156

Winchester, VA Homes for Rent under $2,000

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  • /74

    Starting at $1,700 Plus Fees

    • 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

    The Local

    230 Spring St, Winchester, VA 22601
  • /16

    $1,350 Per Month

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft
    • Townhouse for Rent

    233 Kern St, Winchester, VA 22601

    Downtown Winchester location, full of light and super cute! This 2 bed/1 bath duplex offers a private, fenced in backyard on the north side of town. Completely renovated in 2022. Available for immediate occupancy. Application fee $50 for everyone 18 or older, no pets, monthly income minimum of 3x the monthly rent, security deposit is $1350, no previous evictions, credit score 620+, no

    Agent Photo

    Anna Fox

    NextHome Realty Select

    233 Kern St, Winchester, VA 22601
  • /38

    Starting at $1,837 Plus Fees

    • 1 - 3 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 conveniently located adjacent to Winchester Medical Center and 2 miles from Old Town Winchester.

    Denstock Meadow Branch LLC

    424 Ridgewood Ln, Winchester, VA 22601
  • /8

    $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

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    23 Taft Ave Unit 3, Winchester, VA 22601
  • /47

    Starting at $1,222

    Total Monthly Price

    • 1 - 3 Beds

    121 Fay St, Winchester, VA 22602

    Live on your own terms with Fay Street Apartments. Find the comfort and convenience you crave among our one, two, and three-bedroom residences, on our well-kept premises, and in the nearby, city of Winchester, VA in the Shenandoah Valley. The property is conveniently located near top employers like Shenandoah University and Valley Health System. Our apartments open doors to a myriad of

    Fay Street Apartments

    121 Fay St, Winchester, VA 22602
  • /34

    $1,950 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,369 Sq Ft
    • Townhouse for Rent

    6 E Cecil St, Winchester, VA 22601

    PRICE IMPROVEMENT! Charming Historic 2-Bedroom Rental Just Two Blocks from the Loudoun Street Walking Mall! Live steps from downtown in this beautifully appointed duplex featuring 2-bedrooms and an additional small office/den upstairs. The home is full of historic character and modern comfort, boasting original hardwood floors, soaring ceilings, and timeless architectural charm throughout. A

    Agent Photo

    Jeanne Mezzatesta

    Colony Realty

    6 E Cecil St, Winchester, VA 22601
  • /55

    Starting at $1,800 Plus Fees

    • 1 - 3 Beds

    1981 Randolph Place, Winchester, VA 22601

    Welcome to Stuart Hill Apartments — comfortable living in scenic Winchester, VA. Nestled in the picturesque Shenandoah Valley and just minutes from Historic Downtown Winchester, dining, shopping, Shenandoah University, and Winchester Medical Center, this well-maintained community offers spacious 1-, 2-, and 3-bedroom homes with full-size in-unit washers and dryers, generous closet space, and

    Stuart Hill

    1981 Randolph Place, Winchester, VA 22601
  • /12

    $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

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

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

    Starting at $1,772

    Total Monthly Price

    • 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,

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
  • /13

    $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 Winchester Great 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 for relaxing or

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    21 S Stewart St Unit 2, Winchester, VA 22601
  • /50

    Starting at $1,926 Plus Fees

    • 1 - 3 Beds

    1864 Old Jube Square, Winchester, VA 22601

    We've 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

    The Lofts at Jubal Square

    1864 Old Jube Square, Winchester, VA 22601
  • /8

    $1,800 Per Month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    619 S Cameron St Unit 1, 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.

    Agent Photo

    Brock Harris

    Samson Properties

    619 S Cameron St Unit 1, Winchester, VA 22601
  • /50

    Starting at $1,885 Plus Fees

    • 1 - 2 Beds

    2351 Quinn Ct, Winchester, VA 22601

    This new mixed-use community is centrally located in Winchester with quick access to Routes 522 and I-81. Designed for modern, convenient living, Carl's Corner features three residential buildings and a standalone commercial complex.The community offers 18 one-bedroom and 60 two-bedroom apartments, all within walking distance of shopping centers and just minutes from restaurants and

    CARLS CORNER RESIDENTIAL

    2351 Quinn Ct, Winchester, VA 22601
  • /10

    $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

    Agent Photo

    Brock Harris

    Samson Properties

    44 S Loudoun St Unit 12, Winchester, VA 22601
  • /22

    Starting at $1,420

    Total Monthly Price

    • 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.

    Blue Ridge Apartments

    2260 Wilson Blvd, Winchester, VA 22601
  • /7

    $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.

    Agent Photo

    Brock Harris

    Samson Properties

    619 S Cameron St Unit 2, Winchester, VA 22601
  • /33

    Starting at $1,550 Plus Fees

    • 1 - 2 Beds

    110 Bulmer Loop, Winchester, VA 22602

    Our community is perfect for those who enjoy spending time outside living a healthy, lively lifestyle by using the walking trails, outdoor common areas, and dog park, as well as for those who appreciate a home that is a retreat from the business of everyday life. We are conveniently located a few short miles from Shenandoah University, I-81, Rt. 8 and Rt. 50 in Winchester, VA. Our apartments

    Madison Village Apartments (Winchester)

    110 Bulmer Loop, Winchester, VA 22602
  • /11

    $1,200 Per Month

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

    44 S Loudoun St Unit 9, Winchester, VA 22601

    Charming 1 bedroom, 1 bathroom apartment located on the Historic Downtown walking mall, with access to all of the Shops, restaurants, museums, and more right out the front door! Just minutes from Shenandoah University, Apple Blossom Mall, and Winchester Medical Center. Parking for each unit.

    Agent Photo

    Brock Harris

    Samson Properties

    44 S Loudoun St Unit 9, Winchester, VA 22601
  • /8

    $2,000

    Total Monthly Price

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

    2971 Valley Ave Unit 101, Winchester, VA 22601

    These units can be rented short term. All units are lofts. Livingroom, kitchen and bath on the main level with a bedroom upstairs. All utilities including internet are included. Well behaved pets are welcome! Fully furnished.

    2971 Valley Ave Unit 101, Winchester, VA 22601
  • /8

    $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.

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    2256 Roosevelt Blvd, Winchester, VA 22601
  • /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 Corporate Apartments

    548 Brookfield Dr, Winchester, VA 22601
  • /14

    $1,700 Per Month

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

    44 S Loudoun St Unit 8, 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 all the charm downtown living has to offer. This cozy apartment features a functional layout with plenty of storage space throughout. The bedroom includes an attached sunroom, perfect for a home office, reading nook, or extra lounge

    Agent Photo

    Brock Harris

    Samson Properties

    44 S Loudoun St Unit 8, Winchester, VA 22601
  • /20

    Starting at $1,600 Plus Fees

    • 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
  • /20

    Starting at $1,850 Plus Fees

    • 2 - 3 Beds

    749 Front Royal Pike, Winchester, VA 22602

    Contrail Park Apartments offer well-appointed accommodations located in a convenient and relaxing environment. Located along 522 and only minutes away from I-81 Contrail Park offers easy access to the airport, Shenandoah University, shopping, and restaurants. Interior features include vaulted ceilings, wood vanity cabinets, granite counter tops, foyer with resilient flooring, and built in desks.

    CONTRAIL PARK

    749 Front Royal Pike, Winchester, VA 22602
  • /20

    Starting at $1,469

    Total Monthly Price

    • 2 - 3 Beds

    124 Castlebridge Ct, Winchester, VA 22602

    Preston Place Apartments and Townhomes are a remarkable blend of style and value. Almost everything is nearby, from schools to shopping, restaurants, parks and interstate highways. Conveniently located on Airport Drive one-half mile from the Winchester Regional Airport. Dulles Airport is also less than thirty minutes away. It’s hard to find a more convenient location.

    Preston Place

    124 Castlebridge Ct, Winchester, VA 22602
  • /20

    Starting at $1,685 Plus Fees

    • 2 - 3 Beds

    2250 Sofia Way, Winchester, VA 22601

    Cedar Hill Apartments offers well-appointed accommodations located in a convenient and relaxing environment. Only minutes away from Route 37, Route 11, and Jubal Early Drive, Cedar Hill apartments offers its tenants easy access to the Winchester Medical Center, Shenandoah University, loads of shopping and restaurants. Interior features include vaulted ceilings, gas fireplace, wood vanity

    CEDAR HILL APARTMENTS

    2250 Sofia Way, Winchester, VA 22601
  • /20

    Starting at $1,550 Plus Fees

    • 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.

    Peppertree VA

    221 Peppertree Ln, Winchester, VA 22601
  • /20

    Starting at $1,565 Plus Fees

    • 2 - 3 Beds

    660 Pemberton Dr, Winchester, VA 22601

    Pemberton Village Apartments in Winchester VA is located in the prestigious Meadow Branch subdivision near the intersection of Jubal Early Drive and Harvest Drive. It is a ten building, 120 unit community easily assessable from Interstate 81 or Route 37. Conveniently located near the Apple Blossom Mall, fitness centers, John Handley High School, and Valley Health Medical Center; Pemberton Village

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  • /9

    Starting at $1,800 Plus Fees

    • 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
  • /20

    Starting at $1,150 Plus Fees

    • 1 - 2 Beds

    800 Thomas Ct, Winchester, VA 22601

    Now Leasing: 1 & 2 Bedroom Apartments Available Now! In-unit washer and dryerWater and garbage includedEnjoy a serene, peaceful settingDon't miss out—these are first come, first serve!

    North Winchester Apartments

    800 Thomas Ct, Winchester, VA 22601
  • /15

    $1,600 Plus Fees

    • 2 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • Townhouse for Rent

    320 S Cameron St, Winchester, VA 22601

    Property Id: 2709404Nestled in the heart of Historic Winchester this 2 bedroom, 1 bath home (part of a duplex) at 320 S. Cameron Street will transport you back in time as soon as you arrive! Built in 1773, this residence has been fully renovated with care taken to preserve its timeless historic charm (e.g., original, refinished wide-plank hardwood floors, banisters, doors, clawfoot tub,

    320 S Cameron St, Winchester, VA 22601
  • /11

    $1,498 Plus Fees

    • 2 Beds
    • 1.5 Baths
    • 1,047 Sq Ft
    • Condo for Rent

    1111 Franklin St, Winchester, VA 22601

    Welcome to your new home in the charming city of Winchester, VA! This delightful property is perfectly situated near a vibrant selection of restaurants and department stores, making it easy to enjoy local dining and shopping experiences. For outdoor enthusiasts, Jim Barnett Park is within walking distance, offering a serene escape for leisure activities. Plus, Valley Health is just a quick

    1111 Franklin St, Winchester, VA 22601
  • /9

    $1,395 Plus Fees

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

    2640 Valley Ave Unit 1, Winchester, VA 22601

    Property Id: 2608151If interested, please call, we do not respond to email or requests. 1 Bedroom 1 Bath 600 sqft. $1395/Month 1 Year Lease. All Utilities Included. First and Security Due at Signing. Stove, dishwasher, fridge, washer, and dryer provided inside unit. Individual Unit Central heat and air. No Smoking. No Pets.. Meticulously maintained, serious inquiries ONLY!

    2640 Valley Ave Unit 1, Winchester, VA 22601
  • /18

    $1,499 Plus Fees

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • House for Rent

    439 West Ln, Winchester, VA 22601

    Property Id: 18412752 bedroom / 1 bathroom with a den/ alcove in Master Bedroom.Contact us with # of adults, # of kids, pets, and GROSS monthly income for priority. MUST make 3X rent - no exceptions. We want it rented this month and our motivated!You can visit us on linktr.ee/antstone for our custom application.439 West Lane, Winchester, VA

    439 West Ln, Winchester, VA 22601
  • /15

    $1,490

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft
    • Condo for Rent

    141 Brookland Terrace Unit 1, Winchester, VA 22602

    Beautiful ground floor condo located in Parkview Condominiums. Gleaming wood floors and plush carpeting in bedrooms. Spacious bedrooms with walk in closet in master and a private master bath and second full bath in hallway. Laundry room with washer and dryer located in the condo. Located close to I-81, shopping and restaurants. Ample parking just steps from your door. Good credit a must! No

    141 Brookland Terrace Unit 1, Winchester, VA 22602
  • /10

    $1,395

    Total Monthly Price

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

    2640 Valley Ave Unit All Utilities Included, Winchester, VA 22601

    If interested, please call, we do not respond to email or requests. 1 Bedroom 1 Bath 600 sqft. $1395/Month 1 Year Lease. All Utilities Included. First and Security Due at Signing. Stove, dishwasher, fridge, washer, and dryer provided inside unit. Individual Unit Central heat and air. No Smoking. No Pets. $35 Application Fee. Meticulously

    2640 Valley Ave Unit All Utilities Included, Winchester, VA 22601
  • /14

    $1,890

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • 1,254 Sq Ft
    • Townhouse for Rent

    104 Windstone Dr, Winchester, VA 22602

    Welcome to 104 Windstone Dr. in Winchester, VA. This well-maintained 3-bedroom, 1.5-bath home is located in the highly sought-after Windstone community and conveniently situated just minutes from Route 7 and I-81, offering an ideal location for commuters while still providing a quiet neighborhood setting.The home has been freshly painted and newly carpeted, giving it a clean and updated

    104 Windstone Dr, Winchester, VA 22602
  • /77

    $1,725

    Total Monthly Price

    • 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
  • /25

    $1,800

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • Condo for Rent

    21 N Braddock St, Winchester, VA 22601

    Located in Historic Downtown Winchester on North Braddock Street- 1 block west of Walking Mall. Restaurants, shops, transportation all within walking distance.Hardwood floors throughout historic property, large open rooms, 9' ceilings. 1 of 4 units total in building. Second Floor. No Pets/No Smoking. Large Kitchen features Stove, Microwave, Oven, Full size Fridge -AND a large walk-in

    21 N Braddock St, Winchester, VA 22601
  • /9

    $1,300

    Total Monthly Price

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

    318 S Cameron St Unit A, Winchester, VA 22601

    Upper level apartment two minutes from the walking mall in the heart of the city! Walk to shops, restaurants or park privately in off street parking! Great location!!Pets allowed on a case by case basis and an additional $50 per pet fee per month

    318 S Cameron St Unit A, Winchester, VA 22601

Showing Results 1 - 40, Page 1 of 3

Rental Home Trends

Number of Homes for Rent
100
Median Rent
$1,800
Median Single Family Home Rent
$1,900
Median Townhouse Rent
$1,995
Median Condo Rent
$1,400
How to Rent a Home