Refine Search
Map
Sort by
$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 3D 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 ⋅ 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:

$479,900
3 Beds ⋅ 2 Baths ⋅ 1231461 MLS
Very nicely renovated Cape Cod in Sherwood Forest area. Was custom built for long-time Judge Harvey Lupton. Beautiful 1.27 acre lot slopes gently down to a stream in a wooded meadow. Wood floors throughout. Den could easily be a 4th BR. Statelyfir and knotty pine paneling in numerous rooms. Nice built-ins in some rooms. New decking and roof 2026. Refurbished kitchen with new stainless steel appliances. New LED lighting, fixtures, and GFI circuits. Newly refinished wood floors. Fresh paint throughout. New basement steps. Washer and dryer connections on main floor and in basement. New above-ground oil tank. New concrete floor front porch 2010. Most rooms are oversized. Tremendous potential finishable space in daylight basement.

3563 Milhaven Road, Winston-Salem

Listing courtesy of Berkshire Hathaway HomeServices Carolinas Realty. Contact:

$443,000
4 Beds ⋅ 3 Baths ⋅ 1230839 MLS
Located in Sherwood Forest, this open-concept home blends original character with modern functionality. Majorly renovated in 2019, it features refinished hardwood floors, abundant natural light, and an updated kitchen with generous workspace for cooking and entertaining. Three renovated full bathrooms and a finished basement with a bedroom, full bath, and bonus area provide flexible space for guests, a home office, or multigenerational living. A spacious deck and adjoining gravel fire pit area, extends the home’s gathering and entertaining space beyond the interior. The nearly half-acre lot is fenced on three sides and offers a balance of open lawn, shaded areas, established landscaping, as well year-round privacy plantings. A garden shed and expanded, refinished driveway add unique opportunities for practical storage and generous off-street parking. Agent is related to seller.

117 Marian Lane, Winston-Salem

Listing courtesy of Weichert Realtors Triad Associates. 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:

Copyright 2026 NCRMLS. All rights reserved. North Carolina Regional Multiple Listing Service, (NCRMLS), provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. NCRMLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of NCRMLS.