Winchester County, VA Homes

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  /16

  $279,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  20 E Hart St, Winchester, VA 22601

  This is a completely restored Winchester classic within walking distance to the downtown area and Handley High school. Located at the end of street. Home improvements include new HVAC, plumbing, electric and appliances. Interior pictures will follow as soon as painting has been completed.

  Meridee Powars Link Realty Services LLC

  20 E Hart St, Winchester, VA 22601
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  /23

  $1,600 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Townhouse for Rent

  321 N Braddock St, Winchester, VA 22601

  Gorgeously remodeled 2 Bedroom 1 Bath two-story apartment located in Charming Historic Downtown Winchester. This apartment has been freshly painted and updated with Brand New Appliances to include Refrigerator, stove, rangehood, washer and dryer. Additional updates include new kitchen sink, countertops, light fixtures, blinds, and ceramic tub surround. Light and Bright this apartment has two

  Angela Duncan MarketPlace REALTY

  321 N Braddock St, Winchester, VA 22601
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  /43

  $340,000 Sold Apr 14, 2025

  2924 Grace St, Winchester, VA 22601

  • 4 Beds
  • 2 Baths
  • 1,285 Sq Ft
  • Built 1975

  Last Sold Summary

  • $265/SF
  • 5 Days On Market

  Current Estimated Value $352,811

  Last Listing Agent Kristen Kerns Roberts Realty Group, LLC

  2924 Grace St, Winchester, VA 22601
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  /19

  Est $328,582 Not Listed For Sale

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

  2918 S Pleasant Valley Rd, Winchester, VA 22601

  2918 S Pleasant Valley Rd, Winchester, VA 22601
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  /20

  $449,900

  • Studio
  • 2,376 Sq Ft

  510 N Loudoun St, Winchester, VA 22601

  All brick 3 unit complex with off street parking and near Old Town Mall..2nd floor has 2BD/1BA with unfinished attic, main floor is 1BR/1BA (Both have rear balcony) and basement unit has access to storage area and includes1BD/1BA. All units have washer/dryer (Basement unit washer/dryer belongs to tenant). Owner/Agent and home inspection report available upon request.

  Dave Spence RE/MAX Roots

  510 N Loudoun St, Winchester, VA 22601
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  /9

  $1,100 per month

  • 1 Bath
  • 500 Sq Ft
  • Condo for Rent

  522 N Loudoun St Unit 2, Winchester, VA 22601

  Furnished efficiency ready for occupancy in downtown historic Winchester VA. Just a few blocks away from the downtown walking mall. 3 month minimum lease terms. Utilities included, electric with $100/per month limit and tenant pays anything over the amount. Coin op washer/dryer and off street parking. No animals, no smoking. VAR or NVAR rental application with $50/per person application fee paid

  Mandie Gladwell OliveTree Property Group, LLC

  522 N Loudoun St Unit 2, Winchester, VA 22601
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  /28

  $304,900 Sold Oct 02, 2025

  2923 S Pleasant Valley Rd, Winchester, VA 22601

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

  Last Sold Summary

  • $355/SF
  • 3 Days On Market

  Current Estimated Value $302,648

  Last Listing Agent Anna Fox NextHome Realty Select

  2923 S Pleasant Valley Rd, Winchester, VA 22601
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  /21

  Est $350,081 Not Listed For Sale

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

  2915 S Pleasant Valley Rd, Winchester, VA 22601

  2915 S Pleasant Valley Rd, Winchester, VA 22601
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  /51

  $469,900

  • 3 Beds
  • 4 Baths
  • 3,359 Sq Ft

  227 Miller St, Winchester, VA 22601

  BE SURE TO WATCH THE VIDEO TOUR! Welcome to 227 Miller Street — a home that instantly feels inviting. Recent improvements include new flooring in both upstairs and downstairs bathrooms (2025), new toilets in all bathrooms (2024), refreshed hardwood floors (2025), a professionally cleaned chimney (2025). The back deck was replaced in 2024, and the home offers multiple outdoor spaces, including a

  Leah Marabella Realty ONE Group Old Towne

  227 Miller St, Winchester, VA 22601
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  /27

  $2,100 per month

  • 3 Beds
  • 2.5 Baths
  • 1,442 Sq Ft
  • Townhouse for Rent

  623 Laurelwood Cir, Winchester, VA 22601

  Experience the best of contemporary living in the new Laurelwood Commons community, a serene enclave of just 34 newly constructed townhomes in the heart of Winchester. This community is designed for convenience and a tranquil lifestyle, with townhomes situated on a single, U-shaped street, creating a cozy and private feel. This new construction townhouse, completed in 2025, offers the perfect

  Jody Elson Dream Real Estate

  623 Laurelwood Cir, Winchester, VA 22601
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  /19

  $226,000 Sold Jul 03, 2025

  521 1/2 N Loudoun St, Winchester, VA 22601

  • 4 Beds
  • 1.5 Baths
  • 1,277 Sq Ft
  • Built 1936

  Last Sold Summary

  • $177/SF
  • 6 Days On Market

  Current Estimated Value $227,686

  Last Listing Agent Barton Chasler Realty ONE Group Old Towne

  521 1/2 N Loudoun St, Winchester, VA 22601
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  /23

  Est $267,662 Not Listed For Sale

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

  2905 Sorrell Ct, Winchester, VA 22601

  2905 Sorrell Ct, Winchester, VA 22601
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  /16

  $150,000 Under Contract

  • 1 Bed
  • 1 Bath
  • 585 Sq Ft

  528 Fremont St, Winchester, VA 22601

  OPPORTUNITY is knocking! This small and simple house could become an investment property, starter home, downsizing home, or single level living home for someone. With a smaller footprint, renovations would be minimal but have a huge impact. A major hidden benefit while living in town is the off street parking with a large driveway behind the home. OWNER FINANCING AVAILABLE.

  Michael Sprague Samson Properties

  528 Fremont St, Winchester, VA 22601
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  /10

  $1,199 per month

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

  3105 Shawnee Dr Unit 7, Winchester, VA 22601

  We invite you to make this 1943 Farmhouse converted into7 apartments your future home. The hallways have beenrecently renovated in addition to the apartment homes.Boasting 12+’ ceilings and original hardwood floors in thecorridors, join us and be part of the history of this greathome. This newly renovated one-bedroom, one bathroomapartment offers the best of all worlds.

  Steve DuBrueler Coldwell Banker Premier

  3105 Shawnee Dr Unit 7, Winchester, VA 22601
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  /35

  $334,900 Sold Nov 25, 2025

  2225 Harrison St, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1955

  Last Sold Summary

  • $258/SF
  • 42 Days On Market

  Last Listing Agent Jim Stafford ERA Oakcrest Realty, Inc.

  2225 Harrison St, Winchester, VA 22601
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  /38

  Est $268,097 Not Listed For Sale

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

  2945 Sorrell Ct, Winchester, VA 22601

  2945 Sorrell Ct, Winchester, VA 22601
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  /62

  $700,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 4,417 Sq Ft

  1006 Armistead St, Winchester, VA 22601

  Grand Elegance with Endless Potential – Spacious 3-Sided Brick Colonial with Soaring Ceilings and Room to Grow! Set on an elevated lot with commanding curb appeal, this stately all-brick-front Colonial welcomes you with timeless architecture and a wide front and back lawn. This spacious 4-bedroom, 2.5-bath home is full of opportunity for buyers ready to make it their own. Priced below tax value,

  Chris Craddock EXP Realty, LLC

  1006 Armistead St, Winchester, VA 22601
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  /32

  $2,650 per month

  • 4 Beds
  • 4 Baths
  • 1,627 Sq Ft
  • House for Rent

  201 Parkway St, Winchester, VA 22601

  Freshly Renovated Charmer in Winchester! Welcome to 201 Parkway Street, a freshly updated home in the heart of Winchester! Previously tenant-occupied, this property has been thoughtfully refreshed and is ready for new owners. Recent Updates Include: Fresh interior paint throughout Renovated kitchen and bath Updated fixtures and finishes Clean, move-in ready condition This home offers the perfect

  Cherish Green Coldwell Banker Elite

  201 Parkway St, Winchester, VA 22601
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  /28

  $287,000 Sold Aug 05, 2025

  946 Franklin St, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft
  • Built 1955

  Last Sold Summary

  • $199/SF
  • 34 Days On Market

  Current Estimated Value $286,974

  Last Listing Agent Stan Dull The Wiley Companies, Inc.

  946 Franklin St, Winchester, VA 22601
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  /18

  Est $273,107 Not Listed For Sale

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

  2947 Sorrell Ct, Winchester, VA 22601

  2947 Sorrell Ct, Winchester, VA 22601
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  /3

  $409,990 New Construction

  • 3 Beds
  • 2 Baths
  • 2,060 Sq Ft

  Deep Creek II Plan at Village at Valor Crossing - Townhomes, Winchester, VA 22601

  Attached 1-car garage or flex option. Open concept kitchen with optional island opens to country kitchen, sun room, and living room. Alternative main level option available. Optional choices available include a study and a fireplace. Owner’s suite with a generous walk-in closet, dual vanity, and seated shower.

  DRB Homes Builder

  0 Tbd Weems Ln Unit 38608305, Winchester, VA 22601
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  /19

  $1,350 per month

  • 2 Beds
  • 1 Bath
  • 8,508 Sq Ft
  • Condo for Rent

  113 W Boscawen St Unit 3, Winchester, VA 22601

  3rd floor walk-up apartment. Downtown Winchester is this 2 bedroom, 1 bath apartment featuring an abundancy of light with numerous windows, large rooms and hardwood floors. Primary bedroom has direct access to bathroom. Water, sewer and trash pick-up is provided in the monthly rent as is 1 parking space in the Braddock Street Parking Garage. Tenant is responsible for electricity and natural gas

  Barbara Gaul Jim Barb Realty, Inc.

  113 W Boscawen St Unit 3, Winchester, VA 22601
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  /29

  $300,000 Sold Apr 23, 2025

  236 Opequon Ave, Winchester, VA 22601

  • 2 Beds
  • 2 Baths
  • 1,451 Sq Ft
  • Built 1945

  Last Sold Summary

  • $207/SF
  • 9 Days On Market

  Current Estimated Value $304,764

  Last Listing Agent Luis Cruz Spring Hill Real Estate, LLC.

  236 Opequon Ave, Winchester, VA 22601
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  /30

  Est $280,088 Not Listed For Sale

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

  2955 Sorrell Ct, Winchester, VA 22601

  2955 Sorrell Ct, Winchester, VA 22601
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  /50

  $399,990 Pending

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

  1814 Blythe Way, Winchester, VA 22601

  1814 Blythe Way is an attractive new 3 level townhome with full brick front in Winchester, VA for February move-in. Our modern Adams floorplan features a 1-car garage, and along with a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful Quartz countertops, Stone Grey cabinets, and stainless-steel

  Brooks Sears D R Horton Realty of Virginia LLC

  1814 Blythe Way, Winchester, VA 22601
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  /32

  $2,800 per month

  • 2 Beds
  • 2 Baths
  • 1,230 Sq Ft
  • Condo for Rent

  210 E Boscawen St Unit 202, Winchester, VA 22601

  This stunning apartment features 9 south facing windows for maximum natural light, just steps from all of the restaurants, night life and events in Old Town Winchester. The historic Winchester Star building has been renovated for luxury living that includes private parking, a rarity downtown. Two large bedrooms, each with their own en-suite and walk-in closet are set apart by the open space

  Katie Landi Jordan Samson Properties

  210 E Boscawen St Unit 202, Winchester, VA 22601
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  /66

  $685,000 Sold Oct 29, 2025

  2530 Goldenfield Ln, Winchester, VA 22601

  • 4 Beds
  • 5 Baths
  • 5,903 Sq Ft
  • Built 2005

  Last Sold Summary

  • $116/SF
  • 21 Days On Market

  Current Estimated Value $695,897

  Last Listing Agent Dave Spence RE/MAX Roots

  2530 Goldenfield Ln, Winchester, VA 22601
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  /10

  Est $277,412 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,280 Sq Ft

  2963 Sorrell Ct, Winchester, VA 22601

  2963 Sorrell Ct, Winchester, VA 22601
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  /14

  $285,000 Coming Soon

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  2519 Hockman Ave, Winchester, VA 22601

  Channing Sherfey Hoffman Realty

  2519 Hockman Ave, Winchester, VA 22601
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  /46

  $1,950 per month

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft
  • Condo for Rent

  1310 Ramseur Ln, Winchester, VA 22601

  Price Reduced + Owners will consider furnishing for signing a 2-yr. lease!! This 2 bedroom, 2 bath luxury condo has been upgraded with all new plank flooring, new SS appliances in the kitchen, a new counter, upgraded bathrooms, a new HVAC unit, plus a new stack washer/dryer unit. Every room has 9' + ceilings with crown molding and the master bedroom has a nice walk-in closet for all your

  Cindy Butler Virginia Property Group, Inc.

  1310 Ramseur Ln, Winchester, VA 22601
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  /51

  $450,000 Sold Nov 21, 2025

  609 Crystal Ct, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 2,868 Sq Ft
  • Built 1990

  Last Sold Summary

  • $157/SF
  • 31 Days On Market

  Last Listing Agent Tiffany Hunter ERA Oakcrest Realty, Inc.

  609 Crystal Ct, Winchester, VA 22601
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  /27

  Est $278,008 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,280 Sq Ft

  2967 Sorrell Ct, Winchester, VA 22601

  2967 Sorrell Ct, Winchester, VA 22601
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  /40

  $365,000

  • 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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  /8

  $225,000 Sold Oct 17, 2025

  Lot 6 Cedar Creek Grade, Winchester, VA

  • Land
  • 5.99 Acres
  • $37,563 per Acre

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Lori Bales Keller Williams Realty

  Lot 6 Cedar Creek Grade, Winchester, VA
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  /16

  Est $284,517 Not Listed For Sale

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

  2975 Sorrell Ct, Winchester, VA 22601

  2975 Sorrell Ct, Winchester, VA 22601
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  /23

  $279,000

  • 3 Beds
  • 1 Bath
  • 907 Sq Ft

  208 Shenandoah Ave, Winchester, VA 22601

  Welcome home to 208 Shenandoah Ave in Winchester, VA! This updated ranch home offers the coveted simplicity of easy, one-level living and is perfectly situated in a prime, convenient Winchester location. Featuring 3 bedrooms and 1 full bath, the interior is turn-key with newer flooring and fresh paint throughout. The living spaces are bright and inviting with lots of natural light, creating a

  Dan Whitacre Colony Realty

  208 Shenandoah Ave, Winchester, VA 22601
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  /40

  $310,000 Sold Apr 30, 2025

  536 Gray Ave, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,408 Sq Ft
  • Built 1990

  Last Sold Summary

  • $220/SF
  • 3 Days On Market

  Current Estimated Value $324,629

  Last Listing Agent Magnolia Halkowitz ERA Oakcrest Realty, Inc.

  536 Gray Ave, Winchester, VA 22601
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  /23

  Est $287,095 Not Listed For Sale

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

  2950 Sorrell Ct, Winchester, VA 22601

  2950 Sorrell Ct, Winchester, VA 22601
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  /38

  $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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  /50

  $415,000 Sold Dec 01, 2025

  290 Green St, Winchester, VA 22601

  • 4 Beds
  • 3 Baths
  • 2,255 Sq Ft
  • Built 2002

  Last Sold Summary

  • $184/SF
  • 13 Days On Market

  Last Listing Agent Angela Duncan MarketPlace REALTY

  290 Green St, Winchester, VA 22601

Showing Results 281 - 320, Page 8 of 18