If you love the style and neighborhood feel of Century Oaks but want a more approachable price point, this listing offers a unique opportunity. This home has recently completed a full renovation, offering fresh, modern finishes throughout while benefiting from a sought after location and established community. The layout provides comfortable living spaces and strong long-term value for a homeowner looking for move-in ready convenience without paying a premium for comparable homes nearby. Convenient to shopping, dining, and commuter routes.
For sale
Price cut: $5K (7/7)
$555,000
110 Chestnut Hill Ct, Winston Salem, NC 27106
4beds
2,544sqft
:
Get pre-qualified$3,914/mo
Stick/Site Built, Residential, Single Family Residence
Built in 1998
0.24 Acres Lot
$-- Zestimate®
$--/sqft
$600/mo HOA
What's special
Comfortable living spaces
- 193 days |
- 726 |
- 28 |
Zillow last checked:
Listing updated:
Listed by:
Willie Jones 843-209-6092,
Howard Hanna Allen Tate Summerfield
Source: Triad MLS,MLS#: 1206837
Originating MLS: Greensboro
Originating MLS: GreensboroFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 2
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Electric Water Heater
Features
- Basement: Unfinished, Basement
- Number of fireplaces: 1
- Fireplace features: Living Room
Interior area
- Total structure area: 3,608
- Total interior livable area: 2,544 sqft
- Finished area above ground: 2,544
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage, Basement
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One and One Half
- Stories: 1
- Pool features: None
Lot
- Size: 0.24 Acres
- Features: Cul-De-Sac
Details
- Parcel number: 5896728411
- Zoning: RS9
- Special conditions: Owner Sale
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Stick/Site Built, Residential, Single Family Residence
Materials
- Brick
Condition
- Year built: 1998
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Century Oaks
HOA
- Has HOA: Yes
- HOA fee: $600 monthly
Location
- Region: Winston Salem
Financial & listing details
- Tax assessed value: $468,400
- Annual tax amount: $5,162
- Date on market: 1/20/2026
- Cumulative days on market: 193 days
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 7/7/2026 | Price change | $555,000-0.9% |
Source:  Triad MLS #1206837 Report a problem | ||
| 1/20/2026 | Listed for sale | $560,000+123.6% |
Source: Triad MLS #1206837 Report a problem | ||
| 12/21/2001 | Sold | $250,500$98/sqft |
Source: Public Record Report a problem | ||
| 5/14/2001 | Sold | $250,500+595.8%$98/sqft |
Source: Public Record Report a problem | ||
| 4/21/1998 | Sold | $36,000$14/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,163 +1.6% | $468,400 +29.3% |
| 2024 | $5,082 +4.8% | $362,300 |
| 2023 | $4,850 +1.9% | $362,300 |
| 2022 | $4,760 +1.8% | $362,300 |
| 2021 | $4,674 +4.3% | $362,300 +11.6% |
| 2020 | $4,481 -0.7% | $324,500 |
| 2019 | $4,513 | $324,500 |
| 2018 | -- | $324,500 +9.8% |
| 2016 | $4,286 +11.9% | $295,470 |
| 2015 | $3,830 +3.1% | $295,470 |
| 2014 | $3,714 | $295,470 |
| 2013 | -- | $295,470 -11.1% |
| 2012 | -- | $332,443 |
| 2011 | -- | $332,443 |
| 2010 | -- | $332,443 |
| 2009 | -- | $332,443 +6.5% |
| 2008 | -- | $312,299 |
| 2007 | -- | $312,299 |
| 2006 | -- | $312,299 |
| 2005 | -- | $312,299 +19.9% |
| 2004 | -- | $260,396 +26039500% |
| 2003 | -- | $1 -100% |
| 2002 | -- | $260,396 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 27106
Nearby schools
GreatSchools rating
- 9/10Meadowlark ElementaryGrades: PK-5Distance: 0.8 mi
- 5/10Meadowlark MiddleGrades: 6-8Distance: 0.8 mi
- 9/10Reagan High SchoolGrades: 9-12Distance: 4.1 mi
- $548,0004 bd4 ba3k sqft4960 Chestnut Hill Ln, Winston Salem, NC 27106Sold
- $617,0004 bd4 ba2.8k sqft4970 Chestnut Hill Ln, Winston Salem, NC 27106Off Market
- $556,4004 bd4 ba3k sqft120 Chestnut Hill Ct, Winston Salem, NC 27106Off Market
- $868,2005 bd4 ba3.6k sqft5460 Meadowlark Ct, Winston Salem, NC 27106Off Market
- $581,9004 bd3 ba2.8k sqft4950 Chestnut Hill Ln, Winston Salem, NC 27106Off Market
- $769,7005 bd4 ba4.1k sqft125 Chestnut Hill Ct, Winston Salem, NC 27106Off Market
- $601,9004 bd3 ba2.6k sqft4965 Chestnut Hill Ln, Winston Salem, NC 27106Off Market
- $611,6004 bd3 ba3.1k sqft115 Chestnut Hill Ct, Winston Salem, NC 27106Off Market
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
Similar homes
- $524,5003 bd4 ba2.9k sqft5009 Meadow Hill Ct, Winston Salem, NC 27106For Sale
MLS ID #1228930, Josh Loew. Triad MLS - $545,0004 bd3 ba2.8k sqft1030 Yorkshire Rd, Winston Salem, NC 27106For Sale
MLS ID #1228534, Mark Smith. Triad MLS - $529,0004 bd4 ba3k sqft5412 Kingsbridge Rd, Winston Salem, NC 27103For Sale
MLS ID #1228405, Lindsey King. Triad MLS - $625,0004 bd4 ba3.3k sqft5005 Mayberry Ln, Winston Salem, NC 27106For Sale
MLS ID #1217043, Krystin Simpson. Triad MLS - $499,9003 bd3 ba3.2k sqft209 Brooks Landing Dr, Winston Salem, NC 27106For SaleMLS ID #1211648, Julie Hanes. Triad MLS
- $574,9004 bd5 ba2.8k sqft500 Knob View Dr, Winston Salem, NC 27104For SaleMLS ID #1217455, Carla Hoots. Triad MLS
- $567,0004 bd4 ba3.5k sqft4420 Rosebriar Square Dr, Winston Salem, NC 27106For SaleMLS ID #1215255, Tameaka Tyler. Triad MLS
- $449,9003 bd2 ba2k sqft233 Brooks Landing Dr, Winston Salem, NC 27106For SaleMLS ID #1223398, Lloyd Dillon, III. Triad MLS
- $423,0004 bd3 ba2.2k sqft1320 Abingdon Way, Winston Salem, NC 27106For SaleMLS ID #1228294, Amy Zwiebel. Triad MLS
- $649,0004 bd3 ba2.7k sqft2832 Kensington Rd, Winston Salem, NC 27106For SaleMLS ID #1223724, Jason Bragg. Triad MLS
- $695,0003 bd3 ba2.5k sqft3585 Milhaven Rd, Winston Salem, NC 27106For SaleMLS ID #1220394, Amy Didier. Triad MLS
- $529,0004 bd3 ba2.8k sqft1391 Somerset Cove Dr, Winston Salem, NC 27103For SaleMLS ID #1217136, Dave Gutheil. Triad MLS
- $325,0003 bd3 ba2k sqft2150 Storm Canyon Rd, Winston Salem, NC 27106For SaleMLS ID #1227699, Fletcher Bingham. Triad MLS
- $599,9004 bd3 ba3.5k sqft111 Milnor Pl, Winston Salem, NC 27104For SaleMLS ID #1212179, William Purgason. Triad MLS
- $457,9004 bd3 ba2.2k sqft787 Haven Way Ct, Winston Salem, NC 27103For SaleMLS ID #1222746, George Abdellmelk. Triad MLS
- $515,0003 bd3 ba2.8k sqft6808 Fox Horn Cir, Pfafftown, NC 27040For SaleMLS ID #1227095, Lisa LaDue. Triad MLS
- $510,0004 bd4 ba2.6k sqft6655 Lake Dale Way, Clemmons, NC 27012For SaleMLS ID #1226863, Meg Keever. Triad MLS
- $384,9005 bd3 ba2.9k sqft1128 Partridge Ln, Winston Salem, NC 27106For SaleMLS ID #1219486, Sara Griffin. Triad MLS
- $399,9003 bd2 ba2.8k sqft100 Malvern Ct, Winston Salem, NC 27106For SaleMLS ID #1225642, Lane Young. Triad MLS
- $545,0004 bd4 ba3.1k sqft1869 Curraghmore Rd, Clemmons, NC 27012For SaleMLS ID #1212653, Jill Petras. Triad MLS
