SOLD MAR 13, 2026

Sold on Mar 2026

$483,000

•

2,090

sq ft

1140 Chester Rd, Winston Salem, NC 27104

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About this home

Simply stunning in the heart of Sherwood Forest! 1140 Chester has plenty of space to spread out, coupled with the most prime location and main level floor plan you never thought you would find. Step into the stunning entry with gorgeous tile looking into the oversized living room with cozy fireplace and fabulous, sunny views of the backyard. Handsome hardwoods lead you to the fantastically updated kitchen with timeless white cabinets, stone counters, stainless appliances, and subway backsplash. Oversized den makes perfect office or secondary living space. 3 large bedrooms with ample closet space. Primary suite has totally renovated, spa-like bath with elevated finishes plus walk-in closet. Tons of storage in the unfinished basement or MAIN LEVEL two car garage. Another half bath and laundry room finish out the main level. Your jaw will drop when you step out back to the patio surrounded by mature landscaping for ultimate serenity and privacy.

Single-familyProperty Type

1966Year Built

0.49 acresLot Size

$231Price/Sq.Ft.

2 car garageParking

Listed by Jason Bragg • Leonard Ryden Burr Real Estate

Bought with Joel Sandman • Keller Williams Realty Elite

Redfin checked: 3 minutes ago

•Source:Triad MLS #1207339

Redfin Estimate

$539,614

$57K since sold in March 2026$7,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 33% higher than the average sale price ($406K) of 6 comparable homes.

SOLD AUG 17, 2026
$270,000
A
3 beds2 baths2,510 sq ft
3533 Woodmere Pl, Winston Salem, NC 27106
SOLD JUN 25, 2026
$365,000
B
3 beds3 baths1,962 sq ft
1000 Huntingdon Rd, Winston Salem, NC 27104
SOLD JUN 30, 2026
$485,000
C
3 beds2 baths2,377 sq ft
1156 Huntingdon Rd, Winston Salem, NC 27104
SOLD APR 10, 2026
$455,000
D
3 beds2 baths2,239 sq ft
698 Lichfield Rd, Winston Salem, NC 27104
SOLD JUN 17, 2026
$310,000
E
3 beds2 baths1,889 sq ft
1245 Peace Haven Rd, Winston Salem, NC 27104
SOLD JUN 18, 2026
$549,000
F
3 beds3 baths2,633 sq ft
3807 Dewsbury Rd, Winston Salem, NC 27104

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Market trends in 27104, NC

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.6%

+0.1% MoM

Median sale price

$352K

$31K MoM

Avg. days on market

34d

0 days MoM

Recently sold homes

144

32 MoM

New listings for sale

OPEN SUN, 2PM TO 4PM
$1,150,000
5 beds3.5 baths4,118 sq ft
419 N Stratford Rd, Winston Salem, NC 27104
NEW 27 HRS AGO
$300,000
3 beds3 baths2,570 sq ft
879 Brookleigh Ct, Winston Salem, NC 27104
3D WALKTHROUGH
$295,000
3 beds2.5 baths1,468 sq ft
4957 Lochraven Dr, Winston Salem, NC 27104
COMING SOON
$585,000
4 beds4 baths3,256 sq ft
4050 Dresden Dr, Winston Salem, NC 27104
$565,000
4 beds4.5 baths2,855 sq ft
500 Knob View Dr, Winston Salem, NC 27104
3D WALKTHROUGH
$300,000
3 beds2.5 baths1,637 sq ft
4965 Lochraven Dr, Winston Salem, NC 27104
$324,900
3 beds2.5 baths1,919 sq ft
58 Carrisbrooke Ln, Winston Salem, NC 27104
3D WALKTHROUGH
$575,000
4 beds3 baths3,188 sq ft
3443 Scarsborough Dr, Winston Salem, NC 27104
$174,900
2 beds1.5 baths985 sq ft
5351 Summit Heights Dr, Winston Salem, NC 27104
3D WALKTHROUGH
$468,000
3 beds2 baths2,377 sq ft
5420 Stone Crossing Dr, Winston Salem, NC 27104
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Rental estimate

Est. $2,387 per month, based on comparable rentals

Sale and tax history for 1140 Chester Rd

Sale History
Tax History

Date

Event

Price

Triad MLS #1207339

Mar 13, 2026

Sold

$483,000

$231/sq ft

Feb 20, 2026

Pending

—

Jan 28, 2026

Contingent

—

Jan 21, 2026

Listed

$495,000

$237/sq ft

Triad MLS #1

Sep 8, 2025

Price Changed

$495,000

$237/sq ft

Aug 15, 2025

Price Changed

$515,000

$246/sq ft

May 13, 2025

Price Changed

$525,000

$251/sq ft

Triad MLS #972806

Jul 15, 2020

Sold

$308,000

$147/sq ft

Jun 23, 2020

Pending

—

Jun 5, 2020

Contingent

—

May 21, 2020

Price Changed

$324,800

$155/sq ft

Apr 13, 2020

Listed

$330,000

$158/sq ft

+22

Beautiful ranch-style home in Sherwood Forest 1 mile from the plaza! Updated kitchen w/ brand-new stainless appliances, cabinets, backsplash & granite counters. Living room boasts unique hardwood, gas fireplace & picture windows. Master bath updated w/granite dbl vanities & light fixtures. Fenced back patio w/ stone fireplace & tiered terrace. 2 car garage! Extra improvements: exterior/interior fresh paint, new HVAC, new arch roof, water heater, sump pump, fans, blinds, garage door & mechanism!

Triad MLS #827412

Jun 9, 2017

Sold

$201,000

$96/sq ft

May 16, 2017

Pending

—

May 5, 2017

Price Changed

$214,900

$103/sq ft

Apr 5, 2017

Price Changed

$219,900

$105/sq ft

Mar 24, 2017

Listed

$224,900

$108/sq ft

Public Records

Aug 9, 2002

Sold

$190,000

$91/sq ft

Public Records

Jun 20, 1994

Sold

$160,000

$77/sq ft

Public Records

Aug 23, 1988

Sold

$123,000

$59/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$5,361 (+25.2%)

$72,500 + $413,900

$486,400

2024

$4,281 (+6.8%)

$60,000 + $245,200

$305,200

2022

$4,010 (+1.8%)

$60,000 + $245,200

$305,200

2021

$3,938 (+30.6%)

$60,000 + $245,200

$305,200

2020

$3,016 (−0.7%)

$52,500 + $165,900

$218,400

2019

$3,038 (+5.3%)

$52,500 + $165,900

$218,400

2018

$2,885 (−3.8%)

$52,500 + $165,900

$218,400

2017

$3,000 (−3.5%)

$52,500 + $174,600

$227,100

2016

$3,109 (+1.5%)

$52,500 + $174,600

$227,100

2015

$3,062 (+3.1%)

$55,000 + $181,271

$236,271

2014

$2,969

$55,000 + $181,271

$236,271

Public record

Public record
Zoning

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

21,344

Year renovated

2012

Sq. Ft.

2,090

Year built

1966

Style

Single Family Residential

County

Forsyth County

APN

6806915861

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on Apr 3, 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: Side Load Garage
Parking Features: Garage, Driveway, Garage Door Opener, Garage Faces Side

Interior

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

Basement Information
Basement YN: Yes
Has Basement
Basement: Unfinished, Basement, Crawl Space
Basement Area: 180

Room Information
# of Rooms: 8

Room 1
Level: Main
Dimensions: 11ft 11in x 13ft 0in

Room 2
Level: Main
Dimensions: 11ft 9in x 12ft 1in

Room 3
Type: Kitchen
Level: Main
Dimensions: 9ft 3in x 13ft 0in

Room 4
Level: Main
Dimensions: 12ft 9in x 16ft 1in

Room 5
Type: Living Room
Level: Main
Dimensions: 12ft 9in x 19ft 9in

Room 6
Type: Dining Room
Level: Main
Dimensions: 10ft 0in x 13ft 5in

Room 7
Type: Den
Level: Main
Dimensions: 11ft 11in x 20ft 2in

Room 8
Type: Entry
Level: Main
Dimensions: 7ft 0in x 17ft 1in

Interior Features
Has Primary On Main
Attic Description: Pulldown Stairs
Flooring: Tile, Vinyl, Wood
Interior Features: Built-in Features, Ceiling Fan(s), Pantry

Exterior

Exterior Features
Fencing: Fenced

Pool Information
Pool Features: None

Guest House Information
No

Lot Information
Lot Size Acres: 0.49

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

Property Information
Property Type: Residential
Property Sub Type: Stick/Site Built
Structure Type: House
Built Information: Existing
Year Built: 1966
# of Fireplaces: 1
Fireplace Features: Living Room
Appliances: Dishwasher, Exhaust Fan, Free-Standing Range, Gas Water Heater
Laundry Features: Dryer Connection, Main Level, Washer Hookup
Road Responsibility: Public Maintained Road

Building Information
Building Area Total: 2,270
Levels: One
Construction Materials: Brick

Financial

Tax Information
Tax Annual Amount: $5,361

Utilities

Utility Information
Sewer: Public Sewer
Water Heater: Gas

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

Location

HOA Information
Association: Winston-Salem
Association YN: No

Location Details
Directions: Turn on Kirklees Rd. Turn right on Hertford Rd. Turn right on Chester Rd. Home is located on the left.

Community Information
Subdivision Name: Sherwood Forest

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,090
Stories: 1.0
Parking Spaces: 2
Basement: Yes
Accessible: No
Lot Size: 0.49 acres
Style: Single Family Residential
Year Built: 1966
Year Renovated: 2012
County: Forsyth County
APN: 6806915861
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Apr 3, 2026

Around this home

Schools

Jefferson Elementary

Public PreK-5 • Assigned • 1.8mi

9/10

Jefferson Middle

Public 6-8 • Assigned • 0.4mi

7/10

Mount Tabor High

Public 9-12 • Assigned • 1.2mi

4/10

Provided by GreatSchools

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, 15 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

$513,000 – $621,000

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New listings for sale in 27104

OPEN SUN, 2PM TO 4PM

$1,150,000

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419 N Stratford Rd, Winston Salem, NC 27104

NEW 27 HRS AGO

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879 Brookleigh Ct, Winston Salem, NC 27104

3D WALKTHROUGH

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COMING SOON

$585,000

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4050 Dresden Dr, Winston Salem, NC 27104

$565,000

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500 Knob View Dr, Winston Salem, NC 27104

3D WALKTHROUGH

$300,000

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$324,900

3 beds2.5 baths1,919 sq ft

58 Carrisbrooke Ln, Winston Salem, NC 27104

3D WALKTHROUGH

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$174,900

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Home values near 1140 Chester Rd

Data from public records.

Address	Redfin Estimate
1121 Chester Rd, Winston Salem, NC 3 Beds \| 2.5 Baths \| 1980 Sq. Ft.	$339,657
1120 Chester Rd, Winston Salem, NC 4 Beds \| 3 Baths \| 2682 Sq. Ft.	$470,639

Address	Redfin Estimate
1111 Chester Rd, Winston Salem, NC 4 Beds \| 2.5 Baths \| 2794 Sq. Ft.	$460,429
1110 Chester Rd, Winston Salem, NC 3 Beds \| 3 Baths \| 2796 Sq. Ft.	$513,204

Address	Redfin Estimate
1100 Chester Rd, Winston Salem, NC 4 Beds \| 2.5 Baths \| 3214 Sq. Ft.	$477,467
1132 Chester Rd, Winston Salem, NC 4 Beds \| 3.5 Baths \| 4374 Sq. Ft.	$728,536

Property information provided by Triad MLS when last listed in 2026. This data may not show owner updates. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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1140 Chester Rd, Winston Salem, NC 27104

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About this home

Redfin Estimate

Market trends in 27104, NC

Homeowner tools

Sale and tax history for 1140 Chester Rd

Public record

Property details

Parking

Interior

Exterior

Financial

Utilities

Location

Public facts

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 27104

Home values near 1140 Chester Rd

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