Winchester County, VA Homes

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  $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 $291,000

  Last Listing Agent Christopher Molden Merrifield Realty, LLC

  616 Cedar Creek Grade, Winchester, VA 22601
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  /33

  Est $376,406 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

  • 2% Above List Price
  • $166/SF
  • 108 Days On Market

  • Last Sold Price $367,500
  • Jan 31, 2024

  Last Listing Agent Traci Shoberg Samson Properties
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  /50

  $1,179,000 Coming Soon

  • 4 Beds
  • 5 Baths
  • 3,456 Sq Ft

  1004 Heth Place, Winchester, VA 22601

  A Stunning Brick Colonial residence graced by meticulously manicured gardens and lush vegetation, cocooning the property in a tranquil and private ambiance. Offering an array of amenities, each of its three immaculately finished floors mirrors the care bestowed upon the surrounding gardens. Generously proportioned rooms bathed in natural light enhance the spacious open plan living areas,

  Kathryn Hallett Long & Foster Real Estate, Inc.

  1004 Heth Place, Winchester, VA 22601
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  /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 $315,851

  Last Listing Agent Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

  709 N Braddock St, Winchester, VA 22601
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  /37

  Est $380,081 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

  • 3% Above List Price
  • $185/SF
  • 18 Days On Market

  • Last Sold Price $369,900
  • Jan 31, 2025

  Last Listing Agent Dan Whitacre Colony Realty
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  /63

  $365,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,999 Sq Ft

  520 N Braddock St, Winchester, VA 22601

  Welcome to this charming home in the heart of Winchester offering character, natural light, and a highly walkable location.This home features 3 bedrooms and 2 full bathrooms, with all bedrooms located on the upper level. At the top of the stairs you’ll find a spacious primary bedroom filled with natural light, creating a bright and inviting retreat. Large windows throughout the home allow

  Angela Duncan MarketPlace REALTY

  520 N Braddock St, Winchester, VA 22601
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  /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 $569,914

  Last Listing Agent Jeanne Mezzatesta Colony Realty

  1729 Handley Ave, Winchester, VA 22601
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  /34

  Est $386,170 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

  • 3% Above List Price
  • $203/SF
  • 4 Days On Market

  • Last Sold Price $375,000
  • Feb 29, 2024

  Last Listing Agent Rebecca Haughian Redfin Corporation
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  /25

  $185,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,354 Sq Ft

  2700 Saratoga Dr, Winchester, VA 22601

  ***Multiple offers have been received. Highest and best offers due by 5pm on 4/22.***Calling all savvy investors, flippers, and developers—this is the opportunity you’ve been waiting for. 2700 Saratoga Dr presents a prime project in the established Rolling Hills Estates community within the City of Winchester. Situated on a fantastic corner lot with mature trees, this brick ranch offers

  Chris Roszko Colony Realty

  2700 Saratoga Dr, Winchester, VA 22601
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  /5

  $220,000 Sold Feb 20, 2026

  21 E Germain St, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft
  • Built 1900

  Last Sold Summary

  • 17% Below List Price
  • $131/SF
  • 101 Days On Market

  Current Estimated Value $251,574

  Last Listing Agent Corey Morgan CENTURY 21 Envision

  21 E Germain St, Winchester, VA 22601
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  /90

  Est $561,753 Not Listed For Sale

  627 Pritchards Hill Ct, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 2,632 Sq Ft
  • Built 1998

  627 Pritchards Hill Ct, Winchester, VA 22601

  Last Sold Summary

  • 13% Above List Price
  • $189/SF
  • 3 Days On Market

  • Last Sold Price $496,799
  • May 30, 2023

  Last Listing Agent Stephanie Feltner Realty ONE Group Old Towne
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  /55

  $469,900

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  620 Crystal Ct, Winchester, VA 22601

  Back and better than EVER! New Sales Price!! Rare Cul-de-Sac Gem in the Heart of Winchester! Now priced nearly $20,000 under appraisal value!! Discover the perfect blend of tranquility and city convenience at 620 Crystal Court. Situated in a sought-after, quiet cul-de-sac right in the center of Winchester, this stunning 4-bedroom, 2.5-bathroom residence has been thoughtfully updated and is ready

  VAIBHAV AGARWAL Realty FC, LLC

  620 Crystal Ct, Winchester, VA 22601
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  /2

  $365,000 Sold Jun 30, 2025

  2075 Honeysuckle Ln, Winchester, VA 22601

  • 1,488 Sq Ft
  • Built 2004

  Last Sold Summary

  • $245/SF

  Current Estimated Value $366,743

  Last Listing Agent Jim Stafford ERA Oakcrest Realty, Inc.

  2075 Honeysuckle Ln, Winchester, VA 22601
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  /55

  Est $550,992 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

  • 7% Above List Price
  • $188/SF
  • 5 Days On Market

  • Last Sold Price $515,000
  • Dec 15, 2023

  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
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  /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 $442,477

  Last Listing Agent Dan Whitacre Colony Realty

  116 S Pleasant Valley Rd, Winchester, VA 22601
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  /5

  Est $440,281 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

  • 6% Above List Price
  • $279/SF

  • Last Sold Price $414,000
  • Dec 17, 2024

  Last Listing Agent Natalie Langford ERA Oakcrest Realty, Inc.
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  $358,000

  • 4 Beds
  • 2 Baths
  • 1,534 Sq Ft

  323 Russelcroft Rd, Winchester, VA 22601

  Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living space. Beautiful cared for by the homeowners. 3 bedrooms 2 full baths detached home.Beautiful Detached home with 3 bedrooms and 2 full baths + bonus room on the basement isfull finished with a family room. Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living

  Alexandra Brown Spring Hill Real Estate, LLC.

  323 Russelcroft Rd, Winchester, VA 22601
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  $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
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  /50

  Est $476,050 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

  • $241/SF
  • 8 Days On Market

  • Last Sold Price $475,000
  • Aug 31, 2023

  Last Listing Agent Dave Spence RE/MAX
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  /13

  $125,000 Under Contract

  • 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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  /54

  $550,000 Sold Jul 02, 2025

  529 N Braddock St, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 2,551 Sq Ft
  • Built 1927

  Last Sold Summary

  • $216/SF
  • 28 Days On Market

  Current Estimated Value $532,769

  Last Listing Agent Dana Cloud Realty ONE Group Old Towne

  529 N Braddock St, Winchester, VA 22601
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  Est $484,534 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

  • 11% Above List Price
  • $160/SF
  • 10 Days On Market

  • Last Sold Price $435,000
  • Dec 23, 2024

  Last Listing Agent Ralph Semidey Smart Realty, LLC
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  $409,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 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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  /40

  $429,900 Sold Jul 17, 2025

  1324 Ramseur Ln, Winchester, VA 22601

  • 3 Beds
  • 3.5 Baths
  • 2,721 Sq Ft
  • Built 1992

  Last Sold Summary

  • $158/SF
  • 63 Days On Market

  Current Estimated Value $436,721

  Last Listing Agent Jeanne Mezzatesta Colony Realty

  1324 Ramseur Ln, Winchester, VA 22601
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  /46

  Est $430,756 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

  • 8% Above List Price
  • $204/SF
  • 10 Days On Market

  • Last Sold Price $400,000
  • Dec 04, 2023

  Last Listing Agent Dave Spence RE/MAX
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  /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
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  /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
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  /21

  Est $387,511 Not Listed For Sale

  2627 Stonegate Dr, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft
  • Built 1994

  2627 Stonegate Dr, Winchester, VA 22601

  Last Sold Summary

  • 3% Above List Price
  • $270/SF
  • 0 Days On Market

  • Last Sold Price $375,000
  • Jun 30, 2023

  Last Listing Agent Rex Petrey Keller Williams Realty
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  /17

  $225,000 Under Contract

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

  369 Charles St, Winchester, VA 22601

  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 upstairs level provides access to a private, covered balcony. Two

  Marisa Varley ERA Oakcrest Realty, Inc.

  369 Charles St, Winchester, VA 22601
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  /31

  $310,000 Sold Jul 25, 2025

  7 E Hart St, Winchester, VA 22601

  • 2 Beds
  • 2.5 Baths
  • 1,620 Sq Ft
  • Built 1986

  Last Sold Summary

  • $191/SF
  • 0 Days On Market

  Current Estimated Value $306,911

  Last Listing Agent Jennifer Sacco RE/MAX Roots

  7 E Hart St, Winchester, VA 22601
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  /28

  Est $459,016 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

  • 7% Above List Price
  • $167/SF
  • 1 Day On Market

  • Last Sold Price $430,000
  • Nov 15, 2024

  Last Listing Agent Kandi McKenzie Realty ONE Group Old Towne
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  /73

  $650,000

  • 4 Beds
  • 3.5 Baths
  • 3,474 Sq Ft

  132 Amherst St, Winchester, VA 22601

  Charming Victorian home in the heart of Winchester’s historic downtown, move-in ready and ideally located just off the Shenandoah Apple Blossom Festival parade route. Rich in character, the foyer, front staircase, living, dining, family room, and main-level bedroom showcase beautiful wood flooring reminiscent of a bygone era. The inviting living room features a bay window and decorative

  Darcy Amburn Colony Realty

  132 Amherst St, Winchester, VA 22601
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  /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 $308,785

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

  423 Shenandoah Place, Winchester, VA 22601
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  Est $269,926 Not Listed For Sale

  2651 Limestone Ct, Winchester, VA 22601

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft
  • Built 1995

  2651 Limestone Ct, Winchester, VA 22601

  Last Sold Summary

  • 15% Above List Price
  • $229/SF
  • 0 Days On Market

  • Last Sold Price $234,000
  • Jul 05, 2023

  Last Listing Agent Sheila Pack RE/MAX
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  /22

  $335,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  1004 S Cameron St, Winchester, VA 22601

  Renovated 3-bedroom detached home for just $335,000!- -7,840 sq. ft. lot in Winchester. This charming single home gives you the one thing that condos and townhouses can’t; freedom. No shared walls and no HOA telling you what color your door can be.- -Open living room and kitchen ready for all the cozy moments . Down the hall, second floor has three bedrooms.-

  Patricia Salgado Metas Realty Group, LLC

  1004 S Cameron St, Winchester, VA 22601
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  /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 $197,855

  Last Listing Agent Matthew Altizer ANR Realty, LLC

  11 S Euclid Ave, Winchester, VA 22601
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  /25

  Est $280,631 Not Listed For Sale

  2668 Limestone Ct, Winchester, VA 22601

  • 2 Beds
  • 1.5 Baths
  • 1,145 Sq Ft
  • Built 1996

  2668 Limestone Ct, Winchester, VA 22601

  Last Sold Summary

  • 12% Above List Price
  • $218/SF
  • 8 Days On Market

  • Last Sold Price $250,000
  • Jun 01, 2023

  Last Listing Agent Stacey Mullins ERA Oakcrest Realty, Inc.
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  $549,000

  • 4 Beds
  • 3.5 Baths
  • 2,989 Sq Ft

  1300 Caroline St, Winchester, VA 22601

  Welcome to 1300 Caroline Street—where timeless design meets everyday functionality in one of Winchester’s most convenient locations. Perfectly positioned on a spacious 0.31-acre corner lot, this beautifully maintained residence offers 4 bedrooms, 3.5 bathrooms, a finished basement, and a desirable 2-car side-load garage. The main level showcases a thoughtfully renovated kitchen featuring updated

  Lisa Behr Hunt Country Sotheby's International Realty

  1300 Caroline St, Winchester, VA 22601
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  /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 $161,333

  Last Listing Agent Dave Spence RE/MAX Roots

  2812 Saratoga Dr, Winchester, VA 22601

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