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712 Longbow Road, Winston-Salem
$349,000
3 Beds ⋅ 3 Baths ⋅ 1241305 MLS
Wonderful opportunity in Sherwood Forest. Built in 1958 on a beautiful flat lot, this three-bedroom two full bath home boasts some wonderful original details. Hardwood floors throughout much of the level. Interesting mid-century fireplace in living room. The lower level offers abundant storage and potential future finished space. Carport off kitchen creates a unique opportunity for one level living. Or expand the home, taking advantage of the large lot! Enjoy this convenient, tucked away section of Old Sherwood. Minutes to groceries, downtown, and both hospitals.

712 Longbow Road, Winston-Salem

Listing courtesy of Fader Real Estate at ERA Live Moore. Contact: 336-575-7262
3200 Cross Tree Road, Winston-Salem
$464,900
4 Beds ⋅ 3 Baths ⋅ 1240695 MLS
Just listed in New Sherwood Forest - this one is special open floor plan and vaulted, tray and 10' ceilings with tons of natural light. The main-level primary bedroom includes a new claw foot tub and separate shower in the spa like ensuite bath and a large walk-in closet. Open kitchen with eat-in area and family room with access to the private veranda (newer) and patio making great entertaining areas with a fenced back yard. Separate formal dining room to the right of the foyer. Main level laundry/mud room perfect for walking in off the two-car garage. Fourth BR could also be a bonus room, home office, etc. Since 2021, this home has a new roof, new HVAC, new Pella windows, new backyard fencing, and new appliances. Since 2023 the home has added to the back deck (in size) making it a covered veranda designed for hosting, kitchen updated and new carpet some flooring and many new light fixtures. This home is like walking into a magazine of fine homes. Nearby pool and fabulous amenities.

3200 Cross Tree Road, Winston-Salem

Listing courtesy of Fader Real Estate at ERA Live Moore. Contact: 336-575-7262
650 Brentwood Court, Winston-Salem
$382,000
4 Beds ⋅ 3 Baths ⋅ 1240555 MLS
Rare opportunity in desirable Sherwood Forest under $400K! This charming home combines classic character, generous living spaces, and extensive recent updates. Mature landscaping with gorgeous azaleas welcomes you to an oversized front porch, while the back porch and extended deck create inviting outdoor living spaces. Inside, hardwood floors, multiple living areas, a spacious kitchen, and an ensuite primary bedroom offer comfort and flexibility. The basement includes a garage, oversized den and a fourth bedroom currently used as an office. Multiple storage buildings, including an oversized electrified building, add exceptional utility. Major updates include a 2025 roof, gutters, exterior paint, deck, and large shed; 2026 interior paint, trim, flooring and privacy fence; plus HVAC (2023), sealed crawlspace with dehumidifier, drainage improvements, and water heater (2024). Recent appraisal at $440,000!

650 Brentwood Court, Winston-Salem

Listing courtesy of Berkshire Hathaway HomeServices Carolinas Realty. Contact:

680 Chester Road, Winston-Salem
$519,900
3 Beds ⋅ 2 Baths ⋅ 1239595 MLS
Recently renovated Sherwood ranch. Classic ranch floorplan with newly refinished hardwoods, new paint. New granite counters, tile backsplash, stainless steel appliances, engineered laminate floor in kitchen. Baths remodeled at an earlier date. Note size of primary bedroom. Old-style paneled den with fireplace opens to large screened porch with exposed beams that overlooks a beautiful wooded rear yard. Very expansive lower level daylight playroom with fireplace. Tons of storage and workshop area in basement. Almost all windows are replacement windows. 2 electric hot water heaters. Permanent steps to very large floored attic.

680 Chester Road, Winston-Salem

Listing courtesy of Berkshire Hathaway HomeServices Carolinas Realty. Contact:

3335 York Road, Winston-Salem
$549,900
3 Beds ⋅ 3 Baths ⋅ 1239886 MLS
In the hearth of the sought-after Old Sherwood Forest come visit 3335 York Road, Winston-Salem, NC 27106. This property presents an exciting opportunity to create a home that reflects your personal style. Ideally positioned in Winston-Salem, the location offers convenient access to nearby shopping, dining, and everyday amenities. This property is ready for its next chapter with major updates featuring a massive screened covered porch with a gas fireplace, new appliances, new kitchen, new bathrooms, fresh paint, refinished hardwood floors etc. Don’t miss the opportunity to explore its potential and make it your own. Schedule your private showing today!

3335 York Road, Winston-Salem

Listing courtesy of Realty One Group Results. Contact:

620 Quarterstaff Road, Winston-Salem
$699,900
4 Beds ⋅ 5 Baths ⋅ 1239577 MLS
This beautifully updated 4-bedroom, 4.1-bath home is ideally located on a prime street in Sherwood Forest. The main level features primary bedroom with ensuite baths and elegant hardwood floors. The fabulous kitchen boasts beautiful cabinetry, high end granite and a 5-burner gas range, while the bright sunroom and gym offer views of the fenced backyard. Additional highlights include a convenient main floor laundry and a guest suite. Upstairs, enjoy a versatile loft area along with two large bedrooms, each with their own baths, including one space that can double as an office. The property's 2-car garage features a sealed floor and whole house generator makes this home a perfect blend of luxury and functionality. Don't miss this opportunity!

620 Quarterstaff Road, Winston-Salem

Listing courtesy of Keller Williams Realty Elite. Contact:

1236 Huntingdon Road, Winston-Salem
$450,000
3 Beds ⋅ 3 Baths ⋅ 1239444 MLS
Well maintained, one level home offering timeless character, beautiful hardwood floors throughout, and an abundance of storage. The spacious living room features a cozy fireplace and built-in shelving, while the heated and cooled sunroom provides the perfect spot to relax and enjoy the natural light. The vintage kitchen retains its original solid wood cabinetry and opens into the spacious den, creating a comfortable flow for everyday living and entertaining. The generously sized primary bath features a separate garden tub and shower, double vanity, and walk-in closet. Additional highlights include a two car garage with built in shelving and a workbench, a partial basement ideal for storage, and an attic with permanent stairs for easy access. Enjoy the backyard with a storage building featuring electricity, interior & exterior lighting, & pull-down attic storage. A major bonus of the property is the 50-year roof installed in 2021, with a transferable warranty.

1236 Huntingdon Road, Winston-Salem

Listing courtesy of Keller Williams Realty Elite. Contact:

805 Chartwell Circle, Winston-Salem
$518,000
5 Beds ⋅ 4 Baths ⋅ 1238955 MLS
Wonderful opportunity for you to own this Classic and lovingly maintained, one owner home in the heart of Sherwood Forest close to everything! Offering a hard to find 5 Bedrooms and 3 & 1/2 baths, and a warm inviting atmosphere and layout, this home combines timeless character with the space and functionality that todays buyers demand. A Beautifully Updated Kitchen adds a fresh touch to the heart of the home. Large Finished basement provides valuable additional living space for recreation, home office or guest retreat. Throughout you'll appreciate the comfortable feel of truly being at home, that makes this property so special. Properties with this amount of flexible space, a history of careful ownership and a welcoming feel are increasingly difficult to find. Don't Miss your opportunity to make this special House your HOME.

805 Chartwell Circle, Winston-Salem

Listing courtesy of Mitchell Prime Properties. Contact:

4209 Hollowoak Court, Winston-Salem
$725,000
5 Beds ⋅ 4 Baths ⋅ 1238183 MLS
Sherwood Forest beauty that's been immaculately maintained! This move-in ready brick 2-story features: Incredible chef's kitchen/sunroom, ideal for gatherings; Top-notch hardscaped back patio with firepit; Hardwood floors; 9 foot ceilings on main-level; Updated bathrooms; Main-level garage & laundry room with sink; Recently replaced HVAC (Gas and Central) units; Replacement windows; Replaced insulated garage doors; Walk-out/sun-soaked basement w/ office/5th bdrm (full bath nearby); Phenomenally-sized rooms, kitchen, den, formal and primary suite; Incredible storage in lower level AND walk-up permanent stairs to attic; so much more, and located right in the middle of New Sherwood, call today for your private showing!

4209 Hollowoak Court, Winston-Salem

Listing courtesy of Keller Williams Realty Elite. Contact:

1103 N Peace Haven Road, Winston-Salem
$335,000
3 Beds ⋅ 2 Baths ⋅ 1238121 MLS
Welcome to this beautifully updated 3-bedroom ranch in the Sherwood Forest neighborhood! Situated on a spacious lot with lush landscaping, this home offers the perfect blend of classic charm and modern updates. The beautifully updated kitchen features stylish finishes, ample counter space, and opens to the dining and breakfast area. Enjoy multiple living spaces, including a cozy den and spacious living room, each featuring its own fireplace. Step outside to the private backyard, offering a peaceful setting for relaxing or entertaining guests. The full unfinished daylight basement provides plenty of additional space for storage, a home office, or future possibilities. Excellent parking and convenient driveway access off Strathmore Circle make coming and going easy. Enjoy sidewalks leading to nearby restaurants, shopping, and everyday conveniences. With its Sherwood Forest location, spacious layout, and thoughtful updates, this home is a must-see!

1103 N Peace Haven Road, Winston-Salem

Listing courtesy of eXp Realty. Contact:

210 Surrey Path Court, Winston-Salem
$1,050,000
5 Beds ⋅ 4 Baths ⋅ 1237263 MLS
A beautiful home in Sherwood Forest with an exhaustive list of amenities! Enjoy ample natural light in the living room, dining room and kitchen which overlooks the backyard. Entertain or relax on the expansive deck, the covered patio or out at the firepit. You can also escape to the finished walkout basement. Additional features include fresh paint; new flooring; granite countertops; an irrigation system; a fenced-in yard; an oversized garage and horseshoe-style driveway.

210 Surrey Path Court, Winston-Salem

Listing courtesy of Keller Williams Realty Elite. Contact:

3959 Quilling Road, Winston-Salem
$568,500
4 Beds ⋅ 4 Baths ⋅ 1236888 MLS
MOVE IN READY! 2nd Living Quarters or Income Potential: Lower Level w/Private Entrance, Huge Living Space w/Water & Sewer Hookups to Add a Kitchen, Private Bedroom & Full Bathroom. Lower Level gets Great Daylight & High Ceilings! One of the Best Lots you'll find for Backyard Sports & Gardening + Basketball & Bike Driveway! Totally Renovated Den & Kitchen Combo: 6'+ Island w/Seating, Plenty of Cabinets, Great Counter Space & SS Appliances! Deck off the Kitchen for Grill & Dining, Nice Privacy too! Den w/Brick FP. Formal LR & DR. Main Level: 3 Bedrooms & 2 1/2 Baths. Primary Bedroom w/2 Closets & Spa Shower 2 Shower Heads & 2 Jets. Laundry w/Utility Sink & Room For Extra Refrigerator/Freezer/Ironing Board. Oversize 2 Car, 2 Door Garage 28' Deep, Shelving & Workbench. Wood Floors in Den, Kitchen, Dining, 3 Bedrooms; plus Under Carpet; Condition Unknown. HVAC 2024! Recessed Lights. Replacement Windows. Great Closets & Storage! FRESH INTERIOR PAINT! No HOA! Peace Haven Pool & Tennis. MAP IT

3959 Quilling Road, Winston-Salem

Listing courtesy of Jack Stack Properties. Contact:

321 Stanaford Road, Winston-Salem
$495,000
4 Beds ⋅ 3 Baths ⋅ 1235880 MLS
If you’re looking for space, privacy, and something a little different, 321 Stanaford Road deserves a look. Located in the Sherwood Forest neighborhood with no HOA, this tri-level home offers over 3,200 sq. ft. on nearly half an acre. Inside, you’ll find four bedrooms, three full baths, multiple living areas, a sunroom, and a large walk-out lower level that provides plenty of room to spread out. What truly sets this home apart is the private indoor mini-lap pool with wet bar—a rare feature that can be enjoyed year-round. The flexible layout works well for entertaining, guests, a home office, recreation, or anyone simply needing more room. Come see the possibilities for yourself.

321 Stanaford Road, Winston-Salem

Listing courtesy of ERA Live Moore. Contact:

670 Alpine Road, Winston-Salem
$359,900
3 Beds ⋅ 3 Baths ⋅ 1235382 MLS
Welcome to this inviting 3-bedroom, 2.5-bath home in the sought-after New Sherwood Forest neighborhood! The spacious layout features a large kitchen with plenty of room for gathering and entertaining, formal dining room, spacious primary suite and a finished basement offering flexible additional living space, and a convenient 2-car garage.

670 Alpine Road, Winston-Salem

Listing courtesy of TKG Real Estate. Contact:

1014 Greenhurst Road, Winston-Salem
$499,900
4 Beds ⋅ 3 Baths ⋅ 1234351 MLS
Still time to buy your new home in 2026! NEW ROOF, NEW HVAC & COMPLETE home inspection done and repairs made! Quality meets function in this one-owner ALL brick home! After years of being lovingly maintained by its current owners, it’s now time for new owners to add their personal touch. Featuring large, flexible spaces & a full unfinished basement for future expansion! Priced UNDER 500k it’s a great value for discerning buyers in New Sherwood Forest! The neighborhood boasts an excellent location with zone 5 schools, no HOA, and optional pool, tennis & pickleball membership.

1014 Greenhurst Road, Winston-Salem

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

3563 Milhaven Road, Winston-Salem
$469,900
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:

117 Marian Lane, Winston-Salem
$429,500
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:

3340 York Road, Winston-Salem
$589,900
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:

105 Creekstone Court, Winston-Salem
$720,000
5 Beds ⋅ 5 Baths ⋅ 1223557 MLS
Host the holidays, welcome overnight guests, & still have room to spread out. This Sherwood Forest home offers 5 bedrooms, 4.5 baths, & flexible spaces across three levels for entertaining, hobbies, or multigenerational living. A main-level primary suite & second upstairs suite with a private bath offer privacy, while the finished walkout basement adds a fifth bedroom, full bath, & spacious rec room. Gather in the formal dining room, enjoy the kitchen’s granite counters, island, & breakfast nook, or unwind on the screened porch & rear deck. Hardwood floors, natural light, walk-in closets, & a large walk-in attic add everyday appeal. Set on a mature corner lot with roof, HVAC, & water heater updated within the past two years. NO HOA; optional pool & tennis membership. A 1% lender credit is available to qualifying buyers using Sam Collier with Guaranteed Rate. Select photos are virtually staged, including holiday décor. Recent monthly Duke Energy bill = $147.

105 Creekstone Court, Winston-Salem

Listing courtesy of Keller Williams Realty. Contact:

671 Dover Drive, Winston-Salem
$349,900
3 Beds ⋅ 2 Baths ⋅ 1222208 MLS
One or more photo(s) was virtually staged. Make this three-bedroom, 1.5-bathroom home located in the serene Peace Haven neighborhood yours! The inviting interior features a cozy fireplace as the centerpiece of the main living area, a formal dining and chef's kitchen. The home has been thoughtfully updated with modern finishes, including the bathrooms and kitchen featuring granite countertops and stainless steel appliances. Downstairs, a fully finished basement with fire place offers an expansive and versatile living space, perfectly suited for a variety of lifestyles. Step outside to a private, fully fenced yard, providing a secure space for outdoor entertaining, gardening, or pets. Schedule your private showing today!

671 Dover Drive, Winston-Salem

Listing courtesy of Entera Realty LLC. Contact:

612 Hertford Road, Winston-Salem
$670,000
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:

626 Willowbrook Lane, Winston Salem
$229,000
3 Beds ⋅ 2 Baths ⋅ 4382117 MLS
Welcome home to this spacious ranch-style residence nestled in the desirable Sherwood Forest – Peace Haven Estates community of Winston-Salem. Situated on a generous 0.62-acre lot, this move-in ready home offers the perfect blend of comfort, functionality, and convenience. Featuring 3 bedrooms and 2 full bathrooms, the home includes a finished basement with additional living space ideal for guests, a home office, recreation area, or multi-generational living. Inside, you'll find an inviting layout with spacious living areas, a cozy fireplace, and abundant natural light throughout. The main level offers comfortable everyday living, while the finished lower level expands the home's versatility. Enjoy the large yard with plenty of room for entertaining, gardening, or relaxing outdoors. Conveniently located near shopping, dining, parks, and major commuter routes, this home is also zoned for sought-after schools including Sherwood Forest Elementary and Mount Tabor High School. Enjoy the charm of an established neighborhood with easy access to all that Winston-Salem has to offer.

626 Willowbrook Lane, Winston Salem

Listing courtesy of The Shop Real Estate Co.. will@theshopre.com

“ 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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