Sold
Last Sold Price
4 beds
1261 Chester Rd, Winston-Salem, NC 27104
Single FamilyProperty Type
1988Year Built
$85/sq ftPrice per sq ft
$270/moHOA Fees
2 carsParking Spaces

Description

Stately 2-story traditional home in choice cul-de-sac location! Lovely eat-in kitchen adjoins large family room. 3rd floor finished! NBHD Pool! Walk to Jefferson School!Stately 2-story traditional home in choice cul-de-sac location! Lovely eat-in kitchen adjoins large family room. 3rd floor finished! NBHD Pool! Walk to Jefferson School!
  • Listed by: Peggy Gheesling • Prudential Carolinas Realty W/S
Listing closed: 08/31/1999 12:00 AM • Source: TRIAD, MLS#: W104740

Recent comparable sales

Median sold price

$390,000

Avg days on market

39

Sale-to-list ratio

93.9%

Winston-Salem, NC

9 comparable properties found

$386,000 | 2421 Merrimont Drive Northwest, Winston-Salem, NC 27106
1/40
1

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Sold 08/15/25

4
Bedrooms
Unavailable
Square Feet
0.51
Acres
$420,000 | 289 Flintshire Road, Winston-Salem, NC 27104
1/42
2

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Sold 06/10/26

4
Bedrooms
Unavailable
Square Feet
0.42
Acres
$380,000 | 3201 Crittenden Court, Winston-Salem, NC 27106
1/51
3

$380,000

Sold 07/01/26

4
Bedrooms
Unavailable
Square Feet
0.54
Acres
$315,000 | 5321 Silas Creek Parkway, Winston-Salem, NC 27106
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4

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Unavailable
Square Feet
0.49
Acres
$367,500 | 1248 Partridge Lane, Winston-Salem, NC 27106
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4
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Unavailable
Square Feet
0.55
Acres
$390,000 | 655 Lynhaven Drive, Winston-Salem, NC 27104
1/42
6

$390,000

Sold 10/21/24

4
Bedrooms
Unavailable
Square Feet
0.47
Acres
$490,000 | 4121 Allistair Road, Winston-Salem, NC 27104
1/49
7

$490,000

Sold 10/03/25

4
Bedrooms
Unavailable
Square Feet
0.34
Acres
$460,000 | 1048 Beecher Road, Winston-Salem, NC 27104
1/51
8

$460,000

Sold 07/16/26

4
Bedrooms
Unavailable
Square Feet
0.38
Acres
$825,000 | 1060 Glousman Road, Winston-Salem, NC 27104
1/51
9

$825,000

Sold 08/27/25

4
Bedrooms
Unavailable
Square Feet
0.4
Acres

Location

Listing Courtesy of Prudential Carolinas Realty W/S

Sold By Re/Max Realty Consultants

Add your commute

Payment Calculator

$2,509 per month

30 year fixed, 6.71% Interest

Principal and Interest

$1,641

Property Taxes

$598

HOA Dues

$270

The Payment Calculator is for illustrative purposes only.

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Property Information for 1261 Chester Road

Property Details
  • MLS Type: Residential / Single Family Residence
  • Architectural Style: Traditional
  • Zoning: RS9
Building Information
  • Year Built: 1988
Summary
Location and General Information
  • County Or Parish: Forsyth
  • City: Winston Salem
  • Directions: Robinhood to Peacehaven;R-Chester
  • Latitude: 36.111176
  • Longitude: -80.326435
  • Postal Code: 27104
  • Subdivision Name: Glenridge
Taxes and HOA Information
  • HOA Fee: $270.00
  • List AOR: Winston-Salem
  • Tax Rate: 1.16%
  • Tax Annual Amount: $.00
  • Tax Assessed Value: $255,000.00
  • Tax Block: 3413C
  • Tax Lot: 116
  • Tax Map Number: 6006862
  • Tax Year: 1998
  • Parcel Number: 3413C116
  • HOA Fee Frequency: Annually
Parking
  • Garage Spaces: 2.0
  • Parking Features: Circular Driveway, Paved Drive, Basement
  • Garage Description: Basement Garage
School Information
  • Elementary School: Jefferson
Property
Lot Information
  • Lot Size Dimensions: 110x143.83x83x125
  • Above Grade Finished Area: 3276.0
  • Below Grade Finished Area: 462.0
  • Room Basement Area: 462.0
  • Built Information: Existing
  • Heated Finished Basement SqFt Range: 462
  • Heated Finished Main SqFt Range: 1417
  • Heated Finished Second SqFt Range: 1859
  • Heated Finished Sqft F Main: 1417.0
  • Heated Finished Sqft Second: 1859.0
  • Total Heated Finished SqFt Range: 3738
  • Water Source: Public
  • Year Built: 1988
  • Attic Description: Permanent Stairs
Property and Assessments
  • Photos Count: 0
  • Property Type: Residential
  • Deed Book: 1861
  • Deed Page: 3367
Utilities
  • Heating Fuel: Natural Gas
  • Sewer: Public
Interior and Exterior Features
Exterior Features
  • Exterior Features: Accent Lighting, Gas Grill
  • Construction Materials: Brick
  • Levels: Two
  • Laundry Features: Dryer Connection, Washer Hookup
  • Porch: No
Interior Features
  • Appliances: Attached Microwave Oven,Dishwasher,Disposal
  • Bathrooms Full: 2
  • Bathrooms Half: 2
  • Bathrooms Total Decimal: 3.0
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Cooling: Central Air, Zoned
  • Fireplace Features: Den
  • Fireplaces Total: 2
  • Flooring: Carpet, Tile, Vinyl, Wood
  • Heating: Forced Air, Zoned, Natural Gas
  • Interior Features: Built-in Shelves, Ceiling Fan(s), Garage Door Opener(s), Jetted Tub, Pantry, Separate Shower, Smoke Alarm
  • Full Baths Main: 0
  • Main Level Bathrooms: 1
  • Full Baths Upper: 2
  • Half Baths Lower: 1
  • Half Baths Main: 1
  • Half Baths Upper: 0
  • Rooms Total: 12.0
  • Primary On Main YN: No
Room Information
Room 1 Information
  • Room Type: Bedroom 4
  • Room Length Width Units: Feet
  • Room Area: 0.0
  • Room Area Units: Square Feet
  • Room Dimensions: 0 ft 0 in x 0 ft 0 in
Room 2 Information
  • Room Type: Dining Room
  • Room Level: Main
  • Room Length: 12.916666
  • Room Width: 14.0
  • Room Length Width Units: Feet
  • Room Area: 180.833333
  • Room Area Units: Square Feet
  • Room Dimensions: 14 ft 0 in x 12 ft 11 in
Room 3 Information
  • Room Type: Bedroom 2
  • Room Level: Second
  • Room Length: 11.833333
  • Room Width: 15.0
  • Room Length Width Units: Feet
  • Room Area: 177.5
  • Room Area Units: Square Feet
  • Room Dimensions: 15 ft 0 in x 11 ft 10 in
Room 4 Information
  • Room Type: Bedroom 3
  • Room Level: Second
  • Room Length: 12.0
  • Room Width: 14.0
  • Room Length Width Units: Feet
  • Room Area: 168.0
  • Room Area Units: Square Feet
  • Room Dimensions: 14 ft 0 in x 12 ft 0 in
Room 5 Information
  • Room Type: Den
  • Room Level: Main
  • Room Length: 15.833333
  • Room Width: 19.583333
  • Room Length Width Units: Feet
  • Room Area: 310.069444
  • Room Area Units: Square Feet
  • Room Dimensions: 19 ft 7 in x 15 ft 10 in
Room 6 Information
  • Room Type: Master Bedroom
  • Room Level: Second
  • Room Length: 16.416666
  • Room Width: 17.0
  • Room Length Width Units: Feet
  • Room Area: 279.083333
  • Room Area Units: Square Feet
  • Room Dimensions: 17 ft 0 in x 16 ft 5 in
Room 7 Information
  • Room Type: Kitchen
  • Room Level: Main
  • Room Length: 11.0
  • Room Width: 12.333333
  • Room Length Width Units: Feet
  • Room Area: 135.666666
  • Room Area Units: Square Feet
  • Room Dimensions: 12 ft 4 in x 11 ft 0 in
Room 8 Information
  • Room Level: Second
  • Room Length: 10.916666
  • Room Width: 14.0
  • Room Length Width Units: Feet
  • Room Area: 152.833333
  • Room Area Units: Square Feet
  • Room Dimensions: 14 ft 0 in x 10 ft 11 in
Room 9 Information
  • Room Type: Breakfast
  • Room Level: Main
  • Room Length: 10.416666
  • Room Width: 13.0
  • Room Length Width Units: Feet
  • Room Area: 135.416666
  • Room Area Units: Square Feet
  • Room Dimensions: 13 ft 0 in x 10 ft 5 in
Room 10 Information
  • Room Type: Playroom
  • Room Level: Basement
  • Room Length: 11.333333
  • Room Width: 30.416666
  • Room Length Width Units: Feet
  • Room Area: 344.722222
  • Room Area Units: Square Feet
  • Room Dimensions: 30 ft 5 in x 11 ft 4 in
Room 11 Information
  • Room Type: Living Room
  • Room Level: Main
  • Room Length: 14.0
  • Room Width: 15.0
  • Room Length Width Units: Feet
  • Room Area: 210.0
  • Room Area Units: Square Feet
  • Room Dimensions: 15 ft 0 in x 14 ft 0 in
Room 12 Information
  • Room Type: Remarks
  • Room Level: Third
  • Room Length: 19.0
  • Room Width: 23.0
  • Room Length Width Units: Feet
  • Room Area: 437.0
  • Room Area Units: Square Feet
  • Room Dimensions: 23 ft 0 in x 19 ft 0 in
Multi Family
Multi-Family Information
  • Number Of Units In Community: 0
Rental
Rental Information
  • Listing Agreement: Exclusive Right To Sell

Property History for 1261 Chester Road

DateEvent & SourcePriceAppreciation
Aug 31, 1999

Sold

TRIAD #W104740

$317,500
Jul 27, 1999

Pending

TRIAD #W104740

May 2, 1999

Listed (Active)

TRIAD #W104740

$349,900
DateEvent & SourcePrice
08/31/1999

Sold

TRIAD #W104740

$317,500
07/27/1999

Pending

TRIAD #W104740

05/02/1999

Listed (Active)

TRIAD #W104740

$349,900

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

Public Records for 1261 Chester Road

Taxable ValueLand$95,000Additions$556,000Total$651,000
Tax Record2025$7,175 ($598 / month)
Home Facts
Beds4Baths3Total Finished SqFt3,748 SqFtAbove Grade Finished SqFt3,278 SqFtFinished Basement SqFt470 SqFtUnfinished Basement SqFt949 SqFtStories2Lot Size13,504 SqFtStyleSingle Family ResidenceYear Built1988ZoningRS9CountyFORSYTHAPN6806-82-2064.00Fireplace TypeHas Fireplace

Schools near 1261 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.

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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.

Listing Courtesy of Prudential Carolinas Realty W/S

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.