Winchester, VA Homes for Rent under $2,000

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  /19

  $1,800 Per Month

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

  111 Barrington Ln, Winchester, VA 22601

  Contact showing contact(owner) for showings and questions. Beautiful 2-Bedroom Townhome for Rent in Winchester, VA $1,800 This fully remodeled 2-bedroom, 1.5-bathroom home in Huntington Meadows Winchester, VA, is ready for you! Featuring a fenced-in backyard, it's perfect for relaxing or entertaining. Inside, enjoy modern updates throughout, including stylish finishes and a fresh, contemporary

  Sergio Vitela EXP Realty, LLC

  111 Barrington Ln, Winchester, VA 22601
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  /14

  $1,500

  Total Monthly Price

  • Studio
  • 1 Bath
  • 850 Sq Ft
  • August Only: Submit your application this month and pay a reduced application fee of just $32.Cha...

  505 N Cameron St, Winchester, VA 22601

  Beautifully renovated ground level unit in a classic 1920s home offering the perfect blend of historic charm and modern finishes. This bright and inviting apartment features high ceilings, abundant natural light, and updated appliances throughout, including a private washer and dryer, dishwasher, refrigerator, and garbage disposal.The spacious bathroom offers a full tub and shower

  505 N Cameron St, Winchester, VA 22601
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  /13

  $2,000 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. These units can be rented weekly also

  Meridee Powars Link Realty Services LLC

  2971 Valley Ave, Winchester, VA 22601
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  /50

  $1,425

  Total Monthly Price

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

  2533 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

  2533 Bradford Ct, Winchester, VA 22601
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  /15

  $1,350 Per Month

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

  204 E Whitlock Ave, Winchester, VA 22601

  Conveniently located near Downtown Winchester, Shenandoah University, shopping, restaurants, and other everyday amenities, this well-maintained 2-bedroom, 1-bath townhome offers comfortable living with plenty of functional space. The main and upper levels feature hardwood flooring, while the updated eat-in kitchen has durable vinyl flooring. Exceptional closet space throughout the home provides

  Meghan Pachas MAP Property Solutions, LLC.

  204 E Whitlock Ave, Winchester, VA 22601
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  /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
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  /11

  $1,950 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • House for Rent

  210 Summit Ave, Winchester, VA 22601

  3 Bed/1.5 Bath colonial with a fenced backyard, a storage shed, & a carport. Pets are allowed on a case-by-case basis with pet deposit of $500. ***625+ credit scores required for all tenants 18+ years. Security deposit and first month's rent due. No smoking, no exceptions. Unit available 9/5/26. Rent Spree application attached to this listing.

  Sheila Pack RE/MAX Roots

  210 Summit Ave, Winchester, VA 22601
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  /26

  $1,625

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft
  • House for Rent

  129 Brookland Terrace, Winchester, VA 22602

  Welcome home to this spacious 2-bedroom, 2-bathroom condo located in the desirable Park Place community. Conveniently situated near Route 7 and I-81, you'll enjoy easy access to shopping, restaurants, pharmacies, and everyday conveniences, with a community playground located just across the parking lot.Inside, you'll find an open and inviting floor plan featuring vaulted ceilings,

  129 Brookland Terrace, Winchester, VA 22602
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  $1,550 Per Month

  • 2 Beds
  • 1.5 Baths
  • 5,504 Sq Ft
  • Townhouse for Rent

  527 Gray Ave Unit 1, Winchester, VA 22601

  Renovated townhouse end unit in the heart of Winchester. Rent includes water, sewer, exterior maintenance and lawn care. Unit ready for immediate move in. Washer/ Dryer hook ups available in unit. Owner looking for a credit score of 650 or above. Pets allowed for a monthly fee.

  Joshua Jenkins Samson Properties

  527 Gray Ave Unit 1, Winchester, VA 22601
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  /12

  $1,150

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  22 Peyton St Unit 3, Winchester, VA 22601

  Spacious 2 bedroom 1 bath 2nd floor apartment ready for occupancy! No smoking no animals please. $50 application fee per person, NVAR or VAR rental application ok or can apply thru listers website. Water/sewer/trash included. Tenant pays electric. Max 3 person occupancy.

  22 Peyton St Unit 3, Winchester, VA 22601
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  $1,499 Per Month

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

  1016 Franklin St Unit 5, Winchester, VA 22601

  Beautiful 2 level END Unit Townhome, Cement concrete Long Driveway, Reasonable Rental price , Completely Renovated, close to I-81 exit 315 Rt.7 , walking distance to shopping center and downtown 1 mile, Near Exit 215 of I-81, Rt-7, community is near major highway, Beautiful downtown and blossom mall, school bus stop front of the house and long driveway with private parking and management takes

  Ram Beladia First American Real Estate

  1016 Franklin St Unit 5, Winchester, VA 22601
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  /8

  $1,395

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 1,115 Sq Ft
  • Townhouse for Rent

  305 S Kent St, Winchester, VA 22601

  Pictures coming soon Great historic duplex with 2 bedrooms 1 bath, large rooms, a bonus room, warm gas heat, partial unfinished basement and a deck with a small yard all in the heart of downtown Winchester. Walk to take in all the rich history Winchester has to offer, The Handley Library, museums, the walking mall and all the great shops, cafes, pubs. Gas heat, water split with 307 2

  305 S Kent St, Winchester, VA 22601
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  /10

  $1,500 Per Month

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

  443 Millwood Ave Unit 3, 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 3, Winchester, VA 22601
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  /15

  $1,495

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft
  • Townhouse for Rent

  502 N Loudoun St, Winchester, VA 22601

  2 Bedroom 1 BathGreat downtown location! Close enough to indulge in all they hustle and bustle Downtown Winchester is loved for but tucked away on a quiet street so you can just sit and relax on the porch or enjoy the spacious back yard. Gas hot water heater and furnace- water/sewer split and cats welcome with approval and additional fees. 2 Bedroom 1 Bath

  502 N Loudoun St, Winchester, VA 22601
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  $1,800 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Townhouse for Rent

  311 Willowbrook Ct, Winchester, VA 22602

  ELEGANT AND COMMUTER CONVENIENT to Rt. 7 and I-81, shopping and services. Beautifully maintained and move-in ready townhouse east of Winchester with 2 bedrooms and 1 1/2 baths. Nearby playground and gazebo. Living room with hardwood floors. Well-appointed kitchen with granite countertops, stainless steel appliances and vinyl tile floor. Main-floor laundry off the kitchen with washer and dryer.

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  311 Willowbrook Ct, Winchester, VA 22602
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  /23

  $1,500

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • House for Rent

  308 Gainesboro Rd, Winchester, VA 22603

  Well/septic max occupancy 4 people. Yard for the rental is within the stone fencing. No smoking, prefer no pets but will consider cat with good application. No dogs. All hardwood floors throughout.

  308 Gainesboro Rd, Winchester, VA 22603
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  $1,300 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
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  $1,995

  Total Monthly Price

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

  2253 Papermill Rd, Winchester, VA 22601

  Modern Luxury Meets Ultimate Convenience! Welcome to this sophisticated 2BR/2BA main-level apartment for a premium living experience. The heart of the home is a stunning, open-concept chef’s kitchen featuring crisp white cabinetry, elegant white quartz countertops, and a massive kitchen island.Designed for effortless living, the entire unit is situated on a single level (no stairs!), including

  2253 Papermill Rd, Winchester, VA 22601
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  $995 Per Month

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

  1816 Valley Ave Unit 2, Winchester, VA 22601

  We are okay with Short term or Yearly lease.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. $1040 per Month or $280 per Week On-site Laundromat, WIFI and Camera Monitoring.

  Raj Patel Ikon Realty - Ashburn

  1816 Valley Ave Unit 2, Winchester, VA 22601
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  $1,425

  Total Monthly Price

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

  2549 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

  2549 Bradford Ct, Winchester, VA 22601
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  $1,695 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Townhouse for Rent

  107 Parkside Dr, Winchester, VA 22602

  Welcome to 107 Parkside Drive, a fantastic 3-level, 2-bedroom, 2-bathroom rental home in Winchester, VA! Stepping into the main level, you'll find an inviting living space that flows seamlessly into a fully equipped kitchen. The kitchen features everything you need for easy meal prep and cleanup, including a refrigerator, microwave, a stove/range, a dishwasher, and a garbage disposal. Heading to

  Raman Singh Prime Properties DMV, LLC.

  107 Parkside Dr, Winchester, VA 22602
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  /15

  $1,395

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  1001 S Cameron St, Winchester, VA 22601

  •Built in 1930. ••3 Bedroom - 1 Bath Duplex. ••Convenient in-town location. Close to Valley Ave, Pleasant Valley Rd., Rt.522 S. and I-81. ••Refrigerator / Stove. • •Hardwood floors / Vinyl in kitchen and bath ••Gas Furnace Heat. / No AC ••Dirt Floor Cellar• •On Street Parking. ••Quarterly Preventive Pest Service. ••Sorry No Pets•• Tenant

  1001 S Cameron St, Winchester, VA 22601
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  /19

  $1,500 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,106 Sq Ft
  • Townhouse for Rent

  544 Allston Cir, Winchester, VA 22601

  NO PETS. 2bedroom 1.5 bath townhouse located minutes to shops and dining in Winchester. Central heating and AC. Large primary bedroom. Unfinished walkout basement. Requirements: (1) Minium household annual income $67k, (2) Good Credit, (3) Good Landlord Reference. $47 application fee per applicant. Contact listing agent for application

  Courtney Spaid Crum Realty, Inc.

  544 Allston Cir, Winchester, VA 22601
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  /10

  $1,895

  Total Monthly Price

  • 3 Beds
  • 2.5 Baths
  • 1,308 Sq Ft
  • Townhouse for Rent

  304 Emily Ln, Winchester, VA 22602

  Wonderful townhome on the eastern part of Frederick County near route 7. Fresh paint, new upgraded flooring, carpet, and large deck in rear! Private extra FULL bathroom in primary bedroom upstairs. Two FULL baths will make morning routines much better for all! Newer carpet and flooring. Home is ready for Loving tenants. Washer Dryer are not guaranteed or warranted

  304 Emily Ln, Winchester, VA 22602
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  $1,250 Per Month

  • 1 Bed
  • 1 Bath
  • 660 Sq Ft
  • Townhouse for Rent

  300 National Ave, Winchester, VA 22601

  Such a charming 1 bed, 1 bath, recently remodeled home. Located on the edge of Old Towne Winchester within walking distance to restaurants, bars and shops. You'll find a brand new, modern kitchen, brand new laminate flooring, brand new carpet, fresh paint, a new washer and dryer and exposed brick inside plus a large backyard with mature trees just waiting for your patio furniture. Available for

  Holly Graham Realty ONE Group Old Towne

  300 National Ave, Winchester, VA 22601
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  /2

  $1,695

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Townhouse for Rent

  668 Virginia Ave, Winchester, VA 22601

  Pictures coming soon, *photo of similar unit*Beautiful 3 Bedroom 1 Bath townhouse in the perfect LOCATION!!! So close to rt7, and I81 and still within walking distance to all the small town charm Winchester is known for. This townhouse has beautiful hardwood floors throughout, large rooms, a full unfinished basement with washer and dryer hook ups and so much more. It is an end unit and has

  668 Virginia Ave, Winchester, VA 22601
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  $1,600 Per Month

  • 2 Beds
  • 1.5 Baths
  • 2,202 Sq Ft
  • Townhouse for Rent

  235 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 Millwood Ave, Winchester, VA 22601
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  $1,350 Per Month

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

  4 W Cork St Unit 1, Winchester, VA 22601

  Welcome to Apt. 1 at 4 W. Cork Street, a beautifully located residence in the heart of historic downtown Winchester. This inviting apartment offers the perfect blend of character, convenience, and city living. Enjoy easy access to local restaurants, coffee shops, boutiques, entertainment, and the vibrant Old Town walking mall—all just steps from your front door.

  Patrick Slate Keller Williams Realty

  4 W Cork St Unit 1, Winchester, VA 22601
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  $1,350 Per Month

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

  220 E Whitlock Ave, Winchester, VA 22601

  Conveniently located near Downtown Winchester, Shenandoah University, shopping, restaurants, and other everyday amenities, this well-maintained 2-bedroom, 1-bath townhome offers comfortable living with plenty of functional space. The main and upper levels feature hardwood flooring, while the eat-in kitchen has durable vinyl flooring. Exceptional closet space throughout the home provides abundant

  Meghan Pachas MAP Property Solutions, LLC.

  220 E Whitlock Ave, Winchester, VA 22601
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  /21

  $1,350 Per Month

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

  116 N Indian Aly Unit 102, Winchester, VA 22601

  Live, work, and play in the heart of Historic Downtown Winchester! Be the first to enjoy this beautifully renovated lower-level 1-bedroom, 1-bathroom apartment, ideally located on Indian Alley directly across from the Braddock Street Parking Garage and just steps from the Old Town Walking Mall's shops, restaurants, breweries, and entertainment. Freshly updated throughout, this apartment features

  Chris Roszko Colony Realty

  116 N Indian Aly Unit 102, Winchester, VA 22601
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  /9

  $1,750 Per Month

  • 3 Beds
  • 1 Bath
  • 1,021 Sq Ft
  • House for Rent

  1112 Opequon Ave, Winchester, VA 22601

  Great home close to city park and recreation, Shenandoah University, gas station, post office, restaurants... This house is being freshly painted and ready for the new tenant. No smoking/vaping at the property. Required: tenant(s) to have 660+ credit score, job stability, tenant's monthly income equal to 4+ times the amount of monthly rent, RentSpree application required.

  Elcy Pereira Elcy & Co. Realty, LLC.

  1112 Opequon Ave, Winchester, VA 22601
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  $1,500 Per Month

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

  222 Waterford Ln, Winchester, VA 22602

  Please call first lister to schedule a showing. Pets on a case by case basis. Strong credit and income are important . $42 to process Application. Cash or money order made out to Crum Realty Inc. All Fresh interior paint thru-out. Cleaned and move in ready ! Enjoy the. Convenience of being minutes from Rt, 7 and I-81. Close to historic downtown Winchester

  Carolyn Waymack Crum Realty, Inc.

  222 Waterford Ln, Winchester, VA 22602
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  $1,600 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,240 Sq Ft
  • Townhouse for Rent

  127 Copperfield Ln, Winchester, VA 22602

  Fresh interior paint, spacious rooms, great closet spaceThe water bill is included in the HOA is which the owner pays for. Tenant is responsible for lawn, maintenance 2 assigned parking spaces Owner is a licensed agent in Virginia Credit and income are important $42 to process an app cash or money orders made out to Crum Realty Inc Small dog considered w strong app

  Carolyn Waymack Crum Realty, Inc.

  127 Copperfield Ln, Winchester, VA 22602
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  $1,800 Per Month

  • 2 Beds
  • 2 Baths
  • 1,382 Sq Ft
  • House for Rent

  31 E Germain St, Winchester, VA 22601

  Nestled in the heart of Winchester City’s Historic District and walkable to shops and restaurants, this charming 2-bedroom, 2-bathroom gem is a rare find! The large front porch has great curb appeal and is the perfect place for outdoor lounging. The home is filled with natural light that illuminates the clean white walls and warm hardwood flooring. The living room flows into the dedicated dining

  Rachel Olsen Keller Williams Realty

  31 E Germain St, Winchester, VA 22601
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  $1,150 Per Month

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

  29 W Leicester St, Winchester, VA 22601

  This one-bedroom, one-bath apartment offers an convenient place to call home. Located within walking distance of the Walking Mall and just a 10-minute drive to Winchester Medical Center, it provides easy access to shopping and dining. Requirements: 1) $51k, 2) Good credit, 3) Good landlord reference. Contact listing agent for application

  Courtney Spaid Crum Realty, Inc.

  29 W Leicester St, Winchester, VA 22601
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  $1,850 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,374 Sq Ft
  • Townhouse for Rent

  328 Tudor Dr, Winchester, VA 22603

  Well-maintained interior townhouse featuring 2 bedrooms and 2.5 bathrooms. This home offers a functional floor plan with spacious living areas, an abundance of natural light, and a convenient half bath on the main level. The unfinished basement provides plenty of storage space or the opportunity to create additional living space to suit your needs. Located in a desirable community with easy

  Joseph Clotzman Cambridge Premier Realty, LLC.

  328 Tudor Dr, Winchester, VA 22603
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  /10

  $1,550 Per Month

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

  302 N Cameron St Unit 203, Winchester, VA 22601

  ALL UTILITIES INCLUDED IN RENT!! Move in ready 8/01/2026! Downtown 1bedroom, 1 bath apartment within 2 blocks of the downtown walking mall. All utilities are provided (electric, water, sewer, internet and satellite TV) move in an enjoy the location of historic downtown Winchester living. Walk to breweries, restaurants and entertainment. Dogs allowed on a case by case basis with additional pet

  Curtis Siever NextHome Realty Select

  302 N Cameron St Unit 203, Winchester, VA 22601
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  /2

  $1,575 Per Month

  • 2 Beds
  • 2 Baths
  • 910 Sq Ft
  • Townhouse for Rent

  26 E Pall Mall St, Winchester, VA 22601

  JUST LISTED - PHOTOS COMING SOON. Discover the charm of this beautifully renovated townhome, set to impress with major updates completed in 2024. This inviting residence features 2 bedrooms and 2 modern bathrooms, perfect for comfortable living. The cozy kitchen boasts granite countertops with stainless steel appliances, including a built-in microwave, dishwasher, and electric oven/range, making

  Shane Price Long & Foster Real Estate, Inc.

  26 E Pall Mall St, Winchester, VA 22601
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  /20

  $1,700 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,240 Sq Ft
  • Townhouse for Rent

  104 Eastside Ln, Winchester, VA 22602

  Interior unit townhome features 1,240 square feet of living space with 2 master suites, 2.5 bathrooms and an unfinished walkout basement. Conveniently located near commuter roads (right by the intersection of routes 7 and 81), shopping, schools and more. Prospective tenants with stable job, credit score 660+ and good rental history are encouraged to apply. No smoking at the premisses. No pets.

  Elcy Pereira Elcy & Co. Realty, LLC.

  104 Eastside Ln, Winchester, VA 22602
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  $1,850 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,240 Sq Ft
  • Townhouse for Rent

  206 Weathervane Dr, Winchester, VA 22602

  You'll love coming home to this conveniently located end-townhome w/rear-load garage. Community features open spaces, tot lots and community pool. New carpet. Clean and ready for you to move right in. Main level with spacious eat-in kitchen with sgd opening to the deck as well as pantry, and huge family/living room. Upstairs 3 bedrooms and full bath. **No smoking. Pets considered case-by-case.

  Suzanne Serene Pearson Smith Realty, LLC

  206 Weathervane Dr, Winchester, VA 22602

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