Houses for Sale in 27104

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  /50

  $1,245,000

  • 3 Beds
  • 3.5 Baths
  • 3,788 Sq Ft

  112 Brandon Place, Winston Salem, NC 27104

  Rare opportunity in Buena Vista near Forsyth Country Club! This beautifully updated home features a private pool and landscaped grounds—perfect for both relaxing and entertaining. Inside, you'll find extensive updates, including a fully renovated kitchen, den, bar, and half bath, all designed with comfort and style in mind. New hardwood floors enhance the living room, dining room, foyer, hall and

  

  Charles Reece

  Berkshire Hathaway HomeServices Carolinas Realty

  (877) 674-5960

  

  112 Brandon Place, Winston Salem, NC 27104
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  /50

  $699,000

  • 4 Beds
  • 4 Baths
  • 3,629 Sq Ft

  4184 Dimholt Ct, Winston Salem, NC 27104

  This is the tastefully updated Sherwood Forest home you've been looking for. With upgraded bathrooms, oak hardwoods throughout the main floor, remodeled kitchen and more, this home is move in ready! Appreciate the fenced backyard in all four seasons from the heated and cooled sunroom. Enjoy cookouts with the nice open deck. The finished basement provides a great space for kids etc. It’s

  

  Ben Miller

  Triad Home Real Estate LLC

  (844) 551-7585

  

  4184 Dimholt Ct, Winston Salem, NC 27104
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  /47

  $1,385,000

  • 4 Beds
  • 6 Baths
  • 5,240 Sq Ft

  268 S Pine Valley Rd, Winston Salem, NC 27104

  Located in one of WS’s premier neighborhoods, this sprawling 4-bdrm, 4/2 bath ranch offers the perfect blend of elegance, privacy, & resort-style living. Thoughtfully positioned on a gentle curve in the road, the home enjoys a sense of seclusion while being minutes from everything! Designed as an entertainer’s dream, the open-concept main living spaces are lined with walls of windows overlooking

  Kirsten Ririe Leonard Ryden Burr Real Estate

  

  268 S Pine Valley Rd, Winston Salem, NC 27104
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  /40

  $315,000

  • 3 Beds
  • 3 Baths
  • 1,741 Sq Ft

  321 Bexley Dr, Winston Salem, NC 27104

  Beautifully designed home in the sought-after Breckinridge neighborhood! Featuring easy flow from the eat-in kitchen to the oversized living room with handsome flooring and access to the bright and airy sun room. Set back in the neighborhood with a private deck, spacious bedrooms, and a primary suite with walk-in closet and luxurious en suite that boasts a separate shower, skylight, and soaking

  Jason Bragg Leonard Ryden Burr Real Estate

  

  321 Bexley Dr, Winston Salem, NC 27104
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  /36

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,090 Sq Ft

  1140 Chester Rd, Winston Salem, NC 27104

  Here is the ONE LEVEL Sherwood Forest classic that you have been dreaming of! 1140 Chester has plenty of space to spread out, coupled with the prime location and main level floor plan you never thought you would find. Step into the stunning entry with gorgeous tile looking into the oversized living room with fabulous views of the backyard. Handsome hardwoods lead you to the updated kitchen with

  Jason Bragg Leonard Ryden Burr Real Estate

  

  1140 Chester Rd, Winston Salem, NC 27104
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  /43

  $579,900

  • 3 Beds
  • 2 Baths
  • 2,850 Sq Ft

  713 Friar Tuck Rd, Winston Salem, NC 27104

  Nestled on a generous lot in highly sought-after Sherwood Forest, this beautifully updated painted white brick ranch blends classic charm with modern appeal. The lovely 3 bedroom, 2 bath home features timeless curb appeal, classic hardwood floors throughout, and a layout designed for comfort and functionality. The open living areas are filled with natural light, while the large lot offers

  Kristin Wooten Leonard Ryden Burr Real Estate

  

  713 Friar Tuck Rd, Winston Salem, NC 27104
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  /41

  $699,900

  • 3 Beds
  • 4 Baths
  • 2,207 Sq Ft

  1920 Robinhood Rd, Winston Salem, NC 27104

  Why choose Buena Vista? The charm of an older home, thoughtful renovations, natural settings with mature landscaping, sidewalks, cookouts with backyard neighbors, and short walks to Reynolda Gardens, Crossnore Trails, and Bobby Boy, are what make living in the heart of Winston-Salem special. All of that is offered here! With welcoming outdoor spaces on 3 sides, this all one level home has been

  Tori Boysen Berkshire Hathaway HomeServices Carolinas Realty

  

  1920 Robinhood Rd, Winston Salem, NC 27104
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  /34

  $549,900

  • 5 Beds
  • 3.5 Baths
  • 3,056 Sq Ft

  500 Hedgewood Place, Winston Salem, NC 27104

  Beautiful and well-maintained home on a cul-de-sac in Sherwood Forest!! All of your living can be done on the main level, where you will enjoy an updated kitchen and primary bath. This home features additional living space in the basement and upper level; a fully fenced-in backyard and extra storage in the basement. Schedule your showing today!

  Blake Ginther Keller Williams Realty Elite

  

  500 Hedgewood Place, Winston Salem, NC 27104
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  /33

  $540,000

  • 4 Beds
  • 4 Baths
  • 3,332 Sq Ft

  4121 Allistair Rd, Winston Salem, NC 27104

  Discover your dream home in the highly sought-after Sherwood Forest neighborhood! This stunning property boasts over 3,000 sq ft of living space, featuring 4 spacious bedrooms, 2 full baths, and 2 half baths. The primary suite is conveniently located on the main level. Step outside to a beautifully manicured, fully fenced yard where flowers bloom year-round, creating a serene oasis. Relax on the

  Elizabeth Virga Berkshire Hathaway HomeServices Carolinas Realty

  

  4121 Allistair Rd, Winston Salem, NC 27104
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  /29

  $749,900

  • 4 Beds
  • 6 Baths
  • 4,580 Sq Ft

  1012 Glousman Rd, Winston Salem, NC 27104

  Impeccably maintained & cared for, this incredible, spacious immaculate dwelling will "feel like home" the minute you step inside. Outstanding, sought-after New Sherwood location-in one of the best school zones & w/access to every local amenity. Welcoming, large updated kitchen & breakfast room, wonderful covered screened porch too just off kitchen area. Showplace living & dining room. Two large

  Patricia Valier Your Compass Realty

  

  1012 Glousman Rd, Winston Salem, NC 27104
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  /38

  $699,000

  • 3 Beds
  • 3.5 Baths
  • 3,328 Sq Ft

  181 Westhaven Cir, Winston Salem, NC 27104

  This 3-bed, 3.5-bath custom built & beautifully maintained home boasts impeccable craftsmanship & design. Located in the enclave of Westhaven, a highly regarded cluster of homes individually designed w/ close proximity to hospitals, shopping, restaurants & Forsyth Country Club. The elegant foyer sets the stage for a home w/ great traffic flow. A staircase leads to the upper level & lower level.

  Mary Gettys Hardwick Leonard Ryden Burr Real Estate

  

  181 Westhaven Cir, Winston Salem, NC 27104
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  /32

  $665,000

  • 3 Beds
  • 3.5 Baths
  • 2,913 Sq Ft

  112 Westhaven Cir, Winston Salem, NC 27104

  Charming Brick Home in Desirable Westhaven Subdivision – A Must-See! Welcome to this beautiful 3-bedroom, 3-bath brick home located in the sought-after Westhaven subdivision. This spacious and inviting home offers a main-level primary suite for ultimate convenience and privacy. Enjoy cozy evenings in the large living room featuring a working fireplace, perfect for gatherings or quiet nights in.

  John Fox Leonard Ryden Burr Real Estate

  

  112 Westhaven Cir, Winston Salem, NC 27104
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  /48

  $669,000

  • 5 Beds
  • 5 Baths
  • 4,825 Sq Ft

  245 Heathcliff Place, Winston Salem, NC 27104

  Step into this beautifully updated 1985 stunner that truly has it all! Nestled in a tucked-away subdivision in the heart of Winston-Salem, this spacious home offers the perfect blend of tranquility and convenience—just minutes from local amenities yet wrapped in peaceful charm.Inside, you’ll find a dream kitchen designed to impress, a serene and inviting living room, and one of the

  Rhonda Nelson Empyrean Realty

  

  245 Heathcliff Place, Winston Salem, NC 27104
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  /42

  $749,000

  • 2 Beds
  • 2.5 Baths
  • 3,039 Sq Ft

  1756 Meadowbrook Dr, Winston Salem, NC 27104

  Experience the ultimate charm and convenience in this stunning Buena Vista neighborhood home. This delightful property boasts several recent updates and meticulous maintenance. Enjoy the private, wooded views overlooking Meadowbrook Park, this property is a rare find. Plus, enjoy walkable access to restaurants, shops and more!

  Hollan Young Berkshire Hathaway HomeServices Carolinas Realty

  

  1756 Meadowbrook Dr, Winston Salem, NC 27104
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  /24

  $645,000

  • 4 Beds
  • 3.5 Baths
  • 3,324 Sq Ft

  104 Westhaven Cir, Winston Salem, NC 27104

  Charming Tudor in sought after Westhaven Community. There is a large great room with living/dining areas, a beautiful fireplace, abundant windows and exposed beams that opens to a glass enclosed sunroom. The gray and white kitchen has a cozy dining area and a convenient laundry room. Main level primary suite with generous closets and luxurious en suite bath with freestanding tub. Hardwood floors

  Molly Haus Leonard Ryden Burr Real Estate

  

  104 Westhaven Cir, Winston Salem, NC 27104
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  /42

  $579,000

  • 3 Beds
  • 3 Baths
  • 2,345 Sq Ft

  252 Lucerne Ln NW, Winston-Salem, NC 27104

  SELLER OFFERING 10K TOWARDS BUYER CLOSING COSTS OR RATE BUYDOWN! Don't miss this one-of-a-kind Mid Century Modern gem in the popular and conveniently located neighborhood of Gordon Manor! This stunning brick ranch has been tastefully remodeled while keeping many original features. There are two primary bedrooms both with en suite bathrooms! This home has beautiful original fireplaces, hardwood

  Adrienne Casanova Costello Real Estate & Investments Triangle LLC

  

  252 Lucerne Ln NW, Winston-Salem, NC 27104
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  /44

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 3,678 Sq Ft

  1201 Cliffspring Ct, Winston Salem, NC 27104

  This stunning Sherwood home, ideally situated on a corner lot, offers unparalleled convenience to hospitals, restaurants, shopping and neighborhood pool. The open floor plan enhances the spaciousness, allowing for a seamless flow throughout the home. Unwind in the expansive Great room by the fireplace or enjoy the outdoors on the large rear deck. The sitting room provides a perfect spot to relax

  Arlene Rouse Village Realty

  

  1201 Cliffspring Ct, Winston Salem, NC 27104
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  /50

  $1,099,900

  • 4 Beds
  • 3.5 Baths
  • 4,746 Sq Ft

  1000 Keprechian Ln, Winston Salem, NC 27104

  This home has a private setting in the Buena Vista neighborhood, at over 5000 sqft. This 4 bedroom and four bath home has room for everyone to have their own private space. On the main level you will find a large open concept kitchen with dinning area and pantry, family room with second dinning room, living room with 2 fireplaces in the home and a bathroom. On the second level you will be greeted

  Andrea Ochoa Collective Realty LLC

  

  1000 Keprechian Ln, Winston Salem, NC 27104
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  /50

  $599,900 New Construction

  • 4 Beds
  • 3 Baths
  • 2,781 Sq Ft

  508 Surrey Path Trail, Winston Salem, NC 27104

  Step inside this thoughtfully designed Magnolia plan featuring an open-concept layout perfect for today’s lifestyle. The main level offers a spacious bedroom, full bath, and a versatile flex space—ideal for a home office or guest suite. The gourmet kitchen boasts high-end quartz countertops, soft-close shaker cabinetry, stainless steel appliances, a stylish tile backsplash, and an oversized

  Johnny Royall eXp Realty

  

  508 Surrey Path Trail, Winston Salem, NC 27104
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  /50

  $624,900 New Construction

  • 4 Beds
  • 3 Baths
  • 2,811 Sq Ft

  748 Surrey Path Trail, Winston-Salem, NC 27104

  Step inside this thoughtfully designed Magnolia plan featuring an open-concept layout perfect for today’s lifestyle. The main level offers a spacious bedroom, full bath, and a versatile flex space—ideal for a home office or guest suite. The gourmet kitchen boasts high-end quartz countertops, soft-close shaker cabinetry, stainless steel appliances, a stylish tile backsplash, and an oversized

  Johnny Royall eXp Realty

  

  748 Surrey Path Trail, Winston-Salem, NC 27104
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  /50

  $614,900 New Construction

  • 4 Beds
  • 3 Baths
  • 2,811 Sq Ft

  5421 High Valley Ln, Winston-Salem, NC 27104

  Step inside this thoughtfully designed Magnolia plan featuring an open-concept layout perfect for today’s lifestyle. The main level offers a spacious bedroom, full bath, and a versatile flex space—ideal for a home office or guest suite. The gourmet kitchen boasts high-end quartz countertops, soft-close shaker cabinetry, stainless steel appliances, a stylish tile backsplash, and an oversized

  Johnny Royall eXp Realty

  

  5421 High Valley Ln, Winston-Salem, NC 27104
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  /26

  $999,999 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,990 Sq Ft

  Broadmoor, Winston-Salem, NC 27104

  This new two-story home features an inviting open-concept layout on the first floor, blending the kitchen, living and dining areas to maximize interior space. A spacious loft provides a shared living area on the second floor near three secondary bedrooms and the lavish owner’s suite, complete with a spa-inspired bathroom and generous walk-in closet.

  Lennar

  Broadmoor, Winston-Salem, NC 27104
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  /24

  $999,999 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  Whitman, Winston-Salem, NC 27104

  This new two-story home is host to a spacious and flexible open-concept layout on the first floor, blending the kitchen, living and dining areas to maximize interior space. On the second level, two bedrooms and a luxurious owner’s suite surround a versatile and inviting loft. A two-car garage completes the home.

  Lennar

  Whitman, Winston-Salem, NC 27104
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  /23

  $999,999 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,507 Sq Ft

  Coleman, Winston-Salem, NC 27104

  This new two-story home is ready for modern lifestyles. A spacious and flexible open-concept floorplan makes up the first floor, blending the kitchen, living and dining areas to encourage seamless multitasking and entertaining. All three bedrooms are located upstairs near a versatile loft, including the luxe owner’s suite complete with a full-sized bathroom.

  Lennar

  Coleman, Winston-Salem, NC 27104
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  /37

  $525,000

  • 5 Beds
  • 3 Baths
  • 3,022 Sq Ft

  3407 Scarsborough Dr, Winston Salem, NC 27104

  Beautiful brick home, with 5 bedrooms, 3 bathrooms and a great floor plan, there is no wasted spaces in this home. Primary bedroom has 3 closets and an updated double vanity bathroom. Updated and spacious kitchen with an island, beautiful backsplash, lots of natural light and an exit to the outside deck which is great for entertaining. Spacious lower level featuring a large bonus room, two

  Juan Mieryteran Mier Properties

  

  3407 Scarsborough Dr, Winston Salem, NC 27104
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  /43

  $380,000

  • 3 Beds
  • 4 Baths
  • 2,255 Sq Ft

  113 Briar Ridge Cir, Winston Salem, NC 27104

  Welcome to this well-maintained 3-bed, 2 full/2 half-bath home just minutes from the city, shopping, dining, and major highways. Located on a double lot, it offers a 2-car garage, spacious deck, and relaxing swing. Inside features include two gas fireplaces, a finished basement with surround sound and TV, and brand-new carpet upstairs. The furnished primary suite comes with a king bed and more,

  Martin Morales Keller Williams Realty

  

  113 Briar Ridge Cir, Winston Salem, NC 27104
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  /38

  $499,900

  • 3 Beds
  • 3 Baths
  • 2,644 Sq Ft

  2554 Greenwich Rd, Winston Salem, NC 27104

  Totally updated 3 bedroom, 3 bath, brick ranch, featuring main level living plus a surprising amount of space downstairs. With gorgeous tile baths, zero carpet, tons of natural light, and an open concept perfect for entertaining, this home has it ALL! There is a huge basement garage, complete with an oil pit, and still room for workshop. PLUS over 850 sq ft has been finished in the basement

  Stephanie Smith Robertson SWEATT REALTY LLC

  

  2554 Greenwich Rd, Winston Salem, NC 27104
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  /27

  $429,900

  • 4 Beds
  • 2 Baths
  • 2,668 Sq Ft

  1045 Wendover Cir, Winston Salem, NC 27104

  Welcome to this beautifully remodeled 4BR/2BA home on a peaceful cul-de-sac in Buena Vista. Thoughtfully updated, it features original hardwood floors, abundant natural light, and a renovated second bath. The main level offers spacious living and dining areas, while the lower level includes a large den, flexible 4th bedroom or office, and finished space perfect for a gym, playroom, or additional

  Chad Kiger TKG Real Estate

  

  1045 Wendover Cir, Winston Salem, NC 27104
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  /16

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft

  467 Harper St, Winston Salem, NC 27104

  Charming 3-bedroom, 2-bath brick ranch at 467 Harper St, Winston-Salem! This well-maintained home features beautiful hardwood and tile flooring throughout. Perfectly situated near hospitals, shopping, and local amenities, it offers both convenience and comfort. Ideal for anyone seeking a cozy, single-level layout. Contact us to schedule a viewing today!

  Roshan Bhandari Realty One Group Results

  

  467 Harper St, Winston Salem, NC 27104
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  /48

  $1,900,000

  • 4 Beds
  • 4.5 Baths
  • 5,571 Sq Ft

  465 Sheffield Dr, Winston Salem, NC 27104

  This stunning modern Buena Vista home was thoughtfully built in 2004 with amazing attention to detail. At the heart of the home is a dramatic two story living room with floor to ceiling windows, extensive built-ins, and access to a private terrace with fireplace and beautiful views of a half acre wooded lot. Designed with entertaining in mind, the expansive formal areas all showcase the refined

  Molly Haus Leonard Ryden Burr Real Estate

  

  465 Sheffield Dr, Winston Salem, NC 27104
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  /30

  $1,350,000

  • 3 Beds
  • 3.5 Baths
  • 4,096 Sq Ft

  131 Pendleton Ln, Winston Salem, NC 27104

  Discover exceptional space, comfort and craftsmanship in this stunning, custom home built by Trent Adams in 2019. Thoughtfully designed with open concept ideal for modern living and entertaining. The bright gourmet kitchen has a Wolf cooktop, dual built-in ovens and dishwashers, butler’s pantry and walk-in pantry. The beautiful kitchen opens into large great room with custom built-ins and

  Gail Sullivan Berkshire Hathaway HomeServices Carolinas Realty

  

  131 Pendleton Ln, Winston Salem, NC 27104
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  /24

  $375,000

  • 3 Beds
  • 2 Baths
  • 2,002 Sq Ft

  5410 Alamo Dr, Winston Salem, NC 27104

  NO HOA! Discover this incredibly charming 3-bedroom, 2-bathroom home, ideally situated in Winston Salem's most desirable area. This isn't a quick flip; it's been thoughtfully and considerately renovated with attention to every detail, offering the true luxury of one-level living. The finished basement adds an additional 500 square feet of versatile space, complemented by a large unfinished

  Susan Ayers HomeZu

  

  5410 Alamo Dr, Winston Salem, NC 27104
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  /14

  $185,000

  • 2 Beds
  • 1 Bath
  • 783 Sq Ft

  138 S Gordon Dr, Winston Salem, NC 27104

  Great Country Club Location in move in condition. Updated throughout in neutral colors. New roof, flooring, siding and fresh paint. New stainless steel appliance package. Walk to shopping and parks.

  Jon Bruner The Real Estate Works

  

  138 S Gordon Dr, Winston Salem, NC 27104
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  /45

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,183 Sq Ft

  290 Janet Ave, Winston Salem, NC 27104

  Move in Ready! Great location: Within minutes to everything imaginable. Well maintained one level living in established neighborhood with no HOA. Split bedroom plan, primary with en-suite bath, garden tub and separate shower. Walk in closet with adequate shelving. Dining room offers flexible space for those who may need a home office. Large living room with easy to clean vinyl flooring.

  Dan Sawyers RE/MAX Preferred Properties

  

  290 Janet Ave, Winston Salem, NC 27104
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  /47

  $524,900

  • 4 Beds
  • 3.5 Baths
  • 3,302 Sq Ft

  97 Shadylawn Dr, Winston Salem, NC 27104

  Glide into this spacious home in Peacehaven Place of New Sherwood. Easy access to shopping, restaurants & all W/S has to offer! Fresh paint throughout, new carpet upstairs, fresh landscaping, refinished hardwoods on main & replaced windows; Roof 2019 per seller. Entertain in the formal living & dining with great open flow. Spacious kitchen and den hold plenty of friends. Enjoy the peace of nature

  Samuel Collins Pro Realty Group

  

  97 Shadylawn Dr, Winston Salem, NC 27104
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  /48

  $1,250,000

  • 4 Beds
  • 6 Baths
  • 4,548 Sq Ft

  1901 Runnymede Rd, Winston Salem, NC 27104

  This gorgeous transitional brick home on Runnymede with expansive main level living could be yours! Secondary bedrooms located on the second level along with above garage bonus room. Stunning renovated chef's kitchen accented by brick archway is an entertainer's dream. Features include: granite countertops, bay window, stainless appliances, Wolf induction cooktop, Marvel ice maker, and tile

  Teresa Blackburn Keller Williams Realty Elite

  

  1901 Runnymede Rd, Winston Salem, NC 27104
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  /50

  $1,695,000

  • 6 Beds
  • 8 Baths
  • 8,603 Sq Ft

  505 Stonegate Ln, Winston Salem, NC 27104

  This stunning estate, custom-built for the Hanes family, with over 8500 ft.2 of living space on 2+ acres offers a truly private retreat on the edge of Buena Vista-just blocks from Forsyth Country Club. A dramatic two-story foyer greets you & opens to gleaming hardwoods, intricate moldings & elegant formal living & dining spaces. The gourmet kitchen spreads endless counters with a bright & airy

  Thomas McAbee Fader Real Estate at ERA Live Moore

  

  505 Stonegate Ln, Winston Salem, NC 27104
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  /44

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,745 Sq Ft

  304 Braxton Ridge Ct, Winston Salem, NC 27104

  Welcome to this elegant and well-maintained home, nestled on a quiet cul-de-sac in Winston-Salem. The inviting rocking chair front porch, fenced yard, in-ground pool, & storage building make outdoor living a dream. Inside, the main level features an office with wood flooring and crown molding, a warm living room and boxed molding, & a formal dining room with hardwoods and crown molding. The

  Greta Frye Wiley Keller Williams Realty Elite

  

  304 Braxton Ridge Ct, Winston Salem, NC 27104
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  /40

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 1,974 Sq Ft

  949 N Stratford Rd, Winston Salem, NC 27104

  Welcome to your dream home in sought-after Buena Vista! This renovated gem boasts a stunning kitchen featuring luxurious Taj Mahal quartzite countertops, a double oven, and an ideal layout for entertaining. Flow effortlessly from the kitchen to the dining room or step out onto the spacious deck for outdoor gatherings. Natural light highlights the refinished hardwoods and fresh updates throughout.

  Kadie Veille Keller Williams Realty Elite

  

  949 N Stratford Rd, Winston Salem, NC 27104
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  /28

  $254,900

  • 3 Beds
  • 2 Baths
  • 1,327 Sq Ft

  4813 Tiffany Ave, Winston Salem, NC 27104

  This inviting 1.5 story Cape Cod style home is tucked away near the end of a dead end street and offers the perfect blend of privacy and convenience-spacious living room features hardwood flooring and a wood burning fireplace-cozy kitchen opens to dining area-spacious main level primary bedroom offers large walk in closet-laundry alcove on main level-roomy upper level bedrooms with walk in

  Susan Carter Berkshire Hathaway HomeServices Carolinas Realty

  

  4813 Tiffany Ave, Winston Salem, NC 27104

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