Winchester, VA Homes

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  /21

  Est $334,764 Not Listed For Sale

  2922 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,060 Sq Ft
  • Built 1986

  2922 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 3% Above List Price
  • $307/SF
  • 12 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Anna Fox NextHome Realty Select
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  /2

  $500,000

  • Studio
  • 1,175 Sq Ft

  513 and 525 Monticello St, Winchester, VA 22601

  For Sale – 1.89 + Acres Redevelopment Site located just off Valley Avenue in southern Winchester. Property consists of 2 parcels and includes a single family detached rental and one unimproved lot. Lot is zoned MR and Improved parcel is zoned B-2. Property is ideally suited for multi-family development. All properties are leased. Call listing broker for additional information. Do not disturb

  Brett Haynes Oakcrest Commercial LLC.

  513 and 525 Monticello St, Winchester, VA 22601
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  /23

  $329,900 Sold Jun 27, 2025

  202 Falcon Trail, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 1976

  Last Sold Summary

  • $259/SF
  • 23 Days On Market

  Current Estimated Value $330,299

  Last Listing Agent Thomas Luster Epique Realty

  202 Falcon Trail, Winchester, VA 22602
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  /23

  Est $364,259 Not Listed For Sale

  2919 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft
  • Built 1990

  2919 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 3% Above List Price
  • $256/SF
  • 2 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Anna Fox NextHome Realty Select
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  /7

  $1,100,000

  • Land
  • 2.3 Acres
  • $478,261 per Acre

  0 S Pleasant Valley Rd Unit VAFV2039602, Winchester, VA 22601

  2.3 Acre Outparcel on Pleasant Valley Road for Sale Neighbors include Walmart, Ross, Target, Panera Bread, Olive Garden, Petco, and the list goes on! Zoned CM1, ideal for auto sales, offices, retail, and flex development. All utilities to site. Outstanding proximity to massive commercial and multifamily growth. VA's fastest growing City in it's fastest growing commercial district. Almost 500'

  Gillian Greenfield Coldwell Banker Premier

  0 S Pleasant Valley Rd Unit VAFV2039602, Winchester, VA 22601
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  /2

  $270,000 Sold Mar 13, 2025

  303 National Ave, Winchester, VA 22601

  • Studio
  • 2,282 Sq Ft
  • Built 1910

  Last Sold Summary

  • $118/SF

  Last Listing Agent Liz Owings Samson Properties

  303 National Ave, Winchester, VA 22601
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  /19

  Est $339,650 Not Listed For Sale

  2951 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft
  • Built 1989

  2951 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 4% Above List Price
  • $272/SF
  • 4 Days On Market

  Last Sold Price $326,000

  Last Listing Agent Anna Fox NextHome Realty Select
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  /2

  $625,000 Coming Soon

  • 5 Beds
  • 3.5 Baths
  • 2,967 Sq Ft

  219 Lehigh Dr, Winchester, VA 22602

  This nearly new Lennar home offers the advantages of modern construction combined with thoughtful upgrades and future expansion potential in a location that keeps you connected to everything Winchester has to offer. Built just two years ago, the home provides the confidence of newer systems and energy efficiency, enhanced by a complete security system and water softener for added comfort and

  Sarah Reynolds Keller Williams Realty

  219 Lehigh Dr, Winchester, VA 22602
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  /38

  $449,990 Sold Sep 18, 2025

  1823 Reese Ct, Winchester, VA 22601

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

  Move in Ready Sold Summary

  • $238/SF
  • 6 Days On Market

  D.R. Horton Abrams Crossing at Meadow Branch

  1823 Reese Ct, Winchester, VA 22601
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  /19

  Est $338,439 Not Listed For Sale

  2947 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft
  • Built 1986

  2947 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 7% Above List Price
  • $263/SF
  • 1 Day On Market

  Last Sold Price $315,000

  Last Listing Agent Anna Fox NextHome Realty Select
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  /45

  $504,990 Pending

  • 4 Beds
  • 3 Baths
  • 2,168 Sq Ft

  108 Trellis View Ln, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Freeport floorplan is a thoughtfully designed villa, blending style and functionality in a single-level open layout and finished loft, complete with a 2-car garage. This stunning 1,492 sq. ft. residence features three bedrooms and two baths on the main level, with the finished loft offering an additional 676 sq ft of

  Brooks Sears D R Horton Realty of Virginia LLC

  108 Trellis View Ln, Winchester, VA 22602
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  /53

  $475,000 Sold Aug 21, 2025

  669 Dicks Hollow Rd, Winchester, VA 22603

  • 4 Beds
  • 2 Baths
  • 2,012 Sq Ft
  • Built 1950

  Last Sold Summary

  • $236/SF
  • 71 Days On Market

  Current Estimated Value $474,253

  Last Listing Agent Barbera Clausen EXP Realty, LLC

  669 Dicks Hollow Rd, Winchester, VA 22603
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  /13

  Est $366,397 Not Listed For Sale

  2912 Grace St, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1994

  2912 Grace St, Winchester, VA 22601

  Last Sold Summary

  • 8% Above List Price
  • $271/SF
  • 24 Days On Market

  Last Sold Price $338,000

  Last Listing Agent Liz Rutherford ERA Oakcrest Realty, Inc.
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  /10

  $370,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,868 Sq Ft

  126 N Euclid Ave, Winchester, VA 22601

  Discover this charming brick home that offers a perfect blend of classic character and modern convenience. This detached home features 4 spacious bedrooms and 3 full bathrooms, providing ample space for relaxation and privacy. The inviting living area boasts a cozy fireplace, ideal for creating warm memories during chilly evenings and on this level, you'll also have 2 bedrooms and a full bath.

  Marta Bingham Real Broker, LLC

  126 N Euclid Ave, Winchester, VA 22601
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  /98

  $400,000 Sold Feb 13, 2026

  1133 Tomahawk Trail, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 2,325 Sq Ft
  • Built 1975

  Last Sold Summary

  • $172/SF
  • 106 Days On Market

  Current Estimated Value $409,770

  Last Listing Agent Sue Goodwin Long & Foster Real Estate, Inc.

  1133 Tomahawk Trail, Winchester, VA 22602
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  /25

  Est $327,756 Not Listed For Sale

  2817 Papermill Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1989

  2817 Papermill Rd, Winchester, VA 22601

  Last Sold Summary

  • 17% Above List Price
  • $224/SF
  • 12 Days On Market

  Last Sold Price $280,000

  Last Listing Agent Christina Wilson Century 21 Redwood Realty
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  /16

  $450,000

  • Land
  • 77 Acres
  • $5,844 per Acre

  92 Bobcat Trail, Winchester, VA 22602

  Calling all hunters or just someone who wants seclusion! This property has amazing views and already has a structure perfect to finish your way! Perfect for getting away from it all or long hunting trips. No septic or power to structure yet. Gate to enter property. Property has 2 pink flags at the beginning of property and runs all the way to the power lines.

  Daryl Stout RE/MAX Real Estate Connections

  92 Bobcat Trail, Winchester, VA 22602
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  /58

  $305,000 Sold Jun 27, 2025

  501 Tudor Dr, Winchester, VA 22603

  • 2 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1988

  Last Sold Summary

  • $169/SF
  • 3 Days On Market

  Current Estimated Value $302,701

  Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

  501 Tudor Dr, Winchester, VA 22603
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  /19

  Est $335,540 Not Listed For Sale

  2918 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft
  • Built 1981

  2918 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 5% Above List Price
  • $266/SF
  • 67 Days On Market

  Last Sold Price $319,000

  Last Listing Agent Anna Fox NextHome Realty Select
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  /6

  $40,000

  • Land
  • 1.38 Acres
  • $28,986 per Acre

  105 Arum Trail, Winchester, VA 22602

  Welcome to your buildable, oversized 1.38 acre lot in Duck Run. Ready for your forever home? Come check this property out! No utilities on property. Blank slate ready for all your design ideas.

  Cat Haines Cedar Creek Real Estate

  105 Arum Trail, Winchester, VA 22602
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  /92

  $1,100,000 Sold Dec 03, 2025

  2321 Cedar Grove Rd, Winchester, VA 22603

  • 4 Beds
  • 3.5 Baths
  • 4,815 Sq Ft
  • Built 2002

  Last Sold Summary

  • $228/SF
  • 57 Days On Market

  Current Estimated Value $1,090,907

  Last Listing Agent Traci Shoberg Samson Properties

  2321 Cedar Grove Rd, Winchester, VA 22603
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  /21

  Est $352,780 Not Listed For Sale

  2915 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft
  • Built 1990

  2915 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 1% Below List Price
  • $256/SF
  • 18 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Anna Fox NextHome Realty Select
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  /58

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,585 Sq Ft

  139 Bryarly Rd, Winchester, VA 22603

  Motivated seller!! Seller is moving out of state. Welcome home to timeless charm with this beautiful 3-bedroom, 2–full-bath home, featuring stunning original woodwork that has been exceptionally well preserved. From the moment you enter, you’ll appreciate the character and craftsmanship that make this home truly special. While leaving the character of the home, it has been well cared for. New

  Hailey Mooney Real Broker, LLC

  139 Bryarly Rd, Winchester, VA 22603
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  /22

  $250,000 Sold Aug 14, 2025

  213 Little River Dr, Winchester, VA 22602

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1989

  Last Sold Summary

  • $250/SF
  • 33 Days On Market

  Current Estimated Value $245,542

  Last Listing Agent Meghan Pachas Realty ONE Group Old Towne

  213 Little River Dr, Winchester, VA 22602
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  /23

  Est $272,712 Not Listed For Sale

  2905 Sorrell Ct, Winchester, VA 22601

  • 2 Beds
  • 1.5 Baths
  • 1,252 Sq Ft
  • Built 2000

  2905 Sorrell Ct, Winchester, VA 22601

  Last Sold Summary

  • 14% Above List Price
  • $192/SF
  • 20 Days On Market

  Last Sold Price $239,900

  Last Listing Agent Bradley Comstock ERA Oakcrest Realty, Inc.
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  /43

  $414,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,251 Sq Ft

  713 Ross St, Winchester, VA 22601

  COMPLETED AND READY TO MOVE IN!!!BRAND NEW 3 BEDROOM, 2.5 BATH COLONIAL! NO HOA FEES AND NO SUBDIVISION RULES!Be the first to call this beautiful new construction yours. Conveniently located just outside the City of Winchester and close to shopping, this home offers an open layout designed for entertaining. The great room leads into the spacious kitchen featuring an oversized island,

  Donna Anderson Samson Properties

  713 Ross St, Winchester, VA 22601
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  /34

  $265,000 Sold Sep 09, 2025

  2301 Tower Ave, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1989

  Last Sold Summary

  • $276/SF
  • 90 Days On Market

  Current Estimated Value $267,941

  Last Listing Agent Clint Pierpoint NextHome Realty Select

  2301 Tower Ave, Winchester, VA 22601
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  /38

  Est $273,085 Not Listed For Sale

  2945 Sorrell Ct, Winchester, VA 22601

  • 2 Beds
  • 1.5 Baths
  • 1,332 Sq Ft
  • Built 2000

  2945 Sorrell Ct, Winchester, VA 22601

  Last Sold Summary

  • 7% Above List Price
  • $191/SF
  • 4 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Carolyn Waymack Crum Realty, Inc.
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  /62

  $549,990

  • 4 Beds
  • 3.5 Baths
  • 3,132 Sq Ft

  308 Lehigh Dr, Winchester, VA 22602

  Welcome to 308 Lehigh Drive, a beautifully updated and move-in ready home offering the perfect blend of space, style, and comfort. Built in 2023 - this modern, open-concept floor plan is filled with natural light and designed for effortless everyday living and impressive entertaining. The heart of the home is the chef’s kitchen, complete with a gas cooktop, built-in wall oven and microwave,

  Sean Smith Real Broker, LLC

  308 Lehigh Dr, Winchester, VA 22602
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  /36

  $310,000 Sold Mar 04, 2025

  426 Grouse Dr, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,207 Sq Ft
  • Built 2022

  Last Sold Summary

  • $257/SF
  • 3 Days On Market

  Current Estimated Value $318,175

  Last Listing Agent Sheila Pack RE/MAX Roots

  426 Grouse Dr, Winchester, VA 22602
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  /18

  Est $281,479 Not Listed For Sale

  2947 Sorrell Ct, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft
  • Built 2001

  2947 Sorrell Ct, Winchester, VA 22601

  Last Sold Summary

  • 4% Above List Price
  • $203/SF
  • 4 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Laura White ERA Oakcrest Realty, Inc.
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  /25

  $235,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,566 Sq Ft

  114 Inca Trail, Winchester, VA 22602

  This home includes two bedrooms, each with an attached bathroom, and is over 1,500 square feet. It features an open floor plan with cathedral ceilings, exposed beams, and hardwood floors. The front family room boasts winter mountain views. The rear sunroom is perfect for enjoying the backyard wildlife. Shawneeland offers a private community beach, lake, playgrounds, and trails. If the property

  Marisa Varley ERA Oakcrest Realty, Inc.

  114 Inca Trail, Winchester, VA 22602
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  /65

  $600,000 Sold Oct 31, 2025

  231 Gun Barrel Ln, Winchester, VA 22603

  • 3 Beds
  • 2.5 Baths
  • 3,283 Sq Ft
  • Built 2004

  Last Sold Summary

  • $183/SF
  • 12 Days On Market

  Current Estimated Value $599,083

  Last Listing Agent Dennis Virts RE/MAX Distinctive Real Estate, Inc.

  231 Gun Barrel Ln, Winchester, VA 22603
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  /30

  Est $281,754 Not Listed For Sale

  2955 Sorrell Ct, Winchester, VA 22601

  • 2 Beds
  • 1.5 Baths
  • 1,332 Sq Ft
  • Built 2001

  2955 Sorrell Ct, Winchester, VA 22601

  Last Sold Summary

  • 8% Above List Price
  • $195/SF
  • 5 Days On Market

  Last Sold Price $260,000

  Last Listing Agent James Amick RE/MAX
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  /20

  $260,000

  • 3 Beds
  • 1.5 Baths
  • 960 Sq Ft

  803 Tomahawk Trail, Winchester, VA 22602

  Welcome to this cozy 3-bedroom, 1.5-bath ranch home in Shawneeland. Featuring hardwood floors and an open floorplan, this home offers comfortable one-level living. The wood-burning fireplace is currently sealed but adds character and future potential. Enjoy outdoor living with both front and rear decks overlooking the approximately .25-acre lot. Comcast internet available.Community amenities

  Amy Longerbeam RE/MAX Roots

  803 Tomahawk Trail, Winchester, VA 22602
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  /29

  $350,000 Sold Jul 09, 2025

  1109 Opequon Ave, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1978

  Last Sold Summary

  • $292/SF
  • 4 Days On Market

  Current Estimated Value $347,134

  Last Listing Agent Stephanie Ryall Realty ONE Group Old Towne

  1109 Opequon Ave, Winchester, VA 22601
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  /16

  Est $291,209 Not Listed For Sale

  2975 Sorrell Ct, Winchester, VA 22601

  • 2 Beds
  • 2.5 Baths
  • 1,880 Sq Ft
  • Built 1990

  2975 Sorrell Ct, Winchester, VA 22601

  Last Sold Summary

  • 12% Above List Price
  • $138/SF

  Last Sold Price $260,000

  Last Listing Agent Amanda White Nova Home Hunters Realty
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  /6

  $1,471,000 Under Contract

  • Land
  • 3.64 Acres
  • $404,121 per Acre

  0 Grocery Ave Unit VAFV2015654, Winchester, VA 22602

  PRICE REDUCED!! Owners are looking for reasonable offers. Pad site G setting back from Senseny Road adjacent to the Orrick Commons Shopping Center. Great retail, restaurant, office location. ALSO SELF-STORAGE!!! Near McDonalds and CVS Pharmacy. Lots of roof tops and high traffic count in the area midway between route 7 east (1 mile)and route 50 east (2 miles). Access to the lot from Greenwood and

  John Coontz Commercial Specialists

  0 Grocery Ave Unit VAFV2015654, Winchester, VA 22602
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  /48

  $574,900 Sold Oct 17, 2025

  1629 Pondview Dr, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 2,602 Sq Ft
  • Built 1995

  Last Sold Summary

  • $221/SF
  • 83 Days On Market

  Current Estimated Value $574,650

  Last Listing Agent Kerry & Ed Stinson Berkshire Hathaway HomeServices PenFed Realty

  1629 Pondview Dr, Winchester, VA 22601
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  /23

  Est $288,837 Not Listed For Sale

  2950 Sorrell Ct, Winchester, VA 22601

  • 3 Beds
  • 3.5 Baths
  • 1,280 Sq Ft
  • Built 1990

  2950 Sorrell Ct, Winchester, VA 22601

  Last Sold Summary

  • $226/SF
  • 34 Days On Market

  Last Sold Price $289,000

  Last Listing Agent Maria Jaimes Millennium Realty Group Inc.

Showing Results 601 - 640, Page 16 of 18