Winchester County, VA Homes

• 

  

  

  /62

  Est $818,960

  Not Listed For Sale

  707 Kennedy Dr, Winchester, VA 22601

  • 3 Beds
  • 3.5 Baths
  • 4,987 Sq Ft
  • Built 1984

  707 Kennedy Dr, Winchester, VA 22601

  Last Sold Summary

  • 52 Days On Market

  Last Listing Agent Diane Walter Crum Realty, Inc.
• 

  

  

  /31

  $265,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,734 Sq Ft

  11 W Germain St, Winchester, VA 22601

  BACK ON THE MARKET -NO FAULT OF THE SELLERS -Step inside this historic home in the heart of Winchester and discover a home that offers far more than you might expect. Generously sized rooms provide plenty of space to relax, or enjoy your favorite hobbies, while a light-filled sunroom creates the perfect spot for morning coffee, reading, plants, or simply slowing down and enjoying the

  Magnolia Halkowitz ERA Oakcrest Realty, Inc.

  11 W Germain St, Winchester, VA 22601
• 

  

  

  /37

  $260,000

  Sold Sep 02, 2026

  304 Shenandoah Ave, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,094 Sq Ft
  • Built 1951

  Last Sold Summary

  • 9% Below List Price
  • $238/SF
  • 30 Days On Market

  Current Estimated Value $323,834

  Last Listing Agent James King RE/MAX Roots

  304 Shenandoah Ave, Winchester, VA 22601
• 

  

  

  /41

  Est $449,862

  Not Listed For Sale

  610 Quartzite Cir, Winchester, VA 22601

  • 3 Beds
  • 3 Baths
  • 2,002 Sq Ft
  • Built 1998

  610 Quartzite Cir, Winchester, VA 22601

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Teresa Strohmeyer ERA Oakcrest Realty, Inc.
• 

  

  

  /58

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,725 Sq Ft

  633 Pennsylvania Ave, Winchester, VA 22601

  OPEN HOUSE SATURDAY SEPTEMBER 19TH 1:30 TO 3:30PM Charming 1932 Craftsman Near Downtown Winchester! Step into this classic 1932 Craftsman home, where timeless historic character perfectly meets modern updates. Stunning original craftsman style windows in every room. Boasting an abundance of original woodwork and original wood floors throughout, this home radiates warmth, style, and craftsmanship.

  Karen O'Hare Colony Realty

  633 Pennsylvania Ave, Winchester, VA 22601
• 

  

  /20

  $350,000

  Sold Jul 12, 2026

  105 Boone Ct, Winchester, VA 22602

  • 3 Beds
  • 4 Baths
  • 2,000 Sq Ft
  • Built 2026

  Last Sold Summary

  • 4% Below List Price
  • $175/SF
  • 48 Days On Market

  Last Listing Agent Jimmy Thomas New Home Star Virginia, LLC

  105 Boone Ct, Winchester, VA 22602
• 

  

  /37

  Est $404,696

  Not Listed For Sale

  2671 Daniel Terrace, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft
  • Built 1997

  2671 Daniel Terrace, Winchester, VA 22601

  Last Sold Summary

  • 162 Days On Market

  Last Listing Agent Eric Kronenwetter RE/MAX Roots
• 

  

  /3

  $470,335

  Under Contract

  • Land
  • 1.37 Acres
  • $343,310 per Acre

  0 Senseny Rd Unit VAFV2009062, Winchester, VA 22602

  PRICE REDUCED!! Owners are looking for reasonable offers. Lot fronts on Senseny road but can be accessed from the shopping center parking lot. Also can be purchased jointly with Lot H. Lot is flat and ready for development. The house adjoining the lot may also be available for purchase.

  John Coontz Commercial Specialists

  0 Senseny Rd Unit VAFV2009062, Winchester, VA 22602
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  /34

  $337,000

  Sold Apr 09, 2026

  19 W Germain St, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft
  • Built 2004

  Last Sold Summary

  • $263/SF
  • 18 Days On Market

  Current Estimated Value $329,366

  Last Listing Agent Angela Duncan MarketPlace REALTY

  19 W Germain St, Winchester, VA 22601
• 

  

  /58

  Est $568,706

  Not Listed For Sale

  2721 Middle Rd, Winchester, VA 22601

  • 6 Beds
  • 3 Baths
  • 3,452 Sq Ft
  • Built 2002

  2721 Middle Rd, Winchester, VA 22601

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Chad Lesman RE/MAX Roots
• 

  

  /32

  $378,690

  New Construction Pending

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  1809 Sloane St, Winchester, VA 22601

  1809 Sloane St. is an attractive new 3 level townhome with full brick front in Winchester, VA for August move-in. Included Deck for first 3 homebuyers! Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. The main level with LVP Floors features a kitchen equipped with beautiful Quartz countertops, white cabinets, and stainless-steel appliances.

  Victoria Clark D R Horton Realty of Virginia LLC

  1809 Sloane St, Winchester, VA 22601
• 

  

  /28

  $380,000

  Sold Dec 18, 2025

  312 Fox Dr, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 1,105 Sq Ft
  • Built 1959

  Last Sold Summary

  • $344/SF
  • 28 Days On Market

  Current Estimated Value $390,667

  Last Listing Agent Alicia Harris Keller Williams Realty

  312 Fox Dr, Winchester, VA 22601
• 

  

  /49

  Est $545,966

  Not Listed For Sale

  2717 Middle Rd, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 3,408 Sq Ft
  • Built 2002

  2717 Middle Rd, Winchester, VA 22601

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Ben Barnes Jim Barb Realty Inc.
• 

  

  /19

  $393,190

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  644 Arden Ct, Winchester, VA 22601

  644 Arden Court is an attractive new 3 level townhome with brick backing to trees in Winchester's premier Meadow Branch community for September move-in. Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. The main level with LVP Floors features a kitchen equipped with beautiful Quartz countertops, white cabinets, and stainless-steel appliances.

  D.R. Horton Builder

  644 Arden Ct, Winchester, VA 22601
• 

  

  /19

  $175,000

  Sold May 28, 2026

  253 Opequon Ave, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 1,266 Sq Ft
  • Built 1956

  Last Sold Summary

  • 7% Below List Price
  • $138/SF
  • 7 Days On Market

  Current Estimated Value $204,493

  Last Listing Agent Marisa Varley ERA Oakcrest Realty, Inc.

  253 Opequon Ave, Winchester, VA 22601
• 

  

  /52

  Est $512,261

  Not Listed For Sale

  904 W View Ln, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 2,243 Sq Ft
  • Built 2002

  904 W View Ln, Winchester, VA 22601

  Last Sold Summary

  • 86 Days On Market

  Last Listing Agent Sheila Pack RE/MAX Roots
• 

  

  /26

  $300,000

  • 2 Beds
  • 1 Bath
  • 1,097 Sq Ft

  310 Bellview Ave, Winchester, VA 22601

  Classic Winchester charm awaits at 310 Bellview Avenue! This inviting Cape Cod combines character, convenience, and plenty of opportunity to make the space your own. Inside, you’ll find hardwood floors, comfortable living areas, two main-level bedrooms, a full bathroom, and an additional half bath upstairs. A full basement offers extra storage and future possibilities, while the detached one-car

  Cindy Greenya Keller Williams Realty

  310 Bellview Ave, Winchester, VA 22601
• 

  

  /50

  $450,000

  Sold Oct 06, 2025

  25 E Hart St, Winchester, VA 22601

  • 5 Beds
  • 3 Baths
  • 2,680 Sq Ft
  • Built 1945

  Last Sold Summary

  • $168/SF
  • 15 Days On Market

  Current Estimated Value $468,301

  Last Listing Agent Liz Owings Samson Properties

  25 E Hart St, Winchester, VA 22601
• 

  

  /3

  Est $513,292

  Not Listed For Sale

  2635 Middle Rd, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 2,547 Sq Ft
  • Built 2002

  2635 Middle Rd, Winchester, VA 22601

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Stuart Sinclair Coldwell Banker Premier
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  /51

  $364,900

  • 3 Beds
  • 3 Baths
  • 2,064 Sq Ft

  802 Appleseed Ct, Winchester, VA 22601

  NO HOA-City of Winchester on cul-de-sac with a spacious yard that feels like a private oasis.Charming and inviting townhome offering an unusual and versatile four-level floor plan with wonderful indoor and outdoor living spaces! The main level features a welcoming living room with a beautiful bay window, fireplace and built-in shelving, along with a dining room accented by crown molding and chair

  Darcy Amburn Colony Realty

  802 Appleseed Ct, Winchester, VA 22601
• 

  

  /58

  $535,000

  Sold Apr 15, 2026

  1917 Harvest Dr, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 2,234 Sq Ft
  • Built 2001

  Last Sold Summary

  • 3% Below List Price
  • $239/SF
  • 20 Days On Market

  Current Estimated Value $533,685

  Last Listing Agent Brock Harris Samson Properties

  1917 Harvest Dr, Winchester, VA 22601
• 

  

  /40

  Est $385,917

  Not Listed For Sale

  2717 Blue Ridge Terrace, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft
  • Built 1959

  2717 Blue Ridge Terrace, Winchester, VA 22601

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Jim Stafford ERA Oakcrest Realty, Inc.
• 

  

  /47

  $329,900

  $10K PRICE INCREASE

  • 3 Beds
  • 1.5 Baths
  • 1,242 Sq Ft

  936 Allen Dr, Winchester, VA 22601

  Charming, beautifully maintained all-brick ranch home at 936 Allen Drive! Built in 1965 by Kingsberry Homes using the sought-after Belden model, this special property has been lovingly cared for by one family since its construction and even includes the original architectural floor plans. Inside, the move-in-ready home offers stunning hardwood floors and an enclosed carport seamlessly converted

  Jody Elson Dream Real Estate

  936 Allen Dr, Winchester, VA 22601
• 

  

  /67

  $675,000

  Sold Dec 05, 2025

  316 W Whitlock Ave, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 3,278 Sq Ft
  • Built 1940

  Last Sold Summary

  • $206/SF
  • 4 Days On Market

  Current Estimated Value $680,197

  Last Listing Agent Carla Houchens Pearson Smith Realty, LLC

  316 W Whitlock Ave, Winchester, VA 22601
• 

  

  /26

  Est $235,561

  Not Listed For Sale

  22 Jigsaw Place, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft
  • Built 1984

  22 Jigsaw Place, Winchester, VA 22601

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Dan Whitacre Colony Realty
• 

  

  /29

  $357,500

  $2K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  621 Patterson Ave, Winchester, VA 22601

  CHARMING CAPE COD IN AN IDEAL IN‑TOWN LOCATION, THIS HOME HAS A WELCOMING EASE TO IT, OFFERING 3–4 BEDROOMS AND 2.5 BATHROOMS WITH A LAYOUT THAT ADAPTS BEAUTIFULLY TO EVERYDAY LIVING. THE MAIN LEVEL INCLUDES TWO CONVENIENT BEDROOMS, A COMFORTABLE, LIGHT‑FILLED LIVING ROOM, A SEPARATE DINING AREA, AND A RENOVATED KITCHEN FEATURING NEW CABINETS AND STAINLESS‑STEEL APPLIANCES. IN 2021, THE HOME

  LESLIE WEBB Long & Foster Real Estate, Inc.

  621 Patterson Ave, Winchester, VA 22601
• 

  

  /60

  $405,000

  Sold Mar 30, 2026

  139 Biscane Ct, Winchester, VA 22602

  • 3 Beds
  • 3.5 Baths
  • 2,250 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $180/SF
  • 28 Days On Market

  Current Estimated Value $409,098

  Last Listing Agent Roberto Cardoza Orellana Pearson Smith Realty, LLC

  139 Biscane Ct, Winchester, VA 22602
• 

  

  /42

  Est $343,869

  Not Listed For Sale

  2513 Hillside Terrace, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft
  • Built 1967

  2513 Hillside Terrace, Winchester, VA 22601

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Frank Armstrong, IV Colony Realty
• 

  

  /18

  $250,000

  $25K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  135 S Kent St Unit 202, Winchester, VA 22601

  Step into the charm of Historic Downtown Winchester with this beautifully renovated Urban Lofts Condominium, where history and modern living come together. Located in a home built in 1825, this unique property is just a short stroll to Winchester's favorite restaurants, boutique shopping, coffee shops, museums, and downtown events.Renovated in 2021, the condo offers stylish updates while

  Sharon Farinholt Realty ONE Group Old Towne

  135 S Kent St Unit 202, Winchester, VA 22601
• 

  

  /36

  $299,900

  Sold Jun 29, 2026

  126 S Euclid Ave, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 1,086 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Below List Price
  • $276/SF
  • 55 Days On Market

  Current Estimated Value $297,752

  Last Listing Agent Matt Kilmer Samson Properties

  126 S Euclid Ave, Winchester, VA 22601
• 

  

  /42

  Est $345,477

  Not Listed For Sale

  2428 Massanutten Terrace, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 1,676 Sq Ft
  • Built 1956

  2428 Massanutten Terrace, Winchester, VA 22601

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Renee Waymire Samson Properties
• 

  /2

  $350,000

  • 3 Beds
  • 1.5 Baths
  • 1,507 Sq Ft

  1048 Woodland Ave, Winchester, VA 22601

  Nestled in a charming neighborhood, this delightful ranch-style home offers a perfect blend of comfort and convenience. Built in 1954, this brick beauty exudes timeless appeal while providing modern living spaces that cater to today's lifestyle. With 1,507 square feet of thoughtfully designed space, this residence features three cozy bedrooms and one and a half bathrooms, making it an ideal

  Shane Bowman RE/MAX Roots

  1048 Woodland Ave, Winchester, VA 22601
• 

  

  /28

  $320,000

  Sold Sep 25, 2025

  230 Allison Ave, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 1,376 Sq Ft
  • Built 1962

  Last Sold Summary

  • $233/SF
  • 87 Days On Market

  Current Estimated Value $322,116

  Last Listing Agent Jonathan Fleming Weichert Realtors - Blue Ribbon

  230 Allison Ave, Winchester, VA 22601
• 

  

  /33

  Est $241,393

  Not Listed For Sale

  2518 Hockman Ave, Winchester, VA 22601

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft
  • Built 1954

  2518 Hockman Ave, Winchester, VA 22601

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Jodi Cilley Realty ONE Group Old Towne
• 

  

  /65

  $559,000

  $41K PRICE DROP Under Contract

  • 6 Beds
  • 4 Baths
  • 3,511 Sq Ft

  1400 Valley Ave, Winchester, VA 22601

  Versatile on Valley!So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful original hardwood floors, tall ceilings, fireplace, 4 season sunroom, and a stunning staircase that adds timeless character. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit,

  Danielle Spriggs Samson Properties

  1400 Valley Ave, Winchester, VA 22601
• 

  /2

  $925,000

  Sold Jan 16, 2026

  413 N Braddock St, Winchester, VA 22601

  • 5 Beds
  • 3 Baths
  • 2,782 Sq Ft
  • Built 1920

  Last Sold Summary

  • $332/SF

  Current Estimated Value $885,952

  Last Listing Agent Dan Whitacre Colony Realty

  413 N Braddock St, Winchester, VA 22601
• 

  

  /76

  Est $480,898

  Not Listed For Sale

  2316 Tower Ave, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 2,095 Sq Ft
  • Built 2006

  2316 Tower Ave, Winchester, VA 22601

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Brian Yoder Realty ONE Group Old Towne
• 

  

  /39

  $384,990

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,756 Sq Ft

  HOMESITE 126 Monteith Dr, Winchester, VA 22601

  The most affordable townhomes in Winchester City! END OF ROW Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Home backing to trees for added privacy and peaceful views. Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room ***OFFERING UP TO $5K IN

  DRB Homes Builder

  HOMESITE 126 Monteith Dr, Winchester, VA 22601
• 

  

  /36

  $419,990

  Sold Nov 19, 2025

  1810 Blythe Way, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $222/SF
  • 12 Days On Market

  D.R. Horton Abrams Crossing at Meadow Branch

  1810 Blythe Way, Winchester, VA 22601
• 

  

  /34

  Est $393,927

  Not Listed For Sale

  2320 Tower Ave, Winchester, VA 22601

  • 4 Beds
  • 2 Baths
  • 1,762 Sq Ft
  • Built 2006

  2320 Tower Ave, Winchester, VA 22601

  Last Sold Summary

  • 136 Days On Market

  Last Listing Agent Alex Adomako-Acheampong Samson Properties

Showing Results 441 - 480, Page 12 of 18