Recently Sold Homes in 27106

/44
$620,000 Sold Jun 25, 2025

4492 Cheyenne Ct, Winston Salem, NC 27106
- 4 Beds
- 3.5 Baths
- 3,143 Sq Ft
- Built 2017
Last Sold Summary
- 5% Below List Price
- $197/SF
- 65 Days On Market
Current Estimated Value $629,554

Last Listing Agent Greta Frye Wiley Keller Williams Realty Elite

4492 Cheyenne Ct, Winston Salem, NC 27106
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/50
$655,000 Sold Jun 30, 2025

3241 Paddington Ln, Winston Salem, NC 27106
- 4 Beds
- 3.5 Baths
- 3,290 Sq Ft
- Built 1958
Last Sold Summary
- 8% Below List Price
- $199/SF
- 78 Days On Market
Current Estimated Value $645,770

Last Listing Agent Alison Vannoy Southern Signature Properties

3241 Paddington Ln, Winston Salem, NC 27106
/42
$600,000 Sold Jun 05, 2025

3212 Pennington Ln, Winston Salem, NC 27106
- 4 Beds
- 4 Baths
- 3,564 Sq Ft
- Built 1960
Last Sold Summary
- 8% Below List Price
- $168/SF
- 29 Days On Market
Current Estimated Value $588,098

Last Listing Agent Sue Kent Leonard Ryden Burr Real Estate

3212 Pennington Ln, Winston Salem, NC 27106
/39
$861,000 Sold Jun 04, 2025

967 Berryhill Ln, Winston Salem, NC 27106
- 5 Beds
- 3.5 Baths
- 3,490 Sq Ft
- Built 2011
Last Sold Summary
- 4% Above List Price
- $247/SF
- 4 Days On Market
Current Estimated Value $877,317

Last Listing Agent Clare Fader Fader Real Estate at ERA Live Moore

967 Berryhill Ln, Winston Salem, NC 27106
/32
$255,000 Sold Jan 31, 2025

90 Carter Cir, Winston Salem, NC 27106
- 2 Beds
- 1 Bath
- 1,404 Sq Ft
- Built 1955
Last Sold Summary
- 2% Above List Price
- $182/SF
- 0 Days On Market
Current Estimated Value $260,075

Last Listing Agent Greta Frye Wiley Keller Williams Realty Elite

90 Carter Cir, Winston Salem, NC 27106
/21
$285,000 Sold Apr 02, 2025

2145 Storm Canyon Rd, Winston Salem, NC 27106
- 3 Beds
- 2.5 Baths
- 1,790 Sq Ft
- Built 1975
Last Sold Summary
- 3% Below List Price
- $159/SF
- 13 Days On Market
Current Estimated Value $289,932

Last Listing Agent Thomas Shoupe Opendoor Brokerage LLC

2145 Storm Canyon Rd, Winston Salem, NC 27106
/17
$90,000 Sold Sep 02, 2025

2912 Ramsgate Ct, Winston Salem, NC 27106
- 2 Beds
- 1.5 Baths
- 1,125 Sq Ft
- Built 1970
Last Sold Summary
- 5% Below List Price
- $80/SF
- 2 Days On Market
Current Estimated Value $92,652

Last Listing Agent Brandon Lazarus Howard Hanna Allen Tate - Winston Salem

2912 Ramsgate Ct, Winston Salem, NC 27106
/10
$355,000 Sold Jun 26, 2025

4314 Honeysuckle Vine Dr, Winston-Salem, NC 27106
- 3 Beds
- 2.5 Baths
- 1,951 Sq Ft
- Built 2025
Last Sold Summary
- 9% Below List Price
- $182/SF
- 121 Days On Market
Last Listing Agent Jessica Case Mungo Homes

4314 Honeysuckle Vine Dr, Winston-Salem, NC 27106
/17
$472,000 Sold Jun 20, 2025

5236 Spicewood Lake Dr, Winston-Salem, NC 27106
- 3 Beds
- 2.5 Baths
- 2,295 Sq Ft
- Built 2024
Last Sold Summary
- 8% Below List Price
- $206/SF
- 123 Days On Market
Last Listing Agent Katelyn Manzi NextHome Triad Realty

5236 Spicewood Lake Dr, Winston-Salem, NC 27106
/37
$269,900 Sold Jan 31, 2025

3906 N Cherry St, Winston-Salem, NC 27106
- 3 Beds
- 2 Baths
- 1,761 Sq Ft
- Built 1937
Last Sold Summary
- 7% Below List Price
- $153/SF
- 40 Days On Market
Last Listing Agent John Southard Your Home Team

3906 N Cherry St, Winston-Salem, NC 27106
/29
$360,000 Sold Apr 09, 2025

3070 Prytania Rd, Winston Salem, NC 27106
- 3 Beds
- 3 Baths
- 2,565 Sq Ft
- Built 1967
Last Sold Summary
- 12% Below List Price
- $140/SF
- 61 Days On Market
Current Estimated Value $367,228

Last Listing Agent Tina Whiteheart Howard Hanna Allen Tate - Winston Salem

3070 Prytania Rd, Winston Salem, NC 27106
/8
$564,900 Sold Jul 30, 2025

811 Eucalyptus Ct, Winston-Salem, NC 27106
- 3 Beds
- 2 Baths
- 1,757 Sq Ft
- Built 2025
Last Sold Summary
- $322/SF
- 13 Days On Market
Last Listing Agent Denise Hickman Berkshire Hathaway HomeServices Carolinas Realty

811 Eucalyptus Ct, Winston-Salem, NC 27106
/30
$287,777 Sold Apr 29, 2025

222 Miller Pointe Cir, Winston Salem, NC 27106
- 2 Beds
- 2 Baths
- 1,343 Sq Ft
- Built 1999
Last Sold Summary
- $214/SF
- 0 Days On Market
Current Estimated Value $292,151

Last Listing Agent William Bjorklund Blue Door Group Real Estate

222 Miller Pointe Cir, Winston Salem, NC 27106
/46
$699,900 Sold Jun 16, 2025

3381 Sally Kirk Rd, Winston Salem, NC 27106
- 4 Beds
- 3.5 Baths
- 3,786 Sq Ft
- Built 1988
Last Sold Summary
- $185/SF
- 1 Day On Market
Current Estimated Value $700,456

Last Listing Agent Beverly Fisher Keller Williams Realty Elite

3381 Sally Kirk Rd, Winston Salem, NC 27106
/49
$525,000 Sold May 19, 2025

4320 Stonehenge Ct, Winston Salem, NC 27106
- 4 Beds
- 5 Baths
- 2,818 Sq Ft
- Built 2002
Last Sold Summary
- 2% Above List Price
- $186/SF
- 1 Day On Market
Current Estimated Value $529,916

Last Listing Agent Mary Beth Ivester Adams Carolinas Realty, LLC

4320 Stonehenge Ct, Winston Salem, NC 27106
/35
$285,000 Sold Jul 15, 2025

335 Merrimont Dr, Winston Salem, NC 27106
- 3 Beds
- 2 Baths
- 1,960 Sq Ft
- Built 1983
Last Sold Summary
- 14% Below List Price
- $145/SF
- 25 Days On Market
Current Estimated Value $290,830

Last Listing Agent Eva Johns Premier Sotheby's International Realty

335 Merrimont Dr, Winston Salem, NC 27106
/24
$138,000 Sold Jun 12, 2025

3969 Valley Ct Unit A, Winston Salem, NC 27106
- 2 Beds
- 2 Baths
- 1,553 Sq Ft
- Built 1977
Last Sold Summary
- 13% Below List Price
- $89/SF
- 24 Days On Market
Last Listing Agent Missy Farrell Village Realty

3969 Valley Ct Unit A, Winston Salem, NC 27106
/50
$1,150,000 Sold Apr 28, 2025

4300 Cold Springs Rd, Winston Salem, NC 27106
- 5 Beds
- 4.5 Baths
- 6,084 Sq Ft
- Built 1976
Last Sold Summary
- 22% Below List Price
- $189/SF
- 182 Days On Market
Current Estimated Value $1,173,845

Last Listing Agent Clare Fader Fader Real Estate at ERA Live Moore

4300 Cold Springs Rd, Winston Salem, NC 27106
/36
$385,100 Sold Aug 06, 2025

4060 Tolley Ridge Ln, Winston Salem, NC 27106
- 3 Beds
- 2.5 Baths
- 2,413 Sq Ft
- Built 1997
Last Sold Summary
- 1% Above List Price
- $160/SF
- 7 Days On Market
Current Estimated Value $387,553

Last Listing Agent Dan Rath Howard Hanna Allen Tate - Winston Salem

4060 Tolley Ridge Ln, Winston Salem, NC 27106
/39
$235,000 Sold Dec 12, 2025

5983 Odenton Ln, Pfafftown, NC 27040
- 3 Beds
- 2 Baths
- 1,062 Sq Ft
- Built 2011
Last Sold Summary
- $221/SF
- 19 Days On Market
Last Listing Agent Lindsey King R&B Legacy Group

5983 Odenton Ln, Pfafftown, NC 27040
/46
$850,000 Sold Dec 12, 2025

1513 Barrington Way Ct, Winston Salem, NC 27106
- 4 Beds
- 4.5 Baths
- 5,218 Sq Ft
- Built 1993
Last Sold Summary
- 5% Below List Price
- $163/SF
- 46 Days On Market
Last Listing Agent Emily Phipps Keller Williams Realty Elite

1513 Barrington Way Ct, Winston Salem, NC 27106
/49
$649,000 Sold Jun 06, 2025

4028 Ivy Bluff Trail, Winston Salem, NC 27106
- 5 Beds
- 4.5 Baths
- 4,825 Sq Ft
- Built 2005
Last Sold Summary
- $135/SF
- 41 Days On Market
Current Estimated Value $661,082

Last Listing Agent Anna Kathryn Reece Berkshire Hathaway HomeServices Carolinas Realty

4028 Ivy Bluff Trail, Winston Salem, NC 27106
/34
$294,900 Sold Aug 12, 2025

209 Leland Dr, Winston Salem, NC 27106
- 3 Beds
- 1.5 Baths
- 1,536 Sq Ft
- Built 1968
Last Sold Summary
- $192/SF
- 11 Days On Market
Current Estimated Value $295,284

Last Listing Agent Terri Bias Terri Bias and Associates

209 Leland Dr, Winston Salem, NC 27106
/49
$215,000 Sold Jun 27, 2025

4030 Huntingreen Ln Unit E, Winston Salem, NC 27106
- 3 Beds
- 2.5 Baths
- 1,561 Sq Ft
- Built 1973
Last Sold Summary
- 2% Below List Price
- $138/SF
- 11 Days On Market
Current Estimated Value $217,528

Last Listing Agent Amanda Merrill Coldwell Banker Advantage

4030 Huntingreen Ln Unit E, Winston Salem, NC 27106
/50
$667,000 Sold Aug 15, 2025

3726 Brownstone Ln, Winston Salem, NC 27106
- 5 Beds
- 4.5 Baths
- 3,894 Sq Ft
- Built 1992
Last Sold Summary
- 2% Below List Price
- $171/SF
- 11 Days On Market
Current Estimated Value $666,984

Last Listing Agent Meg Shipley Shipley Co LLC

3726 Brownstone Ln, Winston Salem, NC 27106
/37
$575,000 Sold Jan 15, 2025

3615 Herchel Ln, Winston Salem, NC 27106
- 4 Beds
- 3.5 Baths
- 3,725 Sq Ft
- Built 1976
Last Sold Summary
- 8% Below List Price
- $154/SF
- 27 Days On Market
Current Estimated Value $610,595

Last Listing Agent Gina Nikitas Berkshire Hathaway HomeServices Carolinas Realty

3615 Herchel Ln, Winston Salem, NC 27106
/38
$279,900 Sold Jul 15, 2025

135 Woodrow Ave, Winston Salem, NC 27106
- 3 Beds
- 2 Baths
- 1,405 Sq Ft
- Built 1954
Last Sold Summary
- $199/SF
- 4 Days On Market
Current Estimated Value $278,245

Last Listing Agent Lisa Parrish Berkshire Hathaway HomeServices Carolinas Realty

135 Woodrow Ave, Winston Salem, NC 27106
/44
$332,000 Sold Feb 21, 2025

1447 Old Town Rd, Winston Salem, NC 27106
- 4 Beds
- 3 Baths
- 2,802 Sq Ft
- Built 1939
Last Sold Summary
- 11% Below List Price
- $118/SF
- 18 Days On Market
Current Estimated Value $338,876

Last Listing Agent Carol Milligan Howard Hanna Allen Tate High Point

1447 Old Town Rd, Winston Salem, NC 27106
/47
$335,000 Sold Mar 28, 2025

2921 Good Hope Rd, Winston Salem, NC 27106
- 4 Beds
- 2 Baths
- 2,451 Sq Ft
- Built 1963
Last Sold Summary
- 2% Above List Price
- $137/SF
- 1 Day On Market
Last Listing Agent Karie Carico Keller Williams Realty Elite

2921 Good Hope Rd, Winston Salem, NC 27106
/29
$210,000 Sold Jul 11, 2025

4550 Sunny Dr, Winston Salem, NC 27106
- 3 Beds
- 1 Bath
- 1,039 Sq Ft
- Built 1956
Last Sold Summary
- 8% Below List Price
- $202/SF
- 22 Days On Market
Current Estimated Value $209,425

Last Listing Agent Leslie Gough ERA Live Moore

4550 Sunny Dr, Winston Salem, NC 27106
/26
$279,900 Sold Sep 15, 2025

5911 Odenton Ln, Pfafftown, NC 27040
- 3 Beds
- 2.5 Baths
- 1,602 Sq Ft
- Built 2015
Last Sold Summary
- 2% Below List Price
- $175/SF
- 83 Days On Market
Current Estimated Value $278,994

Last Listing Agent Joe Luck One Source NC Realty

5911 Odenton Ln, Pfafftown, NC 27040
/49
$705,000 Sold May 15, 2025

4005 Loyelisa Ct, Winston-Salem, NC 27106
- 4 Beds
- 3.5 Baths
- 3,073 Sq Ft
- Built 2019
Last Sold Summary
- 3% Below List Price
- $229/SF
- 28 Days On Market
Current Estimated Value $718,888

Last Listing Agent Jessica Zombek Ferris Keller Williams Realty Elite

4005 Loyelisa Ct, Winston-Salem, NC 27106
/29
$385,000 Sold Sep 29, 2025

4121 Tolley Ridge Ln, Winston Salem, NC 27106
- 3 Beds
- 2.5 Baths
- 2,272 Sq Ft
- Built 1997
Last Sold Summary
- $169/SF
- 24 Days On Market
Last Listing Agent Jeff Valentino Valentino Group

4121 Tolley Ridge Ln, Winston Salem, NC 27106
/39
$280,000 Sold Jul 10, 2025

3830 Robinhood Rd, Winston Salem, NC 27106
- 2 Beds
- 1 Bath
- 987 Sq Ft
- Built 1924
Last Sold Summary
- $284/SF
- 3 Days On Market
Last Listing Agent Donna Coram Berkshire Hathaway HomeServices Carolinas Realty

3830 Robinhood Rd, Winston Salem, NC 27106
/41
$545,000 Sold Mar 27, 2025

4410 Cheyenne Ct, Winston Salem, NC 27106
- 4 Beds
- 3.5 Baths
- 2,763 Sq Ft
- Built 2016
Last Sold Summary
- 1% Below List Price
- $197/SF
- 26 Days On Market
Current Estimated Value $562,743

Last Listing Agent Darla Miner RE/MAX Preferred Properties

4410 Cheyenne Ct, Winston Salem, NC 27106
/38
$300,000 Sold Jul 10, 2025

3744 Chickamauga Dr, Winston-Salem, NC 27106
- 4 Beds
- 2.5 Baths
- 1,829 Sq Ft
- Built 2025
Last Sold Summary
- $164/SF
- 16 Days On Market
Last Listing Agent Matthew Millaway eXp Realty

3744 Chickamauga Dr, Winston-Salem, NC 27106
/50
$607,500 Sold Aug 01, 2025

1625 Wisteria Dr, Winston Salem, NC 27106
- 4 Beds
- 3 Baths
- 2,140 Sq Ft
- Built 2021
Last Sold Summary
- 1% Below List Price
- $284/SF
- 12 Days On Market
Current Estimated Value $613,380

Last Listing Agent Tehane Gallimore Wayfinder Homes LLC

1625 Wisteria Dr, Winston Salem, NC 27106
/39
$379,000 Sold Apr 24, 2025

5085 Cobblestone Rd, Winston Salem, NC 27106
- 4 Beds
- 2.5 Baths
- 2,571 Sq Ft
- Built 1988
Last Sold Summary
- $147/SF
- 13 Days On Market
Current Estimated Value $387,058

Last Listing Agent Shannon Shown Howard Hanna Allen Tate Kernersville

5085 Cobblestone Rd, Winston Salem, NC 27106
/50
$1,050,000 Sold Feb 20, 2025

5611 Cedarmere Dr, Winston Salem, NC 27106
- 4 Beds
- 3.5 Baths
- 4,085 Sq Ft
- Built 2010
Last Sold Summary
- 2% Below List Price
- $257/SF
- 67 Days On Market
Current Estimated Value $1,068,157

Last Listing Agent Susan Miller MFM Realty

5611 Cedarmere Dr, Winston Salem, NC 27106
/31
$385,000 Sold Apr 17, 2025

1243 Stadler Ridge Rd, Winston Salem, NC 27106
- 3 Beds
- 2 Baths
- 1,704 Sq Ft
- Built 1987
Last Sold Summary
- 5% Below List Price
- $226/SF
- 31 Days On Market
Current Estimated Value $387,310

Last Listing Agent Tina Whiteheart Howard Hanna Allen Tate - Winston Salem

1243 Stadler Ridge Rd, Winston Salem, NC 27106

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