Browse All City Of Winchester Properties for Sale

Welcome home! This beautifully maintained two-level home offers 4 bedrooms and 2 full bathrooms in the heart of Winchester. Warm and inviting, the home features a comfort...

4 Beds
2 Baths
City Of Winchester SubDv.
22601 Zip Code
ACTIVE Status

2519 Hockman Ave, Winchester $308,000

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

2640 Limestone Ct, Winchester $289,900

Nestled in the charming City of Winchester, this exquisite end-of-row townhouse has undergone a remarkable transformation, with major renovations completed in 2026 that e...

2 Beds
2 Baths
City Of Winchester SubDv.
22601 Zip Code
ACTIVE Status

422 S Loudoun St, Winchester $434,000

Priced at recent appraised value. Welcome home to this beautifully maintained historic log home in the heart of Winchester. Thoughtfully updated while maintaining the cha...

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 $369,999

Home Warranty for the Buyer + Bonus for the Buyer’s Agent with a Ratified Contract in September! Welcome to this adorable and beautifully refreshed Cape Cod, ideally loca...

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

1311 Handley Ave, Winchester $600,000

Nestled in the charming City of Winchester, this delightful Colonial home, built in 1952, exudes warmth and character. With its classic brick exterior and excellent condi...

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

719 National Ave, Winchester $299,000 ▼

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
ACTIVE Status

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
ACTIVE UNDER CONTRACT Status

419 Summit Ave, Winchester $459,999 ▼

Welcome Home! This beautifully renovated single-family home offers everything you need and more. Featuring hardwood floors throughout the main level, custom cabinets, and...

5 Beds
3 Baths
City Of Winchester SubDv.
22601 Zip Code
ACTIVE Status

City Of Winchester Real Estate & Homes

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