Homes in ZIP Code 27104

• 

  

  

  /39

  $250,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,557 Sq Ft

  4816 Tiffany Ave, Winston Salem, NC 27104

  Welcome to 4816 Tiffany Ave in Winston-Salem! This charming 3-bedroom, 2-bath home offers a comfortable living space with some important updates already taken care of. A brand-new roof and newer HVAC system offer added peace of mind for the next owner. Conveniently located in the Sherwood forest area and near major highways with easy access to shopping, restaurants, and everyday amenities

  

  Samantha Mosley

  Keller Williams Realty Elite

  

  4816 Tiffany Ave, Winston Salem, NC 27104
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• 

  

  

  /6

  $1,200 Per Month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  1640 W Northwest Blvd Unit 6, Winston-Salem, NC 27104

  Discover the perfect blend of comfort, style, and convenience at Highland Commons, an inviting apartment community nestled in the highly desirable West Highlands neighborhood of Winston-Salem.Step inside your beautifully renovated 900 sq ft, 2-bedroom, 1-bath home and experience the fresh sophistication of a modern upgrade. Each unit shines with brand-new stainless-steel appliances,

  1640 W Northwest Blvd Unit 6, Winston-Salem, NC 27104
• 

  

  

  /25

  $145,000

  Sold Mar 09, 2026

  155 Turnwood Ln, Winston Salem, NC 27104

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $142/SF
  • 4 Days On Market

  Current Estimated Value $146,932

  Last Listing Agent Fannie Fleming ERA Live Moore

  

  155 Turnwood Ln, Winston Salem, NC 27104
• 

  

  

  /35

  Est $450,317

  Not Listed For Sale

  212 Kyle Rd NW, Winston-Salem, NC 27104

  • 3 Beds
  • 3 Baths
  • 1,808 Sq Ft
  • Built 2025

  

  212 Kyle Rd NW, Winston-Salem, NC 27104

  Last Sold Summary

  • 120 Days On Market

  Last Listing Agent Mary Uren Leonard Ryden Burr Real Estate
• 

  

  

  /48

  $146,900

  • 1 Bed
  • 1 Bath
  • 920 Sq Ft

  128 Cedar Lake Trail Unit 128, Winston Salem, NC 27104

  Move-in ready upper-level condo offering easy, low-maintenance living! This one-bedroom, one-bath home features a comfortable living area with a fireplace, plus a separate office with built-in shelving—perfect for working from home or creating a cozy reading space. Step outside to the covered back deck overlooking the woods for a peaceful spot to enjoy your morning coffee or unwind at the end of

  

  Jamie Harrelson

  Berkshire Hathaway Home services

  

  128 Cedar Lake Trail Unit 128, Winston Salem, NC 27104
• 

  

  /6

  $1,200 Per Month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  1640 W Northwest Blvd Unit 14, Winston-Salem, NC 27104

  Welcome Home to Highland Commons – Where Classic Charm Meets Modern Living!Marketing DescriptionDiscover the perfect blend of comfort, style, and convenience at Highland Commons, an inviting apartment community nestled in the highly desirable West Highlands neighborhood of Winston-Salem.Step inside your beautifully renovated 900 sq ft, 2-bedroom, 1-bath home and experience the fresh

  1640 W Northwest Blvd Unit 14, 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 $325,642

  Last Listing Agent Karen Pardue Real Broker LLC

  

  121 Wellesborough Rd, Winston Salem, NC 27104
• 

  

  /48

  Est $595,275

  Not Listed For Sale

  555 Alpine Rd, Winston-Salem, NC 27104

  • 4 Beds
  • 3.5 Baths
  • 2,765 Sq Ft
  • Built 2024

  

  555 Alpine Rd, Winston-Salem, NC 27104

  Last Sold Summary

  • 67 Days On Market

  Last Listing Agent Kristin Wooten Leonard Ryden Burr Real Estate
• 

  

  /41

  $250,000

  • 3 Beds
  • 2.5 Baths
  • 1,393 Sq Ft

  420 Herndon Dr, Winston Salem, NC 27104

  Well-kept 3-bedroom brick townhome in an excellent location offering easy, low-maintenance living! Laminate flooring throughout—no carpet! Enjoy being within walking distance to the community pool. The living room features a cozy fireplace and plenty of natural light. The kitchen offers quartz countertops, tile flooring, tile backsplash, built-in microwave, and included appliances. The open

  

  Jennifer Hollowell

  Real Broker LLC

  

  420 Herndon Dr, Winston Salem, NC 27104
• 

  

  /20

  $2,300 Per Month

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

  139 Cedar Cove Ln, Winston-Salem, NC 27104

  Property Id: 2018092 Fully furnished | Utilities included | Month to month 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 ground-level, two-bedroom, two bathroom condo offers a king-sized bed, spacious living room, floor-to-ceiling windows, dining area,

  139 Cedar Cove Ln, 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 $797,635

  Last Listing Agent Wendy Taylor Keller Williams Realty Elite

  

  316 Beechcliff Ct, Winston Salem, NC 27104
• 

  

  /12

  Est $119,852

  Not Listed For Sale

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

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

  

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

  Last Sold Summary

  • 160 Days On Market

  Last Listing Agent Jamie Purvis RE/MAX Executive
• 

  

  /29

  $350,000

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

  4811 Spilsby Ln, Winston Salem, NC 27104

  Welcome to this move-in ready brick ranch nestled on a beautiful homesite in a prime Winston-Salem location. Offering timeless curb appeal and comfortable one-level living, this home blends classic character with everyday functionality. Step inside to discover inviting living spaces filled with natural light, creating a warm and welcoming atmosphere for relaxing or entertaining. The kitchen

  Tracy Edwards Redfin Corporation

  

  4811 Spilsby Ln, Winston Salem, NC 27104
• 

  

  /16

  $1,895 Per Month

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft
  • House for Rent

  5025 Mereworth Ct, Winston-Salem, NC 27104

  This home is move-in ready. Schedule your tour now or start your application today.Set in Winston-Salem, NC, this inviting 3-bedroom, 2-bathroom home offers a comfortable layout with thoughtful features and bright living spaces throughout.The living room welcomes you with luxury vinyl plank (LVP) flooring, built-in shelving, and chair rail molding that adds character to the

  5025 Mereworth Ct, 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

  5319 Amaryllis Way, Winston Salem, NC 27104
• 

  

  /12

  Est $95,374

  Not Listed For Sale

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

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

  

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

  Last Sold Summary

  • 160 Days On Market

  Last Listing Agent Jamie Purvis RE/MAX Executive
• 

  

  /50

  $2,100,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 5,670 Sq Ft

  2810 Club Park Rd, Winston Salem, NC 27104

  Timeless elegance overlooking Forsyth Country Club, this exceptional 1938 Buena Vista home offers a rare blend of architectural significance, thoughtful updates, and prime location. Designed by renowned Winston-Salem architects Northup & O'Brien, the home reflects the enduring influence of Reynolda-era architecture. A striking green Ludowici-Celadon tile roof, impressive stone chimneys, gracious

  Josh Loew Leonard Ryden Burr Real Estate

  

  2810 Club Park Rd, Winston Salem, NC 27104
• 

  

  /20

  $2,100 Per Month

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

  174 Turnwood Ln, Winston-Salem, NC 27104

  Property Id: 2181935 Fully 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 bar,

  174 Turnwood Ln, 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 $244,608

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

  

  107 Chrisfield Cir, Winston Salem, NC 27104
• 

  

  /15

  Est $154,468

  Not Listed For Sale

  159 Turnwood Ln, Winston Salem, NC 27104

  • 2 Beds
  • 2 Baths
  • 969 Sq Ft
  • Built 1980

  

  159 Turnwood Ln, Winston Salem, NC 27104

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Chris Potts Local R.E. Inc.
• 

  

  /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
• 

  

  /12

  $1,500 Per Month

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  320 Keating Dr, Winston-Salem, NC 27104

  Property Id: 2808402 Price is turn key, just bring your toothbrush! Less than 5 miles from both hospitals, I40 and shopping centers. Apprx 1100 SF. Small fenced courtyard. In home office, BA has walk in shower. This is part of a house with no one upstairs and no shared anything, even walls. Off street parking & kitchen ready for cooking. Prefer 3 month minimum lease but can discuss.

  320 Keating Dr, Winston-Salem, NC 27104
• 

  

  /16

  $455,000

  Sold Mar 27, 2026

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

  • 4 Beds
  • 3 Baths
  • 2,389 Sq Ft
  • Built 2020

  Last Sold Summary

  • $190/SF
  • 11 Days On Market

  Current Estimated Value $455,870

  Last Listing Agent Blake Ginther Keller Williams Realty Elite

  

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

  

  /21

  Not Listed For Sale

  5484 Hydrangea St, Winston-Salem, NC 27104

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

  

  5484 Hydrangea St, Winston-Salem, NC 27104

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Jordan Myrick Lennar Corp Sales
• 

  

  /32

  $85,000

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft

  3822 Country Club Rd Unit I, Winston Salem, NC 27104

  Come on up! This second-floor, one-bedroom condo packs surprising space into an easy-to-maintain layout. Tucked at the end of its section of the shared second-floor walkway, there's no pass-through foot traffic to other units outside your front door. Step inside to a spacious living room with vinyl plank flooring, crown molding, and room to make it your own. The eat-in kitchen offers plenty of

  LauraBeth Frantz Southern Signature Properties

  

  3822 Country Club Rd Unit I, Winston Salem, NC 27104
• 

  

  /9

  $1,200 Per Month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  1640 W Northwest Blvd Unit 9, Winston-Salem, NC 27104

  Discover the perfect blend of comfort, style, and convenience at Highland Commons, an inviting apartment community nestled in the highly desirable West Highlands neighborhood of Winston-Salem.Step inside your beautifully renovated 900 sq ft, 2-bedroom, 1-bath home and experience the fresh sophistication of a modern upgrade. Each unit shines with brand-new stainless-steel appliances,

  1640 W Northwest Blvd Unit 9, Winston-Salem, NC 27104
• 

  

  /32

  $245,000

  Sold May 21, 2026

  5910 Hollow Wood Ct, Winston Salem, NC 27104

  • 2 Beds
  • 2.5 Baths
  • 1,530 Sq Ft
  • Built 2010

  Last Sold Summary

  • 2% Below List Price
  • $160/SF
  • 13 Days On Market

  Current Estimated Value $245,257

  Last Listing Agent Lisa Hill Keller Williams Realty Elite

  

  5910 Hollow Wood Ct, Winston Salem, NC 27104
• 

  

  /22

  Not Listed For Sale

  5466 Hydrangea St, Winston-Salem, NC 27104

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

  

  5466 Hydrangea St, Winston-Salem, NC 27104

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Jordan Myrick Lennar Corp Sales
• 

  

  /25

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,142 Sq Ft

  3021 Kinnamon Rd, Winston Salem, NC 27104

  Welcome to this beautifully updated 3-bedroom, 2-bathroom home, offering modern upgrades and timeless charm! Step inside to updated fixtures and refinished hardwood floors that shine throughout. The kitchen and dining room now boast brand-new flooring, enhancing the seamless open flow into the spacious living area. The upgraded kitchen features granite countertops, a stylish new backsplash, and

  Chad Kiger TKG Real Estate

  

  3021 Kinnamon Rd, Winston Salem, NC 27104
• 

  

  /18

  $1,695 Per Month

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • House for Rent

  137 Carrisbrooke Ln, Winston-Salem, NC 27104

  Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 3-bedroom, 2-bathroom rental home in Winston-Salem, NC, has a lot to offer; does it check all your

  137 Carrisbrooke Ln, Winston-Salem, NC 27104
• 

  

  /18

  $344,999

  Sold Feb 04, 2026

  5296 Amaryllis Way, Winston Salem, NC 27104

  • 3 Beds
  • 2.5 Baths
  • 2,036 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 18% Below List Price
  • $169/SF
  • 5 Days On Market

  5296 Amaryllis Way, Winston Salem, NC 27104
• 

  

  /20

  Not Listed For Sale

  5457 Hydrangea St, Winston-Salem, NC 27104

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

  

  5457 Hydrangea St, Winston-Salem, NC 27104

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Jordan Myrick Lennar Corp Sales
• 

  

  /46

  $565,000

  $10K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,188 Sq Ft

  3443 Scarsborough Dr, Winston Salem, NC 27104

  Charming two-story in Forestdale! This home is amazing! Four spacious bedrooms, two and a half baths, and a two-car attached garage with workshop and shelving-bonus room off garage entry. Formal living and dining rooms, a sunny breakfast area, and a second-floor den/loft that flexes to fit your life. Gorgeous hardwoods and high ceilings. Fully fenced backyard with a wood deck, mature landscaping,

  Tracey Shrouder 360 Realty

  

  3443 Scarsborough Dr, Winston Salem, NC 27104
• 

  

  /20

  $2,100 Per Month

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

  122 Cedar Cove Ln, Winston-Salem, NC 27106

  Property Id: 1734145 Fully furnished | Utilities included | Month to month 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 room, dining area, coffee bar, two enclosed patios, washer

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

  

  /44

  $163,500

  Sold Jul 07, 2026

  109 Cedar Lake Trail Unit 109, Winston Salem, NC 27104

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Below List Price
  • $154/SF
  • 4 Days On Market

  Current Estimated Value $164,450

  Last Listing Agent Sheila Sanders RE/MAX Realty Consultants

  

  109 Cedar Lake Trail Unit 109, Winston Salem, NC 27104
• 

  

  /17

  Not Listed For Sale

  5453 Hydrangea St, Winston-Salem, NC 27104

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

  

  5453 Hydrangea St, Winston-Salem, NC 27104

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Jordan Myrick Lennar Corp Sales
• 

  

  /33

  $443,000

  Open Sun 2AM - 5PM $16K PRICE DROP

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

  117 Marian Ln, Winston Salem, NC 27104

  Located in Sherwood Forest, this open-concept home blends original character with modern functionality. Majorly renovated in 2019, it features refinished hardwood floors, abundant natural light, and an updated kitchen with generous workspace for cooking and entertaining. Three renovated full bathrooms and a finished basement with a bedroom, full bath, and bonus area provide flexible space for

  Scott Nichols Weichert Realtors Triad Associates

  

  117 Marian Ln, Winston Salem, NC 27104
• 

  

  /15

  $2,250 Per Month

  • 3 Beds
  • 3.5 Baths
  • 2,517 Sq Ft
  • House for Rent

  317 Natalie Dr, Winston-Salem, NC 27104

  Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 3-bedroom, 3.5-bathroom rental home in Winston Salem, NC, has a lot to offer; does it check all your

  317 Natalie Dr, Winston-Salem, NC 27104
• 

  

  /36

  $220,000

  Sold Jan 06, 2026

  246 Piccadilly Dr, Winston Salem, NC 27104

  • 3 Beds
  • 2 Baths
  • 1,261 Sq Ft
  • Built 1956

  Last Sold Summary

  • 2% Below List Price
  • $174/SF
  • 21 Days On Market

  Current Estimated Value $224,938

  Last Listing Agent Spencer Harrell Real Broker LLC

  

  246 Piccadilly Dr, Winston Salem, NC 27104
• 

  

  /19

  Not Listed For Sale

  5478 Hydrangea St, Winston-Salem, NC 27104

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

  

  5478 Hydrangea St, Winston-Salem, NC 27104

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Jordan Myrick Lennar Corp Sales

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