Winchester, VA Real Estate & Homes For Sale

236 homes

  • 173 Spring Valley Dr, Winchester, VA 22603
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    NEWCOMING SOON 4/181.7 ACRES
    $500,000
    4bd
    3ba
    2,400 sqft (on 1.70 acres)
    173 Spring Valley Dr,
    Winchester, VA 22603
    Hunt Country Sotheby's International Realty
  • 324 Highland Ave, Winchester, VA 22601
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    NEW - 5 HRS AGO
    $199,900
    2bd
    1ba
    764 sqft
    324 Highland Ave,
    Winchester, VA 22601
    ERA Oakcrest Realty, Inc.
  • 514 Amherst St, Winchester, VA 22601
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    NEWCOMING SOON 4/264.15 ACRES
    $1,670,000
    7bd
    6ba
    9,159 sqft (on 4.15 acres)
    514 Amherst St,
    Winchester, VA 22601
    Premiere Property Management, LLC
  • 104 N Pleasant Valley Rd, Winchester, VA 22601
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    $329,900
    4bd
    2ba
    1,620 sqft
    104 N Pleasant Valley Rd,
    Winchester, VA 22601
    Realty ONE Group Old Towne
  • Derby Way #H1, Winchester, VA 22601
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    NEW - 7 HRS AGONEW CONSTRUCTION
    $404,251
    3bd
    3ba
    1,918 sqft
    Derby Way #H1,
    Winchester, VA 22601
    DRB Group Realty, LLC
  • Derby Way #G1, Winchester, VA 22601
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    NEW - 6 HRS AGONEW CONSTRUCTION
    $405,250
    3bd
    3ba
    1,928 sqft
    Derby Way #G1,
    Winchester, VA 22601
    DRB Group Realty, LLC
  • Derby Way #G2, Winchester, VA 22601
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    NEW - 5 HRS AGONEW CONSTRUCTION
    $383,343
    3bd
    3ba
    1,916 sqft
    Derby Way #G2,
    Winchester, VA 22601
    DRB Group Realty, LLC
  • Derby Way #G3, Winchester, VA 22601
    NEW - 3 HRS AGONEW CONSTRUCTION
    $395,988
    3bd
    3ba
    1,916 sqft
    Derby Way #G3,
    Winchester, VA 22601
    DRB Group Realty, LLC
  • Derby Way #G4, Winchester, VA 22601
    NEW - 3 HRS AGONEW CONSTRUCTION
    $400,825
    3bd
    3ba
    2,074 sqft
    Derby Way #G4,
    Winchester, VA 22601
    DRB Group Realty, LLC
  • Derby Way #G5, Winchester, VA 22601
    NEW - 3 HRS AGONEW CONSTRUCTION
    $404,255
    3bd
    3ba
    1,916 sqft
    Derby Way #G5,
    Winchester, VA 22601
    DRB Group Realty, LLC
  • 214 Aspen Trl, Winchester, VA 22602
    NEWAUCTION1.38 ACRES
    $200,000
    3bd
    4ba
    1,426 sqft (on 1.38 acres)
    214 Aspen Trl,
    Winchester, VA 22602
    Express Auctioneers, LLC
  • 187 Sunset Dr, Winchester, VA 22602
    NEWCOMING SOON 4/18
    $359,900
    4bd
    3ba
    1,852 sqft
    187 Sunset Dr,
    Winchester, VA 22602
    RE/MAX Roots
  • 241 Broad Ave, Winchester, VA 22602
    NEWOPEN SAT, 12-2PM0.39 ACRES
    $299,900
    3bd
    2ba
    1,064 sqft (on 0.39 acres)
    241 Broad Ave,
    Winchester, VA 22602
    Long & Foster Real Estate, Inc.
  • 739 Berryville Ave, Winchester, VA 22601
    NEWCOMING SOON 4/19
    $399,900
    4bd
    3ba
    1,782 sqft
    739 Berryville Ave,
    Winchester, VA 22601
    Pearson Smith Realty, LLC
  • 413 S Braddock St, Winchester, VA 22601
    NEW - 1 DAY AGO
    $299,000
    2bd
    1ba
    1,542 sqft
    413 S Braddock St,
    Winchester, VA 22601
    Crum Realty, Inc.
  • 417 S Braddock St, Winchester, VA 22601
    NEW - 1 DAY AGO
    $165,000
    2bd
    1ba
    1,404 sqft
    417 S Braddock St,
    Winchester, VA 22601
    Crum Realty, Inc.
  • 116 Lenore Ln, Winchester, VA 22602
    NEWOPEN SUN, 1-3PMCOMING SOON 4/18
    $565,000
    5bd
    3ba
    2,489 sqft
    116 Lenore Ln,
    Winchester, VA 22602
    EXP Realty, LLC
  • 111 Mackenzie Ln, Stephenson, VA 22656
    NEWOPEN SAT, 11-1PMCOMING SOON 4/170.27 ACRES
    $565,000
    4bd
    4ba
    3,307 sqft (on 0.27 acres)
    111 Mackenzie Ln,
    Stephenson, VA 22656
    Realty ONE Group Old Towne
  • 102 Ratification Ct, Winchester, VA 22602
    NEWCOMING SOON 4/19
    $499,000
    4bd
    3ba
    2,116 sqft
    102 Ratification Ct,
    Winchester, VA 22602
    Long & Foster Real Estate, Inc.
  • Falcon 236 Trl, Winchester, VA 22602
    NEW - 2 DAYS AGO
    $359,000
    6bd
    5ba
    1,330 sqft
    Falcon 236 Trl,
    Winchester, VA 22602
    Coldwell Banker Realty
  • 521 Monticello St, Winchester, VA 22601
    $214,900
    2bd
    2ba
    1,064 sqft
    521 Monticello St,
    Winchester, VA 22601
    Berkshire Hathaway HomeServices PenFed Realty
  • 413 Bluebird Trl, Winchester, VA 22602
    0.25 ACRES
    $298,000
    3bd
    3ba
    1,314 sqft (on 0.25 acres)
    413 Bluebird Trl,
    Winchester, VA 22602
    Coldwell Banker Realty
  • 635 Beehive Way, Winchester, VA 22601
    OPEN SAT, 1-4PM0.4 ACRES
    $549,500
    4bd
    3ba
    2,542 sqft (on 0.40 acres)
    635 Beehive Way,
    Winchester, VA 22601
    Compass
  • 708 Lake Dr, Winchester, VA 22601
    0.36 ACRES
    $660,000
    5bd
    4ba
    3,802 sqft (on 0.36 acres)
    708 Lake Dr,
    Winchester, VA 22601
    RE/MAX Roots
  • 2101 Cedar Grove Rd, Winchester, VA 22603
    OPEN SAT, 1-3PM26.13 ACRES
    $1,025,000
    3bd
    2ba
    2,340 sqft (on 26.13 acres)
    2101 Cedar Grove Rd,
    Winchester, VA 22603
    Nest Realty Shenandoah Valley
  • 124 Cardinal Ln, Winchester, VA 22602
    0.25 ACRES
    $369,000
    3bd
    3ba
    1,680 sqft (on 0.25 acres)
    124 Cardinal Ln,
    Winchester, VA 22602
    RE/MAX Distinctive Real Estate, Inc.
  • 107 Tucks Cir, Winchester, VA 22602
    $439,900
    3bd
    2ba
    2,401 sqft
    107 Tucks Cir,
    Winchester, VA 22602
    Century 21 Redwood Realty
  • 3691 Back Mountain Rd, Winchester, VA 22602
    4.7 ACRES
    $435,900
    3bd
    3ba
    2,600 sqft (on 4.70 acres)
    3691 Back Mountain Rd,
    Winchester, VA 22602
    Middleburg Real Estate
  • 104 Fern Ct, Winchester, VA 22602
    OPEN SAT, 3-5PM
    $485,000
    4bd
    4ba
    2,144 sqft
    104 Fern Ct,
    Winchester, VA 22602
    RE/MAX Roots
  • 316 Walker St, Winchester, VA 22601
    0.34 ACRES
    $599,900
    4bd
    3ba
    3,563 sqft (on 0.34 acres)
    316 Walker St,
    Winchester, VA 22601
    Realty ONE Group Old Towne
  • 209 Wood Ave, Winchester, VA 22601
    $375,000
    3bd
    3ba
    1,528 sqft
    209 Wood Ave,
    Winchester, VA 22601
    Colony Realty
  • 412 Winchester Dr, Winchester, VA 22602
    0.52 ACRES
    $299,900
    3bd
    2ba
    1,170 sqft (on 0.52 acres)
    412 Winchester Dr,
    Winchester, VA 22602
    Preslee Real Estate
  • 419 W Cecil St, Winchester, VA 22601
    $575,000
    3bd
    4ba
    2,406 sqft
    419 W Cecil St,
    Winchester, VA 22601
    Keller Williams Realty
  • 1565 Gough Rd, Winchester, VA 22602
    8.74 ACRES
    $350,000
    1565 Gough Rd,
    Winchester, VA 22602
    RE/MAX Roots
  • 713 S Braddock St, Winchester, VA 22601
    $435,000
    3bd
    4ba
    2,052 sqft
    713 S Braddock St,
    Winchester, VA 22601
    ERA Oakcrest Realty, Inc.
  • 225 Susquehanna Trl, Winchester, VA 22602
    0.5 ACRES
    $284,900
    3bd
    2ba
    1,528 sqft (on 0.50 acres)
    225 Susquehanna Trl,
    Winchester, VA 22602
    Blue Valley Real Estate
  • 122 Battlefield Dr, Winchester, VA 22602
    COMING SOON 4/18
    $495,000
    4bd
    3ba
    2,106 sqft
    122 Battlefield Dr,
    Winchester, VA 22602
    Real Broker, LLC - McLean
  • 143 Fox Meadow Ln, Winchester, VA 22602
    17.3 ACRES
    $2,500,000
    4bd
    6ba
    8,589 sqft (on 17.30 acres)
    143 Fox Meadow Ln,
    Winchester, VA 22602
    Samson Properties
  • 113 McClure Way, Winchester, VA 22602
    0.29 ACRES
    $499,000
    4bd
    3ba
    2,362 sqft (on 0.29 acres)
    113 McClure Way,
    Winchester, VA 22602
    Colony Realty

Winchester, VA Real Estate Trends

Learn about the Winchester, VA housing market through trends and averages.

Affordability of Living in Winchester, VA

The median home value is $361,749
MonthMedian home value
March 2023$348k
April 2023$349k
May 2023$351k
June 2023$354k
July 2023$356k
August 2023$357k
September 2023$359k
October 2023$360k
November 2023$361k
December 2023$361k
January 2024$361k
February 2024$362k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Winchester, VA, by Home Size

Currently, there are 44 new listings and 236 homes for sale in Winchester.
Home SizeHome Value*
1 bedroom (1 home)$219,755
2 bedrooms (22 homes)$248,587
3 bedrooms (68 homes)$335,115
4 bedrooms (68 homes)$487,018
*Home value over the past month

What Locals Say about Winchester

  • Kelrendon83
    "Great community for live , safe and good for raise kids and the family can have a good place to visit , some good festivals "
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  • 7seymours
    "Apple Blossom Festival which is held annually with parades, celebrities, dances, music & arts & crafts. A beautiful weekend during Apple Blossom time with over 250,000 visitors attending this special event in the Shenandoah Valley "
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  • Morganva
    "Dog friendly, plenty of green space, and lots of dog bag dispensers for cleaning up after the pooch. "
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  • Bridgetdefoe
    "It’s easy to get around Winchester. Roads are well maintained. Traffic is minimal. You can get about anywhere in Winchester is less than 20 minutes. Rt 7 has become busy as an exception due to people commuting to Loudoun County "
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  • Topeye
    "Very good schools, low crime rate, good jobs. Civic pride. Great long-running annual community festival. Many churches and civic organizations are active. Historic preservation. "
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