Sold
Last Sold Price
3 beds
806 Chester Rd, Winston-Salem, NC 27104
Single FamilyProperty Type
0.72 acresLot Size
1957Year Built
$98/sq ftPrice per sq ft
2 carsParking Spaces

Description

Superbly updated home on a gorgeous park-like .72 acre lot. Lovely formal rms with beautiful millwork. Updated kit. Breakfast rm/den option adjacent to kit. Inviting sunroom overlooks deck with arbor. LL playroom with built-ins. Abundant storage in LL.Superbly updated home on a gorgeous park-like .72 acre lot. Lovely formal rms with beautiful millwork. Updated kit. Breakfast rm/den option adjacent to kit. Inviting sunroom overlooks deck with arbor. LL playroom with built-ins. Abundant storage in LL.
  • Listed by: Mary Preston Yates • Prudential Carolinas Realty
Listing closed: 08/31/2004 12:00 AM • Source: TRIAD, MLS#: W331295

Recent comparable sales

Median sold price

$293,560

Avg days on market

62

Sale-to-list ratio

90.4%

Winston-Salem, NC

9 comparable properties found

$275,000 | 680 Chester Road, Winston-Salem, NC 27104
1/39
1

$275,000

Sold 05/18/26

3
Bedrooms
Unavailable
Square Feet
0.47
Acres
$270,000 | 3533 Woodmere Place, Winston-Salem, NC 27106
1/51
2

$270,000

Sold 08/17/26

3
Bedrooms
Unavailable
Square Feet
0.45
Acres
$293,560 | 3432 Royalton Street, Winston-Salem, NC 27104
1/36
3

$293,560

Sold 05/04/26

3
Bedrooms
Unavailable
Square Feet
0.64
Acres
$307,500 | 254 Tipperary Lane Northwest, Winston-Salem, NC 27104
1/25
4

$307,500

Sold 09/25/25

3
Bedrooms
Unavailable
Square Feet
0.28
Acres
$278,000 | 731 Westview Drive, Winston-Salem, NC 27103
1/16
5

$278,000

Sold 02/20/25

3
Bedrooms
Unavailable
Square Feet
0.31
Acres
$290,000 | 2611 Fairlawn Drive, Winston-Salem, NC 27106
1/34
6

$290,000

Sold 10/17/24

3
Bedrooms
Unavailable
Square Feet
0.46
Acres
a front view of a house with yard and green space
1/35
7

$294,900

Sold 08/12/25

3
Bedrooms
2,729
Square Feet
0.54
Acres
$325,000 | 354 Merrimont Drive Northwest, Winston-Salem, NC 27106
1/46
8

$325,000

Sold 07/28/26

3
Bedrooms
Unavailable
Square Feet
0.27
Acres
$300,000 | 681 Brentwood Court, Winston-Salem, NC 27104
1/31
9

$300,000

Sold 04/16/25

3
Bedrooms
Unavailable
Square Feet
0.52
Acres

Location

Listing Courtesy of Prudential Carolinas Realty

Sold By Prudential Carolinas Realty W/S

Add your commute

Payment Calculator

$1,433 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,265

Property Taxes

$168

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 806 Chester Road

Property Details
  • Taxes: $2,016 / year
  • MLS Type: Residential / Single Family Residence
  • Architectural Style: Traditional
  • Zoning: RS9
Building Information
  • Year Built: 1957
  • Lot Size: 0.72 AC / 31,363 SF
Summary
Location and General Information
  • County Or Parish: Forsyth
  • City: Winston Salem
  • Directions: Peacehaven Road to Chester Road
  • Latitude: 36.106841
  • Longitude: -80.318395
  • Postal Code: 27104
  • Subdivision Name: Old Sherwood Forest
Taxes and HOA Information
  • List AOR: Winston-Salem
  • Tax Rate: 1.19%
  • Tax Annual Amount: $2,016.00
  • Tax Assessed Value: $169,800.00
  • Tax Block: 3568
  • Tax Lot: 012
  • Tax Map Number: 606858
  • Tax Year: 2003
  • Association: No
Parking
  • Garage Spaces: 2.0
  • Parking Features: Paved Drive, Basement
  • Garage Description: Basement Garage
School Information
  • High School: Call School Board
  • Elementary School: Call School Board
Property
Lot Information
  • Lot Size Acres: 0.72
  • Lot Size Dimensions: 114.85 x 287.63 x 109.61 x 266.63
  • Above Grade Finished Area: 2014.0
  • Below Grade Finished Area: 513.0
  • Room Basement Area: 513.0
  • Built Information: Existing
  • Heated Finished Basement SqFt Range: 513
  • Heated Finished Main SqFt Range: 2014
  • Heated Finished Sqft F Main: 2014.0
  • Total Heated Finished SqFt Range: 2527
  • Water Source: Public
  • Year Built: 1957
Property and Assessments
  • Photos Count: 9
  • Property Type: Residential
  • Deed Book: 2140
  • Deed Page: 1091
Utilities
  • Heating Fuel: Oil
  • Sewer: Public
  • Water Heater: Electric
Interior and Exterior Features
Exterior Features
  • Exterior Features: Fenced
  • Foundation Details: Basement
  • Construction Materials: Brick
  • Levels: One
  • Laundry Features: Dryer Connection, Washer Hookup
Interior Features
  • Appliances: Built-In Oven,Cook Top,Dishwasher,Disposal, Water Heater: Electric
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Bathrooms Total Decimal: 2.0
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 3
  • Cooling: Central Air
  • Fireplace Features: Living Room, Playroom
  • Fireplaces Total: 2
  • Flooring: Carpet, Tile, Wood
  • Heating: Forced Air, Oil
  • Interior Features: Built-in Furniture, Built-in Shelves, Ceiling Fan(s), Dead Bolt(s), Garage Door Opener(s), Tile Counters
  • Full Baths Main: 2
  • Main Level Bathrooms: 2
  • Rooms Total: 9.0
  • Primary On Main YN: Yes
Room Information
Room 1 Information
  • Room Type: Bedroom 3
  • Room Level: Main
  • Room Length: 10.75
  • Room Width: 13.416666
  • Room Length Width Units: Feet
  • Room Area: 144.229166
  • Room Area Units: Square Feet
  • Room Dimensions: 13 ft 5 in x 10 ft 9 in
Room 2 Information
  • Room Type: Dining Room
  • Room Level: Main
  • Room Length: 14.916666
  • Room Width: 10.333333
  • Room Length Width Units: Feet
  • Room Area: 154.138888
  • Room Area Units: Square Feet
  • Room Dimensions: 10 ft 4 in x 14 ft 11 in
Room 3 Information
  • Room Type: Kitchen
  • Room Level: Main
  • Room Length: 9.166666
  • Room Width: 22.583333
  • Room Length Width Units: Feet
  • Room Area: 207.013888
  • Room Area Units: Square Feet
  • Room Dimensions: 22 ft 7 in x 9 ft 2 in
Room 4 Information
  • Room Type: Bedroom 2
  • Room Level: Main
  • Room Length: 11.25
  • Room Width: 17.416666
  • Room Length Width Units: Feet
  • Room Area: 195.9375
  • Room Area Units: Square Feet
  • Room Dimensions: 17 ft 5 in x 11 ft 3 in
Room 5 Information
  • Room Type: Breakfast
  • Room Level: Main
  • Room Length: 12.916666
  • Room Width: 11.166666
  • Room Length Width Units: Feet
  • Room Area: 144.236111
  • Room Area Units: Square Feet
  • Room Dimensions: 11 ft 2 in x 12 ft 11 in
Room 6 Information
  • Room Type: Master Bedroom
  • Room Level: Main
  • Room Length: 14.833333
  • Room Width: 11.416666
  • Room Length Width Units: Feet
  • Room Area: 169.347222
  • Room Area Units: Square Feet
  • Room Dimensions: 11 ft 5 in x 14 ft 10 in
Room 7 Information
  • Room Type: Playroom
  • Room Level: Basement
  • Room Length: 13.083333
  • Room Width: 31.25
  • Room Length Width Units: Feet
  • Room Area: 408.854166
  • Room Area Units: Square Feet
  • Room Dimensions: 31 ft 3 in x 13 ft 1 in
Room 8 Information
  • Room Type: Sunroom
  • Room Level: Main
  • Room Length: 10.833333
  • Room Width: 11.916666
  • Room Length Width Units: Feet
  • Room Area: 129.097222
  • Room Area Units: Square Feet
  • Room Dimensions: 11 ft 11 in x 10 ft 10 in
Room 9 Information
  • Room Type: Living Room
  • Room Level: Main
  • Room Length: 13.333333
  • Room Width: 21.25
  • Room Length Width Units: Feet
  • Room Area: 283.333333
  • Room Area Units: Square Feet
  • Room Dimensions: 21 ft 3 in x 13 ft 4 in
Multi Family
Multi-Family Information
  • Number Of Units In Community: 0
Rental
Rental Information
  • Listing Agreement: Exclusive Right To Sell

Property History for 806 Chester Road

DateEvent & SourcePriceAppreciation
Aug 31, 2004

Sold (Public Record)

Public Record #148140694

$249,000

+11.7% / yr

Aug 31, 2004

Sold

TRIAD #W331295

$248,900
Jul 24, 2004

Pending

TRIAD #W331295

DateEvent & SourcePrice
08/31/2004

Sold (Public Record)

Public Record #148140694

$249,000

+11.7% / yr

08/31/2004

Sold

TRIAD #W331295

$248,900
07/24/2004

Pending

TRIAD #W331295

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

Public Records for 806 Chester Road

Taxable ValueLand$100,000Additions$371,400Total$471,400
Tax Record2025$5,196 ($433 / month)
Home Facts
Beds3Baths2Total Finished SqFt2,516 SqFtAbove Grade Finished SqFt2,013 SqFtFinished Basement SqFt503 SqFtUnfinished Basement SqFt1,510 SqFtStories1Lot Size31,363 SqFtStyleSingle Family ResidenceYear Built1957Year Renovated1981ZoningRS9CountyFORSYTHAPN6816-00-6402.00Fireplace TypeHas Fireplace

Schools near 806 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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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

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.