37,023

Winchester, VA Homes

Section Image Section Image
  • /58

    $585,000

    $5K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 2,672 Sq Ft

    220 Snappy Ln, Winchester, VA 22602

    Stunning two-level home sits on a flat, picturesque 5 acres, with spacious 6-bedroom, 4-bathroom This single-family home offering about 2,672 sq ft of living space.The main level features a bright living room, a well-equipped kitchen with ample counter space, multiple dining areas, and generously sized bedrooms. A large deck provides easy outdoor access and is perfect for

    Mauricio Argandona Fairfax Realty Select

    220 Snappy Ln, Winchester, VA 22602
  • /43

    $2,150 Per Month

    • 3 Beds
    • 3 Baths
    • 1,850 Sq Ft
    • House for Rent

    1617 Tomahawk Trail, Winchester, VA 22602

    Welcome home to this beautifully maintained split-foyer residence offering the perfect blend of style, comfort, and convenience. The main level features gleaming hardwood floors, an open floor plan, and soaring vaulted ceilings that create a bright and inviting atmosphere.Whether cooking for the family or hosting guests, the beautifully finished kitchen is up to the task. It showcases rich

    Renee Waymire Samson Properties

    1617 Tomahawk Trail, Winchester, VA 22602
  • /52

    $406,000

    Sold Apr 03, 2026

    128 Killbuck Trail, Winchester, VA 22602

    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft
    • Built 2019

    Last Sold Summary

    • 1% Below List Price
    • $193/SF
    • 6 Days On Market

    Current Estimated Value $400,745

    Last Listing Agent Dylan Welch RE/MAX Roots

    128 Killbuck Trail, Winchester, VA 22602
    • /64

      Not Listed For Sale

      151 Mccormick Cir Unit 200, Winchester, VA 22602

      • 2 Beds
      • 2 Baths
      • 1,333 Sq Ft
      • Built 2024
      151 Mccormick Cir Unit 200, Winchester, VA 22602

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Rhonda Shade ERA Oakcrest Realty, Inc.

  • /72

    $645,000

    • 4 Beds
    • 3.5 Baths
    • 3,582 Sq Ft

    200 Fairfield Dr, Winchester, VA 22602

    Come and discover this impressive beauty where easy main-level living meets exceptional indoor-outdoor entertaining. This beautifully appointed Cape Cod offers the convenience of a spacious main-level primary suite, while the heart of the home flows seamlessly from the well-appointed kitchen to a covered rear porch overlooking the sparkling inground pool and hot tub. With ceiling fans and a TV,

    Angela Duncan MarketPlace REALTY

    200 Fairfield Dr, Winchester, VA 22602
  • /10

    $1,895

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,308 Sq Ft
    • Townhouse for Rent

    304 Emily Ln, Winchester, VA 22602

    Wonderful townhome on the eastern part of Frederick County near route 7. Fresh paint, new upgraded flooring, carpet, and large deck in rear! Private extra FULL bathroom in primary bedroom upstairs. Two FULL baths will make morning routines much better for all! Newer carpet and flooring. Home is ready for Loving tenants. Washer Dryer are not guaranteed or warranted by

    304 Emily Ln, Winchester, VA 22602
  • /43

    $410,000

    Sold Apr 20, 2026

    1332 Ramseur Ln, Winchester, VA 22601

    • 3 Beds
    • 2 Baths
    • 2,648 Sq Ft
    • Built 1994

    Last Sold Summary

    • 4% Below List Price
    • $155/SF
    • 16 Days On Market

    Current Estimated Value $432,251

    Last Listing Agent James King RE/MAX Roots

    1332 Ramseur Ln, Winchester, VA 22601
    • /11

      Not Listed For Sale

      0 Cedar Grove Rd Unit VAFV2034484, Winchester, VA 22603

      0 Cedar Grove Rd Unit VAFV2034484, Winchester, VA 22603

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Kerry Wysong Long & Foster Real Estate, Inc.

  • /45

    $550,000

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    140 Poe Dr, Winchester, VA 22602

    Modern craftsman home in one of Winchester’s newer communities. Easy access to RT 50 and I81, Shenandoah University, Jim Barnett Park, shopping, and restaurants. Old Town Winchester three miles away.This ranch home offers an open-floor concept with custom living upgrades. Dining room includes a coffee station/wet bar with a refrigerator and the living room has an electric fireplace with a

    Carolyn Young Samson Properties

    140 Poe Dr, Winchester, VA 22602
  • /2

    $1,395 Per Month

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Townhouse for Rent

    1001 S Cameron St, Winchester, VA 22601

    Brandon Pifer Pifer Realty, LLC

    1001 S Cameron St, Winchester, VA 22601
  • /56

    $425,000

    Sold Jun 15, 2026

    743 Berryville Ave, Winchester, VA 22601

    • 4 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1934

    Last Sold Summary

    • 3% Below List Price
    • $304/SF
    • 56 Days On Market

    Current Estimated Value $417,010

    Last Listing Agent Sineenat Sirimas Pearson Smith Realty, LLC

    743 Berryville Ave, Winchester, VA 22601
    • /20

      Not Listed For Sale

      101 Glenridge Dr, Winchester, VA 22602

      • 3 Beds
      • 3 Baths
      • 1,935 Sq Ft
      • Built 2025
      101 Glenridge Dr, Winchester, VA 22602

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Pamela Russell CENTURY 21 New Millennium

  • /82

    $325,000

    $45K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,036 Sq Ft

    2431 Cedar Creek Grade, Winchester, VA 22602

    This is a unique opportunity to purchase a piece of history. The Glass Mill (Glass/Rinker/Cooper Mill) is available. The Mill was constructed during the years 1812-1815. At the base, the structure has stone walls that are 3' thick, tapering to about half that at the gable ends. The Mill has a "mechanics level", the lower level with dirt floor and water source when the Grist wheel was in place.

    Edward Beightol Cedar Creek Real Estate

    2431 Cedar Creek Grade, Winchester, VA 22602
  • /2

    $1,695

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Townhouse for Rent

    668 Virginia Ave, Winchester, VA 22601

    Pictures coming soon, *photo of similar unit* Beautiful 3 Bedroom 1 Bath townhouse in the perfect LOCATION!!! So close to rt7, and I81 and still within walking distance to all the small town charm Winchester is known for. This townhouse has beautiful hardwood floors throughout, large rooms, a full unfinished basement with washer and dryer hook ups and so much more. It is an end unit and has

    668 Virginia Ave, Winchester, VA 22601
  • /21

    $250,000

    Sold Sep 04, 2026

    143 Dowell J Cir, Winchester, VA 22602

    • 3 Beds
    • 1 Bath
    • 1,094 Sq Ft
    • Built 1951

    Last Sold Summary

    • 12% Below List Price
    • $229/SF
    • 34 Days On Market

    Current Estimated Value $265,325

    Last Listing Agent Sarah Hott Realty ONE Group Old Towne

    143 Dowell J Cir, Winchester, VA 22602
    • /34

      Not Listed For Sale

      116 Munsee Cir, Winchester, VA 22602

      • 5 Beds
      • 4 Baths
      • 2,968 Sq Ft
      • Built 2025
      116 Munsee Cir, Winchester, VA 22602

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Brooks Sears Pearson Smith Realty, LLC

  • /58

    $715,000

    $35K PRICE DROP Under Contract
    • 4 Beds
    • 3 Baths
    • 3,096 Sq Ft

    3764 Northwestern Pike, Winchester, VA 22603

    RARE FIND! Discover the freedom and possibilities that come with 12.17 wooded acres—no HOA, no restrictions, just endless opportunity. Whether you're dreaming of creating a self-sufficient homestead, establishing a hobby farm, enjoying outdoor recreation, or simply escaping to your own private retreat, this exceptional property is ready to make it happen. The outdoor amenities are truly

    Diva Bunting Touchstone Realty, LLC

    3764 Northwestern Pike, Winchester, VA 22603
  • /29

    $1,725 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft
    • Townhouse for Rent

    311 Willowbrook Ct, Winchester, VA 22602

    ELEGANT AND COMMUTER CONVENIENT to Rt. 7 and I-81, shopping and services. Beautifully maintained and move-in ready townhouse east of Winchester with 2 bedrooms and 1 1/2 baths. Nearby playground and gazebo. Living room with hardwood floors. Well-appointed kitchen with granite countertops, stainless steel appliances and vinyl tile floor. Main-floor laundry off the kitchen with washer and dryer.

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    311 Willowbrook Ct, Winchester, VA 22602
  • /5

    $10,000

    Sold Aug 14, 2026

    Lot 11 Pheasant Dr, Winchester, VA 22602

    • Land
    • 11,325 Sq Ft
    • $38,462 per Acre

    Last Sold Summary

    • 52 Days On Market

    Last Listing Agent Bridget Aikens Colony Realty

    Lot 11 Pheasant Dr, Winchester, VA 22602
    • /19

      Not Listed For Sale

      134 Webster Ct, Winchester, VA 22603

      • 3 Beds
      • 3 Baths
      • 2,264 Sq Ft
      • Built 2025
      134 Webster Ct, Winchester, VA 22603

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  • /12

    $89,550

    $10K PRICE DROP
    • Land
    • 5.5 Acres
    • $16,282 per Acre

    0 Ln, Winchester, VA 22603

    Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting.

    Chad Pangle Whitetail Properties Real Estate, LLC

    0 Ln, Winchester, VA 22603
  • /42

    $2,250 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,456 Sq Ft
    • House for Rent

    6 W Cecil St, Winchester, VA 22601

    Located just off the south end of the Old Town mall minutes from the shops and restaurants. Lovely three bedroom unit with full bath on the second floor and half bath on the main floor. Fully renovated in 2019 with all new systems and appliances under historic tax credit standards. Beautifully refinished wood floors. Full width sun room on the rear second floor. Exclusive access to attic for

    Richard Bell Adams-Nelson & Associates Inc

    6 W Cecil St, Winchester, VA 22601
  • /42

    $400,000

    Sold Sep 21, 2026

    430 Babbs Mountain Rd, Winchester, VA 22603

    • 3 Beds
    • 2.5 Baths
    • 1,745 Sq Ft
    • Built 1996

    Last Sold Summary

    • 18% Below List Price
    • $229/SF
    • 147 Days On Market

    Current Estimated Value $451,932

    Last Listing Agent Sheila Pack RE/MAX Roots

    430 Babbs Mountain Rd, Winchester, VA 22603
    • /24

      Not Listed For Sale

      128 Webster Ct, Winchester, VA 22603

      • 3 Beds
      • 3 Baths
      • 2,050 Sq Ft
      • Built 2025
      128 Webster Ct, Winchester, VA 22603

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  • /14

    $465,990

    New Construction $24K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,953 Sq Ft

    132 Wappinger Terrace, Winchester, VA 22602

    The Pine offers just under 2,000 square feet of thoughtfully designed living space, featuring four bedrooms, two-and-a-half baths, and a two-car garage. The open-concept layout includes a modern kitchen with stainless steel appliances, quartz countertops, and stylish gray cabinetry, creating an ideal setting for both everyday living and entertaining. Move-in ready and available for a summer move,

    D.R. Horton Builder
    132 Wappinger Terrace, Winchester, VA 22602
  • /8

    $1,250 Per Month

    • 1 Bed
    • 1 Bath
    • 2,058 Sq Ft
    • Condo for Rent

    36 S Cameron St Unit 2, Winchester, VA 22601

    Charming 1-bedroom, 1-bath apartment located in the heart of historic downtown Winchester! This inviting home features a bright living room with beautiful built-in shelving and passthrough openings to the kitchen, creating an open and connected feel. The updated kitchen includes stainless steel appliances, a stylish tiled backsplash, granite countertops, and crisp white cabinetry. Enjoy the

    James King RE/MAX Roots

    36 S Cameron St Unit 2, Winchester, VA 22601
  • /11

    $12,000

    Sold Oct 14, 2025

    0 Graywolf Trail, Winchester, VA 22602

    • Land
    • 11,761 Sq Ft
    • $44,444 per Acre

    Last Sold Summary

    • 2 Days On Market

    Last Listing Agent Rebecca McTavish Long & Foster Real Estate, Inc.

    0 Graywolf Trail, Winchester, VA 22602
    • /18

      Not Listed For Sale

      118 Wagtail Ln, Winchester, VA 22603

      • 2 Beds
      • 2 Baths
      • 1,670 Sq Ft
      • Built 2025
      118 Wagtail Ln, Winchester, VA 22603

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  • /17

    $634,990

    New Construction Pending
    • 5 Beds
    • 4 Baths
    • 3,828 Sq Ft

    128 Wagtail Ln, Winchester, VA 22603

    Brand New Matisse is Ready for Move In at Hiatt Pointe at Snowden Bridge, a community for those 55 or better! The heart of the home is an open-concept haven, seamlessly blending a gourmet kitchen, dining room, and spacious family room. The kitchen, a chef's dream, features a functional island, abundant storage, Carrrara Mist Quartz counters, burlap and flagstone stained cabinets plus a large

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    128 Wagtail Ln, Winchester, VA 22603
  • /36

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,910 Sq Ft
    • House for Rent

    288 Lauck Dr, Winchester, VA 22603

    Welcome home to comfort, convenience, and charm! From the moment you walk in, you'll appreciate the beautiful hardwood floors that flow throughout the home and the cozy gas fireplace that's perfect for relaxing evenings. Major updates, including new windows and a new HVAC, offer peace of mind for years to come. Step outside to the inviting patio, an ideal spot for morning coffee, summer cookouts,

    Sharon Farinholt Realty ONE Group Old Towne

    288 Lauck Dr, Winchester, VA 22603
  • /97

    $850,000

    Sold Jul 17, 2026

    620 Lake Serene Dr, Winchester, VA 22603

    • 4 Beds
    • 4 Baths
    • 4,545 Sq Ft
    • Built 1970

    Last Sold Summary

    • 9% Below List Price
    • $187/SF
    • 45 Days On Market

    Current Estimated Value $850,339

    Last Listing Agent Dallas Croft Samson Properties

    620 Lake Serene Dr, Winchester, VA 22603
    • /52

      Not Listed For Sale

      170 Munsee Cir, Winchester, VA 22602

      • 4 Beds
      • 3.5 Baths
      • 1,889 Sq Ft
      • Built 2025
      170 Munsee Cir, Winchester, VA 22602

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Brooks Sears Pearson Smith Realty, LLC

  • /11

    $4,000,000

    • Land
    • 19 Acres
    • $210,526 per Acre

    368 Victory Rd, Winchester, VA 22602

    19 Acres, Prime Commercial or FLEX Development Opportunity! Zoned B2, General Commercial. Major commuter corridor to Northern VA, adjacent to Airport Business Park, FBI Records Center, Navy Federal Credit Union headquarters, and new One Logistics Park. Also #1 commuter route to Northern VA! Excellent visibility, flat topo, and dual access on Victory Lane and Independence! Sale includes 14.06

    Gillian Greenfield Coldwell Banker Premier

    368 Victory Rd, Winchester, VA 22602
  • /7

    $1,500 Per Month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    115 S Loudoun St, Winchester, VA 22601

    Charming 1 bedroom 1 bath apartment downtown Winchester. Cozy 2nd floor apartment is freshly painted and offers a prime spot with views overlooking the Walking mail, just steps away from shopping, dining and entertainment.

    Meridee Powars Link Realty Services LLC

    115 S Loudoun St, Winchester, VA 22601
  • /60

    $529,000

    Sold Dec 04, 2025

    121 N Washington St, Winchester, VA 22601

    • 3 Beds
    • 2.5 Baths
    • 3,100 Sq Ft
    • Built 1807

    Last Sold Summary

    • $171/SF
    • 69 Days On Market

    Current Estimated Value $558,822

    Last Listing Agent M. Kelly Walker RE/MAX Roots

    121 N Washington St, Winchester, VA 22601
    • /52

      Not Listed For Sale

      160 Munsee Cir, Winchester, VA 22602

      • 4 Beds
      • 3.5 Baths
      • 1,889 Sq Ft
      • Built 2025
      160 Munsee Cir, Winchester, VA 22602

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Brooks Sears Pearson Smith Realty, LLC

  • /19

    $405,000

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,936 Sq Ft

    102 Geneva Place, Winchester, VA 22603

    Location Location Location, Nice home tucked away in a cul-de-sac, this ranch style home offers 4 bedrooms and 2 full bathrooms. Eat in kitchen that has room for a table and chairs. This home has an addition built on that offers a large family room and the fourth bedroom. The floors have not been finished in the addition and is waiting for your touches. There is a deck off of the kitchen waiting

    Janet Broyles CENTURY 21 New Millennium

    102 Geneva Place, Winchester, VA 22603
  • /23

    $1,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • Townhouse for Rent

    445 Royal St, Winchester, VA 22601

    This charming duplex in the WEA-VILLA community offers a delightful garden view, perfect for enjoying peaceful mornings or relaxing evenings. Built in 1965, this well-maintained ranch-style home features 2 spacious bedrooms and 2 full bathrooms, providing ample space for comfort. The fully finished basement adds versatility, ideal for a cozy retreat or extra storage. With a generous lot size of

    Dave Spence RE/MAX Roots

    445 Royal St, Winchester, VA 22601
  • /23

    $470,000

    Sold Sep 30, 2025

    123 Julee Dr, Winchester, VA 22602

    • 3 Beds
    • 3 Baths
    • 2,038 Sq Ft
    • Built 1989

    Last Sold Summary

    • $231/SF
    • 14 Days On Market

    Current Estimated Value $484,662

    Last Listing Agent Jacob Taylor Blue Valley Real Estate

    123 Julee Dr, Winchester, VA 22602
    • /39

      Not Listed For Sale

      103 Wagtail Ln, Winchester, VA 22603

      • 4 Beds
      • 3 Baths
      • 3,567 Sq Ft
      • Built 2025
      103 Wagtail Ln, Winchester, VA 22603

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Shannon L Bray Pearson Smith Realty, LLC

Showing Results 281 - 320, Page 8 of 18

How to Buy a Home How to Finance a Home How to Sell a Home