Winchester County, VA Homes for Rent

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  $2,450 per month

  • 3 Beds
  • 3.5 Baths
  • 2,163 Sq Ft
  • Townhouse for Rent

  210 E Piccadilly St, Winchester, VA 22601

  Welcome to Piccadilly Circle, a newly developed luxury home community in the heart of Old Town Winchester, VA. Enjoy a prime location within walking distance of over 30 restaurants, 60 shops, and numerous historical sites and museums, along with nearby playgrounds and parks. On the main level, you'll find a den, hallway, entryway drop zone, and the first-floor bedroom, along with a full bath. The

  Liz Rutherford ERA Oakcrest Realty, Inc.

  210 E Piccadilly St, Winchester, VA 22601
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  $2,200 plus fees

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

  406 N Loudoun St Unit 1, Winchester, VA 22601

  Property Id: 2365857 Cozy & Charming Downtown Apartment | Walkable | Full KitchenWelcome to your comfortable fully furnished home base in the heart of town! This bright, charming apartment blends classic architectural details with modern comfort—perfect for couples, solo travelers, or work trips.Step inside to find sun-filled living spaces, original trim and door frames

  406 N Loudoun St Unit 1, 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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  $1,700 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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  $1,400 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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  $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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  $2,200 per month

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Condo for Rent

  104 S Loudoun St Unit 2, Winchester, VA 22601

  Charming downtown living at it s best! Perfectly located directly on the Historic Downtown Walking Mall. This spacious 2 bedroom 2 bathroom condo features very own washer and dryer, stainless steel appliances, 2 assigned parking spots, HVAC and more. Shops, restaurants, museums, and more only steps from your front door. Check out convenient chic living today!

  Brock Harris Samson Properties

  104 S Loudoun St Unit 2, 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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  $1,595 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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  $1,650 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 800 Sq Ft
  • Condo for Rent

  301 S Braddock St Unit 1, Winchester, VA 22601

  Showings starting 4/15 - Available for move-in 5/1.301 S Braddock St, Unit #1Winchester, VA 22601Amazing Apartment w/ Granite Counters & Vinyl Floors!Quadplex main level apartment available for rent with 2 bedrooms and 1.5 bathrooms.Rent is $1650/month with 12 month lease. Water & gas included.Amenities are as follows:* lots of natural light*

  301 S Braddock St Unit 1, Winchester, VA 22601
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  $2,395 per month

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

  3141 Eton Place, Winchester, VA 22601

  NEWER END UNIT, 2-CAR GARAGE LUXURY TOWNHOUSE! 3 BR 2.5 BA w/ over 2,100 sq ft and 9-ft ceilings on three levels with HIGH end finishes throughout and a 4 foot extension on all levels! The main level features a center gourmet kitchen with upgraded cabinets, stainless steel appliances, quartz countertops, oversized island, luxury vinyl plank flooring and upgrades throughout. Kitchen opens to a

  Susie Kontzias Suburban Homes Realty, Inc.

  3141 Eton Place, 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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  $1,650 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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  $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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  $2,350 per month

  • 3 Beds
  • 2 Baths
  • 1,291 Sq Ft
  • House for Rent

  216 Wood Ave, Winchester, VA 22601

  Remodeled 3-bedroom, 2-bath brick rancher located in the desirable Northwestern Hills area with small park. This home offers hardwood flooring throughout the main level, a bright living space, and an updated kitchen featuring granite countertops and stainless steel appliances. Newly remodeled bathrooms & kitchen ! Freshly painted with refinished floors, the home feels clean, modern, and move-in

  Sheila Pack RE/MAX Roots

  216 Wood Ave, 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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  $2,100 per month

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

  516 Hollingsworth Dr, Winchester, VA 22601

  Now available for rent, this beautifully maintained rancher at 516 Hollingsworth Drive offers exceptional flexibility with lease options tailored to fit your needs. For added convenience and peace of mind, all utilities are included in the monthly rent, providing you with a streamlined, all-inclusive living experience. This inviting residence provides effortless one-level living and shines with

  Chris Roszko Colony Realty

  516 Hollingsworth Dr, Winchester, VA 22601
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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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  $2,450 per month

  • 4 Beds
  • 3.5 Baths
  • 1,923 Sq Ft
  • Townhouse for Rent

  1818 Blythe Way, Winchester, VA 22601

  Welcome to the Stunning, BRAND NEW 4 Bed 3.5 Bath stately GREY brick townhome in Abrams Crossing at Meadow Branch. Perfectly located in the heart of Winchester! This home offers the bonus of bumpouts, adding extra square footage for a comfy chair or cozy reading nook in the living room and 2nd bedroom. From the moment you park in the driveway, your eyes will follow the distinct patterns of the

  Latasha Hall LHall Realty LLC

  1818 Blythe Way, Winchester, VA 22601
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  $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
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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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  $1,300 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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  $1,498 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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  $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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  $1,575 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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  $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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  $2,500 per month

  • 4 Beds
  • 3.5 Baths
  • 1,920 Sq Ft
  • Townhouse for Rent

  1829 Harvest Dr, Winchester, VA 22601

  Brand new, pristine townhome, spacious end unit. Security system, featuring remote keyless entry and a video doorbell. Kitchen with stainless appliances and large island, opens to dining deck. Conveniently located with easy access to schools, hospital, shopping, services and major commuting thoroughfares. Landscaping maintenance and snow removal provided, city trash pick-up. Landlord requires a

  Dallas Croft Samson Properties

  1829 Harvest Dr, 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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  $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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  $2,550 per month

  • 2 Beds
  • 1.5 Baths
  • 1,465 Sq Ft
  • Condo for Rent

  122 N Loudoun St Unit 202, Winchester, VA 22601

  Step through the doors of this luxurious flat and immerse yourself in the grandeur of Old Town Winchester. Floor to ceiling windows, gleaming hardwood floors, and premium natural quartz counter tops leave nothing to be desired. Highlighted in this contemporary design are keyless entry, dish TV, WiFi, and sleek balconies. Call now to view theFlats@Bells!

  Dave Spence RE/MAX Roots

  122 N Loudoun St Unit 202, 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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  $1,995 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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  $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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  $2,800 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
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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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