Winchester County, VA Homes

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  /26

  $374,990

  New Construction

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

  HOMESITE 8 Monteith Dr, Winchester, VA 22601

  Open House this Saturday & Sunday from 2-4 PM!End of Row Townhome with 3 Bedrooms & 3.5 Bathrooms! All Three Levels Finished! Explore Winchester’s new luxury townhome community. This three level end unit home features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with

  DRB Homes Builder

  HOMESITE 8 Monteith Dr, Winchester, VA 22601
• 

  

  

  /49

  $535,000

  Sold Jul 01, 2026

  315 Walker St, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 2,879 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Above List Price
  • $186/SF
  • 1 Day On Market

  Current Estimated Value $513,983

  Last Listing Agent Bradley Comstock ERA Oakcrest Realty, Inc.

  315 Walker St, Winchester, VA 22601
• 

  

  

  /11

  Est $259,829

  Not Listed For Sale

  2639 Limestone Ct, Winchester, VA 22601

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft
  • Built 1992

  2639 Limestone Ct, Winchester, VA 22601

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Joey Badgett-Gonzalez Berkshire Hathaway HomeServices PenFed Realty
• 

  

  

  /49

  $320,000

  • 4 Beds
  • 2 Baths
  • 2,034 Sq Ft

  410 S Cameron St, Winchester, VA 22601

  Step into a home where timeless character and modern opportunity come together. This spacious property is filled with antique charm and unique details throughout.Featuring 4 bedrooms, 2 full bathrooms, and several versatile flex spaces, this home can easily adapt to your needs or offer increased income potential with a renovation. Enjoy the outdoor living opportunities with a private

  Heloisa Amar Samson Properties

  410 S Cameron St, Winchester, VA 22601
• 

  

  /2

  $559,900

  Sold Oct 10, 2025

  1729 Handley Ave, Winchester, VA 22601

  • 4 Beds
  • 3 Baths
  • 2,614 Sq Ft
  • Built 1987

  Last Sold Summary

  • $214/SF
  • 5 Days On Market

  Current Estimated Value $600,838

  Last Listing Agent Jeanne Mezzatesta Colony Realty

  1729 Handley Ave, Winchester, VA 22601
• 

  

  /29

  Est $264,441

  Not Listed For Sale

  2635 Limestone Ct, Winchester, VA 22601

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft
  • Built 1992

  2635 Limestone Ct, Winchester, VA 22601

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Deborah Matthews ERA Oakcrest Realty, Inc.
• 

  

  /17

  $225,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  369 Charles St, Winchester, VA 22601

  Back on the market because the buyer could not secure financing. This two-story home offers classic charm with a covered front porch, fenced backyard, and upper-level balcony. Located just minutes from downtown, 369 Charles Street features a recently updated kitchen with modern cabinetry, granite countertops, and stainless steel appliances. The main level features updated flooring, while the

  Marisa Varley ERA Oakcrest Realty, Inc.

  369 Charles St, Winchester, VA 22601
• 

  

  /40

  $460,000

  Sold Sep 22, 2025

  116 S Pleasant Valley Rd, Winchester, VA 22601

  • 5 Beds
  • 2 Baths
  • 1,956 Sq Ft
  • Built 1930

  Last Sold Summary

  • $235/SF
  • 47 Days On Market

  Current Estimated Value $457,619

  Last Listing Agent Dan Whitacre Colony Realty

  116 S Pleasant Valley Rd, Winchester, VA 22601
• 

  

  /31

  Est $334,808

  Not Listed For Sale

  2617 Cornerstone Cir, Winchester, VA 22601

  • 2 Beds
  • 1.5 Baths
  • 1,012 Sq Ft
  • Built 1997

  2617 Cornerstone Cir, Winchester, VA 22601

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Sheila Pack RE/MAX Roots
• 

  

  /29

  $275,000

  • 2 Beds
  • 1 Bath
  • 1,734 Sq Ft

  11 W Germain St, Winchester, VA 22601

  Back on the Market!...Beautifully located in the heart of Historic Winchester, this charming home offers 2 bedrooms, 1 full bath, and a versatile bonus room on the second floor-perfect for an office, guest space, or hobby room. Enjoy the convenience of being within walking distance to downtown Winchester's shops, restaurants, entertainment, and the famous Apple Blossom Festival festivities.

  Magnolia Halkowitz ERA Oakcrest Realty, Inc.

  11 W Germain St, Winchester, VA 22601
• 

  

  /13

  $499,990

  Sold Sep 17, 2025

  3131 Eton Place, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 2,451 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $204/SF
  • 316 Days On Market

  3131 Eton Place, Winchester, VA 22601
• 

  

  /42

  Est $406,199

  Not Listed For Sale

  410 Crescent Dr, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft
  • Built 1999

  410 Crescent Dr, Winchester, VA 22601

  Last Sold Summary

  • 29 Days On Market

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

  

  /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
• 

  

  /40

  $449,990

  Sold Aug 28, 2025

  1815 Reese, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 1,904 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $236/SF
  • 22 Days On Market

  D.R. Horton Abrams Crossing at Meadow Branch

  1815 Reese, Winchester, VA 22601
• 

  

  /39

  Est $505,701

  Not Listed For Sale

  434 Crescent Dr, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 2,986 Sq Ft
  • Built 1996

  434 Crescent Dr, Winchester, VA 22601

  Last Sold Summary

  • 93 Days On Market

  Last Listing Agent Thomas Luster Epique Realty
• 

  

  /62

  $760,000

  $39K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,438 Sq Ft

  769 Seldon Dr, Winchester, VA 22601

  Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living. The main level features a generously sized primary suite with a walk-in closet and en-suite bath, along

  Amanda Slate Keller Williams Realty

  769 Seldon Dr, Winchester, VA 22601
• 

  /2

  $310,000

  Sold Apr 03, 2026

  423 Shenandoah Place, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 1,118 Sq Ft
  • Built 1956

  Last Sold Summary

  • $277/SF
  • 5 Days On Market

  Current Estimated Value $310,679

  Last Listing Agent Phil Asper Keller Williams Realty/Lee Beaver & Assoc.

  423 Shenandoah Place, Winchester, VA 22601
• 

  

  /34

  Est $402,661

  Not Listed For Sale

  431 Crescent Dr, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,501 Sq Ft
  • Built 1997

  431 Crescent Dr, Winchester, VA 22601

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Sadie Marino Keller Williams Realty
• 

  

  /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
• 

  /2

  $374,990

  Sold Jul 13, 2026

  221 Monteith Dr Unit HOMESITE 15, Winchester, VA 22601

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft
  • Built 2025

  Last Sold Summary

  • 9% Below List Price
  • $210/SF
  • 76 Days On Market

  Last Listing Agent Brittany Newman DRB Group Realty, LLC

  221 Monteith Dr Unit HOMESITE 15, Winchester, VA 22601
• 

  

  /39

  Est $379,381

  Not Listed For Sale

  2642 Daniel Terrace, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,769 Sq Ft
  • Built 1990

  2642 Daniel Terrace, Winchester, VA 22601

  Last Sold Summary

  • 80 Days On Market

  Last Listing Agent Dave Spence RE/MAX Roots
• 

  

  /18

  $259,000

  $16K 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
• 

  

  /10

  $189,900

  Sold Oct 24, 2025

  11 S Euclid Ave, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 917 Sq Ft
  • Built 1956

  Last Sold Summary

  • $207/SF
  • 6 Days On Market

  Current Estimated Value $215,105

  Last Listing Agent Matthew Altizer ANR Realty, LLC

  11 S Euclid Ave, Winchester, VA 22601
• 

  

  /10

  Est $95,810

  Not Listed For Sale

  405 Crescent Dr, Winchester, VA 22601

  405 Crescent Dr, Winchester, VA 22601

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Matt Kilmer Samson Properties
• 

  

  /76

  $719,000

  • 7 Beds
  • 5 Baths
  • 4,736 Sq Ft

  2700 Loyalty Ct, Winchester, VA 22601

  Situated on a prominent corner lot in an exclusive cul-de-sac enclave of distinguished homes, this impressive stone-front residence offers exceptional space, comfort, and timeless appeal in one of the area’s most desirable neighborhoods. Ideally located near fine dining, shopping, banks, and everyday conveniences, the home combines luxury living with unmatched accessibility.Built in 2011 and

  Elcy Pereira Elcy & Co. Realty, LLC.

  2700 Loyalty Ct, Winchester, VA 22601
• 

  

  /29

  $292,500

  Sold Jun 19, 2026

  1004 Allen Dr, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,793 Sq Ft
  • Built 1965

  Last Sold Summary

  • 10% Below List Price
  • $163/SF
  • 18 Days On Market

  Current Estimated Value $301,477

  Last Listing Agent Chris Roszko Colony Realty

  1004 Allen Dr, Winchester, VA 22601
• 

  

  /49

  Est $644,906

  Not Listed For Sale

  808 Lake Dr, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 3,433 Sq Ft
  • Built 2010

  808 Lake Dr, Winchester, VA 22601

  Last Sold Summary

  • 159 Days On Market

  Last Listing Agent Brock Harris Samson Properties
• 

  

  /65

  $575,000

  $25K PRICE DROP

  • 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, or you

  Danielle Spriggs Samson Properties

  1400 Valley Ave, Winchester, VA 22601
• 

  

  /8

  $160,000

  Sold Sep 08, 2025

  2812 Saratoga Dr, Winchester, VA 22601

  • Land
  • 15,681 Sq Ft
  • $444,444 per Acre

  Last Sold Summary

  • 44 Days On Market

  Current Estimated Value $164,667

  Last Listing Agent Dave Spence RE/MAX Roots

  2812 Saratoga Dr, Winchester, VA 22601
• 

  

  /61

  Est $675,776

  Not Listed For Sale

  708 Lake Dr, Winchester, VA 22601

  • 5 Beds
  • 4 Baths
  • 3,802 Sq Ft
  • Built 2010

  708 Lake Dr, Winchester, VA 22601

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent James King RE/MAX Roots
• 

  

  /25

  $189,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 896 Sq Ft

  313 Avon Ct, Winchester, VA 22601

  Newly remodeled 2-level townhouse located in a quiet, established neighborhood! This move-in ready home features a bright, sun-filled kitchen with a spacious eat-in dining area, two generously sized bedrooms, and 1.5 bathrooms. Enjoy the convenience of one assigned parking space directly in front of the home, plus a guest parking pass for unmarked spaces. Relax on the private rear deck or take a

  Ms. Sophia Alam AMN Realty, LLC.

  313 Avon Ct, Winchester, VA 22601
• 

  

  /45

  $440,000

  Sold Aug 07, 2026

  3137 Eton Place, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 2,293 Sq Ft
  • Built 2023

  Last Sold Summary

  • 13% Below List Price
  • $192/SF
  • 172 Days On Market

  Last Listing Agent Laura White ERA Oakcrest Realty, Inc.

  3137 Eton Place, Winchester, VA 22601
• 

  

  /67

  Est $704,663

  Not Listed For Sale

  937 Kennedy Dr, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 3,887 Sq Ft
  • Built 2009

  937 Kennedy Dr, Winchester, VA 22601

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Matt Kilmer Samson Properties
• 

  

  /47

  $330,000

  $19K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,566 Sq Ft

  101 Locust Ave, Winchester, VA 22601

  Welcome to 101 Locust Avenue in the heart of Winchester on a spacious corner lot! This solid brick ranch home offers 3 bedrooms, 2.5 bathrooms, and comfortable one-level living with additional space in the lower level. The bright and spacious living room serves as the centerpiece of the home, featuring a large bay window that fills the space with natural light. On the main level there are three

  Angela Duncan MarketPlace REALTY

  101 Locust Ave, Winchester, VA 22601
• 

  

  /33

  $419,990

  Sold Mar 18, 2026

  1809 Harvest Dr, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 1,939 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 6% Below List Price
  • $217/SF
  • 13 Days On Market

  D.R. Horton Abrams Crossing at Meadow Branch

  1809 Harvest Dr, Winchester, VA 22601
• 

  

  /69

  Est $717,727

  Not Listed For Sale

  920 Kennedy Dr, Winchester, VA 22601

  • 5 Beds
  • 3.5 Baths
  • 3,677 Sq Ft
  • Built 2008

  920 Kennedy Dr, Winchester, VA 22601

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Stephanie Ryall Realty ONE Group Old Towne
• 

  

  /42

  $449,000

  • 4 Beds
  • 1.5 Baths
  • 1,932 Sq Ft

  420 W Cork St, Winchester, VA 22601

  Discover the perfect blend of historic charm and modern convenience at 420 W Cork Street. This captivating four-level brick home offers 4 bedrooms and 1.5 baths, boasting beautiful hardwood floors, gorgeous trim and plenty of space for you and yours. The main level offers a spacious living room, dining room and kitchen. Upstairs you will find 4 sizable bedrooms and a full bath. The top level is a

  Dan Whitacre Colony Realty

  420 W Cork St, Winchester, VA 22601
• 

  

  /27

  $342,000

  Sold Jan 21, 2026

  309 W Tevis St, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $241/SF
  • 21 Days On Market

  Current Estimated Value $369,113

  Last Listing Agent Matthew Altizer ANR Realty, LLC

  309 W Tevis St, Winchester, VA 22601
• 

  

  /62

  Est $839,708

  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.
• 

  

  /34

  $435,000

  $40K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,682 Sq Ft

  21 E Germain St, Winchester, VA 22601

  Seller offering closing cost assistance on select offers—contact the listing agent for details. Welcome to this beautifully renovated historic home in the heart of Old Town Winchester, where timeless charm meets modern living. This move-in-ready 4-bedroom, 2-bath home has been thoughtfully updated throughout, featuring a stunning kitchen with quartz countertops, custom cabinetry, stainless steel

  Diego Ferrando Samson Properties

  21 E Germain St, Winchester, VA 22601

Showing Results 401 - 440, Page 11 of 18