City Of Winchester Homes under $400,000

City Of Winchester Homes under $400,000

Welcome to the City of Winchester, Virginia—a charming blend of history, community, and modern living nestled in the heart of the Shenandoah Valley. Known for its rich heritage and picturesque landscapes, Winchester offers a vibrant atmosphere that attracts families, professionals, and retirees alike. With its historic downtown, featuring quaint shops and delightful eateries, you’ll find plenty of opportunities to enjoy local culture and community events.

For those seeking affordable housing options, Winchester boasts a variety of homes priced under $400,000. This makes it an ideal location for first-time homebuyers, investors, or anyone looking to settle down in a welcoming community without breaking the bank. Within this price range, you can discover charming single-family homes, cozy townhouses, and even some modern condos, each offering unique features and styles to suit your needs.

Imagine living in a beautifully maintained home with easy access to parks, schools, and all the amenities that Winchester has to offer. The city is known for its excellent public schools, abundant recreational opportunities, and a strong sense of community, making it a perfect place to raise a family or enjoy a laid-back lifestyle.

Whether you’re drawn to the historic charm of Winchester or the affordability of its housing market, you’ll find that this city truly has something for everyone. Explore the homes under $400,000 and take the first step toward finding your dream home in this delightful Virginia city!

Newest City Of Winchester Homes under $400,000

3 S Euclid Ave, Winchester
$305,500
3 Beds ⋅ 2 Baths ⋅ VAWI2011690 MLS
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 located on the main level, along with a dedicated office that provides a great space for working from home, hobbies, or additional flex space. One of the two full bathrooms is brand new, adding a fresh modern touch to this classic home.

3 S Euclid Ave, Winchester
621 Watson Ave, Winchester
$292,500
3 Beds ⋅ 2 Baths ⋅ VAWI2011582 MLS
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 modern updates. Step inside to find freshly painted walls and beautiful hardwood floors that create a bright, inviting atmosphere throughout the main living areas. The updated kitchen features new cabinetry and stainless steel appliances, creating a clean, contemporary space perfect for everyday living and entertaining. Both bathrooms have also been thoughtfully updated, adding to the home’s fresh and modern appeal. Enjoy your morning coffee or unwind at the end of the day on the covered front porch. The partially fenced yard provides space to enjoy the outdoors, while the storage shed offers convenient additional space for tools, lawn equipment, and seasonal items. Convenient rear-entry parking provides easy access to the home, with additional street parking available in front. The unfinished basement provides valuable additional storage and utility space. With its attractive updates, functional floor plan, outdoor space, storage shed, and convenient parking, 621 Watson Avenue is a standout opportunity in Winchester! Whether you're searching for a comfortable place to call home or a great investment property, this beautifully refreshed duplex is ready for its next owner. Schedule your tour on ShowingTime today and see why 621 Watson Avenue stands out!

621 Watson Ave, Winchester
805 S Kent St, Winchester
$325,000
4 Beds ⋅ 2 Baths ⋅ VAWI2011592 MLS
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 comfortable, functional layout with classic charm and thoughtful updates throughout. Pride of ownership is evident in every detail, both inside and out. Enjoy spacious living areas, a fully fenced yard perfect for relaxing or entertaining, and a private driveway for convenient off-street parking. Ideally located close to downtown Winchester, shopping, dining, and commuter routes. Move-in ready and waiting for you to make it your own!

805 S Kent St, Winchester
2519 Hockman Ave, Winchester
$299,900
2 Beds ⋅ 2 Baths ⋅ VAWI2011408 MLS
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 detached home offers a unique opportunity for investors seeking to capitalize on a revitalized property in a desirable location. With two spacious bedrooms and two full bathrooms, the layout is perfect for modern living. The full basement provides ample storage or potential for additional living space, enhancing the property's value. Set on a generous 0.34-acre lot, there's plenty of room for outdoor enjoyment or future enhancements. The vinyl siding ensures low maintenance, while the inviting architectural style adds character. Investors will appreciate the potential for significant returns as the renovations breathe new life into this home, making it an attractive option for renters or future buyers. With its warm ambiance and promising upgrades, this property is a sound investment in a thriving community. Don't miss the chance to be part of its exciting journey!

2519 Hockman Ave, Winchester
2919 S Pleasant Valley Rd, Winchester
$340,000
3 Beds ⋅ 2 Baths ⋅ VAWI2011384 MLS
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 a comfortable and versatile floor plan, featuring a primary suite on the main level, plus two spacious bedrooms and a second full bathroom upstairs. Enjoy the peace of mind that comes with numerous recent updates and renovations completed in 2024, including architectural shingles, carport soffit, central heating and air conditioning with a dual-zone electric heat pump, crawl space sump pump and poly, and fresh paint throughout. Inside, you’ll find refinished real hardwood floors in the living areas and bedrooms, updated flooring in the kitchen and bathrooms, and numerous updated plumbing and light fixtures, vanities, outlets and switches. The Kitchen and primary bathroom feature a quartz countertop, an undermount sink with beautiful tiled shower with a glass door. This home offers a wonderful opportunity to move right in and enjoy.

2919 S Pleasant Valley Rd, Winchester
Start Your Search