238

Winchester, VA Homes for Rent

Section Image Section Image
  • /74

    Starting at $1,700 Plus Fees

    • 1 - 4 Beds

    230 Spring St, Winchester, VA 22601

    Modern designs, elegant finishes, and the most desirable amenities await you at the area's newest apartment home living destination, the Local. Our Winchester apartments come in one, two, three, and four-bedroom floorplans, each featuring spacious and adaptable layouts. Various interior extras adorn them including an open floorplan concept, walk-in closets, in-unit washers/dryers, and more. As a

    The Local

    230 Spring St, Winchester, VA 22601
  • /48

    $2,200 Per Month

    • 3 Beds
    • 3 Baths
    • 2,151 Sq Ft
    • House for Rent

    355 National Ave, Winchester, VA 22601

    Available October 17 "Downtown Living" at 355 National Ave. 3 large bedrooms, 3 full bathrooms in the heart of Winchester City. Enjoy shops, bars, festivals, live music, farmers markets, breweries and restaurants a short walk from your spacious home with off street parking for 5+ cars and the convenience of a pull through driveway. With fenced yard and 3 outdoor covered porches, one of which is

    Agent Photo

    Anna Fox

    NextHome Realty Select

    355 National Ave, 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.

    Meadow Branch Apartments

    424 Ridgewood Ln, Winchester, VA 22601
  • /12

    $1,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Condo for Rent

    21 S Stewart St Unit 4, Winchester, VA 22601

    Charming Remodeled 2-Bedroom Apartment Near Old Town Winchester!Enjoy the perfect mix of comfort and convenience in this beautifully remodeled 2 bedroom, 2 bathroom apartment located just steps from historic Old Town Winchester. This spacious unit features modern updates, in-unit laundry, and a fully fenced private yard—ideal for relaxing or entertaining. You'll also love the generous storage

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    21 S Stewart St Unit 4, Winchester, VA 22601
  • /55

    Starting at $1,222

    Total Monthly Price

    • 1 - 3 Beds

    121 Fay St, Winchester, VA 22602

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

    Fay Street Apartments

    121 Fay St, Winchester, VA 22602
  • /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 WinchesterGreat 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

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    21 S Stewart St Unit 2, Winchester, VA 22601
  • /55

    Starting at $1,685 Plus Fees

    • 1 - 3 Beds

    1981 Randolph Place, Winchester, VA 22601

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

    Stuart Hill

    1981 Randolph Place, Winchester, VA 22601
  • /22

    $1,800 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,260 Sq Ft
    • Townhouse for Rent

    314 E Piccadilly St, Winchester, VA 22601

    Freshly updated and just two blocks from the Old Town Pedestrian Mall — this charming downtown duplex is the perfect blend of historic character and modern comfort. Recently renovated, this 3-bedroom, 1.5-bath home features gleaming hardwood floors, beautifully updated tile bathrooms, stainless steel appliances, abundant natural light, and timeless architectural details throughout.Enjoy

    Agent Photo

    Jeanne Mezzatesta

    Colony Realty

    314 E Piccadilly St, Winchester, VA 22601
  • /55

    Starting at $1,667

    Total Monthly Price

    • 2 - 3 Beds

    900-1024 N Braddock St, Winchester, VA 22601

    Welcome to Fort Collier Terrace, an inviting community you'll love being part of. Our apartments in Winchester, VA, come in one, two, and three-bedroom layouts that range from 800 to 1,000 square feet. Aside from the generous living quarters, you'll find everything you need to feel right at home. Located near N Cameron Street and Martinsburg Pike, you're a stone's throw away from the top dining,

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
  • /10

    $1,700 Per Month

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

    44 S Loudoun St Unit 12, Winchester, VA 22601

    Charming one-bedroom apartment in the heart of historic downtown Winchester! Located right on the Walking Mall, you’ll be surrounded by local shops, restaurants, and entertainment. This inviting apartment features a spacious living room, an updated kitchen with newer cabinets and stainless steel appliances, convenient in-unit laundry, and one assigned parking space in a private lot. Enjoy

    Agent Photo

    Brock Harris

    Samson Properties

    44 S Loudoun St Unit 12, Winchester, VA 22601
  • /50

    Starting at $1,862 Plus Fees

    • 1 - 3 Beds

    1864 Old Jube Square, Winchester, VA 22601

    We've got it all at the Lofts at Jubal Square, the newest addition to the charming andhistoric Winchester cityscape. We offer a total commitment to better living, boasting largeapartments with loft and garage options, as well as amenities ideal for all those seeking anexceptional apartment lifestyle. Discover the Lofts at Jubal Square and discover what itmeans to live the good

    The Lofts at Jubal Square

    1864 Old Jube Square, Winchester, VA 22601
  • /7

    $1,800 Per Month

    • 1 Bed
    • 1 Bath
    • 2,124 Sq Ft
    • Condo for Rent

    619 S Cameron St Unit 2, Winchester, VA 22601

    Charming apartment located in 2 family unit, walking distance to Old Town Winchester. Original hardwood floors, light and bright unit with washer and dryer in unit. Landlord pays water and sewer and tenant pays electric. Shared yard.

    Agent Photo

    Brock Harris

    Samson Properties

    619 S Cameron St Unit 2, Winchester, VA 22601
  • /50

    Starting at $1,700 Plus Fees

    • 1 - 2 Beds

    2351 Quinn Ct, Winchester, VA 22601

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

    CARLS CORNER RESIDENTIAL

    2351 Quinn Ct, Winchester, VA 22601
  • /8

    $1,450 Per Month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Townhouse for Rent

    2256 Roosevelt Blvd, Winchester, VA 22601

    Very spacious 2-bedroom, 1-bathroom townhouse offering comfortable living in a well-maintained setting. Features include a rear entrance leading to a private porch area and convenient parking. Shared laundry facilities are located within the complex. Ideally situated near shopping, restaurants, and Shenandoah University. Tenant pays all utilities. No smoking, no pets, and no vaping permitted.

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    2256 Roosevelt Blvd, Winchester, VA 22601
  • /17

    Starting at $500 Plus Fees

    • 1 - 2 Beds

    548 Brookfield Dr, Winchester, VA 22601

    We are excited to share that we are under new ownership and management, and we're eager to welcome new guests to our community.Located at 500 Brookfield Drive, Winchester, VA 22601, Brookfield Corporate Apartments offers spacious, fully furnished one and two-bedroom apartments. Each apartment is designed with your comfort in mind and comes equipped with linens, kitchenware, two TVs with

    Brookfield Extended Stay Apartments

    548 Brookfield Dr, Winchester, VA 22601
  • /5

    $1,250 Per Month

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

    2332 Wilson Blvd Unit 1, Winchester, VA 22601

    First-Floor 1-Bedroom, 1-Bath ApartmentQuiet and comfortable first-floor apartment featuring 1 bedroom and 1 bathroom. This well-maintained apartment offers convenient one-level living and a peaceful setting.Water, sewer, and trash are included in the rent.No pets, no smoking, and no vaping permitted.A $30 application fee per adult is required to cover credit and

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    2332 Wilson Blvd Unit 1, Winchester, VA 22601
  • /33

    Starting at $1,850 Plus Fees

    • 2 Beds

    110 Bulmer Loop, Winchester, VA 22602

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

    Madison Village Apartments (Winchester)

    110 Bulmer Loop, Winchester, VA 22602
  • /8

    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • 10,400 Sq Ft
    • Condo for Rent

    23 Taft Ave Unit 3, Winchester, VA 22601

    One of the largest 2-bedroom, 2-bathroom apartments in Winchester! This spacious second-floor unit offers comfortable living in a convenient location close to shopping, restaurants, and Shenandoah University. The apartment features central air, a full-size washer and dryer, and a generous layout with plenty of living space. Step outside to enjoy a private porch, perfect for relaxing, sitting, or

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    23 Taft Ave Unit 3, Winchester, VA 22601
  • /22

    Starting at $1,495

    Total Monthly Price

    • 2 - 4 Beds

    2260 Wilson Blvd, Winchester, VA 22601

    Discover the perfect blend of comfort and convenience at Blue Ridge Apartments in Winchester, VA. Our recently updated homes feature a variety of floor plans. Nestled in a pet-friendly community, you're just minutes away from Winchester's scenic spots, historic downtown, Apple Blossom Mall, and major employers. With easy access to I-81 and Route 7, the best of Winchester is always within reach.

    Blue Ridge Apartments

    2260 Wilson Blvd, Winchester, VA 22601
  • /12

    $1,500 Per Month

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

    44 S Loudoun St Unit 7, Winchester, VA 22601

    Historically charming one-bedroom apartment located on the famous downtown walking mall. Enjoy stylish living amongst shops, restaurants, museums, and parks. Only minutes to Winchester Medical Center, Shenandoah University and commuter routes

    Agent Photo

    Brock Harris

    Samson Properties

    44 S Loudoun St Unit 7, Winchester, VA 22601
  • /9

    $1,395 Plus Fees

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

    2640 Valley Ave Unit 1, Winchester, VA 22601

    Property Id: 2608151 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.. Meticulously maintained, serious inquiries ONLY!

    2640 Valley Ave Unit 1, Winchester, VA 22601
  • /15

    $1,900 Plus Fees

    • 3 Beds
    • 1 Bath
    • 1,073 Sq Ft
    • House for Rent

    2325 Wilson Blvd, Winchester, VA 22601

    Welcome to your ideal rental in Winchester, VA! This inviting property is situated in a vibrant neighborhood, just minutes away from a variety of delicious restaurants and convenient department stores. The well-regarded Valley Health facility is only a short 10-minute drive, making this an excellent location for both comfort and convenience. This property features central heating and

    2325 Wilson Blvd, Winchester, VA 22601
  • /16

    $2,450 Plus Fees

    • 4 Beds
    • 2.5 Baths
    • 1,747 Sq Ft
    • House for Rent

    114 Hawk Trail, Winchester, VA 22602

    Property Id: 2799769 3 Bedroom + Home Office | 2.5 Bath | Pet Friendly | Private Mountain Lake Community Brand new 2026 construction with modern farmhouse style and thoughtful upgrades throughout Private and Peaceful Setting -- Generous front yard, private drive, and lot that backs to trees Outdoor living at its best -- enjoy a generous covered front porch plus a large deck

    114 Hawk Trail, Winchester, VA 22602
  • /16

    $1,850 Plus Fees

    • 3 Beds
    • 2 Baths
    • 1,362 Sq Ft
    • House for Rent

    553 Highland Ave, Winchester, VA 22601

    Welcome to your new home in lovely Winchester, VA. This charming property offers the perfect balance of comfort and convenience, making it an ideal living space for those seeking a vibrant community with plenty to explore. Key property features include spacious bedrooms and bathrooms, providing ample room for relaxation and privacy. You’ll enjoy the benefits of central heating and cooling,

    553 Highland Ave, Winchester, VA 22601
  • /8

    $1,395 Plus Fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    386 Round Hill Rd Unit 3, Winchester, VA 22602

    Property Id: 2368947

    386 Round Hill Rd Unit 3, Winchester, VA 22602
  • /20

    $2,273

    Total Monthly Price

    • 4 Beds
    • 3.5 Baths
    • 1,889 Sq Ft
    • Townhouse for Rent

    189 Sioux Lp, Winchester, VA 22602

    This spacious 4-bedroom, 3.5-bathroom townhome offers comfort and modern conveniences, spanning over 1889 sq ft. - Electric range, dishwasher, microwave, garbage disposal, and refrigerator - Stainless steel appliances and stone countertops - Garage attached for easy parking - In-unit laundry for added convenience - Wood plank and carpet flooring throughout - Central

    189 Sioux Lp, Winchester, VA 22602
  • /5

    $1,095 Plus Fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    406 N Loudoun St Unit 8, Winchester, VA 22601

    Property Id: 2365939 Welcome to your new home at 406 N Loudoun St in Winchester, VA! This charming unit offers modern amenities including an oven, refrigerator, washer, and dryer. Enjoy hardwood floors, secure building, on-site laundry, and off-street parking. Cats and small dogs are welcome! Don't miss out on this cozy space for $1095/month with gas and water included. Contact us today for

    406 N Loudoun St Unit 8, Winchester, VA 22601
  • /14

    $2,250 Plus Fees

    • 3 Beds
    • 2.5 Baths
    • 3,049 Sq Ft
    • Townhouse for Rent

    180 Sioux Lp, Winchester, VA 22602

    Welcome to your new home in the vibrant district of Winchester, VA! This spacious property offers a comfortable living environment, perfect for anyone looking to enjoy a charming community with all the conveniences nearby. Key property features include well-designed living spaces that provide ample room for relaxation. Enjoy the comfort of central heating and air conditioning, complemented

    180 Sioux Lp, Winchester, VA 22602
  • /6

    $750 Plus Fees

    • 1 Bed
    • 1 Bath
    • House for Rent

    377 National Ave, Winchester, VA 22601

    Property Id: 2313748 Welcome to your cozy room in Winchester! This single-family property offers 1 private bedroom with shared bathroom. It also has its own private deck. A range of amenities including dishwasher, washer/dryer, and security cameras. Enjoy the convenience of utilities included and a fenced yard. Available for rent at $750/month with no pets allowed.walking distance from

    377 National Ave, Winchester, VA 22601
  • /16

    $1,500 Per Month

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

    115 S Loudoun St Unit 1, Winchester, VA 22601

    1 Bedroom/1 Bath. 2nd Floor apartment. Newly remodeled. Great location. Downtown Winchester Walking Mall. Baseboard heat. Window cooling unit. Stackable washer and dryer in unit. Laminate flooring. No pets. No smoking. Rent includes water/sewer and trash.

    115 S Loudoun St Unit 1, Winchester, VA 22601
  • /13

    $1,700 Plus Fees

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    223 Baker St, Winchester, VA 22601

    Property Id: 1770094 Available October 1st. This well-maintained 2-bedroom, 1-bath home offers approximately 1,200 sq. ft. of living space plus a spacious upstairs bonus/flex room that works well as a home office, den, additional living area, or other flexible-use space. The home features hardwood flooring and updated LVP, abundant natural light, an updated kitchen with stainless

    223 Baker St, Winchester, VA 22601
  • /40

    $1,600 Per Month

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

    21 N Braddock St Unit 3, 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 3, Winchester, VA 22601
  • /11

    $2,500 Plus Fees

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • House for Rent

    104 Willow Trail, Winchester, VA 22602

    Property Id: 2872273 Welcome to 104 Willow Trail in Winchester, VA! This newly renovated and updated 4-bedroom, 2-bath home offers 1,792 sq. ft. of living space with an open-concept kitchen, dining, and living area. The home also features a large deck off the kitchen, a fully fenced front yard, oversized 1-car garage, and washer/dryer hookups. Rent: $2,500/month Tenant is

    104 Willow Trail, Winchester, VA 22602
  • /14

    $1,850 Plus Fees

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

    406 N Loudoun St Unit 1, Winchester, VA 22601

    Property Id: 2365857 Cozy & Charming Downtown Apartment | Walkable | Full Kitchen Welcome to your comfortable fully furnished home base in the heart of town! This bright, charming apartment blends classic architectural details with modern comfort—perfect for couples, solo travelers, or work trips. Step inside to find sun-filled living spaces, original trim and door frames that

    406 N Loudoun St Unit 1, Winchester, VA 22601
  • /64

    $2,100 Per Month

    • 3 Beds
    • 1 Bath
    • 1,474 Sq Ft
    • House for Rent

    805 Pennsylvania Ave, Winchester, VA 22601

    Classic brick ranch just minutes from Old Town Winchester, offering one-level living, original hardwood floors, a detached garage, private backyard and a full basement with room to expand. Nearly a third-acre lot, this home offers an opportunity to personalize a solid Winchester home in a convenient location.The main level offers three comfortable bedrooms, one full bath, a bright eat-in kitchen,

    Sherry Santmyer Hunt Country Sotheby's International Realty

    805 Pennsylvania Ave, Winchester, VA 22601
  • /9

    $1,300 Per Month

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

    318 S Cameron St Unit A, Winchester, VA 22601

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

    318 S Cameron St Unit A, Winchester, VA 22601
  • /44

    $2,250 Per Month

    • 2 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Townhouse for Rent

    103 Buckwood Ln, Winchester, VA 22602

    This Charming House in the 55+ community of Woodbrook Village near Creekside Village . Care free living, close to town, restaurants and shops. Close to I-81 and Route 37. Enjoy the walking trails and a large comfortable Community center for events or cozy gatherings.

    Agnes Francis Century 21 Redwood Realty

    103 Buckwood Ln, Winchester, VA 22602
  • /30

    $1,900 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft
    • Condo for Rent

    308 W Boscawen St Unit 308 W Boscawen Street Apt 2, Winchester, VA 22601

    Gorgeous two-story Georgian Revival rental is located only two blocks from the Loudon Street walking mall, where you can find shops, restaurants, cafes, breweries, museums and other entertainment. Located in a well-established neighborhood with private off-street parking and a yard. Freshly painted, hardwood floors, tall ceilings, and crown molding throughout. Washer/dryer. Amazing location,

    308 W Boscawen St Unit 308 W Boscawen Street Apt 2, Winchester, VA 22601
  • /7

    $1,950 Per Month

    • 3 Beds
    • 1 Bath
    • 858 Sq Ft
    • House for Rent

    420 Royal St, Winchester, VA 22601

    This fantastic 1 level Rambler is now available for rent. With 3 spacious bedrooms and 1 bath, this property offers a comfortable and inviting living space. Recently updated with fresh paint and new flooring, this home boasts a modern and stylish atmosphere. The addition of a HVAC unit with a gas furnace ensures optimal comfort and energy efficiency. Parking will never be an issue, as this

    Julissa Rodriguez Vaze Realty

    420 Royal St, Winchester, VA 22601
  • /17

    $2,100

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • House for Rent

    2051 Stoneleigh Dr, Winchester, VA 22601

    3 bed, 2.5 bath Duplex with Excellent in town location! , Garage, Fenced-In yard, Rear deck, Gas heat/hot water heater, Central A/C, Kitchen w/stove, refrigerator, and dishwasher, Washer & Dryer hookup, Ceiling fans though out. City Water/Sewer. Only one neighbor, great views off back porch, very close to shopping, fuel, and several city amenities Washer/Dryer are not warranted if located in

    2051 Stoneleigh Dr, Winchester, VA 22601

Showing Results 1 - 40, Page 1 of 4

Why Live in Winchester

Winchester, located in the Shenandoah Valley of Virginia, is a small but rapidly growing town known for its apple-themed events, historic downtown, and accessibility to larger cities like Washington D.C. and Loudoun County. The town's economy is driven by health care, retail, and manufacturing, with Valley Health being a major employer. Commuters often use Interstate 81 and U.S. Route 50 for the 75-mile trip to Northern Virginia and D.C. Winchester Transit provides local bus services, and Dulles International Airport is 50 miles away. The town experiences humid summers and mild winters, with occasional minor flooding due to heavy rainfall. Winchester's housing market offers more affordable options compared to neighboring counties, with historic homes near downtown featuring Craftsman and Colonial Revival designs. The Shenandoah Apple Blossom Festival is a major annual event, attracting around 250,000 visitors. Residents enjoy performances at local theaters, shopping at the Apple Blossom Mall, and dining in Old Town Winchester. Outdoor enthusiasts can explore Jim Barnett Park, the Museum of the Shenandoah Valley, and nearby Shenandoah National Park. Winchester City Public Schools serve over 4,000 students and are highly rated, while Shenandoah University offers strong liberal arts and performing arts programs. Despite its small size, Winchester boasts a rich history with several Civil War sites and the Patsy Cline Historic House.

Frequently Asked Questions

How much does it cost to rent a home in Winchester, VA?
The median rent for a home in Winchester, VA is $1,872 per month, though prices vary by neighborhood, size, and property type. As of September 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 $74,880 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 $1,872 per month in Winchester, VA, renters typically need to show $5,616 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 18.5, 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

Number of Homes for Rent
136
Median Rent
$1,872
Median Single Family Home Rent
$1,900
Median Townhouse Rent
$2,050
Median Condo Rent
$1,494
How to Rent a Home