Winchester, VA Condos for Rent under $2,000

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

Brand-new apartments in the heart of Winchester City! Just a few steps from the lovely Museum of the Shenandoah Valley and Old Town Mall.There are six newly constructed apartments, all located on the second floor and accessible by stairs. The apartments are situated above Boxwell Pharmacy, The Adult Care Center, and Stix & Stones.This apartment features one bedroom and one full

Cara Wilkins MarketPlace REALTY

***** RECENTLY RENOVATED, ALL-BRICK BUILDING THAT WAS COMPLETELY REDONE OVER LAST SEVERAL YEARS * UNIT HAS NEWER STAINLESS-STEEL APPLIANCES AND NEWER VINYL-PLANK FLOORING * EXTERIOR OF BUILDING WAS PAINTED IN 2018. NEW WINDOWS, NEW GUTTERS AND NEW ROOF ADDED IN 2018. ALL NEW ELECTRIC SERVICE IN 2018, ALSO * AWESOME KITCHEN W/NEWER CABINETS & GRANITE C'TOPS * REDONE BATH W/CERAMIC TILE FLOORS &

John Gregory Holmes Samson Properties

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

Experience upscale downtown living in this beautiful 2nd-floor condo on Boscawen Street. This secure building offers elevator access and a thoughtfully designed unit featuring beautiful wood floors, granite countertops, stainless steel appliances, ample closet space, and an open floor plan. Enjoy the comfort of central air and the convenience of an in-unit washer and dryer. The unit also includes

Chris Roszko Colony Realty

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

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

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.Option to pay weekly available.

Raj Patel Ikon Realty - Ashburn

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

Charming 3-Bedroom Apartment Near Old Town WinchesterWelcome to 107 A Morgan St., a spacious 3-bedroom, 1-bath apartment with over 1,500 square feet of living space, located on a quiet residential street just a short walk from Old Town Winchester.This inviting apartment combines original character with thoughtful updates, featuring beautiful hardwood floors throughout, abundant

Kenny Ritenour Samson Properties

Live, work, and play in the heart of Historic Downtown Winchester! This charming 1-bedroom, 1-bathroom second-floor apartment offers an unbeatable location on Indian Alley, directly across from the Braddock Street Parking Garage and just steps from the Old Town Walking Mall's shops, restaurants, and entertainment. Inside, you'll find tall ceilings, beautiful flooring, and abundant natural light,

Chris Roszko Colony Realty

Welcome home to this beautifully remodeled second-floor apartment in the heart of downtown Winchester! This spacious 2-bedroom, 1-bath unit offers modern updates and everyday convenience with central air and heat, in-unit laundry, a dishwasher, and tons of natural light throughout. All utilities and internet are included, along with parking in the Braddock Street Parking Garage just a few blocks

Chris Roszko Colony Realty