View 4761 Kester Mill Road Winston-Salem, NC MLS# 1205466
  • New Construction
1 of 31
$324,900
3

Beds

2.0

Baths

1,292

Sq.Ft.

4761 Kester Mill Road

Winston-Salem, NC

Triad
Courtesy of COLDWELL BANKER ADVANTAGE
View 332 Cutty Sark Road Winston-Salem, NC MLS# 1204636
$324,000
3

Beds

2.0

Baths

1,979

Sq.Ft.

332 Cutty Sark Road

Winston-Salem, NC

Triad
Courtesy of MARK SPAIN REAL ESTATE
View 3015 Wonderwood Drive Winston-Salem, NC MLS# 1207847
  • Recently Listed
1 of 46
$322,900
3

Beds

2.0

Baths

1,927

Sq.Ft.

3015 Wonderwood Drive

Winston-Salem, NC

Triad
Courtesy of LEONARD RYDEN BURR REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 819 Madison Avenue Winston-Salem, NC MLS# 1202473
$320,000
4

Beds

2.0

Baths

1,728

Sq.Ft.

819 Madison Avenue

Winston-Salem, NC

Triad
Courtesy of BODENHEIMER REAL ESTATE
View 2055 W Academy Street Winston-Salem, NC MLS# 1199328
$319,000
2

Beds

2.0

Baths

2055 W Academy Street

Winston-Salem, NC

Triad
Courtesy of COLDWELL BANKER ADVANTAGE
View 260 Harper Street Winston-Salem, NC MLS# 1203937
$319,000
3

Beds

2.0

Baths

1,664

Sq.Ft.

260 Harper Street

Winston-Salem, NC

Triad
Courtesy of JACK STACK PROPERTIES
View 5150 Farm House Trail Winston-Salem, NC MLS# 1206869
  • Recently Listed
1 of 35
$315,000
2

Beds

2.1

Baths

1,788

Sq.Ft.

5150 Farm House Trail

Winston-Salem, NC

Triad
Courtesy of LEONARD RYDEN BURR REAL ESTATE
View 2375 Autumn Mist Drive Winston-Salem, NC MLS# 1204122
$309,900
3

Beds

2.1

Baths

1,734

Sq.Ft.

2375 Autumn Mist Drive

Winston-Salem, NC

Triad
Courtesy of EXP REALTY
View 1025 Still Point Drive Winston-Salem, NC MLS# 1200195
$309,000
3

Beds

2.0

Baths

1,747

Sq.Ft.

1025 Still Point Drive

Winston-Salem, NC

Triad
Courtesy of LONG & FOSTER REAL ESTATE, INC
View 1192 Heritage Path Lane Winston-Salem, NC MLS# 1206366
$305,000
2

Beds

2.1

Baths

1,774

Sq.Ft.

1192 Heritage Path Lane

Winston-Salem, NC

Triad
Courtesy of LEONARD RYDEN BURR REAL ESTATE
View 502 Westpark Circle Winston-Salem, NC MLS# 1206643
  • Recently Listed
1 of 32
$304,900
2

Beds

2.0

Baths

1,366

Sq.Ft.

502 Westpark Circle

Winston-Salem, NC

Triad
Courtesy of KELLER WILLIAMS REALTY ELITE
View 1711 Ploughboy Lane Winston-Salem, NC MLS# 1179895
$300,000
3

Beds

1.1

Baths

1,538

Sq.Ft.

1711 Ploughboy Lane

Winston-Salem, NC

Triad
Courtesy of MARK SPAIN REAL ESTATE
View 1257 Beaverton Trail Winston-Salem, NC MLS# 1206771
$299,900
3

Beds

2.0

Baths

1,380

Sq.Ft.

1257 Beaverton Trail

Winston-Salem, NC

Triad
Courtesy of CAROLINA HOME PARTNERS BY EXP REALTY
View 2781 Caraway Lane Winston-Salem, NC MLS# 1201785
  • New Construction
1 of 19
OPEN HOUSE: Friday 1/30 9:00 AM - 5:00 PM
$299,542
3

Beds

2.0

Baths

1,383

Sq.Ft.

2781 Caraway Lane

Winston-Salem, NC

Triad
Courtesy of GLENWOOD HOMES
View 1043 Irving Street Winston-Salem, NC MLS# 1202969
$299,000
3

Beds

2.0

Baths

1,364

Sq.Ft.

1043 Irving Street

Winston-Salem, NC

Triad
Courtesy of TRIAD'S FINEST REAL ESTATE BY EXP REALTY
View 2229 Cherokee Lane Winston-Salem, NC MLS# 1206969
  • Virtual Tour
1 of 28
$299,000
2

Beds

1.0

Baths

1,114

Sq.Ft.

2229 Cherokee Lane

Winston-Salem, NC

Triad
Courtesy of KELLER WILLIAMS REALTY
View 1466 Ebert Street Winston-Salem, NC MLS# 1202330
$294,000
3

Beds

2.0

Baths

1,418

Sq.Ft.

1466 Ebert Street

Winston-Salem, NC

Triad
Courtesy of RE/MAX REALTY CONSULTANTS
View 2801 Westridge Road Winston-Salem, NC MLS# 1202742
$289,000
3

Beds

1.1

Baths

1,072

Sq.Ft.

2801 Westridge Road

Winston-Salem, NC

Triad
Courtesy of TRIAD HOME REAL ESTATE LLC
View 800 S Sunset Drive Winston-Salem, NC MLS# 1204347
$289,000
3

Beds

1.0

Baths

1,187

Sq.Ft.

800 S Sunset Drive

Winston-Salem, NC

Triad
Courtesy of REAL BROKER LLC
View 295 Lindbergh Street Winston-Salem, NC MLS# 1207556
  • Recently Listed
1 of 32
$279,900
4

Beds

3.0

Baths

1,634

Sq.Ft.

295 Lindbergh Street

Winston-Salem, NC

Triad
Courtesy of EXP REALTY

About Southwest

Listings in Southwest, Winston Salem, NC

133

Estimated median home price

$332,000
Southwest, Winston Salem Real Estate

Search Southwest, North Carolina Real Estate Listings & New Homes for Sale in Southwest, NC. Find Southwest Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Southwest, Winston Salem, NC

Price Count
$0 - 100K 5
$100K - 200K 7
$200K - 300K 40
$300K - 400K 57
$400K - 500K 14
$500K - 600K 6
$600K - 700K 1
$700K - 800K 0
$800K - 900K 0
$900K - 1M 1
$1M - Max 2

Homes for Sale by Type in Southwest, Winston Salem, NC

Property Type Count
Single Family 104
Townhouse 12
Condo 9
Commercial 0
Rental 30
Lots and Land 5
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 1/30/2026)

Information deemed reliable but not guaranteed.

Properties marked with the Triad MLS icon are provided courtesy of the Triad MLS, Inc.’s, Internet Data Exchange Database.

The information being provided is for consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 Triad MLS, Inc. of North Carolina. All rights reserved.