99

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

    (434) 443-7642

    230 Spring St, 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

    (540) 329-2681

    23 Taft Ave Unit 3, Winchester, VA 22601
  • /38

    Starting at $1,712 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

    (540) 502-3204

    424 Ridgewood Ln, Winchester, VA 22601
  • /12

    $1,600 Per Month

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • House for Rent

    228 Opequon Ave, Winchester, VA 22601

    coming soon- pictures will be up later today

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    (540) 766-5892

    228 Opequon Ave, Winchester, VA 22601
  • /46

    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

    (540) 546-6430

    1981 Randolph Place, Winchester, VA 22601
  • /22

    $1,900 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft
    • Townhouse for Rent

    2662 Limestone Ct, Winchester, VA 22601

    Adorable 2 bed, 1.5 bath end unit townhome with unfinished basement, conveniently located in Winchester City ready for move-in August 1. This unit features a private back deck, fenced backyard, charming feature wall in the front bedroom, pantry, central heat & air & the HOA mows! Tenant will pay for utilities, pets considered on a case-by-case basis, no smoking/vaping. Unit has 2 assigned parking

    Agent Photo

    Anna Fox

    NextHome Realty Select

    (540) 609-2810

    2662 Limestone Ct, Winchester, VA 22601
  • /50

    Starting at $1,843 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

    (540) 837-6802

    1864 Old Jube Square, Winchester, VA 22601
  • /11

    $1,450 Per Month

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

    737 S Kent St, Winchester, VA 22601

    This brick rowhouse with covered back patio for 2 and shared green space is on the south side of Winchester City just one block from the Green Circle Trail & within walking distance of Shenandoah University. Water, sewer, trash and lawncare are included in the monthly rent. The property offers lvp flooring, washer and dryer in unit, & central heat and air. 1 pet is considered on a case-by-case

    Agent Photo

    Anna Fox

    NextHome Realty Select

    (540) 835-5864

    737 S Kent St, Winchester, VA 22601
  • /50

    Starting at $1,850 Plus Fees

    • 1 - 2 Beds

    151 Hope Dr, 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

    (540) 773-2474

    151 Hope Dr, Winchester, VA 22601
  • /8

    $1,600 Per Month

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

    103 Taft Ave, Winchester, VA 22601

    Recently updated 2-bedroom, 1 full bath apartment featuring hardwood floors and a spacious unfinished basement with washer and dryer hookups. Conveniently located near shopping, restaurants, and Shenandoah University. Tenant pays all utilities. No smoking, no pets, and no vaping permitted. Application fee is $30 per adult. Landlord seeking applicants with good credit, clean background, and

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    (540) 600-4657

    103 Taft Ave, 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

    (844) 431-3204

    2260 Wilson Blvd, 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

    (540) 534-4239

    21 S Stewart St Unit 2, Winchester, VA 22601
  • /40

    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

    (540) 508-8339

    121 Fay St, Winchester, VA 22602
  • /14

    $1,350 Per Month

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

    550 N Loudoun St Unit 4, Winchester, VA 22601

    Beautifully renovated in 2022, this charming 1 bedroom, 1 bathroom apartment with bonus room or office located in historic Winchester and offers updated living with classic character. The apartment features access to a shared coin-operated laundry room located next door at 548 N. Loudoun St. Tenant is responsible for all utilities. Available approximately June 14, 2026. Pets are considered on a

    Agent Photo

    Robert Adams

    Weichert Realtors - Blue Ribbon

    (540) 503-4407

    550 N Loudoun St Unit 4, Winchester, VA 22601
  • /26

    Starting at $1,272

    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

    (540) 502-3449

    900-1024 N Braddock St, Winchester, VA 22601
  • /8

    $1,600 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

    (540) 235-5717

    619 S Cameron St Unit 1, 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

    (540) 546-5968

    548 Brookfield Dr, 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

    (540) 413-0384

    44 S Loudoun St Unit 12, 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)

    (540) 306-5683

    110 Bulmer Loop, Winchester, VA 22602
  • /7

    $1,600 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

    (540) 584-8644

    619 S Cameron St Unit 2, 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

    (540) 486-2842

    114 N Loudoun St, Winchester, VA 22601
  • /15

    $1,450 Per Month

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

    112 E Pall Mall St Unit 2, Winchester, VA 22601

    This freshly painted duplex is located on the south side of Winchester City just one block from the Green Circle Trail within walking distance of Shenandoah University. Water, sewer, trash and lawncare are included in the monthly rent. The property offers 2 off street parking spots, a shared backyard, washer and dryer in unit, & mini-splits for heat and air. 1 pet is considered ($300 pet deposit,

    Agent Photo

    Anna Fox

    NextHome Realty Select

    (540) 619-5858

    112 E Pall Mall St Unit 2, Winchester, VA 22601
  • /20

    Starting at $1,700 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

    (540) 917-5936

    749 Front Royal Pike, Winchester, VA 22602
  • /11

    $1,400 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

    (540) 516-4753

    44 S Loudoun St Unit 9, Winchester, VA 22601
  • /20

    Starting at $1,476

    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

    (540) 306-5726

    124 Castlebridge Ct, Winchester, VA 22602
  • /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

    (540) 386-1044

    2256 Roosevelt Blvd, Winchester, VA 22601
  • /15

    Starting at $1,500 Plus Fees

    • 2 Beds

    1016 Woodstock Ln, Winchester, VA 22601

    Fully furnished apartments! TV, Internet provided!

    Woodstock Terrace

    (540) 546-6647

    1016 Woodstock Ln, 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

    (540) 505-0691

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

    Starting at $1,535 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

    (540) 502-3991

    2250 Sofia Way, Winchester, VA 22601
  • /12

    $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

    (540) 299-2935

    233 Kern St, Winchester, VA 22601
  • /20

    Starting at $1,465 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

    (540) 502-4841

    221 Peppertree Ln, Winchester, VA 22601
  • /20

    Starting at $1,575 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

    (540) 502-4138

    660 Pemberton Dr, Winchester, VA 22601
  • /20

    Starting at $1,510 Plus Fees

    • 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,

    HARRISON PLAZA RESIDENTIAL

    (540) 502-3969

    2310 Valor 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

    (540) 486-2865

    210 S Cameron St, Winchester, VA 22601
  • /20

    Starting at $1,575 Plus Fees

    • 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

    LIMESTONE PLACE

    (540) 306-4913

    475 W Tevis St, Winchester, VA 22601
  • /15

    $1,300 Plus Fees

    • 2 Beds
    • 2 Baths
    • 790 Sq Ft
    • Condo for Rent

    800 Thomas Ct Unit 1, Winchester, VA 22601

    Welcome to your new home in the heart of Winchester, VA! This charming 2-bedroom, 2-bathroom apartment offers 790 square feet of comfortable living space, ideal for anyone looking for a cozy place to call home.Key property features include a convenient in-unit washer and dryer, ensuring laundry days are hassle-free. The functional kitchen comes equipped with essential appliances, while

    (540) 546-4353

    800 Thomas Ct Unit 1, Winchester, VA 22601
  • /18

    $1,395 Plus Fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    406 N Loudoun St Unit 14, Winchester, VA 22601

    Property Id: 2365945Cozy and well-kept 1-bedroom, 1-bath apartment with classic character and beautiful hardwood floors throughout. This unit offers a comfortable layout with a bright living space, spacious bedroom, and an updated bathroom with tiled shower.The kitchen features full-size appliances, ample cabinet space, and everything you need for everyday living. Unique touches

    (540) 546-5258

    406 N Loudoun St Unit 14, Winchester, VA 22601
  • /39

    $2,000

    Total Monthly Price

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

    130 Montague Ave, Winchester, VA 22601

    Cute brick two bedroom one bathroom house with family room, dining room, kitchen and additional unfinished attic space for storage. There is a fenced in backyard with patio and shed. Off street parking. Shared washer dryer with basement tenant. Utilities included. No pets, No smoking. $2000/month. Available 4/1. First months rent plus $2000 deposit required

    130 Montague Ave, Winchester, VA 22601
  • /39

    $2,000

    Total Monthly Price

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

    130 Montague Ave, Winchester, VA 22601

    Cute brick two bedroom one bathroom house with family room, dining room, kitchen and additional unfinished attic space for storage. There is a fenced in backyard with patio and shed. Off street parking. Shared washer dryer with basement tenant. Utilities included. No pets, No smoking. $2000/month. Available 4/1. First months rent plus $2000 deposit required

    130 Montague Ave, Winchester, VA 22601
  • /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

Showing Results 1 - 40, Page 1 of 3

Rental Home Trends in Winchester, VA

Rental Home Trends

Number of Homes for Rent
99
Median Rent
$1,700
Median Single Family Home Rent
$1,900
Median Townhouse Rent
$1,972
Median Condo Rent
$1,400
How to Rent a Home