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Winchester, VA Condos for Rent

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  • /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
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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
  • /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
  • /3

    $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
  • /12

    $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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    $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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    $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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    $2,000

    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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    $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
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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

    Agent Photo

    Brock Harris

    Samson Properties

    (540) 413-0384

    44 S Loudoun St Unit 12, 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
  • /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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    $1,725

    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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    $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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    $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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    $1,700 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
  • /14

    $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
  • /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
  • /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

    406 N Loudoun St Unit 14, 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
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    $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
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    $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
  • /13

    $1,549

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • Condo for Rent

    3107 Shawnee Dr Unit 7, Winchester, VA 22601

    NOW ACCEPTING PETS ON CASE BY CASE BASIS!! Beautifully Renovated Unit Two level townhome*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

    3107 Shawnee Dr Unit 7, 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
  • /21

    $1,300 Per Month

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

    105 N Loudoun St Unit 3, Winchester, VA 22601

    Welcome home to 105 N Loudoun St. 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 unit has so much charm and character, look at those builtins. Minutes to Shenandoah University. Includes 1 assigned parking spot downtown! Shared washer and dryer a few steps from your door step. Water, Sewer,

    Chris Roszko Colony Realty

    105 N Loudoun St Unit 3, 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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    $1,200 Per Month

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

    434 N Kent St Unit 3, Winchester, VA 22601

    2 bedroom 1 bath 1st floor rental apartment. This is a month to month lease. Pets considered case by case. Tenant is responsible for electricity and water/sewer. Apply online thru listers website or NVAR or VAR rental application with $50 per person application fee.

    Misty Miller OliveTree Property Group, LLC

    434 N Kent St Unit 3, Winchester, VA 22601
  • /7

    $1,200 Per Month

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

    434 N Kent St Unit 4, Winchester, VA 22601

    2 bedroom 1 bath 2nd floor rental apartment. This is a month to month lease. Pets considered case by case. Tenant is responsible for electricity and water/sewer. Apply online thru listers website or NVAR or VAR rental application with $50 per person application fee.

    Misty Miller OliveTree Property Group, LLC

    434 N Kent St Unit 4, Winchester, VA 22601
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    $1,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 23,305 Sq Ft
    • Condo for Rent

    443 Millwood Ave Unit 5, Winchester, VA 22601

    Clean and updated 2-bedroom, 2-bath apartment ideally located near Shenandoah University and downtown Winchester. Features include a functional floor plan, in-unit washer and dryer, and two full bathrooms for added convenience. One assigned parking space conveys, plus street parking options nearby. Situated above commercial space with close proximity to local restaurants, shops, and major

    Rachel Olsen Keller Williams Realty

    443 Millwood Ave Unit 5, Winchester, VA 22601
  • /5

    $1,050 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
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    $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
  • /5

    $1,200 Per Month

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

    208 W Boscawen St Unit 12, Winchester, VA 22601

    This apartment is conveniently located to downtown Winchester. Coin Op Washer & Dryer on the main level. Rear deck access. Water & Sewer, weekly trash service and monthly pest treatment included in rent. Cat considered, no dogs. Minimum credit score of 650 and income equaled to 3X the rent required to apply. No Prior evictions.

    Marisa Varley ERA Oakcrest Realty, Inc.

    208 W Boscawen St Unit 12, Winchester, VA 22601
  • /11

    $1,300 Per Month

    • 1 Bath
    • 625 Sq Ft
    • Condo for Rent

    107 Morgan St, Winchester, VA 22601

    Cute Lower Level Apartment. Tons of Natural light and walk out on grade. Located in the heart of Oldtown Winchester. Only 2 blocks from the walking mall but located on a very quiet one way street with tons of on street parking available. No pets.

    Kenny Ritenour Samson Properties

    107 Morgan St, Winchester, VA 22601

Frequently Asked Questions

How much does it cost to rent a condo in Winchester, VA?
The median rent for a condo in Winchester, VA is $1,400 per month, though prices vary by neighborhood, size, and property type. As of May 2026, condos tend to be the most affordable option while single-family homes and townhouses are currently more expensive.
How much do you need to make to afford rent in Winchester, VA?
To comfortably afford the median rent in Winchester, VA, a household needs to earn roughly $68,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $1,700 per month in Winchester, VA, renters typically need to show $5,100 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Winchester, VA?
In Winchester, VA, the price-to-rent ratio is 20.6, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.

Rental Home Trends in Winchester, VA

Rental Home Trends

Number of Condos for Rent
35
Median Condo Rent
$1,400
Median 1 Bedroom Condo Rent
$1,150
Median 2 Bedroom Condo Rent
$1,600
Median 3 Bedroom Condo Rent
$2,300
How to Rent a Home