Homes in ZIP Code 22601

• 

  

  

  /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
• 

  

  

  /10

  $1,599 per month

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Townhouse for Rent

  3107 Shawnee Dr Unit 12, Winchester, VA 22601

  Beautifully Renovated Unit Two level townhome*Full size Washer & Dryer*Hardwood like Floors* Huge Brand New Eat-In Kitchen*Ganite counters & Stainless Steel Appliances*Spacious bedrooms*Large closets*Individually controlled HVAC and hot water heater*Plenty of parking*1 mile from great shopping on Valley Avenue, 10 minute from downtown Winchester and 9 minute from Shenandoah University *Photos are

  Steve DuBrueler Coldwell Banker Premier

  3107 Shawnee Dr Unit 12, Winchester, VA 22601
• 

  

  

  /34

  $450,000 Sold Oct 17, 2025

  • 2,052 Sq Ft
  • $219/SF
  • 7 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2016

  711 S Braddock St, Winchester, VA 22601

  This well-maintained 3-bedroom, 3.5-bath home offers bright, open living spaces with plenty of natural light. The main level features a spacious living room, an updated kitchen with stainless steel appliances, and a dining area. The back patio features an open area and green space with a fenced backyard—great for relaxing or entertaining. Upstairs, you’ll find a generous primary suite with a full

  Dave Spence RE/MAX Roots

  711 S Braddock St, Winchester, VA 22601
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  /33

  Est $418,135 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft

  417 Circle Dr, Winchester, VA 22601

  417 Circle Dr, Winchester, VA 22601
• 

  

  

  /72

  $699,900

  • 4 Beds
  • 3.5 Baths
  • 3,475 Sq Ft

  132 Amherst St, Winchester, VA 22601

  Price Improvement to make this Yours! Step back in time with this Beautifully preserved VICTORIAN Brick Home Built in 1880, a true piece of Winchester's history. This is a Registered Historic Property that showcases original architectural details, high ceilings, ornate trim, and original wood floors that reflect the artistry of a bygone era. A Well Designed Addition has allowed for generous space

  Jodi Costello ERA Oakcrest Realty, Inc.

  132 Amherst St, Winchester, VA 22601
• 

  

  /6

  $1,400 per month

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

  376 Woodstock Ln, Winchester, VA 22601

  This property at 376 Woodstock Ln features 2 bedrooms and 1 bathroom within a total of 1,000 square feet. The living room provides ample space for relaxation and entertainment. The bathroom is equipped with a tub/shower combination, catering to various preferences. Each bedroom offers sufficient room for furniture and personal items. Additional amenities include storage space and heating for

  376 Woodstock Ln, Winchester, VA 22601
• 

  

  /43

  $559,900 Sold Oct 10, 2025

  • 2,614 Sq Ft
  • $214/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1987

  1729 Handley Ave, Winchester, VA 22601

  This immaculate 4-bedroom, 3-bath Cape Cod in sought-after Meadow Branch is move-in ready and full of thoughtful updates! From the welcoming foyer, the home flows seamlessly into a bright living room, spacious kitchen, and dedicated dining room. On the main level you'll also find two bedrooms and a full bath, perfect for guests or convenient one-level living.From the kitchen, step outside

  Jeanne Mezzatesta Colony Realty

  1729 Handley Ave, Winchester, VA 22601
• 

  

  /35

  Est $354,332 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,508 Sq Ft

  416 Superior Ave, Winchester, VA 22601

  416 Superior Ave, Winchester, VA 22601
• 

  

  /115

  $499,999

  • 5 Beds
  • 3 Baths
  • 2,080 Sq Ft

  419 Summit Ave, Winchester, VA 22601

  Welcome Home!This beautifully renovated single-family home offers everything you need and more. Featuring hardwood floors throughout the main level, custom cabinets, and granite countertops in the kitchen, this home combines style and functionality. A new roof adds peace of mind, and the fully finished lower level provides additional living space for relaxation or entertainment.With 5

  Waqas Abbasi Lifestyle Realty, LLC.

  419 Summit Ave, Winchester, VA 22601
• 

  

  /10

  $1,950 per month

  • 3 Beds
  • 2.5 Baths
  • 1,560 Sq Ft
  • House for Rent

  511 National Ave, Winchester, VA 22601

  elcome to this spacious and well-maintained 2-story home, perfect for families or professionals! Located just minutes from downtown Winchester, this home offers the ideal balance of comfort and convenience.

  Meridee Powars Link Realty Services LLC

  511 National Ave, Winchester, VA 22601
• 

  

  /42

  $324,500 Sold Oct 10, 2025

  • 1,178 Sq Ft
  • $275/SF
  • 141 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1930

  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

  107 E Monmouth St, Winchester, VA 22601
• 

  

  /36

  Est $514,812 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,600 Sq Ft

  2816 Baldwin St, Winchester, VA 22601

  2816 Baldwin St, Winchester, VA 22601
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  /67

  $399,999

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  707 E Cork St, Winchester, VA 22601

  Don't let this location fool you - Plenty of parking on the side and back of the home and a large turn around space to exit onto Cork St easily! Centrally located colonial with gorgeous hardwood flooring and trim throughout! Step back in time, but enjoy all of the modern amenities with easy access to Jim Barnett Park just down the street, downtown walking mall and commuter roads, and even views

  Misty Weaver Samson Properties

  707 E Cork St, Winchester, VA 22601
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  /57

  $1,500 per month

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Townhouse for Rent

  127-A Peyton St, Winchester, VA 22601

  Gorgeous two story apartment with private entrance in the heart of historic downtown Winchester2 bedroom 1.5 bath two floor apartment with beautiful details located in the bottom two levels of a four story house built in the early 1890s.

  127-A Peyton St, Winchester, VA 22601
• 

  

  /32

  $400,000 Sold Oct 09, 2025

  • 2,256 Sq Ft
  • $177/SF
  • 13 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1928

  225 Parkway St, Winchester, VA 22601

  Built in 1928 and fully renovated inside and out, this 4-level home blends historic charm with modern updates in one of Winchester’s most desirable downtown locations.Step inside to discover a thoughtfully redesigned interior featuring refinished hardwood floors, fresh paint throughout, and an all-new kitchen with granite counters, a farm sink, quality plywood cabinetry, and new appliances.

  Tracy Jewell Samson Properties

  225 Parkway St, Winchester, VA 22601
• 

  

  /52

  Est $413,393 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,702 Sq Ft

  209 W Cedarmeade Ave, Winchester, VA 22601

  209 W Cedarmeade Ave, Winchester, VA 22601
• 

  

  /29

  $289,900

  • 2 Beds
  • 1 Bath
  • 870 Sq Ft

  1125 Conway St, Winchester, VA 22601

  Check out this Very Cute Bungalow in Winchester City! It has a Brand NEW Roof, Freshly Painted throughout, NEW kitchen/hall/bath flooring, NEW Stainless Steel Refrigerator, Restored deck, and Lovely Hardwood! Cozy with 2 Bedrooms and 1 Bath. Surely to be perfect for the first time Home Buyer! Great Location close to shopping & restaurants. Great for commuters as well as it's on the East side of

  Jodi Costello ERA Oakcrest Realty, Inc.

  1125 Conway St, Winchester, VA 22601
• 

  

  /25

  $1,250 per month

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Condo for Rent

  24 Jackson Ave Unit 2, Winchester, VA 22601

  AFFORDABLE AND CHARMING. Short drive to downtown, Winchester Medical Center, I-81 and Rt. 37. Convenient to shopping and services. Spacious 2-bedroom upstairs apartment with off-street parking in the rear, front porch and a private 16x12 rear deck. Eat-in kitchen with refrigerator and oven/range. No smoking. No pets. Landlord prefers credit scores of 680 or higher, minimum monthly income of 3x

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  24 Jackson Ave Unit 2, Winchester, VA 22601
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  /50

  $450,000 Sold Oct 06, 2025

  • 2,680 Sq Ft
  • $168/SF
  • 15 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1945

  25 E Hart St, Winchester, VA 22601

  Welcome to 25 E Hart Street! Nestled in the heart of downtown Winchester, this beautifully updated 5-bedroom, 3-bath home is the perfect mix of charm, space, and convenience. Step inside to a bright, spacious living room where a wood-burning fireplace provides the perfect spot to relax and unwind. The updated kitchen is a dream with quartz countertops, stainless steel appliances, crisp white

  Liz Owings RE/MAX Roots

  25 E Hart St, Winchester, VA 22601
• 

  

  /53

  Est $478,694 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,518 Sq Ft

  102 Russelcroft Rd, Winchester, VA 22601

  102 Russelcroft Rd, Winchester, VA 22601
• 

  

  /20

  $334,000

  • 3 Beds
  • 2 Baths
  • 1,362 Sq Ft

  553 Highland Ave, Winchester, VA 22601

  MOTIVATED SELLER - OFFERING SUBSIDY TO BUYER FOR CLOSING COSTS OR MORTGAGE RATE BUY DOWN One Way street = quiet Gorgeous Rehab - you have to see it! Secure Parking off the alley Efficient HVAC mini splits installed Washer and Dryer included

  Teri Domanski Corcoran McEnearney

  553 Highland Ave, Winchester, VA 22601
• 

  

  /133

  $1,650 per month

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

  342 Fairmont Ave Unit 5 FULLY FURNISHED RENTAL Retro Loves Company, Winchester, VA 22601

  COMPLETELY FURNISHED RENTALPerfect for traveling professionals or students.Furnished one bedroom located behind the beautiful Handley library. This quaint one bedroom apartment is on the 3rd floor of a historic home facing Fairmont Ave. It has terrific views and a spectacular view of fireworks on Apple Blossom, July 4th and New Years Eve. Beautiful details and wainscotting, built in

  342 Fairmont Ave Unit 5 FULLY FURNISHED RENTAL Retro Loves Company, Winchester, VA 22601
• 

  

  /44

  $782,000 Sold Oct 03, 2025

  • 6,122 Sq Ft
  • $128/SF
  • 46 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2000

  939 Buckner Dr, Winchester, VA 22601

  Priced to se!!! 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

  Kiran K. Morzaria Parekh Redfin Corporation

  939 Buckner Dr, Winchester, VA 22601
• 

  

  /27

  Est $328,974 Not Listed For Sale

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

  2939 S Pleasant Valley Rd, Winchester, VA 22601

  2939 S Pleasant Valley Rd, Winchester, VA 22601
• 

  

  /55

  $685,000

  • 5 Beds
  • 4 Baths
  • 4,576 Sq Ft

  800 Lake Dr, Winchester, VA 22601

  Location Location Location! Welcome to 800 Lake Dr. Winchester VA 22601, Located in the highly sought-after Rolling Hills community and situated on a 0.37 acre lot, This expansive home offers 4,500+ sqft. of living space, featuring 5 bedrooms, 4 Full baths, finished basement, and 2 car garage! Step inside to find gleaming hardwood floors in the formal living and dining rooms. The unique

  Lisa Behr Coldwell Banker Premier

  800 Lake Dr, Winchester, VA 22601
• 

  

  /6

  $2,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,554 Sq Ft
  • House for Rent

  1958 Cidermill Ln, Winchester, VA 22601

  Three bedroom 2.5 bath duplex in Orchard Hill close to end of Cidermill Lane, carpet/vinyl floor covering, stove, refrigerator, dishwasher, microwave in galley style kitchen, corner natural gas fireplace, large laundry room with washer/dryer hookup, one car garage, deck off dining room with landscaped back yard, sitting area at back of yard Application in one person's name, credit score of 650+,

  James Golladay Crum Realty, Inc.

  1958 Cidermill Ln, Winchester, VA 22601
• 

  

  /28

  $304,900 Sold Oct 02, 2025

  • 858 Sq Ft
  • $355/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1961

  2923 S Pleasant Valley Rd, Winchester, VA 22601

  Rest easy in this newly renovated, one level, 3 bed, 1 bath home on 1/3 of an acre, conveniently located less than a mile from retail shops, restaurants, and more. Almost everything is new in 2025! *Outside: new vinyl siding, vinyl clad-double hung windows, architectural shingles & electric service; *Inside: new water heater, granite counter tops, sink & faucet, appliances, 200 amp panel,

  Anna Fox NextHome Realty Select

  2923 S Pleasant Valley Rd, Winchester, VA 22601
• 

  

  /22

  Est $330,452 Not Listed For Sale

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

  2935 S Pleasant Valley Rd, Winchester, VA 22601

  2935 S Pleasant Valley Rd, Winchester, VA 22601
• 

  

  /41

  $355,000

  • 4 Beds
  • 2.5 Baths
  • 2,804 Sq Ft

  513 van Fossen St, Winchester, VA 22601

  Welcome to 513 Van Fossen St, a beautifully updated 4-bedroom, 2.5-bathroom brick ranch conveniently located just minutes from downtown Winchester. Step inside to discover freshly refinished original red oak hardwood floors (locally sourced from Plumly Lumber) in a warm Golden Pecan finish (2025). The home boasts fresh paint inside and out, a brand-new roof (2025), and newer HVAC. The living room

  Amy Longerbeam RE/MAX Roots

  513 van Fossen St, Winchester, VA 22601
• 

  

  /31

  $1,450 per month

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft
  • Condo for Rent

  13 E North Ave Unit 1, Winchester, VA 22601

  This property is newly painted and in a great location-4 blocks from the downtown walking mall!

  13 E North Ave Unit 1, Winchester, VA 22601
• 

  

  /39

  $629,000 Sold Oct 01, 2025

  • 3,439 Sq Ft
  • $183/SF
  • 2 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2012

  124 Harvest Ridge Dr, Winchester, VA 22601

  If you've been waiting for the perfect 55+ home in Winchester, look no further! This property is a unicorn - and you'll quickly see why. This gorgeous home features an open floor plan, a beautiful sunroom, and a FULL second KITCHEN in the basement. That's right! It's not a kitchenette or bar - it's a completely-functional FULL kitchen with a microwave, stove, dishwasher, disposal, and

  Kristin Crosby Samson Properties

  124 Harvest Ridge Dr, Winchester, VA 22601
• 

  

  /19

  Est $327,581 Not Listed For Sale

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

  2927 S Pleasant Valley Rd, Winchester, VA 22601

  2927 S Pleasant Valley Rd, Winchester, VA 22601
• 

  

  /42

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  715 Berryville Ave, Winchester, VA 22601

  This renovated jewel on the east side of Winchester is ready for you! Enjoy the new modern kitchen, new tile bathrooms, updated HVAC and electrical, fresh paint, refinished floors, and more! Plus, this home is full of character you don't find in new homes. Look close! From unique windows to original molding and solid interior doors, you'll find unexpected charm everywhere. Between the unfinished

  William Steinmetz RE/MAX Roots

  715 Berryville Ave, Winchester, VA 22601
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  /3

  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 10,843 Sq Ft
  • Condo for Rent

  443 Millwood Ave Unit 2, Winchester, VA 22601

  Beautiful 2 Bedroom apartment with Washer/dryer. Great Location! Over the Restore, close to Shenandoah university. One assigned parking spot with additional street parking. No pets/No smoking. $30 additional monthly charge for water/sewer.

  Steve DuBrueler Coldwell Banker Premier

  443 Millwood Ave Unit 2, Winchester, VA 22601
• 

  

  /41

  $302,500 Sold Sep 30, 2025

  • 1,152 Sq Ft
  • $263/SF
  • 111 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1980

  601 Grove St, Winchester, VA 22601

  601 Grove Street, is a single-family home offering a blend of comfort and convenience. Built in 1980, this 1,152 sq ft ranch-style residence features 3 bedrooms and 1 full bath on the main level, complemented by a partially finished basement that includes an additional bathroom and laundry area. The basement also offers versatile spaces that can serve as extra bedrooms, an office, or a recreation

  Lilly Triplett Colony Realty

  601 Grove St, Winchester, VA 22601
• 

  

  /21

  Est $323,658 Not Listed For Sale

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

  2922 S Pleasant Valley Rd, Winchester, VA 22601

  2922 S Pleasant Valley Rd, Winchester, VA 22601
• 

  

  /69

  $655,000

  • 3 Beds
  • 2.5 Baths
  • 3,153 Sq Ft

  147 Harvest Ridge Dr, Winchester, VA 22601

  Active pending release-previous buyers could not sell their home. Welcome to this meticulously cared for home in the sought-after 55+ community The Village at Harvest Ridge, where comfort and convenience meet. New Roof in 2023! Step inside to find hardwood floors that flow through the main level, connecting open and light-filled spaces. The kitchen shines with quartz counters, a center island,

  Natalie Langford ERA Oakcrest Realty, Inc.

  147 Harvest Ridge Dr, Winchester, VA 22601
• 

  

  /9

  $1,325 per month

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  45 Race St Unit 45, Winchester, VA 22601

  Brand new renovation to market, this 2 bed 1 bath apartment has been fully updated with all new kitchen, bath, flooring, appliances and laundry in unit! Unbeatable for the price! Call or email to schedule a tour today!

  45 Race St Unit 45, Winchester, VA 22601
• 

  

  /55

  $390,000 Sold Sep 30, 2025

  • 3,333 Sq Ft
  • $117/SF
  • 135 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1938

  1503 Valley Ave, Winchester, VA 22601

  Active again, Buyer's loan fell through. Charming Colonial located in the heart of Winchester. Only a few minutes walk to the Old Town Mall. This home features 5 bedrooms and 3 1/2 baths with 4 levels. There's a Primary Bedroom and Bathroom located on the main level with doors that open onto the back deck. The family room boasts hardwood floors and a wood burning fireplace. The kitchen is

  Julie Teets Long & Foster Real Estate, Inc.

  1503 Valley Ave, Winchester, VA 22601
• 

  

  /23

  Est $347,074 Not Listed For Sale

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

  2919 S Pleasant Valley Rd, Winchester, VA 22601

  2919 S Pleasant Valley Rd, Winchester, VA 22601

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