Winchester, VA Homes & Real Estate for Sale

Page 1 of 23
441 listings
173-1 BROOKLAND CT #1, Winchester, VA 22602New listing icon New - 18 hours ago
Condominium For Sale

$218,700

  • 2 bed |
  • 2 bath |
  • 1,173 sqft
173-1 BROOKLAND CT #1 Winchester, VA 22602

#VAFV2036280 - Century 21 Redwood Realty

1704 ROBERTS ST #5, Winchester, VA 22601New listing icon New - 2 days ago
Rental Available

$1,149 /mo

  • 1 bed |
  • 1 bath |
  • 420 sqft
1704 ROBERTS ST #5 Winchester, VA 22601

#VAWI2008972 - Samson Properties

966 WOODSTOCK LN, Winchester, VA 22601New listing icon New - 2 days ago
Single-Family Home For Sale

$349,900

  • 3 bed |
  • 2 bath |
  • 1,529 sqft |
  • 0.32 acre lot
966 WOODSTOCK LN Winchester, VA 22601

#VAWI2008968 - Weichert Realtors - Blue Ribbon

3328 MILLWOOD PIKE, Winchester, VA 22602New listing icon New - 2 days ago
Single-Family Home For Sale

$935,000

  • 3 bed |
  • 3 bath |
  • 2,624 sqft |
  • 20.54 acre lot
3328 MILLWOOD PIKE Winchester, VA 22602

#VAFV2036374 - ERA Oakcrest Realty, Inc.

148 ASPEN TRL, Winchester, VA 22602New listing icon New - 3 days ago
Single-Family Home For Sale

$305,000

  • 2 bed |
  • 2 bath |
  • 1,164 sqft |
  • 0.34 acre lot
148 ASPEN TRL Winchester, VA 22602

#VAFV2036086 - Dream Driven Properties, LLC

3548 N FREDERICK PIKE, Winchester, VA 22603New listing icon New - 3 days ago
Rental Available

$1,500 /mo

  • 1 bed |
  • 1 bath |
  • 800 sqft
3548 N FREDERICK PIKE Winchester, VA 22603

#VAFV2036368 - MarketPlace REALTY

121 N WASHINGTON ST, Winchester, VA 22601New listing icon New - 3 days ago
Coming Soon

$550,000

  • 3 bed |
  • 3 bath |
  • 3,100 sqft |
  • 5,663 sqft lot
121 N WASHINGTON ST Winchester, VA 22601

#VAWI2008930 - Re/Max Roots

No photos available for 205 SHENANDOAH AVE, Winchester, VA 22601New listing icon New - 3 days ago
Coming Soon

$235,000

  • 3 bed |
  • 1 bath |
  • 925 sqft
205 SHENANDOAH AVE Winchester, VA 22601

#VAWI2008964 - MarketPlace REALTY

731 APPLE PIE RIDGE RD, Winchester, VA 22603New listing icon New - 3 days ago
Single-Family Home For Sale

$1,495,000

  • 4 bed |
  • 4 bath |
  • 4,304 sqft |
  • 11.36 acre lot
731 APPLE PIE RIDGE RD Winchester, VA 22603

#VAFV2036248 - Berkshire Hathaway HomeServices PenFed Realty

25 E HART ST, Winchester, VA 22601New listing icon New - 3 days ago
Single-Family Home For Sale

$450,000

  • 5 bed |
  • 3 bath |
  • 2,680 sqft |
  • 8,712 sqft lot
25 E HART ST Winchester, VA 22601

#VAWI2008926 - RE/MAX Roots

158 TYE CT, Winchester, VA 22602
Town Home For Sale

$400,000

  • 3 bed |
  • 3 bath |
  • 1,970 sqft |
  • 3,049 sqft lot
158 TYE CT Winchester, VA 22602

#VAFV2036108 - RE/MAX Gateway

605 OPEQUON CT, Winchester, VA 22601
Pending

$1,600 /mo

  • 3 bed |
  • 1 bath |
  • 1,126 sqft |
  • 8,276 sqft lot
605 OPEQUON CT Winchester, VA 22601

#VAWI2008934 - ERA Oakcrest Realty, Inc.

159 ASHTON DR, Winchester, VA 22603
Coming Soon

$315,000

  • 2 bed |
  • 2 bath |
  • 2,795 sqft |
  • 0.5 acre lot
159 ASHTON DR Winchester, VA 22603

#VAFV2036300 - RE/MAX Roots

127 KINROSS DR, Winchester, VA 22602
Coming Soon

$630,000

  • 5 bed |
  • 4 bath |
  • 3,494 sqft |
  • 0.27 acre lot
127 KINROSS DR Winchester, VA 22602

#VAFV2036226 - Redfin Corporation

113 WHIPP DR, Winchester, VA 22602
Coming Soon

$450,000

  • 4 bed |
  • 3 bath |
  • 1,950 sqft |
  • 0.28 acre lot
113 WHIPP DR Winchester, VA 22602

#VAFV2036366 - Keller Williams Realty

106 W SOUTHWERK ST, Winchester, VA 22601
Coming Soon

$309,000

  • 3 bed |
  • 2 bath |
  • 1,144 sqft |
  • 3,049 sqft lot
106 W SOUTHWERK ST Winchester, VA 22601

#VAWI2008958 - RE/MAX Roots

163 MARGARET LN, Winchester, VA 22603
Single-Family Home For Sale

$429,000

  • 3 bed |
  • 2 bath |
  • 1,176 sqft |
  • 0.78 acre lot
163 MARGARET LN Winchester, VA 22603

#VAFV2036370 - Samson Properties

114 TRELLIS VIEW LN, Winchester, VA 22601
Pending

$524,990

  • 4 bed |
  • 3 bath |
  • 2,168 sqft |
  • 5,663 sqft lot
114 TRELLIS VIEW LN Winchester, VA 22601

#VAFV2036380 - D R Horton Realty of Virginia LLC

128 PARKSIDE DR, Winchester, VA 22602
Rental Available

$1,800 /mo

  • 3 bed |
  • 2 bath |
  • 1,200 sqft
128 PARKSIDE DR Winchester, VA 22602

#VAFV2036376 - RE/MAX Roots

102 RUSSELCROFT RD, Winchester, VA 22601
Rental Available

$3,100 /mo

  • 4 bed |
  • 4 bath |
  • 3,518 sqft |
  • 0.28 acre lot
102 RUSSELCROFT RD Winchester, VA 22601

#VAWI2008960 - RE/MAX Roots

Presented by James Mark Wilson - Veterans United Realty

Veterans United Homefront
IDX Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which participates, and is provided by BRIGHT through a licensing agreement.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose.

BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors. ©2025 BrightMLS. All rights reserved. Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

For questions call 1-833-252-8030

Copyright © 2025 Veterans United Realty and Did You Serve, LLC. Homefront.com is NOT affiliated with any government agencies, including the VA. Homefront.com is a service of Did You Serve, LLC. Veterans United and the Veterans United House logo are registered trademarks of Mortgage Research Center, LLC, used under license agreement. Terms of Use.