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11 W Germain St, Winchester
$265,000
2 Beds ⋅ 1 Baths
BACK ON THE MARKET -NO FAULT OF THE SELLERS -Step inside this historic home in the heart of Winchester and discover a home that offers far more than you might expect. Generously sized rooms provide plenty of space to relax, or enjoy your favorite hobbies, while a light-filled sunroom creates the perfect spot for morning coffee, reading, plants, or simply slowing down and enjoying the day. Inside, you'll find two comfortable bedrooms, a walk-in closet, beautiful hardwood floors, and the convenience of in home laundry. Step outside and you'll find a backyard filled with possibility. Create the secret garden you've always imagined, grow flowers and vegetables, or simply enjoy having a private green space right in the city. One of this home's greatest features, however, is its location. Leave the car at home and enjoy walking through downtown Winchester—from nearby Handley High School to the shops, restaurants, events, and activities of the Old Town Walking Mall. Living near the Apple Blossom parade route with an easy walk to some of the area's best fireworks and festivities. Whether you're looking for your first home, simplifying to a smaller footprint, or simply drawn to the character and walkability of downtown living, this home offers something increasingly difficult to find: historic charm, comfortable spaces, a private backyard, and the opportunity to make a truly unique home your own. Come discover the possibilities waiting on West Germain Street.

11 W Germain St, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

540 Bellview Ave, Winchester
$385,000
3 Beds ⋅ 1 Baths
Attention investors! Charming rambler just minutes from historic Old Town Winchester with convenient access to I-81, making commuting simple and stress-free. This inviting home features beautiful hardwood floors, a spacious living room with a cozy fireplace, and a formal dining room perfect for hosting family and friends. The kitchen offers easy access to the backyard, creating a seamless flow for indoor-outdoor living and entertaining. Three generously sized bedrooms provide ample closet space, while the unfinished basement offers abundant storage and endless potential for future expansion, a home gym, workshop, or recreation space. Step outside to enjoy the privacy of the fully fenced backyard—ideal for relaxing evenings, pets, gardening, or entertaining guests. Great investment opportunity, tenant in place until 7/14/2026.

540 Bellview Ave, Winchester

Listing courtesy of Samson Properties. Contact:

116 Swansong Pl, Winchester
$399,990
3 Beds ⋅ 4 Baths
Exceptional Value – Brand-New 3-Bedroom Townhome for Summer Move-In! Don’t miss this incredible opportunity to own a beautifully crafted new construction townhome in the newest section of Snowden Bridge. BUILDER OFFERING BELOW MARKET RATE FINANCING OPTIONS ON THIS MOVE IN READY HOME! Designed for modern living, this home features oak stairs with upgraded railings and durable luxury vinyl plank flooring throughout the main level. The bright, stylish kitchen boasts white and stone gray cabinetry, quartz countertops, and stainless steel appliances—perfect for both everyday living and entertaining. Backing to open space for added privacy and scenic views, this thoughtfully designed home includes a generous primary suite upstairs along with well-appointed living spaces throughout. Finished lower level rec room has a convenient half bath. Enjoy access to resort-style community amenities, including pool, playground, trails and more to come! Ask about builder incentives!

116 Swansong Pl, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

437 Beechcroft Rd, Winchester
$369,000
2 Beds ⋅ 2 Baths
PRICE REDUCED! BRICK BEAUTY ON A CORNER LOT WITH AN ATTACHED CARPORT AND A FULL BASEMENT. This remodeled and freshly painted 2-bedroom, 2-bath rancher with newly refinished hardwood floors is move-in ready. In-town convenience with nearby shopping, restaurants and services. A short drive to commuter routes 81, 37 and 50, downtown and Winchester Medical Center. Perfect for those who are downsizing or just starting out, or even as an investment property. And there's no HOA! The seller will be installing a new roof and a radon remediation system. The house has replacement windows. Two wood-burning fireplaces. Large living room with a picture window. Formal dining room with a built-in cabinet. Primary bedroom with own bath has a walk-in shower. Central air and a whole house fan. The basement offers a large family room with a pool table, an office/den with built-ins, and a utility room. New vinyl plank flooring in kitchen. Tile floors in the bathrooms. New sinks and toilets. New tub/shower. Updated electric (1994). Public water. Has a 3-bedroom septic, according to health department records. Real estate and personal property sold as-is.

437 Beechcroft Rd, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

1856 Melvor Ln, Winchester
$349,900
2 Beds ⋅ 2 Baths
Easy, one-level living with thoughtful updates and low-maintenance convenience! Situated on a corner lot in an established 55+ community, 1856 Melvor Lane offers 2 bedrooms, 2 full baths, an open floor plan, and a move-in-ready interior. Step inside to a welcoming living space where cathedral ceilings and natural light create an open, airy feel. Luxury vinyl plank flooring extends through most of the home, complemented by fresh interior paint and updated lighting. The kitchen features granite countertops, a tile backsplash, generous workspace, and an easy flow into the dining and living areas. The primary suite includes a walk-in closet and private full bath, while the second bedroom and additional full bath provide flexible space for a home office, den, hobby room, or additional bedroom. Outside, the corner lot provides a little extra breathing room without the upkeep of a large property. HOA-provided lawn care and snow removal make exterior maintenance easier, while community sidewalks, a neighborhood community center, and HOA activities offer additional ways to enjoy the neighborhood. Conveniently located near shopping, dining, everyday services, Winchester Medical Center, and historic downtown Winchester, this home brings together an updated interior, manageable space, and a low-maintenance lifestyle in a convenient Winchester location.

1856 Melvor Ln, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

136 Brookland Ct Unit 8, Winchester
$239,900
2 Beds ⋅ 2 Baths
✨ Fully Renovated 2026 | Turnkey 2BR/2BA Condo in Park Place ✨ Welcome to 136-8 Brookland Ct—where style, comfort, and convenience come together. This stunning second-floor condo has been completely renovated in 2026, offering a like-new feel without the wait! Step inside to discover all-new flooring, appliances, lighting, fixtures, vanities, doors, and countertops—every detail thoughtfully updated for modern living. The bright, open floorplan is perfect for both everyday life and entertaining, featuring a cozy electric fireplace that adds warmth and charm. The spacious primary suite boasts a walk-in closet and private en-suite bath, while the second bedroom offers flexibility for guests, a home office, or more. Enjoy the ease of one-level living with in-unit laundry and step out onto your private balcony—perfect for morning coffee or unwinding at the end of the day. Located in the sought-after Park Place community, you’ll love the peaceful setting with plenty of parking, all just minutes from shopping, dining, Route 7, and I-81.

136 Brookland Ct Unit 8, Winchester

Listing courtesy of Re/Max Roots. Contact:

307 E Piccadilly St, Winchester
$329,000
3 Beds ⋅ 2 Baths
Welcome to 307 1/2 E Piccadilly Street, a charming detached home offering comfort, convenience, and character in the heart of Winchester. Ideally located just minutes from Old Town Winchester, the Walking Mall, local restaurants, shopping, parks, and commuter routes, this property places you close to downtown amenities while still offering the privacy and feel of a standalone home. Inside, you’ll find a practical and inviting layout featuring 3 bedrooms, 1.5 bathrooms, a spacious kitchen, separate living and dining areas, main-level laundry, and additional storage space. Recent updates add extra peace of mind, including an HVAC system installed in 2020 and a roof recoated in 2021. Outside, the home offers valuable city-living features, including off-street parking and usable outdoor space for relaxing, gardening, pets, or entertaining. The surrounding streetscape is also seeing meaningful improvements, with the street being repaved, sidewalks redone, and new trees expected to be planted along the street. Whether you are searching for a primary residence, a Winchester-area home base, or a potential investment property, this home offers a strong combination of location, utility, and opportunity in an established Winchester neighborhood with quick access to major roadways and the surrounding Shenandoah Valley. Seller offering up to $2,500 towards painting with acceptable offer.

307 E Piccadilly St, Winchester

Listing courtesy of HoneyWay. Contact:

111 Heirloom Way, Winchester
$384,990
3 Beds ⋅ 3 Baths
Move‑in ready and designed for the life you want to live. Enjoy effortless main‑level living in Hiatt Pointe at Snowden Bridge, a gated 55+ active adult community where comfort meets connection. This low‑maintenance villa offers a serene primary suite and laundry on the entry level, a screened rear porch for relaxing mornings and evenings, and a one‑car garage for everyday convenience. Upstairs, two generous bedrooms with walk‑in closets, a full bath, and a dedicated office provide the perfect space for guests, hobbies, or quiet pursuits. The heart of the home is a stylish kitchen with quartz countertops, stainless steel appliances, and elegant cabinetry—ideal for casual meals or entertaining. Step outside your door to enjoy resort‑style amenities including pickleball and bocce courts, a clubhouse, fitness and yoga studios, outdoor kitchen, pool, and hot tub. Snow removal, trash, and recycling are all included—so you can spend more time enjoying life, not maintaining it. Ask about builder incentives today!

111 Heirloom Way, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

105 Heirloom Way, Winchester
$374,990
3 Beds ⋅ 3 Baths
Main-level living at its best in Hiatt Pointe at Snowden Bridge—a gated 55+ active adult community. This low-maintenance villa features a primary bedroom and laundry on the entry level, a screened rear porch, and a one-car garage. Upstairs offers two spacious bedrooms with walk-in closets and a full bath—perfect for guests or hobbies. Enjoy a stylish kitchen with quartz counters, stainless steel appliances, and elegant cabinetry. Resort-style amenities include pickleball and bocce courts, clubhouse, fitness and yoga studios, outdoor kitchen, pool and hot tub—plus snow removal, trash, and recycling included. Special financing and closing cost assistance available—ask about builder incentives today!

105 Heirloom Way, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

224 Hawk, Winchester
$339,900
3 Beds ⋅ 2 Baths
Welcome home to this charming retreat in the Shawneeland community of Winchester, Virginia. This beautifully reimagined rambler has been fully remodeled from top to bottom, offering 3 bedrooms and 2 bathrooms of modern finishes wrapped in relaxed mountain-community living. Move in and start enjoying it right away! Step outside and breathe it all in. A delightful front porch welcomes you home, while a private side porch is the perfect spot for morning coffee, evening cocktails, or simply soaking in the serenity. Inside, everything is new. Gleaming luxury vinyl plank flooring flows throughout, anchoring a fresh, contemporary feel. The brand-new kitchen features quartz countertops, stainless steel appliances, a deep sink, and crisp cabinetry ready to inspire your inner chef. Both bathrooms have been fully updated with tile and stylish, modern fixtures. The outdoor spaces are just as inviting. Natural privacy creates a peaceful, tucked-away feeling, while decorative garden beds are ready for green thumbs to dig in. A storage shed keeps tools and gear neatly out of sight. And for even more flexibility, a charming additional dwelling unit opens up a world of possibilities — home office, art studio, she-shed, man cave, or creative retreat. The only limit is your imagination! Major investments have already been made for you: new roof, siding, windows, hot water heater, and driveway. Behind the scenes, the property has also received significant upgrades to its essential systems — a new whole-house water filtration system, vertical well pressure tank with new fittings and hardware, and a new submersible pump wire with updated grounding conductors for the well; and a new D-box, header, and resealed tank for the septic system. That means low maintenance and real peace of mind for years to come. Shawneeland offers residents access to a community lake, ponds, and recreational amenities amid the natural beauty of the Shenandoah Valley — all just minutes from the conveniences of town. Schedule your visit today!

224 Hawk, Winchester

Listing courtesy of Weichert, REALTORS. Contact:

110 Duwamish Trl, Winchester
$285,000
3 Beds ⋅ 2 Baths
Charming and Move-In Ready Ranch in a Peaceful Setting! Welcome home to this beautifully refreshed single-level ranch nestled on a spacious, tree-lined lot. This inviting home features a bright and functional layout with updated finishes throughout. The kitchen offers grey cabinetry, granite countertops, and stainless steel appliances, creating a clean and modern space perfect for everyday living and entertaining. The home boasts fresh paint, updated flooring, and abundant natural light that flows throughout the living areas. Comfortable bedrooms and a well-appointed bathroom provide a practical and cozy living environment. Step outside to enjoy the porch overlooking a peaceful yard surrounded by mature trees, offering privacy and a relaxing outdoor setting. A storage shed provides additional space for tools or equipment and is equipped with electric. Perfect for first-time buyers, downsizers, or anyone seeking quiet living with modern updates, this move-in-ready home combines charm, comfort, and convenience.

110 Duwamish Trl, Winchester

Listing courtesy of Main Street Realty. Contact:

108 Martin Dr, Winchester
$260,000
2 Beds ⋅ 1 Baths
Attention investors! Charming brick rambler situated on a spacious corner lot, just minutes from Route 7 and I-81—an ideal location for commuters. The property offers a driveway and a carport, perfect for convenient parking or doubling as a shaded outdoor space for entertaining, along with generous storage space. Inside, you’ll find an open-concept living room and eat-in kitchen with large windows that let in plenty of natural light. A roomy laundry area provides additional functionality and leads directly to the backyard. This move-in ready home makes it the perfect property either for the seasoned investor or someone just starting to build their investment portfolio. Tenant in place, lease through 7/19/2027.

108 Martin Dr, Winchester

Listing courtesy of Samson Properties. Contact: