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Winchester County, VA Rentals

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  • /25

    $1,525 - $2,010 per month

    PEMBERTON

    2 - 3 Beds

    660 Pemberton Dr, Winchester, VA 22601

    Pemberton Village Apartments in Winchester VA is located in the prestigious Meadow Branch subdivision near the intersection of Jubal Early Drive and Harvest Drive. It is a ten building, 120 unit community easily assessable from Interstate 81 or Route 37. Conveniently located near the Apple Blossom Mall, fitness centers, John Handley High School, and Valley Health Medical Center; Pemberton Village

    660 Pemberton Dr, Winchester, VA 22601
  • /13

    $1,395 per month

    • 1 Bed
    • 1 Bath
    • 3,267 Sq Ft
    • House for Rent

    515 N Loudoun St Unit 1, Winchester, VA 22601

    LANDLORD PAYS UTILITIES - INCLUDING HEAT! MAIN-LEVEL APARTMENT. Old-fashioned charmer near downtown Winchester. Spacious 1-BR apartment with exposed brick, hardwood floors, 10+ foot ceilings, pocket doors. Kitchen with shelves, pantry, new LVP floor. Walk-in closet. Landlord pays heat, electricity, water & sewer, city trash pickup, lawn care. Pets case-by-case. Cats considered. No dogs. No

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    515 N Loudoun St Unit 1, Winchester, VA 22601
  • /15

    $1,300 per month

    • 2 Beds
    • 2 Baths
    • 790 Sq Ft
    • Condo for Rent

    800 Thomas Ct, 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

    800 Thomas Ct, Winchester, VA 22601
  • /37

    $2,200 per month

    • 3 Beds
    • 1.5 Baths
    • 1,416 Sq Ft
    • House for Rent

    31 W Whitlock Ave, Winchester, VA 22601

    Charming Home Near Handley High School – Move-In Ready! Welcome to this beautifully updated home in a fantastic downtown location—just a short walk to shops, restaurants, and all that the vibrant city center has to offer. This property features a converted garage that now serves as a versatile studio space, perfect for a home office, art studio, or guest suite. Enjoy a spacious, fenced-in

    Meridee Powars Link Realty Services LLC

    31 W Whitlock Ave, Winchester, VA 22601
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    $1,950 per month

    • 3 Beds
    • 1.5 Baths
    • 2,000 Sq Ft
    • Townhouse for Rent

    312 Amherst St, Winchester, VA 22601

    Unique historic duplex in old town Winchester, 3 bedrooms plus extra room for office or storage. Enjoy all of the convenience of living downtown within walking distance to Winchesters Old Town Events, Shops and Dining, Winchester Little Theater and MSV. Over 2000 sq. ft. of space, Newly refinished hardwood throughout. Fresh paint in most rooms. Washer/Dryer, nice size kitchen, front and rear

    312 Amherst St, Winchester, VA 22601
  • /42

    $2,100 per month

    • 4 Beds
    • 1.5 Baths
    • 1,932 Sq Ft
    • House for Rent

    420 W Cork St, Winchester, VA 22601

    Discover the perfect blend of historic charm and modern convenience at 420 W Cork Street. This captivating four-level brick home offers 4 bedrooms and 1.5 baths, boasting beautiful hardwood floors, gorgeous trim and plenty of space for you and yours. The main level offers a spacious living room, dining room and kitchen. Upstairs you will find 4 sizable bedrooms and a full bath. The top level is a

    Dan Whitacre Colony Realty

    420 W Cork St, Winchester, VA 22601
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    $2,500 per month

    • 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 No pets.

    226 Allison Ave, Winchester, VA 22601
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    $1,300 per month

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Townhouse for Rent

    2918 Packer St, Winchester, VA 22601

    2 bedroom, 1 1⁄2 bath, 2 story townhouse with two paved parking spots on a dead end street. Lawn service is included in the rent. Painted interior, large eat-in kitchen with range and refrigerator, laundry with full size washer/dryer. EBB heat and 2 wall unit a/c's. No Smokers and No Pets. Tenant is responsible for all utilities and is required to obtain renters insurance. Good credit without any

    Barbara Gaul Jim Barb Realty, Inc.

    2918 Packer St, Winchester, VA 22601
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    $1,500 per month

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Townhouse for Rent

    127-A Peyton St, Winchester, VA 22601

    Gorgeous two story apartment with private entrance in the heart of historic downtown Winchester2 bedroom 1.5 bath two floor apartment with beautiful details located in the bottom two levels of a four story house built in the early 1890s.

    127-A Peyton St, Winchester, VA 22601
  • /11

    $1,700 per month

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

    302 N Kent St, Winchester, VA 22601

    Experience the charm of this beautifully renovated 3-bedroom, 2-bathroom Colonial apartment, set to unveil in 2025. Nestled in a serene environment, this unit boasts a timeless brick exterior and a thoughtfully designed layout that exudes warmth and comfort. Enjoy the convenience of in-unit washer and dryer hookups, ensuring effortless laundry days. The property offers an exclusive lifestyle with

    Brandon Pifer Pifer Realty, LLC

    302 N Kent St, Winchester, VA 22601
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    $1,650 per month

    • 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
  • /10

    $1,549 per month

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft
    • Townhouse for Rent

    3107 Shawnee Dr Unit 11, Winchester, VA 22601

    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 minute from Shenandoah University *Photos

    Steve DuBrueler Coldwell Banker Premier

    3107 Shawnee Dr Unit 11, Winchester, VA 22601
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    $1,450 per month

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

    13 E North Ave Unit 1, Winchester, VA 22601

    This property is newly painted and in a great location-4 blocks from the downtown walking mall!

    13 E North Ave Unit 1, Winchester, VA 22601
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    $1,250 per month

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

    24 Jackson Ave Unit 2, Winchester, VA 22601

    AFFORDABLE AND CHARMING. Freshly painted and move-in ready. Short drive to downtown, Winchester Medical Center, I-81 and Rt. 37. Convenient to shopping and services. Spacious 2-bedroom upstairs apartment with off-street parking in the rear, front porch and a private 16x12 rear deck. Eat-in kitchen with refrigerator and oven/range. No smoking. No pets. Landlord prefers credit scores of 650 or

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    24 Jackson Ave Unit 2, Winchester, VA 22601
  • /13

    $1,400 per month

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

    542 N Loudoun St Unit A, Winchester, VA 22601

    542 N Loudoun St Unit A, Winchester, VA 22601
  • /6

    $2,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,554 Sq Ft
    • House for Rent

    1958 Cidermill Ln, Winchester, VA 22601

    Three bedroom 2.5 bath duplex in Orchard Hill close to end of Cidermill Lane, carpet/vinyl floor covering, stove, refrigerator, dishwasher, microwave in galley style kitchen, corner natural gas fireplace, large laundry room with washer/dryer hookup, one car garage, deck off dining room with landscaped back yard, sitting area at back of yard Application in one person's name, credit score of 650+,

    James Golladay Crum Realty, Inc.

    1958 Cidermill Ln, Winchester, VA 22601
  • /2

    $1,400 per month

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

    382 Woodstock Ln, Winchester, VA 22601

    This property at 382 Woodstock Ln features 2 bedrooms and 1 bathroom within a total living space of 1,000 square feet. The living room offers ample space for relaxation and entertainment. The bathroom includes a tub/shower combination for convenience. Each bedroom is designed to accommodate various furniture arrangements and provides adequate closet space. Additional amenities include storage

    382 Woodstock Ln, Winchester, VA 22601
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    $1,550 per month

    • 2 Beds
    • 2 Baths
    • 10,843 Sq Ft
    • Condo for Rent

    443 Millwood Ave Unit 2, Winchester, VA 22601

    Beautiful 2 Bedroom apartment with Washer/dryer. Great Location! Over the Restore, close to Shenandoah university. One assigned parking spot with additional street parking. No pets/No smoking. $30 additional monthly charge for water/sewer.

    Steve DuBrueler Coldwell Banker Premier

    443 Millwood Ave Unit 2, 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
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    $1,600 per month

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Townhouse for Rent

    235 1/2 Millwood Ave, Winchester, VA 22601

    Beautiful apt right in Old Town - grab your coffee across the street each morning, and relax on your patio each evening! This 2 bedroom 1.5 bath duplex is well cared for, with a welcoming front porch that leads into the open living room and kitchen with bar seating area. The kitchen is fully stocked with stainless appliances and tons of cabinetry and counter space. There is even storage space

    Misty Weaver Samson Properties

    235 1/2 Millwood Ave, Winchester, VA 22601
  • /13

    $1,900 per month

    • 3 Beds
    • 2.5 Baths
    • 1,752 Sq Ft
    • Townhouse for Rent

    1970 Cidermill Ln, Winchester, VA 22601

    Welcome to 1970 Cidermill in the Orchard Hill subdivision of Winchester! This updated two-story townhome offers three bedrooms, 2.5 bathrooms, and a recently updated kitchen and bathrooms. The main level features an open living and dining area with a cozy gas fireplace, while the upper level includes a primary suite with a private bathroom, two additional bedrooms, and laundry facilities. Enjoy a

    Marisa Varley ERA Oakcrest Realty, Inc.

    1970 Cidermill Ln, Winchester, VA 22601
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    $1,775 per month

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

    321 N Braddock St, Winchester, VA 22601

    Gorgeously remodeled 2 Bedroom 1 Bath two-story apartment located in Charming Historic Downtown Winchester. This apartment has been freshly painted and updated with Brand New Appliances to include Refrigerator, stove, rangehood, washer and dryer. Additional updates include new kitchen sink, countertops, light fixtures, blinds, and ceramic tub surround. Light and Bright this apartment has two

    Angela Duncan MarketPlace REALTY

    321 N Braddock St, Winchester, VA 22601
  • /22

    $1,499 per month

    • 2 Beds
    • 1.5 Baths
    • 1,148 Sq Ft
    • Townhouse for Rent

    1016 Franklin St Unit 2, Winchester, VA 22601

    Renovated Beautiful 2 level Townhome, Renovated/Reasonable Rental price , Completely Renovated, close to I-81 exit 315 Rt.7 , walking distance from shopping ctr and downtown 1 mile,HURRY UP, Minimum combined occupants Income 54k/year required, clear background.

    Ram Beladia First American Real Estate

    1016 Franklin St Unit 2, Winchester, VA 22601
  • /8

    $1,100 per month

    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    522 N Loudoun St Unit 1, Winchester, VA 22601

    Furnished efficiency ready for occupancy in downtown historic Winchester VA. Just a few blocks away from the downtown walking mall. 3 month minimum lease terms. Utilities included, electric with $100/per month limit and tenant pays anything over the amount. Coin op washer/dryer and off street parking. No animals, no smoking. VAR or NVAR rental application with $50/per person application fee paid

    Mandie Gladwell OliveTree Property Group, LLC

    522 N Loudoun St Unit 1, Winchester, VA 22601
  • /9

    $1,100 per month

    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    522 N Loudoun St Unit 2, Winchester, VA 22601

    Furnished efficiency ready for occupancy in downtown historic Winchester VA. Just a few blocks away from the downtown walking mall. 3 month minimum lease terms. Utilities included, electric with $100/per month limit and tenant pays anything over the amount. Coin op washer/dryer and off street parking. No animals, no smoking. VAR or NVAR rental application with $50/per person application fee paid

    Mandie Gladwell OliveTree Property Group, LLC

    522 N Loudoun St Unit 2, Winchester, VA 22601
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    $2,100 per month

    • 3 Beds
    • 2.5 Baths
    • 1,442 Sq Ft
    • Townhouse for Rent

    623 Laurelwood Cir, Winchester, VA 22601

    Experience the best of contemporary living in the new Laurelwood Commons community, a serene enclave of just 34 newly constructed townhomes in the heart of Winchester. This community is designed for convenience and a tranquil lifestyle, with townhomes situated on a single, U-shaped street, creating a cozy and private feel. This new construction townhouse, completed in 2025, offers the perfect

    Jody Elson Dream Real Estate

    623 Laurelwood Cir, Winchester, VA 22601
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    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft
    • House for Rent

    105 E Pall Mall St, Winchester, VA 22601

    SO AFFORDABLE! Spacious 3-bedroom house with 2 full baths, wood floors, fenced back yard. Near historic Old Town Winchester, Shenandoah University, shopping, services, museums and commuter routes 50, 7 and I-81. Laundry room with washer and dryer. Main-level bath has shower. Upstairs bath has tub. Eat-in kitchen with pantry. Kitchen appliances, washer and dryer included. 13 X 7 walk-in closet and

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    105 E Pall Mall St, Winchester, VA 22601
  • /10

    $1,299 per month

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

    3105 Shawnee Dr Unit 7, Winchester, VA 22601

    We invite you to make this 1943 Farmhouse converted into7 apartments your future home. The hallways have beenrecently renovated in addition to the apartment homes.Boasting 12+’ ceilings and original hardwood floors in thecorridors, join us and be part of the history of this greathome. This newly renovated one-bedroom, one bathroomapartment offers the best of all worlds.

    Steve DuBrueler Coldwell Banker Premier

    3105 Shawnee Dr Unit 7, Winchester, VA 22601
  • /32

    $2,650 per month

    • 4 Beds
    • 4 Baths
    • 1,627 Sq Ft
    • House for Rent

    201 Parkway St, Winchester, VA 22601

    Freshly Renovated Charmer in Winchester! Welcome to 201 Parkway Street, a freshly updated home in the heart of Winchester! Previously tenant-occupied, this property has been thoughtfully refreshed and is ready for new owners. Recent Updates Include: Fresh interior paint throughout Renovated kitchen and bath Updated fixtures and finishes Clean, move-in ready condition This home offers the perfect

    Cherish Green Coldwell Banker Elite

    201 Parkway St, Winchester, VA 22601
  • /19

    $1,350 per month

    • 2 Beds
    • 1 Bath
    • 8,508 Sq Ft
    • Condo for Rent

    113 W Boscawen St Unit 3, Winchester, VA 22601

    3rd floor walk-up apartment. Downtown Winchester is this 2 bedroom, 1 bath apartment featuring an abundancy of light with numerous windows, large rooms and hardwood floors. Primary bedroom has direct access to bathroom. Water, sewer and trash pick-up is provided in the monthly rent as is 1 parking space in the Braddock Street Parking Garage. Tenant is responsible for electricity and natural gas

    Barbara Gaul Jim Barb Realty, Inc.

    113 W Boscawen St Unit 3, Winchester, VA 22601
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    $3,100 per month

    • 2 Beds
    • 2 Baths
    • 1,230 Sq Ft
    • Condo for Rent

    210 E Boscawen St Unit 202, Winchester, VA 22601

    This stunning apartment features 9 south facing windows for maximum natural light, just steps from all of the restaurants, night life and events in Old Town Winchester. The historic Winchester Star building has been renovated for luxury living that includes private parking, a rarity downtown. Two large bedrooms, each with their own en-suite and walk-in closet are set apart by the open space

    Katie Landi Jordan Samson Properties

    210 E Boscawen St Unit 202, Winchester, VA 22601
  • /20

    $3,400 per month

    • 2 Beds
    • 2.5 Baths
    • 1,981 Sq Ft
    • Condo for Rent

    210 E Boscawen St Unit 204, Winchester, VA 22601

    This stunning apartment has nearly 2000 sq ft on one level. Just steps from all of the restaurants, night life and events in Old Town Winchester. The historic Winchester Star building has been renovated for luxury living that includes private parking, a rarity downtown. There are two large bedrooms, each with their own en-suite and walk-in closet, ample living and dining spaces, a separate

    Katie Landi Jordan Samson Properties

    210 E Boscawen St Unit 204, Winchester, VA 22601
  • /22

    $1,599 per month

    • 3 Beds
    • 1.5 Baths
    • 1,134 Sq Ft
    • Townhouse for Rent

    1111 Allen Dr Unit B, Winchester, VA 22601

    Beautiful 2 level Townhome, Concrete Driveway, Reasonable Rental price for 3 bedroom 1.5 baths , Completely Renovated, close to I-81 exit 315 Rt.7 , walking distance from shopping ctr and downtown 1 mile,HURRY UP, Call agent or allison for showing arrangement., No smoking. Pets case by case

    Ram Beladia First American Real Estate

    1111 Allen Dr Unit B, Winchester, VA 22601
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    $2,150 per month

    • 2 Beds
    • 2 Baths
    • 1,024 Sq Ft
    • Condo for Rent

    1310 Ramseur Ln, Winchester, VA 22601

    Price Reduced + Owners will consider furnishing for the right tenant!! This 2 bedroom, 2 bath condo has been upgraded with all new plank flooring, new SS appliances in the kitchen, a new counter, upgraded bathrooms, plus a new stack washer/dryer unit. Every room has 9' + ceilings with crown molding and the master bedroom has a nice walk-in closet for all your essentials! For extra storage,

    Cindy Butler Virginia Property Group, Inc.

    1310 Ramseur Ln, Winchester, VA 22601
  • /58

    $3,000 per month

    • 4 Beds
    • 3 Baths
    • 3,060 Sq Ft
    • House for Rent

    209 N Washington St, Winchester, VA 22601

    Live in the heart of historic Winchester! This beautifully maintained 1853 home on Washington Street offers more than just a place to live—it’s a lifestyle. With over 3,000 square feet of finished space, this one-of-a-kind rental blends timeless character with modern updates just blocks from the Old Town Walking Mall and steps from the Apple Blossom Parade Route. Inside, you’ll find 10-foot

    Chris Roszko Colony Realty

    209 N Washington St, Winchester, VA 22601
  • /27

    $2,100 per month

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

    210 E Boscawen St Unit 203, Winchester, VA 22601

    This one bedroom and one bath apartment overlooks the roof onto Vibrissa's beautiful courtyard and mural. You will have a front row seat to live music and super quick access to tons of Apple Blossom events! Easy to clean and maintain LVP flooring has been installed throughout. The kitchen features a beautiful island, tons of cabinet space, with plenty of drawers for easy organizing, and stainless

    Katie Landi Jordan Samson Properties

    210 E Boscawen St Unit 203, Winchester, VA 22601
  • /2

    $1,270 per month

    • 1 Bed
    • 1 Bath
    • 3,324 Sq Ft
    • Condo for Rent

    545 N Loudoun St Unit 6, Winchester, VA 22601

    Come check out this great 1 Bedroom upper apartment located in the heart of historic Winchester, VA. This cozy 1 bedroom, 1 bathroom unit offers comfortable living with the convenience of all utilities included. The apartment is pet friendly on a case-by-case basis, with an additional pet deposit and monthly pet fee. Utilities are included in Monthly Rent Total. A credit and background check are

    Robert Adams Weichert Realtors - Blue Ribbon

    545 N Loudoun St Unit 6, Winchester, VA 22601

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