Sold
Last Sold Price
4 beds2,886 sqft
1280 Chester Rd, Winston-Salem, NC 27104
0.42 acresLot Size
1989Year Built
$104/sq ftPrice per sq ft
Listing closed: 02/18/2005 07:00 AM

Recent comparable sales

Median sold price

$370,000

Avg days on market

58

Sale-to-list ratio

89.2%

Winston-Salem, NC

9 comparable properties found

$275,000 | 3231 Polo Road, Winston-Salem, NC 27106
1/21
1

$275,000

Sold 03/13/25

4
Bedrooms
Unavailable
Square Feet
0.33
Acres
$370,000 | 2921 Good Hope Road, Winston-Salem, NC 27106
1/42
2

$370,000

Sold 11/03/25

4
Bedrooms
Unavailable
Square Feet
0.36
Acres
$330,000 | 2410 Robinhood Valley Court, Winston-Salem, NC 27106
1/47
3

$330,000

Sold 10/09/24

4
Bedrooms
Unavailable
Square Feet
Unavailable
Acres
$367,500 | 1248 Partridge Lane, Winston-Salem, NC 27106
1/23
4

$367,500

Sold 11/12/24

4
Bedrooms
Unavailable
Square Feet
0.55
Acres
$380,000 | 3351 Kirklees Road, Winston-Salem, NC 27104
1/43
5

$380,000

Sold 12/30/25

4
Bedrooms
Unavailable
Square Feet
0.62
Acres
$395,000 | 1220 Abingdon Way, Winston-Salem, NC 27106
1/49
6

$395,000

Sold 07/28/26

4
Bedrooms
Unavailable
Square Feet
0.41
Acres
$638,560 | 701 Longbow Road, Winston-Salem, NC 27104
1/38
7

$638,560

Sold 09/03/26

4
Bedrooms
Unavailable
Square Feet
0.48
Acres
$519,000 | 640 Quarterstaff Road, Winston-Salem, NC 27104
1/46
8

$519,000

Sold 06/16/26

4
Bedrooms
Unavailable
Square Feet
0.48
Acres
$275,000 | 680 Chester Road, Winston-Salem, NC 27104
1/39
9

$275,000

Sold 05/18/26

3
Bedrooms
Unavailable
Square Feet
0.47
Acres

Location

Add your commute

Payment Calculator

$2,059 per month

30 year fixed, 6.71% Interest

Principal and Interest

$1,548

Property Taxes

$511

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 1280 Chester Road

Property Details
Building Information
  • Stories: 2
  • Year Built: 1989
  • Lot Size: 0.42 AC / 18,295 SF

Property History for 1280 Chester Road

DateEvent & SourcePriceAppreciation
Feb 18, 2005

Sold (Public Record)

Public Record #151550188

$299,500
DateEvent & SourcePrice
02/18/2005

Sold (Public Record)

Public Record #151550188

$299,500

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 1280 Chester Road

Taxable ValueLand$95,000Additions$461,800Total$556,800
Tax Record2025$6,137 ($511 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,886 SqFtAbove Grade Finished SqFt2,886 SqFtStories2Lot Size18,295 SqFtStyleSingle Family ResidenceYear Built1989ZoningRS9CountyFORSYTHAPN6806-81-0890.00Fireplace TypeHas Fireplace

Schools near 1280 Chester Road

This home is within Winston Salem & Forsyth County School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Sherwood Forest Elementary
PublicPK to 5

Jefferson Middle
Public6 to 8

Mount Tabor High
Public9 to 12

Carter Vocational High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 27104

$299,000 | 503 Lindbergh Street, Winston-Salem, NC 27104
1/29
New

$299,000

4
Bedrooms
Unavailable
Square Feet
0.48
Acres
$530,000 | 321 Stanaford Road, Winston-Salem, NC 27104
1/36
New

$530,000

4
Bedrooms
Unavailable
Square Feet
0.46
Acres
$519,000 | 3571 Emmen Court, Winston-Salem, NC 27104
1/18
Open: 9/20 02:00PM - 04:00PMNew

$519,000

3
Bedrooms
Unavailable
Square Feet
0.27
Acres
$349,900 | 1201 Strathmore Circle Northwest, Winston-Salem, NC 27104
1/27
New

$349,900

3
Bedrooms
Unavailable
Square Feet
0.64
Acres
$333,000 | 5450 Alamo Drive, Winston-Salem, NC 27104
1/19
New

$333,000

3
Bedrooms
Unavailable
Square Feet
0.3
Acres
$869,900 | 5204 Cedarwood Creek Drive Northwest, Winston-Salem, NC 27104
1/31

$869,900

4
Bedrooms
Unavailable
Square Feet
0.45
Acres
$275,000 | 4908 Tiffany Avenue, Winston-Salem, NC 27104
1/45

$275,000

3
Bedrooms
Unavailable
Square Feet
0.59
Acres
$415,000 | 441 Horace Mann Avenue Northwest, Winston-Salem, NC 27104
1/29
New

$415,000

3
Bedrooms
Unavailable
Square Feet
0.21
Acres
$389,900 | 3016 Kinnamon Road, Winston-Salem, NC 27104
1/19

$389,900

3
Bedrooms
Unavailable
Square Feet
0.34
Acres

Nearby home values

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Copyright 2026 Triad MLS, Inc. All rights reserved. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. This site will be monitored for ‘scraping’ and any use of search facilities of data on the site other than by potential buyers/sellers is prohibited. All Sale data is for informational purposes only and is not an indication of a market analysis or appraisal. Properties marked with the Triad MLS, Inc. icon are provided courtesy of the Triad MLS, Inc.’s, Internet Data Exchange Database.