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$499,000
2 Beds 2 Baths 1235103 MLS
Charming brick ranch in the highly sought-after Sherwood Forest! Situated on approximately a half an acre, this home offers character, flexible living space & a beautiful outdoor setting. The distinctive painted brick exterior gives the home a fresh, inviting personality. Enjoy the new patio, newly landscaped backyard & new fence. Inside, the main level features a welcoming living room w/built-ins, dining area & a bright sunroom. Two bedrooms on the main level w/additional unheated flexible spaces in the basement that remain comfortable year-round including a den, office & extra storage area that provide plenty of possibilities for expansion. A circle driveway & two-car carport provide abundant parking & easy access to the home. A whole-house generator adds peace of mind. Located close to shopping, dining, parks & everything Winston-Salem has to offer. A home w/character, flexibility & a beautiful setting that is ready for its next owner! Check out the interactive online tour.

849 Chester Road, Winston-Salem

Listing courtesy of Howard Hanna Allen Tate High Point. Contact:

$509,900
4 Beds 3 Baths 1234351 MLS
Quality meets function in this well-loved, one-owner ALL-BRICK home in prestigious New Sherwood! After years of being lovingly maintained by its current (and only) owners, it’s now time for NEW OWNERS! Featuring large, flexible spaces, a full unfinished basement for future expansion, and a brand-new 2-zone heat pump installed summer 2026. Buyers may wish to make updates, and the property has been priced accordingly. Seller-provided home inspection report is on file. Excellent location with Zone 5 schools, no HOA, and optional pool, tennis & pickleball membership. What an opportunity to make this exceptional New Sherwood home your own! OPEN HOUSE, Sunday, Sept. 13, 2-4--come have a look!

1014 Greenhurst Road, Winston-Salem

Listing courtesy of Long & Foster Real Estate, Inc. Contact:

$649,900
4 Beds 3 Baths 1234040 MLS
Classic charm, modern updates & prime Old Sherwood Forest location! On a sidewalk-lined street beneath mature trees, this 4BR/2.5BA brick home offers exceptional curb appeal and flexible living. Hardwoods and plantation shutters flow throughout. The updated kitchen features granite counters, while a formal living room and cozy den with exposed beams and gas fireplace offer places to gather. A spacious mudroom and 2-car garage add convenience. Upstairs, the oversized primary suite includes a WIC and renovated bath, plus 3 add'l bedrooms. The expansive basement is not included in HLA, yet offers substantial usable space for a rec room, gym, office or hobbies, plus abundant storage. With flooring updates and minor finishing touches, it presents excellent potential for additional finished space. Enjoy a huge covered front porch, rear deck, level yard and fenced dog run—1 block from Sherwood Forest Elementary and 2 mins from Shaffner Park, groceries, shopping & dining.

510 Archer Road, Winston-Salem

Listing courtesy of Fader Real Estate at ERA Live Moore. Contact: 336-575-7262

$649,900
4 Beds 3 Baths 1233654 MLS
Welcome to a beautiful 4-bedroom, 3-bathroom, thoughtfully updated yet with timeless character. The renovated kit is a true standout, featuring a Wolf gas cooktop, double oven, microwave, dishwasher, huge island, vegetable sink & convenient pull-out pantry shelving. The ML offers 2 bedrooms that share a hall bath, while the spacious primary suite features a beautifully renovated bath w/dual sinks, gorgeous shower & closet organization system. An office/flex area with an abundance of windows overlooks the backyard. Upstairs you'll find an additional bedroom, full hall bath & walk-in storage. The basement provides a huge playroom, more storage & laundry space; 4th bedroom currently includes laundry hookups offering flexible use. Relax on the spacious screened porch overlooking a beautiful, fenced yard w/garden space, plus a welcoming front porch. An oversized detached garage (sold as-is) provides exceptional parking. Conveniently located & full of charm, this is a true Old Sherwood home!

719 Quarterstaff Road, Winston-Salem

Listing courtesy of Berkshire Hathaway HomeServices Carolinas Realty. Contact:

$469,000
3 Beds 2 Baths 1230109 MLS
Welcome to this beautifully upgraded, single-story home offering 3 bedrooms & 2 full baths in the Sherwood Forest area! From the moment you step inside, you'll appreciate the beautiful hardwood floors, plantation shutters, and thoughtfully designed split-bedroom floor plan. The sunny breakfast area overlooks the rear patio and fenced backyard, creating a welcoming space to enjoy your morning coffee. The well-appointed kitchen features granite countertops, stainless appliances & ample cabinetry. The spacious Primary Suite offers a relaxing retreat with an en-suite bath & walk-in closet, while two additional bedrooms provide flexibility for guests or an office. Enjoy outdoor living on the rear patio overlooking the fenced yard, perfect for entertaining or unwinding. The rear-entry 2-car garage provides convenient parking and additional storage. Ideally located within walking distance to shopping and dining, with easy access to major highways. This move-in-ready home is a must-see!

3371 York Road, Winston-Salem

Listing courtesy of Keller Williams Realty Elite. Contact:

$274,900
3 Beds 2 Baths 1228170 MLS
Beautifully updated brick ranch offering comfortable one-level living in an established North Wilkesboro neighborhood. This 3-bedroom, 1.5-bath home features hardwood flooring, spacious living areas, and an open kitchen with abundant cabinetry, generous counter space, breakfast bar, and adjoining dining area. The inviting living room showcases a whitewashed brick fireplace with rustic wood beams, while a large family room provides additional gathering space. A versatile fourth room offers excellent flexibility for a home office, hobby room, or additional sleeping area. Updated bathrooms, a spacious laundry/mudroom, rear patio, and detached garage/workshop add to the home's appeal. Conveniently located near shopping, dining, schools, medical facilities, and downtown North Wilkesboro. Move-in ready with a blend of character, updates, and functionality.

364 Sherwood Forest Drive, North Wilkesboro

Listing courtesy of Realty One Group Results. Contact:

$599,900
4 Beds 4 Baths 1227524 MLS
This home has it all! Old Sherwood/ Robinhood Trails location is close to 3 grocers, banks, Gym, churches, medical offices and major roads. Hardwood and tile floors. Front room, w/fp, built-ins and bay window could be a den/study/music or formal D/R. Four or 5 bedrooms, 3.5 baths provide plenty of space for most families. A stylish kitchen overlooks bar and massive, light-filled great room w/fp. In back is a deck with grill gazebo and XL patio for dining & fire pit. Patio overlooks tropical bananas, cannas & cold hardy palms. Off the kitchen is a spacious laundry and pantry with wood shelving. The kitchen itself features tile back splash, solid surface counters and a 6 burner gas cook top with ss hood. (All appliances stay). Primary is en-suite with custom tile shower. In the basement is a bedroom, a bath and 2 bonus rooms w/ possible kitchenette. There is also a 2 car garage with new doors. Fresh paint inside and out. Home comes with a full 1 year home warranty. Agent is owner.

3340 York Road, Winston-Salem

Listing courtesy of Weichert Realtors Triad Associates. Contact:

$679,900
5 Beds 6 Baths 1222414 MLS
OPEN HOUSE SUNDAY 6/7 1:00-3:00 OPPORTUNITY, SPACE and LOCATION in this one owner, much loved Sherwood Forest gem! Huge main level primary potential * Large updated eat-in kitchen with granite/stainless appliances/abundance of counterspace and cabinets * Formal and Casual Living spaces * Office * Sunroom * 4 additional bedrooms/3 baths upstairs * In-law suite or additional living in basement-bath has been updated and new carpet * Beautiful tile foyer * Generator * Inviting courtyard entry * Main level garage * Lovely front and back yards * Moments from Robinhood Road shopping, Parks, Elementary Schools, Hospitals and More! Don’t miss the opportunity to make this diamond in the rough shine like she should and live in a Sherwood Forest showplace at an incredible value!

612 Hertford Road, Winston-Salem

Listing courtesy of Village Realty. Contact:

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