Homes in ZIP Code 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 $270,636

  Last Listing Agent Jennifer Brandenburg Keller Williams Realty Elite

  

  4140 Northampton Dr, Winston Salem, NC 27105
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  /32

  Est $232,282 Not Listed For Sale

  5018 Woodsboro Ln, Winston Salem, NC 27105

  • 3 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1978

  

  5018 Woodsboro Ln, Winston Salem, NC 27105

  Last Sold Summary

  • 8% Above List Price
  • $215/SF
  • 4 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Blake Ginther Keller Williams Realty Elite
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  /2

  $7,900 Pending

  • Land
  • 1.14 Acres
  • $6,930 per Acre

  5722 Germanton 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# 6829-92-3681.00 NCDOT# 261095. Please note, this is an online Auction. Buyers should be prepared for

  Reynolds Mcfarlane Carolina Land Experts

  5722 Germanton Rd, 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 $83,333

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

  

  209 E 24th St, Winston Salem, NC 27105
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  /49

  Est $213,440 Not Listed For Sale

  5006 Woodsboro Ln, Winston Salem, NC 27105

  • 3 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1979

  

  5006 Woodsboro Ln, Winston Salem, NC 27105

  Last Sold Summary

  • 2% Above List Price
  • $209/SF
  • 122 Days On Market

  Last Sold Price $209,000

  Last Listing Agent Lisa Simmons Ann Chilton Realty, Inc.
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  /3

  $25 Pending

  • Land
  • 0.46 Acre
  • $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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  /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 $256,777

  Last Listing Agent Spencer Webster Coast to Coast Realty Group

  

  4376 Oak Ridge Dr, Winston Salem, NC 27105
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  /23

  Est $228,215 Not Listed For Sale

  5042 Woodsboro Ln, Winston Salem, NC 27105

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

  

  5042 Woodsboro Ln, Winston Salem, NC 27105

  Last Sold Summary

  • 8% Above List Price
  • $211/SF
  • 5 Days On Market

  Last Sold Price $210,900

  Last Listing Agent Glynis Dobson The Buyers Network Realty Group
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  /27

  $129,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,297 Sq Ft

  507 24th St NW, Winston-Salem, NC 27105

  Back on the market at no fault of sellers. Charming 1951 home offering 3 bedrooms, 2 full baths, 1/2 half bath in a convenient, well-established location. Major systems & big-ticket items have already been updated, including newer replacement windows, 2 year new heat pump, and an approximately 6-8 -year-old roof, providing peace of mind for the next owner. Inside, you’ll find character-rich

  Dana McCormick-Nommsen Coast 2 Coast Triad Home Team

  

  507 24th St NW, Winston-Salem, NC 27105
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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 $126,839

  Last Listing Agent Jason Morris Ogburn Properties

  

  1309 Pleasant View Dr, Winston Salem, NC 27105
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  /8

  Est $188,079 Not Listed For Sale

  4964 Woodsboro Ln, Winston Salem, NC 27105

  • 3 Beds
  • 1 Bath
  • 800 Sq Ft
  • Built 1978

  

  4964 Woodsboro Ln, Winston Salem, NC 27105

  Last Sold Summary

  • 57% Above List Price
  • $150/SF
  • 0 Days On Market

  Last Sold Price $120,000

  Last Listing Agent Wendy Sloan Howard Hanna Allen Tate - Winston Salem
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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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  /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 $185,914

  Last Listing Agent Joe Luck One Source NC Realty

  

  1904 N Jackson Ave, Winston Salem, NC 27105
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  /14

  Est $198,433 Not Listed For Sale

  4905 Kaysboro Dr, Winston Salem, NC 27105

  • 3 Beds
  • 1 Bath
  • 1,013 Sq Ft
  • Built 1977

  

  4905 Kaysboro Dr, Winston Salem, NC 27105

  Last Sold Summary

  • 25% Above List Price
  • $156/SF
  • 61 Days On Market

  Last Sold Price $158,200

  Last Listing Agent Steve Johnston REALTY EXECUTIVES/TRIAD
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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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  /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 $112,333

  Last Listing Agent Brittany Duncan eXp Realty

  

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

  Est $237,915 Not Listed For Sale

  4990 Jackson View Rd, Winston Salem, NC 27105

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 2007

  

  4990 Jackson View Rd, Winston Salem, NC 27105

  Last Sold Summary

  • 10% Above List Price
  • $216/SF
  • 7 Days On Market

  Last Sold Price $215,500

  Last Listing Agent Vicki Fleming Mays Realty
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  /2

  $95,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,596 Sq Ft

  1416 NE 23rd St, Winston Salem, NC 27105

  TURNKEY CASH FLOW. Excellent opportunity to acquire a leased property in Winston-Salem. Geared toward investors looking to expand their portfolio instantly. Sold as a package deal combined with three other income-producing homes: 1030 Louise Rd, 1113 Louise Rd, and 2503 Craver St. Leases are current. Curb offers only; please respect occupant privacy.

  Dasan Maisonet eXp Realty

  

  1416 NE 23rd 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 $120,870

  Last Listing Agent Bonnie Owens Mantle LLC

  

  923 Windcastle Ln Unit 311, Winston Salem, NC 27105
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  /19

  Est $159,229 Not Listed For Sale

  4921 Manning St, Winston Salem, NC 27105

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Built 1959

  

  4921 Manning St, Winston Salem, NC 27105

  Last Sold Summary

  • 10% Above List Price
  • $181/SF
  • 3 Days On Market

  Last Sold Price $145,000

  Last Listing Agent Blake Ginther Keller Williams Realty Elite
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  /41

  $98,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,326 Sq Ft

  4902 Cherry St, Winston Salem, NC 27105

  ***MULTIPLE OFFERS RECEIVED*** Seller requesting Highest and Best be submitted no later than 3/04/2026 at 6pm. 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

  Peter Greijn Referral Realty US LLC

  

  4902 Cherry 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 $170,895

  Last Listing Agent Gary Hernandez Real Broker LLC

  

  4090 Ogburn Ave, Winston Salem, NC 27105
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  /43

  Est $380,583 Not Listed For Sale

  4825 Northwest Dr, Winston Salem, NC 27105

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 1993

  

  4825 Northwest Dr, Winston Salem, NC 27105

  Last Sold Summary

  • 9% Above List Price
  • $117/SF
  • 2 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Brian Watson Jason Bramblett Real Estate
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  /11

  $185,900

  • 3 Beds
  • 1 Bath
  • 1,145 Sq Ft

  4106 Whitfield Rd, Winston Salem, NC 27105

  Cozy 3-bedroom home with large deck and front porch!! Enjoy a functional layout featuring a nice living room, Hardwood floors, kitchen with adjoining dining area, and flexible third bedroom (no closet). Outdoor spaces include a welcoming front porch and spacious back deck- perfect for relaxing or entertaining. Great potential and ready for your personal touch!

  Alton Cooper Cooper Realty

  

  4106 Whitfield 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 $156,572

  Last Listing Agent Jacqueline Shaffer OFFERPAD BROKERAGE LLC

  

  2532 Ansonia St, Winston Salem, NC 27105
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  /42

  Est $309,889 Not Listed For Sale

  5111 Morrell Rd, Winston Salem, NC 27105

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Built 1969

  

  5111 Morrell Rd, Winston Salem, NC 27105

  Last Sold Summary

  • $220/SF
  • 47 Days On Market

  Last Sold Price $308,500

  Last Listing Agent Steven Koleno Beycome Brokerage Realty LLC
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  /4

  $5,200 Pending

  • Land
  • 0.43 Acre
  • $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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  /42

  $240,000 Sold Nov 21, 2025

  3684 Beeson Dairy Rd, Winston Salem, NC 27105

  • 3 Beds
  • 1.5 Baths
  • 1,441 Sq Ft
  • Built 1960

  Last Sold Summary

  • 13% Below List Price
  • $167/SF
  • 18 Days On Market

  Current Estimated Value $245,539

  Last Listing Agent Meg Shipley Shipley Co LLC

  

  3684 Beeson Dairy Rd, Winston Salem, NC 27105
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  /35

  Est $213,915 Not Listed For Sale

  4788 Ader Dr, Winston Salem, NC 27105

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1954

  

  4788 Ader Dr, Winston Salem, NC 27105

  Last Sold Summary

  • 6% Above List Price
  • $223/SF
  • 1 Day On Market

  Last Sold Price $201,000

  Last Listing Agent Tracy Shumack Shumack Realty LLC
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  /24

  $179,900

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  923 Windcastle Ln Unit 105, Winston Salem, NC 27105

  Beautiful 2BR/ 2BA condo with open floorplan. Good master bath and a large master closet. Separate Dining room with tile flooring. Professionally painted and cleaned for the new owner. Community pool is available, water is also included in the monthly HOA fee.

  Anu Sharma TRIAD REALTY XPERTS

  

  923 Windcastle Ln Unit 105, Winston Salem, NC 27105
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  /28

  $225,000 Sold Jan 16, 2026

  106 Azalea Dr, Winston Salem, NC 27105

  • 3 Beds
  • 1 Bath
  • 1,247 Sq Ft
  • Built 1959

  Last Sold Summary

  • 13% Below List Price
  • $180/SF
  • 115 Days On Market

  Current Estimated Value $225,890

  Last Listing Agent Lisa Seats R&B Legacy Group

  

  106 Azalea Dr, Winston Salem, NC 27105
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  /42

  Est $269,378 Not Listed For Sale

  1609 Sanford Dr, Winston Salem, NC 27105

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1957

  

  1609 Sanford Dr, Winston Salem, NC 27105

  Last Sold Summary

  • 5% Below List Price
  • $181/SF
  • 150 Days On Market

  Last Sold Price $284,000

  Last Listing Agent Doug Witcher NextHome Realty Partners
• 

  /2

  $105,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  2503 Craver St, Winston Salem, NC 27105

  INVESTOR SPECIAL! Fully leased income property available immediately. This home is sold exclusively as part of a 4-property portfolio package in Winston-Salem. The complete bundle includes: 2503 Craver St, 1030 Louise Rd, 1113 Louise Rd, and 1416 E 23rd St. Excellent opportunity for instant cash flow. Curb offers only. Please do not disturb the current residents. Contact Listing Agent for rent

  Dasan Maisonet eXp Realty

  

  2503 Craver St, Winston Salem, NC 27105
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  /50

  $279,900 Sold May 14, 2025

  1104 Tommys Lake Rd, Winston Salem, NC 27105

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft
  • Built 1964

  Last Sold Summary

  • 4% Above List Price
  • $173/SF
  • 2 Days On Market

  Current Estimated Value $282,187

  Last Listing Agent Kim Adams Berkshire Hathaway HomeServices Carolinas Realty

  

  1104 Tommys Lake Rd, Winston Salem, NC 27105
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  /27

  Est $237,017 Not Listed For Sale

  1613 Jordan Dr, Winston Salem, NC 27105

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1957

  

  1613 Jordan Dr, Winston Salem, NC 27105

  Last Sold Summary

  • 5% Above List Price
  • $173/SF
  • 23 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Landon Stone Real Broker LLC
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  /8

  $1,590,000 Pending

  • Land
  • 30.07 Acres
  • $52,882 per Acre

  00 New Walkertown Rd, Winston-Salem, NC 27105

  Developers and Builders: This site is in the heart of the rapidly growing Piedmont-Triad. The property is to be delivered shovel-ready with full entitlements (estimated to be ready by June 2024). The site plan (attached) is for 68 SF homes. Property has public water and sewer on site, has multiple access points, and is approximately 1.6 miles from the newly connected Winston-Salem Northern

  Mike Gatton The Baldwin Companies

  

  00 New Walkertown Rd, Winston-Salem, NC 27105
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  /42

  $246,000 Sold Jun 11, 2025

  5501 Legare Dr, Winston Salem, NC 27105

  • 3 Beds
  • 2 Baths
  • 2,295 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Below List Price
  • $107/SF
  • 57 Days On Market

  Current Estimated Value $260,602

  Last Listing Agent Jerry Bradsher Mays Realty

  

  5501 Legare Dr, Winston Salem, NC 27105
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  /23

  Est $194,613 Not Listed For Sale

  1649 Brown St, Winston Salem, NC 27105

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1982

  

  1649 Brown St, Winston Salem, NC 27105

  Last Sold Summary

  • 12% Above List Price
  • $158/SF
  • 0 Days On Market

  Last Sold Price $174,000

  Last Listing Agent Mark Saunders Saunders Realty LLC
• 

  

  /39

  $410,000 Pending

  • 6 Beds
  • 4 Baths
  • 4,327 Sq Ft

  421 E 15th St Unit 421-423, Winston Salem, NC 27105

  Discover your perfect home at 421 E 15th St, Winston-Salem! This charming residence combines timeless appeal with modern comforts in a desirable neighborhood. Featuring a spacious open floor plan, elegant hardwood floors, and abundant natural light, this home is ideal for both relaxing and entertaining. The well-appointed kitchen boasts contemporary appliances and ample counter space, while the

  Jorge Guerrero BURLAGE REALTY LLC

  421 E 15th St Unit 421-423, Winston Salem, NC 27105
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  /4

  $270,000 Sold Jun 23, 2025

  173 Lasley Ct, Winston-Salem, NC 27105

  • 3 Beds
  • 2.5 Baths
  • 1,596 Sq Ft
  • Built 2024

  Last Sold Summary

  • $169/SF
  • 0 Days On Market

  Current Estimated Value $278,917

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

  

  173 Lasley Ct, Winston-Salem, NC 27105

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