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Browse All City Of Winchester Properties for Sale

23 E Germain St, Winchester image
23 E Germain St, Winchester $185,000 ▼

Welcome to this 3-bedroom, 2-bath home in Winchester, VA! Offering plenty of potential, this property could be an excellent opportunity for a first-time homebuyer or inve...

  • 3 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
317 S Kent St, Winchester image
317 S Kent St, Winchester $399,000

Welcome to this charming brick home located in the heart of Winchester! Filled with historic character, this home features beautiful hardwood floors throughout, spacious ...

  • 4 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
3 S Euclid Ave, Winchester image
3 S Euclid Ave, Winchester $305,500

Charming 1955 home offering timeless character, inviting curb appeal, and a versatile floor plan! This 3-bedroom, 2-full-bath home features one bedroom conveniently locat...

  • 3 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
507 S Stewart St, Winchester image
507 S Stewart St, Winchester $670,000

If you've been waiting for a home that offers both character and modern convenience, this one deserves a close look. This all-brick, charming Cape Cod is located on a b...

  • 4 Beds
  • 3 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
621 Watson Ave, Winchester image
621 Watson Ave, Winchester $273,500 ▼

Fresh, stylish, and move-in ready! Welcome to 621 Watson Avenue, a beautifully refreshed 3-bedroom, 1.5-bath duplex offering a wonderful blend of classic character and mo...

  • 3 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
2519 Hockman Ave, Winchester image
2519 Hockman Ave, Winchester $299,900 ▼

This charming cottage in the heart of the City of Winchester is poised for a remarkable transformation with major renovations slated for 2026. Built in 1950, this detache...

  • 2 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
422 S Loudoun St, Winchester image
422 S Loudoun St, Winchester $409,000 ▼

PRICED BELOW RECENT APPRAISED VALUE. Welcome home to this beautifully maintained historic log home in the heart of Winchester. Thoughtfully updated while maintaining the ...

  • 3 Beds
  • 3 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
2919 S Pleasant Valley Rd, Winchester image
2919 S Pleasant Valley Rd, Winchester $320,000 ▼

SHORT SALE! Welcome to this adorable and beautifully refreshed Cape Cod, ideally located on a quiet street in Winchester City with no HOA! This move-in-ready home offers ...

  • 3 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
1311 Handley Ave, Winchester image
1311 Handley Ave, Winchester $600,000

This charming Colonial home, built in 1952, exudes warmth and character, making it a perfect retreat. Nestled in the heart of the City of Winchester, this residence featu...

  • 3 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
719 National Ave, Winchester image
719 National Ave, Winchester $255,000

Priced to sell! A true Federal‑style gem, this solid brick home offers the chance to restore a piece of architectural history. Rich with original craftsmanship, it featu...

  • 4 Beds
  • 3 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
580 York Ave, Winchester image
580 York Ave, Winchester $268,000

**PRICE REDUCTION** This charming house in the heart of the City of Winchester has already been renovated, offering the perfect blend of classic charm and modern living...

  • 2 Beds
  • 1 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
510 S Loudoun St, Winchester image
510 S Loudoun St, Winchester $825,000

Distinctive home on the historic register, Winchester walking tour, this property has been featured on the Winchester homes tour ---Walk two blocks into the heart of Winc...

  • 4 Beds
  • 4 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
property image
1310 Vanceright Cir, Winchester $429,000

Beautifully renovated city home located on a quiet cul-de-sac! Enjoy the charming brick patio in the fenced backyard, along with a spacious shed. The main floor features ...

  • 3 Beds
  • 3 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
property image
30 W Southwerk St, Winchester $335,000

Welcome to this recently renovated home. As you walk into the kitchen from the side entrance, the home includes new granite countertops, appliances, back splash and a ki...

  • 4 Beds
  • 3 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
436 W Leicester St, Winchester image
436 W Leicester St, Winchester $500,000

None

  • 3 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
290 Green St, Winchester image
290 Green St, Winchester $415,000

Life just got easier in this Beautiful Home. Here is a wonderfully maintained property offering 4 Bedrooms and 3 Full Baths with fresh neutral paint, a private lot, ha...

  • 4 Beds
  • 3 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
315 E Piccadilly St, Winchester image
315 E Piccadilly St, Winchester $415,000

2015 home nestled in with vintage properties in one of Old Town's up and coming areas...convenient and walkable to restaurants, music venues, boutique shops and the Handl...

  • 3 Beds
  • 3 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
301 National Ave, Winchester image
301 National Ave, Winchester $270,000

None

  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
412 W Cecil St, Winchester image
412 W Cecil St, Winchester $560,000

Welcome to this timeless 1945 gem, where classic charm meets modern luxury! Thoughtfully updated throughout, this home features beautiful hardwood floors, a sleek quartz ...

  • 3 Beds
  • 3 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
411 N Loudoun St Unit 202, Winchester image
411 N Loudoun St Unit 202, Winchester $489,900

Simply breathtaking! This meticulously renovated and owner-upgraded second-floor condo is just blocks from the vibrant Walking Mall in Historic Old Town Winchester. Nestl...

  • 2 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
136 Allison Ave, Winchester image
136 Allison Ave, Winchester $288,000

Charming Ranch Home Near Winchester Medical Center-Welcome to this cozy home at 136 Allison Ave., perfectly situated in a prime Winchester location! This delightful two-b...

  • 2 Beds
  • 1 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
444 Superior Ave, Winchester image
444 Superior Ave, Winchester $359,000

Looking for a fantastic home in Winchester? Look no further. Here is a charming 3 bedroom, 2 bath Rancher in a growing neighborhood. Featuring an eat in kitchen as we...

  • 3 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status

City Of Winchester Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in City Of Winchester, Winchester VA. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

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Anne Nouri

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