Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 2 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 3 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 4 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 5 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 6 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 7 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 8 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 9 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 10 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 11 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 12 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 13 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 14 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 15 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 16 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 17 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 18 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 19 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 20 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 21 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 22 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 23 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 24 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 25 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 26 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 27 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 28 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 29 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 30 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 31 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 32 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 33 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 34 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 35 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 36 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 37 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 38 of 39
Stick/Site Built at 123 S Sunset Drive, Winston-Salem NC 27101, Winston-Salem, photo 39 of 39
39 photos

$419,900

123 S Sunset Drive, Winston-Salem NC 27101
Winston-Salem, NC 27101
Listed by Jason Coleman
Bedrooms
3
Bathrooms
2
Living area
2,049 sqft
Year built
1925

About this home

OPEN HOUSE @ SUNDAY 11AM TO 1PM 09-13-2026 Classic 1925 bungalow with unbelievable charm and character — original hardwoods, trim, and windows, tall ceilings, a massive covered front porch. 3BR/2BA, 2,044 heated sq ft in a stellar location, primary bedroom on the main level. Newer main-level HVAC, central multi-zone cooling. Updated kitchen with SS appliances. Detached one-car garage plus plenty of off-street parking. Set in West End, one of Winston-Salem's historic neighborhoods now seeing a wave of renovation — homes on this block and around it are being bought and fully redone. Minutes from West End's shops and restaurants. Brunson Elementary, Wiley Middle, Reynolds High. Priced at $434,900 — move-in ready with the block's transformation already underway around you.

Property details

MLS #
1234305
Property type
Stick/Site Built
Subdivision
West End
Status
Active
Days on market
38
On market date
September 3, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
1
Parking spaces
N/A
Lot size
0.17 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Brunson Elementary
0.2 mi away · Grades -1-5
Zoned school (attendance boundary, 2015-16 data)
3.3
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: C (2025)
Enrollment
374
Student:teacher ratio
12.9:1
District
Winston Salem / Forsyth County Schools
Middle
Wiley Magnet Middle
0.47 mi away · Grades 6-8
Zoned school (attendance boundary, 2015-16 data)
2.3
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: D (2025)
Enrollment
773
Student:teacher ratio
16.4:1
District
Winston Salem / Forsyth County Schools
High
Early College of Forsyth Co
1.65 mi away · Grades 9-12
Zoned school (attendance boundary, 2015-16 data)
3.8
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: A (2025)
Enrollment
260
Student:teacher ratio
28.9:1
District
Winston Salem / Forsyth County Schools

Walkability

Blended score for Winston-Salem's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). EPA National Walkability Index only -- nearby-amenity data not cached yet for this area.

49
Somewhat walkable
out of 100
EPA National Walkability Index
9.8 / 20 -- Below average walkable

Market position

How this listing compares to current activity in Winston-Salem, from live MLS data.

On the market 38 days -- 43 fewer days than Winston-Salem's current average of 81 days.
For reference, the median list price across 51 active listings in Winston-Salem right now is $350,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$2,679/mo
$83,980 down
$335,920 loan
Principal & interest$2,179
Property tax (est.)$350
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by Triad MLS via Trestle/CoreLogic. Last updated 1 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.