Homes in ZIP Code 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 $612,180

  Last Listing Agent Margaret Felts Leonard Ryden Burr Real Estate

  

  165 Pennsylvania Ave, Winston Salem, NC 27104
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  /30

  Est $608,866 Not Listed For Sale

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

  2412 Greenbrier Rd, Winston Salem, NC 27104

  

  2412 Greenbrier Rd, Winston Salem, NC 27104
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  /31

  $348,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,358 Sq Ft

  813 Chancy Ln, Winston Salem, NC 27104

  Welcome to Sherwood Villas - where comfort, charm, and convenience come together in this beautifully maintained 3 bedroom - 21/2 bath home with garage. The main level features gleaming refinished hardwood floors, plantation shutters, and a light filled living and dining area that opens to a private, enclosed courtyard perfect for entertaining or relaxing. A spacious den with built ins and cozy

  Nancy Mershon Mershon Realty

  

  813 Chancy 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 $718,709

  Last Listing Agent Zach Matthews Leonard Ryden Burr Real Estate

  

  2600 Bitting Rd, Winston Salem, NC 27104
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  /50

  Est $1,142,368 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,900 Sq Ft

  523 Westover Ave, Winston Salem, NC 27104

  

  523 Westover Ave, Winston Salem, NC 27104
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  /28

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft

  665 Alpine Rd, Winston Salem, NC 27104

  This beautiful 3-bed, 2-bath home is freshly painted and move-in ready. Step inside to an expansive living room filled with natural light. The kitchen offers a peninsula bar and a sink beneath a sunny window overlooking the backyard. A cozy, floor-to-ceiling wood-burning fireplace anchors the dining area, while built-in shelves and a desk provide the perfect spot for displaying treasured pieces

  Jordan Guy eXp Realty LLC

  

  665 Alpine Rd, Winston Salem, NC 27104
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  /37

  $272,000 Sold Jan 27, 2025

  4216 Cavalier Dr, Winston Salem, NC 27104

  • 4 Beds
  • 2 Baths
  • 2,035 Sq Ft
  • Built 1970

  Last Sold Summary

  • 1% Below List Price
  • $134/SF
  • 2 Days On Market

  Current Estimated Value $282,229

  Last Listing Agent Emily Raulerson Keller Williams Realty

  

  4216 Cavalier Dr, Winston Salem, NC 27104
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  /44

  Est $834,048 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,700 Sq Ft

  520 Westover Ave, Winston Salem, NC 27104

  

  520 Westover Ave, Winston Salem, NC 27104
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  /39

  $289,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  328 Keating Dr, Winston Salem, NC 27104

  Discover the potential in this charming home with one-level living, ideally situated in a highly sought-after area of Winston-Salem. Enjoy the convenience of a prime location with easy access to major highways and local amenities. While it awaits your personal touch and updates, this property boasts an open layout with a huge great room with gas logs, spacious yard, and flat lot, offering endless

  Misty Meadows Coldwell Banker Advantage

  

  328 Keating Dr, Winston Salem, NC 27104
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  /12

  $115,000 Sold Jan 29, 2025

  3824 Country Club Rd Unit F, Winston Salem, NC 27104

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

  Last Sold Summary

  • $135/SF
  • 6 Days On Market

  Current Estimated Value $127,964

  Last Listing Agent Candy Hege Southern Signature Properties

  

  3824 Country Club Rd Unit F, Winston Salem, NC 27104
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  /26

  Est $561,067 Not Listed For Sale

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

  820 Westover Ave, Winston Salem, NC 27104

  

  820 Westover Ave, Winston Salem, NC 27104
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  /36

  $452,000

  • 3 Beds
  • 2 Baths
  • 2,418 Sq Ft

  3503 Kittery Ct, Winston Salem, NC 27104

  This inviting home offers timeless charm combined with thoughtful updates for modern living. Step inside to find bright and spacious living areas that create a warm and welcoming atmosphere. The kitchen features ample cabinetry and counter space, making it a wonderful hub for both everyday meals and entertaining. A generous backyard provides the perfect setting for outdoor gatherings or quiet

  Bishop Smith Mark Spain Real Estate

  

  3503 Kittery Ct, Winston Salem, NC 27104
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  /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

  Last Listing Agent Bobby Mills Tri County Real Estate

  

  3812 Country Club Rd Unit D, Winston Salem, NC 27104
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  /35

  Est $1,066,350 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,000 Sq Ft

  100 Berkeley Place Ct, Winston Salem, NC 27106

  

  100 Berkeley Place Ct, Winston Salem, NC 27106
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  /44

  $399,900

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

  406 S Cliffdale Dr, Winston Salem, NC 27104

  Nestled on a beautiful wooded lot, this classic brick ranch offers over 2100 square feet of comfortable living space & timeless appeal-step inside to a welcoming living room perfect for relaxing or entertaining-spacious den offers a cozy space to unwind by the fireplace & features built ins that add warmth & personality-bright & airy eat in kitchen is filled with natural light & offers an

  Susan Carter Berkshire Hathaway HomeServices Carolinas Realty

  

  406 S Cliffdale Dr, Winston Salem, NC 27104
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  /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

  Last Listing Agent Carrera Poe Tyson Mayberry Poe Realty

  

  3770 Will Scarlet Rd, Winston Salem, NC 27104
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  /27

  Est $764,431 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,702 Sq Ft

  839 N Avalon Rd, Winston Salem, NC 27104

  

  839 N Avalon Rd, Winston Salem, NC 27104
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  /27

  $285,000

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  158 Westmont Dr, Winston Salem, NC 27104

  Charming 2-Bedroom home in Winston - Salemlocated at 158 west Mount Drive,this beautifully renovated 2- bedroom, 2-full- bath home offers modern comfort and style.With 1,060 Sqft of living space, the home features a beautifully updated kitchen with sleek finishes, brand new luxury vinyl plank flooring, and fresh paint throughout. Recent upgrades include a new HVAC system and a modern water

  Gail Garcia EXP Realty LLC

  158 Westmont Dr, Winston Salem, NC 27104
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  /33

  $482,000 Sold May 30, 2025

  107 Carolina Cir, Winston Salem, NC 27104

  • 4 Beds
  • 3 Baths
  • 2,081 Sq Ft
  • Built 1954

  Last Sold Summary

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

  Current Estimated Value $480,532

  Last Listing Agent Jessica Zombek Ferris Keller Williams Realty Elite

  

  107 Carolina Cir, Winston Salem, NC 27104
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  /25

  Est $651,350 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  741 Westover Ave, Winston Salem, NC 27104

  

  741 Westover Ave, Winston Salem, NC 27104
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  /49

  $669,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,849 Sq Ft

  2520 Robinhood Rd, Winston Salem, NC 27106

  Welcome home to this beautifully maintained 4 bedroom, 2.5 bath Cape Cod, offering timeless charm and modern comfort. Step inside to find great natural lighting throughout, highlighting the inviting living and dining areas and creating a warm, yet airy atmosphere. The kitchen overlooks a large entertainer's deck, perfect for hosting gatherings or relaxing outdoors. The spacious backyard offers

  Hollan Young Berkshire Hathaway HomeServices Carolinas Realty

  

  2520 Robinhood Rd, Winston Salem, NC 27106
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  /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 $275,050

  Last Listing Agent Steven Montgomery Berkshire Hathaway HomeServices Carolinas Realty

  

  227 Tipperary Ln, Winston Salem, NC 27104
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  /47

  Est $694,105 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  768 Westover Ave, Winston Salem, NC 27104

  

  768 Westover Ave, Winston Salem, NC 27104
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  /19

  $369,999 New Construction

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

  5640 Hydrangea St, 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

  5640 Hydrangea St, Winston Salem, NC 27104
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  /37

  $706,000 Sold Feb 28, 2025

  2041 Sussex Ln, Winston Salem, NC 27104

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

  Last Sold Summary

  • 10% Above List Price
  • $258/SF
  • 3 Days On Market

  Current Estimated Value $721,928

  Last Listing Agent Debbie DeBruhl Burns Leonard Ryden Burr Real Estate

  

  2041 Sussex Ln, Winston Salem, NC 27104
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  /36

  Est $457,818 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  2514 Greenbrier Rd, Winston Salem, NC 27104

  

  2514 Greenbrier Rd, Winston Salem, NC 27104
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  /37

  $269,900

  • 3 Beds
  • 2.5 Baths
  • 2,242 Sq Ft

  117 Chrisfield Cir, Winston Salem, NC 27104

  Welcome home to 117 Chrisfield Circle! This beautifully updated three-story townhome offers three bedrooms and two and a half baths. Upon entering, you are greeted by a gourmet kitchen featuring a large bay window, beautiful cabinetry, granite countertops & appliances are included. The main level also includes a formal dining room and a cozy living room with a gas fireplace. French doors lead to

  Emily Phipps Keller Williams Realty Elite

  

  117 Chrisfield Cir, Winston Salem, NC 27104
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  /45

  $883,500 Sold Feb 18, 2025

  773 Roslyn Rd, Winston Salem, NC 27104

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

  Last Sold Summary

  • 8% Above List Price
  • $276/SF
  • 4 Days On Market

  Current Estimated Value $913,753

  Last Listing Agent Audrey Fuhrmann Berkshire Hathaway HomeServices Carolinas Realty

  

  773 Roslyn Rd, Winston Salem, NC 27104
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  /18

  Est $231,003 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  2632 Greenbrier Rd Unit D, Winston Salem, NC 27104

  

  2632 Greenbrier Rd Unit D, Winston Salem, NC 27104
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  /50

  $518,900 New Construction

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

  748 Surrey Path Trail, Winston-Salem, NC 27104

  $7,500 builder incentives towards closing costs. 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,

  Johnny Royall eXp Realty

  

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

  $839,500 Sold Mar 18, 2025

  5241 Cedarwood Creek Dr, Winston Salem, NC 27104

  • 4 Beds
  • 4.5 Baths
  • 4,429 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Below List Price
  • $190/SF
  • 36 Days On Market

  Current Estimated Value $848,387

  Last Listing Agent Ginny Burcham Long & Foster Real Estate, Inc

  

  5241 Cedarwood Creek Dr, Winston Salem, NC 27104
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  /30

  Est $944,832 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  1706 Virginia Rd, Winston Salem, NC 27104

  

  1706 Virginia Rd, Winston Salem, NC 27104
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  /46

  $599,900

  • 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

  $486,000 Sold Dec 30, 2024

  164 N Hawthorne Rd, Winston Salem, NC 27104

  • 4 Beds
  • 2 Baths
  • 2,407 Sq Ft
  • Built 1950

  Last Sold Summary

  • 4% Below List Price
  • $202/SF
  • 8 Days On Market

  Current Estimated Value $495,554

  Last Listing Agent Lindsey King R&B Legacy Group

  

  164 N Hawthorne Rd, Winston Salem, NC 27104
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  /29

  Est $622,273 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  418 N Hawthorne Rd, Winston Salem, NC 27104

  

  418 N Hawthorne Rd, Winston Salem, NC 27104
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  /27

  $364,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  411 Holiday St, Winston Salem, NC 27104

  Welcome to this beautifully updated home in the Buena Vista neighborhood, offering the convenience of single-level living. Featuring Calico quartz countertops, stainless steel appliances, and newly refinished wood flooring, the interior blends timeless charm with modern style. The spacious sunroom captures the morning light and overlooks a charming courtyard and thoughtfully updated landscaping.

  Chad Kiger TKG Real Estate

  

  411 Holiday St, Winston Salem, NC 27104
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  /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

  Last Listing Agent Melissa James Keller Williams Realty Elite

  

  120 Carrisbrooke Ln, Winston Salem, NC 27104
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  /27

  Est $581,748 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  272 N Hawthorne Rd, Winston Salem, NC 27104

  

  272 N Hawthorne Rd, Winston Salem, NC 27104
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  /37

  $595,200

  • 4 Beds
  • 4 Baths
  • 3,067 Sq Ft

  5133 Rockmont Ct, Winston Salem, NC 27104

  Stately cul-de-sac home within the new Sherwood Forest’s Mountain View neighborhood featuring 4 Bedrooms, 2 full baths and 2 half baths including an oversized 2 plus car garage, and a finished basement. Hardwoods and crown molding throughout the formal living areas and carpeting on the stairs and bedrooms. House's exterior was recently painted and is vacant and ready for its next owner to enjoy.

  Craig Tribus Beycome Brokerage Realty LLC

  

  5133 Rockmont Ct, Winston Salem, NC 27104
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  /17

  $106,000 Sold Mar 26, 2025

  3812 Country Club Rd, Winston Salem, NC 27104

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

  Last Sold Summary

  • 2% Below List Price
  • $122/SF
  • 10 Days On Market

  Current Estimated Value $119,358

  Last Listing Agent Jamie Purvis RE/MAX Executive

  

  3812 Country Club Rd, Winston Salem, NC 27104

Showing Results 241 - 280, Page 7 of 18