Located at the end of a quiet cul-de-sac in Chestnut Ridge, this 4-bedroom, 2.5-bath home blends classic style w/ Craftsman-inspired details. The main level features hardwood floors in the living areas, crown molding throughout, & a spacious living room w/ vaulted ceilings & gas log fireplace. The open layout connects the living room to the dining area & kitchen, offering granite countertops, stainless steel appliances (including newer microwave), pantry, & louvered shutters. The large primary suite on the main floor includes a walk-in closet & a spacious ensuite w/ a jetted tub, separate shower, double vanity, water closet, & tile floors. A half bath & a laundry room w/ utility sink & storage complete the main level. Upstairs are three additional bedrooms & full bath w/ a double vanity & tub/shower combo. Enjoy the outdoors on the composite deck overlooking a beautifully landscaped .24-acre lot w/ mature trees. A charming front porch adds curb appeal & a warm welcome.
Sold for $399,900
$399,900
645 Chestnut Bend Dr, Winston Salem, NC 27103
4beds
2,005sqft
Stick/Site Built, Residential, Single Family Residence
Built in 2003
0.24 Acres Lot
$401,500 Zestimate®
$--/sqft
$2,237 Estimated rent
Home value
$401,500
$369,000 - $438,000
$2,237/mo
Zestimate® history
Owner options
List your home for rent
$2,237/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$2,237/mo
Rent Zestimate®
Refinance and save
$2,637/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$2,637/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Gas log fireplaceComposite deckCharming front porchVaulted ceilingsCrown moldingHardwood floorsCurb appeal
Zillow last checked:
Listing updated:
Listed by:
Greta Frye Wiley 336-283-2234,
Keller Williams Realty Elite
Bought with:
Amanda Stephens, 319873
Keller Williams Realty Elite
Source: Triad MLS,MLS#: 1198238
Originating MLS: Winston-Salem
Originating MLS: Winston-SalemFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 2
Primary bedroom
- Level: Main
- Dimensions: 15.67 x 13.75
Bedroom 2
- Level: Second
- Dimensions: 14.33 x 11.67
Bedroom 3
- Level: Second
- Dimensions: 13.75 x 10.17
Bedroom 4
- Level: Second
- Dimensions: 13 x 11.5
Dining room
- Level: Main
- Dimensions: 11.67 x 11.25
Kitchen
- Level: Main
- Dimensions: 11.75 x 11.67
Laundry
- Level: Main
- Dimensions: 7.25 x 6.92
Living room
- Level: Main
- Dimensions: 15.25 x 15
Heating
- Forced Air, Multiple Systems, Natural Gas
Cooling
- Central Air, Multi Units
Appliances
- Included: Microwave, Dishwasher, Disposal, Free-Standing Range, Cooktop, Gas Water Heater
- Laundry: Dryer Connection, Washer Hookup
Features
- Built-in Features, Ceiling Fan(s), Dead Bolt(s), Soaking Tub, Pantry, Separate Shower, Solid Surface Counter, Vaulted Ceiling(s)
- Flooring: Carpet, Tile, Wood
- Doors: Insulated Doors, Storm Door(s)
- Windows: Insulated Windows
- Basement: Crawl Space
- Attic: Access Only,Storage,Floored,Walk-In
- Number of fireplaces: 1
- Fireplace features: Gas Log, Living Room
Interior area
- Total structure area: 2,005
- Total interior livable area: 2,005 sqft
- Finished area above ground: 2,005
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage, Paved, Attached, Garage Faces Front
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One and One Half
- Stories: 1
- Patio & porch: Porch
- Pool features: None
- Fencing: None
Lot
- Size: 0.24 Acres
- Features: City Lot, Cul-De-Sac, Dead End, Level, Sloped, Not in Flood Zone
Details
- Parcel number: 5894317079
- Zoning: RS 9
- Special conditions: Owner Sale
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Stick/Site Built, Residential, Single Family Residence
Materials
- Brick, Vinyl Siding
Condition
- Year built: 2003
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Security: Security Lights, Security System, Carbon Monoxide Detector(s), Smoke Detector(s)
- Subdivision: Chestnut Ridge
HOA
- Has HOA: Yes
- HOA fee: $200 annually
Location
- Region: Winston Salem
Financial & listing details
- Tax assessed value: $388,700
- Annual tax amount: $3,048
- Date on market: 10/9/2025
- Cumulative days on market: 8 days
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,VA Loan
Price history
| Date | Event | Price |
|---|---|---|
| 11/13/2025 | Sold | $399,900 |
Source:  Triad MLS #1198238 Report a problem | ||
| 10/15/2025 | Pending sale | $399,900 |
Source: Triad MLS #1198238 Report a problem | ||
| 10/9/2025 | Listed for sale | $399,900 |
Source: Triad MLS #1198238 Report a problem | ||
Public tax history
Tax history is unavailable.
Neighborhood: 27103
Nearby homes
- $400,0004 bd3 ba2k sqft645 Chestnut Bend Dr, Winston Salem, NC 27103Sold
- $425,8003 bd2 ba2.1k sqft655 Chestnut Bend Dr, Winston Salem, NC 27103Off Market
- $444,7004 bd3 ba2.2k sqft665 Chestnut Bend Dr, Winston Salem, NC 27103Off Market
- $506,5004 bd4 ba2.8k sqft640 Chestnut Bend Dr, Winston Salem, NC 27103Off Market
- $455,2004 bd3 ba2.7k sqft650 Chestnut Bend Dr, Winston Salem, NC 27103Off Market
- $455,8003 bd3 ba2.5k sqft675 Chestnut Bend Dr, Winston Salem, NC 27103Off Market
- $385,4003 bd2 ba1.7k sqft660 Chestnut Bend Dr, Winston Salem, NC 27103Off Market
- $468,7004 bd3 ba2.8k sqft670 Chestnut Bend Dr, Winston Salem, NC 27103Off Market
Nearby schools
GreatSchools rating
- 7/10Frank Morgan Elementary SchoolGrades: PK-5Distance: 1.9 mi
- 5/10Clemmons MiddleGrades: 6-8Distance: 2.8 mi
- 8/10West Forsyth HighGrades: 9-12Distance: 1 mi
Schools provided by the listing agent
- Elementary: Morgan
- Middle: Clemmons
- High: West
Source: Triad MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$401,500
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$401,500
- North Carolina
- Forsyth County
- Winston-Salem
- 27103
- 645 Chestnut Bend Dr
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Winston-Salem Topics
