SOLD MAR 23, 2026

Sold on Mar 2026

$484,900

•

1,860

sq ft

849 Chester Rd, Winston Salem, NC 27104

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About this home

Welcome to 849 Chester Road, nestled in the highly sought-after Sherwood Forest neighborhood! Designed for comfortable main-level living, this home showcases an inviting open-concept floor plan with seamless flow between the living, dining, and kitchen areas—ideal for both everyday living and effortless entertaining. The spacious primary suite provides a peaceful retreat, while the additional bedrooms offer versatility—perfect for guests, a home office, or flexible living space to suit your needs. While not currently heated or cooled the unfinished basement maintains a comfortable year-round temperature and comes complete with a den, office area, and abundant storage. Step outside to enjoy the large, fenced backyard with an expansive deck—perfect for gatherings, grilling, or relaxing evenings at home. A convenient carport and circular driveway provide ample parking and easy access. For added peace of mind the home is equipped with a Generac generator! Book your showing today!

Single-familyProperty Type

1956Year Built

0.56 acresLot Size

$261Price/Sq.Ft.

1 car garageParking

Listed by Noah Wilkerson • Leonard Ryden Burr Real Estate

Bought with Carol Milligan • Howard Hanna Allen Tate High Point

Redfin checked: 2 minutes ago

•Source:Triad MLS #1209600

Redfin Estimate

$473,437

$11K since sold in March 2026$3,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.7% higher than the average sale price ($386K) of 6 comparable homes.

SOLD AUG 27, 2026
$445,000
A
3 beds2.5 baths1,752 sq ft
708 Finsbury Rd, Winston Salem, NC 27104
SOLD JUN 17, 2026
$310,000
B
3 beds2 baths1,889 sq ft
1245 Peace Haven 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 MAY 18, 2026
$440,000
D
3 beds1.5 baths2,223 sq ft
737 Hertford Rd, Winston Salem, NC 27104
SOLD JUN 25, 2026
$365,000
E
3 beds3 baths1,962 sq ft
1000 Huntingdon Rd, Winston Salem, NC 27104
SOLD AUG 17, 2026
$270,000
F
3 beds2 baths2,510 sq ft
3533 Woodmere Pl, Winston Salem, NC 27106

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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

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$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
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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
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OPEN SUN, 2PM TO 4PM
$465,000
4 beds2.5 baths2,850 sq ft
5645 Stone Crossing Dr, Winston Salem, NC 27104
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Rental estimate

Est. $2,075 per month, based on comparable rentals

Sale and tax history for 849 Chester Rd

Sale History
Tax History

Date

Event

Price

Public Records

Mar 23, 2026

Sold

$485,000

$261/sq ft

Triad MLS #1209600

Mar 23, 2026

Sold

$484,900

$261/sq ft

Mar 17, 2026

Pending

—

Feb 23, 2026

Contingent

—

Feb 19, 2026

Listed

$449,900

$242/sq ft

Triad MLS #1090966

Jan 23, 2023

Sold

$375,000

$202/sq ft

Jan 7, 2023

Pending

—

Dec 3, 2022

Contingent

—

Dec 1, 2022

Listed

$365,000

$196/sq ft

+17

You asked and Santa has delivered early! Don't miss your chance to call this perfectly renovated move-in ready home your very own! The kitchen to living room flows seamlessly - allowing for an entertainers paradise. Grill out on your large deck while watching the game outside or cozy up by the gas logs in your beautiful living room. Built-ins throughout keep the charm and character, while the updates provide the modern flare you've been looking for. This meticulously maintained home has so much to offer including a brand new HVAC, whole house generator, all new windows (2019), fresh paint, etc.. Located in the heart of highly desired Sherwood Forest. Convenient to shopping, restaurants, hospitals and major highways. Please see agent only remarks.

Triad MLS #893349

Aug 10, 2018

Sold

$228,000

$123/sq ft

Jul 31, 2018

Pending

—

Jul 8, 2018

Contingent

—

Jul 2, 2018

Listed

$225,000

$121/sq ft

+24

This Sherwood Forest gem is priced to sell! This updated charmer features: Renovated kitchen!;HUGE owner suite w/updated bath and massive closets; Recent roof; Second bdrm/bath for guests on opposite side of home; Large office area in open living/dining/kitchen area; Fantastic sun-soaked sunroom w/ it's own HVAC system; Flat fenced-in backyard; Full (partially finished) basement (not included in sq. ft); Covered attached parking; Hardwoods throughout main level; & Whole House Generator. Schedule today!

Public Records

Jul 6, 2016

Sold

$222,000

$119/sq ft

Triad MLS #784843

Jul 6, 2016

Sold

$221,950

$119/sq ft

May 12, 2016

Pending

—

Apr 29, 2016

Price Changed

$229,900

$124/sq ft

Mar 28, 2016

Price Changed

$235,000

$126/sq ft

Feb 24, 2016

Listed

$239,900

$129/sq ft

Public Records

Jun 14, 2012

Sold

$212,000

$114/sq ft

Triad MLS #640001

Jun 14, 2012

Sold

$211,500

$114/sq ft

Apr 13, 2012

Listed

$224,900

$121/sq ft

Public Records

Apr 5, 2011

Sold

$219,000

$118/sq ft

Public Records

Oct 21, 1996

Sold

$112,000

$60/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$4,118 (+7.2%)

$66,000 + $307,600

$373,600

2024

$3,839 (+4.8%)

$62,900 + $210,800

$273,700

2022

$3,664 (+1.8%)

$62,900 + $216,000

$278,900

2021

$3,598 (+23.7%)

$62,900 + $216,000

$278,900

2020

$2,908 (−0.7%)

$62,900 + $147,700

$210,600

2019

$2,929 (+5.3%)

$62,900 + $147,700

$210,600

2018

$2,782 (−7.7%)

$62,900 + $147,700

$210,600

2017

$3,014 (+22.0%)

2016

$2,470 (+1.6%)

2015

$2,432 (+3.1%)

$59,950 + $127,755

$187,705

2014

$2,359

$59,950 + $127,755

$187,705

Public record

Public record
Zoning

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.56 Acres

Year renovated

2005

Sq. Ft.

1,596

Year built

1956

Style

Single Family Residential

County

Forsyth County

APN

6816019200

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: 1
Garage Description: Attached Carport
Parking Features: Carport, Driveway, Paved, Circular Driveway, Attached Carport

Interior

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

Basement Information
Basement YN: Yes
Has Basement
Basement: Unfinished, Basement
Basement Area: 1596

Room Information
# of Rooms: 6

Room 1
Level: Main
Dimensions: 8ft 3in x 13ft 2in

Room 2
Level: Main
Dimensions: 15ft 4in x 18ft 1in

Room 3
Type: Kitchen
Level: Main
Dimensions: 9ft 2in x 11ft 6in

Room 4
Type: Living Room
Level: Main
Dimensions: 16ft 3in x 25ft 5in

Room 5
Type: Sunroom
Level: Main
Dimensions: 8ft 8in x 20ft 11in

Room 6
Level: Main
Dimensions: 11ft 10in x 12ft 4in

Interior Features
Has Primary On Main
Attic Description: Pulldown Stairs
Flooring: Tile, Vinyl, Wood
Interior Features: Built-in Features, Ceiling Fan(s), Dead Bolt(s), Pantry, Separate Shower, Solid Surface Counter

Exterior

Exterior Features
Other Equipment: Sump Pump
Fencing: Fenced

Pool Information
Pool Features: None

Guest House Information
No

Lot Information
Lot Size Acres: 0.56

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: 1956
# of Fireplaces: 1
Fireplace Features: Gas Log, Living Room
Appliances: Oven, Dishwasher, Disposal, Gas Cooktop, Range Hood, Gas Water Heater
Laundry Features: Dryer Connection, In Basement, Washer Hookup
Security Features: Carbon Monoxide Detector(s), Smoke Detector(s)
Road Responsibility: Public Maintained Road

Building Information
Building Area Total: 3,456
Levels: One
Construction Materials: Brick

Financial

Tax Information
Tax Annual Amount: $4,118

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: Sherwood Forest
Middle Or Junior School: Jefferson
High School: Mt. Tabor
Additional School Info Zone: Buyer to verify

Location Details
Directions: From Silas Creek Parkway, turn onto Kirklees Rd, Right on Chester Rd, House on right.

Community Information
Subdivision Name: Sherwood Forest

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,596
Stories: 1.0
Lot Size: 0.56 acres
Style: Single Family Residential
Year Built: 1956
Year Renovated: 2005
County: Forsyth County
APN: 6816019200

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 • 0.5mi

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, 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

$450,000 – $545,000

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Home values near 849 Chester Rd

Data from public records.

Address	Redfin Estimate
830 Chester Road, Winston Salem, NC 3 Beds \| 2 Baths \| 2308 Sq. Ft.	—
854 Chester Road, Winston Salem, NC 3 Beds \| 2.5 Baths \| 2002 Sq. Ft.	$394,523

Address	Redfin Estimate
870 Chester Road, Winston Salem, NC 3 Beds \| 3 Baths \| 2515 Sq. Ft.	$420,641
861 Chester Road, Winston Salem, NC 3 Beds \| 2 Baths \| 1845 Sq. Ft.	$384,180

Address	Redfin Estimate
860 Chester Road, Winston Salem, NC 3 Beds \| 2 Baths \| 2113 Sq. Ft.	$400,313
855 Chester Road, Winston Salem, NC 3 Beds \| 2 Baths \| 2667 Sq. Ft.	$437,590

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

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849 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 849 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 849 Chester Rd

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