Homes in ZIP Code 27105

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  /6

  $2,500 Pending

  • Land
  • 32,234 Sq Ft
  • $3,378 per Acre

  0 Phelps Cir NE, Winston-Salem, NC 27105

  Now accepting offers exclusively from adjoining property owners. If no qualifying offers are received then this auction will be made public on May 14, 2025. This is a residue property owned by NCDOT and is being sold via online auction. It presents a rare chance to acquire land in Forsyth County through a streamlined auction process. The property is identified as GIS# 6829-55-0266.00 and NCDOT#

  Reynolds Mcfarlane Carolina Land Experts

  0 Phelps Cir NE, Winston-Salem, NC 27105
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  /15

  $1,225 Per Month

  • 3 Beds
  • 1 Bath
  • House for Rent

  921 NE 22nd St, Winston-Salem, NC 27105

  Welcome to 921 NE 22nd St Winston-Salem, NC 27105 3 Bedroom, 1 Bathroom Home for Rent in Winston-Salem, NC Introducing 921 NE 22nd St , a comfortable home offering a functional layout and well-maintained living spaces. This 3 -bedroom, 1 -bathroom property includes essential amenities to support everyday living with ease. Key Features: *3 Bedrooms *1 Bathroom *Bright Living Area *Stove Included

  921 NE 22nd St, Winston-Salem, NC 27105
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  /46

  $270,000 Sold Jul 10, 2025

  4140 Northampton Dr, Winston Salem, NC 27105

  • 3 Beds
  • 2 Baths
  • 1,703 Sq Ft
  • Built 1998

  Last Sold Summary

  • 7% Below List Price
  • $159/SF
  • 17 Days On Market

  Current Estimated Value $284,601

  Last Listing Agent Jennifer Brandenburg Keller Williams Realty Elite

  

  4140 Northampton Dr, Winston Salem, NC 27105
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  /16

  Est $139,326 Not Listed For Sale

  5416 Old Walkertown Rd, Winston Salem, NC 27105

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • Built 1924

  

  5416 Old Walkertown Rd, Winston Salem, NC 27105

  Last Sold Summary

  • 217% Above List Price
  • $73/SF
  • 149 Days On Market

  • Last Sold Price $44,000
  • May 15, 2024

  Last Listing Agent Steven Czumaj Carolina Home Partners by eXp Realty
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  /6

  $78,296 Pending

  • Land
  • 6.35 Acres
  • $12,330 per Acre

  0 Westover Dr, Winston-Salem, NC 27105

  Discover 6.35 acres of opportunity in a steadily growing area. Zoned RS20 and suitable for residential development possibilities, this property offers public water access and dual street connections via Green Acres St and Chestnut Way. Ideal for developers and investors looking to capitalize on the area's upward growth, this parcel is well-positioned for future success. The land being sold via

  Reynolds Mcfarlane Carolina Land Experts

  0 Westover Dr, Winston-Salem, NC 27105
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  /2

  $795 Per Month

  • 2 Beds
  • 1 Bath
  • Apartment for Rent

  1439 Clark Ave, Winston Salem, NC 27105

  Michael Swinson Home Real Estate Co.

  

  1439 Clark Ave, Winston Salem, NC 27105
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  /15

  $80,000 Sold May 16, 2025

  209 E 24th St, Winston Salem, NC 27105

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft
  • Built 1946

  Last Sold Summary

  • 20% Below List Price
  • $81/SF
  • 20 Days On Market

  Current Estimated Value $84,000

  Last Listing Agent Clement Little Howard Hanna Allen Tate - Winston Salem

  

  209 E 24th St, Winston Salem, NC 27105
• 

  

  /23

  Est $321,627 Not Listed For Sale

  4150 New Walkertown Rd, Winston Salem, NC 27105

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1996

  

  4150 New Walkertown Rd, Winston Salem, NC 27105

  Last Sold Summary

  • 5% Below List Price
  • $262/SF
  • 21 Days On Market

  • Last Sold Price $340,000
  • May 16, 2023

  Last Listing Agent Barbara Papp Howard Hanna Allen Tate Oak Ridge Commons
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  /3

  $25 Pending

  • Land
  • 20,037 Sq Ft
  • $54 per Acre

  5025 Appalachian Rd, Winston-Salem, NC 27105

  Calling all investors! Here's your chance to acquire a valuable piece of land in Winston-Salem through an exciting auction event. Buyer is responsible for all due diligence regarding the property. Street access and lot size are not guaranteed and should be verified independently by the buyer. GIS# 6838-88-3395.00 NCDOT# 260940. Please note, this is an online Auction. Buyers should be prepared for

  Reynolds Mcfarlane Carolina Land Experts

  5025 Appalachian Rd, Winston-Salem, NC 27105
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  /6

  $795 Per Month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  2332 N Cherry St Unit 2332-A, Winston-Salem, NC 27105

  This 2 bedroom, 1 bathroom downstairs apartment has electric heat, a wall a/c unit, with carpet and luxury vinyl plank flooring. Stove and refrigerator are included in the monthly rent.Call our office if you are interested at ! You may come to our office between 8:30 a.m. and 5 p.m. to check out a key. We require a refundable $10.00 deposit per key, cash only, and a photocopy of a

  2332 N Cherry St Unit 2332-A, Winston-Salem, NC 27105
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  /46

  $263,000 Sold Sep 23, 2025

  4376 Oak Ridge Dr, Winston Salem, NC 27105

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft
  • Built 1991

  Last Sold Summary

  • 1% Above List Price
  • $166/SF
  • 4 Days On Market

  Current Estimated Value $259,141

  Last Listing Agent Spencer Webster Coast to Coast Realty Group

  

  4376 Oak Ridge Dr, Winston Salem, NC 27105
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  /39

  Est $316,565 Not Listed For Sale

  3739 Drexel St, Winston Salem, NC 27105

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1980

  

  3739 Drexel St, Winston Salem, NC 27105

  Last Sold Summary

  • 6% Above List Price
  • $176/SF
  • 11 Days On Market

  • Last Sold Price $300,000
  • Aug 09, 2024

  Last Listing Agent Amber Evans Refined Roots Realty Co
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  /17

  $199,900

  • 3 Beds
  • 1 Bath
  • 1,324 Sq Ft

  3908 Leo St, Winston Salem, NC 27105

  Charming three-bedroom cottage conveniently located in Winston-Salem. The property features a spacious double lot, hardwood flooring in the living room, and laminate flooring in the kitchen and bedrooms. It includes two bedrooms on the main level and one on the upper level, which also offers ample storage space. There are numerous possibilities.

  Jonathan Inman Carolina Farms & Homes - King

  

  3908 Leo St, Winston Salem, NC 27105
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  /2

  $695 Per Month

  • 1 Bed
  • 1 Bath
  • Apartment for Rent

  838 Gray Ave, Winston Salem, NC 27101

  Michael Swinson Home Real Estate Co.

  

  838 Gray Ave, Winston Salem, NC 27101
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  /11

  $132,000 Sold Nov 19, 2025

  1309 Pleasant View Dr, Winston Salem, NC 27105

  • 1 Bed
  • 1 Bath
  • 818 Sq Ft
  • Built 1935

  Last Sold Summary

  • 6% Above List Price
  • $161/SF
  • 3 Days On Market

  Current Estimated Value $127,392

  Last Listing Agent Jason Morris Ogburn Properties

  

  1309 Pleasant View Dr, Winston Salem, NC 27105
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  /38

  Est $360,637 Not Listed For Sale

  6056 Baux Mountain Rd, Winston Salem, NC 27105

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2024

  

  6056 Baux Mountain Rd, Winston Salem, NC 27105

  Last Sold Summary

  • $256/SF
  • 2 Days On Market

  • Last Sold Price $359,000
  • May 22, 2024

  Last Listing Agent Matthew Millaway eXp Realty
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  /3

  $400,000

  • Land
  • 4.89 Acres
  • $81,800 per Acre

  0 Winnipeg St Unit 1114680, Winston-Salem, NC 27105

  +/- 4.89 Acres made up of 6 different parcels being sold altogether. Parcels have a mix of HB and RS7 zoning with close proximity to Hwy 52. Other parcels includes: 6837-24-9237; 6837-634-1309; 6837-24-8339; 6837-24-7339; 6837-24-8527. Tax value, tax amount and main road frontage includes all lots. Main road frontage is Patterson Ave.

  Michael Hosey Berkshire Hathaway HomeServices Carolinas Realty

  

  0 Winnipeg St Unit 1114680, Winston-Salem, NC 27105
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  /21

  $875 Per Month

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

  1396 Chestnut Plains Ct Unit G, Winston-Salem, NC 27105

  Hello, welcome to N&N Properties, of the Triad, Inc., Upstairs UnitDowntown Living at an Affordable Price - Hillside Garden is under NEW MANAGEMENT! Our newly renovated/remodeled 2BR/1BA apartment homes are ready for you! With the conveniences of city life just minutes away, Hillside Garden offers a quiet and affordable alternative to downtown living. Your cozy, 848 sq ft., newly

  1396 Chestnut Plains Ct Unit G, Winston-Salem, NC 27105
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  /33

  $185,000 Sold Dec 08, 2025

  1904 N Jackson Ave, Winston Salem, NC 27105

  • 3 Beds
  • 2.5 Baths
  • 1,501 Sq Ft
  • Built 1962

  Last Sold Summary

  • 21% Below List Price
  • $123/SF
  • 21 Days On Market

  Current Estimated Value $185,999

  Last Listing Agent Joe Luck One Source NC Realty

  

  1904 N Jackson Ave, Winston Salem, NC 27105
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  /37

  Est $111,856 Not Listed For Sale

  1425 Old Hollow Rd, Winston Salem, NC 27105

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Built 1948

  

  1425 Old Hollow Rd, Winston Salem, NC 27105

  Last Sold Summary

  • 124% Above List Price
  • $71/SF
  • 3 Days On Market

  • Last Sold Price $50,000
  • May 24, 2024

  Last Listing Agent Jessica Moore Keller Williams Realty Elite
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  /14

  $59,500 Pending

  • Land
  • 5.9 Acres
  • $10,085 per Acre

  878 Old Hollow Rd, Winston Salem, NC 27105

  This assemblage of 6 parcels, totaling approximately 5.9 acres, offers a prime opportunity for residential development. Zoned RS20, the property is located in a fast-growing, dynamic area with access to water, power, and major highways, making it ideal for developers looking to tap into the region's rapid expansion. With its convenient location and infrastructure already in place, this property

  Reynolds Mcfarlane Carolina Land Experts

  878 Old Hollow Rd, Winston Salem, NC 27105
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  /2

  $1,095 Per Month

  • 2 Beds
  • 1 Bath
  • House for Rent

  1107 Cayuga St, Winston Salem, NC 27105

  Michael Swinson Home Real Estate Co.

  

  1107 Cayuga St, Winston Salem, NC 27105
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  /9

  $189,900 Sold May 05, 2026

  3634 Bates Dr, Winston-Salem, NC 27105

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 2026

  Last Sold Summary

  • $188/SF
  • 4 Days On Market

  Last Listing Agent Nicholas Huscroft Chosen Realty of NC

  

  3634 Bates Dr, Winston-Salem, NC 27105
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  /25

  Est $233,547 Not Listed For Sale

  5795 Baux Mountain Rd, Winston Salem, NC 27105

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • Built 1945

  

  5795 Baux Mountain Rd, Winston Salem, NC 27105

  Last Sold Summary

  • 17% Above List Price
  • $125/SF
  • 25 Days On Market

  • Last Sold Price $200,000
  • Jul 25, 2024

  Last Listing Agent Luke Miller Wallace Realty Company
• 

  

  /43

  $205,000 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,408 Sq Ft

  908 Windcastle Ln, Winston Salem, NC 27105

  Tucked away at the back of the Northern Quarters community, this move-in ready townhome offers the perfect blend of comfort, privacy, and convenience. Step inside to an inviting open concept layout where the living, kitchen, and dining areas flow seamlessly-ideal for both everyday living and entertaining. Grill on the private patio, complete with a handy storage closet. Upstairs, the spacious

  Renea Burgess Southern Signature Properties

  

  908 Windcastle Ln, Winston Salem, NC 27105
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  /14

  $1,449 Per Month

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • House for Rent

  2423 N Patterson Ave, Winston-Salem, NC 27105

  Fully Renovated 3-Bedroom, 2-Bath Home for RentFrom modern upgrades to stylish finishes, this home is move-in ready.Key Features:Brand-new kitchen with appliances, countertops and cabinetsRenovated bathrooms with contemporary fixturesFreshly painted throughout with neutral, modern tonesNew LVP flooring throughoutNew energy efficient electric

  2423 N Patterson Ave, Winston-Salem, NC 27105
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  /4

  $112,500 Sold Jul 21, 2025

  3040 Shiloh Church Rd, Winston-Salem, NC 27105

  • Land
  • 6.97 Acres
  • $16,141 per Acre

  Last Sold Summary

  • 25% Below List Price
  • 48 Days On Market

  Current Estimated Value $108,333

  Last Listing Agent Brittany Duncan Onyx Realty Group LLC

  

  3040 Shiloh Church Rd, Winston-Salem, NC 27105
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  /39

  Est $228,783 Not Listed For Sale

  5060 Wind Spring Dr, Winston Salem, NC 27105

  • 3 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1977

  

  5060 Wind Spring Dr, Winston Salem, NC 27105

  Last Sold Summary

  • 16% Above List Price
  • $197/SF
  • 4 Days On Market

  • Last Sold Price $197,000
  • Dec 14, 2023

  Last Listing Agent Carolyn Belk Keller Williams Realty
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  /41

  $98,000

  • 2 Beds
  • 1 Bath
  • 1,326 Sq Ft

  4902 Cherry St, Winston Salem, NC 27105

  Wonderful opportunity! Large lot in northern Winston-Salem. Easy access to HWY 74. Less than 5 miles to downtown Winston-Salem. 93 year old home with 2 bedrooms, 1 bath, separate dining room, living room, and kitchen. High crawl space/unfinished basement with interior and exterior access. Two driveways on the property on either side of home. Covered wrap-around front porch and screen porch.

  Peter Greijn Referral Realty US LLC

  

  4902 Cherry St, Winston Salem, NC 27105
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  /11

  $1,200 Per Month

  • 2 Beds
  • 1 Bath
  • House for Rent

  4008 Leo St, Winston Salem, NC 27105

  2BR/1BA Home, Large Eat-in Kitchen includes S/R/WD, Oil Heat/Window Unit A/C, LVP Flooring, Gravel Drive, Large Backyard w/ Accessory Building. Come check out a key at our office today!

  Lora Myers Ogburn Properties

  

  4008 Leo St, Winston Salem, NC 27105
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  /18

  $120,000 Sold Sep 30, 2025

  923 Windcastle Ln Unit 311, Winston Salem, NC 27105

  • 1 Bed
  • 1 Bath
  • 840 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $143/SF
  • 3 Days On Market

  Current Estimated Value $122,734

  Last Listing Agent Bonnie Owens Mantle LLC

  

  923 Windcastle Ln Unit 311, Winston Salem, NC 27105
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  /24

  Est $234,499 Not Listed For Sale

  5109 Tall Tree Dr, Winston Salem, NC 27105

  • 3 Beds
  • 1 Bath
  • 1,003 Sq Ft
  • Built 1981

  

  5109 Tall Tree Dr, Winston Salem, NC 27105

  Last Sold Summary

  • 3% Above List Price
  • $227/SF
  • 8 Days On Market

  • Last Sold Price $228,000
  • Apr 16, 2025

  Last Listing Agent Blake Ginther Keller Williams Realty Elite
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  /45

  $289,500

  • 3 Beds
  • 1.5 Baths
  • 2,226 Sq Ft

  5728 Nylon Dr, Winston Salem, NC 27105

  Nestled in the established Northwest Acres community, this classic brick ranch offers comfort, space, and excellent potential. The home features a full basement with a large footprint that is partially finished and includes a bar and a newly started kitchen area. Recent waterproofing improvements provide a solid foundation for future finishing. Whether used as an in-law suite, recreation area, or

  Garrett Small Keller Williams Realty Elite

  

  5728 Nylon Dr, Winston Salem, NC 27105
• 

  

  /11

  $1,249 Per Month

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft
  • House for Rent

  4891 Doris St, Winston-Salem, NC 27105

  This charming 2-bedroom 1 bath home has been completely renovated with modern features, perfect for comfortable livingEnjoy the fresh, modern kitchen with all new appliances to include; refrigerator, stove, dishwasher and microwave and updated bathroomFrom the new flooring to the fresh paint, every detail has been carefully updated for a comfortable living spaceKey

  4891 Doris St, Winston-Salem, NC 27105
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  /36

  $171,000 Sold Nov 07, 2025

  4090 Ogburn Ave, Winston Salem, NC 27105

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Below List Price
  • $167/SF
  • 8 Days On Market

  Current Estimated Value $173,262

  Last Listing Agent Gary Hernandez Real Broker LLC

  

  4090 Ogburn Ave, Winston Salem, NC 27105
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  /43

  Est $257,011 Not Listed For Sale

  4847 Dippen Rd, Winston Salem, NC 27105

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1900

  

  4847 Dippen Rd, Winston Salem, NC 27105

  Last Sold Summary

  • 5% Above List Price
  • $129/SF
  • 29 Days On Market

  • Last Sold Price $245,000
  • Jul 22, 2024

  Last Listing Agent Michael Lemmons Realty One Group Results
• 

  

  /4

  $5,200

  • Land
  • 18,730 Sq Ft
  • $12,093 per Acre

  0 Rundell St Unit 1206763, Winston-Salem, NC 27105

  Lot for sale near downtown Winston Salem! This property is in a floodway, please see maps. *Property lines in photos are approximate, property appears to be landlocked, no survey on file, buyer to verify* Priced to sell with these things in mind, bring an offer!

  Jessica Moore Keller Williams Realty Elite

  

  0 Rundell St Unit 1206763, Winston-Salem, NC 27105
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  /8

  $1,295 Per Month

  • 2 Beds
  • 1 Bath
  • House for Rent

  4543 Baux Mountain Rd, Winston-Salem, NC 27105

  Fully Renovated 2-Bedroom, 1-Bath Home for RentFrom modern upgrades to stylish finishes, this home is move-in ready.Key Features:Brand-new kitchen with appliances, countertops and cabinetsRenovated bathroom with contemporary fixturesFreshly painted throughout with neutral, modern tonesNew LVP flooring throughoutNew energy efficient electric

  4543 Baux Mountain Rd, Winston-Salem, NC 27105
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  /14

  $152,000 Sold Feb 23, 2026

  2532 Ansonia St, Winston Salem, NC 27105

  • 2 Beds
  • 2 Baths
  • 813 Sq Ft
  • Built 2017

  Last Sold Summary

  • 11% Below List Price
  • $187/SF
  • 79 Days On Market

  Current Estimated Value $150,425

  Last Listing Agent Jacqueline Shaffer OFFERPAD BROKERAGE LLC

  

  2532 Ansonia St, Winston Salem, NC 27105
• 

  

  /20

  Est $173,424 Not Listed For Sale

  4882 Dippen Rd, Winston Salem, NC 27105

  • 3 Beds
  • 1 Bath
  • 975 Sq Ft
  • Built 1977

  

  4882 Dippen Rd, Winston Salem, NC 27105

  Last Sold Summary

  • 45% Above List Price
  • $123/SF
  • 15 Days On Market

  • Last Sold Price $120,000
  • Sep 26, 2024

  Last Listing Agent Kristle Williams Keller Williams One

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