37

Winchester, VA Houses for Rent

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  • /13

    $1,500 Per Month

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

    21 S Stewart St Unit 2, Winchester, VA 22601

    2 Bedroom Apartment for Rent – Downtown Winchester Great 2nd-floor apartment located in downtown Winchester with 2 bedrooms and 1 bathroom. This home is just a short walk from Old Town Winchester, giving you easy access to local restaurants, shops, and entertainment. The apartment features very spacious bedrooms, a comfortable family room, and a fully enclosed back porch, perfect for relaxing or

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    (540) 534-4239

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

    $2,500

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    226 Allison Ave, Winchester, VA 22601

    Great location by Winchester Medical Center hospital and downtown Winchester's Old Town pedestrian mall with shops, restaurants, cafes and entertainment. Split level house by Whittier Field and park.Three bedrooms Two full bathsLarge fenced yard Beautiful landscaping Parking spaces Utility Laundry Room with Washer & Dryer No pets.

    226 Allison Ave, Winchester, VA 22601
  • /26

    $2,400

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,672 Sq Ft
    • House for Rent

    504 N Loudoun St, Winchester, VA 22601

    Beautifully updated 3-bedroom, 2.5-bath home offering 1,672 SF of living space in a prime, highly walkable location just minutes from downtown (500 block of N Loudoun Street).You have the option of fully furnished living areas and partially furnished bedrooms for an additional $150/mo.Optional furnishings include:Large living room sofaDining table with two chairsKitchen

    504 N Loudoun St, Winchester, VA 22601
  • /18

    $2,000 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,636 Sq Ft
    • House for Rent

    105 Fay St, Winchester, VA 22602

    Charming 3-bedroom, 1.5-bath brick ranch home in a convenient location! This well-maintained home offers comfortable one-level living with spacious gathering areas, including a cozy den and a large family room perfect for relaxing or entertaining. The kitchen features a new stove, a newer microwave, and a newer refrigerator. Oil heat and central air conditioning provide year-round comfort. Step

    Marisa Varley ERA Oakcrest Realty, Inc.

    105 Fay St, Winchester, VA 22602
  • /22

    $2,400

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • 1,760 Sq Ft
    • House for Rent

    629 Watson Ave, Winchester, VA 22601

    Charming 3BR/1.5BA single-family home in the heart of Winchester featuring approximately 1,760 sq ft of living space. This well-maintained home offers a spacious layout, a partially finished basement, a fenced private yard perfect for relaxing or entertaining, and private rear parking with additional off-street parking. Situated on a quiet no outlet street, the property offers added privacy while

    629 Watson Ave, Winchester, VA 22601
  • /30

    $2,900 Per Month

    • 5 Beds
    • 3 Baths
    • 2,415 Sq Ft
    • House for Rent

    124 Manasquan Way, Winchester, VA 22602

    Available for 07/01/2026 move in date! Highly sought after Elm model offering 2,415 square feet on two stories featuring five bedrooms, three full bathrooms, a loft, and 2-car garage. An open concept floorplan with a main level bedroom and full bathroom gives your life flexibility. The kitchen has an eat-in dining space that flows perfectly into the sizeable living room. Upstairs, the huge loft

    Tanner Pack RE/MAX Roots

    124 Manasquan Way, Winchester, VA 22602
  • /14

    $1,695

    Total Monthly Price

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

    26 Jackson Ave, Winchester, VA 22601

    ***COMING SOON***Beautiful, large 3 bedroom 1 bath home with a nice sitting porch, fenced back yard, 1 car detached garage, storage shed.OIL HEATPETS PERMITTED WITH APPROVAL AND ADDITIONAL FEE 3 Bedroom 1 Bath

    26 Jackson Ave, Winchester, VA 22601
  • /45

    $1,390 Per Month

    • 2 Beds
    • 1 Bath
    • 997 Sq Ft
    • House for Rent

    108 Martin Dr, Winchester, VA 22602

    Charming brick rambler on corner lot. Situated on a quiet street but just a few minutes to route 7 and I-81, this rental offers the perfect commuting location. The open floor features large windows that fill the space with light. An eat-in kitchen offers plenty of cabinetry and room for casual dining. Enjoy the ease of indoor laundry with direct access to the yard. The home includes 2 spacious

    Heloisa Amar Samson Properties

    108 Martin Dr, Winchester, VA 22602
  • /29

    $2,295

    Total Monthly Price

    • 4 Beds
    • 1.5 Baths
    • 1,970 Sq Ft
    • House for Rent

    2000 Martinsburg Pike, Winchester, VA 22603

    COMING SOONCome take a look at this spacious 4 Bedroom 1.5 Bath home in a great commuter location. Just minutes from I81 located in beautiful Stephenson (Frederick County). This home offers spacious rooms, a large kitchen and a full unfinished basement for storage, washer and dryer hook up, a nice yard and did I mention the location?? This home has a well and septic onsite so you do not have

    2000 Martinsburg Pike, Winchester, VA 22603
  • /25

    $1,100 Per Month

    • 1 Bed
    • 1 Bath
    • 352 Sq Ft
    • House for Rent

    222 S Kent St, Winchester, VA 22601

    Tiny home living in the heart of downtown Winchester. This detached 1-bedroom, 1-bath home offers 352 finished square feet with an efficient layout, central air, forced-air heat, and a simple, low-maintenance setup. Located near Old Town Winchester, local restaurants, shops, and major commuter routes, 222 S Kent Street is ideal for someone looking for a smaller space with convenient downtown

    Rachel Olsen Keller Williams Realty

    222 S Kent St, Winchester, VA 22601
  • /11

    $1,800

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • Adorable 3 Bedroom Duplex for $1,800./month

    215 Millwood Ave, Winchester, VA 22601

    Adorable 3 bedroom, 1 1/2 bath duplex with storage building in great location for $1,800.00 month with water/sewer included.

    215 Millwood Ave, Winchester, VA 22601
  • /2

    $2,700 Per Month

    • 3 Beds
    • 3 Baths
    • 2,017 Sq Ft
    • House for Rent

    131 Stonedown Ln, Winchester, VA 22603

    Experience a private retreat just beyond the city limits of Winchester where scenic beauty and refined living come together effortlessly. Set among vibrant gardens, open pasture suitable for horses, and versatile outbuildings, this remarkable property offers space to live, create, and unwind. The residence features three to four bedrooms with a flexible lower level ideal for guests or a home

    Andre Perry Samson Properties

    131 Stonedown Ln, Winchester, VA 22603
  • /13

    $1,300

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    203 Dodge Ave, Winchester, VA 22602

    Updated 2-Bedroom Home in Winchester, VAWelcome to 203 Dodge Ave, a 2-bedroom, 1-bath home offering 700 sq ft of comfortable living space in Winchester. This home features updated wood-style flooring throughout, freshly painted white walls, and a bright layout with natural light from multiple windows.The living area opens into a simple kitchen with a full-size refrigerator, electric stove, double

    203 Dodge Ave, Winchester, VA 22602
  • /9

    $850 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    150 N Hayfield Rd, Winchester, VA 22603

    Cozy fully furnished 1-bedroom basement rental located on a peaceful farm property. This approximately 200 sq. ft. space offers a quiet country setting with comfortable furnishings, ideal for someone seeking simple and affordable living. Shared bathroom and shared laundry available on-site. Enjoy the charm of rural living while still having convenient access to nearby amenities. Perfect for a

    Emma Kerns MarketPlace REALTY

    150 N Hayfield Rd, Winchester, VA 22603
  • /10

    $1,925

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • House for Rent

    1442 Greystone Terrace, Winchester, VA 22601

    Three bedroom, 1.5 bath, Beautiful single family home in wonderful neighborhood. Sits right in the heart of Winchester, less than minutes walk to gym and groceries. House has extreme charm and character. Must see to believe. All Hardwood floors, granite in Kitchen, Cellar style walk out basement unfinished good for storage. Newer electric heat pump system with oil heat back up and wood

    1442 Greystone Terrace, Winchester, VA 22601
  • /2

    $1,300 Per Month

    • 2 Beds
    • 1.5 Baths
    • 2,146 Sq Ft
    • House for Rent

    578 York Ave, Winchester, VA 22601

    2 large bedroom duplex, composite/carpet/vinyl flooring, stove and refrigerator, in city location , 650 credit score, no suits, judgments or collections, application in one person's name reasonable water/sewer included, off street parking NO PETS

    James Golladay Crum Realty, Inc.

    578 York Ave, Winchester, VA 22601
  • /16

    $1,425 Per Month

    • 1 Bed
    • 1 Bath
    • 12,916 Sq Ft
    • House for Rent

    1725 Henry Ave Unit 106, Winchester, VA 22601

    Experience stylish, modern living in this fully renovated 1-bedroom apartment at King Henry Apartments in Winchester, VA. This updated unit offers modern finishes, brand-new appliances, and the comfort of a secure building in a convenient location just minutes from downtown Winchester. Inside, you’ll find an updated kitchen and bath, central heating and air conditioning, overhead ceiling fans,

    Chris Roszko Colony Realty

    1725 Henry Ave Unit 106, Winchester, VA 22601
  • /8

    $3,900 Per Month

    • 4 Beds
    • 2.5 Baths
    • 3,108 Sq Ft
    • House for Rent

    1950 Melvor Ln, Winchester, VA 22601

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    Kim Kroner Washington Dulles Real Estate Group

    1950 Melvor Ln, Winchester, VA 22601
  • /10

    $2,195 Per Month

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • House for Rent

    122 Morningside Dr, Winchester, VA 22601

    This home Features 3 bedrooms - 1 full bath. Finished attic for possibility for an additional bedroom or use as office space or rec room. Unfinished basement for lots of storage. Rear deck. Off street parking. No Cats, Dogs case by case with non-refundable pet deposit. $50 application fee per applicant. Oil Heat, and washer/dryer are as is

    Ashley Crabill Coldwell Banker Premier

    122 Morningside Dr, Winchester, VA 22601
  • /40

    $2,500 Per Month

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

    323 Russelcroft Rd, Winchester, VA 22601

    Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living space. Beautiful cared for by the homeowners. 3 bedrooms 2 full baths detached home.Beautiful Detached home with 3 bedrooms and 2 full baths + bonus room on the basement isfull finished with a family room. Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living

    Alexandra Brown Spring Hill Real Estate, LLC.

    323 Russelcroft Rd, Winchester, VA 22601
  • /28

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • House for Rent

    111 Windcrest Cir, Winchester, VA 22602

    Big bedrooms, open kitchen and dining area with stainless appliances, granite counters. Deck off the dining area with a huge fully fenced back yard with shed! This landlord keeps their properties in wonderful shape, you won't be disappointed! MUST have good credit (NO late payments, collections, bankruptcies, evictions, etc!), at least $5000 monthly income, pets are case by case, no large or

    Misty Weaver Samson Properties

    111 Windcrest Cir, Winchester, VA 22602
  • /27

    $2,600 Per Month

    • 4 Beds
    • 3 Baths
    • 2,079 Sq Ft
    • House for Rent

    103 Mummert Cir, Winchester, VA 22601

    Experience this elegantly furnished split-foyer home in Fort Braddock Heights, available for rent. This stunning four-bedroom, three-bathroom home includes an open floor plan with a spacious kitchen island. Three bedrooms on the upper floor are each tastefully finished. The lower level includes a family room with a fireplace, a full bathroom, and a fourth bedroom. The back patio is a serene place

    Val Nicole Clark Realty FC, LLC

    103 Mummert Cir, Winchester, VA 22601
  • /24

    $1,425 Per Month

    • 1 Bed
    • 1 Bath
    • 12,916 Sq Ft
    • House for Rent

    1725 Henry Ave Unit 101, Winchester, VA 22601

    Experience stylish, modern living in this fully renovated 1-bedroom apartment at King Henry Apartments in Winchester, VA. This updated unit offers modern finishes, brand-new appliances, and the comfort of a secure building in a convenient location just minutes from downtown Winchester. Inside, you’ll find an updated kitchen and bath, central heating and air conditioning, overhead ceiling fans,

    Chris Roszko Colony Realty

    1725 Henry Ave Unit 101, Winchester, VA 22601
  • /34

    $3,000 Per Month

    • 2,646 Sq Ft
    • House for Rent

    117 Glen Ridge Rd, Winchester, VA 22602

    Nestled within the serene enclave of Highview Manor, this exquisite residential lease offers a unique opportunity to embrace a luxurious lifestyle amidst nature's beauty. Spanning an impressive 6.62 acres, the property is adorned with mature trees, creating a tranquil and private retreat that feels worlds away from the hustle and bustle. This traditional-style home, built in 2002, showcases

    Joanne Cembrook Coldwell Banker Premier

    117 Glen Ridge Rd, Winchester, VA 22602
  • /30

    $3,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,960 Sq Ft
    • House for Rent

    420 Circle Dr, Winchester, VA 22601

    Welcome home to this beautifully maintained, nearly new 2-year-old home tucked away on a quiet cul-de-sac—offering the perfect blend of comfort, space, and modern style. Step inside to a sun-filled open floor plan designed for today’s lifestyle. The spacious great room seamlessly combines the kitchen , dining , and living areas, creating an inviting space for both everyday living and

    John Ginty Samson Properties

    420 Circle Dr, Winchester, VA 22601
  • /37

    $1,550 Per Month

    • 1 Bath
    • 650 Sq Ft
    • House for Rent

    402 S Loudoun St Unit 6, Winchester, VA 22601

    History Meets Modern Day On the doorstep of Winchester’s Historic Pedestrian Mall a Modern Apartment awaits your occupancy. This historic all brick building has been completely restored with gleaming red roof and perfect all brick facades, all dating to 1900. Note the large front porch with inviting chic black rocking chairs. Step back in to time in the shared foyer space, with period fine

    Jen Richards MarketPlace REALTY

    402 S Loudoun St Unit 6, Winchester, VA 22601
  • /22

    $1,950 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft
    • House for Rent

    321 N Kent St, Winchester, VA 22601

    Wonderful opportunity to live in downtown Winchester! Walking distance to the Old Town Mall, restaurants, shopping, library and more. Nice open floor plan, consisting of kitchen, eating and living areas. The main level also features an office/den or bonus room and a half bath. Upstairs you will find three bedrooms, full bathroom and laundry.Please apply using the Rentspree link.Property

    Amy Capitano MarketPlace REALTY

    321 N Kent St, Winchester, VA 22601
  • /54

    $2,950 Per Month

    • 5 Beds
    • 4 Baths
    • 2,902 Sq Ft
    • House for Rent

    109 Manasquan Way, Winchester, VA 22602

    THIS LIKE NEW 1 YEAR OLD HAYDEN MODEL IS AVAILABLE TO MOVE IN NOW. PLEASE USE RENTSPREE TO APPLY. INCOME $110K+ WITH CREDIT OVER 680 PREFERRED. PET CASE BY CASE NO CATS, SMALL DOG COULD BE OKAY WITH PET RENT/DEPOSIT MAY APPLY. Welcome to The Retreat at Winding Creek, your haven in Winchester, VA, where luxury meets community living. Our master-planned neighborhood offers a variety of living

    Melissa Zhong BMI REALTORS INC.

    109 Manasquan Way, Winchester, VA 22602
  • /59

    $3,100 Per Month

    • 5 Beds
    • 3.5 Baths
    • 3,078 Sq Ft
    • House for Rent

    130 Thornton Way, Winchester, VA 22602

    Gorgeous Brick Front Home Built in 2024. Appealing contemporary design, with open floor planconnecting eat-in kitchen with family room featuring a cozy fireplace. Gourmet kitchen features island w/ breakfast bar, granite counters, stainless steel appliances, and a walk-in pantry. The living room off the foyer is ideal for quiet gatherings. The upper level has 4 bedrooms and 2 full bathrooms,

    John Ginty Samson Properties

    130 Thornton Way, Winchester, VA 22602
  • /9

    $1,500 Per Month

    • 2 Beds
    • 1 Bath
    • 709 Sq Ft
    • House for Rent

    109 E Pall Mall St, Winchester, VA 22601

    Ready for occupancy! This single family ranch style home offers ew rear deck off the rear, nice size back yard w/ storage shed, central air and heat, separate laundry/mud room, covered front porch, and more. VAR or NVAR rental application with $50 per person application fee or your clients may apply online through listers website. No smoking. Pets case by case.

    Mandie Gladwell OliveTree Property Group, LLC

    109 E Pall Mall St, Winchester, VA 22601
  • /21

    $2,750 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft
    • House for Rent

    1929 Melvor Ln, Winchester, VA 22601

    This 4-bedroom, 2.5-bath home offers generous room sizes throughout, giving you the space you actually need for everyday living, working from home, or entertaining. Freshly updated with brand-new carpet and fresh paint, the home feels clean, bright, and move-in ready from the moment you walk in.The large primary suite is a true highlight, featuring an expansive layout and a private en-suite

    Bailey Cooper RE/MAX Gateway

    1929 Melvor Ln, Winchester, VA 22601
  • /30

    $1,850 Per Month

    • 3 Beds
    • 1 Bath
    • 1,280 Sq Ft
    • House for Rent

    540 Bellview Ave, Winchester, VA 22601

    Charming one-level rental located just 5 minutes from historic Old Town Winchester, with convenient access to I-81 for easy commuting. This home features beautiful hardwood floors throughout, a spacious living room with a cozy fireplace, and a formal dining room perfect for entertaining. The kitchen offers direct access to the backyard, making indoor-outdoor living a breeze. Three well-sized

    Heloisa Amar Samson Properties

    540 Bellview Ave, Winchester, VA 22601
  • /27

    $2,195 Per Month

    • 4 Beds
    • 2 Baths
    • 1,914 Sq Ft
    • House for Rent

    114 Providence Dr, Winchester, VA 22602

    Beautiful Home on Cul-de-sac with 4 bedrooms, 2 baths, and fully finished basement. Owner is currently doing some renovations prior to Occupancy. A must See, won't last long. Pets will be considered on case by case basis with pet deposit., No Smoking.

    Ashley Crabill Coldwell Banker Premier

    114 Providence Dr, Winchester, VA 22602
  • /45

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • House for Rent

    540 Eagle Place, Winchester, VA 22601

    Well-maintained one-level rancher tucked away in a quiet cul-de-sac just minutes from Route 81, downtown, the Apple Blossom Mall, and within walking distance to the university. This home features hardwood and LVP flooring, a cozy fireplace, stainless steel appliances, updated backsplash, and beautifully tiled bathrooms. Enjoy the fully fenced backyard with a spacious Trex deck, patio, and two

    Camryn Jeremiah NextHome Realty Select

    540 Eagle Place, Winchester, VA 22601
  • /8

    $2,050 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,558 Sq Ft
    • House for Rent

    916 S Loudoun St, Winchester, VA 22601

    3 bedroom and 2 1/2 bath 2 story house. Kitchen featuring a large island and pantry. LVP flooring throughout the home. There is a separate laundry room with washer and dryer. The primary bedroom has a large walk-in closet with an additional closet for more storage as well as dual vanities in the bathroom, separate shower and tub. Heat pump with central air conditioning. Storage shed. Driveway for

    Barbara Gaul Jim Barb Realty, Inc.

    916 S Loudoun St, Winchester, VA 22601
  • /16

    $2,100 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,004 Sq Ft
    • House for Rent

    125 Longstreet Ave, Winchester, VA 22603

    3bedroom 2bath single level duplex located minutes from I81 and route 7. Hardwood flooring throughout with vinyl plank flooring in bathrooms and kitchen. Washer and dryer hookup. Requirements to qualify: (1) minimum $94k annual household income, (2) Good credit, (3) Good Landlord reference Please contact listing agent for application. $47 application fee per applicant.

    Courtney Spaid Crum Realty, Inc.

    125 Longstreet Ave, Winchester, VA 22603
  • /34

    $2,200 Per Month

    • 3 Beds
    • 1 Bath
    • 1,194 Sq Ft
    • House for Rent

    123 Bellview Ave, Winchester, VA 22601

    Available June 8, this updated 3-bedroom home in Winchester City offers a functional layout with two bedrooms on the main level and a finished loft upstairs. The kitchen features granite countertops, stainless steel appliances, and a bright morning room filled with natural light. The living room includes hardwood floors and a fireplace, and the fully fenced backyard offers a patio and pergola for

    Rachel Olsen Keller Williams Realty

    123 Bellview Ave, Winchester, VA 22601

Frequently Asked Questions

How much does it cost to rent a single-family home in Winchester, VA?
The median rent for a single-family home in Winchester, VA is $1,900 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 20.5, 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 in Winchester, VA

Rental Home Trends

Number of Houses for Rent
37
Median Single Family Home Rent
$1,900
Median 3 Bedroom Single Family Home Rent
$1,950
Median 4 Bedroom Single Family Home Rent
$2,625
Median 5 Bedroom Single Family Home Rent
$2,900
How to Rent a Home