Winchester County, VA Homes

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  /87

  $1,239,000

  • 4 Beds
  • 7.5 Baths
  • 5,662 Sq Ft

  1022 Heth Place, Winchester, VA 22601

  This amazing property is ready for you! Located close to Winchester Medical Center, Churches, Shopping, Historic Downtown Winchester, John Kerr Elementary School, and John Handley High School. This property is beautifully landscaped with plush gardens, a koi pond, waterfalls, a large pool, pool room, large deck overlooking the property, and a fenced backyard lined with mature trees for privacy.

  Cynthia Butler Samson Properties

  1022 Heth Place, Winchester, VA 22601
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  /42

  $464,000

  Sold Apr 13, 2026

  407 Jefferson St, Winchester, VA 22601

  • 3 Beds
  • 3 Baths
  • 2,805 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Below List Price
  • $165/SF
  • 64 Days On Market

  Current Estimated Value $462,867

  Last Listing Agent Gillian Greenfield Coldwell Banker Premier

  407 Jefferson St, Winchester, VA 22601
• 

  

  

  /33

  Est $388,906

  Not Listed For Sale

  430 Wentworth Dr, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 2,211 Sq Ft
  • Built 1954

  430 Wentworth Dr, Winchester, VA 22601

  Last Sold Summary

  • 108 Days On Market

  Last Listing Agent Traci Shoberg Samson Properties
• 

  

  

  /73

  $615,000

  • 5 Beds
  • 3.5 Baths
  • 3,626 Sq Ft

  922 Wayne Dr, Winchester, VA 22601

  Welcome home to this beautifully updated brick-front residence in the City of Winchester, where a thoughtful floor plan, generous living spaces with 9' ceilings on the main and upper levels, and meaningful improvements come together across three finished levels.The main level is designed for connection and comfort, beginning with a two-story foyer that opens into an airy, open-concept layout.

  Katrina Smith Samson Properties

  922 Wayne Dr, Winchester, VA 22601
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  /39

  $420,000

  Sold Aug 27, 2026

  443 Fairmont Ave, Winchester, VA 22601

  • 2 Beds
  • 2 Baths
  • 2,370 Sq Ft
  • Built 1957

  Last Sold Summary

  • 7% Below List Price
  • $177/SF
  • 37 Days On Market

  Current Estimated Value $486,493

  Last Listing Agent Jeff Webber Long & Foster Real Estate, Inc.

  443 Fairmont Ave, Winchester, VA 22601
• 

  

  /21

  Est $339,230

  Not Listed For Sale

  425 Beechcroft Rd, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 2,056 Sq Ft
  • Built 1958

  425 Beechcroft Rd, Winchester, VA 22601

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent michele bouve hoffman Pearson Smith Realty, LLC
• 

  

  /40

  $359,990

  New Construction

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

  237 Monteith Dr, Winchester, VA 22601

  The most affordable townhomes in Winchester City! 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 CLOSING

  Brittany Newman DRB Group Realty, LLC

  237 Monteith Dr, Winchester, VA 22601
• 

  

  /52

  $347,500

  Sold Apr 09, 2026

  217 Myrtle Ave, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 907 Sq Ft
  • Built 1961

  Last Sold Summary

  • 7% Below List Price
  • $383/SF
  • 50 Days On Market

  Current Estimated Value $332,902

  Last Listing Agent Pamela Foltz Realty ONE Group Old Towne

  217 Myrtle Ave, Winchester, VA 22601
• 

  

  /37

  Est $378,625

  Not Listed For Sale

  429 Beechcroft Rd, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 2,004 Sq Ft
  • Built 1965

  429 Beechcroft Rd, Winchester, VA 22601

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Dan Whitacre Colony Realty
• 

  

  /13

  $274,000

  $25K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,161 Sq Ft

  519 Virginia Ave, Winchester, VA 22601

  This charming house has great potential. It is located directly across from the Virginia Avenue School campus, close to downtown Winchester. The exterior was recently painted and a new roof installed in 2025. This home would be great "Handyman's Delight" as the interior needs quite a bit of attention as the bath and kitchen are outdated. The 100 amp electric service was updated in 1993, water

  Katherine Solenberger Colony Realty

  519 Virginia Ave, Winchester, VA 22601
• 

  

  /40

  $632,500

  Sold Apr 24, 2026

  162 Omps Dr, Winchester, VA 22601

  • 6 Beds
  • 3.5 Baths
  • 3,192 Sq Ft
  • Built 1990

  Last Sold Summary

  • 1% Below List Price
  • $198/SF
  • 13 Days On Market

  Current Estimated Value $625,801

  Last Listing Agent Kimberly Schroeder Long & Foster Real Estate, Inc.

  162 Omps Dr, Winchester, VA 22601
• 

  

  /34

  Est $394,936

  Not Listed For Sale

  523 Applecroft Rd, Winchester, VA 22601

  • 4 Beds
  • 2 Baths
  • 1,847 Sq Ft
  • Built 1958

  523 Applecroft Rd, Winchester, VA 22601

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Rebecca Haughian Redfin Corporation
• 

  

  /23

  $424,990

  New Construction $5K PRICE INCREASE

  • 4 Beds
  • 3.5 Baths
  • 2,094 Sq Ft

  126 Swansong Place, Winchester, VA 22603

  BUILDER OFFERING BELOW MARKET RATE FINANCING ON THIS MOVE IN READY HOME!!Exceptional value for a 4‑bedroom END‑UNIT townhome is ready for move‑in! Brand‑new construction offers modern style and comfort with oak stairs with upgraded railings and durable LVP flooring throughout the main level. Backing to open space in the newest section of Snowden Bridge, this spacious home includes a flexible

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  126 Swansong Place, Winchester, VA 22603
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  /55

  $480,000

  Sold Jul 15, 2026

  308 Ridge Ave, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 1974

  Last Sold Summary

  • 18% Below List Price
  • $160/SF
  • 88 Days On Market

  Current Estimated Value $489,881

  Last Listing Agent John Scully Colony Realty

  308 Ridge Ave, Winchester, VA 22601
• 

  

  /8

  Est $166,000

  Not Listed For Sale

  2812 Saratoga Dr, Winchester, VA 22601

  2812 Saratoga Dr, Winchester, VA 22601

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Dave Spence RE/MAX Roots
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  /30

  $379,900

  • 2 Beds
  • 1.5 Baths
  • 1,186 Sq Ft

  711 E Cork St, Winchester, VA 22601

  This stunning property boasts a brand-new kitchen with quartz countertops, new appliances (refrigerator, microwave, stove) and a fresh new look. The laundry room got an upgrade too, with brand-new appliances. Newly installed waterproof vinyl flooring that's been laid down throughout, perfect for any occasion. Also, with a fresh coat of paint on the walls including the garage along with the door.

  Marco Novillo Spring Hill Real Estate, LLC.

  711 E Cork St, Winchester, VA 22601
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  /3

  $125,000

  Sold Mar 26, 2026

  222 Liberty Ave, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 882 Sq Ft
  • Built 1961

  Last Sold Summary

  • 17% Below List Price
  • $142/SF
  • 7 Days On Market

  Current Estimated Value $153,704

  Last Listing Agent Kandi McKenzie Realty ONE Group Old Towne

  222 Liberty Ave, Winchester, VA 22601
• 

  

  /55

  Est $559,094

  Not Listed For Sale

  2821 Saratoga Dr, Winchester, VA 22601

  • 5 Beds
  • 3 Baths
  • 2,742 Sq Ft
  • Built 2000

  2821 Saratoga Dr, Winchester, VA 22601

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Kim Palmer Marquee Properties, Inc.
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  /69

  $605,000

  • Studio
  • 4,396 Sq Ft

  540 Monticello St, Winchester, VA 22601

  Welcome to 540 Monticello Street, a turnkey Multi-Unit Investment Opportunity in Prime Downtown Winchester Location!Presenting a Triplex in the heart of Downtown Winchester—a rare opportunity for investors seeking strong cash flow in a highly desirable and commuter-friendly location. Just minutes from I-81 and I-66, and less than an hour from Northern Virginia, this property offers

  Laura King MarketPlace REALTY

  540 Monticello St, Winchester, VA 22601
• 

  

  /97

  $499,000

  Sold Jun 26, 2026

  720 S Kent St, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 1,798 Sq Ft
  • Built 1931

  Last Sold Summary

  • 8% Below List Price
  • $278/SF
  • 46 Days On Market

  Current Estimated Value $492,313

  Last Listing Agent Krissy Cruse Pearson Smith Realty, LLC

  720 S Kent St, Winchester, VA 22601
• 

  

  /5

  Est $426,325

  Not Listed For Sale

  605 Dulles Cir, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft
  • Built 1980

  605 Dulles Cir, Winchester, VA 22601

  Last Sold Summary

  Last Listing Agent Natalie Langford ERA Oakcrest Realty, Inc.
• 

  

  /22

  $599,950

  $25K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,948 Sq Ft

  446 N Loudoun St, Winchester, VA 22601

  Fully renovated in 2022, this upgraded duplex near Winchester's historic Walking Mall features all new electrical, HVAC, plumbing, windows, insulation, and appliances. The downstairs is a 3-bed/1-bath unit, and the upstairs is a 2-bed/1-bath unit. Separate utilities, with landlord covering water/sewer. Gross income: $44,640 annually, including shed rental. Quality tenants and off-street parking

  Lawrence Lessin Homes By Owner, Inc.

  446 N Loudoun St, Winchester, VA 22601
• 

  

  /51

  $385,000

  Sold Nov 24, 2025

  1823 Kershaw Ln, Winchester, VA 22601

  • 2 Beds
  • 2 Baths
  • 1,591 Sq Ft
  • Built 2003

  Last Sold Summary

  • $242/SF
  • 9 Days On Market

  Current Estimated Value $400,592

  Last Listing Agent Natalie Langford ERA Oakcrest Realty, Inc.

  1823 Kershaw Ln, Winchester, VA 22601
• 

  

  /14

  Est $457,705

  Not Listed For Sale

  2620 Stonegate Dr, Winchester, VA 22601

  • 5 Beds
  • 3 Baths
  • 2,974 Sq Ft
  • Built 1995

  2620 Stonegate Dr, Winchester, VA 22601

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Anthony Adamovich Key Move Properties, LLC.
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  /32

  $391,690

  New Construction $5K PRICE INCREASE Pending

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

  1805 Sloane St, Winchester, VA 22601

  1805 Sloane St. is an attractive new 3 level townhome with full brick front in Winchester, VA for August move-in. Free 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. The

  Victoria Clark D R Horton Realty of Virginia LLC

  1805 Sloane St, Winchester, VA 22601
• 

  /2

  $590,000

  Sold Jul 21, 2026

  1613 van Couver St, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 3,388 Sq Ft
  • Built 1982

  Last Sold Summary

  • $174/SF
  • 4 Days On Market

  Current Estimated Value $598,447

  Last Listing Agent Amy Longerbeam RE/MAX Roots

  1613 van Couver St, Winchester, VA 22601
• 

  

  /47

  Est $500,926

  Not Listed For Sale

  2628 Stonegate Dr, Winchester, VA 22601

  • 4 Beds
  • 3 Baths
  • 2,722 Sq Ft
  • Built 1994

  2628 Stonegate Dr, Winchester, VA 22601

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Ralph Semidey Smart Realty, LLC
• 

  

  /24

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft

  1853 Rosser Ln, Winchester, VA 22601

  Welcome to easy one-level living in Willow Lawn Cottages, a popular 55+ community in Winchester! This well-maintained home has been freshly painted and offers 2 bedrooms and 2 full bathrooms. The open floor plan feels bright and spacious, with vaulted ceilings, plenty of natural light, and luxury vinyl plank flooring throughout. The kitchen includes granite countertops, updated cabinets,

  Sarena Baker Realty FC, LLC

  1853 Rosser Ln, Winchester, VA 22601
• 

  

  /58

  $295,000

  Sold Jun 04, 2026

  510 N Pleasant Valley Rd, Winchester, VA 22601

  • 2 Beds
  • 2 Baths
  • 1,227 Sq Ft
  • Built 1943

  Last Sold Summary

  • 8% Below List Price
  • $240/SF
  • 31 Days On Market

  Current Estimated Value $294,443

  Last Listing Agent RoxAnn Grimes RE/MAX Roots

  510 N Pleasant Valley Rd, Winchester, VA 22601
• 

  

  /46

  Est $442,254

  Not Listed For Sale

  2641 Stonegate Dr, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,961 Sq Ft
  • Built 1994

  2641 Stonegate Dr, Winchester, VA 22601

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Dave Spence RE/MAX Roots
• 

  

  /97

  $1,100,000

  • 6 Beds
  • 6 Baths
  • 6,789 Sq Ft

  1030 Breckinridge Ln, Winchester, VA 22601

  Welcome to this inviting, beautifully maintained 6-bedroom, 4-full-bathroom, 2-half-bathroom all-brick home in the desirable Meadow Branch subdivision in Winchester, Virginia. Offering over 6,000 square feet of finished living space, this impressive residence combines generous room sizes, timeless construction, exceptional storage, and comfortable living spaces designed for both everyday life and

  Joleen Haymaker Samson Properties

  1030 Breckinridge Ln, Winchester, VA 22601
• 

  

  /23

  $302,000

  Sold Aug 14, 2026

  317 N Kent St, Winchester, VA 22601

  • 4 Beds
  • 3 Baths
  • 1,916 Sq Ft
  • Built 1820

  Last Sold Summary

  • 19% Below List Price
  • $158/SF
  • 67 Days On Market

  Current Estimated Value $328,101

  Last Listing Agent Clark Smith Samson Properties

  317 N Kent St, Winchester, VA 22601
• 

  

  /28

  Est $465,952

  Not Listed For Sale

  314 Stonehenge Rd, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 2,580 Sq Ft
  • Built 1991

  314 Stonehenge Rd, Winchester, VA 22601

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Kandi McKenzie Realty ONE Group Old Towne
• 

  

  /59

  $519,900

  $55K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  660 Beehive Way, Winchester, VA 22601

  Enjoy city living in this spacious and light-filled home featuring 5 bedrooms and 3.5 baths. Fresh new carpeting has been installed on the upper level and in the family room, complemented by hardwood floors throughout the main living areas.The kitchen is equipped with stainless steel appliances, double ovens, and a center island—perfect for cooking and entertaining. Formal living and

  Traci Shoberg Samson Properties

  660 Beehive Way, Winchester, VA 22601
• 

  /2

  $335,000

  Sold Apr 13, 2026

  601 Hollingsworth Dr, Winchester, VA 22601

  • 2 Beds
  • 1.5 Baths
  • 1,684 Sq Ft
  • Built 1961

  Last Sold Summary

  • $199/SF
  • 12 Days On Market

  Current Estimated Value $330,110

  Last Listing Agent Craig Alexander Coldwell Banker Premier

  601 Hollingsworth Dr, Winchester, VA 22601
• 

  

  /36

  Est $415,926

  Not Listed For Sale

  325 W Tevis St, Winchester, VA 22601

  • 3 Beds
  • 3 Baths
  • 1,830 Sq Ft
  • Built 1998

  325 W Tevis St, Winchester, VA 22601

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Danielle Carter Redfin Corporation
• 

  

  /26

  $369,990

  New Construction $5K PRICE DROP

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

  13 Monteith Dr, Winchester, VA 22601

  3 Level Townhome with Deck! The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Home with 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. This

  DRB Homes Builder

  13 Monteith Dr, Winchester, VA 22601
• 

  

  /26

  $399,990

  Sold Mar 18, 2026

  234 Monteith Dr, Winchester, VA 22601

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $224/SF
  • 29 Days On Market

  DRB Homes Village at Valor Crossing - Townhomes

  234 Monteith Dr, Winchester, VA 22601
• 

  

  /11

  Est $256,359

  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
• 

  

  /32

  $471,000

  • 3 Beds
  • 2.5 Baths
  • 2,260 Sq Ft

  421 Longview Ave, Winchester, VA 22601

  A must see property! This is a beautifull well kept colonial house with 3 bedrooms, 2 full bath and 1 half bath. The basement is unfinish but is ready to be build. As you enter the main level, you will see a nice welcoming livingroom, diningroom and beautiful granite countertops in the kitchen, with stainless steel appliances and high effitiency washer and dryer to the side. From the kitchen you

  Valentin Bonilla Samson Properties

  421 Longview Ave, Winchester, VA 22601

Showing Results 361 - 400, Page 10 of 18