Winchester, VA Homes for Rent under $2,500

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  $1,600 per month

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

  304 S Braddock St, Winchester, VA 22601

  In the middle of Old Town and only 2 blocks away from the Walking Mall, this cottage is the perfect short term rental (1 to 11 months). The unit is already furnished so the newest Old Town resident need only bring their personals. The large back porch is a great spot to enjoy the outdoors and is only steps away from the off street parking. The large living room is bright and comfortable, the

  Kim Hurst MarketPlace REALTY

  304 S Braddock St, Winchester, VA 22601
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  $1,476 - $1,695 total monthly price

  Preston Place

  2 - 3 Beds

  124 Castlebridge Ct, Winchester, VA 22602

  Preston Place Apartments and Townhomes are a remarkable blend of style and value. Almost everything is nearby, from schools to shopping, restaurants, parks and interstate highways. Conveniently located on Airport Drive one-half mile from the Winchester Regional Airport. Dulles Airport is also less than thirty minutes away. It’s hard to find a more convenient location.

  124 Castlebridge Ct, Winchester, VA 22602
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  $1,850 per month

  • 3 Beds
  • 1 Bath
  • 1,280 Sq Ft
  • House for Rent

  540 Bellview Ave, Winchester, VA 22601

  Charming one-level rental located just 5 minutes from historic Old Town Winchester, with convenient access to I-81 for easy commuting. This home features beautiful hardwood floors throughout, a spacious living room with a cozy fireplace, and a formal dining room perfect for entertaining. The kitchen offers direct access to the backyard, making indoor-outdoor living a breeze. Three well-sized

  Heloisa Amar Samson Properties

  540 Bellview Ave, Winchester, VA 22601
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  $1,500 - $1,575 plus fees

  Woodstock Terrace

  2 Beds

  1016 Woodstock Ln, Winchester, VA 22601

  Fully furnished apartments! TV, Internet provided!

  1016 Woodstock Ln, Winchester, VA 22601
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  $2,000 per month

  • 3 Beds
  • 1.5 Baths
  • 2,132 Sq Ft
  • House for Rent

  210 Stafford Dr, Winchester, VA 22602

  Freshly updated and move-in ready, this all-brick rambler offers a great blend of classic charm and modern updates. The home features fresh paint throughout, a newly remodeled kitchen, and beautifully refinished hardwood floors. Enjoy a spacious layout with a partially finished basement and stone fireplace, plus an additional fireplace in the living room for added character. Attached garage and a

  Rachel Olsen Keller Williams Realty

  210 Stafford 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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  $2,295 per month

  • 2 Beds
  • 2 Baths
  • 1,977 Sq Ft
  • House for Rent

  106 Butterscotch Ct, Winchester, VA 22602

  Cross Creek Village , a wonderful active adult 55+ community in Winchester convenient to all your wants and needs. Spacious and Light filled 2 bedroom, 2 bath home with ample storage, sunroom, screen porch, plus more! HOA fee included in rent, which includes: Lawn care, landscaping, snow removal, water/sewer utilities , and trash collection. Small dog considered with a $500 non refundable pet

  Tiffany Hunter ERA Oakcrest Realty, Inc.

  106 Butterscotch Ct, Winchester, VA 22602
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  $1,418 - $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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  $1,400 per month

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

  1057 Foreman Ln, Winchester, VA 22603

  NEED YOUR OWN SPACE, THEN COME CHECK OUT THIS RAISED RANCHER, IT HAS 1 BEDROOM 1 BATH, FRESHLY PAINTED. EAT IN KITCHEN COMES WITH A STOVE, REFRIGERATOR, MICROWAVE, LOTS OF CABINET SPACE. BRAND NEW HVAC INSTALLED RECENTLY & A NEW ROOF. WASHER & DRYER IN THE LOWER LEVEL PLENTY OF ROOM FOR STORAGE. FENCED YARD FOR GARDENING OR NOT, OFF STREET PARKING, PRIVATE, CLOSE TO SHOPPING & DOWNTOWN. Pet's

  Richard Kozlowski Long & Foster Real Estate, Inc.

  1057 Foreman Ln, Winchester, VA 22603
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  /20

  $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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  $1,800 per month

  • 3 Beds
  • 2.5 Baths
  • 1,280 Sq Ft
  • Townhouse for Rent

  2965 Sorrell Ct, Winchester, VA 22601

  Slightly older but lovely 3BR, 2 1/2 BA townhome conveniently located on south end of Winchester. Home has all new vinyl plank flooring and new carpeting on stairs. Kitchen has range, refrigerator, dishwasher, and built-in microwave with space for a small table or cabinet for extra storage. Just off the kitchen, there is pantry storage in the dining area. Access to the kitchen for pass-thru of

  Cindy Butler Virginia Property Group, Inc.

  2965 Sorrell Ct, 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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  $1,600 per month

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Townhouse for Rent

  248 Waterford Ln, Winchester, VA 22602

  Move in ready is this 2 bedroom, 1 bath, 2 story townhouse with hardwood floors, heat pump w/central air conditioning, eat-in kitchen with range and refrigerator, laundry closet with full size washer and dryer and an updated bathroom with a walk-in shower. The backyard is fenced with a paver patio and secure closet for additional storage. There are 2 assigned parking spaces. The interior has been

  Barbara Gaul Jim Barb Realty, Inc.

  248 Waterford Ln, Winchester, VA 22602
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  /20

  $2,200 plus fees

  • 4 Beds
  • 3.5 Baths
  • 2,100 Sq Ft
  • Townhouse for Rent

  133 Biscane Ct, Winchester, VA 22602

  Property Id: 1394886Welcome to 133 Biscane Court, a stunning 4-bedroom, 3.5-bathroom townhouse in Winchester, VA. Built in 2018, this modern gem offers open floor concept, an oversized deck, a fenced yard, stamped concrete patio, garage, and on-site laundry. Other upgrades include quartz countertops, upgraded primary suite closet, hardwood floors, beautiful views of wooded area in the

  133 Biscane Ct, Winchester, VA 22602
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  $2,300 per month

  • 4 Beds
  • 2 Baths
  • 1,667 Sq Ft
  • House for Rent

  507 National Ave, Winchester, VA 22601

  Run, don't walk! This is such a cute home! Professionally renovated and lovingly maintained and ready to move right in. No smokers. Pets considered case-by-case. Pet deposit $500 plus $50 pet rent per pet Photos from prior to current tenants.

  Suzanne Serene Keller Williams Realty

  507 National Ave, 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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  $2,200 per month

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft
  • House for Rent

  110 Rawlings Ave, Winchester, VA 22603

  Beautiful remodeled split foyer! Classic floorplan upstairs with kitchen, living and dining all with wood laminate flooring, and three bedrooms off the hallway. Master bedroom is an en suite while the other two bedrooms share a hall bath. Downstairs you will find a large family room, plus storage and laundry, and access to the garage. Fenced yard with concrete patio plus deck for entertaining.

  Misty Weaver Samson Properties

  110 Rawlings Ave, Winchester, VA 22603
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  $2,312 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft
  • Townhouse for Rent

  193 Sioux Lp, Winchester, VA 22602

  Save a guaranteed $1000 off your first full month’s rent. This special offer, combined with our premium amenities, makes now the perfect time to lease. Call today!Discover comfort and convenience in this well-appointed townhome featuring modern appliances and ample parking. - Electric Range, Dishwasher, Microwave, Refrigerator- Stainless Steel Appliances and Garbage

  193 Sioux Lp, Winchester, VA 22602
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  $2,095 per month

  • 3 Beds
  • 2.5 Baths
  • 1,534 Sq Ft
  • Townhouse for Rent

  102 Coralyrose Ct, Winchester, VA 22602

  Welcome to 102 Coralyrose Ct, a thoughtfully designed townhome built in 2022 by a local custom builder. Unlike today’s cookie-cutter construction, this home blends quality, charm, and craftsmanship in a boutique community of just 15 homes tucked off Senseny Road.Inside, you’ll find fresh paint throughout and luxury vinyl plank flooring on the main level, opening into a bright and spacious

  Rajesh Cheruku Ikon Realty - Ashburn

  102 Coralyrose Ct, Winchester, VA 22602
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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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  $2,295 per month

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Townhouse for Rent

  429 W Tevis St, Winchester, VA 22601

  Experience modern living at its best in Winchester City with this carefully designed two-level townhome, offering unmatched comfort built in 2023. This charming corner townhome, resembling a single-family home, is available for rent! Immerse yourself in a smart home environment where advanced appliances integrate smoothly into daily life. The house features three spacious bedrooms that serve as

  Kalyan Karki Pearson Smith Realty, LLC

  429 W Tevis St, 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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  $1,500 per month

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft
  • Townhouse for Rent

  559 Hillman Dr, Winchester, VA 22601

  Welcome home to this 3-bedroom, 1-bath all-brick rental that combines classic craftsmanship with comfortable living. Inside, you’ll find a spacious living room, dedicated dining area, and functional kitchen, providing plenty of room to relax or entertain.Move-in ready. The large lot offers plenty of outdoor space, while the full basement provides abundant storage for seasonal items, hobbies,

  Kenny Ritenour Samson Properties

  559 Hillman Dr, 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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  $2,300 per month

  • 4 Beds
  • 3.5 Baths
  • 1,917 Sq Ft
  • Townhouse for Rent

  101 Marlow Ct, Winchester, VA 22602

  Welcome to 101 Marlow Circle in the new Rossum Crossing community on the desirable east side of Winchester—an ideal location for commuters with quick access to major routes while still enjoying a quiet neighborhood setting. This brand-new, never-lived-in townhouse offers an impressive amount of space with 4 bedrooms and 3.5 bathrooms spread across multiple levels. The home features a stunning

  Chris Roszko Colony Realty

  101 Marlow Ct, Winchester, VA 22602
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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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  $2,100 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.

  Meridee Powars Link Realty Services LLC

  2971 Valley Ave, 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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  $1,350 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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  $2,200 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,414 Sq Ft
  • House for Rent

  129 Garber Ln, Winchester, VA 22602

  Coming soon! Single family home with 3 bedrooms (all on upper level), 1 full bath (upper level) and 1 half bath on first level. Property will be live second or third week of April 2026. In person only. Pets are case by case with $300 non refundable deposit per pet and $50 monthly rent.Photo is from a previous listing.

  129 Garber Ln, Winchester, VA 22602
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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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  $2,000 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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  $1,000 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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  $1,500 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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  $1,500 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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  $1,725 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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  $1,795 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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  /2

  $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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  $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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  $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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