INNOVATE Real Estate
Stick/Site Built at 1445 Underwood Avenue, Winston-Salem NC 27105, Winston-Salem
Stick/Site Built at 1445 Underwood Avenue, Winston-Salem NC 27105, Winston-Salem, photo 2 of 14
Stick/Site Built at 1445 Underwood Avenue, Winston-Salem NC 27105, Winston-Salem, photo 3 of 14
Stick/Site Built at 1445 Underwood Avenue, Winston-Salem NC 27105, Winston-Salem, photo 4 of 14
Stick/Site Built at 1445 Underwood Avenue, Winston-Salem NC 27105, Winston-Salem, photo 5 of 14
Stick/Site Built at 1445 Underwood Avenue, Winston-Salem NC 27105, Winston-Salem, photo 6 of 14
Stick/Site Built at 1445 Underwood Avenue, Winston-Salem NC 27105, Winston-Salem, photo 7 of 14
Stick/Site Built at 1445 Underwood Avenue, Winston-Salem NC 27105, Winston-Salem, photo 8 of 14
Stick/Site Built at 1445 Underwood Avenue, Winston-Salem NC 27105, Winston-Salem, photo 9 of 14
Stick/Site Built at 1445 Underwood Avenue, Winston-Salem NC 27105, Winston-Salem, photo 10 of 14
Stick/Site Built at 1445 Underwood Avenue, Winston-Salem NC 27105, Winston-Salem, photo 11 of 14
Stick/Site Built at 1445 Underwood Avenue, Winston-Salem NC 27105, Winston-Salem, photo 12 of 14
Stick/Site Built at 1445 Underwood Avenue, Winston-Salem NC 27105, Winston-Salem, photo 13 of 14
Stick/Site Built at 1445 Underwood Avenue, Winston-Salem NC 27105, Winston-Salem, photo 14 of 14
14 photos

$189,900

1445 Underwood Avenue, Winston-Salem NC 27105
Winston-Salem, NC 27105
Listed by Clement Little
Bedrooms
2
Bathrooms
1
Living area
860 sqft
Year built
1932

About this home

Charming, remodeled 1932 cottage on a quiet street near everyday conveniences! Relax on the covered front porch, the perfect spot for people-watching and waving to neighbors. Inside, historic character meets today's comforts with beautiful hardwood floors and elegant arched doorways. Move right in with peace of mind: the roof and water heater are both less than 5 years old, and all appliances convey! Enjoy the beautifully remodeled bathroom featuring a luxurious walk-in shower, plus the added convenience of a separate laundry room. Out back, sip your morning coffee on the sunny breakfast porch overlooking your private oasis. The backyard is completely enclosed with a fully fenced privacy fence and features a brand-new, deluxe 12'x16' storage shed, providing maximum space for outdoor gear or a workshop. So much home packed into this adorable, move-in-ready gem. It is too good not to come see, don't miss out!

Property details

MLS #
1236934
Property type
Stick/Site Built
Subdivision
None
Status
Active
Days on market
5
On market date
September 30, 2026
Stories
N/A
Total bathrooms
1
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.14 acres

Location

Get directions →
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
Kimberley Park Elementary
0.26 mi away · Grades -1-5
Zoned school (attendance boundary, 2015-16 data)
2.9
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: D (2025)
Enrollment
249
Student:teacher ratio
9.6:1
District
Winston Salem / Forsyth County Schools
Middle
Paisley IB Magnet School
0.6 mi away · Grades 6-10
Zoned school (attendance boundary, 2015-16 data)
1.6
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: F (2025)
Enrollment
923
Student:teacher ratio
16.5:1
District
Winston Salem / Forsyth County Schools
High
Early College of Forsyth Co
3.38 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 5 days -- 76 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
$1,294/mo
$37,980 down
$151,920 loan
Principal & interest$985
Property tax (est.)$158
Home insurance (est.)$150

Similar homes you might like

3520 Heathrow Drive, Winston-Salem NC 27127
$199,000
3520 Heathrow Drive, Winston-Salem NC 27127
Winston-Salem, 27127
2 bd·2 ba·1,264 sqft
2 days on market
Listed by Shaida Horner
610 Chandler Street, Winston-Salem NC 27101
New
$185,000
610 Chandler Street, Winston-Salem NC 27101
Winston-Salem, 27101
3 bd·1.5 ba·977 sqft
0 days on market
Listed by Cesar Sanchez
2539 Polo Road, Winston-Salem NC 27106
New
$224,900
2539 Polo Road, Winston-Salem NC 27106
Winston-Salem, 27106
2 bd·1 ba·883 sqft
0 days on market
Listed by Heather Bowen
3141 Luther Street, Winston-Salem NC 27127
$218,000
3141 Luther Street, Winston-Salem NC 27127
Winston-Salem, 27127
3 bd·2 ba·1,442 sqft
2 days on market
Listed by Stirling West
1427 Marne Street, Winston-Salem NC 27107
New
$210,000
1427 Marne Street, Winston-Salem NC 27107
Winston-Salem, 27107
3 bd·1 ba·980 sqft
0 days on market
Listed by Haydee Trejo
3726 Konnoak Drive, Winston-Salem NC 27127
New
$209,900
3726 Konnoak Drive, Winston-Salem NC 27127
Winston-Salem, 27127
2 bd·2 ba·1,056 sqft
0 days on market
Listed by Lisa Pfefferkorn
236 Tabor View Lane, Winston-Salem NC 27106
New
$208,900
236 Tabor View Lane, Winston-Salem NC 27106
Winston-Salem, 27106
2 bd·1 ba·931 sqft
0 days on market
Listed by Annie Jackson
107 Dillon Street, Winston-Salem NC 27107
New
$159,900
107 Dillon Street, Winston-Salem NC 27107
Winston-Salem, 27107
3 bd·1 ba·951 sqft
0 days on market
Listed by Penny Boyles

Data source: Listing information provided by Triad MLS via Trestle/CoreLogic. Last updated 11 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.