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418 Circle Dr, Winchester
$465,000
4 Beds ⋅ 3 Baths
New construction without the wait! This two-year-young home is like new and ready for its next owners. Enjoy a spacious open floor plan featuring LVP flooring throughout the main level, a modern kitchen with stainless steel appliances and a large center island. The main level also offers a private home office and a convenient half bath. Upstairs, retreat to a spacious primary suite complete with a walk-in closet and an attached bath featuring dual sinks and a walk-in shower. There is an abundance of storage throughout, as all secondary bedrooms also offer walk-in closets. An upstairs laundry room adds everyday convenience. The unfinished basement provides a blank canvas to create additional living space and includes a rough-in for a future bathroom, perfect for new owners to create a space that fits their needs. Step outside to a spacious yard ideal for relaxing or entertaining, featuring a deck with stairs leading down to a patio below. Located in a quiet residential neighborhood, yet just minutes from I-81, shopping, and dining—this home offers the perfect blend of comfort and convenience.

418 Circle Dr, Winchester

Listing courtesy of Samson Properties. Contact:

Selling Office: Samson Properties.

421 Superior Ave, Winchester
$436,000
3 Beds ⋅ 2 Baths
Renovated and move in ready! Let's start with the new mailbox, new 16' wide asphalt driveway, new 8'x13' concrete patio for you to enjoy watching the sun sets overlooking the large back yard., The carport even has bolts in ceiling for you to install a swing. Then inside, new heat pump and central a/c system, new appliances with fingerprint resistant stainless-steel exterior, stainless steel liner inside the dishwasher, large cu ft counter depth refrigerator. Large capacity stainless-steel tub inside washing machine and dryer, granite kitchen counter tops. This home includes a whole house fan for when you want to open the windows and enjoy the nighttime air. Architectural roof shingles are about 8 years old. Near schools, shopping, regular city bus route or call City bus system to pick you up and take you to specific city destinations of your choice. No HOA

421 Superior Ave, Winchester

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: Pearson Smith Realty, LLC.

461 Imperial St, Winchester
$395,000
4 Beds ⋅ 2 Baths
Charming Rancher In Winchester, VA! Beautifully updated 4-bedroom, 2 full bath home offers both comfort and functionality. Fully finished basement ALSO includes a spacious 12x28 workshop with walk-out level to fenced rear yard—yard extends beyond the fence line! NEW gas furnace and NEW gas water heater just installed for new homeowner. Gorgeous hardwood floors throughout main level, newer windows, updated kitchen & appliances with luxury plank tile flooring in the kitchen. 3 Bedrooms, 1 full bath on main level with a jetted tub/shower combo. 4th bedroom and 2nd full bath on lower level. Large shed conveys along with riding lawn mower. So much to love about this home—schedule your tour today and be in for the holidays!

461 Imperial St, Winchester

Listing courtesy of Samson Properties. Contact:

Selling Office: Oasys Realty.

2912 2nd St, Winchester
$326,000
3 Beds ⋅ 1 Baths
2912 2nd Street — a cozy 3-bedroom, 1-bath ranch-style home offering comfortable single-level living in Winchester. The home opens to a light-filled living area with hardwood floors that add warmth and character, creating an inviting space to relax or gather. The eat-in kitchen provides practical workspace, with an easy flow that keeps everything connected. Both bedrooms are located on the main level offering flexibility for residents, guests, or a home office. A full bath is centrally positioned for convenient access from each bedroom. Step outside to enjoy your beautiful rear deck, which offers space for unwinding, relaxing, or simply a place to gather. A great option for those seeking a low-maintenance home or simplified living. Located in Winchester, the home is convenient to everyday shopping, dining, and services, with nearby options including Apple Blossom Mall, Winchester Gateway, and a variety of local shops and restaurants. Easy access to Route 7, Route 50, and I-81 provides connections to Northern Virginia and surrounding areas. Historic Old Town Winchester is just a short drive away, offering dining, boutiques, and year-round community events, while nearby parks and outdoor spaces provide additional opportunities for recreation. It has been freshly painted and has been well cared for. 2912 2nd Street offers the ease of one-level living in a comfortable setting — a place that’s ready to welcome you home.

2912 2nd St, Winchester

Listing courtesy of Preslee Real Estate. Contact:

Selling Office: EXP Realty, LLC.

328 Longview Ave, Winchester
$315,000
3 Beds ⋅ 2 Baths
Price Reduced $15,000! Highly Motivated Seller! Welcome to this meticulously maintained, 3 bedroom, move-in-ready ranch home located within Winchester City limits. Perfectly situated on a premium, near-half-acre lot (.46 acres) off Papermill Road, this property offers the ultimate blend of city convenience and peaceful privacy with no backyard neighbors. Property Highlights: 3 bedrooms on main level of home. Wonderful natural lighting throughout. Expansive Basement: 75% finished lower level with carpet offers endless possibilities for a rec room, gym, or home office. The remaining 25% provides excellent storage space and a dedicated workshop area. Recent Upgrades: Complete peace of mind with a new HVAC system (2019), a brand-new water heater (2025), and newer energy-efficient windows throughout. Outdoor Oasis: Relax on your covered back patio overlooking a massive backyard that borders Buffalo Lick Run. Perfect for watching local wildlife! Includes a handy storage shed. Perks & Location: No HOA fees (and city trash pickup is included!). Walk to the scenic paths at Weaver Park, and enjoy prime shopping and dining less than a mile away. Don't miss out on this city gem with a country feel—schedule your tour today!

328 Longview Ave, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

Selling Office: ERA Oakcrest Realty, Inc..

428 Imperial St, Winchester
$300,000
3 Beds ⋅ 1 Baths
Enjoy the ease of one-level living in the heart of Winchester City thats ready for your personal touches! Ideally located just minutes from shopping, dining, and local conveniences, this charming all-brick rancher with a full walk-up basement offers both comfort and functionality. The kitchen features space for a dining table, while the inviting living room boasts a cozy fireplace with a lovely mantle. Three generously sized bedrooms share a full bath on the main level. The finished basement includes a spacious family room, laundry area, and a workshop space—perfect for hobbies or storage. Outside, enjoy a large yard, a carport, and a driveway with ample parking. Convenient to downtown Winchester, Winchester Medical Center, Shenandoah University, Route 522, and I-81. Additional Features: Solar panels (seller to pay off at closing), new refrigerator (2025; ice maker not connected), and fireplace insert conveys as is.

428 Imperial St, Winchester

Listing courtesy of Re/Max Roots. Contact:

Selling Office: Samson Properties.