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$220,000
3 Beds ⋅ 1 Baths ⋅ VAWI2011210 MLS ⋅ CLOSED Status
Conveniently located in the heart of the City of Winchester, this charming home is just a short walk to the shops, restaurants, entertainment, and events of historic Old Town Winchester. Offering 3 bedrooms and 1 full bath, the home features an eat-in kitchen, a fenced backyard, and a storage shed for added convenience. Ready for your personal touches, this property offers an excellent opportunity to update and make it your own while enjoying all the conveniences of city living. Whether you're looking for a primary residence or an investment opportunity, this home has plenty of potential in a sought-after location. Property is being sold AS IS.

554 N Kent Street, Winchester
$359,900
3 Beds ⋅ 2 Baths ⋅ VAWI2010900 MLS ⋅ ACTIVE Status
Welcome to Gray Avenue! This beautifully updated 3-bedroom, 2-bath home offers over 1,700 square feet of stylish living space, blending timeless charm with modern finishes throughout. Rich hardwood floors flow throughout the home, creating warmth and character from the moment you step inside. The sun-filled living room feels bright and inviting, highlighted by a custom light fixture and a seamless connection to the formal dining area—perfect for hosting friends and family. The kitchen is a standout feature, boasting granite countertops, stainless steel appliances, white cabinetry, and designer-inspired finishes that make both cooking and entertaining a pleasure. Each bedroom is generously sized with ample closet space, while the thoughtful layout provides comfort and functionality throughout. Outside, a private cement parking pad adds everyday convenience. Packed with charm, natural light, and updates you'll love, Gray Avenue is the perfect place to call home.

601 Gray Ave, Winchester
$125,000
3 Beds ⋅ 1 Baths ⋅ VAWI2010150 MLS ⋅ CLOSED Status
Calling all investors, contractors, and savvy home buyers! Seize this incredible opportunity to own a 3-bedroom, 1-bath home in an up-and-coming Winchester neighborhood. This property is the definition of "sweat equity," and the heavy lifting has already been started for you. Property has had a recently survey and property lines are marked. The current owner has completed the two hardest parts of the renovation process: the interior has been fully demoed, and the overgrown lot has been completely cleared. You are not paying for old carpet or outdated kitchens; you are buying a blank canvas ready for your vision. The newly spacious, level backyard offers endless possibilities for gardening, entertaining, or expansion. This home needs major repairs and a complete remodel, but the price reflects the potential. Bring your contractor and your imagination—this diamond in the rough is ready to shine!

222 Liberty Avenue, Winchester
$100,000
2 Beds ⋅ 1 Baths ⋅ VAWI2008828 MLS ⋅ CLOSED Status
**OFFER DEADLINE OF 2PM ON 8/1** Investor, builder, or renovation enthusiast—this is the opportunity you’ve been waiting for! This 2-bedroom, 1-bath home is a true fixer-upper with serious potential. Whether you’re looking to take on a full gut renovation or tear it down and start from scratch, this property is a blank canvas ready for your vision. With 882 square feet of interior space and sitting on a generously sized lot, there's room to reimagine, expand, or build new entirely. Located in a transitioning neighborhood that’s seeing steady growth and redevelopment, this is an ideal location for a smart long-term investment. With rising property values and increased demand in the area, the upside here is undeniable. The home is being sold strictly as-is—seller will make no repairs or concessions. This is a true project property, perfect for buyers with the skills and creativity to unlock its full potential. Bring your contractor, architect, or your own plans and walk the lot to see what’s possible. Whether you're flipping, building, or holding as part of a portfolio, this is a chance to create real value. Opportunities like this don’t last—schedule your showing today and imagine what you could build here!

222 Liberty Avenue, Winchester
$360,000
3 Beds ⋅ 2 Baths ⋅ VAWI2007384 MLS ⋅ CLOSED Status
Charming Brick Cape Cod in a fantastic family-friendly neighborhood! This beautifully updated 3 BDRM 2 Bath home offers over 1,700 square feet of living space and is perfectly situated next to a park and just around the corner from the school. Renovated over the past decade, this home features a stunning kitchen with granite countertops and a gas range, updated bathrooms, and major system upgrades—including an HVAC system and roof both under 10 years old. In 2018, the basement was completely gutted, with foundation repairs ensuring lasting stability. With three spacious bedrooms and gorgeous hardwood floors throughout, this home offers three finished levels of comfortable living. Enjoy relaxing in the screened-in porch, on the newer deck, or on the concrete patio—perfect for entertaining! The beautifully landscaped, fenced-in backyard also includes a new storage shed for added convenience. Located just minutes from Historic Downtown Winchester and close to shopping and dining, this home is the perfect blend of charm, modern updates, and prime location. Don’t miss this incredible opportunity!

601 Gray Avenue, Winchester
$310,000
3 Beds ⋅ 2 Baths ⋅ VAWI2007414 MLS ⋅ CLOSED Status
GREAT HOME.L located in the heart of Winchester. Closed to all of the amenities in town. This single family home offers 3 bedrooms, Nice Size closets and 1 full bath , Carpet was put in less than 2 years ago.in the second floor. The main level features :Living room, dining , kitchen and laundry with half bath. with new vanity and mirror. Vinyl Plank throughout the main floor just recently installed. and a beautiful Newer door at the main entrance. Outside features: Deck coming out the kitchen Built in the last 2 years, plenty of parking, a concrete driveway to park 2 or possible 3 vehicle , there is also park available off the street. Plenty of storage. there is a huge storage building in the back of the house . Plenty of space in the front to plant your flowers . Do not miss this opportunity to make this YOUR NEW HOME. SCHEDULE YOUR SHOWING !

536 Gray Avenue, Winchester
$229,000
3 Beds ⋅ 2 Baths ⋅ VAWI2006258 MLS ⋅ CLOSED Status
Deadline for offers, Monday, 9/16 at Noon. Charming cottage in the heart of Winchester. Just blocks from the walking mall, this home offers three bedrooms and one and a half baths. The main level entry of the home opens to a comfortable sized living/dining/kitchen area. The bedroom on this main level could be used as a home office or second living space. The lower level has two bedrooms and a full bath. This would make for a great starter home or investment property. Sold strictly As-Is. Property will need some cosmetic TLC.

443 West Lane, Winchester
$258,000
2 Beds ⋅ 1 Baths ⋅ VAWI2005192 MLS ⋅ CLOSED Status
Nestled within the city limits of Winchester, this delightful bungalow-style home exudes charm and character, offering a perfect blend of comfort and convenience. Boasting two bedrooms and one bathroom all on one level, this home is an ideal choice for first-time homebuyers, those downsizing, or savvy investors seeking a prime property opportunity. The welcoming front porch is a perfect spot to enjoy a morning cup of coffee or unwind after a long day. Step inside to discover a cozy interior that has been freshly painted and features easy maintenance vinyl plank flooring and newly carpeted bedrooms. Outside, the property's proximity to a nearby park adds an extra layer of appeal, offering opportunities for outdoor recreation and relaxation just steps away. Plus, the convenience of being close to downtown, restaurants, shopping, and other amenities ensures that everything you need is within easy reach. Whether you're looking for a starter home, a place to downsize without sacrificing comfort, or an investment opportunity, this home ticks all the boxes!

604 Watson Avenue, Winchester