Homes in ZIP Code 27104

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  /38

  $269,000 Sold Oct 08, 2025

  435 Lynhaven Dr, Winston Salem, NC 27104

  • 2 Beds
  • 1.5 Baths
  • 1,450 Sq Ft
  • Built 1920

  Last Sold Summary

  • $186/SF
  • 2 Days On Market

  Current Estimated Value $264,577

  Last Listing Agent Kristy Garrett Coldwell Banker Advantage

  

  435 Lynhaven Dr, Winston Salem, NC 27104
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  /33

  Est $585,680 Not Listed For Sale

  910 N Stratford Rd, Winston Salem, NC 27104

  • 3 Beds
  • 2.5 Baths
  • 2,275 Sq Ft
  • Built 1952

  

  910 N Stratford Rd, Winston Salem, NC 27104

  Last Sold Summary

  • $257/SF
  • 1 Day On Market

  Last Sold Price $585,000

  Last Listing Agent Nancy Huber Berkshire Hathaway HomeServices Carolinas Realty
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  /44

  $4,990,000 Pending

  • 6 Beds
  • 13 Baths
  • 19,574 Sq Ft

  1067 E Kent Rd, Winston Salem, NC 27104

  A rare offering of timeless sophistication, this privately gated estate is nestled on 7.22 manicured acres in the heart of Buena Vista. Built in 2002, the residence showcases a grand foyer, Brazilian cherry flooring, 10 gas fireplaces, and a luxurious primary suite with dual bathrooms & closets, each with heated floors. Four additional bedrooms all with en-suite bathrooms are located in the main

  Alissa Floyd Premier Sotheby's International Realty

  

  1067 E Kent Rd, Winston Salem, NC 27104
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  /23

  $379,999 Sold Aug 14, 2025

  5507 Hydrangea St, Winston-Salem, NC 27104

  • 4 Beds
  • 2.5 Baths
  • 2,158 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $176/SF
  • 15 Days On Market

  Lennar Reynolds Crossing

  5507 Hydrangea St, Winston-Salem, NC 27104
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  /37

  Est $721,285 Not Listed For Sale

  2041 Sussex Ln, Winston Salem, NC 27104

  • 3 Beds
  • 3 Baths
  • 2,737 Sq Ft
  • Built 1951

  

  2041 Sussex Ln, Winston Salem, NC 27104

  Last Sold Summary

  • 2% Above List Price
  • $258/SF
  • 3 Days On Market

  Last Sold Price $706,000

  Last Listing Agent Debbie DeBruhl Burns Leonard Ryden Burr Real Estate
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  /5

  $99,900

  • 1 Bed
  • 1 Bath
  • 662 Sq Ft

  3816 Country Club Rd Unit C, Winston Salem, NC 27104

  Fantastic investment opportunity in the heart of Winston-Salem! The community features a sparkling pool, on-site laundry facilities, and HOA dues that conveniently cover water and sewer. Centrally located with easy access to shopping, dining, and major highways, this property is an excellent addition to any rental portfolio.

  Donna Kiger Real Broker LLC

  

  3816 Country Club Rd Unit C, Winston Salem, NC 27104
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  /19

  $255,000 Sold Feb 11, 2026

  200 Blake St, Winston Salem, NC 27104

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1957

  Last Sold Summary

  • $197/SF
  • 9 Days On Market

  Current Estimated Value $251,062

  Last Listing Agent Dan Sawyers RE/MAX Preferred Properties

  

  200 Blake St, Winston Salem, NC 27104
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  /33

  Est $1,036,054 Not Listed For Sale

  2042 Sussex Ln, Winston Salem, NC 27104

  • 4 Beds
  • 4.5 Baths
  • 3,100 Sq Ft
  • Built 2001

  

  2042 Sussex Ln, Winston Salem, NC 27104

  Last Sold Summary

  • 4% Above List Price
  • $323/SF
  • 14 Days On Market

  Last Sold Price $1,000,000

  Last Listing Agent Clare Fader Fader Real Estate at ERA Live Moore
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  /39

  $305,000

  • 2 Beds
  • 2.5 Baths
  • 1,648 Sq Ft

  270 Ridgehaven Dr, Winston Salem, NC 27104

  Looking for a well finished updated home in Breckinridge with even more possibilities? This is it!This spacious 2 br 2 and a half bath home could be expanded even more to the unfinished basement that is already plumbed if needed for additional living space or used as is for storage. Enjoy the convenience of the circular drive for access to the main level and park in the attached basement 2

  Stephen Lawing Leonard Ryden Burr Real Estate

  

  270 Ridgehaven Dr, Winston Salem, NC 27104
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  /34

  $237,500 Sold Oct 27, 2025

  360 Grand Ct, Winston Salem, NC 27104

  • 4 Beds
  • 2 Baths
  • 2,380 Sq Ft
  • Built 1961

  Last Sold Summary

  • 32% Below List Price
  • $100/SF
  • 58 Days On Market

  Current Estimated Value $268,792

  Last Listing Agent Pam Matthews Howard Hanna Allen Tate - Winston Salem

  

  360 Grand Ct, Winston Salem, NC 27104
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  /39

  Est $517,434 Not Listed For Sale

  785 N Stratford Rd, Winston Salem, NC 27104

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • Built 1960

  

  785 N Stratford Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 8% Above List Price
  • $209/SF
  • 45 Days On Market

  Last Sold Price $480,000

  Last Listing Agent Christine Bresky
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  /41

  $385,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,192 Sq Ft

  813 Horncastle Rd, Winston Salem, NC 27104

  Fantastic opportunity to own this lovely open floor plan home nestled on a private 0.51-acre wooded lot. This home is a must-see! Beautiful hardwood floors on the main level flow through the great room, kitchen, and dining area. The great room features a vaulted ceiling, built-ins, and a stone fireplace, and it opens to the dining area and sunny, inviting kitchen. Enjoy some quiet time in the

  Cindy Rosenberg Berkshire Hathaway HomeServices Carolinas Realty

  

  813 Horncastle Rd, Winston Salem, NC 27104
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  /31

  $789,000 Sold Jun 18, 2025

  1425 Willow Woods Way, Winston Salem, NC 27104

  • 4 Beds
  • 3.5 Baths
  • 3,490 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Above List Price
  • $226/SF
  • 0 Days On Market

  Current Estimated Value $790,468

  Last Listing Agent Sarah Chrysson Keller Williams Realty Elite

  

  1425 Willow Woods Way, Winston Salem, NC 27104
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  /43

  Est $720,233 Not Listed For Sale

  930 Oaklawn Ave, Winston Salem, NC 27104

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • Built 1952

  

  930 Oaklawn Ave, Winston Salem, NC 27104

  Last Sold Summary

  • 4% Above List Price
  • $232/SF
  • 1 Day On Market

  Last Sold Price $695,000

  Last Listing Agent Jason Bragg Leonard Ryden Burr Real Estate
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  /31

  $895,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,415 Sq Ft

  1801 Georgia Ave, Winston Salem, NC 27104

  *Offer deadline 3/7/26 at 12:00PM*Stunning mid-century home inspired by renowned architect George Matsumoto. Filled with iconic elements-nine foot ceilings, walls of windows, rich parquet flooring, a cantilevered staircase, and classic Herman Miller bubble lamps. The kitchen features white oak cabinetry, quartz countertops, a designer tile backsplash, and stainless steel appliances. A

  Molly Haus Leonard Ryden Burr Real Estate

  

  1801 Georgia Ave, Winston Salem, NC 27104
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  /34

  $484,900 Sold Mar 23, 2026

  849 Chester Rd, Winston Salem, NC 27104

  • 3 Beds
  • 2 Baths
  • 1,860 Sq Ft
  • Built 1956

  Last Sold Summary

  • 8% Above List Price
  • $261/SF
  • 2 Days On Market

  Current Estimated Value $440,685

  Last Listing Agent Noah Wilkerson Leonard Ryden Burr Real Estate

  

  849 Chester Rd, Winston Salem, NC 27104
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  /38

  Est $711,737 Not Listed For Sale

  908 Arbor Rd, Winston Salem, NC 27104

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft
  • Built 1962

  

  908 Arbor Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 17% Above List Price
  • $218/SF
  • 33 Days On Market

  Last Sold Price $610,000

  Last Listing Agent Denise Hickman Berkshire Hathaway HomeServices Carolinas Realty
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  /48

  $599,500 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,073 Sq Ft

  4118 Chatham Hill Dr, Winston Salem, NC 27104

  All of this can be yours - the search has ended! Custom-built by Craig Carter. Excellent flow for entertaining- living room, formal dining room, den w cathedral ceiling, gas log fireplace, and wet bar open to gigantic recent rear deck. Dining-kitchen has 3-seat island, tons of cabinets.Kitchen and both baths have been upgraded.Lower level daylight playroom with gas logs opens to a screened porch

  George Munford Berkshire Hathaway HomeServices Carolinas Realty

  

  4118 Chatham Hill Dr, Winston Salem, NC 27104
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  /28

  $220,000 Sold Aug 19, 2025

  5765 Fox Ridge Ln, Winston Salem, NC 27104

  • 2 Beds
  • 2.5 Baths
  • 1,213 Sq Ft
  • Built 2005

  Last Sold Summary

  • $181/SF
  • 1 Day On Market

  Current Estimated Value $216,567

  Last Listing Agent Greta Frye Wiley Keller Williams Realty Elite

  

  5765 Fox Ridge Ln, Winston Salem, NC 27104
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  /44

  Est $607,471 Not Listed For Sale

  911 Arbor Rd, Winston Salem, NC 27104

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1954

  

  911 Arbor Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 10% Above List Price
  • $275/SF
  • 65 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Kristin Ranson Leonard Ryden Burr Real Estate
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  /39

  $339,999 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft

  5295 Amaryllis Way, Winston Salem, NC 27104

  This brand-new two-story home features an inviting open-concept layout on the first floor consisting of a stylish kitchen, breakfast nook and Great Room for seamless entertaining. Three bedrooms are located upstairs, including the expansive owner’s suite, which includes dual walk-in closet and an en-suite bathroom. A two-car garage completes the home.

  Lennar Builder

  5295 Amaryllis Way, Winston Salem, NC 27104
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  /37

  $415,000 Sold Dec 02, 2025

  3128 Kinnamon Rd, Winston Salem, NC 27104

  • 3 Beds
  • 3 Baths
  • 2,704 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Below List Price
  • $153/SF
  • 55 Days On Market

  Current Estimated Value $412,048

  Last Listing Agent Leigh U. Cortesis Berkshire Hathaway HomeServices Carolinas Realty

  

  3128 Kinnamon Rd, Winston Salem, NC 27104
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  /47

  Est $701,623 Not Listed For Sale

  901 Arbor Rd, Winston Salem, NC 27104

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1955

  

  901 Arbor Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 10% Above List Price
  • $256/SF
  • 2 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Lauren Hernandez Triad's Finest Real Estate by eXp Realty
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  /38

  $699,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,870 Sq Ft

  1365 Reynolda Rd, Winston Salem, NC 27104

  OPEN HOUSE CANCELLED! UNDER CONTRACT 3/21 Less than 10 minutes to Wake Forest Baptist Medical Center and moments from downtown Winston-Salem, this beautifully renovated Buena Vista home offers an exceptional blend of convenience, privacy, and timeless charm. This total renovation includes a fully waterproofed basement and major updates such as new windows, HVAC, plumbing, and electrical. Set on

  Amanda Heath Berkshire Hathaway HomeServices Carolinas Realty

  

  1365 Reynolda Rd, Winston Salem, NC 27104
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  /45

  $520,000 Sold Mar 31, 2025

  3610 Dewsbury Rd, Winston Salem, NC 27104

  • 3 Beds
  • 2 Baths
  • 2,909 Sq Ft
  • Built 1961

  Last Sold Summary

  • 5% Below List Price
  • $179/SF
  • 17 Days On Market

  Current Estimated Value $517,087

  Last Listing Agent Maria Chrysson R&B Legacy Group

  

  3610 Dewsbury Rd, Winston Salem, NC 27104
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  /50

  Est $1,025,263 Not Listed For Sale

  784 N Stratford Rd, Winston Salem, NC 27104

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft
  • Built 1928

  

  784 N Stratford Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 2% Below List Price
  • $339/SF
  • 2 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Ashley Lay Keller Williams Realty Elite
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  /24

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,389 Sq Ft

  5125 Old Plantation Cir, Winston Salem, NC 27104

  This wonderfully maintained 3 bed, 2 bath home offers easy main-level living filled with natural light and comfort. The open floor plan creates a seamless flow between living spaces, while the screened-in porch and back deck invite you to unwind and enjoy the outdoors. The primary bedroom features walk-in closet and large bath with jetted tub, separate shower and double vanity. Nestled in a

  Noah Wilkerson Leonard Ryden Burr Real Estate

  

  5125 Old Plantation Cir, Winston Salem, NC 27104
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  /32

  $355,000 Sold Oct 16, 2025

  316 Wiley Ave, Winston Salem, NC 27104

  • 3 Beds
  • 1.5 Baths
  • 1,372 Sq Ft
  • Built 1954

  Last Sold Summary

  • 4% Below List Price
  • $259/SF
  • 49 Days On Market

  Current Estimated Value $341,973

  Last Listing Agent Chad Kiger TKG Real Estate

  

  316 Wiley Ave, Winston Salem, NC 27104
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  /50

  Est $808,626 Not Listed For Sale

  767 Oaklawn Ave, Winston Salem, NC 27104

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1926

  

  767 Oaklawn Ave, Winston Salem, NC 27104

  Last Sold Summary

  • 11% Above List Price
  • $290/SF
  • 5 Days On Market

  Last Sold Price $726,200

  Last Listing Agent Lloyd Dillon Berkshire Hathaway HomeServices Carolinas Realty
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  /35

  $1,795,000

  • 5 Beds
  • 4.5 Baths
  • 5,465 Sq Ft

  540 N Stratford Rd, Winston Salem, NC 27104

  This exquisite, grand home in the heart of Buena Vista redefines luxury w/its stunning combination of Energy Star Silver Certified construction & historic craftsmanship. Thoughtfully designed by Alan Fletcher, the soaring ceilings, stunning millwork, coffered ceilings & transom windows reflect a meticulous attention to detail & quality. Gourmet kitchen features a Wolf range & walk-in

  Abby Atwell Keller Williams Realty Elite

  

  540 N Stratford Rd, Winston Salem, NC 27104
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  /47

  $505,500 Sold May 14, 2025

  333 Knollwood St, Winston Salem, NC 27104

  • 4 Beds
  • 3.5 Baths
  • 2,646 Sq Ft
  • Built 1972

  Last Sold Summary

  • 1% Above List Price
  • $191/SF
  • 0 Days On Market

  Current Estimated Value $514,314

  Last Listing Agent Amy Scheid R&B Legacy Group

  

  333 Knollwood St, Winston Salem, NC 27104
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  /38

  Est $793,879 Not Listed For Sale

  748 Oaklawn Ave, Winston Salem, NC 27104

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • Built 1925

  

  748 Oaklawn Ave, Winston Salem, NC 27104

  Last Sold Summary

  • 16% Above List Price
  • $297/SF
  • 6 Days On Market

  Last Sold Price $682,000

  Last Listing Agent Denise Hickman Berkshire Hathaway HomeServices Carolinas Realty
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  /32

  $179,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,198 Sq Ft

  630 Balfour Rd Unit 184, Winston Salem, NC 27104

  Welcome to 630 Balfour Rd in Winston-Salem! This charming condo offers comfortable, low-maintenance living in a convenient location close to shopping, dining, and major highways. The home features a functional layout with inviting living spaces, making it a great option for first-time buyers, downsizers, or investors looking for a strong rental opportunity. Residents can also enjoy access to the

  Briana Portillo R&B Legacy Group

  

  630 Balfour Rd Unit 184, Winston Salem, NC 27104
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  /6

  $145,000 Sold Oct 17, 2025

  203 Driftwood Ln, Winston Salem, NC 27104

  • 2 Beds
  • 2 Baths
  • 981 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $148/SF
  • 18 Days On Market

  Current Estimated Value $144,122

  Last Listing Agent V. Shannon Conrad Shannon Conrad & Associates, Inc.

  

  203 Driftwood Ln, Winston Salem, NC 27104
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  /38

  Est $1,143,630 Not Listed For Sale

  740 Oaklawn Ave, Winston Salem, NC 27104

  • 5 Beds
  • 4.5 Baths
  • 3,900 Sq Ft
  • Built 1940

  

  740 Oaklawn Ave, Winston Salem, NC 27104

  Last Sold Summary

  • 29% Above List Price
  • $227/SF
  • 2 Days On Market

  Last Sold Price $885,000

  Last Listing Agent Molly Haus Leonard Ryden Burr Real Estate
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  /48

  $1,750,000 Under Contract

  • 4 Beds
  • 5 Baths
  • 4,727 Sq Ft

  2801 Country Club Rd, Winston Salem, NC 27104

  This move-in ready Buena Vista beauty welcomes you with a stunning entrance hall and elegant staircase, leading into spacious formal living areas ideal for entertaining. The expansive family room, featuring built-ins and cozy fireplace, flows seamlessly into a recently added porch with its own fireplace-perfect for enjoying the beautifully landscaped extra side lot included with this property.

  Molly Haus Leonard Ryden Burr Real Estate

  

  2801 Country Club Rd, Winston Salem, NC 27104
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  /27

  $625,000 Sold Jul 23, 2025

  165 Pennsylvania Ave, Winston Salem, NC 27104

  • 3 Beds
  • 2 Baths
  • 2,231 Sq Ft
  • Built 1946

  Last Sold Summary

  • 4% Below List Price
  • $280/SF
  • 5 Days On Market

  Current Estimated Value $607,319

  Last Listing Agent Margaret Felts Leonard Ryden Burr Real Estate

  

  165 Pennsylvania Ave, Winston Salem, NC 27104
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  /50

  Est $1,154,804 Not Listed For Sale

  781 Arbor Rd, Winston Salem, NC 27104

  • 4 Beds
  • 4 Baths
  • 3,900 Sq Ft
  • Built 1983

  

  781 Arbor Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 10% Above List Price
  • $269/SF
  • 7 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Anna Kathryn Reece Berkshire Hathaway HomeServices Carolinas Realty
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  /32

  $690,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,397 Sq Ft

  1835 Sussex Ln, Winston Salem, NC 27104

  Showings start Wednesday 3/11/26*Pictures to come Tuesday 3/10/26*Welcome to your private retreat on this lush, half-acre corner lot—where space, style, and comfort come together seamlessly. This 4-bdrm, 3-ba charmer offers the perfect blend of modern updates and timeless appeal. Step inside to a fully renovated kitchen featuring high-end finishes, sleek countertops, custom cabinetry, and

  Robin Pfefferkorn Leonard Ryden Burr Real Estate

  

  1835 Sussex Ln, Winston Salem, NC 27104
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  /36

  $725,000 Sold May 21, 2025

  2600 Bitting Rd, Winston Salem, NC 27104

  • 3 Beds
  • 3.5 Baths
  • 3,057 Sq Ft
  • Built 1954

  Last Sold Summary

  • 7% Below List Price
  • $237/SF
  • 27 Days On Market

  Current Estimated Value $709,688

  Last Listing Agent Zach Matthews Leonard Ryden Burr Real Estate

  

  2600 Bitting Rd, Winston Salem, NC 27104

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