OFF MARKET

Off Market Mar 2021 for $249K

$395,028

Est. refi paymentEst. refi $1,608/mo

•

1,830

sq ft

707 Chester Rd, Winston Salem, NC 27104

About this home

Single-familyProperty Type

1958Year Built

0.57 acresLot Size

$216Est. Price/Sq.Ft.

2 car garageParking

Listed by Sam Ogburn • Ogburn Properties

Listed by Jack Ogburn • Ogburn Properties

Bought with Grant Blair • Mitchell Prime Properties

Redfin checked: 3 minutes ago

•Source:Triad MLS #1013466

Redfin Estimate

$395,028

$145K since sold in March 2021$0 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4% lower than the average sale price ($412K) 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 MAR 23, 2026
$484,900
B
3 beds2 baths1,860 sq ft
849 Chester 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 JUN 17, 2026
$310,000
D
3 beds2 baths1,889 sq ft
1245 Peace Haven Rd, Winston Salem, NC 27104
SOLD MAY 18, 2026
$440,000
E
3 beds1.5 baths2,223 sq ft
737 Hertford Rd, Winston Salem, NC 27104
SOLD AUG 18, 2026
$305,000
F
2 beds2.5 baths2,246 sq ft
5656 Buckhorn Rd, Winston Salem, NC 27023

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Earn from this home

Sell

$191,269

Est. take-home

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Refinance

Est. cash available

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Rent

$2,123/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

$350K

$2K MoM

Avg. days on market

34d

0 days MoM

Recently sold homes

144

4 MoM

New listings for sale

$219,000
2 beds2 baths1,130 sq ft
113 Pebble Ridge Ln, Winston Salem, NC 27104
NEW 12 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 707 Chester Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,274 (+15.9%)

$100,000 + $287,800

$387,800

2024

$3,688 (+25.0%)

$85,000 + $177,900

$262,900

2022

$2,949 (+2.2%)

$85,000 + $139,500

$224,500

2021

$2,885 (+3.3%)

$85,000 + $139,500

$224,500

2020

$2,794 (−0.7%)

$85,000 + $117,300

$202,300

2019

$2,814 (+5.3%)

$85,000 + $117,300

$202,300

2018

$2,672

$85,000 + $117,300

$202,300

2017

$2,672 (+9.5%)

$85,000 + $117,300

$202,300

2016

$2,441 (+1.5%)

$85,000 + $117,300

$202,300

2015

$2,404 (+3.1%)

$85,000 + $100,549

$185,549

2014

$2,331

$85,000 + $100,549

$185,549

Tax history for 707 Chester Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,274 (+15.9%)

$100,000 + $287,800

$387,800

2024

$3,688 (+25.0%)

$85,000 + $177,900

$262,900

2022

$2,949 (+2.2%)

$85,000 + $139,500

$224,500

2021

$2,885 (+3.3%)

$85,000 + $139,500

$224,500

2020

$2,794 (−0.7%)

$85,000 + $117,300

$202,300

2019

$2,814 (+5.3%)

$85,000 + $117,300

$202,300

2018

$2,672

$85,000 + $117,300

$202,300

2017

$2,672 (+9.5%)

$85,000 + $117,300

$202,300

2016

$2,441 (+1.5%)

$85,000 + $117,300

$202,300

2015

$2,404 (+3.1%)

$85,000 + $100,549

$185,549

2014

$2,331

$85,000 + $100,549

$185,549

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.57 Acres

Year renovated

1996

Sq. Ft.

1,830

Year built

1958

Style

Single Family Residential

County

Forsyth County

APN

6815098823

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: Attached Garage
Parking Features: Driveway, Garage, Paved, Attached

Interior

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

Basement Information
Basement YN: No
Basement: Cellar, Partial

Room Information
# of Rooms: 7

Interior Features
Has Primary On Main
Flooring: Carpet, Vinyl, Wood
Interior Features: Dead Bolt(s)

Exterior

Exterior Features
Fencing: None

Pool Information
Pool Features: None

Lot Information
Lot Features: City Lot, Level
Lot Size Acres: 0.57
Lot Size Dimensions: 140 x 182 x 110 x 206

Land Information
Land Description: Level
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: 1
Fireplace Features: Den
Appliances: Cooktop, Dishwasher, Gas Water Heater
Laundry Features: Main Level

Building Information
Building Area Total: 1,830
Levels: One
Construction Materials: Brick

Financial

Tax Information
Tax Annual Amount: $2,793.56

Utilities

Utility Information
Sewer: Public Sewer
Water Heater: Gas

Heating & Cooling
Cooling: Central Air
Heating: Forced Air, Heat Pump, Oil
Heating Fuel: Oil

Location

HOA Information
Association: Winston-Salem
Association YN: No

School / Neighborhood
Elementary School: Call School Board
Middle Or Junior School: Call School Board
High School: Call School Board

Location Details
Directions: Silas Creek North to Left on Kirklees, Right on Chester, home on Right

Community Information
Subdivision Name: Sherwood Forest

Public facts

Beds: 2
Baths: 3.5
Sq. Ft.: 1,830
Stories: 1.0
Lot Size: 0.57 acres
Style: Single Family Residential
Year Built: 1958
Year Renovated: 1996
County: Forsyth County
APN: 6815098823

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 • 0.8mi

7/10

Mount Tabor High

Public 9-12 • Assigned • 1.5mi

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

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

$376,000 – $455,000

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NEW 12 HRS AGO

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136 Lawndale Dr, Winston Salem, NC 27104

OPEN SUN, 2PM TO 4PM

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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

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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

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Home values near 707 Chester Rd

Data from public records.

Address	Redfin Estimate
800 Chester Road, Winston Salem, NC 3 Beds \| 3 Baths \| 2529 Sq. Ft.	$488,738
724 Chester Road, Winston Salem, NC 4 Beds \| 4 Baths \| 2500 Sq. Ft.	$598,982

Address	Redfin Estimate
807 Chester Road, Winston Salem, NC 3 Beds \| 3.5 Baths \| 3453 Sq. Ft.	$520,325
706 Chester Road, Winston Salem, NC 3 Beds \| 4 Baths \| 2552 Sq. Ft.	—

Address	Redfin Estimate
718 Chester Road, Winston Salem, NC 3 Beds \| 3 Baths \| 2716 Sq. Ft.	$482,161
712 Chester Road, Winston Salem, NC 4 Beds \| 3 Baths \| 2749 Sq. Ft.	$568,475

Property information provided by Triad MLS when last listed in 2021. 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 707 Chester Rd

Tax history for 707 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 707 Chester Rd

More real estate resources