Winchester, VA Homes for Rent under $2,000

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  $1,000 per month

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

  311 Yale Dr, Winchester, VA 22602

  Efficiency apartment located in the basement level of single family home. Enjoy the convenience of a location with easy access to Shenandoah University and Rt 50 or 7 commuter routes just minutes away from downtown Winchester. This cozy studio has a spacious bathroom with walk in shower, kitchen with plenty of space for a dining table and a large bedroom / living area. Utilities are an additional

  Meghan Pachas MAP Property Solutions, LLC.

  311 Yale Dr, Winchester, VA 22602
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  $1,525 - $1,810 plus fees

  CEDAR HILL APARTMENTS

  2 - 3 Beds

  2250 Sofia Way, Winchester, VA 22601

  Cedar Hill Apartments offers well-appointed accommodations located in a convenient and relaxing environment. Only minutes away from Route 37, Route 11, and Jubal Early Drive, Cedar Hill apartments offers its tenants easy access to the Winchester Medical Center, Shenandoah University, loads of shopping and restaurants. Interior features include vaulted ceilings, gas fireplace, wood vanity

  2250 Sofia Way, Winchester, VA 22601
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  $1,500 per month

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

  2 E Germain St, Winchester, VA 22601

  Location! Walking distance from downtown walking mall and public transportation. 2 bedroom 1 bath apartment with hardwood flooring throughout living room and bedrooms. Property features a front porch, wash/dryer hookup and off street parking. Yard maintenance is included in rent. Requirements to qualify: 1) Minium annual household income $67K, 2) Good credit, and 3) Good landlord reference. $47

  Courtney Spaid Crum Realty, Inc.

  2 E Germain St, Winchester, VA 22601
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  $1,407 - $1,810 plus fees

  Peppertree VA

  1 - 3 Beds

  221 Peppertree Ln, Winchester, VA 22601

  Tastefully designed 1, 2 and 3 bedroom floor plans and richly landscaped surroundings make for a welcome sight to call your home. Located in the heart of Winchester, Peppertree offers the conveniences of city living in a park-like setting. Peppertree is in close proximity to shopping, restaurants, schools and Winchester Medical Center.

  221 Peppertree Ln, Winchester, VA 22601
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  $1,795 per month

  • 3 Beds
  • 2 Baths
  • 1,004 Sq Ft
  • Townhouse for Rent

  107 Longstreet Ave, Winchester, VA 22603

  Welcome to this recently completely renovated duplex unit in Winchester. Excellent location for commuters close to route 7 and I-81 as well as all the shopping in the area. This 3 Bedroom 2 Bath home has newer flooring throughout, newer paint. Updated kitchen and much more. Large backyard completely fenced in! Pets are welcome, there are certain breed restrictions for dogs, $250 pet deposit per

  Jarrett Sowder RE/MAX Roots

  107 Longstreet Ave, Winchester, VA 22603
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  $1,440 - $1,695 plus fees

  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
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  $1,400 per month

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

  44 S Loudoun St Unit 9, Winchester, VA 22601

  Charming 1 bedroom, 1 bathroom apartment located on the Historic Downtown walking mall, with access to all of the Shops, restaurants, museums, and more right out the front door! Just minutes from Shenandoah University, Apple Blossom Mall, and Winchester Medical Center. Parking for each unit.

  Brock Harris Samson Properties

  44 S Loudoun St Unit 9, Winchester, VA 22601
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  /17

  $1,800 plus fees

  • 2 Beds
  • 2 Baths
  • Condo for Rent

  136 Brookland Ct Unit 8, Winchester, VA 22602

  Property Id: 2238045This beautifully, newly remodeled condo features two large bedrooms, two full bathrooms, all new appliances, gorgeous quartz countertops, new lighting, updated plumbing fixtures, stunning laminate vinyl planking throughout and in-unit washer and dryer. This quiet second floor unit also includes a newly installed fireplace as well as a cozy deck that make perfect places

  136 Brookland Ct Unit 8, Winchester, VA 22602
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  $1,595 per month

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

  28 E Pall Mall St, Winchester, VA 22601

  Welcome to 28 E Pall Mall Street, a charming rental located just minutes from the vibrant Old Town Winchester area. This well-maintained home offers the perfect blend of comfort, convenience, and historic charm. Step inside to find spacious living areas filled with natural light, comfortable bedrooms, and a functional layout ideal for everyday living. The home features a bright kitchen with

  tiffany pollard Coldwell Banker Elite

  28 E Pall Mall St, Winchester, VA 22601
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  $1,600 plus fees

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • House for Rent

  208 Potomak Trail, Winchester, VA 22602

  Property Id: 2412212Enjoy the best of ShawneeLand in this beautifully remodeled 2 bedroom, 1 bath home. Located just a short stroll from the beach, this home features two large decks -- perfect for morning coffee or Summer sunsets.The Highlights:Fully Updated with Modern Finishes: Brand new windows, doors, and appliances.Stylish, durable vinyl flooring throughout (no

  208 Potomak Trail, Winchester, VA 22602
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  $1,650 per month

  • 2 Beds
  • 1.5 Baths
  • 1,047 Sq Ft
  • Townhouse for Rent

  1105 Franklin St Unit 1105, Winchester, VA 22601

  2 levels TOWNHOUSE, 2 bathrooms and 2 bedroom with large walking closet, large living room and Eat in kitchen with new Laundry set, near I-81,Rt-70, Rt 50 and medical college, hospital, Amazon & many auto warehouses, TREK & many industrial companies, also 35 minutes to one hour drive for many NOVA SUBURB like Leesburg, Dulles airport, DC Metro, Tyson’s corner and Charleston casino and near by

  Ram Beladia First American Real Estate

  1105 Franklin St Unit 1105, Winchester, VA 22601
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  $1,700 total monthly price

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

  342 Fairmont Ave Apt Unit Comfortable In-Towner, Winchester, VA 22601

  COMPLETELY FURNISHED RENTAL.Perfect for traveling professionals or students or those renovating or selling a home and are in limbo until the new home is ready. Cozy and stylish one bedroom apartment in the heart of downtown, historic Winchester. This completely furnished apartment has everything you need for a short or extended stay. Linens, pots, pans, plates, glasses, utensils,

  342 Fairmont Ave Apt Unit Comfortable In-Towner, Winchester, VA 22601
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  $1,635 per month

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

  105 Little River Dr, Winchester, VA 22602

  Amazing 2 bedroom, 1 bathroom townhouse in Winchester. Amenities included: awesome rear deck, central heat, dishwasher, hardwood floors, stainless steel appliances, granite countertops and updated kitchen, updated bathroom, storage, washer dryer, yard, and parking. Pets are considered on a case by case basis. Non refundable deposit and additional monthly rent required. No smokers, good credit a

  Richard Butcher Coldwell Banker Premier

  105 Little River Dr, Winchester, VA 22602
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  $1,200 total monthly price

  • 1 Bed
  • 1.5 Baths
  • 900 Sq Ft
  • Condo for Rent

  25 W Boscawen St Unit 3, Winchester, VA 22601

  Located in beautiful downtown Winchester!Unit comes with upgraded electronic code locks for easy, keyless entry. Unit has 2 large bedrooms, each with a private bathroom, living room and kitchen, with laundry in-unit! Can be configured as a 2 bedroom or a 1 bed with a large home office!

  25 W Boscawen St Unit 3, Winchester, VA 22601
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  $1,650 per month

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

  26 A Jackson Ave, Winchester, VA 22601

  Newly remodeled 2 bed 1.5 bath duplex unit in Winchester City! Fully fenced private backyard (fence currently being updated) and ample parking (4 spots per unit). LVP flooring, quartz countertops, stainless steel appliances and in-unit laundry! Conveniently located near old towne Winchester, shopping, Rutherford Crossing, I81 and highway 7. Tour this charming, updated rental unit today!

  Holly Graham Realty ONE Group Old Towne

  26 A Jackson Ave, Winchester, VA 22601
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  $1,975 total monthly price

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

  342 Fairmont Ave Unit 3, Winchester, VA 22601

  Gorgeous, large, fully furnished two bedroom apartment.Amazing location in beautiful well-established neighborhood. Just two short walking blocks to the Old Town Winchester pedestrian mall with shops, restaurants, cafes and entertainment.Located inside an 1840s hstoric house, this two bedroom apartment features original hardwood floors, high ceilings, crown molding, large windows,

  342 Fairmont Ave Unit 3, Winchester, VA 22601
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  $1,498 per month

  • 1,142 Sq Ft
  • Townhouse for Rent

  1016 Franklin St Unit 3, Winchester, VA 22601

  Beautiful Renovated 2 level Townhome, 2 master suites, 1& 1/2 bathroom with main level kitchen, dining and living room with large front and backyard with easy from parking, very good Rental price for two level , Completely Renovated, close to beautiful downtown and VRE rail station less than a mile, Winchester, off the I-81,exit 315. close to Blossom mall, City hospital, college, amazon

  Ram Beladia First American Real Estate

  1016 Franklin St Unit 3, Winchester, VA 22601
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  $2,000 total monthly price

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

  130 Montague Ave, Winchester, VA 22601

  Cute brick two bedroom one bathroom house with family room, dining room, kitchen and additional unfinished attic space for storage. There is a fenced in backyard with patio and shed. Off street parking. Shared washer dryer with basement tenant. Utilities included. No pets, No smoking. $2000/month. Available 4/1. First months rent plus $2000 deposit required

  130 Montague Ave, Winchester, VA 22601
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  $1,595 per month

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

  205 Little River Dr, Winchester, VA 22602

  Cute 2 Bedroom, 1.5 Bath townhome with fenced backyard. Pets considered on case by case basis with additional pet deposit/addendum. Home requires Window a/c units. Dishwasher does not work, owner will not be replacing or repairing but tenants are welcome to do so at their expense. Washer/dryer are "as is"

  Steve DuBrueler Coldwell Banker Premier

  205 Little River Dr, Winchester, VA 22602
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  $2,000 total monthly price

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

  130 Montague Ave, Winchester, VA 22601

  Cute brick two bedroom one bathroom house with family room, dining room, kitchen and additional unfinished attic space for storage. There is a fenced in backyard with patio and shed. Off street parking. Shared washer dryer with basement tenant. Utilities included. No pets, No smoking. $2000/month. Available 4/1. First months rent plus $2000 deposit required

  130 Montague Ave, Winchester, VA 22601
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  $1,750 per month

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • House for Rent

  508 Dunlap St, Winchester, VA 22601

  Perfect 3-bedroom rental, ready for immediate occupancy! Very clean, granite countertops, with hardwood floors, full kitchen, laundry area and great backyard perfect for picnicking! Applicants MUST have good credit with score above 650. 1st Month +Security Deposit+ Last month rent required. SMALL pets permitted on a case by case basis with nonrefundable deposit and additional monthly rent. No

  Richard Butcher Coldwell Banker Premier

  508 Dunlap St, Winchester, VA 22601
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  $1,500 total monthly price

  • 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 Winchester. Walking distance from the Old Town Winchester pedestrian mall with shops, restaurants, cafes and entertainment and the beautiful Handley library.Huge Two bedroom 1.5 bath Apartment with beautiful details located in the bottom two levels of a four story house built in the early 1890s. This is a

  127-A Peyton St, Winchester, VA 22601
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  $1,475 per month

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

  104 Waterford Ln, Winchester, VA 22602

  Located near Route 7 & 50 and I-81 & 66, shopping, schools and parks is this 2 bedroom, 1 bath townhouse with fenced backyard and 2 assigned parking spaces. Newly painted interior, hardwood floors, ss appliances, updated cabinets and counters. A small pet may be considered on a case-by-case basis. No smoking/vaping permitted. Tenant is responsible for all utilities and must provide renters

  Barbara Gaul Jim Barb Realty, Inc.

  104 Waterford Ln, Winchester, VA 22602
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  $1,725 total monthly price

  • 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
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  $1,575 per month

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

  335 N North Pleasant Valley Rd, Winchester, VA 22601

  $100. off for first three months with move-in by April 15! Beautifully renovated townhouse offering two large bedrooms PLUS a sun-drenched den and one fully updated bathroom. The entire home underwent a $100,000 renovation in 2022, featuring hardwood floors throughout, spacious living and dining areas, and a generous kitchen with pantry. Additional highlights include a large unfinished basement

  Amy Emerson-Kerns Cambridge Premier Realty, LLC.

  335 N North Pleasant Valley Rd, Winchester, VA 22601
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  $1,500 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,010 Sq Ft
  • Townhouse for Rent

  366 Valley Mill Rd, Winchester, VA 22602

  The updates to the bathroom, outdoor deck, floors and wall paint throughout are being finished at the townhome and photos will be coming ASAP. Move in ready on December 1, 2022.

  366 Valley Mill Rd, Winchester, VA 22602
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  $2,000 per month

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

  101 W Whitlock Ave, Winchester, VA 22601

  Nestled in the charming Whitlock Avenue neighborhood, this delightful Colonial-style home offers a perfect blend of comfort and modern living. Built in 1950, this detached residence features four spacious bedrooms and a full bathroom, making it an ideal retreat for those seeking a cozy yet functional space. Step inside to discover beautiful hardwood floors that flow throughout the main living

  Brandon Pifer Pifer Realty, LLC

  101 W Whitlock Ave, Winchester, VA 22601
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  $1,300 total monthly price

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

  11 E Pall Mall St, Winchester, VA 22601

  JUST RENNOVATED, ALL NEW 2 Bed 1 Bath DUPLEX APARTMENT NOW AVALIABLE FOR TOURING! Available for move in July 15th.High end features you'd expect in brand new homes, all in an affordable and quaint package! Brand new appliances throughout along with ALL NEW fixtures and LED Lighting! Freshly painted with gorgeous Vinyl flooring throughout the house! Fenced, private back

  11 E Pall Mall St, Winchester, VA 22601
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  $1,499 per month

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

  3107 Shawnee Dr Unit 11, Winchester, VA 22601

  *** NOW ACCPETING PETS ON CASE BY CASE BASIS***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

  Steve DuBrueler Coldwell Banker Premier

  3107 Shawnee Dr Unit 11, 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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  $1,300 per month

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

  208 W Boscawen St Unit 12, Winchester, VA 22601

  This apartment is conveniently located to downtown Winchester. Coin Op Washer & Dryer on the main level. Rear deck access. Water & Sewer, weekly trash service and monthly pest treatment included in rent. Cat considered, no dogs. Minimum credit score of 650 and income equaled to 3X the rent required to apply. No Prior evictions.

  Marisa Varley ERA Oakcrest Realty, Inc.

  208 W Boscawen St Unit 12, Winchester, VA 22601
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  $1,650 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
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  $1,995 per month

  • 3 Beds
  • 2 Baths
  • 1,078 Sq Ft
  • House for Rent

  214 N East Ln, Winchester, VA 22601

  Charming Renovated Home with Abundant Storage in Winchester! Welcome to 214 N East Ln, where modern updates meet classic charm! This recently renovated home is ready to impress with its fresh upgrades and functional layout. Step inside to discover a bright and inviting interior featuring sleek finishes, updated flooring, and contemporary fixtures throughout. Storage is no problem here! With ample

  tiffany pollard Coldwell Banker Elite

  214 N East Ln, Winchester, VA 22601
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  $1,599 per month

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

  3107 Shawnee Dr Unit 7, Winchester, VA 22601

  NOW ACCEPTING PETS ON A CASE BY CASE BASIS!!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

  Steve DuBrueler Coldwell Banker Premier

  3107 Shawnee Dr Unit 7, Winchester, VA 22601
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  $1,595 per month

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

  202 E Whitlock Ave, Winchester, VA 22601

  Experience the charm of this beautifully renovated end-of-row townhouse in the heart of the City of Winchester, available for lease starting November 19, 2025. This residence, originally built in 1956, will undergo a major renovation, ensuring modern luxury meets classic elegance. With three spacious bedrooms and a full bath, this home is designed for comfort and style. The partially finished

  Brandon Pifer Pifer Realty, LLC

  202 E Whitlock Ave, 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
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  /13

  $1,650 per month

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

  5 Brookland Ct, Winchester, VA 22602

  Well maintained 2 bedroom 2 bath unit on 2nd floor. Gas fireplace and private balcony. Ready for move in. Landlord requires Minimum credit score of 700 and income of 3X the rent. Pets are welcome case by case. No prior evictions. Apply online using RentSpree link. All adults over 18 must apply $35 application fee per applicant.

  Hushai Mesfin Samson Properties

  5 Brookland Ct, Winchester, VA 22602
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  $850 per month

  • 2 Beds
  • 1 Bath
  • 1,680 Sq Ft
  • House for Rent

  1122 Woodland Ave, Winchester, VA 22601

  Remodeled 2 bedroom duplex, convenient to Rt. 7, hardwood/vinyl floors, stove and refrigerator, has a new mini-split system with heat/AC on both floors, washer and dryer hookup, nice back yard, credit score 650+, no suits, judgments or collections, application in one person's name

  James Golladay Crum Realty, Inc.

  1122 Woodland Ave, Winchester, VA 22601
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  /2

  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  619 S Cameron St Unit 1, 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.

  Brock Harris Samson Properties

  619 S Cameron St Unit 1, Winchester, VA 22601
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  $2,000 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.

  Brock Harris Samson Properties

  619 S Cameron St Unit 2, Winchester, VA 22601

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