OFF MARKET

Off Market May 2018 for $400K

$686,407

Est. refi paymentEst. refi $2,970/mo

•

4,026

sq ft

1020 Chester Rd, Winston Salem, NC 27104

About this home

No Showings Until 3/23. Fully updated in sought after Sherwood Forest; features include: Fully renovated kitchen w/ granite & ss appliances; 4 renovated bathrooms; Over-sized pantry; Main lvl laundry room; Main lvl owner suite w/ what could be an office or HUGE walk-in closet (in addition to another walk-in); Butler's pantry; Open kitchen/den concept; Sunroom; Guest suite in lower lvl w/ renovated bath & own kitchen; HUGE playroom, living & dining rooms; plus a private & level backyard. RUN!

Single-familyProperty Type

1963Year Built

0.57 acresLot Size

$170Est. Price/Sq.Ft.

2 car garageParking

Listed by Blake Ginther • Keller Williams Realty Elite

Bought with Lynn Ray • RE/MAX Realty Consultants

Redfin checked: a few seconds ago

•Source:Triad MLS #879526

Redfin Estimate

$686,407

$286K since sold in May 2018$3,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.3% lower than the average sale price ($710K) of 6 comparable homes.

SOLD JUL 3, 2026
$610,000
A
5 beds4 baths3,570 sq ft
4751 Blair Ct, Winston Salem, NC 27104
SOLD JUN 17, 2026
$817,000
B
4 beds4.5 baths4,443 sq ft
1004 Blakeford Ct, Winston Salem, NC 27106
SOLD NOV 25, 2025
$591,000
C
5 beds4.5 baths4,020 sq ft
3770 Will Scarlet Rd, Winston Salem, NC 27104
SOLD MAY 22, 2026
$742,000
D
4 beds3 baths3,084 sq ft
3380 Kirklees Rd, Winston Salem, NC 27104
SOLD JAN 13, 2026
$582,000
E
4 beds4 baths4,236 sq ft
1147 Strathmore Cir, Winston Salem, NC 27104
SOLD MAY 26, 2026
$915,000
F
5 beds4.5 baths4,515 sq ft
959 Belfast Pl, Winston Salem, NC 27106

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Earn from this home

Sell

$379,922

Est. take-home

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Refinance

Est. cash available

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Rent

$3,110/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

98.7%

+0.4% MoM

Median sale price

$353K

$3K MoM

Avg. days on market

34d

1 days MoM

Recently sold homes

149

7 MoM

New listings for sale

$219,000
2 beds2 baths1,130 sq ft
113 Pebble Ridge Ln, Winston Salem, NC 27104
NEW 16 HRS AGO
$575,000
3 beds2.5 baths2,042 sq ft
136 Lawndale Dr, Winston Salem, NC 27104
OPEN SUN, 2PM TO 4PM
$395,000
3 beds2.5 baths2,145 sq ft
1610 W First St, Winston Salem, NC 27104
3D WALKTHROUGH
$250,000
3 beds2.5 baths1,393 sq ft
420 Herndon Dr, Winston Salem, NC 27104
$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
OPEN SUN, 2PM TO 4PM
$689,000
3 beds2.5 baths2,500 sq ft
185 Westhaven Cir, Winston Salem, NC 27104
OPEN TODAY, 4PM TO 6PM
$274,900
3 beds2 baths1,524 sq ft
103 Briar Ridge Cir, Winston Salem, NC 27104
OPEN SAT, 2PM TO 4PM
$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
See all

Provided by Redfin

Sale history for 1020 Chester Rd

Date

Event

Price

Triad MLS #879526

May 29, 2018

Sold

$400,000

$99/sq ft

May 19, 2018

Pending

—

Apr 20, 2018

Contingent

—

Apr 5, 2018

Price Changed

$399,900

$99/sq ft

Mar 21, 2018

Listed

$415,000

$103/sq ft

Triad MLS #694215

Mar 7, 2014

Sold

$265,000

$66/sq ft

Jan 10, 2014

Listed

$280,000

$70/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$7,538 (+25.5%)

$72,500 + $611,400

$683,900

2024

$6,004 (+6.8%)

$60,000 + $368,000

$428,000

2022

$5,623 (+1.8%)

$60,000 + $368,000

$428,000

2021

$5,522 (+9.4%)

$60,000 + $368,000

$428,000

2020

$5,046 (−0.7%)

$52,500 + $312,900

$365,400

2019

$5,082 (+36.1%)

$52,500 + $312,900

$365,400

2018

$3,734

$52,500 + $230,200

$282,700

2017

$3,734 (−15.7%)

$52,500 + $230,200

$282,700

2016

$4,428 (+6.9%)

$52,500 + $230,200

$282,700

2015

$4,144 (+3.1%)

$55,000 + $281,467

$336,467

2014

$4,019

$55,000 + $264,760

$319,760

Tax history for 1020 Chester Rd

Year

Property tax

Land + Additions

Assessment*

2025

$7,538 (+25.5%)

$72,500 + $611,400

$683,900

2024

$6,004 (+6.8%)

$60,000 + $368,000

$428,000

2022

$5,623 (+1.8%)

$60,000 + $368,000

$428,000

2021

$5,522 (+9.4%)

$60,000 + $368,000

$428,000

2020

$5,046 (−0.7%)

$52,500 + $312,900

$365,400

2019

$5,082 (+36.1%)

$52,500 + $312,900

$365,400

2018

$3,734

$52,500 + $230,200

$282,700

2017

$3,734 (−15.7%)

$52,500 + $230,200

$282,700

2016

$4,428 (+6.9%)

$52,500 + $230,200

$282,700

2015

$4,144 (+3.1%)

$55,000 + $281,467

$336,467

2014

$4,019

$55,000 + $264,760

$319,760

*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

0.57 Acres

Year renovated

2005

Sq. Ft.

3,815

Year built

1963

Style

Single Family Residential

County

Forsyth County

APN

6816015759

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: Driveway, Garage, Paved, Garage Door Opener, Basement

Interior

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (1/2): 0

Basement Information
Basement YN: Yes
Has Basement
Basement: Finished, Unfinished, Full
Basement Area: 2225

Room Information
# of Rooms: 13

Interior Features
Has Primary On Main
Flooring: Carpet, Tile, Wood
Interior Features: Built-in Features, Ceiling Fan(s), Dead Bolt(s), Kitchen Island, Solid Surface Counter

Exterior

Exterior Features
Exterior Features: Garden
Fencing: Fenced

Pool Information
Pool Features: None

Lot Information
Lot Features: City Lot, Level
Lot Size Acres: 0.57
Lot Size Dimensions: 127 x 170 x 61 x 84 x 186

Land Information
Land Description: Fence(s), Level
Water Source: Public

Property Information
Property Type: Residential
Property Sub Type: Stick/Site Built
Structure Type: House
Built Information: Existing
Year Built: 1963
Other Structures: Storage
# of Fireplaces: 2
Fireplace Features: Gas Log, Basement, Den
Appliances: Dishwasher, Disposal, Free-Standing Range, Gas Water Heater
Laundry Features: Dryer Connection, Main Level, Washer Hookup
Security Features: Smoke Detector(s)

Building Information
Building Area Total: 5,226
Levels: One
Construction Materials: Brick

Financial

Tax Information
Tax Annual Amount: $3,734.18

Utilities

Utility Information
Sewer: Public Sewer
Water Heater: Gas

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

Location

HOA Information
Association: Winston-Salem
Association YN: No

School / Neighborhood
Elementary School: Jefferson
Middle Or Junior School: Jefferson
High School: Mt. Tabor
Additional School Info Zone: Buyers to verify schools!

Location Details
Directions: Head Southwest towards Silas Creek Pkwy, Left on Kirklees Rd, Right on Hertford Rd, Right on Chester Rd.

Community Information
Subdivision Name: Sherwood Forest

Public facts

Beds: 5
Baths: 4.0
Sq. Ft.: 3,815
Stories: 1.0
Lot Size: 0.57 acres
Style: Single Family Residential
Year Built: 1963
Year Renovated: 2005
County: Forsyth County
APN: 6816015759

Home facts updated by county records on Aug 17, 2026

Around this home

Schools

Jefferson Elementary

Public PreK-5 • Assigned • 1.9mi

9/10

Jefferson Middle

Public 6-8 • Assigned • 0.4mi

7/10

Mount Tabor High

Public 9-12 • Assigned • 1.1mi

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

7 days above 102° expected this year, 17 days in 30 years

4/10 Wind Factor

8% 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

$653,000 – $790,000

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Home values near 1020 Chester Rd

Data from public records.

Address	Redfin Estimate
1101 Chester Road, Winston Salem, NC 5 Beds \| 3.5 Baths \| 4020 Sq. Ft.	$770,582
1030 Chester Road, Winston Salem, NC 4 Beds \| 3.5 Baths \| 3805 Sq. Ft.	$611,773

Address	Redfin Estimate
1000 Chester Road, Winston Salem, NC 3 Beds \| 2.5 Baths \| 3094 Sq. Ft.	$508,418
1100 Chester Road, Winston Salem, NC 4 Beds \| 2.5 Baths \| 3214 Sq. Ft.	$477,696

Address	Redfin Estimate
1040 Chester Road, Winston Salem, NC 4 Beds \| 3 Baths \| 3120 Sq. Ft.	$538,495
1050 Chester Road, Winston Salem, NC 5 Beds \| 2.5 Baths \| 2623 Sq. Ft.	$439,274

Property information provided by Triad MLS when last listed in 2018. 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 1020 Chester Rd

Tax history for 1020 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 1020 Chester Rd

More real estate resources