44

Winchester, VA Condos for Rent under $2,500

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  • /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
  • /4

    $2,500 Plus Fees

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

    323 Russelcroft Rd, Winchester, VA 22601

    Welcome to your new home in the charming Old Town district of Winchester, VA! This inviting rental property is ideally situated near an array of dining options and department stores, making it an excellent choice for convenience and lifestyle.This residence features a well-appointed layout with comfortable living spaces. The central heating and cooling provide year-round climate control,

    (571) 500-2180

    323 Russelcroft Rd, Winchester, VA 22601
  • /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
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    $1,498 Plus Fees

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

    1105 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

    (540) 573-2162

    1105 Franklin St, Winchester, VA 22601
  • /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
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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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    $1,700 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
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    $2,200 Plus Fees

    • 3 Beds
    • 2 Baths
    • 1,414 Sq Ft
    • Condo for Rent

    129 Garber Ln, Winchester, VA 22602

    Agents welcome!Welcome to your new home in the heart of Winchester, VA! This charming rental property offers an inviting atmosphere and is ideally situated near various local amenities that enhance your lifestyle.This property features spacious bedrooms and bathrooms, providing comfortable living spaces for you and your family. With a well-designed floor area, you will feel right at

    (540) 386-1610

    129 Garber Ln, Winchester, VA 22602
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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!

    Agent Photo

    Brock Harris

    Samson Properties

    (540) 596-5993

    104 S Loudoun St Unit 2, Winchester, VA 22601
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    $900

    Total Monthly Price

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

    719 S Braddock St Unit Master Bedroom, Winchester, VA 22601

    719 S Braddock St Unit Master Bedroom, 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
  • /73

    $1,725

    Total Monthly Price

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

    342 Fairmont Ave Apt Unit Comfortable In-Towner, Winchester, VA 22601

    COMPLETELY FURNISHED RENTAL.Perfect for traveling professionals or students or those renovating or selling a home and are in limbo until the new home is ready. Cozy and stylish one bedroom apartment in the heart of downtown, historic Winchester. This completely furnished apartment has everything you need for a short or extended stay. Linens, pots, pans, plates, glasses, utensils,

    342 Fairmont Ave Apt Unit Comfortable In-Towner, 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

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    (540) 318-1292

    21 S Stewart St Unit 4, Winchester, VA 22601
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    $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
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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

    Agent Photo

    Robert Adams

    Weichert Realtors - Blue Ribbon

    (540) 503-4407

    550 N Loudoun St Unit 4, Winchester, VA 22601
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    $2,200

    Total Monthly Price

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

    1608 Laurel Grove Rd Unit Townhome Cabin, Winchester, VA 22602

    Beautiful cabin home, one bedroom, one loft are with full bed and it is fully furnished, with one full bathroom, has free included utilities, 13 minutes to Winchester and 12 minutes to I-81. Conveniently located in a beautiful and quiet country side. This rental property offers stunning views and quiet environment. We are happy to announce that all of your utilities are and will be included in

    1608 Laurel Grove Rd Unit Townhome Cabin, Winchester, VA 22602
  • /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
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    $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 Unit 1, 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 Unit 1, 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
  • /9

    $1,725

    Total Monthly Price

    • Studio
    • 1 Bath
    • 850 Sq Ft
    • Charming Newly Renovated Upstairs Apartment in the Heart of Downtown Winchester

    505 N Cameron St, Winchester, VA 22601

    Beautifully renovated upstairs unit in a classic 1920s home offering the perfect blend of historic charm and modern finishes. This bright and inviting apartment features high ceilings, abundant natural light, and updated appliances throughout, including a private washer and dryer, dishwasher, refrigerator, and garbage disposal.The spacious bathroom offers a full tub and shower

    505 N Cameron St, Winchester, VA 22601
  • /3

    $995 Per Month

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

    1816 Valley Ave Unit 7, Winchester, VA 22601

    We are okay with Short term or Yearly lease. Please contact Property Manager with inquiries.Freshly Remodeled Studio Apartment available. Centered in the heart of Winchester, walking distance to shops, restaurants, and entertainment. Utilities and WIFI are included at no charge. No pets allowed. Come and enjoy all of what Winchester has to offer. $995 per Month or $275 per Week On-site

    Raj Patel Ikon Realty - Ashburn

    1816 Valley Ave Unit 7, Winchester, VA 22601
  • /32

    $1,495

    Total Monthly Price

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

    2550 Bradford Ct, Winchester, VA 22601

    The Flats of Winchester is an SDF Residential community located in Winchester, VA, offering a blend of renovated 1- and 2-bedroom apartments. The property features front patio gardens throughout, along with a unique landscape that sets it apart from other apartment complexes while preserving the quaint charm of the surrounding communityYour new home comes freshly remodeled and equipped

    2550 Bradford Ct, Winchester, VA 22601
  • /13

    $2,100 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.

    Meridee Powars Link Realty Services LLC

    2971 Valley Ave, Winchester, VA 22601
  • /10

    $900

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    402 S Cameron St Unit 4, Winchester, VA 22601

    402 S Cameron St Unit 4, Winchester, VA 22601
  • /7

    $1,025 Per Month

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

    2264 Papermill Rd Unit C, Winchester, VA 22601

    Conveniently located in the heart of Winchester, 2264 Papermill Road #C offers comfortable and affordable living close to shopping, restaurants, and major commuter routes. This 1-bedroom, 1-bath apartment features a functional layout with spacious living areas, natural light, and off-street parking. The home includes forced-air heat, window-unit cooling, and a convenient in-town location just

    Joseph Clotzman Cambridge Premier Realty, LLC.

    2264 Papermill Rd Unit C, Winchester, VA 22601
  • /7

    $1,500

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 2,176 Sq Ft
    • 2 Bedroom 1.5 Bath Townhome on culdesac with fenced in back yard. Close to Shops and Downtown.

    1104 Franklin St, Winchester, VA 22601

    Spacious 2-bedroom, 1.5-bath townhome located on a quiet cul-de-sac in Winchester. Offering 2,176 sq. ft. of living space, this home features a functional galley kitchen, durable laminate flooring throughout, and a comfortable, open layout designed for low-maintenance living.The property includes a fenced-in backyard, providing private outdoor space ideal for relaxing, entertaining, or

    1104 Franklin St, Winchester, VA 22601
  • /11

    $1,149 Per Month

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

    1700 Roberts St Unit 7, Winchester, VA 22601

    RECENTLY RENOVATED, ALL-BRICK BUILDING THAT WAS COMPLETELY REDONE OVER LAST SEVERAL YEARS * UNIT HAS NEWER STAINLESS-STEEL APPLIANCES AND NEWER VINYL-PLANK FLOORING * EXTERIOR OF BUILDING WAS PAINTED IN 2018. NEW WINDOWS, NEW GUTTERS AND NEW ROOF ADDED IN 2018. ALL NEW ELECTRIC SERVICE IN 2018, ALSO * AWESOME KITCHEN W/NEWER CABINETS & GRANITE C'TOPS * REDONE BATH W/CERAMIC TILE FLOORS & TUB

    John Gregory Holmes Samson Properties

    1700 Roberts St Unit 7, Winchester, VA 22601
  • /7

    $1,100

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    434 N Kent St Unit 4, Winchester, VA 22601

    434 N Kent St Unit 4, Winchester, VA 22601
  • /8

    $1,099 Per Month

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

    3103 Shawnee Dr Unit 6, Winchester, VA 22601

    One bedroom one bath apartment is ground level has been completely renovated and ready for your personal touch. There is a $25 additional fee monthly for water, sewer trash. Pets on a case by case basis with additional pet deposit required and $25 in monthly pet rent, and no smoking allowed.

    Ashley Crabill Coldwell Banker Premier

    3103 Shawnee Dr Unit 6, Winchester, VA 22601
  • /6

    $1,100

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    434 N Kent St Unit 3, Winchester, VA 22601

    434 N Kent St Unit 3, Winchester, VA 22601
  • /8

    $1,350 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
  • /32

    $1,395

    Total Monthly Price

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

    2555 Bradford Ct, Winchester, VA 22601

    The Flats of Winchester is an SDF Residential community located in Winchester, VA, offering a blend of renovated 1- and 2-bedroom apartments. The property features front patio gardens throughout, along with a unique landscape that sets it apart from other apartment complexes while preserving the quaint charm of the surrounding communityYour new home comes freshly remodeled and equipped

    2555 Bradford Ct, Winchester, VA 22601
  • /6

    $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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    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • 6,462 Sq Ft
    • Condo for Rent

    142 N Washington St Unit 7, Winchester, VA 22601

    Welcome home to 142 N Washington St #7! This 1-bedroom, 1-bath apartment offers comfortable living in the heart of Winchester with water, sewer, and trash included in the rent. Tenant is responsible for electricity. Enjoy one of Winchester’s most walkable locations, just minutes from the Old Town Winchester Walking Mall. Surrounded by historic charm, local shops, restaurants, boutiques, coffee

    Chris Roszko Colony Realty

    142 N Washington St Unit 7, Winchester, VA 22601
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    $1,450 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
  • /9

    $1,000 Per Month

    • 1 Bed
    • 1 Bath
    • 4,672 Sq Ft
    • Condo for Rent

    418 N Loudoun St Unit 8, Winchester, VA 22601

    Historic Downtown Winchester: 1st floor 1 bedroom 1 bath apartment AVAILABLE NOW for rent! Water/sewer/trash included, tenant pays electric. No smoking and no animals please. VAR or NVAR application is fine w/ $50 app fee paid by cash or money order or you may apply online thru website. Max 2 person occupany.

    Mandie Gladwell OliveTree Property Group, LLC

    418 N Loudoun St Unit 8, Winchester, VA 22601
  • /13

    $1,529 Per Month

    • 2 Beds
    • 1.5 Baths
    • 950 Sq Ft
    • Condo for Rent

    3107 3107 Shawnee Dr Unit 7, Winchester, VA 22601

    Beautifully Renovated Unit Two level townhome with Central A/c and Heat pump*Full size Washer & Dryer*Hardwood like Floors* Huge Brand New Eat-In Kitchen*Granite counters & Stainless Steel Appliances*Spacious bedrooms*Large closets*Individually controlled HVAC and hot water heater*Plenty of parking*1 mile from great shopping on Valley Avenue, 10 minute from downtown Winchester and 9 minute from

    Ashley Crabill Coldwell Banker Premier

    3107 3107 Shawnee Dr Unit 7, Winchester, VA 22601
  • /5

    $950 Per Month

    • 1 Bed
    • 1 Bath
    • 4,672 Sq Ft
    • Condo for Rent

    418 N Loudoun St Unit 3, Winchester, VA 22601

    Historic Downtown Winchester: 2nd floor 1 bedroom apartment AVAILABLE NOW for rent! Water/sewer/trash included, tenant pays electric. No smoking and no animals please. $50 app fee paid by cash or money order or you may apply online thru website.

    Mandie Gladwell OliveTree Property Group, LLC

    418 N Loudoun St Unit 3, Winchester, VA 22601
  • /14

    $1,450 Per Month

    • 2 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Condo for Rent

    2641 Valley Ave Unit C, Winchester, VA 22601

    Available Immediately!Character filled second level 2-bedroom, 1-bath apartment available for rent. An affordable opportunity for those seeking a basic and comfortable place to call home. Just minutes to Old Town Winchester, restaurants and grocery stores. Pets allowed with some restrictions and fees.

    Danielle Spriggs Samson Properties

    2641 Valley Ave Unit C, Winchester, VA 22601

Showing Results 1 - 40, Page 1 of 2

Condo Rental Trends in Winchester, VA

Rental Home Trends

Number of Condos for Rent
44
Median Condo Rent
$1,400
Median 1 Bedroom Condo Rent
$1,175
Median 2 Bedroom Condo Rent
$1,600
Median 3 Bedroom Condo Rent
$2,300
How to Rent a Home