INNOVATE Real Estate
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 2 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 3 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 4 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 5 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 6 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 7 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 8 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 9 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 10 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 11 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 12 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 13 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 14 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 15 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 16 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 17 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 18 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 19 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 20 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 21 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 22 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 23 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 24 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 25 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 26 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 27 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 28 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 29 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 30 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 31 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 32 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 33 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 34 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 35 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 36 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 37 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 38 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 39 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 40 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 41 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 42 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 43 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 44 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 45 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 46 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 47 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 48 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 49 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 50 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 51 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 52 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 53 of 54
Stick/Site Built at 4225 Holly Hill Lane, Winston-Salem NC 27106, Winston-Salem, photo 54 of 54
54 photos

$715,000

4225 Holly Hill Lane, Winston-Salem NC 27106
Winston-Salem, NC 27106
Listed by Robert Newman
Bedrooms
4
Bathrooms
3.5
Living area
3,665 sqft
Year built
1996

About this home

Welcome to 4225 Holly Hill Lane, an impressive all-brick home tucked away on a cul-de-sac in Windsor Place. Offering nearly 3,700 sq ft across three levels, this 4-bedroom, 3.5-bath home blends generous living spaces with thoughtful updates throughout. The main level features an inviting living room with a fireplace and an open connection to the kitchen, while the spacious primary suite offers a beautifully updated bath and additional flex space. The finished walkout basement adds exceptional versatility with a large recreation area, wet bar, fireplace, full bath, and flex room. Recent improvements include a new roof, updated HVAC, water heater, basement flooring, landscaping, deck paint, and fresh interior paint. Enjoy wooded outdoor spaces, a side-entry 2-car garage, and a home beautifully prepared for its next chapter.

Property details

MLS #
1237686
Property type
Stick/Site Built
Subdivision
Windsor Place
Status
Active
Days on market
7
On market date
October 9, 2026
Stories
N/A
Total bathrooms
3.5
Garage spaces
2
Parking spaces
N/A
Lot size
0.42 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 (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Jefferson Elementary
0.94 mi away · Grades -1-5
Zoned school (attendance boundary, 2015-16 data)
4.0
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: B (2025)
Enrollment
530
Student:teacher ratio
13.9:1
District
Winston Salem / Forsyth County Schools
Middle
Thomas Jefferson Middle
2.07 mi away · Grades 6-8
Zoned school (attendance boundary, 2015-16 data)
3.7
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: B (2025)
Enrollment
792
Student:teacher ratio
16.9:1
District
Winston Salem / Forsyth County Schools
High
Early College of Forsyth Co
6.27 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.

23
Car-dependent
out of 100
EPA National Walkability Index
4.7 / 20 -- Least walkable

Market position

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

On the market 7 days -- 74 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
$4,456/mo
$143,000 down
$572,000 loan
Principal & interest$3,710
Property tax (est.)$596
Home insurance (est.)$150

Similar homes you might like

347 Kiawah Island Drive, Winston-Salem NC 27107
$649,000
347 Kiawah Island Drive, Winston-Salem NC 27107
Winston-Salem, 27107
3 bd·3 ba·2,904 sqft
6 days on market
Listed by Mary Steele Allen
4209 Hollowoak Court, Winston-Salem NC 27104
New
$750,000
4209 Hollowoak Court, Winston-Salem NC 27104
Winston-Salem, 27104
5 bd·3.5 ba·4,351 sqft
0 days on market
Listed by Blake Ginther
719 Quarterstaff Road, Winston-Salem NC 27104
New
$649,900
719 Quarterstaff Road, Winston-Salem NC 27104
Winston-Salem, 27104
4 bd·3 ba·3,563 sqft
0 days on market
Listed by Susan Maier Colon
2301 Griffith Road, Winston-Salem NC 27103
$595,000
2301 Griffith Road, Winston-Salem NC 27103
Winston-Salem, 27103
3 bd·3.5 ba·2,767 sqft
4 days on market
Listed by Jackie Torrieri
1224 Glade Street, Winston-Salem NC 27101
$785,000
1224 Glade Street, Winston-Salem NC 27101
Winston-Salem, 27101
3 bd·2.5 ba·2,858 sqft
5 days on market
Listed by Marsha Koufman
174 Maple Trace Drive, Winston-Salem NC 27107
$619,390
174 Maple Trace Drive, Winston-Salem NC 27107
Winston-Salem, 27107
4 bd·3.5 ba·3,120 sqft
7 days on market
New construction
Listed by Stacy Hill
428 Wentworth Drive, Winston-Salem NC 27107
$635,000
428 Wentworth Drive, Winston-Salem NC 27107
Winston-Salem, 27107
4 bd·3 ba·2,930 sqft
14 days on market
Listed by Lisa Chrystie
1256 Terry Road, Winston-Salem NC 27107
New
$600,000
1256 Terry Road, Winston-Salem NC 27107
Winston-Salem, 27107
3 bd·2.5 ba·1,908 sqft
0 days on market
Listed by Sade Williams

Data source: Listing information provided by Triad MLS via Trestle/CoreLogic. Last updated 16 hr 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.