View 433-435 Bryarly Road Winchester, VA MLS# VAFV2039646
$340,000
4

Beds

0.0

Baths

433-435 Bryarly Road

Winchester, VA

Bright
Courtesy of MINT REALTY
View Homesite 25 Williamson Road Winchester, VA MLS# VAFV2039652
  • New Construction with Virtual Tour
1 of 22
OPEN HOUSE: Friday 3/13 12:00 PM - 3:00 PM
$552,990
3

Beds

2.0

Baths

2,476

Sq.Ft.

Homesite 25 Williamson Road

Winchester, VA

Bright
Courtesy of NEW HOME STAR VIRGINIA, LLC
View 117 Whipp Drive Winchester, VA MLS# VAFV2039662
$479,000
4

Beds

2.1

Baths

2,076

Sq.Ft.

117 Whipp Drive

Winchester, VA

Bright
Courtesy of CAMBRIDGE PREMIER REALTY, LLC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 104 Keystone # HOMESITE 1092 Winchester, VA MLS# VAFV2039664
  • Adult Community with Virtual Tour
1 of 49
$452,719
3

Beds

2.1

Baths

2,191

Sq.Ft.

104 Keystone # HOMESITE 1092

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View 101 Sovereign Court Winchester, VA MLS# VAFV2038648
$595,000
4

Beds

3.1

Baths

3,462

Sq.Ft.

101 Sovereign Court

Winchester, VA

Bright
Courtesy of EXP REALTY, LLC
View 105 Parkside Drive Winchester, VA MLS# VAFV2039526
$269,900
2

Beds

1.1

Baths

1,385

Sq.Ft.

105 Parkside Drive

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 215 Cochise Trail Winchester, VA MLS# VAFV2039592
  • New Construction
1 of 21
$410,000
3

Beds

2.1

Baths

1,608

Sq.Ft.

215 Cochise Trail

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 320 Bethel Grange Road Winchester, VA MLS# VAFV2039596
$199,900
3

Beds

1.0

Baths

1,032

Sq.Ft.

320 Bethel Grange Road

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View Pleasant Valley Winchester, VA MLS# VAFV2039602
$1,100,000
Studio

Beds

0.0

Baths

Pleasant Valley

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 105 Castaway Winchester, VA MLS# VAFV2039606
  • Adult Community
1 of 27
$374,990
3

Beds

2.1

Baths

1,784

Sq.Ft.

105 Castaway

Winchester, VA

Bright
Courtesy of BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
View 540 Monticello Street Winchester, VA MLS# VAWI2009974
$605,000
7

Beds

0.0

Baths

540 Monticello Street

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View 38 Rouss Avenue Winchester, VA MLS# VAWI2009988
$1,512,000
9,444

Sq.Ft.

38 Rouss Avenue

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 2643 Middle Road Winchester, VA MLS# VAWI2009924
    1 of 45
    OPEN HOUSE: Sunday 3/15 12:00 PM - 3:00 PM
    $500,000
    4

    Beds

    3.1

    Baths

    2,524

    Sq.Ft.

    2643 Middle Road

    Winchester, VA

    Bright
    Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
    View 108 Senseny Glen Drive Winchester, VA MLS# VAFV2039554
    $423,000
    3

    Beds

    2.0

    Baths

    1,397

    Sq.Ft.

    108 Senseny Glen Drive

    Winchester, VA

    Bright
    Courtesy of PEARSON SMITH REALTY, LLC
    View 116 Bruce Drive Winchester, VA MLS# VAWI2009956
    $1,500,000
    11,000

    Sq.Ft.

    116 Bruce Drive

    Winchester, VA

    Bright
    Courtesy of COLDWELL BANKER PREMIER
    View 188 Marquis Court Winchester, VA MLS# VAFV2039520
      1 of 42
      OPEN HOUSE: Friday 3/13 1:00 PM - 4:00 PM
      $699,900
      4

      Beds

      3.1

      Baths

      2,110

      Sq.Ft.

      188 Marquis Court

      Winchester, VA

      Bright
      Courtesy of LONG & FOSTER REAL ESTATE, INC.
      View 118 Trellis View Lane Winchester, VA MLS# VAFV2039558
      • Adult Community with Virtual Tour
      1 of 45
      $509,990
      4

      Beds

      3.0

      Baths

      2,168

      Sq.Ft.

      118 Trellis View Lane

      Winchester, VA

      Bright
      Courtesy of D R HORTON REALTY OF VIRGINIA LLC
      View TBD Hydrangea Way Winchester, VA MLS# VAFV2039560
      • Adult Community with Virtual Tour
      1 of 47
      $579,990
      3

      Beds

      2.0

      Baths

      1,888

      Sq.Ft.

      TBD Hydrangea Way

      Winchester, VA

      Bright
      Courtesy of D R HORTON REALTY OF VIRGINIA LLC
      View LOT 0055 Hydrangea Way Winchester, VA MLS# VAFV2039562
      • Adult Community with Virtual Tour
      1 of 33
      $576,990
      3

      Beds

      2.0

      Baths

      1,865

      Sq.Ft.

      LOT 0055 Hydrangea Way

      Winchester, VA

      Bright
      Courtesy of D R HORTON REALTY OF VIRGINIA LLC
      View LOT 0057 Hydrangea Way Winchester, VA MLS# VAFV2039564
      • Adult Community with Virtual Tour
      1 of 39
      $564,990
      3

      Beds

      2.0

      Baths

      1,748

      Sq.Ft.

      LOT 0057 Hydrangea Way

      Winchester, VA

      Bright
      Courtesy of D R HORTON REALTY OF VIRGINIA LLC

      About Winchester

      Listings in Winchester, VA

      493

      Estimated median home price

      $450,000
      Winchester VA Homes for Sale & Properties

      Weichert Realtors is one of the nation's leading providers of Winchester, Virginia real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, VA.

      Homes for Sale by Price in Winchester, VA

      PriceCount
      $0 - 100K49
      $100K - 200K18
      $200K - 300K40
      $300K - 400K99
      $400K - 500K78
      $500K - 600K58
      $600K - 700K42
      $700K - 800K19
      $800K - 900K13
      $900K - 1M14
      $1M - Max63

      Homes for Sale by Type in Winchester, VA

      Property TypeCount
      Single Family266
      Townhouse47
      Condo22
      Commercial44
      Rental151
      Lots and Land109
      Condo/Town/CoOp0
      CoOp0
      Multi Family5
      Mobile Home0
      Farms0

      (Data as of 3/12/2026)

      Information deemed reliable but not guaranteed.

      The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Harrisonburg-Rockingham Association of REALTORS. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

      The information being provided is for consumers' personal, non-commercial use and may not be reproduced or redistribute. Its sole purpose is to be used for no other purpose than to identify prospective properties consumers may be interested in purchasing. p>

      Data is updated as of 3/13/2026.

      Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

      Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

      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.

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