SOLD SEP 29, 2026

Sold on sep 2026

$652,000

•

2,552

sq ft

706 Chester Rd, Winston Salem, NC 27104

Track this home’s value and nearby sales activity

About this home

Fully updated ranch on a private, wooded 0.92-acre lot in sought-after Old Sherwood Forest. Every detail has been renovated with high-quality materials—all work permitted. Open-concept living and dining flows into a beautifully appointed kitchen. French doors and plantation shutters bring in natural light throughout. A cozy den and a bright, windowed bonus room add flexible living space. Primary suite is on the main level for easy one-story living. 3 bedrooms, 4 full baths, plus a finished basement with second laundry and inside parking for two cars. Enjoy a large elevated deck overlooking the wooded lot, with stairs down to a secluded stone patio beneath the trees. The private lower-level suite—with its own entrance, full kitchenette, gas fireplace, and off-street parking—has operated as a highly profitable Airbnb, offering turnkey rental income or multigenerational living.

Single-familyProperty Type

1958Year Built

0.92 acresLot Size

$255Price/Sq.Ft.

2 car garageParking

Listed by David Shatzman • Keller Williams Realty Elite

Bought with Alisha King • Navigate Realty LLC

Redfin checked: 2 minutes ago

•Source:Triad MLS #1231155

Redfin Estimate

$629,644

$22K since sold in September 2026$156K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 37.1% higher than the average sale price ($459K) 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 OCT 19, 2026
$495,000
B
4 beds3 baths2,740 sq ft
706 Friar Tuck Rd, Winston Salem, NC 27104
SOLD SEP 15, 2026
$310,000
C
3 beds2.5 baths2,621 sq ft
1061 N Peace Haven Rd, Winston Salem, NC 27104
SOLD SEP 17, 2026
$452,000
D
3 beds2 baths2,319 sq ft
1011 Huntingdon Rd, Winston Salem, NC 27104
SOLD JUN 29, 2026
$520,000
E
3 beds3 baths3,204 sq ft
1117 Huntingdon Rd, Winston Salem, NC 27104
SOLD SEP 24, 2026
$430,000
F
3 beds3 baths2,345 sq ft
252 Lucerne Ln NW, Winston Salem, NC 27104

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Market trends in 27104, NC

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

98.8%

+0.1% MoM

Median sale price

$360K

$6K MoM

Avg. days on market

36d

2 days MoM

Recently sold homes

123

22 MoM

New listings for sale

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317 Banbury Rd, Winston Salem, NC 27104
COMING SOON
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1 bed1 bath662 sq ft
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3 beds2.5 baths2,090 sq ft
852 Westover Ave, Winston Salem, NC 27104
$519,900
3 beds2 baths2,672 sq ft
680 Chester Rd, Winston Salem, NC 27104
$699,900
4 beds4.5 baths3,307 sq ft
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See all

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Rental estimate

Est. $3,027 per month, based on comparable rentals

Sale and tax history for 706 Chester Rd

Sale History
Tax History

Date

Event

Price

Triad MLS #1231155

Sep 29, 2026

Sold

$652,000

$255/sq ft

Sep 10, 2026

Pending

—

Aug 23, 2026

Contingent

—

Aug 21, 2026

Listed

$629,000

$246/sq ft

Aug 16, 2026

Coming Soon

$629,000

$246/sq ft

HCMLS #209458

Jul 27, 2018

Sold

$235,000

$92/sq ft

Jul 26, 2018

Listed

$239,900

$94/sq ft

Triad MLS #883258

Jul 26, 2018

Sold

$235,000

$92/sq ft

Jul 14, 2018

Pending

—

Jun 19, 2018

Contingent

—

Jun 10, 2018

Relisted

—

May 25, 2018

Contingent

—

May 11, 2018

Price Changed

$239,900

$94/sq ft

Apr 30, 2018

Price Changed

$249,900

$98/sq ft

Apr 20, 2018

Listed

$259,900

$102/sq ft

+19

Back on the Market! Hardwoods Refinished in Bedrooms! Opportunity awaits with this well maintained ranch in beautiful Sherwood Forest. Move right in or bring your imagination and unlock this homes potential. Features include: Hardwoods; Plantation Shutters; Full master bath; Fireplace; Wrap-around Driveway; Newer Roof; Gutter guards; walk-up attic storage; and much more! Did we mention the large private lot within walking distance of parks and Sherwood Elementary? Don't wait! Schedule your showing today!

Year

Property tax

Land + Additions

Assessment*

2025

$4,595 (+18.7%)

$100,000 + $316,900

$416,900

2024

$3,872 (+10.2%)

$85,000 + $191,000

$276,000

2022

$3,513 (+1.8%)

$85,000 + $182,400

$267,400

2021

$3,450 (+5.0%)

$85,000 + $182,400

$267,400

2020

$3,285 (+7.7%)

$85,000 + $152,900

$237,900

2019

$3,050 (+5.3%)

$85,000 + $134,300

$219,300

2018

$2,897

$85,000 + $134,300

$219,300

2017

$2,897 (+9.8%)

$85,000 + $134,300

$219,300

2016

$2,637 (+1.5%)

$85,000 + $134,300

$219,300

2015

$2,597 (+3.1%)

$85,000 + $115,422

$200,422

2014

$2,518

$85,000 + $115,422

$200,422

Public record

Public record
Zoning

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.92 Acres

Year renovated

1993

Sq. Ft.

2,470

Year built

1958

Style

Single Family Residential

County

Forsyth County

APN

6815095841

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 23, 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, Basement

Interior

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

Basement Information
Basement YN: Yes
Has Basement
Basement: Partially Finished, Basement
Basement Area: 1637

Room Information
# of Rooms: 14

Room 1
Type: Dining Room
Level: Main
Dimensions: 13ft 3in x 12ft 1in

Room 2
Type: Living Room
Level: Lower
Dimensions: 13ft 1in x 14ft 5in

Room 3
Level: Lower
Dimensions: 9ft 0in x 10ft 0in

Room 4
Level: Main
Dimensions: 10ft 0in x 13ft 4in

Room 5
Level: Main
Dimensions: 13ft 8in x 29ft 0in

Room 6
Type: Bonus Room
Level: Main
Dimensions: 10ft 6in x 10ft 0in

Room 7
Type: Breakfast
Level: Main
Dimensions: 9ft 3in x 9ft 6in

Room 8
Type: Kitchen
Level: Lower
Dimensions: 10ft 0in x 4ft 0in

Room 9
Type: Laundry
Level: Basement
Dimensions: 11ft 4in x 6ft 0in

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

Room 11
Type: Den
Level: Main
Dimensions: 10ft 6in x 16ft 16in

Room 12
Type: Entry
Level: Lower
Dimensions: 9ft 5in x 8ft 8in

Room 13
Type: Kitchen
Level: Main
Dimensions: 9ft 3in x 14ft 0in

Room 14
Type: Living Room
Level: Main
Dimensions: 13ft 6in x 20ft 4in

Interior Features
Has Primary On Main
Attic Description: Permanent Stairs
Flooring: Wood
Interior Features: In-Law Floorplan, Pantry, Solid Surface Counter

Exterior

Exterior Features
Exterior Features: Garden

Pool Information
Pool Features: None

Guest House Information
Has Second Living Quarters
Attached: Yes

Lot Information
Lot Number: 017
Lot Features: City Lot
Lot Size Acres: 0.92
Lot Size Dimensions: 279.43' x 120' x 320' x 155'

Land Information
Water Source: Public

Property Information
Property Type: Residential
Property Sub Type: Stick/Site Built
Structure Type: House
Built Information: Existing
Year Built: 1958
# of Fireplaces: 2
Fireplace Features: Basement, Living Room
Appliances: Microwave, Oven, Cooktop, Dishwasher, Disposal, Exhaust Fan, Gas Cooktop, Range Hood, Electric Water Heater
Laundry Features: 2nd Dryer Connection, 2nd Washer Connection, In Basement, Main Level
Security Features: Security Lights
Road Responsibility: Public Maintained Road

Building Information
Building Area Total: 3,673
Levels: One
Construction Materials: Brick, Wood Siding

Financial

Tax Information
Tax Annual Amount: $4,765.17

Utilities

Utility Information
Sewer: Public Sewer
Water Heater: Electric

Heating & Cooling
Cooling: Central Air
Heating: Dual Fuel System, Fireplace(s), Forced Air, Heat Pump, Electric, Natural Gas
Heating Fuel: Electric, Natural Gas

Location

HOA Information
Association: Winston-Salem
Association YN: No

Location Details
Directions: From Country Club Rd & Peace Haven Rd: Turn onto Peace Haven Rd, heading north. Continue for 2.6 miles on Peace Haven Rd. Turn right onto Chester Rd. Take a quick left (Chester Rd jogs shortly after the turn). 706 Chester Rd will be on your right.

Community Information
Subdivision Name: Sherwood Forest

Public facts

Beds: 3
Baths: 3.5
Sq. Ft.: 2,470
Stories: 1.0
Lot Size: 0.92 acres
Style: Single Family Residential
Year Built: 1958
Year Renovated: 1993
County: Forsyth County
APN: 6815095841

Home facts updated by county records on Oct 23, 2026

Around this home

Schools

Sherwood Forest Elementary

Public PreK-5 • Assigned • 0.4mi

9/10

Jefferson Middle

Public 6-8 • Assigned • 0.8mi

7/10

Mount Tabor High

Public 9-12 • Assigned • 1.5mi

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

7 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

96/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Winston Salem. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.3 hrs

6.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$599,000 – $725,000

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Home values near 706 Chester Rd

Data from public records.

Address	Redfin Estimate
800 Chester Rd, Winston Salem, NC 3 Beds \| 3 Baths \| 2529 Sq. Ft.	$482,087
712 Chester Rd, Winston Salem, NC 4 Beds \| 3 Baths \| 2749 Sq. Ft.	$595,607

Address	Redfin Estimate
718 Chester Rd, Winston Salem, NC 3 Beds \| 3 Baths \| 2716 Sq. Ft.	$494,937
700 Chester Rd, Winston Salem, NC 3 Beds \| 2 Baths \| 2013 Sq. Ft.	$418,078

Address	Redfin Estimate
724 Chester Rd, Winston Salem, NC 4 Beds \| 4 Baths \| 2500 Sq. Ft.	$612,812
691 Chester Rd, Winston Salem, NC 4 Beds \| 2 Baths \| 2767 Sq. Ft.	$491,415

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

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GreatSchools Ratings provided by GreatSchools.org.

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706 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 706 Chester Rd

Public record

Property details

Parking

Interior

Exterior

Financial

Utilities

Location

Public facts

Around this home

Schools

Climate risks

Historical weather

Sun exposure

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New listings for sale in 27104

Home values near 706 Chester Rd

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