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Winchester County, VA Rentals

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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

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    (540) 781-1596

    21 S Stewart St Unit 4, Winchester, VA 22601
  • /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.

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    (540) 701-4871

    2259 Papermill Rd Unit 4, Winchester, VA 22601
  • /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
  • /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
  • /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
  • /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
  • /46

    $1,735 - $2,660 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
  • /34

    $2,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,105 Sq Ft
    • House for Rent

    301 Wood Ave, Winchester, VA 22601

    Welcome to this beautifully maintained home located in the heart of Winchester! Nestled on a quiet street, this residence offers both comfort and convenience—just minutes from Winchester Medical Center, Shenandoah University, and Old Town Winchester.Step inside to find a bright and inviting living space, complemented by hardwood floors and large windows that let in abundant natural

    Bailey Cooper RE/MAX Gateway

    301 Wood Ave, Winchester, VA 22601
  • /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
  • /14

    $1,750 per month

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

    15 E Piccadilly St Unit 204, Winchester, VA 22601

    "The Monument Lofts" are industrial style loft on the downtown walking mall with masterful design and high-end finishes. Sealed cement floors, high vaulted ceilings, wide open kitchen/living combination, and access to quaint workout facility and storage room make this loft your desired spot for year or years depending on your stay in Winchester! Parking space, Water/Sewer, electronic locks(

    Dave Spence RE/MAX Roots

    15 E Piccadilly St Unit 204, Winchester, VA 22601
  • /22

    $1,275 - $1,700 per month

    Blue Ridge Apartments

    2-4 Beds

    2260 Wilson Blvd, Winchester, VA 22601

    Discover the perfect blend of comfort and convenience at Blue Ridge Apartments in Winchester, VA. Our recently updated homes feature a variety of floor plans. Nestled in a pet-friendly community, you're just minutes away from Winchester's scenic spots, historic downtown, Apple Blossom Mall, and major employers. With easy access to I-81 and Route 7, the best of Winchester is always within reach.

    2260 Wilson Blvd, Winchester, VA 22601
  • /29

    $1,995 per month

    • 3 Beds
    • 2 Baths
    • 1,755 Sq Ft
    • House for Rent

    204A Bellview Ave, Winchester, VA 22601

    SPACIOUS CAPE COD WITH FENCED BACK YARD. In-town convenience. Near shopping and commuter routes. 3 bedrooms, 2 full baths. Beautiful hardwood floors. Formal living and dining rooms with large picture windows that let in lots of natural light. Eat-in kitchen. Main-level family room with built-in shelves. Full, unfinished basement for storage. Back yard with privacy fence. Outdoor spaces: 20x9

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    204A Bellview Ave, Winchester, VA 22601
  • /26

    $1,695 - $1,702 per month

    Fort Collier Terrace

    1-3 Beds

    900-1024 N Braddock St, Winchester, VA 22601

    Welcome to Fort Collier Terrace, an inviting community you'll love being part of. Our apartments in Winchester, VA, come in one, two, and three-bedroom layouts that range from 800 to 1,000 square feet. Aside from the generous living quarters, you'll find everything you need to feel right at home.Located near N Cameron Street and Martinsburg Pike, you're a stone's throw away from the top dining,

    900-1024 N Braddock St, Winchester, VA 22601
  • /27

    $1,400 per month

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

    122 E Monmouth St, Winchester, VA 22601

    CUTE, CONVENIENT & ADORABLE! 2-BEDROOM COTTAGE NEAR DOWNTOWN WINCHESTER. Ready for occupancy. Convenient to shopping, services and commuter routes 50, 7, 522 and I-81. Fenced rear yard. Appliances included: Oven/range, refrigerator, washer, dryer. Pets considered case-by-case. No smoking. Credit report, background check, application required. Lister will run reports and write lease. Landlord

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    122 E Monmouth St, Winchester, VA 22601
  • /17

    $500 - $2,000 per month

    Brookfield Corporate Apartments

    1-2 Beds

    548 Brookfield Dr, Winchester, VA 22601

    We are excited to share that we are under new ownership and management, and we're eager to welcome new guests to our community.Located at 500 Brookfield Drive, Winchester, VA 22601, Brookfield Corporate Apartments offers spacious, fully furnished one and two-bedroom apartments. Each apartment is designed with your comfort in mind and comes equipped with linens, kitchenware, two TVs with

    548 Brookfield Dr, Winchester, VA 22601
  • /18

    $1,750 per month

    • 2 Beds
    • 1 Bath
    • 1,516 Sq Ft
    • Townhouse for Rent

    303 Gray Ave, Winchester, VA 22601

    Goergeous and fully renovated townhome! Easy walking distance to the downtown Walking Mall. Completely renovated from top to bottom, this home is spacious, bright, and beautiful. The main level is open and airy, with a large living room, a dedicated dining area, and a huge, stunning kitchen. Two huge bedrooms upstairs! Washer and dryer in unit. Private offstreet parking. Background and credit

    Amanda White Nova Home Hunters Realty

    303 Gray Ave, Winchester, VA 22601
  • /2

    $1,600 - $1,800 per month

    Apartment for Rent

    1-2 Beds

    148 N Loudoun St, Winchester, VA 22601

    Beautiful 1 and 2 bedroom fully furnished apartments. Located directly on the old town walking mall. Washer dryer included in the unit. On site parking.

    148 N Loudoun St, Winchester, VA 22601
  • /21

    $1,800 per month

    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft
    • House for Rent

    514 Joist Hite Place, Winchester, VA 22601

    Charming Brick Rancher for Rent – Prime Winchester Location!This 3-bedroom, 1.5-bath home offers comfort and convenience just minutes from Winchester’s vibrant Walking Mall. Enjoy a bright, open floor plan with hardwood floors throughout, a cozy living room with fireplace, and a kitchen featuring an island and breakfast bar. The spacious backyard includes a maintenance-free deck and storage

    Mona Botwick Samson Properties

    514 Joist Hite Place, Winchester, VA 22601
  • /20

    $1,535 per month

    HARRISON PLAZA RESIDENTIAL

    1-2 Beds

    2310 Valor Dr, Winchester, VA 22601

    Harrison Plaza is a new mixed-use development located at the intersection of Hope Drive and Valor Drive in the heart of Winchester, VA. This three-building community offers 70 one- and two-bedroom spacious modern apartments minutes away from local shopping centers, restaurants, and entertainment venues.Interior features include an open floor plan with stylish cabinets, granite countertops,

    2310 Valor Dr, Winchester, VA 22601
  • /39

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • House for Rent

    127 S Euclid Ave, Winchester, VA 22601

    PRICE REDUCED!!!! BEATIFULL HOME!!! Fully Renovated Gem in the Heart of Winchester! Welcome to 127 Euclid , where modern upgrades meet timeless charm! This beautifully remodeled 3-bedroom, 2-bathroom rambler offers the perfect blend of comfort and convenience in one of Winchester’s most desirable locations. Step inside to discover a brand-new kitchen featuring stylish finishes, quartz

    Carolina Mosquera Weichert, REALTORS

    127 S Euclid Ave, Winchester, VA 22601
  • /9

    $1,800 - $2,600 per month

    Apartment for Rent

    1-2 Beds

    210 S Cameron St, Winchester, VA 22601

    This fully furnished and recently renovated property is located in the heart off Old Town Winchester and includes a log cabin structure, premium appliances, granite countertops and assigned parking spaces.Come and enjoy the excitement of living in Old Town with many excellent restaurants and drinking establishments , six breweries, multiple music venues, fabulous shopping, museums and art

    210 S Cameron St, Winchester, VA 22601
  • /58

    $3,500 per month

    • 4 Beds
    • 3 Baths
    • 3,060 Sq Ft
    • House for Rent

    209 N Washington St, Winchester, VA 22601

    Live in the heart of historic Winchester! This beautifully maintained 1853 home on Washington Street offers more than just a place to live—it’s a lifestyle. With over 3,000 square feet of finished space, this one-of-a-kind rental blends timeless character with modern updates just blocks from the Old Town Walking Mall and steps from the Apple Blossom Parade Route.Inside, you’ll find

    Chris Roszko Colony Realty

    209 N Washington St, Winchester, VA 22601
  • /20

    $1,600 - $2,600 per month

    Apartment for Rent

    Studio-2 Beds

    114 N Loudoun St, Winchester, VA 22601

    Brand new fully furnished extended stay apartments in the heart of Old Town Winchester Virginia including all utilities, washer /dyer, high speed internet, free nightly and weekend parking ( 5pm to 8 am), keyless entry, 10' ceilings, exposed brick interior partitions and optional weekly cleaning.. More information can be found at themerchantsuites

    114 N Loudoun St, Winchester, VA 22601
  • /25

    $2,900 per month

    • 4 Beds
    • 3 Baths
    • 2,312 Sq Ft
    • House for Rent

    609 Quartzite Cir, Winchester, VA 22601

    Welcome to 609 Quartzite Circle – a beautifully maintained single-family home available for rent for the first time! This spacious residence features all brand-new appliances, making it move-in ready and perfect for comfortable living. Located in a NO HOA community, you'll enjoy the freedom and privacy that comes with it.The home boasts generously sized rooms, a large backyard ideal for

    Collin Santa Ana Move4Free Realty, LLC

    609 Quartzite Cir, Winchester, VA 22601
  • /20

    $1,483 - $1,885 per month

    Peppertree VA

    1-3 Beds

    221 Peppertree Ln, Winchester, VA 22601

    Tastefully designed 1, 2 and 3 bedroom floor plans and richly landscaped surroundings make for a welcome sight to call your home. Located in the heart of Winchester, Peppertree offers the conveniences of city living in a park-like setting. Peppertree is in close proximity to shopping, restaurants, schools and Winchester Medical Center.

    221 Peppertree Ln, Winchester, VA 22601
  • /14

    $1,400 per month

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

    105 N Loudoun St Unit 1, Winchester, VA 22601

    Welcome home to 105 N Loudoun St #1. This is the apartment you've been searching for! This fantastic second floor apartment is above the Village Square restaurant, on the walking mall. This is a 1 bedroom apartment with an additional "Bonus Room" that could be used as an office, storage or a content creation room! This unit has so much charm and character. Freshly refinished hardwood floors and

    Chris Roszko Colony Realty

    105 N Loudoun St Unit 1, Winchester, VA 22601
  • /15

    $1,500 - $1,550 per month

    Woodstock Terrace

    2 Beds

    1016 Woodstock Ln, Winchester, VA 22601

    Fully furnished apartments! TV, Internet provided!

    1016 Woodstock Ln, Winchester, VA 22601
  • /29

    $2,900 per month

    • 5 Beds
    • 2 Baths
    • 2,186 Sq Ft
    • House for Rent

    214 S Braddock St, Winchester, VA 22601

    This property is currently zoned as fully commercial but has the potential to be changed to: Mixed Use or Fully Residential with proper city approval. Additional information from city located in documents. This home will need a Kitchen.Situated in Downtown Winchester, 214 S Braddock is waiting for your ideas! Built in 1865, this home features historic charm including exposed brick walls,

    Matt Leiva Keller Williams Realty

    214 S Braddock St, Winchester, VA 22601
  • /20

    $1,860 per month

    LIMESTONE PLACE

    2-3 Beds

    475 W Tevis St, Winchester, VA 22601

    Limestone Place is a townhouse community located off of Route 11 in Winchester, VA. Conveniently located near shopping, educational centers, and Valley Health Medical Center you will find everything you need near Limestone Place. With easy access to Interstate 81, Limestone Place Townhouses offers 2 bedrooms units with or without garages. Three bedroom units are available as well. Square footage

    475 W Tevis St, Winchester, VA 22601
  • /20

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft
    • House for Rent

    332 Parkway St, Winchester, VA 22601

    All brick rancher with 3 bedrooms and 2 full baths in the city limits of Winchester. Available with washer and dryer in laundry room. Fenced in large backyard with patio. Landlord prefers interested parties have a minimum of a 680+ credit score and a gross monthly income equal to 3x rent ($6000). NO PETS. No smoking or vaping. No prior evictions. Need to provide 60 days of income proof, ID's, and

    Laura White ERA Oakcrest Realty, Inc.

    332 Parkway St, Winchester, VA 22601
  • /14

    $2,200 per month

    • 3 Beds
    • 2.5 Baths
    • 1,530 Sq Ft
    • Townhouse for Rent

    2175 Harvest Dr, Winchester, VA 22601

    For Rent Modern 3-Bedroom Home in Winchester, VA $2,200/MonthAddress: 2175 Harvest Drive, Winchester, VA 22601Monthly Rent: $2,200Available: August 2025This beautifully maintained 3-bedroom, 2.5-bath single-family home offers comfort, style, and convenience in one of Winchester's most desirable neighborhoods. Built just four years ago, this home features modern finishes,

    2175 Harvest Dr, Winchester, VA 22601
  • /16

    $1,599 per month

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Townhouse for Rent

    321 N Pleasant Valley Rd, Winchester, VA 22601

    Welcome to this solid brick 3-bedroom, 1-bath townhome ideally located just minutes from the heart of downtown! Featuring a spacious and sunlit living area, this home offers classic charm with hardwood floors, updated fixtures, and a functional layout perfect for both relaxing and entertaining. The kitchen includes ample cabinet space and opens to a cozy dining area. Upstairs, you'll find three

    Amy Emerson-Kerns Cambridge Premier Realty, LLC.

    321 N Pleasant Valley Rd, Winchester, VA 22601
  • /19

    $1,599 per month

    • 2 Beds
    • 2.5 Baths
    • 1,147 Sq Ft
    • Townhouse for Rent

    1109 Franklin St, Winchester, VA 22601

    Welcome to your new home in Winchester, VA! This charming 2-bedroom, 2.5-bath townhouse boasts 1,147 square feet of comfortable living space perfect for individuals or small families. Enjoy a spacious living area with new flooring that seamlessly flows into an open kitchen equipped with modern appliances. Abundant natural light fills the home, enhancing its inviting atmosphere.OFFERED AT

    1109 Franklin St, Winchester, VA 22601
  • /8

    $2,800 per month

    • 4 Beds
    • 3.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    437 W Leicester St, Winchester, VA 22601

    The front porch on this house is the best part of the home. Use it for sitting out on and enjoying the beautiful weather. There is also a back porch in case you need need more privacy. This house has a remodeled 3rd floor Guest Suite. The house has hardwoods throughout and was completely remodeled in 2011 years ago and comes with a gourmet kitchen with cherry cabinets. It comes with 2

    Brandon Pifer Pifer Realty, LLC

    437 W Leicester St, Winchester, VA 22601
  • /19

    $1,500 per month

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

    926 Armistead St, Winchester, VA 22601

    926 Armistead St, Winchester, VA 22601
  • /30

    $2,500 per month

    • 4 Beds
    • 2.5 Baths
    • 1,648 Sq Ft
    • House for Rent

    735 Berryville Ave, Winchester, VA 22601

    Welcome to this charming 4-bedroom 2.5 bath home located on the East side of Winchester! Inside, this meticulously maintained home welcomes you in and exudes modern elegance with Open foyer, Gleaming hardwood floors, and Spacious Living spaces, ideal for Entertaining. Sip your morning coffee in the sunny Main level Open Living room or outdoors on the Back patio. At the heart of the home is the

    Rachel Olsen Keller Williams Realty

    735 Berryville Ave, Winchester, VA 22601
  • /5

    $1,400 per month

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

    374 Woodstock Ln, Winchester, VA 22601

    This 2 bedroom 1 bathroom townhouse is located near the heart of Winchester. New renovations include flooring, cabinets, and paint.

    374 Woodstock Ln, Winchester, VA 22601
  • /14

    $1,550 per month

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

    30 E Pall Mall St, Winchester, VA 22601

    Charming Rental Home in the Heart of Winchester, VAWelcome to 30 E Pall Mall St, Winchester, VA 22601! This beautifully maintained property offers the perfect blend of modern conveniences and historic charm. Nestled in a prime location, this home is just minutes from downtown Winchester's vibrant restaurants, shops, and entertainment.This home offers plenty of natural light, a

    tiffany pollard Coldwell Banker Elite

    30 E Pall Mall St, Winchester, VA 22601
  • /10

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • House for Rent

    316 Russelcroft Rd, Winchester, VA 22601

    Relax with the whole family at this peaceful place to stay.Discover your perfect family home-away-from-home! This charming 3-bed, 2-bath house offers stress-free living. Children will love the loft bed! Bikes, scooters, and a piano are available. Enjoy security and privacy in our pet-friendly, fenced-in backyard. Fully furnished for comfort and privacy. Located in a quiet, convenient

    316 Russelcroft Rd, Winchester, VA 22601
  • /14

    $2,600 per month

    • 4 Beds
    • 2.5 Baths
    • 1,940 Sq Ft
    • House for Rent

    2004 Taylor Grace Ct, Winchester, VA 22601

    Spacious single family house featuring 4 bedrooms, 2.5 bathrooms, full unfinished basement, deck, fenced backyard, and two attached car garage.

    Minh-Thieng Le Levi Clarke, LLC

    2004 Taylor Grace Ct, Winchester, VA 22601

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