Old Town, VA homes for sale & real estate

Old Town, VA Homes for Sale

Classy colonial on the stately Fairmont Avenue with million dollar homes nearby, walking mall in close proximity with a plethora of boutique shops and eateries. The 2000 square feet is designed for comfort and coziness accented by 9ft ceilings, sunlit formal rooms, a well appointed kitchen, spacious bedrooms, adorable loft on 3rd level for a playroom/den/office, and the best part is entering your private courtyard for relaxation, green thumb activity, and entertaining friends and family. Semi-circle driveway and plenty of storage in the basement make a case for you to definitely consider this your downtown home.

Old Town, VA Homes for Sale

Price Improvement to make this Yours! Step back in time with this Beautifully preserved VICTORIAN Brick Home Built in 1880, a true piece of Winchester's history. This is a Registered Historic Property that showcases original architectural details, high ceilings, ornate trim, and original wood floors that reflect the artistry of a bygone era. A Well Designed Addition has allowed for generous space along with modern comfort and functionality. Almost 3500 sq ft above grade, this home offers 4 bedrooms and 3.5 bath. The 3 HVAC units have been replaced within last 7-8 years. Did I mention there is a Main Level Bedroom with lovely French doors leading you to your Trex deck? Relax there with you

Old Town, VA Homes for Sale

Freshly Renovated Charmer in Winchester! Welcome to 201 Parkway Street, a freshly updated home in the heart of Winchester! Previously tenant-occupied, this property has been thoughtfully refreshed and is ready for new owners. ✨ Recent Updates Include: Fresh interior paint throughout Renovated kitchen and bath Updated fixtures and finishes Clean, move-in ready condition This home offers the perfect blend of charm and function — ideal for a first-time buyer, downsizer, or investor looking for a turnkey rental. With convenient access to downtown Winchester, shops, restaurants, and commuter routes, the location can’t be beat. Don’t miss your chance to own a beautifully refresh