Homes in ZIP Code 27104

• 

  

  

  /47

  Est $711,526

  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

  • 2 Days On Market
• 

  

  

  /23

  $332,999

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,735 Sq Ft

  Crestwind Plan at Reynolds Crossing, Winston-Salem, NC 27104

  This new two-story home was designed with busy families in mind. The first floor features a family room for shared moments, a breakfast room for memorable meals, a kitchen for inspired cooking and a patio for outdoor enjoyment. Upstairs are three bedrooms including the luxe owner’s suite for restful nights and a loft that adds shared living space.

  Lennar Builder

  5412 Hydrangea St Unit 36035419, Winston-Salem, NC 27104
• 

  

  

  /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 $625,451

  Last Listing Agent Margaret Felts Leonard Ryden Burr Real Estate

  

  165 Pennsylvania Ave, Winston Salem, NC 27104
• 

  

  

  /50

  Est $1,085,832

  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 Days On Market
• 

  

  

  /25

  $290,000

  Open Sat 2PM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  103 Briar Ridge Cir, Winston Salem, NC 27104

  Welcome home to this charming 3-bedroom, 2-bathroom townhouse conveniently located near Winston-Salem, NC. Offering comfortable living and low-maintenance convenience, this well-designed home features a spacious floor plan with plenty of natural light throughout. The inviting living area flows seamlessly into the kitchen and dining space, creating the perfect setting for everyday living and

  Travis Rayburn Coldwell Banker Advantage

  

  103 Briar Ridge Cir, Winston Salem, NC 27104
• 

  

  /24

  $425,000

  Sold Apr 09, 2026

  559 Alpine Rd, Winston-Salem, NC 27104

  • 3 Beds
  • 2.5 Baths
  • 2,091 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $203/SF
  • 110 Days On Market

  Current Estimated Value $426,452

  Last Listing Agent Kristin Wooten Leonard Ryden Burr Real Estate

  

  559 Alpine Rd, Winston-Salem, NC 27104
• 

  

  /50

  Est $850,810

  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

  • 5 Days On Market
• 

  

  /20

  $329,900

  Under Contract

  • 2 Beds
  • 1 Bath
  • 1,305 Sq Ft

  426 Horace Mann Ave, Winston Salem, NC 27104

  Storybook charm meets backyard paradise in this Buena Vista bungalow! Nestled on a quiet street near downtown, medical centers, shopping, dining, and schools, this 1925 gem offers the character buyers crave and the outdoor living they dream about. Step outside to a beautifully landscaped, fully fenced backyard with mature trees, colorful perennials, hydrangeas, multiple entertaining decks, and a

  Sandy Elliott Howard Hanna Allen Tate - Winston Salem

  

  426 Horace Mann Ave, Winston Salem, NC 27104
• 

  

  /47

  $440,000

  Sold May 18, 2026

  737 Hertford Rd, Winston Salem, NC 27104

  • 3 Beds
  • 1.5 Baths
  • 2,223 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Above List Price
  • $198/SF
  • 3 Days On Market

  Current Estimated Value $433,455

  Last Listing Agent Joe Luck One Source NC Realty

  

  737 Hertford Rd, Winston Salem, NC 27104
• 

  

  /38

  Est $1,144,169

  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

  • 2 Days On Market
• 

  

  /25

  $139,000

  $10K PRICE DROP Under Contract

  • 2 Beds
  • 2 Baths
  • 1,126 Sq Ft

  129 Forest View Dr Unit 140B, Winston Salem, NC 27104

  Don't miss your chance to own this second floor condo conveniently located just off country club rd. The home features an open layout, large living room with a beautiful wood burning fireplace, low maintenance laminate floors throughout the main living areas. The kitchen offers lots of counter top space, updated appliances and a pantry! Spacious primary bedroom features twin closets, a balcony

  Guilan Yates United Realty Group Inc

  

  129 Forest View Dr Unit 140B, Winston Salem, NC 27104
• 

  

  /28

  $112,500

  Sold Dec 22, 2025

  3812 Country Club Rd Unit D, Winston Salem, NC 27104

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Below List Price
  • $130/SF
  • 9 Days On Market

  Current Estimated Value $113,825

  Last Listing Agent Bobby Mills Tri County Real Estate

  

  3812 Country Club Rd Unit D, Winston Salem, NC 27104
• 

  

  /50

  Est $1,166,927

  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

  • 7 Days On Market
• 

  

  /31

  $227,900

  $22K PRICE DROP Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  4984 Chrisfield Ln, Winston Salem, NC 27104

  Charming 2 bedroom, 2.5 bath brick townhome with fresh paint, brand new carpet, and an open floor plan perfect for everyday living and entertaining. All appliances convey, making this home truly move in ready. HOA includes water, exterior front yard and common areas maintenance, and community pool access for low-maintenance living at its best!

  Shannon Burns Leonard Ryden Burr Real Estate

  

  4984 Chrisfield Ln, Winston Salem, NC 27104
• 

  

  /24

  $200,000

  Sold Apr 23, 2026

  320 Oak Arbor Ln, Winston Salem, NC 27104

  • 2 Beds
  • 2.5 Baths
  • 1,374 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $146/SF
  • 19 Days On Market

  Current Estimated Value $200,844

  Last Listing Agent Tao Zhang Fathom Realty

  

  320 Oak Arbor Ln, Winston Salem, NC 27104
• 

  

  /46

  Est $1,138,161

  Not Listed For Sale

  767 Arbor Rd, Winston Salem, NC 27104

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft
  • Built 1950

  

  767 Arbor Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 0 Days On Market
• 

  

  /50

  $549,000

  Pending

  • 3 Beds
  • 3 Baths
  • 3,204 Sq Ft

  1117 Huntingdon Rd, Winston Salem, NC 27104

  Nestled in one of Winston-Salem's most beloved neighborhoods, this classic Sherwood Forest ranch is the kind of home you can grow into and never want to leave. Set on a beautifully private half-acre lot, the spacious main level offers 3 bedrooms, 2 full baths, and a natural flow between living and entertaining spaces. Cozy up beside any of the home's three fireplaces - located in the living room,

  Camden Bouchard Fader Real Estate at ERA Live Moore

  

  1117 Huntingdon Rd, Winston Salem, NC 27104
• 

  /2

  $830,000

  Sold Mar 02, 2026

  655 Hertford Rd, Winston Salem, NC 27104

  • 3 Beds
  • 2.5 Baths
  • 3,401 Sq Ft
  • Built 1998

  Last Sold Summary

  • $244/SF
  • 0 Days On Market

  Current Estimated Value $835,936

  Last Listing Agent Amy Didier Howard Hanna Allen Tate - Winston Salem

  

  655 Hertford Rd, Winston Salem, NC 27104
• 

  

  /40

  Est $1,431,208

  Not Listed For Sale

  630 N Stratford Rd, Winston Salem, NC 27104

  • 4 Beds
  • 4.5 Baths
  • 3,900 Sq Ft
  • Built 2019

  

  630 N Stratford Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 2 Days On Market
• 

  

  /32

  $639,000

  Pending

  • 3 Beds
  • 3 Baths
  • 3,739 Sq Ft

  440 Sherwood Forest Rd, Winston Salem, NC 27104

  A rare blend of convenience and privacy, thoughtfully updated and impeccably maintained! Nestled into a well established, in-town neighborhood, this elegant, spacious all-brick home offers gracious living and dining rooms and a beautifully renovated, well-appointed kitchen with an eat-in island. Lovely main-level primary suite with great closet space and luxurious bath featuring an oversized,

  Peggy Gheesling Berkshire Hathaway HomeServices Carolinas Realty

  

  440 Sherwood Forest Rd, Winston Salem, NC 27104
• 

  

  /46

  $591,000

  Sold Nov 25, 2025

  3770 Will Scarlet Rd, Winston Salem, NC 27104

  • 5 Beds
  • 4.5 Baths
  • 4,020 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Below List Price
  • $147/SF
  • 55 Days On Market

  Current Estimated Value $600,363

  Last Listing Agent Carrera Poe Tyson Mayberry Poe Realty

  

  3770 Will Scarlet Rd, Winston Salem, NC 27104
• 

  

  /49

  Est $1,210,943

  Not Listed For Sale

  830 Roslyn Rd, Winston Salem, NC 27104

  • 4 Beds
  • 3.5 Baths
  • 3,495 Sq Ft
  • Built 1968

  

  830 Roslyn Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 0 Days On Market
• 

  

  /36

  $529,000

  Open Sun 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,672 Sq Ft

  104 Candlewyck Dr, Winston Salem, NC 27104

  It’s here! Classic architectural charm meets modern convenience. This low-maintenance, half-timbered brick Tudor is tucked into a quiet enclave just minutes from hospitals, shopping, dining and all Winston has to offer. Enjoy main-level living with the primary suite and laundry downstairs, with huge bonus rooms upstairs if needed! From the copper-covered entry to the timeless paver-patio out

  Clare Fader Fader Real Estate at ERA Live Moore

  

  104 Candlewyck Dr, Winston Salem, NC 27104
• 

  

  /33

  $280,000

  Sold Jul 24, 2025

  227 Tipperary Ln, Winston Salem, NC 27104

  • 2 Beds
  • 2 Baths
  • 1,093 Sq Ft
  • Built 1947

  Last Sold Summary

  • 2% Above List Price
  • $256/SF
  • 1 Day On Market

  Current Estimated Value $275,746

  Last Listing Agent Steven Montgomery Berkshire Hathaway HomeServices Carolinas Realty

  

  227 Tipperary Ln, Winston Salem, NC 27104
• 

  

  /40

  Est $601,057

  Not Listed For Sale

  843 Sylvan Rd, Winston Salem, NC 27104

  • 3 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • Built 1951

  

  843 Sylvan Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 1 Day On Market
• 

  

  /22

  $415,500

  $34K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,325 Sq Ft

  5040 Whitewood Ln, Winston-Salem, NC 27104

  New construction with 1 year builder warranty. Close proximity to shopping, dining, and entertainment. Call your agent today for a private showing or additional information. Listing agent does not offer dual agency. Builder working with city to get approval to pave road. There will be a private driveway maintenance agreement between all four new homes as city maintenance ends as subdivision

  Veronika Weidl Prestige Real Estate LLC

  

  5040 Whitewood Ln, Winston-Salem, NC 27104
• 

  

  /43

  $310,000

  Sold Jun 17, 2026

  1245 N Peace Haven Rd, Winston-Salem, NC 27104

  • 3 Beds
  • 2 Baths
  • 1,889 Sq Ft
  • Built 1955

  Last Sold Summary

  • 11% Below List Price
  • $164/SF
  • 25 Days On Market

  Current Estimated Value $335,293

  Last Listing Agent Royda Turman Keller Williams Realty Elite

  

  1245 N Peace Haven Rd, Winston-Salem, NC 27104
• 

  

  /45

  Est $961,283

  Not Listed For Sale

  773 Roslyn Rd, Winston Salem, NC 27104

  • 4 Beds
  • 3.5 Baths
  • 3,204 Sq Ft
  • Built 1940

  

  773 Roslyn Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 4 Days On Market
• 

  

  /50

  $835,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 3,965 Sq Ft

  115 Surrey Path Ct, Winston Salem, NC 27104

  Beautifully situated in a quiet cul-de-sac within Sherwood Forest. From the moment you arrive, this inviting home has so much curb appeal with a stoned patio and covered side entrance. Inside it offers 4 bedrooms and 4 1⁄2 bathrooms. The large kitchen has granite countertops and stainless-steel appliances, separate breakfast room alongside the beautiful keeping room with woodburning fireplace.

  Brenna Fallin Berkshire Hathaway HomeServices Carolinas Realty

  

  115 Surrey Path Ct, Winston Salem, NC 27104
• 

  

  /48

  $220,000

  Sold Mar 05, 2026

  111 Chrisfield Cir, Winston Salem, NC 27104

  • 2 Beds
  • 2.5 Baths
  • 1,504 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Below List Price
  • $146/SF
  • 19 Days On Market

  Current Estimated Value $222,336

  Last Listing Agent Delana Newsom The Agency - Newsom Homes

  

  111 Chrisfield Cir, Winston Salem, NC 27104
• 

  

  /28

  Est $687,830

  Not Listed For Sale

  747 Sylvan Rd, Winston Salem, NC 27104

  • 4 Beds
  • 3.5 Baths
  • 2,400 Sq Ft
  • Built 1949

  

  747 Sylvan Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 24 Days On Market
• 

  

  /36

  $695,000

  Open Sun 2AM - 5PM $20K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,554 Sq Ft

  1700 Lynwood Ave, Winston Salem, NC 27104

  A century of story on a leafy corner of West Highlands — tucked between West End and Buena Vista, a stone's throw from Baptist Hospital. This 100-year-old Dutch Colonial wears its age beautifully: original hardwoods, wood-burning fireplace, crown molding, and light-filled rooms you don't get in new builds. This year alone the owners added fresh exterior paint, a brand-new patio and pergola, and a

  Garrett Andersson The Andersson Group

  

  1700 Lynwood Ave, Winston Salem, NC 27104
• 

  

  /34

  $415,000

  Sold May 18, 2026

  5639 Bassford Ct, Winston Salem, NC 27104

  • 4 Beds
  • 2.5 Baths
  • 2,602 Sq Ft
  • Built 1980

  Last Sold Summary

  • 1% Above List Price
  • $159/SF
  • 0 Days On Market

  Current Estimated Value $406,346

  Last Listing Agent Sarah Chrysson Keller Williams Realty Elite

  

  5639 Bassford Ct, Winston Salem, NC 27104
• 

  

  /27

  Est $561,202

  Not Listed For Sale

  722 Sylvan Rd, Winston Salem, NC 27104

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1948

  

  722 Sylvan Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 1 Day On Market
• 

  

  /18

  $178,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  625 Balfour Rd Unit 110, Winston Salem, NC 27104

  Excellent condition condo with easy access off Country Club Rd, near Peace Haven, minutes from 421. Bright sunroom (large new windows). New carpet and some paint. Large living room with attractive fireplace. Primary bedroom has ensuite bath, and second bedroom plus hall bath. Nice HOA amenities including pool.

  Jim Baucom,CRS Coldwell Banker Advantage

  

  625 Balfour Rd Unit 110, Winston Salem, NC 27104
• 

  

  /5

  $89,000

  Sold Jun 23, 2026

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

  • 1 Bed
  • 1 Bath
  • 662 Sq Ft
  • Built 1967

  Last Sold Summary

  • 11% Below List Price
  • $134/SF
  • 139 Days On Market

  Current Estimated Value $97,597

  Last Listing Agent Donna Kiger Real Broker LLC

  

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

  

  /42

  Est $1,503,321

  Not Listed For Sale

  620 Arbor Rd, Winston Salem, NC 27104

  • 6 Beds
  • 4.5 Baths
  • 5,900 Sq Ft
  • Built 1927

  

  620 Arbor Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 6 Days On Market
• 

  

  /22

  $357,999

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  Bradford Plan at Reynolds Crossing, Winston-Salem, NC 27104

  At the heart of this new two-story home is a spacious, open-concept floorplan designed for shared living and entertaining. It includes a sprawling Great Room, a fully equipped kitchen with a center island and an adjacent breakfast nook, which extends further out into a desirable patio. Residing on the top floor is a versatile loft surrounded by two secondary bedrooms and a tranquil owner’s suite.

  Lennar Builder

  5412 Hydrangea St Unit 36035421, Winston-Salem, NC 27104
• 

  

  /36

  $300,000

  Sold Nov 04, 2025

  120 Carrisbrooke Ln, Winston Salem, NC 27104

  • 2 Beds
  • 2 Baths
  • 1,972 Sq Ft
  • Built 1982

  Last Sold Summary

  • 6% Below List Price
  • $152/SF
  • 21 Days On Market

  Current Estimated Value $305,991

  Last Listing Agent Melissa James Keller Williams Realty Elite

  

  120 Carrisbrooke Ln, Winston Salem, NC 27104
• 

  

  /30

  Est $616,873

  Not Listed For Sale

  2412 Greenbrier Rd, Winston Salem, NC 27104

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1942

  

  2412 Greenbrier Rd, Winston Salem, NC 27104

  Last Sold Summary

  • 4 Days On Market

Showing Results 241 - 280, Page 7 of 18