Homes for Sale in Winston-Salem, NC 27104

This page covers the  listings comprise the Winston-Salem, NC area 27104. Please see the information below to see the available homes for sale.

Featured listings in Winston-Salem, NC 271014

ELEGANCE & GRANDEUR AWAIT in this incredibly impressive 12,000+ LUXURY ESTATE offering privacy on secluded 4.97 acre manicured setting in one of Winston-Salem's most RESERVED & DISTINGUISHED communities. Designed by world-renowned Architect, John P. Shackleford Jr, this home is the definition of elegance. Second gated stone entrance. Main & Upper level Primary Bedroom Suites, as well as a second laundry room on upper level. Finished basement includes a kitchen, pantry, sitting room, playroom and secluded terrace. Immaculate Outdoor entertaining space along with several patios and in-ground pool adds additional living and entertaining space outside. Irrigation system. This home has so many special upgrades, too many to mention, it is a MUST SEE! This home is truly ONE OF A KIND. Appraisal on file.
484 Stonegate Lane
Winston Salem, North Carolina
  • 7 Beds
  • 10 Baths
  • 4.630 Acres
This exquisite Charles Barton Keen estate offers livability, comfort, and privacy in a park like setting on 2.3 acres within walking distance to Reynolda and Graylyn. Luxurious 6BR, 5.1 BA, ML guest suite, handsome paneled library, den, remodeled kitchen wing with breakfast room and mud room. Garage apartment (not included in sf) could be a perfect separate home office suite. Fine architectural details in inviting front hall, LR, DR. 3rd Level Playroom. Bluestone terraces. See supplemental.
1121 Arbor Road
Winston Salem, North Carolina
  • 6 Beds
  • 6 Baths
  • 2.290 Acres
A beautifully appointed custom build by Trent Adams Properties is available for the first time!  Almost new and just 4 minutes from WFU Baptist Hospital, this home features a gourmet kitchen with Wolfe Range and Microwave, Bosch Dishwasher, Sub-Zero Refrigerator/Freezer, Keeping Room off Kitchen to enjoy friends/family and a whole home generator.  Outdoor patio area features a Lynx grille and outdoor fireplace.  First floor features Master, his/her Master Bath, a study, laundry room, mudroom/office space, formal dining and living room.  The Abbey iron front doors truly make a statement.  The home also has a Eurocave Revelation L 182 bottle Wine Cellar, tankless hot water heater, irrigation system in yard, and total security with alarm and cameras.  Second floor features three additional BRs, each with private bath, a large Recreation Room/Exercise Room, and enormous "future bonus room" area that is a walk-in attic.  The potential here is endless!  Call today to schedule a private tour!
2703 Windsor Road
Winston Salem, North Carolina
  • 4 Beds
  • 6 Baths
  • 0.860 Acres
Elegant Charles Barton Keen designed historic home sits proudly on Stratford Road. Upon entering the grand foyer with spiraling staircase you will not be disappointed. Elegant formal spaces are perfect for entertaining with floor to ceiling windows, French doors, and hardwood floors. Sunroom and breakfast room are bright and sunny spaces. Handsome paneled den with coffered ceiling, grand fireplace and beautiful built-ins opens to slate patio. Recent outdoor covered veranda with fireplace, flat screen tv space and grilling area. Kitchen has been exquisitely updated to preserve the past but with incredible functionality for the modern family. Primary bedroom with his and hers baths, walk in closets and ladies dressing room or nursery attached. Third floor offers playroom, storage room, office and workout room. Billiard area in basement is a nod to the past. The amazing lot is almost three acres of professionally landscaped spaces. This one is SPECTACULAR!
112 Stratford Road N
Winston Salem, North Carolina
  • 6 Beds
  • 7 Baths
  • 2.720 Acres
A one of a kind property! This very private acreage location in the heart of the city brings the outside in. Enjoy the screened porch with fireplace, decks, patios, huge fenced area for pets, new landscape timber steps to the lake with private dock and firepit for roasting marshmellows. A truly custom built masterpiece by Buck Horn with walnut moulding and arches, a hidden door access from the library to primary suite, scraped hardwood floors, 8 foot solid doors, 5 fireplaces, a steam shower, dumb waiter, two kitchens and two laundry rooms to name just a few features! The floor plan provides a lower level office with views and hidden murphy bed for stay at home work and overflow guests. The bunk room with barn style door upstairs will serve as the perfect spot for sleep overs, big gatherings, or secondary work from home. This estate provides a comfortable space for everyone designed with elegance and wonderful functionality. Entertain, Relax, Enjoy, Work, Play all from 135 Pine Top!
135 Pine Top Drive
Winston Salem, North Carolina
  • 5 Beds
  • 6 Baths
  • 2.760 Acres
A RARE OPPORTUNITY IN DESIRABLE BUENA VISTA. This gorgeous one-owner estate offers handcrafted millwork and treasured space. It is centrally located near shops, restaurants, parks, schools & hospitals. Grand dual staircase foyer opens to magnificent 2 story great room with fireplace, built-ins, wet bar & wine cellar! Open dine in kitchen with fireplace. Formal dining room. Spa style master bath with dual walk-in steam shower, jacuzzi & water closet. Guest suite with separate entrance, private deck, dry sauna & plumbed for kitchenette! Outdoor kitchen is perfect for alfresco dining and offers extra outdoor entertaining space. Sunroom overlooks a large heated in-ground pool.
2040 Georgia Avenue
Winston Salem, North Carolina
  • 6 Beds
  • 8 Baths
  • 0.660 Acres
Superlative luxury downsizing opportunity (if over 5,700 sq feet of classy living can really be "downsizing")...Custom designed & built by Keith Rogers Homes for original owner, the property features rear alley access to garage; newly designed 1800+ ft of courtyard-enclosed outdoor living with heated, saltwater pool, pool house with bath; kitchen, fireplace and entertainment area perfect to entertain a crowd or enjoy privately. Extraordinary primary suite features most generous his&her closets ("rooms" better describes these areas), luxury bath, fireplace and pool access. Recent top-of-the-line kitchen, ML guest suite, Brazilian cherry floors, elevator, wine cellar, and large flexible-use upper level spaces. HOA landscaping maintenance enhances the comfortable lifestyle. A one of a kind property! Shown by listing agent with appointment. Matterport tour available. Supplemental info sheet can be provided to seriously interested parties.
5134 Ballincourt Lane
Winston Salem, North Carolina
  • 3 Beds
  • 6 Baths
  • 0.260 Acres
In the heart of Buena Vista, this 6 bedroom, picturesque, 2 story house has been beautifully renovated throughout. Inviting front porch, perfect for rocking chairs! Lovely foyer leads to elegant paneled living room, ML Primary bedroom with his/her closets & private office. Gourmet kitchen adjoins superbly sunlit Great room with fireplace which opens to a covered porch overlooking meticulous landscaping and EXTRAORDINARY hardscape added in 2017. Hardscape includes stainless steel kitchen, granite countertops, gas fireplace and patio. LL includes a game room and large recreation room with fireplace. Perfect for entertaining! Other features include exercise room, dog run, exterior lighting and pre-inspection!
2507 Woodbine Road
Winston Salem, North Carolina
  • 6 Beds
  • 6 Baths
  • 0.430 Acres
This superlative offering, in the heart of Buena Vista, is one of the most iconic homes in Winston Salem. Built in 1931 by the Hanes family, this superb example of the Neo-Classical Palladian style shows a keen eye for luxury and detail. The grand dimensions of the rooms on the main level are perfectly laid out for entertaining, having a formal, yet comfortable flow. Large windows bring generous light to each room, especially in the large sunroom wing. The main level features two lovely bedrooms, including the primary suite, each with beautifully renovated bathrooms. Upstairs, two large guest rooms, one of which has an attached nursery, each have pristine en-suite baths. The lower level features a fully equipped guest suite with full bath and generous office space - perfect for working from home. Situated on a manicured 1.2 acre lot, the Ludowici 100 year tile roof was replaced, sparing no expense in 2017. Do not miss this unique opportunity. There is not another home like it in W-S!
370 Stratford Road N
Winston Salem, North Carolina
  • 5 Beds
  • 5 Baths
  • 1.200 Acres
Stunning French inspired 2 story on acre plus lot in prime location. Fine attention to detail, extra large rooms, gracious formal area with large entry hall-perfect for entertaining. Large den opens to a gorgeous blue stone terrace. Huge eat-in kitchen and butler's pantry. Banquet size dining room with an elegant fireplace. Large main level primary, four huge bedrooms upstairs. Lower level has gym, flex-room/6th BR with split bath. Double basement garage with 2 storage rooms, Climate controlled wine cellar.
2000 Virginia Road
Winston Salem, North Carolina
  • 5 Beds
  • 5 Baths
  • 1.010 Acres
So much for you to love about this Classic 1937 beauty in the heart of Buena Vista. The gracious rooms are perfect for entertaining and quiet conversation spaces, alike. Amazing attention to detail can be found from floor to ceiling in the moldings, built-ins, mantles and bookcases. The keeping kitchen allows for friends and family to gather and enjoy being together while preparing meals and relaxing by one of the five fireplaces. The book enthusiast will not be disappointed with the study for all their favorite novels. Wander upstairs from the front or back staircase. The back guest bedroom features wide plank reclaimed wood floors. The primary bedroom with fireplace and spacious bath are an owners delight. A recent third floor renovation offers a perfect retreat for teens or guests. Copious amounts of storage and closet space. Charming patios, flowering gardens, sunroom, fenced backyard and attached garage complete this lovely home!
438 Roslyn Road
Winston Salem, North Carolina
  • 5 Beds
  • 6 Baths
  • 0.410 Acres
A William Wallace home in the heart of CC Estates is above and beyond a home of total distinction. This home is what perfection is all about and you will understand the minute you take your first step into this 3 level home with over 4400 square feet. The kitchen has top of the line SS appliances, including 2 Thermidor ovens, custom cabinetry, built in refrigerator and a cozy breakfast area. The formal living room has the most amazing light from the bay window that overlooks the immaculate manicured backyard, lower brick patio, fenced yard.  The den has shiplap walls, built-ins with lighting and a wood burning fireplace (one of 3 FP). The master suite  on the main level is breathtaking. Spacious bath with his/her closets, marble countertops, Garden tub/separate shower. 2nd level has 3 bedrms & 2 renovated bathrms, built-ins and plenty of extra storage. The lower level is made for family recreation/entertaining, complete with half bath, fireplace. An opportunity that will not last!
363 Lynn Avenue
Winston Salem, North Carolina
  • 5 Beds
  • 5 Baths
  • 0.580 Acres
Beautifully maintained home in the heart of Buena Vista. Features include formal LR/DR, sunlit kitchen open to the family room, sunroom with floor to ceiling windows, patio overlooking the pool and landscaped backyard, main-level primary suite with radiant heat bathroom floor, huge walk in closet and fireplace. Upper level features 4 spacious bedrooms and 2 full baths. Lower level playroom with kitchenette, exercise room, sauna, full bath and fireproof safe. Wide plank hardwood floor ( like Dining room ) under carpet in Den. Spacious and yet cozy with the abundance of natural light, 4 fireplaces and limitless options for gatherings!
2720 Forest Drive
Winston Salem, North Carolina
  • 5 Beds
  • 5 Baths
  • 0.750 Acres
Picture perfect Georgian, immaculately maintained and sitting on a rare stunning double lot! This beautiful home features: Remodeled kitchen overlooking the breathtaking backyard; Oversized slate rear patio; Several spacious gathering rooms; Perhaps the best Buena Vista basement I have laid eyes on; 5 suites upstairs plus an office; 1 bdrm apartment with it's own entrance above the garage; Hardwood floors abound this home; Too many amazing details to mention here, you simply need to see it in person to fully take in all it has to offer.
437 Springdale Avenue
Winston Salem, North Carolina
  • 6 Beds
  • 7 Baths
  • 0.540 Acres
Exquisite French Provincial estate in the heart of Buena Vista, situated behind a beautiful privacy wall and surrounded by lush, manicured gardens, outdoor patio and a stone bridge perfect for that post vaccine gathering. Boasting an incredible gourmet eat in kitchen, elegant master suite with a spa like atmosphere, gigantic recreational room and detached home office with private entrance. You will literally feel like you have been transported to France complete with turrets, fountains, a spiral staircase and high ceilings with picturesque views through custom windows! If 4 bedrooms isn't enough, a large unfinished attic could easily be converted into more livable space. This is a must see and a rare opportunity to purchase a unique luxurious property near Reynolda Gardens, Graylyn, shops and restaurants. Stucco inspected by Gareth Jordan in 7/2019 who stated Acrylic Stucco exterior finish is in good condition. Inspection report attached to Residential Property Disclosures.
1000 Keprechian Lane
Winston Salem, North Carolina
  • 4 Beds
  • 4 Baths
  • 0.460 Acres
Stunning renovation of a 1930 classic two-story brick Buena Vista home. This 4 bedroom 4.5 bath home was thoughtfully remodeled by Icon Builders to create the perfect blend of historic charm combined with a very livable floorplan. Spacious kitchen/ great room opens to a screened porch overlooking backyard. Oversized butler’s pantry between dining-room and kitchen. Beautifully finished walkout basement offers the additional flexible space that everyone desires but can never find in historic homes! Wonderful owner suite with large walk-in closet and spa-like bathroom. Upper level laundry conveniently located near bedrooms. This home has fantastic storage and attractive built-ins on all three levels. Located on one of the city’s prettiest streets, just minutes from Reynolda Gardens, Graylyn Estate, shopping areas and downtown.
708 Oaklawn Avenue
Winston Salem, North Carolina
  • 4 Beds
  • 5 Baths
  • 0.360 Acres
Anderson Moore Builders completely rebuilt this home in 2008 (adding 2000 sf). Best of all, it meets today’s most demanding work and study from home lifestyles. Design updates include a modern chef’s kitchen with space for a second refrigerator, en suite bathrooms for every bedroom, a new three-car carport, main floor master suite, and irrigation system. Very abundant open concept for entertaining inside and out.  Basement bonus room with fireplace great for hobbies, workout area or recreation plus expansion sf with a covered outdoor area.   Basement photo darkroom conducive to wine cellar conversion. Envious screened in porch with wood burning fireplace and sun deck. A second deck  off the kitchen is designed for grilling. The most demanding lifestyle is met with solutions in this home.
321 Lynn Avenue
Winston Salem, North Carolina
  • 5 Beds
  • 5 Baths
  • 0.470 Acres
Sophisticated home with large rooms perfect for entertaining in premier section of BV!  Exquisite architectural details with beautiful moldings, marble and hardwood floors, Baldwin hardware, stained glass window and slate roof. Large “Tavern Room” with bar, perfect for office and entertaining. 1 Downstairs bedroom and 3 large bedrooms upstairs including Mastr Ste with private BA. Oversized blue stone patio perfect for relaxing. Two car garage and lots of storage. This one is truly special!
626 Oaklawn Avenue
Winston Salem, North Carolina
  • 4 Beds
  • 5 Baths
  • 0.360 Acres