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347 Friendship Circle, Winston-Salem
$830,000
5 Beds ⋅ 5 Baths ⋅ 1227259 MLS
Space, flexibility, and thoughtful updates come together in this expansive 5 bedroom, 4 bathroom home just minutes from Wake Forest University. With over multiple levels of functional living, this home offers room for everyone, whether you're working from home, entertaining guests, or simply looking for space to spread out. The main level features a spacious primary suite complete with dual closets, a dedicated home office, formal dining room, and a beautifully refreshed kitchen with brand new cabinetry, quartz countertops, updated lighting, and fresh paint throughout. Downstairs, the finished basement offers exceptional versatility with two oversized living areas, ideal for a recreation room, media room, game room, home gym, or private retreat. With five true bedrooms, four full bathrooms, multiple gathering spaces, and a flexible floor plan, this home easily adapts to changing needs, multigenerational living, frequent guests, or those looking for extra room to live, work, and play.

347 Friendship Circle, Winston-Salem

5853 Irene Lane, Winston-Salem
$799,000
1163538 MLS
16.18 ACRE TRACT with 14.057 acres +- Zoned RS-40. 2.123 acres fronting on Germanton Road was rezoned LB-S in December, 2023 specifically for a 10,700 sq. ft. Dollar General Store that did not come to fruition. According to Winston-Salem's Zoning Dept. a development plan with a building size and location very close to the original approved plan can just about pick up where the previous developer left off. A site plan and development plan that is different but doesn't vary TOO much from the approved plan may still be able to be approved at staff level. Anything drastically different may require starting from scratch. There is a house and a mobile home on the property. House and an area to raise chickens is rented to a man, his daughter lives in the mobile home. All rented for $1,075 a month on a month to month agreement. Mobile home belongs to the renters.

5853 Irene Lane, Winston-Salem

565 Knob View Drive, Winston-Salem
$795,000
4 Beds ⋅ 5 Baths ⋅ 1230633 MLS
Welcome to 565 Knob View Dr- Tucked away on a secluded lot with over 2 acres, this stunning contemporary home offers a blend of style, space and serenity. Your private retreat just minutes from highways, hospitals and the heart of the city. The property features a private inground pool surrounded by mature landscape, walking paths, a creek, gazebo, gardening areas and green space. Step inside to discover the spacious layout with a vaulted ceiling, stone fireplace, and custom built in shelving. The main level primary bedroom with en-suite attached opens to the deck overlooking the pool and backyard. Upstairs features 3 bedrooms and a flex space perfect for the home office or rec room. The basement has a 2 car garage with tons of storage. The basement also has a generously sized game room with a kitchenette attached, laundry room and a full bath. Relax on the screened porch or patio overlooking the pool. Agents see remarks

565 Knob View Drive, Winston-Salem

3667 Grey Oaks Court, Winston-Salem
$775,862
3 Beds ⋅ 3 Baths ⋅ 1236622 MLS
This gorgeous 2026 Parade of Homes entry by Nova Triad Homes offers quality and beautiful style. Set in the heart of Winston-Salem, Grey Oaks is close to shopping, parks, restaurants and medical facilities. The cooks’ kitchen features 42-inch wall cabinets, quartz counters, white farm sink, gas cooktop and built-in microwave and wall oven. The great room has a sleek electric fireplace. Double glass doors lead to a charming den/study. The primary suite has a spa-like bath with gorgeous, marbled tile. The shower offers a bench seat and a brushed gold hand-held showerhead. A large walk-in closet and separate water closet complete the primary suite. Easy access to the oversized laundry room and huge storage room for off-season clothes, luggage, bulk-item purchases or as a small office. A second bedroom with hall bath completes the main level. Up the gorgeous hardwood stairs, you will find a wonderful bonus room offering many possibilities, a third bedroom with bath and a walk-in attic.

3667 Grey Oaks Court, Winston-Salem

1412 Autumn Park Circle, Winston-Salem
$775,000
3 Beds ⋅ 4 Baths ⋅ 1239654 MLS
Built by Jonathan Lee in The Village at Brookberry Farm where yards are maintained by the HOA! This inviting home features a welcoming wraparound porch connecting to a screened side porch accessible from the great room or primary suite. The open floor plan offers a light-filled living area w/ gas fireplace, spacious kitchen w/ large island, & gracious dining area. 10-foot ceilings enhance the main level, which includes a primary suite w/ beautifully tiled shower & large walk-in closet. Upstairs are two bedrooms, each with its own bath, plus a generous loft/bonus room. Additional features include a 2 car garage, drop zone, laundry room w sink. Freshly painted exterior & newly added fence! HOA-maintained yard allows more time to enjoy community amenities, including pool, clubhouse, gym, pickleball & tennis courts, amphitheater, playground, walking trails etc. Enjoy exceptional living in this sought-after community!

1412 Autumn Park Circle, Winston-Salem

1039 Kenleigh Circle, Winston-Salem
$774,900
4 Beds ⋅ 4 Baths ⋅ 1230040 MLS
This Merrimont home combines character, craftsmanship and thoughtful modernization on a beautifully landscaped corner lot. The single story four bedroom residence has been meticulously updated. Formal living and dining rooms complement an inviting den with gas fireplace, skylight and custom built-ins while a large sunroom brings the outdoors in. A stunning gourmet kitchen, featured on Tour of Fine Spaces, has double ovens, 5 burner gas range, double sinks and walk-in pantry. Primary bedroom is a serene retreat with see-through fireplace and spa-inspired bath with heated floor. A second en suite bedroom has ADA compliant bath and 2 additional bedrooms provide flexibility, including one with a dedicated office. Outdoors offers a private retreat with a pergola covered flagstone patio, outside kitchen with gas grill, Big Green Egg, and sink. Lighted stone patio showcases a waterfall pond and terraced garden with separate private patio off primary bedroom.

1039 Kenleigh Circle, Winston-Salem

5483 Meadowlark Court, Winston-Salem
$765,000
4 Beds ⋅ 4 Baths ⋅ 1224832 MLS
Welcome to exceptional new construction where timeless architecture meets modern luxury and everyday comfort. Nestled on a private dead-end street, this stunning home offers the perfect blend of elegance, functionality, and convenience, all just minutes from Meadowlark schools, dining, shopping, and major commuter routes. Beautiful formal living and dining spaces create an impressive first impression, providing the ideal setting for entertaining guests. The formal dining room is highlighted by a striking coffered ceiling. Beautifully appointed chef's kitchen, featuring premium KitchenAid appliances, a double oven, 5-0burner gas range, and a bright breakfast area. Two fireplaces on the main for gathering, generous room sizes, and a main level primary bedroom. Schedule your private showing today and experience the craftsmanship, elegance, and lifestyle this exceptional new construction home has to offer!

5483 Meadowlark Court, Winston-Salem

400 W 4th Street Unit #508, Winston-Salem
$749,900
2 Beds ⋅ 3 Baths ⋅ 1225275 MLS
Rarely available two-story residence at Twin City Lofts in downtown Winston-Salem. Soaring ceilings on both levels and oversized windows fill the main living space with natural light. The upper level is designed for living and entertaining, featuring custom built-in bookcases, a tucked-away office, and a pristine kitchen with an induction range. Downstairs, two bedrooms, a laundry room, and a separate entrance create a private retreat away from the main living areas. Residents enjoy access to the rooftop terrace with multiple seating areas, grills, and sweeping downtown views. Included are two dedicated parking spaces: one secure gated space and one garage space with private storage. Conveniently located near Wake Forest University, Innovation Quarter, major hospitals, and highways, offering exceptional access to the best of downtown Winston-Salem and beyond.

400 W 4th Street Unit #508, Winston-Salem

225 Heatherwood Drive, Winston-Salem
$749,000
4 Beds ⋅ 4 Baths ⋅ 1240444 MLS
Space to Live, Room to Gather, and a Golf Course Community to Call Home! The flowing layout offers plenty of room for everyday living and entertaining. The kitchen is ready to impress with a Viking gas cooktop, center island, and walk-in pantry, all conveniently connected to the dining and living spaces. The main-level primary suite offers a relaxing retreat with its own sitting area and an updated bath featuring an oversized walk-in shower, dual vanities, and separate his-and-hers closets. Upstairs, you'll find three additional bedrooms, two full baths, and a generous bonus room offering flexibility for a media room, home office, fitness space, or guests. Extend your living outdoors to the screened porch and adjoining grilling deck. 3 car garage. Option to join the club for golf, swimming, and pickleball. New water heater and a 1-year home warranty. Located in Davidson County with a Winston-Salem address = lower county property taxes compared with many neighboring areas.

225 Heatherwood Drive, Winston-Salem

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

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

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

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

145 Winged Foot Court, Winston-Salem
$700,000
4 Beds ⋅ 3 Baths ⋅ 1239916 MLS
Welcome to 145 Winged Foot Ct! Full-brick construction, a main-level primary suite and a three-car garage distinguish this custom Meadowlands home. Four bedrooms plus a separate bonus room offer space to spread out, while a dedicated office with French doors provides privacy. Gather in the great room or formal dining room, or enjoy the screened porch overlooking the fenced backyard. The kitchen has granite countertops, stainless steel appliances, abundant cabinetry and a butler’s pantry. Upstairs are three additional bedrooms, the bonus room and unfinished walk-in attic storage with potential for future finishing, subject to permits and feasibility. Hardwood floors, an epoxy-finished garage floor, whole-yard irrigation, a tankless gas water heater and a 22kW whole-house automatic backup generator add everyday convenience. Optional golf and pool memberships are available.

145 Winged Foot Court, Winston-Salem

415 N Trade Street, Winston-Salem
$699,999
1233420 MLS
Two-story brick commercial building in downtown Winston-Salem's Arts District, on N Trade St between W 4th and W 5th. 4,320 SF gross across two 2,160 SF floors; 3,912 SF enclosed, as a two-story front lobby is open to below. Built 1910, renovated 1996. Brick and block construction, flat built-up roof, forced-air heat and central cooling. Central Business (CB) zoning supports a range of downtown commercial uses; confirm your intended use with City-County Planning. The two-floor layout accommodates single-user occupancy or separate ground-floor and upper-floor uses. Located in a designated federal Qualified Opportunity Zone. Buyers should consult their own tax and legal advisors on eligibility and treatment. No on-site parking; public parking decks and on-street parking serve the block. Building is not sprinklered and has no elevator. Square footage and building data from Forsyth County records. Buyer to verify all measurements, systems, zoning and permitted uses.

415 N Trade Street, Winston-Salem

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

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

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

477 Rosewood Drive, Winston-Salem
$699,000
4 Beds ⋅ 4 Baths ⋅ 1225611 MLS
Nestled on a private 2.6-acre cul-de-sac lot in the coveted Rosewood community, this stunning custom-built home offers the perfect blend of luxury, comfort, and space. Featuring 4 bedrooms, 3.5 baths, and a carefully designed floor plan that includes a spacious main-level primary suite. The open-concept living area showcases a cozy fireplace, abundant natural light, and creates an inviting atmosphere for everyday living and entertaining. The chef’s kitchen flows seamlessly into the great room and dining area, while upstairs you’ll find three additional bedrooms, multiple full baths, and a versatile bonus room ideal for a home office, media room, or play space. Enjoy the peace and privacy of acreage living while remaining just minutes from shopping, dining, and major commuter routes. A rare opportunity to own a beautifully crafted home with room to grow. Schedule your showing today!

477 Rosewood Drive, Winston-Salem

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