OFF MARKET

Off Market Mar 2015 for $348K

$649,537

Est. refi paymentEst. refi $2,568/mo

•

3,625

sq ft

1250 Chester Rd, Winston Salem, NC 27104

About this home

Gorgeous brick traditional in the heart of Glenridge! 4-bedrooms, 3-1/2 baths, spacious eat-in kitchen w/deck access. Beautiful den with custom built-in cabinets, large dining rm, & formal living room (could also be used as an office). Finished walk-out basement with full bath, 2-car garage, and flexible patio space. Walk to neighborhood pool, playground, and picnic area. Convenient to shops, restaurants, parks, and Robinhood YMCA. New roof (2011)and new windows (2011).

Single-familyProperty Type

1987Year Built

0.41 acresLot Size

$179Est. Price/Sq.Ft.

2 car garageParking

Listed by Julie Oates • Berkshire Hathaway HomeServices Carolinas Realty

Listed by • Berkshire Hathaway HomeServices Carolinas Realty

Bought with Gail Sullivan • Berkshire Hathaway HomeServices Carolinas Realty

Redfin checked: a few seconds ago

•Source:Triad MLS #719117

Redfin Estimate

$649,537

$302K since sold in March 2015$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 9% higher than the average sale price ($596K) of 6 comparable homes.

SOLD JUN 29, 2026
$589,900
A
4 beds3.5 baths3,599 sq ft
1015 Greenhurst Rd, Winston Salem, NC 27104
SOLD JUL 16, 2026
$460,000
B
4 beds3 baths3,261 sq ft
1048 Beecher Rd, Winston Salem, NC 27104
SOLD JUN 5, 2026
$625,000
C
4 beds4.5 baths4,356 sq ft
1420 Thornhill Ln, Winston Salem, NC 27106
SOLD MAY 26, 2026
$575,000
D
4 beds4 baths4,184 sq ft
1011 Greenhurst Rd, Winston Salem, NC 27104
SOLD AUG 26, 2026
$495,000
E
3 beds3 baths3,048 sq ft
4109 Allistair Rd, Winston Salem, NC 27104
SOLD AUG 25, 2026
$830,000
F
5 beds4 baths4,260 sq ft
1000 Greenhurst Rd, Winston Salem, NC 27104

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Earn from this home

Sell

$403,169

Est. take-home

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Refinance

Est. cash available

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Rent

$2,966/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 1250 Chester Rd

Year

Property tax

Land + Additions

Assessment*

2025

$6,895 (+21.8%)

$95,000 + $530,600

$625,600

2024

$5,659 (+6.8%)

$82,000 + $321,400

$403,400

2022

$5,300 (+1.8%)

$82,000 + $321,400

$403,400

2021

$5,205 (+3.0%)

$82,000 + $321,400

$403,400

2020

$5,055 (−0.7%)

$70,000 + $296,100

$366,100

2019

$5,092 (+5.3%)

$70,000 + $296,100

$366,100

2018

$4,836

$70,000 + $296,100

$366,100

2017

$4,836 (+3.7%)

$70,000 + $296,100

$366,100

2016

$4,662 (+1.5%)

$70,000 + $296,100

$366,100

2015

$4,591 (+3.1%)

$65,000 + $289,315

$354,315

2014

$4,452

$65,000 + $289,315

$354,315

Tax history for 1250 Chester Rd

Year

Property tax

Land + Additions

Assessment*

2025

$6,895 (+21.8%)

$95,000 + $530,600

$625,600

2024

$5,659 (+6.8%)

$82,000 + $321,400

$403,400

2022

$5,300 (+1.8%)

$82,000 + $321,400

$403,400

2021

$5,205 (+3.0%)

$82,000 + $321,400

$403,400

2020

$5,055 (−0.7%)

$70,000 + $296,100

$366,100

2019

$5,092 (+5.3%)

$70,000 + $296,100

$366,100

2018

$4,836

$70,000 + $296,100

$366,100

2017

$4,836 (+3.7%)

$70,000 + $296,100

$366,100

2016

$4,662 (+1.5%)

$70,000 + $296,100

$366,100

2015

$4,591 (+3.1%)

$65,000 + $289,315

$354,315

2014

$4,452

$65,000 + $289,315

$354,315

*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

0.41 Acres

Year renovated

1994

Sq. Ft.

3,716

Year built

1987

Style

Single Family Residential

County

Forsyth County

APN

6806814806

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 Door Opener, Basement

Interior

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (1/2): 1

Basement Information
Basement YN: Yes
Has Basement
Basement: Finished, Unfinished, Partial
Basement Area: 730

Room Information
# of Rooms: 9

Interior Features
Flooring: Carpet, Tile, Wood
Interior Features: Built-in Features, Ceiling Fan(s), Dead Bolt(s), Pantry

Exterior

Exterior Features
Fencing: Fenced

Pool Information
Pool Features: Community

Lot Information
Lot Features: City Lot
Lot Size Acres: 0.41

Land Information
Water Source: Public

Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Built Information: Existing
Year Built: 1987
# of Fireplaces: 2
Fireplace Features: Basement, Den
Appliances: Microwave, Oven, Dishwasher, Disposal, Exhaust Fan, Electric Water Heater, Solar Hot Water
Laundry Features: Dryer Connection, Laundry Room, Washer Hookup
Security Features: Smoke Detector(s)

Building Information
Building Area Total: 3,625
Levels: Two
Construction Materials: Brick

Financial

Tax Information
Tax Annual Amount: $4,452.84

Utilities

Utility Information
Sewer: Public Sewer
Water Heater: Electric, Solar

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

Location

HOA Information
Association: Winston-Salem
Association YN: Yes
Association Fee: $500
Association Fee Frequency: Annually

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

Location Details
Directions: West on Robinhood; Left on Peace Haven; Right on Chester - house almost at the end of Chester, on left

Community Information
Subdivision Name: Glenridge

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,716
Stories: 2.0
Lot Size: 0.41 acres
Style: Single Family Residential
Year Built: 1987
Year Renovated: 1994
County: Forsyth County
APN: 6806814806

Home facts updated by county records on Aug 17, 2026

Around this home

Schools

Jefferson Elementary

Public PreK-5 • Assigned • 1.6mi

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

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, 16 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

$618,000 – $747,000

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New listings for sale in 27104

$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

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Home values near 1250 Chester Rd

Data from public records.

Address	Redfin Estimate
1240 Chester Road, Winston Salem, NC 4 Beds \| 3.5 Baths \| 4344 Sq. Ft.	$764,729
1291 Chester Road, Winston Salem, NC 3 Beds \| 2 Baths \| 2760 Sq. Ft.	$645,163

Address	Redfin Estimate
1270 Chester Road, Winston Salem, NC 4 Beds \| 4 Baths \| 3938 Sq. Ft.	$642,511
1280 Chester Road, Winston Salem, NC 4 Beds \| 2.5 Baths \| 2886 Sq. Ft.	$590,593

Address	Redfin Estimate
1260 Chester Road, Winston Salem, NC 4 Beds \| 4 Baths \| 3807 Sq. Ft.	$670,393
1271 Chester Road, Winston Salem, NC 4 Beds \| 3.5 Baths \| 3130 Sq. Ft.	$596,541

Property information provided by Triad MLS when last listed in 2014. 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 1250 Chester Rd

Tax history for 1250 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 1250 Chester Rd

More real estate resources