Homes in ZIP Code 27104

• 

  

  

  /49

  $850,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,975 Sq Ft

  2025 Sussex Ln, Winston Salem, NC 27104

  BEST OFFERS DUE MARCH 3OTH @ 12 PM NOON. Stunning Buena Vista home with exceptional updates throughout! This beautifully updated 4 bedroom, 3.5 bathroom home blends timeless character with thoughtful improvements. The renovated kitchen and bathrooms shine, while a sunroom, den, and cozy dining area with fireplace offer great living and entertaining space. The main level primary suite features a

  

  Meg Keever

  Keller Williams Realty Elite

  (855) 606-6716

  

  2025 Sussex Ln, Winston Salem, NC 27104
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• 

  

  

  /20

  $2,400 Per Month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  122 Cedar Cove Ln, Winston-Salem, NC 27106

  Property Id: 1734145Fully furnished | Utilities included | Month to monthWelcome to the beautiful Cedar Cove community! This peaceful, well manicured, neighborhood is in the heart of town, conveniently located near hospitals, shopping and dining.The upper level, two bedroom, two bathroom, condo offers a spacious living room, dining area, coffee bar, two enclosed patios,

  (201) 685-4518

  122 Cedar Cove Ln, Winston-Salem, NC 27106
• 

  

  

  /28

  $259,000 Sold May 21, 2025

  308 Bexley Dr, Winston Salem, NC 27104

  • 2 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $204/SF
  • 14 Days On Market

  Current Estimated Value $257,292

  Last Listing Agent Thomas McAbee Fader Real Estate at ERA Live Moore

  

  308 Bexley Dr, Winston Salem, NC 27104
• 

  

  

  /22

  Not Listed For Sale

  5447 Hydrangea St, Winston-Salem, NC 27014

  • 3 Beds
  • 2.5 Baths
  • 1,735 Sq Ft
  • Built 2024

  

  5447 Hydrangea St, Winston-Salem, NC 27014

  Last Sold Summary

  • $196/SF
  • 56 Days On Market

  • Last Sold Price $340,000
  • Feb 27, 2025

  Last Listing Agent Justin Barnes Triad Rental Management, LLC
• 

  

  

  /17

  $135,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft

  245 Olde Vineyard Ct Unit 245, Winston Salem, NC 27104

  Welcome to easy, low-maintenance living in the heart of Winston-Salem! This first-floor condo offers ultimate convenience and accessibility—no stairs, no hassle, and easy everyday living.Inside, you’ll find 2 bedrooms, 2 full bathrooms, plus a versatile bonus room perfect for a study, library nook, or home office. Enjoy being minutes from everything: approx. 8–12 min to Novant Forsyth Medical

  

  Rebeca de Jesus Bacilio

  Real Broker LLC

  (866) 854-3351

  

  245 Olde Vineyard Ct Unit 245, Winston Salem, NC 27104
• 

  

  /20

  $2,200 Per Month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  174 Turnwood Ln, Winston-Salem, NC 27104

  Property Id: 2181935Fully furnished | Utilities included | Month to month Welcome to the beautiful Raintree community! This peaceful, well manicured, neighborhood is in the heart of town, conveniently located near hospitals, shopping and dining. The upper-level, two-bedroom, two bathroom condo offers a king-sized bed, spacious living room, dining area, office desk, coffee

  (646) 594-9847

  174 Turnwood Ln, Winston-Salem, NC 27104
• 

  

  /38

  $290,000 Sold Dec 02, 2025

  121 Wellesborough Rd, Winston Salem, NC 27104

  • 3 Beds
  • 2.5 Baths
  • 2,012 Sq Ft
  • Built 1985

  Last Sold Summary

  • 17% Below List Price
  • $144/SF
  • 42 Days On Market

  Current Estimated Value $307,351

  Last Listing Agent Karen Pardue Real Broker LLC

  

  121 Wellesborough Rd, Winston Salem, NC 27104
• 

  

  /29

  Not Listed For Sale

  5435 Hydrangea St, Winston-Salem, NC 27104

  • 4 Beds
  • 2.5 Baths
  • 2,169 Sq Ft
  • Built 2024

  

  5435 Hydrangea St, Winston-Salem, NC 27104

  Last Sold Summary

  • $175/SF
  • 42 Days On Market

  • Last Sold Price $380,000
  • Feb 27, 2025

  Last Listing Agent Jordan Myrick Lennar Corp Sales
• 

  

  /50

  $837,000

  • 5 Beds
  • 3 Baths
  • 3,185 Sq Ft

  420 Burkes Crossing Dr, Winston Salem, NC 27104

  This stunning 5-BR,3-B custom home built in 2021 is loaded with exceptional upgrades throughout and located in a highly sought-after area of Winston-Salem. It is beautifully designed with an open-concept that features a spacious living area highlighted by an elegant, coffered ceiling, fireplace, premium oak wide-plank flooring throughout and craftsman-style trim. The kitchen features a large

  

  Michelle Chapman

  ERA Live Moore

  (844) 768-1387

  

  420 Burkes Crossing Dr, Winston Salem, NC 27104
• 

  

  /20

  $2,200 Per Month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  104 Cedar Cove Ln, Winston-Salem, NC 27104

  Property Id: 1452118Fully furnished | Utilities included | Month to monthVIDEO TOUR: (copy & paste in new browser)Welcome to the beautiful Cedar Cove community! This peaceful, well manicured, neighborhood is in the heart of town, conveniently located near hospitals, shopping and dining.The upper level, two bedroom, two bathroom, condo offers a spacious living

  (201) 885-7721

  104 Cedar Cove Ln, Winston-Salem, NC 27104
• 

  

  /36

  $316,000 Sold May 15, 2025

  340 Hanover Arms Ct Unit D, Winston Salem, NC 27104

  • 3 Beds
  • 2 Baths
  • 1,519 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Above List Price
  • $208/SF
  • 2 Days On Market

  Current Estimated Value $318,655

  Last Listing Agent Mary Uren Leonard Ryden Burr Real Estate

  

  340 Hanover Arms Ct Unit D, Winston Salem, NC 27104
• 

  

  /20

  Not Listed For Sale

  5460 Hydrangea St, Winston-Salem, NC 27104

  • 3 Beds
  • 2.5 Baths
  • 1,994 Sq Ft
  • Built 2024

  

  5460 Hydrangea St, Winston-Salem, NC 27104

  Last Sold Summary

  • $193/SF
  • 135 Days On Market

  • Last Sold Price $383,999
  • Mar 14, 2025

  Last Listing Agent Jordan Myrick Lennar Corp Sales
• 

  

  /50

  $479,900

  • 4 Beds
  • 2.5 Baths
  • 2,562 Sq Ft

  87 Shadylawn Dr, Winston Salem, NC 27104

  Gorgeous well cared for home in a well established neighborhood!! Main level primary suite featuring an amazing walk in custom closet. The suite also features a luxurious new bathroom with a large tile shower. Hardwood floors on the main level with crown molding. Spacious living room has multiple windows, wood burning fireplace, recessed lighting and entrance to the deck. Formal dining room with

  

  Jennifer Hollowell

  Real Broker LLC

  (844) 798-0227

  

  87 Shadylawn Dr, Winston Salem, NC 27104
• 

  

  /16

  $1,690 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,135 Sq Ft
  • House for Rent

  470 Creekway Dr, Winston-Salem, NC 27104

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

  (980) 326-4064

  470 Creekway Dr, Winston-Salem, NC 27104
• 

  

  /43

  $770,000 Sold Oct 14, 2025

  316 Beechcliff Ct, Winston Salem, NC 27104

  • 5 Beds
  • 3.5 Baths
  • 4,742 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Below List Price
  • $162/SF
  • 5 Days On Market

  Current Estimated Value $775,144

  Last Listing Agent Wendy Taylor Keller Williams Realty Elite

  

  316 Beechcliff Ct, Winston Salem, NC 27104
• 

  

  /24

  Not Listed For Sale

  5472 Hydrangea St, Winston-Salem, NC 27104

  • 4 Beds
  • 2.5 Baths
  • 2,169 Sq Ft
  • Built 2024

  

  5472 Hydrangea St, Winston-Salem, NC 27104

  Last Sold Summary

  • $188/SF
  • 1 Day On Market

  • Last Sold Price $407,000
  • Feb 21, 2025

  Last Listing Agent Jordan Myrick Lennar Corp Sales
• 

  

  /35

  $397,900 New Construction

  • 4 Beds
  • 3 Baths
  • 2,405 Sq Ft

  228 Longwood Dr NW, Winston-Salem, NC 27104

  Currently under construction with an estimated completion in July, this home offers a thoughtful layout designed for comfortable living and everyday convenience. The main level offers a bedroom and full bath, ideal for guests or multi-generational living. The open kitchen is designed for both function and style with granite countertops, tile backsplash, custom cabinetry, a center island, walk-in

  

  Jamie Harrelson

  Berkshire Hathaway Home services

  (877) 239-7599

  

  228 Longwood Dr NW, Winston-Salem, NC 27104
• 

  

  /20

  $2,200 Per Month

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft
  • House for Rent

  139 Cedar Cove Ln, Winston-Salem, NC 27104

  Property Id: 2018092Fully furnished | Utilities included | Month to monthWelcome to the beautiful Cedar Cove community! This peaceful, well manicured, neighborhood is in the heart of town, conveniently located near hospitals, shopping and dining.The ground-level, two-bedroom, two bathroom condo offers a king-sized bed, spacious living room, floor-to-ceiling windows, dining

  (646) 787-1241

  139 Cedar Cove Ln, Winston-Salem, NC 27104
• 

  

  /33

  $580,000 Sold May 19, 2025

  2110 Robinhood Rd, Winston Salem, NC 27104

  • 3 Beds
  • 2.5 Baths
  • 2,793 Sq Ft
  • Built 1947

  Last Sold Summary

  • $208/SF
  • 1 Day On Market

  Current Estimated Value $612,169

  Last Listing Agent Mary Preston Yates Leonard Ryden Burr Real Estate

  

  2110 Robinhood Rd, Winston Salem, NC 27104
• 

  

  /50

  Est $1,258,839 Not Listed For Sale

  2720 Forest Dr, Winston Salem, NC 27104

  • 6 Beds
  • 4.5 Baths
  • 4,500 Sq Ft
  • Built 1962

  

  2720 Forest Dr, Winston Salem, NC 27104

  Last Sold Summary

  • 7% Above List Price
  • $261/SF
  • 17 Days On Market

  • Last Sold Price $1,175,000
  • Jul 31, 2024

  Last Listing Agent Charlie Watkins Leonard Ryden Burr Real Estate
• 

  

  /23

  $399,900 New Construction

  • 5 Beds
  • 3 Baths
  • 2,405 Sq Ft

  224 Longwood Dr NW, Winston-Salem, NC 27104

  Currently under construction with an estimated completion in July, this new home offers a thoughtful layout designed for comfortable living and everyday convenience.With 5 bedrooms,3 full baths, and loft,there is plenty of room to live, work, and gather.Main level offers bedroom and full bath, ideal for guests or multi-generational living.Open kitchen designed for both function and style-granite

  

  Jamie Harrelson

  Berkshire Hathaway Home services

  (833) 847-8055

  

  224 Longwood Dr NW, Winston-Salem, NC 27104
• 

  

  /15

  $2,110 Per Month

  • 3 Beds
  • 2 Baths
  • 1,525 Sq Ft
  • House for Rent

  220 Sugarcane Ln, Winston-Salem, NC 27104

  We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

  (336) 866-5417

  220 Sugarcane Ln, Winston-Salem, NC 27104
• 

  

  /19

  $334,999 Sold Feb 04, 2026

  5319 Amaryllis Way, Winston Salem, NC 27104

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $174/SF
  • 5 Days On Market

  Lennar Reynolds Crossing

  5319 Amaryllis Way, Winston Salem, NC 27104
• 

  

  /29

  Est $834,611 Not Listed For Sale

  205 N Pine Valley Rd, Winston Salem, NC 27104

  • 4 Beds
  • 3.5 Baths
  • 2,900 Sq Ft
  • Built 1955

  

  205 N Pine Valley Rd, Winston Salem, NC 27104

  Last Sold Summary

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

  • Last Sold Price $800,000
  • Aug 05, 2024

  Last Listing Agent Molly Haus Leonard Ryden Burr Real Estate
• 

  

  /26

  $389,000

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

  306 Lamplighter Cir, Winston Salem, NC 27104

  One of the largest and most functional end-unit townhomes in this price range, built in 2022 and offering added privacy and a quieter, more comfortable setting. With ~2,500 sq ft, this home features a main-level primary suite with TWO walk-in closets and a well-appointed bath with dual vanity—a rare find—plus a versatile main-level flex room ideal for an office, guest space, or additional living

  Dave Gutheil Redfin Corporation

  

  306 Lamplighter Cir, Winston Salem, NC 27104
• 

  

  /20

  $3,349 Per Month

  • 5 Beds
  • 4 Baths
  • 3,446 Sq Ft
  • House for Rent

  409 Wind Haven Ln NW, Winston-Salem, NC 27104

  This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 5 bedrooms, 4.5 bathrooms, and approximately 3,446 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental

  (336) 866-3050

  409 Wind Haven Ln NW, Winston-Salem, NC 27104
• 

  

  /31

  $240,000 Sold Dec 18, 2025

  107 Chrisfield Cir, Winston Salem, NC 27104

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1984

  Last Sold Summary

  • 6% Below List Price
  • $211/SF
  • 32 Days On Market

  Current Estimated Value $239,636

  Last Listing Agent Bailie Guggeis Hunter Realty & Property Management, LLC

  

  107 Chrisfield Cir, Winston Salem, NC 27104
• 

  

  /25

  Est $288,978 Not Listed For Sale

  4410 Tipperary Place, Winston Salem, NC 27104

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 2008

  

  4410 Tipperary Place, Winston Salem, NC 27104

  Last Sold Summary

  • 3% Above List Price
  • $255/SF
  • 1 Day On Market

  • Last Sold Price $280,000
  • Dec 15, 2023

  Last Listing Agent Emily Phipps Keller Williams Realty Elite
• 

  

  /48

  $199,000

  • Land
  • 14,810 Sq Ft
  • $585,294 per Acre

  1039 Huntingdon Rd, Winston Salem, NC 27104

  Build your dream home on this rare vacant lot in the highly sought-after Sherwood Forest neighborhood. This property offers an existing driveway and basement foundation that you can incorporate into your plans or remove for a completely new design, giving you excellent flexibility. Previous home has been removed, and full city utilities are available for an easier build. The lot features a

  John Shipley Shipley Co LLC

  

  1039 Huntingdon Rd, Winston Salem, NC 27104
• 

  

  /31

  $3,195 Per Month

  • 4 Beds
  • 4 Baths
  • House for Rent

  185 Heatherton Way, Winston Salem, NC 27104

  Well maintained 4 bedroom, 4 bath brick home offering spacious living and thoughtful design throughout. Kitchen features stainless steel appliances, center island, abundant cabinet storage, pantry, and formal dining room with elegant wainscoting. Large living room opens to a bright sunroom overlooking the backyard. Additional sitting room located at the front of the home. Main level guest suite

  Bailie Guggeis Hunter Realty & Property Management, LLC

  

  185 Heatherton Way, Winston Salem, NC 27104
• 

  

  /44

  $585,000 Sold Jul 14, 2025

  6001 Rittenhouse Rd, Winston Salem, NC 27104

  • 3 Beds
  • 2.5 Baths
  • 2,934 Sq Ft
  • Built 1987

  Last Sold Summary

  • $199/SF
  • 3 Days On Market

  Current Estimated Value $582,188

  Last Listing Agent Karen Starets Berkshire Hathaway HomeServices Carolinas Realty

  

  6001 Rittenhouse Rd, Winston Salem, NC 27104
• 

  

  /23

  Est $262,835 Not Listed For Sale

  5773 Fox Ridge Ln, Winston Salem, NC 27104

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2005

  

  5773 Fox Ridge Ln, Winston Salem, NC 27104

  Last Sold Summary

  • 3% Above List Price
  • $182/SF
  • 1 Day On Market

  • Last Sold Price $255,000
  • Jul 10, 2023

  Last Listing Agent Samuel Collins Pro Realty Group
• 

  

  /48

  $567,900

  • 4 Beds
  • 4 Baths
  • 3,046 Sq Ft

  5133 Rockmont Ct, Winston Salem, NC 27104

  PRICE IMPROVEMENT! Meticulously maintained 4 bedroom, 2 full bath, 2 half bath home with finished basement in Mountainview subdivision! Main level boasts generous living areas ideal for gatherings. Step into a welcoming living room featuring a cozy natural gas fireplace, built-in shelving and wet bar - the perfect space for relaxing or entertaining. Just off the living area leads to a screened in

  Christina Miner RE/MAX Preferred Properties

  

  5133 Rockmont Ct, Winston Salem, NC 27104
• 

  

  /13

  $2,000

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 1,156 Sq Ft
  • House for Rent

  306 Horace Mann Ave, Winston-Salem, NC 27104

  This sweet 1940s cottage is centrally located on one of the cutest streets in the city & in the West Highlands-Buena Vista neighborhood! Open concept layout creates an inviting, sunny living space with great flow. Modern kitchen with updated cabinets & tile backsplash overlooks the living room & dining area boasting warm wood floors & large windows. 3 full bedrooms + full bath with oversized

  306 Horace Mann Ave, Winston-Salem, NC 27104
• 

  

  /28

  $360,000 Sold Jul 31, 2025

  1700 Meadowbrook Dr, Winston Salem, NC 27104

  • 2 Beds
  • 2 Baths
  • 1,573 Sq Ft
  • Built 1983

  Last Sold Summary

  • 2% Above List Price
  • $229/SF
  • 1 Day On Market

  Current Estimated Value $367,845

  Last Listing Agent Nancy Huber Berkshire Hathaway HomeServices Carolinas Realty

  

  1700 Meadowbrook Dr, Winston Salem, NC 27104
• 

  

  /26

  Est $251,377 Not Listed For Sale

  5983 Hollow Wood Ct, Winston Salem, NC 27104

  • 2 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • Built 2008

  

  5983 Hollow Wood Ct, Winston Salem, NC 27104

  Last Sold Summary

  • 1% Above List Price
  • $158/SF
  • 88 Days On Market

  • Last Sold Price $250,000
  • Dec 02, 2024

  Last Listing Agent Fotini Casper Jacobs & Brafford Realty, LLC
• 

  

  /49

  $649,000

  • 4 Beds
  • 2.5 Baths
  • 3,599 Sq Ft

  111 Milnor Place, Winston Salem, NC 27104

  Nestled on nearly and acre lot, this 4-bedroom, 2.5-bath home offers well over 3,200 heated sq ft of thoughtfully updated living space. The main level features a spacious living room, bright sunroom, large bonus room, and a welcoming den with hardwood floors, French doors, and abundant natural light. The updated kitchen shines with quartz countertops, stainless steel appliances, and generous

  William Purgason eXp Realty

  

  111 Milnor Place, Winston Salem, NC 27104
• 

  

  /7

  $950 Per Month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  3826 Country Club Rd, Winston Salem, NC 27104

  Welcome to the Convenient 1 Bedroom in Winston-Salem, a charming 2-bedroom, 1-bathroom home located in the heart of Winston Salem, NC. This home offers a perfect blend of comfort and convenience, with easy access to shopping centers and the highway. The property boasts a well-maintained community pool, perfect for those warm summer days. Additionally, the convenience of having laundry facilities

  zachary lancaster Quarters Real Estate Services

  

  3826 Country Club Rd, Winston Salem, NC 27104
• 

  

  /41

  $605,000 Sold Jul 14, 2025

  557 Alpine Rd, Winston-Salem, NC 27104

  • 5 Beds
  • 4.5 Baths
  • 2,928 Sq Ft
  • Built 2025

  Last Sold Summary

  • $207/SF
  • 42 Days On Market

  Current Estimated Value $583,933

  Last Listing Agent Kristin Wooten Leonard Ryden Burr Real Estate

  

  557 Alpine Rd, Winston-Salem, NC 27104
• 

  

  /19

  Est $291,064 Not Listed For Sale

  5969 Fox Point Cir, Winston Salem, NC 27104

  • 3 Beds
  • 2 Baths
  • 1,821 Sq Ft
  • Built 2005

  

  5969 Fox Point Cir, Winston Salem, NC 27104

  Last Sold Summary

  • 1% Below List Price
  • $162/SF
  • 5 Days On Market

  • Last Sold Price $295,000
  • Dec 20, 2024

  Last Listing Agent Carla Parreott Coldwell Banker Advantage

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