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Winchester City Homes for Sale

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Winchester City Home Listings

528 N Loudoun St, Winchester image
528 N Loudoun St, Winchester $599,000

Welcome to your Urban Oasis in downtown Winchester. Amazing detail throughout. You will feel like you’re in a totally different area yet walk to everywhere downtown. A...

  • 4 Beds
  • 3 Baths
  • VAWI2003276 MLS
2937 Grace St, Winchester image
2937 Grace St, Winchester $249,000

This two-bedroom Rancher is a Must-See! The private backyard is almost fully fenced and easily accommodates the two sheds for extra storage. One of this home's greatest f...

  • 2 Beds
  • 1 Baths
  • VAWI2003260 MLS
1891 Melvor Ln, Winchester image
1891 Melvor Ln, Winchester $369,900

Welcome to Willow Lawn Cottages, a 55 plus community where this beautiful home is waiting for you! This home boasts the largest floor plan in the Willows Lawn community; ...

  • 2 Beds
  • 2 Baths
  • VAWI2003216 MLS
2532 Middle Rd, Winchester image
2532 Middle Rd, Winchester $649,900

Presenting a custom built home, less than 1 year old, within the City limits of Winchester! This beautiful home was completed in September of 2022 by local renowned buil...

  • 4 Beds
  • 3 Baths
  • VAWI2003256 MLS
718 Sterling Dr, Winchester image
718 Sterling Dr, Winchester $449,500

Handsome, beautifully maintained home located in tidy, established, conveniently located neighborhood, close to schools, shopping and amenities in Meadow Branch South. B...

  • 3 Beds
  • 2 Baths
  • VAWI2003246 MLS
2912 Grace St, Winchester image
2912 Grace St, Winchester $329,000

Act Fast!! This charming 2 story house has been well maintained inside and out. The kitchen has updated appliances and flooring. Bathrooms have been refreshed and some...

  • 3 Beds
  • 2 Baths
  • VAWI2003210 MLS
1716 Roberts St, Winchester image
1716 Roberts St, Winchester $299,999

Amazing home thats walkable to downtown. Photos and more info coming soon.

  • 3 Beds
  • 1 Baths
  • VAWI2003232 MLS
713 Smithfield Ave, Winchester image
713 Smithfield Ave, Winchester $153,000 ▲

OPEN HOUSE March 23d from 1pm to 3pm. This is the only time to view the property prior to the end of the auction. This home in the city of Winchester is one of a portfol...

  • 3 Beds
  • 1 Baths
  • VAWI2003172 MLS
431 Crescent Dr, Winchester image
431 Crescent Dr, Winchester $369,900

You don't want to miss out on this well cared for Rancher. Located in Culusac With very little traffic driving by. Convenient to shopping, restaurants, employment, Hosp...

  • 3 Beds
  • 2 Baths
  • VAWI2003192 MLS
1005 Pennsylvania Ave, Winchester image
1005 Pennsylvania Ave, Winchester $192,000 ▲

OPEN HOUSE Thursday March 23d from 11am to 1pm. This is the only time this property will be available to view before the auction end. This home is one of a portfolio of ...

  • 3 Beds
  • 2 Baths
  • VAWI2003204 MLS
1007 Pennsylvania Ave, Winchester image
1007 Pennsylvania Ave, Winchester $182,000 ▲

OPEN HOUSE Thursday March 23d from 11am to 1pm. This is the only time this property will be available to see before the auction end. This home is one of a portfolio of ...

  • 3 Beds
  • 1 Baths
  • VAWI2003202 MLS
117 E Pall Mall St, Winchester image
117 E Pall Mall St, Winchester $299,995 ▼

Be the first to live in this renovated in town turn of the century charmer. Walk just several blocks to old town while living in this 3 bed 2.5 bath new to you home. Ne...

  • 3 Beds
  • 3 Baths
  • VAWI2003130 MLS
1439 Ramseur Ln, Winchester image
1439 Ramseur Ln, Winchester $575,000 ▼

DESIRABLE MEADOW BRANCH landscaped corner lot!! LOCATION, LOCATION, LOCATION, ONLY MINUTES to the hospital !!! Gourmet kitchen w/Corian counters & Island, 2 sinks, Cherry...

  • 5 Beds
  • 4 Baths
  • VAWI2002638 MLS
1819 Kershaw Ln, Winchester image
1819 Kershaw Ln, Winchester $339,000 ▼

New Price! Selling AS IS. This extra spacious floor plan in the exclusive Willow Lawn Cottage community boasts a proximity to all and yet a quiet community. Nestled clos...

  • 2 Beds
  • 2 Baths
  • VAWI2002688 MLS
1309 Valley Ave, Winchester image
1309 Valley Ave, Winchester $450,000 ▼

Location, location, location. THIS IS A MUST SEE. With over 2500 square feet of finished space this adorable all brick cape cod home in the city is more than meets the ey...

  • 5 Beds
  • 2 Baths
  • VAWI2002658 MLS

Winchester City, Virginia Homes For Sale

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Winchester City Neighborhoods

  • Academy Heights
  • Acorn Heights
  • Angerona Terrace
  • Armour Dale
  • Arthur C Oates Est
  • B M Sullivan
  • B P Myers
  • Barr
  • Battle Park Estates
  • Bellview Heights
  • Bm Sullivan
  • Briarcliff
  • C D Dye
  • Cameron Street
  • Carter & Glaize
  • Castleman
  • Cedarmeade
  • Clay Hill
  • Courtfield Heights
  • Downs At Meadows Branch
  • Downtown Winchester
  • Dunlap Street
  • E L Molden
  • E L Molden Subdivision
  • Earlys Green At Meadowbranch
  • Eastview
  • Eastview Subdivision
  • F A Crisman
  • F W Danley
  • Forest Hills
  • Fort Braddock Heights
  • Glaize
  • Glen Lea
  • Gray Lea
  • Greenwalt
  • Greystone Terrace
  • Haddox Terrace
  • Handley
  • Handley Board Of Trustees
  • Handley Heights
  • Harris
  • Harris Addition
  • Harvest Ridge
  • Harvest Ridge Estates
  • Hawthorne Acres
  • Henry
  • Henry Land
  • Herbert S Larrick

Winchester City Townhomes

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Darren Robertson Homes

Samson Properties

4720 Lee Highway,

Arlington, VA 22207

(703) 462-0700



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