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Winchester, VA Houses for Rent

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  • /52

    $3,000 per month

    • 4 Beds
    • 2 Baths
    • 2,658 Sq Ft
    • House for Rent

    5452 Middle Rd, Winchester, VA 22602

    Welcome to 5452 Middle Road, a beautifully renovated farmhouse offering the perfect blend of historic charm and modern comfort, all set on a picturesque 10-acre property. Enjoy peaceful views of rolling pastures, barns, cows, and mountains, all without the upkeep of maintaining the land yourself. This thoughtfully updated home is filled with character, featuring beautiful trim work, hardwood

    Agent Photo

    Bradley Comstock

    ERA Oakcrest Realty, Inc.

    (540) 782-3894

    5452 Middle Rd, Winchester, VA 22602
  • /11

    $2,500 per month

    • 2 Beds
    • 1 Bath
    • 2,500 Sq Ft
    • House for Rent

    23 S Stewart St, Winchester, VA 22601

    About 2500 sqft. of completely updated DOWNSTAIRS apartment space in Downtown Winchester. All newer appliances, repainted, refinished wood floors. Sun Room, Porch, Dining room, Living room. even has some cedar closets! What more could you ask for in the heart of downtown Winchester. Landlord pays water, sewer, and all landscaping. Tenants must have minimum 650 Credit score. NO SMOKING.. NO PETS..

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    (540) 698-5153

    23 S Stewart St, Winchester, VA 22601
  • /155

    $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
  • /11

    $1,500 per month

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

    3548 N Frederick Pike, Winchester, VA 22603

    All utilities are included in this rental! 800 sq. ft. apartment & excellent location so close to town. Just 5 min from James Wood High School / Rt. 37A/C & Heat included. Washer & Dryer. Fenced Backyard. Freshly Painted Interior.Pets case by case.Apartment is attached and behind the garage of the main building. Entrance is at the rear and there's parking on the side of the building.

    Emma Kerns MarketPlace REALTY

    3548 N Frederick Pike, Winchester, VA 22603
  • /32

    $1,650 per month

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

    333 E Piccadilly St, Winchester, VA 22601

    Available now! Landlord required 680 credit score. Minimum combined income is 65,000/year. 1650 deposit is retired and first month rent due upon lease agreement. On street parking. Water and sewer included. It is an upstairs unit. Completely renovated with stainless steel appliances. 2 bedroom and 2 full bathroom with tile showers.

    Allison Patton RE/MAX Roots

    333 E Piccadilly St, Winchester, VA 22601
  • /38

    $2,000 per month

    • 4 Beds
    • 3 Baths
    • 1,981 Sq Ft
    • House for Rent

    603 Panther Dr, Winchester, VA 22602

    ABSOLUTELY BEAUTIFUL AND SO MUCH ROOM! NEARLY EVERYTHING IS NEW! Remodeled, updated and freshly painted. Spacious 4-bedroom home with 3 full baths and a large one-car garage. On a private, wooded half-acre lot. In a mountain community near Winchester with a spring-fed pond, fishing, swimming, beach, pavilion and play ground. The living room, dining room and kitchen form an open great room. The

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    603 Panther Dr, Winchester, VA 22602
  • /7

    $2,800 per month

    • 4 Beds
    • 2.5 Baths
    • 1,940 Sq Ft
    • House for Rent

    2004 Taylor Grace Ct, Winchester, VA 22601

    New vinyl plank flooring, new paint throughout. Spacious house with abundant space in the basement and fenced backyard. Close to all amenities that the city offers.

    Minh-Thieng Le Levi Clarke, LLC

    2004 Taylor Grace Ct, Winchester, VA 22601
  • /34

    $2,895 per month

    • 3 Beds
    • 2.5 Baths
    • 2,256 Sq Ft
    • House for Rent

    224 Mill Race Dr, Winchester, VA 22602

    Available for rent now. New home offering a bright, open layout and modern finishes throughout. The main level features a welcoming foyer, dedicated home office, spacious living area with electric fireplace, and a dining space that opens to a covered, brick-paved patio through sliding glass doors. The kitchen is well-appointed with granite countertops, a large center island, tiled backsplash,

    Tino Peabody Peabody Real Estate LLC

    224 Mill Race Dr, Winchester, VA 22602
  • /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
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    $1,800 per month

    • 4 Beds
    • 2 Baths
    • 2,982 Sq Ft
    • House for Rent

    614 National Ave, Winchester, VA 22601

    Brick 2 story 4 bedroom 2 full bath house in the City of Winchester located near the post office, shopping and park! Features include wood floors in the living and dining room, bathroom with walk-in shower on the main level, carpet in the bedrooms, walk-up attic for 4th bedroom, washer/dryer and extra storage in the full, unfinished basement, paved driveway and small garage for additional

    Barbara Gaul Jim Barb Realty, Inc.

    614 National Ave, Winchester, VA 22601
  • /33

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,637 Sq Ft
    • House for Rent

    226 Munsee Cir, Winchester, VA 22602

    Discover modern living at its finest in this stunning 2025-built smart home located near the charming city of Winchester, VA. This beautifully designed residence features three spacious bedrooms and 2.5 elegantly appointed bathrooms, providing ample space for comfort and relaxation. Sync home with your smart device. The open-concept layout seamlessly integrates the living, dining, and kitchen

    Alain Gemond Davies Realty, Inc.

    226 Munsee Cir, Winchester, VA 22602
  • /10

    $1,950 per month

    • 3 Beds
    • 2 Baths
    • 1,178 Sq Ft
    • House for Rent

    2019 Senseny Rd, Winchester, VA 22602

    THIS IS THE ONE! GREAT Commuter Location! This incredibly renovated home to appreciate the owners commitment to detail & quality. Home shows extremely well. Lots of care and attention to detail. Ideally sited on large lot. Hardwood floors, ceramic baths, beautiful cabinets, floored attic for storage. JUST MOVE IN!

    Amy Emerson-Kerns Cambridge Premier Realty, LLC.

    2019 Senseny Rd, Winchester, VA 22602
  • /15

    $1,500 per month

    • 2 Beds
    • 1 Bath
    • 1,045 Sq Ft
    • House for Rent

    434 Fairmont Ave Unit 1, Winchester, VA 22601

    Come Checkout this First Floor 2 bedroom apartment. Home was renovated 2023, New Kitchen Cabinets, In house Laundry, Full Bath, Large Front Room & Dining Room. Off Street Parking Close to Downtown & Shopping

    Richard Kozlowski Long & Foster Real Estate, Inc.

    434 Fairmont Ave Unit 1, Winchester, VA 22601
  • /20

    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 1,298 Sq Ft
    • House for Rent

    239 McDonald Rd, Winchester, VA 22602

    Renovated Farmhouse for Rent West of Winchester! This nicely updated and well-maintained 3-bedroom, 2-bath farmhouse features a main-level primary suite, a welcoming white kitchen with stainless steel appliances and new granite countertops, and an open main-level layout with a spacious living room, dining area, second full bath, and a dedicated office/study with space for a mudroom.Set on one

    Rachael Duvall TTR Sotheby's International Realty

    239 McDonald Rd, Winchester, VA 22602
  • /41

    $3,000 per month

    • 4 Beds
    • 3 Baths
    • 2,658 Sq Ft
    • House for Rent

    557 Bellview Ave, Winchester, VA 22601

    Welcome to 557 Bellview Ave. A beautifully remodeled split-level home featuring 4 bedrooms, 3 bathrooms, 2 sunrooms, a deck and new patio with built-in firepit, overlooking Abram's creek. Back yard is equipped with an invisible fence, and landlord will consider pets on a case by case basis.

    Matthew Berry MarketPlace REALTY

    557 Bellview Ave, Winchester, VA 22601
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    $2,000 per month

    • 3 Beds
    • 1 Bath
    • 1,214 Sq Ft
    • House for Rent

    675 Berryville Ave, Winchester, VA 22601

    Quaint Winchester city home with off street parking, hardwood floors, spacious bedrooms, and near conveniences with swift access to Rt 7/I-81. Formal rooms, decent kitchen, backyard, porches and move in ready should put this one on your radar. RentSpree application required for all interested tenants.

    Dave Spence RE/MAX Roots

    675 Berryville Ave, Winchester, VA 22601
  • /13

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,823 Sq Ft
    • House for Rent

    1701 Brandon Dr, Winchester, VA 22601

    Great home in fantastic location., Walking distance to Handley. Nice fenced rear yard, great deck. Laundry on first level. Quartz counter top. Two Fireplaces not operational. Large finished room in basement. LOT of storage and shelving in unfinished portion of basement. Great building under deck for mowers and outside storage. Extremely convenient quiet street. Pets on case by case basis. All

    Jeff Webber Long & Foster Real Estate, Inc.

    1701 Brandon Dr, Winchester, VA 22601
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    $2,295 per month

    • 3 Beds
    • 2 Baths
    • 1,397 Sq Ft
    • House for Rent

    108 Senseny Glen Dr, Winchester, VA 22602

    3-bedroom, 2-bath brick-front rancher with a 2 car garage, covered front porch, rear deck, partially fenced rear yard and storage shed. The living room features a gas fireplace. Located near Jim Barnett Park and just minutes from downtown Winchester as well as shopping and schools. No smoking or vaping is allowed on the property. A small pet may be considered - restrictions apply as to number,

    Barbara Gaul Jim Barb Realty, Inc.

    108 Senseny Glen Dr, Winchester, VA 22602
  • /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
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    $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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    $2,900 per month

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

    224 Munsee Cir, Winchester, VA 22602

    This stunning new construction home in Abrams Pointe offers contemporary living with 5 spacious bedrooms and 4 full bathrooms. Completed in 2025, the open floor plan features an inviting combination dining/living area, a modern kitchen with an island, and a pantry, perfect for entertaining. Enjoy luxurious touches like walk-in closets, recessed lighting, and a walk-in shower in the master suite.

    Sridevi Miriyala Maram Realty, LLC

    224 Munsee Cir, Winchester, VA 22602
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    $2,900 per month

    • 5 Beds
    • 3 Baths
    • House for Rent

    220 Munsee Cir, Winchester, VA 22602

    Discover an exquisite opportunity to lease a brand-new contemporary residence in the prestigious Abrams Pointe community, available from November 4, 2025. This stunning 5-bedroom, 4-bathroom home boasts an open floor plan that seamlessly integrates the living, dining, and kitchen areas, perfect for entertaining. The gourmet kitchen features a spacious island, ENERGY STAR appliances, and a

    Sridevi Miriyala Maram Realty, LLC

    220 Munsee Cir, Winchester, VA 22602
  • /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
  • /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
  • /34

    $3,400 per month

    • 6 Beds
    • 4.5 Baths
    • 3,331 Sq Ft
    • House for Rent

    117 Manasquan Way, Winchester, VA 22602

    Welcome to Your Dream Rental – Brand New 6-Bedroom Home! Be the first to live in this stunning new construction single-family home, designed with modern living in mind. With 6 spacious bedrooms, 4 full bathrooms, a main floor office, and a fully finished walkout basement, this home offers the perfect blend of comfort, flexibility, and style. Bright, open-concept layout with abundant natural

    Thambi Gangadhar Gaja Associates Inc.

    117 Manasquan Way, Winchester, VA 22602
  • /57

    $2,800 per month

    • 4 Beds
    • 3.5 Baths
    • 3,829 Sq Ft
    • House for Rent

    114 Nassau Dr, Winchester, VA 22602

    ***730+ credit scores required for all tenants 18+ years with a recent, detailed credit report provided by potential tenant. W2's, background and job history to be checked. Security deposit and first month's rent due. No smoking, no pets, no exceptions. The RentSpree application link is attached to the listing. Available 10/1/25. PROPERTY ALSO FOR SALE MLS# VAFV2035682. Beautifully updated 4 bed,

    Sheila Pack RE/MAX Roots

    114 Nassau Dr, Winchester, VA 22602
  • /38

    $2,700 per month

    • 4 Beds
    • 2.5 Baths
    • House for Rent

    218 Munsee Cir, Winchester, VA 22602

    Charming Brand-New 4-Bedroom Home in Premier Winchester Community – Available for RentBedrooms: 4 | Bathrooms: 2.5 | Approx. 1,953 sq ft Welcome to your ideal rental home! Nestled in the desirable Retreat at Winding Creek community, this recently built (2025) single-family residence offers modern comfort, thoughtful design and excellent location. Interior HighlightsBright and open main

    Sreedhar Maram Maram Realty, LLC

    218 Munsee Cir, Winchester, VA 22602
  • /26

    $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
  • /19

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,826 Sq Ft
    • House for Rent

    200 Canyon Rd, Winchester, VA 22602

    A commuters dream with easy access to RT 7 and I-81 . Enjoy the comfort and convenience of this one level ranch home. Freshly painted interior, newer carpet in bedrooms,. Spacious kitchen w eating area, easy access to back yard with deck for cookouts and relaxing Living room w lots of natural light Primary bedroom has walk in closet and private bath w double vanities. Owner requires good rental

    Carolyn Waymack Crum Realty, Inc.

    200 Canyon Rd, Winchester, VA 22602
  • /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
  • /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
  • /39

    $2,800 per month

    • 5 Beds
    • 3.5 Baths
    • 2,700 Sq Ft
    • House for Rent

    108 Thornton Way, Winchester, VA 22602

    Ready to move in 1st week of Feb 2026, Showing by appointment only. Tenant occupied now. Senseny Village is a beautiful new master planned community in Winchester, VA, offering new townhomes and single-family homes in the scenic Shenandoah Valley. This 2 year like new Charleston model w/ three-story single family home is optimized for gracious living. Situated off the foyer is a flex room ideal

    Melissa Zhong BMI REALTORS INC.

    108 Thornton Way, Winchester, VA 22602
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