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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:

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:

2810 Carriage Drive Unit #D, Winston-Salem
$720,000
1205461 MLS
Proven 8-Unit Multifamily Portfolio. Capture immediate scalability within Winston-Salem’s High-Growth Market resilient rental sector, strategically positioned to maximize long-term appreciation. This premier "stabilization play" is engineered for investors to harvest significant equity through operational optimization and rapid market-rate pivots in the Triad’s most lucrative corridor. Seven units are strategically clustered in Georgetown/Rugby Row, mere minutes from Wake Forest University. Perfectly positioned to dominate the student, faculty, and medical workforce rental niches. High-Yield Command & Massive Value-Add Upside: 5/8 units occupancy with renovation potential. Portfolio Includes: 2804 Carriage Dr, A & B; 2810 Carriage Dr, D; 2820 Pelham Pl, I; 2810 Pelham Pl, E; 650 Rugby Row, C & L; 309 Vineyard Park (27104)

2810 Carriage Drive Unit #D, Winston-Salem

Listing courtesy of Keller Williams Ballantyne Area Market Center. Contact:

204 & 208 Horseshoe Bend, Winston-Salem
$703,000
4 Beds ⋅ 4 Baths ⋅ 1238567 MLS
If you are looking for a unique home with privacy and room to spread out, this might be your new home! Located on a private drive, these two lots are offering a total of 1.39 acres of peace and quiet! With two decks, two garages, two kitchens, and multiple outbuildings, there are plenty of areas for storage and entertaining. The loft area could be used for an office, a playroom, or extra sleeping space. You could easily convert part of the house to an in-law suite or small apartment. This property has so many distinctive features, like the wooden beams, windows galore, and stonework, you must see it in person to really appreciate it. A new roof and fresh paint both inside and out allow you to put your own individual stamp and utilize the property to best suite your needs. Schedule a showing today and see all of the features this home has to offer.

204 & 208 Horseshoe Bend, 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:

4225 Holly Hill Lane, Winston-Salem
$699,000
4 Beds ⋅ 4 Baths ⋅ 1237686 MLS
MOTIVATED SELLER! Welcome to 4225 Holly Hill Lane, an impressive all-brick home tucked away on a cul-de-sac in Windsor Place. Offering nearly 3,700 sq ft across three levels, this 4-bedroom, 3.5-bath home blends generous living spaces with thoughtful updates throughout. The main level features an inviting living room with a fireplace and an open connection to the kitchen, while the spacious primary suite offers a beautifully updated bath and additional flex space. The finished walkout basement adds exceptional versatility with a large recreation area, wet bar, fireplace, full bath, and flex room. Recent improvements include a new roof, updated HVAC, water heater, basement flooring, landscaping, deck paint, and fresh interior paint. Enjoy wooded outdoor spaces, a side-entry 2-car garage, and a home beautifully prepared for its next chapter.

4225 Holly Hill Lane, Winston-Salem

Listing courtesy of Ardmore Realty and Winston Salem Real Estate LLC. Contact:

2701 Tudor Road, Winston-Salem
$699,000
4 Beds ⋅ 4 Baths ⋅ 1233807 MLS
RARE LIVE/WORK OR NONPROFIT OPPORTUNITY ON COLISEUM DRIVE! Fully remodeled 4BR/3.5BA, 2,700 sq ft on a high-visibility transitional corridor. Unique dual-entrance layout: a grand main-level front entrance plus a separate lower-level rear entrance off a 5-6 car driveway. Ideal for a professional home occupation (CPA, attorney, therapist, consultant) to live on one level and run a client-facing practice on the other, or for a community organization seeking a regional hub. Turnkey with 2023 roof, three new HVACs, new ductwork, windows, doors and plumbing, renovated kitchen and baths, refinished hardwoods, new lighting, garage doors and landscaping. Two fireplaces, sunroom, spacious primary suite, and laundry room with chute serving all levels. Move your business in immediately! (Special use rezoning would be required for nonprofit or community organization)

2701 Tudor Road, Winston-Salem

Listing courtesy of DJS Investment Properties. 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:

1556 Autumn Park Circle, Winston-Salem
$649,900
3 Beds ⋅ 3 Baths ⋅ 1236719 MLS
The Villages at Brookberry Farm presents an artfully crafted, clean, sleek, modern aesthetic in this 3BR/2.5BA, 1.5-story home, approx 2,080 SF. Perfectly positioned facing a community common area, the property presents a sophisticated feel, a main-level primary suite & laundry for ultimate convenience. The light-filled interior features upgraded weathered-oak floors, an inviting tiled fireplace, & thoughtful lighting creating a refined, uninterrupted feel. A modern kitchen showcases quartz countertops, an upgraded induction cooktop w/ sleek island hood, custom cabinetry, & an expansive island w/ built-in spice & trash pull-outs. Enjoy morning coffee on the covered front porch or relax on the private screened porch. Experience an unparalleled community lifestyle w/ rare HOA-included yard maintenance & top-tier schools. Indulge in resort amenities: the historic barn, clubhouse, fitness center, pool, tennis, walking trails, bocce, pavilion, & pollination garden. Please see agent remarks.

1556 Autumn Park Circle, Winston-Salem

Listing courtesy of Coast 2 Coast Triad Home Team. Contact:

451 S Hawthorne  Road Unit #105, Winston Salem
$649,000
4 Beds ⋅ 4 Baths ⋅ 4438904 MLS
Experience the perfect blend of character & modern updates in this charming 1925 home located in the heart of Ardmore. Over 2,400 sq.ft. in an unusually bright Craftsman Bungalow w/lots of windows! This property offers a classic, rocking-chair front porch & fenced front yard. Beautifully detailed rooms with wood & tile flooring. Living room with extensive built-ins, formal dining room, large great room & a cozy kitchen complete w/butler's pantry/bfast room, wine fridge, & solid surface countertops. Main-level primary with ensuite bathroom with soaking tub, separate shower, double sinks, & heated floors. Upper-level offers 3 generously sized bedrooms—all with walk-in closets—including a suite with its own private full bath. Trex deck, fully fenced front yard, with gated driveway leading to a two-car garage with ample extra parking. This is your Ardmore Gem with all the charm and modern updates! See Supplemental for Additional Information and historic information on Haizlip House.

451 S Hawthorne Road Unit #105, Winston Salem

Listing courtesy of Village Realty. arlenerouse1919@gmail.com

451 S Hawthorne Road, Winston-Salem
$649,000
4 Beds ⋅ 4 Baths ⋅ 1240507 MLS
Experience the perfect blend of character & modern updates in this charming 1925 home located in the heart of Ardmore. Over 2,400 sq.ft. in an unusually bright Craftsman Bungalow w/lots of windows! This property offers a classic, rocking-chair front porch & fenced front yard. Beautifully detailed rooms with wood & tile flooring. Living room with extensive built-ins, formal dining room, large great room & a cozy kitchen complete w/butler's pantry/bfast room, wine fridge, & solid surface countertops. Main-level primary with ensuite bathroom with soaking tub, separate shower, double sinks, & heated floors. Upper-level offers 3 generously sized bedrooms—all with walk-in closets—including a suite with its own private full bath. Trex deck, fully fenced front yard, with gated driveway leading to a two-car garage with ample extra parking. This is your Ardmore Gem with all the charm and modern updates! See Supplemental for Additional Information and historic information on Haizlip House.

451 S Hawthorne Road, Winston-Salem

Listing courtesy of Village Realty. Contact:

775 Morris  Road, Winston Salem
$649,000
4 Beds ⋅ 4 Baths ⋅ 4437283 MLS
Welcome to 775 Morris Rd - a stunning, luxury home offering ample space on over an acre and the peace and solitude of living outside of town but still being close to everything you want and need. The home features an inviting floor plan featuring vaulted ceilings, stylish light fixtures, and a spacious living area perfect for gathering with family and friends. The kitchen offers plenty of workspace and flows seamlessly into the main living areas. The primary suite serves as a private retreat with dual vanities and a stunning freestanding soaking tub designed for relaxation. A generously sized laundry room adds convenience and functionality. Situated on a spacious lot with a serene rural backdrop, you'll enjoy the privacy and tranquility of country living while remaining just minutes from Winston-Salem, Kernersville, shopping, dining, and major highways. Lastly, the property offers room for expansion and customizing the large, already fenced-in backyard to whatever you desire.

775 Morris Road, Winston Salem

Listing courtesy of Oak & Elm Realty Group LLC. lance@oakelmgroup.com

775 Morris Road, Winston-Salem
$649,000
4 Beds ⋅ 4 Baths ⋅ 1239954 MLS
Welcome to 775 Morris Rd - a stunning, luxury home offering ample space on over an acre and the peace and solitude of living outside of town but still being close to everything you want and need. The home features an inviting floor plan featuring vaulted ceilings, stylish light fixtures, and a spacious living area perfect for gathering with family and friends. The kitchen offers plenty of workspace and flows seamlessly into the main living areas. The primary suite serves as a private retreat with dual vanities and a stunning freestanding soaking tub designed for relaxation. A generously sized laundry room adds convenience and functionality. Situated on a spacious lot with a serene rural backdrop, you'll enjoy the privacy and tranquility of country living while remaining just minutes from Winston-Salem, Kernersville, shopping, dining, and major highways. Lastly, the property offers room for expansion and customizing the large, already fenced-in backyard to whatever you desire.

775 Morris Road, Winston-Salem

Listing courtesy of Oak & Elm Realty Group LLC. Contact:

2832 Kensington Road, Winston-Salem
$634,000
4 Beds ⋅ 3 Baths ⋅ 1223724 MLS
Welcome home to prime Buena Vista with too many incredible features to count! 2832 Kensington Road is the one you've been waiting for. Step onto the charming rocking chair front porch and into a home filled with classic elegance and inviting spaces. The open-concept main level features a fabulous kitchen overlooking the cozy living room and flowing seamlessly into the dining area. A sun-drenched den offers the perfect place to relax while taking in views of the stunning fenced backyard. Upstairs, you'll find two spacious bedrooms plus a show-stopping primary suite featuring a huge closet, dressing area, and oversized spa-like en suite bath complete with a soaking tub and massive walk-in shower. The lower level offers a large bonus room, full bath, additional bedroom, and laundry area, providing plenty of flexible living space. Outside, enjoy a true backyard oasis with a tiered deck, new privacy fence, and storage shed. Plus, enjoy peace of mind with a new roof installed in 2024.

2832 Kensington Road, Winston-Salem

Listing courtesy of Leonard Ryden Burr Real Estate. Contact:

5690 Lauren Acres Court, Winston-Salem
$629,900
4 Beds ⋅ 3 Baths ⋅ 1231182 MLS
Mint condition home in fantastic Clemmons location! Better than new construction with upgrades throughout, all on a private, quiet cul-de-sac lot. Main level features terrific open floorplan with formal dining, eat-in breakfast area, huge island with bar seating, custom built-ins and main-level primary suite. Incredible custom cabinetry with all the high end features - pull out drawers, soft close doors/drawers, and custom built wine cabinet area (wine refrigerator does not convey). Primary has hardwood floors and huge walk-in closest! Second floor features spacious bedrooms, huge hall bathroom, finished bonus room and amazing walk-in attic storage!! Enjoy the outdoors on the screened porch, patio, or in the fenced in backyard. Lovely tree lined areas and cul-de-sac lot provides privacy. Storage building for all the lawn equipment! This one is special!

5690 Lauren Acres Court, Winston-Salem

Listing courtesy of Berkshire Hathaway HomeServices Carolinas Realty. Contact:

2500 Woodberry Drive, Winston-Salem
$629,000
4 Beds ⋅ 3 Baths ⋅ 1240689 MLS
Welcome to 2500 Woodberry Drive, a beautifully updated, move-in-ready classic on a private corner lot in Woodberry Forest neighborhood near Wake Forest University. The main level features a spectacular, fully updated chef’s kitchen complete with a large island, double ovens, and a gas cooktop designed for effortless entertaining. Upstairs, you will find four spacious bedrooms and two completely updated bathrooms. The lower level adds fantastic versatility with a finished recreation room alongside ample unfinished space for storage and parking. Combining timeless character with exceptional peace of mind, this meticulously maintained home also boasts a whole-house backup generator, a roof replaced in 2020, and new windows with a transferable warranty. Come check this home out today!

2500 Woodberry Drive, Winston-Salem

Listing courtesy of LEGACY Realty NC. Contact:

4600 Century Oaks Lane, Winston-Salem
$629,000
4 Beds ⋅ 5 Baths ⋅ 1233540 MLS
New Photos, New PRICE! This lovely, one owner, 4BR/4.1BA brick home in Century Oaks offers a great home & great lifestyle of outdoor living, entertaining, storage, convenience, & privacy. The bright & sunny interior features extensive architectural woodwork, warm fireplace, main level office, laundry room, & primary with en-suite bath. The thoughtfully designed floorplan is ideal for entertaining, with a large deck, screened porch, & covered/enclosed space below. The finished basement has a generous living area, wet bar, full bath, flex room, & abundant storage for bikes, strollers, etc.. Fresh paint, refinished hardwoods, new carpet, newer appliances, & a 2023 roof add turnkey appeal. Plenty of parking with a 2-car garage and circle drive! Low maintenance yard allows time for enjoying the firepit or community pool. Other neighborhood amenities include a playground & pathway to the Muddy Creek Greenway, all conveniently located near shopping, restaurants, & schools. See agent remarks.

4600 Century Oaks Lane, Winston-Salem

Listing courtesy of Leonard Ryden Burr Real Estate. Contact:

528 Amos Garden Drive, Winston-Salem
$625,000
4 Beds ⋅ 3 Baths ⋅ 1231319 MLS
Welcoming, comfortable transitional home in a central location offers convenience, and the ease of newer construction! With 4/5 bedrooms, and 3 full baths, this flexible home design with a main level bedroom can accommodate multigenerational living or bedroom can be used as a private home office. Open, bright kitchen with freshly painted cabinets, and gas range oven, merges with the relaxing great room. Upstairs, 3 bedrooms and an office are situated off of a generous loft area. Spacious primary suite with tile shower and large tub; superb closet space! Screened porch and large patio offer 2 outdoor living spaces, and are situated inside of a privacy fence. 2 car side entry garage with double doors! Conveniently located between Robinhood Rd and Country Club. Zone 5 schools!

528 Amos Garden Drive, Winston-Salem

Listing courtesy of Berkshire Hathaway HomeServices Carolinas Realty. Contact:

1920 Robinhood Road, Winston-Salem
$625,000
3 Beds ⋅ 4 Baths ⋅ 1223372 MLS
Buena Vista living at its finest! This beautifully maintained one-level home blends timeless character with thoughtful updates in a prime Winston-Salem location. Surrounded by mature landscaping and inviting outdoor living spaces, you'll enjoy a walkable setting near parks, gardens, and local favorites. A welcoming front porch leads into a spacious great room with gas logs, refinished hardwood floors, and updated wafer lighting that creates a bright, refreshed feel throughout the home. The split-bedroom floor plan offers 3 bedrooms and 4 full baths, providing both comfort and flexibility. The eat-in kitchen flows seamlessly into the dining area and outdoor living spaces, while the sunroom/home office overlooks the expansive backyard featuring a patio and outdoor fireplace. A new roof, thoughtful updates, and exceptional care make this home truly move-in ready.

1920 Robinhood Road, Winston-Salem

Listing courtesy of Southern Luxe Realty. Contact: 3369959898

769 Morris Road, Winston-Salem
$625,000
4 Beds ⋅ 4 Baths ⋅ 1216623 MLS
PARADE OF HOMES AWARD-WINNING FLOOR PLAN Beautiful new construction home located in the Gracewood Farms community, nestled in the heart of Walkertown. This thoughtfully designed 1.5-story home offers 4 bedrooms and 3 full bathrooms with a spacious and functional layout.The main level features an open-concept design with a large great room, well-appointed kitchen, and dining area, perfect for everyday living and entertaining. The primary suite is conveniently located on the main level and includes dual sinks and a separate tub and shower. Two additional bedrooms are also located on the main floor. Upstairs, you’ll find a fourth bedroom, full bath, and a versatile bonus/office space. Additional highlights include a fireplace in the great room, covered porch, and a laundry room on the main level. Situated on approximately 0.88 acres, this property offers privacy and room to enjoy outdoor living while still being just minutes from Winston-Salem, major highways, shopping and dinning.

769 Morris Road, Winston-Salem

Listing courtesy of Onyx Realty Group LLC. Contact:

4025 Huntscroft Lane, Winston-Salem
$615,000
4 Beds ⋅ 4 Baths ⋅ 1234893 MLS
Space to gather, room to recharge and a backyard ready to enjoy - 4025 Huntscroft Ln brings it all together in Glenridge. Immaculately maintained and filled with natural light, this 4-bedroom, 3.5-bath home features wood floors, tall ceilings and inviting living spaces. The kitchen offers abundant cabinetry, granite countertops, a large island and a 6-burner Thermador gas range. A sunny breakfast area, formal dining room and spacious den with fireplace and built-ins make living and entertaining effortless. Step onto the rear deck and take in the large, flat, fenced backyard - an exceptional setting for play, pets, gardening or outdoor gatherings. Upstairs, the generous primary suite includes a fireplace, double vanity, garden tub and separate shower. A finished basement with a full bath adds flexible space for guests, recreation, fitness or a home office. Glenridge offers a community pool, neighborhood events & convenient access to shopping and dining. Come experience it for yourself.

4025 Huntscroft Lane, Winston-Salem

Listing courtesy of Berkshire Hathaway HomeServices Carolinas Realty. Contact:

1235 Thornhill Lane, Winston-Salem
$600,000
3 Beds ⋅ 2 Baths ⋅ 1239614 MLS
Classic brick construction, timeless hardwood floors, and exceptional convenience come together at 1235 Thornhill Lane. This thoughtfully maintained home offers comfortable main-level living with three bedrooms and two full baths, complemented by fresh paint and multiple gathering spaces designed for today's lifestyle. Inside, you'll find a welcoming living room, cozy den, formal dining room, and a functional kitchen, creating an ideal balance of everyday comfort and entertaining space. An additional finished upper level bonus area provides versatility for a home office, playroom, fitness space, or hobby room. The upper-level bonus room was completed a long time ago without permits on file. The seller has invested in a pre-listing inspection and completed a number of recommended repairs, offering added peace of mind for prospective buyers. Ideally situated near shopping and dining. HOA dues currently $2,200 annually but in 2027 will go to $2,700.

1235 Thornhill Lane, Winston-Salem

Listing courtesy of Leonard Ryden Burr Real Estate. 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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