Newest Homes for Rent in Winchester County, VA

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  $1,395 Per Month

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Townhouse for Rent

  346 Gray Ave, Winchester, VA 22601

  This charming Colonial townhouse, built in 1930 and set for a major renovation in 2026, offers a unique blend of historic character and modern comfort. With three spacious bedrooms and a full bathroom, this home is perfect for those seeking a cozy retreat. The inviting hardwood and luxury vinyl plank flooring throughout enhances the warmth of the space. Located in a vibrant neighborhood, you'll

  Brandon Pifer Pifer Realty, LLC

  346 Gray Ave, Winchester, VA 22601
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  $1,690 Per Month

  • 3 Beds
  • 1 Bath
  • 1,021 Sq Ft
  • House for Rent

  1112 Opequon Ave, Winchester, VA 22601

  Great home close to city park and recreation, Shenandoah University, gas station, post office, restaurants... This house is being freshly painted and ready for the new tenant. No smoking/vaping at the property. Required: tenant(s) to have 660+ credit score, job stability, tenant's monthly income equal to 4+ times the amount of monthly rent, RentSpree application required.

  Elcy Pereira Elcy & Co. Realty, LLC.

  1112 Opequon Ave, Winchester, VA 22601
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  /18

  $2,100 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • House for Rent

  317 S Kent St, Winchester, VA 22601

  Charming 1931 brick home available for rent! This spacious home features 4 bedrooms, 1 full bath and 1 half bath, and the convenience of a main-level washer and dryer. Each bedroom includes ample closet space. Relax on the welcoming front porch or enjoy the fenced in backyard. The home is located right next to the Ruth Jackson Memorial Park and the Green Circle entrance is right across the

  Danielle Spriggs Samson Properties

  317 S Kent St, Winchester, VA 22601
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  $2,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Condo for Rent

  210 E Boscawen St Unit 200, Winchester, VA 22601

  This two bedroom and two bath apartment has lots of natural light with windows spanning two sides of the building (window treatments already installed). The convenient location is just two blocks from the old town walking mall! Easy to clean and maintain LVP flooring has been installed throughout. The kitchen features ample cabinet space with plenty of drawers for easy organizing, and stainless

  Katie Landi Jordan Samson Properties

  210 E Boscawen St Unit 200, Winchester, VA 22601
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  $1,350 Per Month

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

  4 W Cork St Unit 1, Winchester, VA 22601

  Welcome to Apt. 1 at 4 W. Cork Street, a beautifully located residence in the heart of historic downtown Winchester. This inviting apartment offers the perfect blend of character, convenience, and city living. Enjoy easy access to local restaurants, coffee shops, boutiques, entertainment, and the vibrant Old Town walking mall—all just steps from your front door.

  Patrick Slate Keller Williams Realty

  4 W Cork St Unit 1, Winchester, VA 22601
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  /22

  $1,800 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Townhouse for Rent

  314 E Piccadilly St, Winchester, VA 22601

  Freshly updated and just two blocks from the Old Town Pedestrian Mall — this charming downtown duplex is the perfect blend of historic character and modern comfort. Recently renovated, this 3-bedroom, 1.5-bath home features gleaming hardwood floors, beautifully updated tile bathrooms, stainless steel appliances, abundant natural light, and timeless architectural details throughout.Enjoy

  

  Jeanne Mezzatesta

  Colony Realty

  314 E Piccadilly St, Winchester, VA 22601
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  $1,600 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,316 Sq Ft
  • Townhouse for Rent

  8 W Monmouth St, Winchester, VA 22601

  Charming 2-Story Townhouse for Rent in Winchester City Welcome to this well-maintained 2-story townhouse located in the heart of Winchester! This comfortable home offers a functional layout with 1 full bath and 1 half bath, perfect for convenient everyday living. The main level features a bright living area, a spacious kitchen with ample cabinet space, and a dining area ideal for entertaining. A

  Ruby Miller Samson Properties

  8 W Monmouth St, Winchester, VA 22601
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  $1,700 Per Month

  • 1 Bed
  • 1 Bath
  • 9,518 Sq Ft
  • Condo for Rent

  44 S Loudoun St Unit 12, Winchester, VA 22601

  Charming one-bedroom apartment in the heart of historic downtown Winchester! Located right on the Walking Mall, you’ll be surrounded by local shops, restaurants, and entertainment. This inviting apartment features a spacious living room, an updated kitchen with newer cabinets and stainless steel appliances, convenient in-unit laundry, and one assigned parking space in a private lot. Enjoy

  

  Brock Harris

  Samson Properties

  44 S Loudoun St Unit 12, Winchester, VA 22601
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  $1,450 Per Month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Townhouse for Rent

  2256 Roosevelt Blvd, Winchester, VA 22601

  Very spacious 2-bedroom, 1-bathroom townhouse offering comfortable living in a well-maintained setting. Features include a rear entrance leading to a private porch area and convenient parking. Shared laundry facilities are located within the complex. Ideally situated near shopping, restaurants, and Shenandoah University. Tenant pays all utilities. No smoking, no pets, and no vaping permitted.

  

  Frank Armstrong, IV

  Colony Realty

  2256 Roosevelt Blvd, Winchester, VA 22601
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  $1,600 Per Month

  • 2 Beds
  • 2 Baths
  • 10,400 Sq Ft
  • Condo for Rent

  23 Taft Ave Unit 3, Winchester, VA 22601

  One of the largest 2-bedroom, 2-bathroom apartments in Winchester! This spacious second-floor unit offers comfortable living in a convenient location close to shopping, restaurants, and Shenandoah University. The apartment features central air, a full-size washer and dryer, and a generous layout with plenty of living space. Step outside to enjoy a private porch, perfect for relaxing, sitting, or

  

  Frank Armstrong, IV

  Colony Realty

  23 Taft Ave Unit 3, Winchester, VA 22601
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  $1,500 Per Month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  21 S Stewart St Unit 2, Winchester, VA 22601

  2 Bedroom Apartment for Rent – Downtown WinchesterGreat 2nd-floor apartment located in downtown Winchester with 2 bedrooms and 1 bathroom. This home is just a short walk from Old Town Winchester, giving you easy access to local restaurants, shops, and entertainment.The apartment features very spacious bedrooms, a comfortable family room, and a fully enclosed back porch, perfect

  

  Frank Armstrong, IV

  Colony Realty

  21 S Stewart St Unit 2, Winchester, VA 22601
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  $1,900 Per Month

  • 800 Sq Ft
  • Condo for Rent

  2971 Valley Ave, Winchester, VA 22601

  Fully furnished loft style apartments. Lower level consists of living room, dining room, kitchen and bath. The bedroom is on the second level. These are full furnished units that allow pets. Perfect all inclusive rental. Owners pays for everything to include cable and internet. These units can be rented weekly also

  Meridee Powars Link Realty Services LLC

  2971 Valley Ave, Winchester, VA 22601
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  $1,800 Per Month

  • 1 Bed
  • 1 Bath
  • 2,124 Sq Ft
  • Condo for Rent

  619 S Cameron St Unit 2, Winchester, VA 22601

  Charming apartment located in 2 family unit, walking distance to Old Town Winchester. Original hardwood floors, light and bright unit with washer and dryer in unit. Landlord pays water and sewer and tenant pays electric. Shared yard.

  

  Brock Harris

  Samson Properties

  619 S Cameron St Unit 2, Winchester, VA 22601
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  $1,250 Per Month

  • 1 Bed
  • 1 Bath
  • 2,058 Sq Ft
  • Condo for Rent

  36 S Cameron St Unit 2, Winchester, VA 22601

  Charming 1-bedroom, 1-bath apartment located in the heart of historic downtown Winchester! This inviting home features a bright living room with beautiful built-in shelving and passthrough openings to the kitchen, creating an open and connected feel. The updated kitchen includes stainless steel appliances, a stylish tiled backsplash, granite countertops, and crisp white cabinetry. Enjoy the

  James King RE/MAX Roots

  36 S Cameron St Unit 2, Winchester, VA 22601
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  /17

  Starting at $500 Plus Fees

  • 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

  Brookfield Extended Stay Apartments

  548 Brookfield Dr, Winchester, VA 22601
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  $1,900 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

  21 S Stewart St Unit 4, Winchester, VA 22601

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