Winchester County, VA Homes

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  /50

  $1,179,000

  • 4 Beds
  • 5 Baths
  • 4,970 Sq Ft

  1004 Heth Place, Winchester, VA 22601

  Stepping onto the Southern style covered front porc.h you enter the large foyer with a Schoenbek chandelier. There is a living room to the left which opens to a separate dining room with a hand painted blue and gold ceiling. The kitchen is eating size with granite counter and large island. Double doors lead to a small back porch and stairs to the patio. The first floor family room has a gas

  Kathryn Hallett Long & Foster Real Estate, Inc.

  1004 Heth Place, Winchester, VA 22601
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  /27

  $1,400 Per Month

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

  116 N Indian Aly Unit 203, Winchester, VA 22601

  Live, work, and play in the heart of Historic Downtown Winchester! This charming 1-bedroom, 1-bathroom second-floor apartment offers an unbeatable location on Indian Alley, directly across from the Braddock Street Parking Garage and just steps from the Old Town Walking Mall's shops, restaurants, and entertainment. Inside, you'll find tall ceilings, beautiful flooring, and abundant natural light,

  Chris Roszko Colony Realty

  116 N Indian Aly Unit 203, Winchester, VA 22601
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  /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 $639,175

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

  162 Omps Dr, Winchester, VA 22601
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  /73

  Est $475,104

  Not Listed For Sale

  212 W Cedarmeade Ave, Winchester, VA 22601

  • 5 Beds
  • 2.5 Baths
  • 2,899 Sq Ft
  • Built 1967

  212 W Cedarmeade Ave, Winchester, VA 22601

  Last Sold Summary

  • 91 Days On Market

  Last Listing Agent Gina Chatham Century 21 Redwood Realty
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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
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  /20

  $1,600 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,316 Sq Ft
  • Townhouse for Rent

  8 W Monmouth St, Winchester, VA 22601

  Charming 2-Story Townhouse for Rent in Winchester City Welcome to this well-maintained 2-story townhouse located in the heart of Winchester! This comfortable home offers a functional layout with 1 full bath and 1 half bath, perfect for convenient everyday living. The main level features a bright living area, a spacious kitchen with ample cabinet space, and a dining area ideal for entertaining. A

  Ruby Miller Samson Properties

  8 W Monmouth St, Winchester, VA 22601
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  /36

  $284,900

  Sold Aug 15, 2025

  516 Hollingsworth Dr, Winchester, VA 22601

  • 2 Beds
  • 1 Bath
  • 813 Sq Ft
  • Built 1956

  Last Sold Summary

  • $350/SF
  • 28 Days On Market

  Current Estimated Value $283,247

  Last Listing Agent Chris Zarou Pearson Smith Realty, LLC

  516 Hollingsworth Dr, Winchester, VA 22601
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  /41

  Est $340,942

  Not Listed For Sale

  309 Wentworth Dr, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,148 Sq Ft
  • Built 1966

  309 Wentworth Dr, Winchester, VA 22601

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Julie Teets ERA Oakcrest Realty, Inc.
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  /39

  $320,000

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,988 Sq Ft

  528 Battle Ave, Winchester, VA 22601

  Adorable Cape Cod in the heart of Winchester! Beautifully appointed with hardwood floors, signature arched doorways from that era adding tons of charm to this lovely home. Two main floor bedrooms, renovated and updated bath, living room with gas fireplace and brick surround, kitchen with brand new gas range, expanded space perfect for dining and entertaining with doors to the front and rear

  Beckwith Bolle Carter Braxton Preferred Properties

  528 Battle Ave, Winchester, VA 22601
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  /16

  $1,450 Per Month

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

  222 E Whitlock Ave, Winchester, VA 22601

  Conveniently located near Downtown Winchester, Shenandoah University, shopping, restaurants, and other everyday amenities, this well-maintained 3-bedroom, 1-bath townhome offers comfortable living with plenty of functional space. The main and upper levels feature hardwood flooring, while the eat-in kitchen has durable vinyl flooring. Exceptional closet space throughout the home provides abundant

  Meghan Pachas MAP Property Solutions, LLC.

  222 E Whitlock Ave, Winchester, VA 22601
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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 $494,139

  Last Listing Agent John Scully Colony Realty

  308 Ridge Ave, Winchester, VA 22601
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  /33

  Est $397,432

  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
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  /2

  $400,000

  Coming Soon

  • 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
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  /10

  $2,100 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,564 Sq Ft
  • Townhouse for Rent

  2043 Stoneleigh Dr, Winchester, VA 22601

  Immaculate and well maintained 3 BR 2.5BA townhome in sought after Orchard Hill community. Conveniently located within city limits. This fabulous end unit townhome offers a spacious floor plan . Upon entering the main level, you step up to an inviting light filled family room that flows into a large kitchen w/ island and dining area. Upper level includes a spacious master bedroom with ensuite

  Misty Miller OliveTree Property Group, LLC

  2043 Stoneleigh Dr, 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 $181,658

  Last Listing Agent Kandi McKenzie Realty ONE Group Old Towne

  222 Liberty Ave, Winchester, VA 22601
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  /37

  Est $391,568

  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
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  /59

  $539,900

  $35K 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 dining

  Traci Shoberg Samson Properties

  660 Beehive Way, Winchester, VA 22601
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  /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 $499,564

  Last Listing Agent Krissy Cruse Pearson Smith Realty, LLC

  720 S Kent St, Winchester, VA 22601
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  /34

  Est $398,003

  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
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  /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
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  /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 $407,998

  Last Listing Agent Natalie Langford ERA Oakcrest Realty, Inc.

  1823 Kershaw Ln, Winchester, VA 22601
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  /55

  Est $573,311

  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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  /13

  $125,000

  Pending

  • Land
  • 5 Acres
  • $25,000 per Acre

  0 Oak Dr, Winchester, VA 22603

  Enjoy rural living and fun on this building lot in the Westwood Terrace community. This prime building lot is located off of Pinehill Drive at the base of Hunting Ridge. Access is secured via road frontage on paved Oak Drive and graveled Day Drive. Electricity and other utilities are nearby making for cost effective hookups. This land is zoned RA and the topography ranges from mild to steep.

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Oak Dr, Winchester, VA 22603
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  /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 $597,369

  Last Listing Agent Amy Longerbeam RE/MAX Roots

  1613 van Couver St, Winchester, VA 22601
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  /5

  Est $437,868

  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.
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  /26

  $409,990

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,655 Sq Ft

  Adams Plan at Abrams Crossing at Meadow Branch, Winchester, VA 22601

  The Adams I townhome offers 1,889 sq. ft. of thoughtfully designed living space, featuring 4 bedrooms, 3.5 bathrooms, and a convenient 1-car front-load garage. The modern kitchen showcases quartz countertops, stainless steel appliances, a spacious island, recessed lighting, and upgraded cabinets. Enjoy the flexibility of a finished lower-level bonus space—perfect for a rec room, home office, or

  D.R. Horton Builder

  1831 Reese Ct Unit 37025140, Winchester, VA 22601
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  /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 $292,835

  Last Listing Agent RoxAnn Grimes RE/MAX Roots

  510 N Pleasant Valley Rd, Winchester, VA 22601
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  /50

  Est $486,817

  Not Listed For Sale

  2612 Stonegate Dr, Winchester, VA 22601

  • 4 Beds
  • 3 Baths
  • 1,968 Sq Ft
  • Built 1994

  2612 Stonegate Dr, Winchester, VA 22601

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Dave Spence RE/MAX Roots
• 

  

  /10

  $268,000

  $22K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 817 Sq Ft

  580 York Ave, Winchester, VA 22601

  **PRICE REDUCTION**Please contact Maria Vasquez for inquiries as the co-listing agent. (571)334-5118. This charming bungalow in the heart of the City of Winchester has already been beautifully renovated, offering the perfect blend of classic charm and modern living. Featuring 2 cozy bedrooms and a full bathroom, the home is designed with comfort and functionality in mind. Enjoy an updated

  Yoselin Mejia The Vasquez Group LLC

  580 York Ave, 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 $335,732

  Last Listing Agent Craig Alexander Coldwell Banker Premier

  601 Hollingsworth Dr, Winchester, VA 22601
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  /47

  Est $506,523

  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
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  /32

  $530,000

  • 3 Beds
  • 1.5 Baths
  • 1,505 Sq Ft

  108 Morgan St, Winchester, VA 22601

  Welcome to this charming historic home in Old Town. A spacious 3-bedroom Colonial, where timeless character meets modern comfort in the heart of Winchester. Thoughtfully updated with today's buyer in mind, this charming residence offers upgraded amenities while preserving its classic appeal. Inside, you'll find generous living spaces filled with natural light, along with a walk-up attic offering

  Stacey Rowe Real Broker LLC

  108 Morgan St, 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
• 

  

  /46

  Est $445,559

  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
• 

  

  /42

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  703 S Loudoun St, Winchester, VA 22601

  ***4.25% INTEREST RATE AVAILABLE*** Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city’s rich architectural heritage just moments from vibrant Old Town Winchester. Blending timeless character with flexible living options, the home showcases classic historic charm paired with thoughtful updates that support today’s

  John Ginty Samson Properties

  703 S Loudoun St, Winchester, VA 22601
• 

  /2

  $295,000

  Sold Oct 23, 2025

  616 Cedar Creek Grade, Winchester, VA 22601

  • Land
  • 1.33 Acres
  • $221,805 per Acre

  Last Sold Summary

  • 1,861 Days On Market

  Current Estimated Value $268,000

  Last Listing Agent Christopher Molden Merrifield Realty, LLC

  616 Cedar Creek Grade, Winchester, VA 22601
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  /28

  Est $464,460

  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
• 

  

  /35

  $459,990

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,905 Sq Ft

  Adams II Plan at Abrams Crossing at Meadow Branch, Winchester, VA 22601

  The Adams II townhome features 1,905 sq. ft. of stylish and flexible living space, including 4 bedrooms, 3.5 bathrooms, and a 1-car rear-load garage. The gourmet kitchen is equipped with quartz countertops, stainless steel appliances, recessed lighting, a generous island, and sleek Duraform cabinetry. The lower-level bonus room offers endless possibilities—use it as a rec room, home office, or an

  D.R. Horton Builder

  1831 Reese Ct Unit 37025141, Winchester, VA 22601
• 

  

  /81

  $315,000

  Sold Aug 27, 2025

  709 N Braddock St, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,317 Sq Ft
  • Built 1936

  Last Sold Summary

  • $239/SF
  • 5 Days On Market

  Current Estimated Value $327,483

  Last Listing Agent Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

  709 N Braddock St, Winchester, VA 22601
• 

  

  /36

  Est $442,789

  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

Showing Results 361 - 400, Page 10 of 18