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5299 Jacobs Way, Winston-Salem
$449,900
3 Beds ⋅ 2 Baths ⋅ 1238807 MLS
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.

5299 Jacobs Way, Winston-Salem

Listing courtesy of Berkshire Hathaway HomeServices Carolinas Realty. Contact:

5275 Jacobs Way, Winston-Salem
$439,000
3 Beds ⋅ 2 Baths ⋅ 1237183 MLS
Welcome to this beautifully maintained brick home in the sought-after Prestwick neighborhood! Designed primarily for single-level living with an upper-level bonus room, this home features a split-bedroom floor plan, low thresholds & spacious rooms. The vaulted living room with gas fireplace flows into a light-filled sunroom, creating an inviting space for everyday living and entertaining. The sunny eat-in kitchen offers ample cabinetry, Corian countertops and tile backsplash, with easy access to both the sunroom and large rear deck with retractable awning. The primary suite features a tray ceiling, two closets and en-suite bath with double vanities & walk-in shower. Generously sized secondary bedrooms provide plenty of flexibility for guests or a home office. Major updates include a 2022 roof and 2025 heating & cooling system. Enjoy a low HOA and convenient access to dining, shopping, schools and everyday amenities.

5275 Jacobs Way, Winston-Salem

Listing courtesy of Keller Williams Realty Elite. Contact:

“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

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The information from this search is provided by the High 'Country Multiple Listing Service. Please be aware that not all listings produced from this search will be of this real estate company. All information is deemed reliable, but not guaranteed. Please verify all property information before entering into a purchase.”

Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .

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