INNOVATE Real Estate
Stick/Site Built at 5299 Jacobs Way, Winston-Salem NC 27106, Winston-Salem
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$449,900

5299 Jacobs Way, Winston-Salem NC 27106
Winston-Salem, NC 27106
Listed by Donna Fiori
Bedrooms
3
Bathrooms
2
Living area
2,140 sqft
Year built
2005

About this home

First time offering for sale since custom construction in 2005! Wonderfully maintained, move-in ready one-level home w/ bonus room in the desirable, convenient Prestwick neighborhood. Thoughtfully designed with an easy-flowing floor plan, generously sized rooms, upgraded kitchen cabinetry w/ granite countertops. The spacious primary suite offers a relaxing retreat with dual vanities, separate soaking tub/shower, and two large walk-in closets. Split-bedroom design provides excellent privacy for family and guests. Versatile room just off the kitchen can serve as a formal dining room, sunroom, or flexible living space. The inviting great room features a vaulted ceiling and gas fireplace, creating a warm and welcoming gathering space. The covered porch is perfect for entertaining or relaxing while overlooking the spacious backyard. New roof Spring 2026 and new carpet on the main level September 2026. A beautifully cared-for home ready for its next chapter! See Agent Only.

Property details

MLS
Triad MLS
MLS #
1238807
Property type
Stick/Site Built
Subdivision
Prestwick
Status
Active
Days on market
N/A
On market date
October 13, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
2
Parking spaces
N/A
Lot size
0.37 acres

Location

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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
Jefferson Elementary
1.2 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
0.55 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
4.55 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.

48
Somewhat walkable
out of 100
EPA National Walkability Index
9.5 / 20 -- Below average walkable

Market position

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

On the market 0 days -- 81 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

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Est. monthly payment
$2,859/mo
$89,980 down
$359,920 loan
Principal & interest$2,334
Property tax (est.)$375
Home insurance (est.)$150

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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.