Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 2 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 3 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 4 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 5 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 6 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 7 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 8 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 9 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 10 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 11 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 12 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 13 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 14 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 15 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 16 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 17 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 18 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 19 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 20 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 21 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 22 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 23 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 24 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 25 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 26 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 27 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 28 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 29 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 30 of 31
Stick/Site Built at 5038 Pinewood Drive, Winston-Salem NC 27106, Winston-Salem, photo 31 of 31
31 photos

$299,900

5038 Pinewood Drive, Winston-Salem NC 27106
Winston-Salem, NC 27106
Listed by McKenzie Ziegler
Bedrooms
2
Bathrooms
2
Living area
1,810 sqft
Year built
1970

About this home

Welcome to 5038 and 5044 Pinewood Drive! This duplex is the perfect opportunity to snag a great income producing property. Each unit features one bed, one bathroom, and in-unit laundry. Both units went under significant renovation in 2021, providing the next owner with peace of mind and an easy investment! 5044 Pinewood features fresh paint throughout the unit. Conveniently located near grocery stores, shopping, and an easy drive to Wake Forest University. Come check this property out today!

Property details

MLS #
1235862
Property type
Stick/Site Built
Subdivision
None
Status
Active
Days on market
18
On market date
September 17, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
1
Parking spaces
N/A
Lot size
0.67 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
Old Town Elementary
1.67 mi away · Grades -1-5
Zoned school (attendance boundary, 2015-16 data)
2.6
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: D (2025)
Enrollment
599
Student:teacher ratio
15.0:1
District
Winston Salem / Forsyth County Schools
Middle
Hanes Magnet School
8.84 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
873
Student:teacher ratio
16.8:1
District
Winston Salem / Forsyth County Schools
High
Early College of Forsyth Co
6.85 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.

27
Car-dependent
out of 100
EPA National Walkability Index
5.3 / 20 -- Least walkable

Market position

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

On the market 18 days -- 63 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
$1,956/mo
$59,980 down
$239,920 loan
Principal & interest$1,556
Property tax (est.)$250
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by Triad MLS via Trestle/CoreLogic. Last updated 12 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.