Winchester, VA Homes for Rent under $2,500

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  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
• Explore Winchester

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  $2,100 Per Month

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

  6 E Cecil St, Winchester, VA 22601

  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 dedicated dining room

  

  Jeanne Mezzatesta

  Colony Realty

  (540) 251-7132

  6 E Cecil St, Winchester, VA 22601
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  Starting at $1,868 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
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  $2,200 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

  (540) 318-1292

  21 S Stewart St Unit 4, Winchester, VA 22601
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  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
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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 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

  

  Frank Armstrong, IV

  Colony Realty

  (540) 534-4239

  21 S Stewart St Unit 2, Winchester, VA 22601
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  Starting at $1,600 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
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  $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

  

  Robert Adams

  Weichert Realtors - Blue Ribbon

  (540) 503-4407

  550 N Loudoun St Unit 4, Winchester, VA 22601
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  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
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  $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.

  

  Brock Harris

  Samson Properties

  (540) 235-5717

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

  (540) 413-0384

  44 S Loudoun St Unit 12, Winchester, VA 22601
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  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
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  $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.

  

  Brock Harris

  Samson Properties

  (540) 584-8644

  619 S Cameron St Unit 2, Winchester, VA 22601
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  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
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  $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,

  

  Anna Fox

  NextHome Realty Select

  (540) 619-5858

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

  

  Brock Harris

  Samson Properties

  (540) 516-4753

  44 S Loudoun St Unit 9, Winchester, VA 22601
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  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
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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

  (540) 386-1044

  2256 Roosevelt Blvd, Winchester, VA 22601
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  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
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  $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

  

  Brock Harris

  Samson Properties

  (540) 505-0691

  44 S Loudoun St Unit 8, Winchester, VA 22601
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  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
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  $2,200 Per Month

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

  104 S Loudoun St Unit 2, Winchester, VA 22601

  Charming downtown living at it s best! Perfectly located directly on the Historic Downtown Walking Mall. This spacious 2 bedroom 2 bathroom condo features very own washer and dryer, stainless steel appliances, 2 assigned parking spots, HVAC and more. Shops, restaurants, museums, and more only steps from your front door. Check out convenient chic living today!

  

  Brock Harris

  Samson Properties

  (540) 596-5993

  104 S Loudoun St Unit 2, Winchester, VA 22601
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  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
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  $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

  

  Anna Fox

  NextHome Realty Select

  (540) 299-2935

  233 Kern St, Winchester, VA 22601
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  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
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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

  (540) 329-2681

  23 Taft Ave Unit 3, Winchester, VA 22601
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  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
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  /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

  

  Anna Fox

  NextHome Realty Select

  (540) 609-2810

  2662 Limestone Ct, Winchester, VA 22601
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  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
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  $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

  

  Anna Fox

  NextHome Realty Select

  (540) 835-5864

  737 S Kent St, Winchester, VA 22601
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  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
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  $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

  

  Frank Armstrong, IV

  Colony Realty

  (540) 600-4657

  103 Taft Ave, Winchester, VA 22601
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  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
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  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
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  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
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  $2,500 Plus Fees

  • 4 Beds
  • 2 Baths
  • 1,534 Sq Ft
  • Condo for Rent

  323 Russellcroft Rd, Winchester, VA 22601

  Welcome to your new home in Winchester, VA! This charming property offers a comfortable living experience in a vibrant neighborhood, perfect for those who enjoy being close to local amenities and attractions.The residence features spacious bedrooms and well-appointed bathrooms, providing ample space for relaxation and daily routines. The central heating and cooling system, along with

  (571) 520-2548

  323 Russellcroft Rd, Winchester, VA 22601
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  $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
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  $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

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