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5299 Jacobs Way Winston-Salem, NC $ 449,900
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5299 Jacobs Way
$ 449,900
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5299 Jacobs Way

Winston-Salem, NC, 27106
$ 449,900
Bedrooms3 Baths2.0 Sq 2,140

Monthly Estimate*

$ 3,107

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Single Family Home for sale in Winston-Salem, NC

for $449,900 with 3 bedrooms and 2 full baths. This 2,140 square foot home was built in 2005 on a lot size of 0.37.

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.

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Single Family Active

Price

$ 449,900

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 4,944

Style

Traditional

Lot Size

0.37

Year Built

2005

Town/City

Winston-Salem

County/Region

Forsyth

MLS | Web ID

1238807
Features
Interior
Interior Amenities Ceiling Fan(s) Dead Bolt(s) Soaking Tub Separate Shower Solid Surface Counter
Flooring Carpet Tile Wood
Total Fireplaces 1
Fireplace Features Gas Log Great Room
Above Grade Finished Area 2140
Half Baths 0
Laundry Features Dryer Connection Main Level Washer Hookup
Total Bedrooms 3
Main Level Bathrooms 2
Total Baths 2
Heating Fuel Natural Gas
Water Heater Gas
Primary On Main Yes
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General
Sewer Public Sewer
Heating Forced Air Natural Gas
Cooling Central Air
Appliances Microwave Dishwasher Disposal Range Gas Water Heater
Zoning RS9
HOA Fee 150
Garage Spaces 2
Architectural Style Traditional
Pool Features None
Security Features Security System
Construction Materials Brick Vinyl Siding
Year Built 2005
Levels One
Property Subtype Stick/Site Built
Assoc Fee Paid Per Annually
County Forsyth
Property Type Residential
HOA Yes
Subdivision Name Prestwick
Other Structures Storage
Total Rooms 9
Full Baths 2
Status Active
Directions Robinhood Rd to left onto Norman Rd. Left onto Tallison Right onto Huntscroft Lane Right onto Fairburn Dr m Right onto Prestwick Crossing Left onto Jacobs Way house on the corner.
High School Call School Board
City Winston-Salem
Listing Terms Cash Conventional FHA VA Loan
Elementary School Call School Board
Tax Annual Amount 4944.61
Middle/Junior High School Call School Board
Structure Type House
Standard Status Active
Attic Description Floored Attic Walk in Attic
Fenced No
Pool Y/N No
Porch Y/N Yes
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Exterior
Fencing None
Parking Features Garage Driveway Garage Door Opener Attached
Lot Features City Lot Cleared Corner Lot Subdivided
Water Source Public
Foundation Details Slab
Building Area Total 2140
Lot Dimensions 71 x 154 x 107 x 94 x 96
Lot Size Acres 0.37
Garage Description Attached Garage
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Internal Only
Street Number 1 5299
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* Excluded Features
List By
Donna Fiori

Listing Agent

Berkshire Hathaway Homeservices Carolinas Realty

Broker

donna.fiori@bhhscarolinas.com

Email

Affordability Calculator

$3,519
Per Month
88%
12%
0%
Monthly Principal & Interest
$3,107
Monthly Property Taxes
$412
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
584572 Elementary School
583895 Middle School
Call School Board High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
10/13/2026$449,900 Listed Price

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5299 Jacobs Way, Winston-Salem, NC, 27106 is a Single Family Home for sale at $449,900 with 2,140 sqft and a lot size of 0.37. 5299 Jacobs Way has 3 bedrooms, 2.0 baths, and was built in 2005. The property's zip code is 27106 which is in Winston-Salem, NC

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