Winchester, VA Homes in ZIP Code 22601

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  /71

  $1,250,000 Under Contract

  • Studio
  • 8,616 Sq Ft

  202 S Washington St, Winchester, VA 22601

  Back on the market due to NO fault of the Seller! Currently a single family home with a private “guest apartment”, but zoned multi-family with the potential for up to 4 units and potentially $4000.00+ in monthly rental income! Fantastic opportunity! The private guest suite currently has 2 bedrooms. The 3rd floor also has an additional 2 bedrooms, full bathroom and could laundry room that

  

  Lori Bales

  Keller Williams Realty

  (540) 917-5619

  202 S Washington St, Winchester, VA 22601
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  /12

  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Condo for Rent

  21 S Stewart St Unit 4, Winchester, VA 22601

  Charming Remodeled 2-Bedroom Apartment Near Old Town Winchester!Enjoy the perfect mix of comfort and convenience in this beautifully remodeled 2 bedroom, 2 bathroom apartment located just steps from historic Old Town Winchester. This spacious unit features modern updates, in-unit laundry, and a fully fenced private yard—ideal for relaxing or entertaining. You'll also love the generous storage

  

  Frank Armstrong, IV

  Colony Realty

  (540) 781-1596

  21 S Stewart St Unit 4, Winchester, VA 22601
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  /51

  $350,000 Sold Jul 31, 2025

  • 1,445 Sq Ft
  • $242/SF
  • 44 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1961

  671 Fox Dr, Winchester, VA 22603

  ESTATE SALE..... "owner's pride" this cozy Ranch well taken care of, PROPERTY OFFERS....separate laundry room with back door entry, 13x13 family room, dining room with patio door going out onto a 10x19 covered deck, one bevel living, beautiful hardwood floors throughout, cozy brick fireplace in living room, pull down attic for extra storage, fenced backyard with dusk-to-dawn pole light, garage

  Wanda Garris Miller Century 21 Redwood Realty

  671 Fox Dr, Winchester, VA 22603
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  /43

  Est $434,835 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,190 Sq Ft

  512 Lanny Dr, Winchester, VA 22601

  512 Lanny Dr, Winchester, VA 22601
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  /53

  $640,000

  • 4 Beds
  • 3 Baths
  • 3,959 Sq Ft

  320 Linden Dr, Winchester, VA 22601

  Open House on 7/27 1-4pm Rain or Shine!*2-1 Buydown being offered. Contact Agent for Details!* Experience generational refined living in this stunning luxury home just minutes from Winchester Medical Center. Designed for both elegance and comfort, this residence boasts exquisite crown moldings, rich wood floors, wainscoting, and cathedral ceilings throughout. The main level offers

  

  Kimberly Schroeder

  Long & Foster Real Estate, Inc.

  (540) 274-0212

  320 Linden Dr, Winchester, VA 22601
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  /8

  $1,150 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • House for Rent

  2259 Papermill Rd Unit 4, Winchester, VA 22601

  This lower level apartment is an end unit. 1 bedroom,1 bath apartment is in a great location close to shopping and restaurants. NO Smoking, NO pets, NO Vaping. $30 application fee to cover credit and background check. Landlord is looking for around 700 credit score.

  

  Frank Armstrong, IV

  Colony Realty

  (540) 701-4871

  2259 Papermill Rd Unit 4, Winchester, VA 22601
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  /32

  $390,000 Sold Jul 30, 2025

  • 2,124 Sq Ft
  • $184/SF
  • 27 Days On Market

  • Studio
  • Built 1930

  619 S Cameron St, Winchester, VA 22601

  **Attention Investors** Located on Historic Cameron Street just 5 blocks from from the Winchester Walking Mall with all of its restaurants, shops, and entertainment, this quaint 1930's home has been converted to two income producing apartments. Both apartments are currently leased on a month to month basis with tenants that would be interested in staying on. Each unit is one bedroom and one

  Jim Shebest Coldwell Banker Realty

  619 S Cameron St, Winchester, VA 22601
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  /37

  Est $427,003 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,052 Sq Ft

  222 E Piccadilly St, Winchester, VA 22601

  222 E Piccadilly St, Winchester, VA 22601
• 

  

  /49

  $649,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,591 Sq Ft

  101 Morgan St, Winchester, VA 22601

  Downtown Winchester - 2 blocks from the walking mall with in-law suite or lower level rental potential! From the moment you arrive, you’ll be drawn in by this home’s timeless symmetry, classic brick exterior, and welcoming front porch. Thoughtful landscaping and charming details set the stage for what’s inside. With 5 bedrooms and 3 full baths, there’s plenty of space for everyone. The

  

  Jeanne Mezzatesta

  Colony Realty

  (540) 858-1339

  101 Morgan St, Winchester, VA 22601
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  /13

  $1,700 - $2,400 per month

  The Local

  1 - 4 Beds

  230 Spring St, Winchester, VA 22601

  Modern designs, elegant finishes, and the most desirable amenities await you at the area’s newest apartment home living destination, the Local. Our Winchester apartments come in one, two, three, and four-bedroom floorplans, each featuring spacious and adaptable layouts. Various interior extras adorn them including an open floorplan concept, walk-in closets, in-unit washers/dryers, and more. As a

  230 Spring St, Winchester, VA 22601
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  /45

  $515,000 Sold Jul 29, 2025

  • 1,881 Sq Ft
  • $274/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1965

  331 Ridge Ave, Winchester, VA 22601

  Assessed at $491K and only asking $500K. One level living on a beautiful corner lot in Whittier Acres - a very desirable neighborhood in Winchester City! Take advantage of the convenience of everything Winchester in this location - Winchester Medical Center, Downtown Winchester, the Museum of the Shenandoah Valley, and all of the popular restaurants. With 3 bedrooms and 2 bathrooms on the

  Lori Bales Keller Williams Realty

  331 Ridge Ave, Winchester, VA 22601
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  /20

  Est $445,348 Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 2,160 Sq Ft

  206 N Kent St, Winchester, VA 22601

  206 N Kent St, Winchester, VA 22601
• 

  

  /13

  $749,000 Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 5,802 Sq Ft

  1205 Caroline St, Winchester, VA 22601

  **Do Not Miss This One!**Professional Photos Coming Soon** Don’t miss this rare opportunity in the heart of Winchester! Offered for the first time since it was custom built in 2001, this stunning all-brick ranch sits on a beautifully landscaped and private 0.94-acre lot that feels like your own personal park. With nearly 3,000 square feet of thoughtfully designed space on the main level, this

  

  Jim Shebest

  Coldwell Banker Realty

  (540) 802-5378

  1205 Caroline St, Winchester, VA 22601
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  /34

  $1,395 per month

  • 2 Beds
  • 1 Bath
  • 1,022 Sq Ft
  • Townhouse for Rent

  221 Baker St, Winchester, VA 22601

  Adorable downtown Winchester Duplex in quiet neighborhood . Spacious living area on primary floor along with kitchen, separate dining area, and washer dryer hook-up. Two bedrooms and one bathroom on the upper floor. Relax on the front porch or enjoy the back yard with access to a storage shed. Minimum Income $55,800.00 for maximum two adults income qualification. At least 680 credit

  Elna Brown Pearson Smith Realty, LLC

  221 Baker St, Winchester, VA 22601
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  /18

  $330,000 Sold Jul 28, 2025

  • 1,202 Sq Ft
  • $275/SF
  • 0 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1830

  411 N Loudoun St Unit 104, Winchester, VA 22601

  Just minutes from the walking mall and the charming shops and restaurants of downtown Winchester, this fantastic two-story condo offers the perfect blend of historic character and modern comfort.Step inside to find beautiful hardwood floors and stylish finishes throughout. The fully equipped kitchen features rich dark cabinetry, granite countertops, gas cooking, and a spacious peninsula that

  Lori Bales Keller Williams Realty

  411 N Loudoun St Unit 104, Winchester, VA 22601
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  /6

  Not Listed For Sale

  • Studio
  • 1,710 Sq Ft

  13 E North Ave, Winchester, VA 22601

  13 E North Ave, Winchester, VA 22601
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  /9

  $225,000 Under Contract

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

  Lot 3 Cedar Creek Grade, Winchester, VA

  Beautiful lot in a small neighborhood on the very desirable west side of Winchester off Cedar Creek Grade! Lot is already perked for an alternative septic system. This opportunity doesn’t come along often! Rolling hills with beautiful surroundings and views. The location is less than 10 minutes to grocery stores, downtown Winchester, or Winchester Medical Center. It’s also located within 2

  

  Lori Bales

  Keller Williams Realty

  (540) 974-1542

  Lot 3 Cedar Creek Grade, Winchester, VA
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  /22

  $1,799 - $2,231 per month

  Meadow Branch Luxury Apartments

  1 - 2 Beds

  424 Ridgewood Ln, Winchester, VA 22601

  Welcome to Meadow Branch, where luxury and convenience are standard. Our community offers beautiful 1,2 and 3 bedroom apartment homes. Community means convenience and at Meadow Branch, everything you need is nearby. We are conveniently located adjacent to Winchester Medical Center and 2 miles from Old Town Winchester.

  424 Ridgewood Ln, Winchester, VA 22601
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  /47

  $309,000 Sold Jul 28, 2025

  • 2,348 Sq Ft
  • $132/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1950

  233 Molden Dr, Winchester, VA 22601

  Charming All-Brick Ranch with Endless Potential in Established Neighborhood! Don't miss this solid 3+ bedroom, 1.5 bath all-brick ranch offering timeless appeal and the opportunity to make it your own. Nestled in a well-established neighborhood, this home features original hardwood floors, a cozy fireplace for chilly evenings, and radiant ceiling heat for comfortable, energy-efficient warmth

  Kevin Smith Sager Real Estate

  233 Molden Dr, Winchester, VA 22601
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  /17

  Est $269,581 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 734 Sq Ft

  228 Weems Ln, Winchester, VA 22601

  228 Weems Ln, Winchester, VA 22601
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  /8

  $225,000 Under Contract

  • Land
  • 6 Acres
  • $40,761 per Acre

  Lot 6 Cedar Creek Grade, Winchester, VA

  Beautiful lot in a small neighborhood on the very desirable west side of Winchester off Cedar Creek Grade! Lot is already perked for an alternative septic system. This opportunity doesn’t come along often! Rolling hills with beautiful surroundings and views. The location is less than 10 minutes to grocery stores, downtown Winchester, or Winchester Medical Center. It’s also located within 2

  

  Lori Bales

  Keller Williams Realty

  (540) 974-1542

  Lot 6 Cedar Creek Grade, Winchester, VA
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  /14

  $1,700 per month

  • 2 Beds
  • 1 Bath
  • 1,028 Sq Ft
  • House for Rent

  419 Shenandoah Place, Winchester, VA 22601

  A completely renovated ranch style home Upgraded appliances, new HVAC, fenced rear yard Quiet cul de sac Minutes from Old Town Winchester and Rt 7 Owner is requesting strong income and credit score Pets will be considered Cats are ok $ 42 app fee. Cash or money order made out to Crum Realty Inc

  Carolyn Waymack Crum Realty, Inc.

  419 Shenandoah Place, Winchester, VA 22601
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  /68

  $700,000 Sold Jul 25, 2025

  • 1,664 Sq Ft
  • $421/SF
  • 8 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1967

  516 Merrimans Ln, Winchester, VA 22601

  Amazing Opportunity--First time on the market, this mid-century Ranch comes with updated bathrooms and custom kitchen. The 1.4 acre property includes an in-ground pool and guest house with full bath and kitchenette. Densely landscaped property provides almost complete privacy on one of the few remaining spacious lots inside the city. A large Lanai complements the property for entertaining or

  Dallas Croft Samson Properties

  516 Merrimans Ln, Winchester, VA 22601
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  /36

  Not Listed For Sale

  • Studio
  • 3,790 Sq Ft

  912 S Braddock St, Winchester, VA 22601

  912 S Braddock St, Winchester, VA 22601
• 

  

  /42

  $344,900

  • 3 Beds
  • 1.5 Baths
  • 1,178 Sq Ft

  107 E Monmouth St, Winchester, VA 22601

  Price Reduction!! Charming Historic Home in Downtown Winchester – Move-In Ready!If you love timeless craftsmanship—think original wood floors, custom built-ins, and vintage doors—but still want the ease of modern living, this beautifully updated downtown Winchester home is calling your name!From the moment you step onto the inviting covered porch and through the front door, you’ll

  

  Jeanne Mezzatesta

  Colony Realty

  (540) 619-5037

  107 E Monmouth St, Winchester, VA 22601
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  /46

  $1,735 - $2,650 per month

  Stuart Hill

  1 - 3 Beds

  1981 Randolph Place, Winchester, VA 22601

  Nestled in the picturesque Shenandoah Valley in historic Winchester, Virginia, Stuart Hill Apartments combines convenience, a quality lifestyle, and warm, personalized service. Ideally situated just minutes from Historic Downtown Winchester, local shopping and dining, Shenandoah University, and the top-rated Winchester Medical Center, our community offers unparalleled access to everything you

  1981 Randolph Place, Winchester, VA 22601
• 

  

  /27

  $325,000 Sold Jul 25, 2025

  • 1,900 Sq Ft
  • $171/SF
  • 3 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1964

  412 Fairview Ave, Winchester, VA 22601

  Welcome to 412 Fairview Ave. A ranch-style home with a full basement.This house features hardwood floors, a gas fireplace in the living room, and a central vacuum system.On the main level, you'll find three bedrooms and two full bathrooms. The kitchen comes fully equipped with a stove, refrigerator, microwave, and dishwasher, all of which convey along with the window treatments.

  Junue Hernandez Rojas Long & Foster Real Estate, Inc.

  412 Fairview Ave, Winchester, VA 22601
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  /49

  Est $413,147 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  110 W Monmouth St, Winchester, VA 22601

  110 W Monmouth St, Winchester, VA 22601
• 

  

  /99

  $869,500

  • 4 Beds
  • 4.5 Baths
  • 6,368 Sq Ft

  1517 Brookdale Ct, Winchester, VA 22601

  A rare opportunity to own the largest model in the Morlyn Hills neighborhood--more than 6500 square feet when including the fully finished basement. Situated on a premier lot and in immaculate, move-in-ready condition, this home is competitively priced and an exceptional value. This home features 4 bedrooms, 4.5 baths, and an impressive array of upgrades throughout.From the moment you enter

  

  Brock Harris

  Samson Properties

  (540) 596-5570

  1517 Brookdale Ct, Winchester, VA 22601
• 

  

  /22

  $1,495 per month

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

  7 W Piccadilly St Unit F, Winchester, VA 22601

  Live, work and play in historic downtown Winchester! Presenting this beautiful 1 bedroom, 1 bathroom apartment conveniently located on Piccadilly Street right next to the pedestrian mall. The apartment offers beautiful hardwood floors, tall ceilings, washer and dryer in the unit and more. You will also receive an assigned parking space next to the building. A literal stone's throw from shops and

  Chris Roszko Colony Realty

  7 W Piccadilly St Unit F, Winchester, VA 22601
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  /31

  $310,000 Sold Jul 25, 2025

  • 1,620 Sq Ft
  • $191/SF
  • 0 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1986

  7 E Hart St, Winchester, VA 22601

  Beautifully Maintained and Ideally Located!Nestled within city limits and just minutes from shopping, local dining, and the vibrant downtown walking mall, this home offers the perfect blend of comfort and convenience. Recent updates include fresh paint on all interior levels (2025), new carpet (2025), upgraded granite countertops (2019), a 30-year Timberline American Harvest roof (2017),

  Jennifer Sacco RE/MAX Roots

  7 E Hart St, Winchester, VA 22601
• 

  

  /66

  Not Listed For Sale

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

  703 S Loudoun St, Winchester, VA 22601

  703 S Loudoun St, Winchester, VA 22601
• 

  

  /8

  $690,000

  • 4 Beds
  • 2.5 Baths
  • 3,108 Sq Ft

  1950 Melvor Ln, Winchester, VA 22601

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  Kim Kroner

  Washington Dulles Real Estate Group

  (540) 453-8579

  1950 Melvor Ln, Winchester, VA 22601
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  /50

  $1,785 - $3,144 per month

  The Lofts at Jubal Square

  1 - 3 Beds

  1864 Old Jube Square, Winchester, VA 22601

  Weve got it all at the Lofts at Jubal Square, the newest addition to the charming andhistoric Winchester cityscape. We offer a total commitment to better living, boasting largeapartments with loft and garage options, as well as amenities ideal for all those seeking anexceptional apartment lifestyle. Discover the Lofts at Jubal Square and discover what itmeans to live the good life.

  1864 Old Jube Square, Winchester, VA 22601
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  /48

  $335,200 Sold Jul 25, 2025

  • 2,606 Sq Ft
  • $129/SF
  • 25 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1961

  128 Fox Dr, Winchester, VA 22601

  Welcome to 128 Fox Dr — a spacious, move-in ready home nestled in the heart of Winchester, offering three levels spanning over 2,600 square feet of flexible living space, with 4 bedrooms, 3 bathrooms, and unbeatable convenience! This Cape Cod-style home features a thoughtful layout with at least one bedroom and a full bathroom on every level. Step into the main level to discover hardwood floors

  MJ Frazier Serhant

  128 Fox Dr, Winchester, VA 22601
• 

  

  /19

  Est $439,568 Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 2,052 Sq Ft

  204 N Kent St, Winchester, VA 22601

  204 N Kent St, Winchester, VA 22601
• 

  

  /44

  $850,000

  • 5 Beds
  • 4.5 Baths
  • 6,122 Sq Ft

  939 Buckner Dr, Winchester, VA 22601

  Listed well below market value, this stunning all-brick home in the sought-after Meadow Branch community was built in 2000 and has undergone extensive renovations in 2023 and 2024. The main-level bedroom includes a spacious, newly updated ensuite featuring an oversized marble-tiled shower, dual vanities, and a custom walk-in closet designed by ClosetsByDesign. The beautifully reimagined kitchen

  Kiran K. Morzaria Parekh Redfin Corporation

  939 Buckner Dr, Winchester, VA 22601
• 

  

  /19

  $3,100 per month

  • 3 Beds
  • 1.5 Baths
  • 1,696 Sq Ft
  • House for Rent

  1315 Handley Ave, Winchester, VA 22601

  1 block away from Handley High School! This all brick 2 story home features 3 bedroom 1 1/2 baths with hardwood floors throughout the first and 2nd floors, freshly painted throughout, all new windows, and new flooring in the kitchen. Large family room with built in shelving and fireplace with woodstove insert. Full unfinished attic and basement. Beautifully landscaped rear lawn with patio and

  Misty Miller OliveTree Property Group, LLC

  1315 Handley Ave, Winchester, VA 22601
• 

  

  /59

  $630,000 Sold Jul 24, 2025

  • 3,842 Sq Ft
  • $164/SF
  • 31 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1988

  1532 Dalton Place, Winchester, VA 22601

  This home charms from the outside in. The facade is a handsome combination of brick and slate blue siding with a gabled roof and attractive octagonal bump-out. Surrounded by lush landscaping and nestled atop a small hill, the brick walk welcomes you like a personal invitation. Inside, the blend of old school craftsmanship and chic continues. Real hardwood floors, tasteful contemporary paint

  Dan Whitacre Colony Realty

  1532 Dalton Place, Winchester, VA 22601
• 

  

  /37

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,052 Sq Ft

  216 E Piccadilly St, Winchester, VA 22601

  216 E Piccadilly St, Winchester, VA 22601

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