1101 Chester Road
Description
- Listed by: Molly Haus • Leonard Ryden Burr Real Estate 336-779-9200
Recent comparable sales
Median sold price
$499,000
Avg days on market
71
Sale-to-list ratio
92.8%
Winston-Salem, NC
9 comparable properties found
$545,000
Sold 05/14/25
- 5
- Bedrooms
- 4
- Bathrooms
- Unavailable
- Square Feet
- 0.8
- Acres
$499,000
Sold 12/15/25
- 5
- Bedrooms
- 4
- Bathrooms
- Unavailable
- Square Feet
- 0.28
- Acres
$480,000
Sold 05/30/25
- 5
- Bedrooms
- 4
- Bathrooms
- Unavailable
- Square Feet
- 0.27
- Acres
$455,000
Sold 07/24/25
- 5
- Bedrooms
- 4
- Bathrooms
- Unavailable
- Square Feet
- 0.25
- Acres
$450,000
Sold 04/20/26
- 5
- Bedrooms
- 3
- Bathrooms
- Unavailable
- Square Feet
- 0.45
- Acres
$520,000
Sold 10/23/25
- 5
- Bedrooms
- 4
- Bathrooms
- Unavailable
- Square Feet
- 0.38
- Acres
$638,000
Sold 09/09/26
- 5
- Bedrooms
- 4
- Bathrooms
- Unavailable
- Square Feet
- 0.55
- Acres
$575,000
Sold 04/30/25
- 5
- Bedrooms
- 3
- Bathrooms
- Unavailable
- Square Feet
- 0.44
- Acres
$450,000
Sold 08/18/25
- 5
- Bedrooms
- 5
- Bathrooms
- Unavailable
- Square Feet
- 0.41
- Acres
Location
Sold By Leonard Ryden Burr Real Estate
$2,804 per month
30 year fixed, 7.03% Interest
$2,397
$407
$0
1Property Information for 1101 Chester Road
Property Details
- Taxes: $4,881 / year
- MLS Type: Residential / Stick/Site Built
- County: Forsyth County
- Zoning: RS9
Building Information
- Year Built: 1964
- Lot Size: 0.46 AC / 20,037 SF
Summary
- County Or Parish: Forsyth
- City: Winston-Salem
- Directions: Stratford Road to Robinhood, left on Peacehaven, Right on Chester.
- Latitude: 36.111228
- Longitude: -80.320179
- Postal Code: 27104
- Subdivision Name: Sherwood Forest
- List AOR: Winston-Salem
- Tax Rate: 1.32%
- Tax Annual Amount: $4,881.05
- Tax Assessed Value: $370,900.00
- Tax Year: 2016
- Parcel Number: 681602004300
- Association: No
- Garage Spaces: 2.0
- Parking Features: Driveway, Attached Carport
- Garage Description: Attached Carport
- High School: Call School Board
- Elementary School: Call School Board
Property
- Lot Size Acres: 0.46
- Lot Size Dimensions: 135 x 129 x 28 x 115 x 150
- Above Grade Finished Area: 4020.0
- Building Area Total: 4020.0
- Other Structures: Storage
- Built Information: Existing
- Heated Finished Sqft F Main: 2860.0
- Heated Finished Sqft Second: 1160.0
- Water Source: Public
- Year Built: 1964
- Photos Count: 14
- Property Type: Residential
- Deed Book: 3178
- Deed Page: 3228
- Documents Count: 3
- Fixture Exception: Yes
- Heating Fuel: Natural Gas
- Sewer: Public Sewer
- Security Features: Security Lights, Smoke Detector(s)
- Water Heater: Gas
Interior and Exterior Features
- Fencing: Fenced
- Elevator: No
- Construction Materials: Brick
- Levels: One and One Half
- Laundry Features: Dryer Connection, Main Level, Washer Hookup
- Porch: No
- Fenced: Yes
- Appliances: Built-In Range, Dishwasher, Disposal, Double Oven, Exhaust Fan, Gas Water Heater
- Basement: Crawl Space
- Bathrooms Full: 3
- Bathrooms Half: 1
- Bathrooms Total Decimal: 3.5
- Bathrooms Total Integer: 4
- Bedrooms Total: 5
- Cooling: Central Air, Zoned
- Fireplace Features: Den
- Fireplaces Total: 1
- Flooring: Carpet, Tile, Wood
- Heating: Forced Air, Zoned, Natural Gas
- Interior Features: Built-in Features, Dead Bolt(s), Kitchen Island, Pantry
- Full Baths Lower: 0
- Full Baths Main: 2
- Main Level Bathrooms: 3
- Full Baths Upper: 1
- Half Baths Lower: 0
- Half Baths Main: 1
- Half Baths Upper: 0
- Rooms Total: 10.0
- Primary On Main YN: Yes
Room Information
- Room Type: Dining Room
- Room Level: Main
- Room Length: 14.833333
- Room Width: 12.75
- Room Length Width Units: Feet
- Room Area: 189.125
- Room Area Units: Square Feet
- Room Dimensions: 12ft 9in x 14ft 10in
- Room Type: Den
- Room Level: Main
- Room Length: 30.333333
- Room Width: 19.666666
- Room Length Width Units: Feet
- Room Area: 596.555555
- Room Area Units: Square Feet
- Room Dimensions: 19ft 8in x 30ft 4in
- Room Type: Living Room
- Room Level: Main
- Room Length: 19.75
- Room Width: 15.583333
- Room Length Width Units: Feet
- Room Area: 307.770833
- Room Area Units: Square Feet
- Room Dimensions: 15ft 7in x 19ft 9in
- Room Type: Bedroom 2
- Room Level: Main
- Room Length: 15.5
- Room Width: 11.5
- Room Length Width Units: Feet
- Room Area: 178.25
- Room Area Units: Square Feet
- Room Dimensions: 11ft 6in x 15ft 6in
- Room Level: Main
- Room Length: 19.166666
- Room Width: 14.416666
- Room Length Width Units: Feet
- Room Area: 276.319444
- Room Area Units: Square Feet
- Room Dimensions: 14ft 5in x 19ft 2in
- Room Type: Bedroom 4
- Room Level: Second
- Room Length: 29.833333
- Room Width: 11.916666
- Room Length Width Units: Feet
- Room Area: 355.513888
- Room Area Units: Square Feet
- Room Dimensions: 11ft 11in x 29ft 10in
- Room Type: Bedroom 3
- Room Level: Second
- Room Length: 22.333333
- Room Width: 20.083333
- Room Length Width Units: Feet
- Room Area: 448.527777
- Room Area Units: Square Feet
- Room Dimensions: 20ft 1in x 22ft 4in
- Room Type: Bedroom 5
- Room Level: Main
- Room Length: 15.5
- Room Width: 11.0
- Room Length Width Units: Feet
- Room Area: 170.5
- Room Area Units: Square Feet
- Room Dimensions: 11ft 0in x 15ft 6in
- Room Type: Entry
- Room Level: Main
- Room Length Width Units: Feet
- Room Area: 0.0
- Room Area Units: Square Feet
- Room Dimensions: 0ft 0in x 0ft 0in
- Room Type: Kitchen
- Room Level: Main
- Room Length: 21.25
- Room Width: 14.416666
- Room Length Width Units: Feet
- Room Area: 306.354166
- Room Area Units: Square Feet
- Room Dimensions: 14ft 5in x 21ft 3in
Rental
- Listing Agreement: Exclusive Right To Sell
Property History for 1101 Chester Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Oct 24, 2016 | Sold TRIAD #788862 | $449,000 | — |
| Oct 12, 2016 | Sold (Public Record) Public Record #581272964 | $449,000 | +0.8% / yr |
| Aug 15, 2016 | Pending TRIAD #788862 | — | |
| Aug 2, 2016 | Price Change TRIAD #788862 | $449,900 | — |
| Mar 30, 2016 | Listed (Active) TRIAD #788862 | $465,000 | — |
| May 14, 2014 | Sold TRIAD #701211 | $440,000 | — |
| May 7, 2014 | Sold (Public Record) Public Record #414812672 | $440,000 | +5.8% / yr |
| Mar 28, 2014 | Pending TRIAD #701211 | — | |
| Mar 25, 2014 | Listed (Active) TRIAD #701211 | $460,000 | — |
| May 24, 2010 | Sold (Public Record) Public Record #289650619 | $352,500 | — |
| May 24, 2010 | Sold TRIAD #575139 | $352,500 | — |
| Apr 30, 2010 | Pending TRIAD #575139 | — | |
| Apr 1, 2010 | Listed (Active) TRIAD #575139 | $389,900 | — |
| Aug 20, 2009 | Withdrawn TRIAD #W479027 | — | |
| Jul 14, 2008 | Listed (Active) TRIAD #W479027 | $385,000 | — |
| Jul 31, 1997 | Sold TRIAD #W87886 | $321,767 | — |
| Jun 30, 1997 | Pending TRIAD #W87886 | — | |
| Jun 24, 1997 | Listed (Active) TRIAD #W87886 | $329,500 | — |
| Date | Event & Source | Price |
|---|---|---|
| 10/24/2016 | Sold TRIAD #788862 | $449,000 |
| 10/12/2016 | Sold (Public Record) Public Record #581272964 | $449,000 +0.8% / yr |
| 08/15/2016 | Pending TRIAD #788862 | — |
| 08/02/2016 | Price Change TRIAD #788862 | $449,900 |
| 03/30/2016 | Listed (Active) TRIAD #788862 | $465,000 |
| 05/14/2014 | Sold TRIAD #701211 | $440,000 |
| 05/07/2014 | Sold (Public Record) Public Record #414812672 | $440,000 +5.8% / yr |
| 03/28/2014 | Pending TRIAD #701211 | — |
| 03/25/2014 | Listed (Active) TRIAD #701211 | $460,000 |
| 05/24/2010 | Sold (Public Record) Public Record #289650619 | $352,500 |
| 05/24/2010 | Sold TRIAD #575139 | $352,500 |
| 04/30/2010 | Pending TRIAD #575139 | — |
| 04/01/2010 | Listed (Active) TRIAD #575139 | $389,900 |
| 08/20/2009 | Withdrawn TRIAD #W479027 | — |
| 07/14/2008 | Listed (Active) TRIAD #W479027 | $385,000 |
| 07/31/1997 | Sold TRIAD #W87886 | $321,767 |
| 06/30/1997 | Pending TRIAD #W87886 | — |
| 06/24/1997 | Listed (Active) TRIAD #W87886 | $329,500 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 1101 Chester Road
Taxable Value
Land
$72,500Additions
$602,000Tax Record
2025
$7,434 ($620 / month)Home Facts
Beds
5Baths
3.5Total Finished SqFt
4,020 SqFtAbove Grade Finished SqFt
4,020 SqFtStories
2Lot Size
20,038 SqFtStyle
Single Family ResidenceYear Built
1964Zoning
RS9County
FORSYTHAPN
6816-02-0043.00Fireplace Type
Has FireplaceSchools near 1101 Chester Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Public - | PK to 5 |
Rating | School | Distance |
|---|---|---|
Sherwood Forest Elementary PublicPK to 5 | ||
Jefferson Middle Public6 to 8 | ||
Mount Tabor High Public9 to 12 | ||
Children's Center PublicPK to 5 |
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
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 1101 Chester Road, Winston-Salem, NC 27104 | $449,000 | 5 | 4 | – | 20,037 |
$258,000 | 4 | 3 | – | 17,859 | |
$391,400 | 3 | 4 | – | 21,780 | |
$290,000 | 4 | 3 | – | – | |
– | 4 | 3 | 2,088 | 20,909 | |
$375,000 | 4 | 3 | – | 23,522 | |
$495,000 | 3 | 3 | – | 20,908 | |
$281,500 | 3 | 3 | – | 23,086 | |
$304,000 | 5 | 3 | – | 20,908 | |
$160,000 | 3 | 3 | – | 19,166 | |
$385,000 | 3 | 3 | – | 21,344 | |
– | 5 | 4 | 2,934 | 18,295 | |
$325,000 | 4 | 3 | – | 24,829 | |
$189,900 | 4 | 3 | – | – | |
$302,500 | 4 | 3 | – | 23,086 | |
$321,000 | 4 | 3 | 2,318 | 21,344 |
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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 Leonard Ryden Burr Real Estate
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.
