year Renovated: 1996
County: Forsyth County
APN: 6816005695

Home facts updated by county records on Aug 17, 2026

Around this home

Schools

Sherwood Forest Elementary

Public PreK-5 • Assigned • 0.4mi

9/10

Jefferson Middle

Public 6-8 • Assigned • 0.6mi

7/10

Mount Tabor High

Public 9-12 • Assigned • 1.3mi

4/10

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

6 days above 102° expected this year, 16 days in 30 years

4/10 Wind Factor

9% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Winston Salem, NC • 27104

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 9 hours in June and 5.1 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

5.1 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$470,000 – $568,000

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New listings for sale in 27104

$215,000

2 beds1 bath814 sq ft

710 N Avalon Rd, Winston-Salem, NC 27104

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311 Muirfield Dr, Winston Salem, NC 27106

COMING SOON

$219,000

2 beds2 baths1,130 sq ft

113 Pebble Ridge Ln, Winston Salem, NC 27104

OPEN SUN, 2PM TO 4PM

$689,000

3 beds2.5 baths2,500 sq ft

185 Westhaven Cir, Winston Salem, NC 27104

OPEN THU, 4PM TO 6PM

$274,900

3 beds2 baths1,524 sq ft

103 Briar Ridge Cir, Winston Salem, NC 27104

$147,500

1 bed1 bath920 sq ft

128 Cedar Lake Trl, Winston Salem, NC 27104

$649,900

4 beds3 baths3,563 sq ft

719 Quarterstaff Rd, Winston Salem, NC 27104

$250,000

3 beds2 baths1,557 sq ft

4816 Tiffany Ave, Winston Salem, NC 27104

$465,000

4 beds2.5 baths2,850 sq ft

5645 Stone Crossing Dr, Winston Salem, NC 27104

Home values near 818 Chester Rd

Data from public records.

Address	Redfin Estimate
830 Chester Rd, Winston Salem, NC 3 Beds \| 2 Baths \| 2308 Sq. Ft.	—
800 Chester Rd, Winston Salem, NC 3 Beds \| 3 Baths \| 2529 Sq. Ft.	$488,738

Address	Redfin Estimate
824 Chester Rd, Winston Salem, NC 3 Beds \| 2 Baths \| 2172 Sq. Ft.	$406,600
806 Chester Rd, Winston Salem, NC 3 Beds \| 2 Baths \| 2516 Sq. Ft.	$514,063

Address	Redfin Estimate
812 Chester Rd, Winston Salem, NC 3 Beds \| 2.5 Baths \| 2770 Sq. Ft.	$464,121
813 Chester Rd, Winston Salem, NC 2 Beds \| 2.5 Baths \| 1805 Sq. Ft.	$365,401

Property information provided by Triad MLS when last listed in 2023. 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 27104, NC

Sale history for 818 Chester Rd

Tax history for 818 Chester Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 27104

Home values near 818 Chester Rd

More real estate resources