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$499,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1,889 Sq. Ft.
  • 0.56 Acres
  • 2 Car Garage
  • Updated 1 day ago
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Charming brick ranch in the highly sought-after Sherwood Forest! Situated on approximately a half an acre, this home offers character, flexible living space & a beautiful outdoor setting. The distinctive painted brick exterior gives the home a fresh, inviting personality. Enjoy the new patio, newly landscaped backyard & new fence. Inside, the main level features a welcoming living room w/built-ins, dining area & a bright sunroom. Two bedrooms on the main level w/additional unheated flexible spaces in the basement that remain comfortable year-round including a den, office & extra storage area that provide plenty of possibilities for expansion. A circle driveway & two-car carport provide abundant parking & easy access to the home. A whole-house generator adds peace of mind. Located close to shopping, dining, parks & everything Winston-Salem has to offer. A home w/character, flexibility & a beautiful setting that is ready for its next owner! Check out the 3D online tour.

Full Property Details for 849 Chester Rd

General

  • Price: $499,000
  • Taxes: $4,270
  • Status: Pending
  • Type: Single Family
  • Source: Triad_MLS
  • MLS ID: 1235103
  • Updated: 10/8/2026
  • Added to Site: 29 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: Built-in Features, Ceiling Fan(s), Dead Bolt(s), Pantry, Separate Shower, Solid Surface Counter
  • Number of Fireplaces: 1
  • Fireplace(s): Gas Log, Living Room
  • Appliances: Oven, Dishwasher, Disposal, Gas Cooktop, Range Hood, Gas Water Heater
  • Flooring: Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Floor Baths: 2
  • Main - Full Baths: 2

Bedrooms

  • Total Bedrooms: 2
  • 1st/Main Floor Primary: Yes

Other Rooms

  • Laundry: Dryer Connection, In Basement, Washer Hookup

Additional Information

  • Equipment: Sump Pump

Exterior

  • Patio/Terrace: Yes

Parking

  • Garage Description: Attached Carport
  • Garage Spaces: 2
  • Parking Features: Carport, Driveway, Circular Driveway, Attached Carport

Location

  • County: Forsyth
  • Subdivision: Sherwood Forest
  • Driving Directions: From Silas Creek Parkway, turn onto Kirkless Rd, right onto Chester Road, house on the right
  • City Limits: Yes

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Forced Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Ranch
  • Exterior Const.: Brick, Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Unfinished, Basement
  • Stories/Levels: One
  • Square Feet: 1,889
  • Heated/Cooled: 1,889 Sq. Ft.
  • Year Built: 1956

Lot Features

  • Lot Size (Acres): 0.56
  • Road Maintenance: Public Maintained Road
  • Fence: Yes
  • Lot Features: City Lot
  • Fencing (Description): Fenced

Financial Considerations

  • Price Per Acre: $891,071.4286
  • Tax Amount: $4,270
  • Terms: Cash, Conventional, FHA, VA Loan

Disclosures and Reports

  • Special Conditions: Owner Sale

Listed by Howard Hanna Allen Tate High Point

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Listing agent

— 849 Chester Rd —

  • Howard Hanna Allen Tate High Point

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 849 Chester Rd

School District:Forsyth County Schools
NameGradesDistance
Sherwood Forest Elementary
1055 Yorkshire Road, Winston-Salem, NC 27106
PK-50.4 mi
Jefferson Middle
3500 Sally Kirk Road, Winston-Salem, NC 27106
6-80.5 mi
Mount Tabor High
342 Petree Road, Winston-Salem, NC 27106
9-121.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 849 Chester Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/10/2026
Listed
$499,000
2.89%
MLS
3/18/2026
Sold
$485,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 849 Chester Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,118
7%
$373,600
36%
2024
$3,839
3%
$273,700
-2%
2023
$3,734
4%
$278,900
—
2021
$3,598
-2%
$278,900
—
2022
$3,664
2%
$278,900
32%
2021
$3,598
23%
$210,600
—
2019
$2,929
5%
$210,600
—
2018
$2,782
-8%
$210,600
100%
2017
$3,014
22%
-100%
2016
$2,470
2%
$187,700
—
2015
$2,433
3%
$187,700
—
2014
$2,359
1%
$187,700
—
2013
$2,340
—
$187,700
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Howard Hanna Allen Tate High Point

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849 Chester Road, Winston-Salem, NC 27104 (MLS# 1235103) is a Single Family property with 2 bedrooms and 2 full bathrooms. 849 Chester Road is currently listed for $499,000 and was received on September 10, 2026. Want to learn more about 849 Chester Road? Do you have questions about finding other Single Family real estate for sale in Winston-Salem? You can browse all Winston-Salem real estate or contact a Coldwell Banker agent to request more information.

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