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$74,000
VAFV2041896 MLS
Rare Double Lot – Nearly One Acre of Prime Ridge Top Privacy in Shawneeland! This exceptional, nearly one-acre, double lot offers a perfect blend of privacy and potential - and is ready for you to build the home of your dreams! Nestled atop the ridge in Shawneeland, this wooded parcel has been perc’d and approved for a three-bedroom septic system, with a certification letter on file with the Department of Health (see attached documents). Enjoy peaceful, northwest-facing night skies perfect for stargazing, while still being just a convenient 30-minute drive from downtown Winchester. Whether you’re envisioning a quiet weekend retreat or a gorgeous full-time residence, this unique property provides the ideal canvas for your vision. Schedule your showing today and start imagining the possibilities!

Lot 315A Timber Ridge Trl, Winchester
$899,000
VAWI2010742 MLS
Exceptional 2-acre level commercial parcel in a highly desirable area of Winchester offering strong visibility along a primary corridor into downtown. Ideally located just two blocks from Winchester Medical Center, this property sits in one of the most established and high-demand professional corridors in the city. The site features excellent road frontage and level topography, providing a versatile footprint suitable for a wide range of professional and service-based uses. Zoned RO-1 (Residential Office District), the property allows for a variety of low-intensity and compatible uses, including: Medical and dental offices Professional offices (legal, financial, administrative) Outpatient and clinical services Personal service establishments Limited residential use in conjunction with office use Other permitted low-impact uses under RO-1 zoning Additional uses permissible with conditional use permit, see city's RO1 zoning. RO-1 zoning is designed to support a professional office environment that integrates well with surrounding residential and institutional uses, making this an excellent fit for medical and professional users seeking proximity to the hospital corridor. With its close proximity to Winchester Medical Center, strong visibility, and flexible zoning, this parcel offers a rare combination of location and usability in one of Winchester’s most established commercial areas.

1625 Amherst St, Winchester
$133,000
VAFV2041888 MLS
Discover a rare opportunity to own a stunning 5.06-acre parcel of land nestled in the serene embrace of the mountains. This exceptional lot offers a harmonious blend of natural beauty and convenience, making it the perfect canvas for your dream home or getaway retreat. Imagine waking up each morning to breathtaking mountain views that inspire tranquility and peace. The property is partly wooded, providing a sense of privacy while still allowing for ample cleared space to build your ideal residence. With road frontage, accessibility is a breeze, ensuring that you can easily connect with the vibrant community that surrounds you. This location is not just about the land; it's about the lifestyle. The neighborhood is known for its welcoming atmosphere and strong sense of community. Residents enjoy a variety of local amenities, including charming shops, delightful eateries, and recreational facilities that cater to all ages. The nearby parks offer expansive green spaces for outdoor activities, picnics, and leisurely strolls, making it easy to embrace an active lifestyle. Education is a cornerstone of this community, with highly regarded schools just a short drive away. Public services in the area are robust, ensuring that residents have access to essential amenities and support. Whether it's reliable emergency services, well-maintained roads, or community events that foster connection, this neighborhood is designed to enhance your quality of life. For those who cherish nature, the partly wooded areas of the lot provide a perfect backdrop for hiking, birdwatching, or simply enjoying the beauty of the outdoors. The gentle sounds of nature and the fresh mountain air create an idyllic setting for relaxation and rejuvenation. This property is more than just land; it's an invitation to create a lifestyle filled with adventure, community, and peace. Don't miss your chance to claim this slice of paradise and build the home you've always envisioned in a location that truly has it all. Embrace the opportunity to live in harmony with nature while enjoying the benefits of a vibrant community. Your dream awaits!

Back Mountain Rd, Winchester
$399,900
3 Beds ⋅ 3 Baths ⋅ VAFV2041752 MLS
Enjoy townhouse living with a view at 105 Tye Ct.! This desirable end-unit townhouse overlooks the neighborhood instead of facing rows of neighboring townhomes, offering a more open and private feel. Only 3 years old, this former model home features upgraded finishes and custom touches not found in many of the other units. Featuring 3 bedrooms, 2.5 bathrooms, and a finished basement, this home offers plenty of space for comfortable living, entertaining, or working from home. The spacious side and rear yard provide ample outdoor space for relaxing and enjoying the surroundings. Conveniently located on the east side of Winchester, this home is perfect for commuters with easy access to major routes, shopping, dining, and local amenities. A rare opportunity to own a newer townhouse with extra space, style, and a premium location!

105 Tye Ct, Winchester
$671,625
4 Beds ⋅ 3 Baths ⋅ VAFV2041872 MLS
Practicality meets long-term value with a $70,000 IN UPGRADE to install a 32 PANEL SOLAR SYSTEM., that that virtually reduces monthly electric bills. An additional $30,000 was invested into a COMPOSITE DECK AND FENCE. Welcome to 108 Nevermore Drive, nestled in the sought-after Raven Oaks community of Winchester, where comfort, energy efficiency, and thoughtful design come together seamlessly. From the moment you arrive, this home welcomes you with a sense of space and possibility. Inside, the open-concept main level flows effortlessly through the family room, gourmet kitchen, and a sun-drenched bump-out sunroom—an upgraded builder option that fills the home with natural light and creates the perfect setting for morning coffee or relaxed evenings. The gourmet kitchen is the true heart of the home, featuring a large center island that creates a natural gathering space for guests and family alike. Highlights include stainless steel appliances, a deep farmhouse sink, upgraded countertops, modern finishes, and a stylish gold accent lighting package, all complemented by a built-in tech package designed for today’s lifestyle.T he dining room is elevated by vaulted ceilings, adding volume and architectural interest with direct deck access Upstairs, the home continues to impress with four spacious bedrooms and a rare second-level living room—ideal for a media room, play area, or private retreat. The upper-level laundry room adds everyday convenience, while the beautifully upgraded primary bath offers a spa-like escape. In total, the home features three full baths and one half bath. Car enthusiasts will love the spacious 3-car garage providing ample storage and flexibility. The unfinished basement, featuring impressive 9-foot ceilings, offers endless potential and is ready for your custom vision and design. Step outside to your private backyard oasis, complete with a low-maintenance composite deck and a vinyl privacy fence—perfect for entertaining, relaxing, or enjoying peaceful outdoor living. This move-in ready home is loaded with premium upgrades, energy-efficient features, and highly desirable living spaces and presents an exceptional opportunity in one of Winchester’s most sought-after communities. Minutes to downtown and shopping, dining, commuter routes ,history and more. With its scale, layout, flexibility, and premium lot positioning on a cul-de-sac , Nevermore Drive stands out as an exceptional opportunity in Winchester. Solar system will be free on any liens at closing.

108 Nevermore Dr, Winchester
$999,999
VAFV2041850 MLS
Repair shop with 3 bay garage. 3 car lifts. Property has a small 3 bedroom home for extra income that can be rented out. Fenced in lot with lots of parking spaces. Located just off of 522 south close to town.

545 Front Royal Pike, Winchester
$249,900
VAFV2041858 MLS
Lake Serene Winchester Va. Don’t miss this rare opportunity to own the last available build-able lot in peaceful, secluded Lake Serene, a private, established lake community quietly tucked away, yet only 10 minutes from Old Town Winchester! You will never find an opportunity like this to enjoy the peace and tranquility of waterfront living with the added bonus of being only a few miles from shopping, restaurants, the grocery store and city life! Enjoy fishing, swimming, kayaks, canoes, electric boats, hand propelled watercraft, or simply relaxing in a hammock by the shoreline. Anglers – expect bass, perch, and carp! This is a perfect lot for a small weekend home to relax and unwind by the water, a retirement home, or a permanent home enjoying lakefront living year round! Lot is buildable and approved for 3 bedroom home, size of lot is 33,106 sf with electricity. Septic and well have approved sites and are located on the plot. Buy today and you can immediately enjoy the amenities which convey: an outdoor building/she shed with electricity, refrigerator, storage cabinets, fishing racks, shelving, and port a-potty private area; outdoor covered pavilion with 2 picnic tables and attached dock; running water(from lake not for drinking); bricked outdoor cooking area with Blackstone grill and Corian hot plate. We also have a pontoon boat (on site) which price would be negotiable. Once waterfront property is gone, its gone!

Lot 36 Lake Serene Dr, Winchester
$475,000
VAFV2041652 MLS
Approximately 90-acre wooded parcel offering abundant space for recreation, hunting, and enjoying nature, with Little Brush Creek bordering the property. This private retreat features approximately 2,500 feet of creek frontage and has been recently surveyed. The property is accessed by frontage on Shockyeville Road or established easement and offers a peaceful, remote setting while still being conveniently located near restaurants, shopping, and other amenities. Enjoy nearby walking trails, including the Tuscarora Trail adding even more outdoor appeal to this unique property. Perfect for outdoor enthusiasts seeking peace and quiet with easy access to modern conveniences. No HOA or road maintenance agreements. Shockeysville Road is state maintained for added convenience and year-round access.

Shockeysville Road, Winchester
$369,900
2 Beds ⋅ 2 Baths ⋅ VAWI2010706 MLS
Welcome to easy living at 1856 Melvor Lane! Perfectly positioned on a desirable corner lot in a welcoming 55+ community, this beautifully updated one-level home offers the ideal combination of comfort, style, and low-maintenance living. Step inside to discover an airy open floor plan enhanced by soaring cathedral ceilings and abundant natural light. Thoughtful updates—including luxury vinyl plank flooring throughout most of the home, granite countertops, a stylish tile backsplash, updated lighting, fresh interior paint, and professional cleaning—create a move-in ready space you'll appreciate from the moment you arrive. The spacious kitchen offers generous cabinet and countertop space, making meal preparation and entertaining a breeze. The primary suite features a walk-in closet and private bath, while the second bedroom provides flexible space for guests, a home office, hobby room, or den. Beyond the front door, enjoy sidewalks throughout the community that invite leisurely walks and easy access to the community center, where residents gather for activities and social events throughout the year. Lawn care and snow removal are included through the HOA, allowing you more time to enjoy the things you love and less time worrying about outdoor maintenance. Ideally located just minutes from shopping, dining, Winchester Medical Center, and historic downtown Winchester, this well-maintained home offers the perfect balance of convenience, comfort, and community.

1856 Melvor Ln, Winchester
$399,900
3 Beds ⋅ 2 Baths ⋅ VAFV2041724 MLS
(Magnificent Margaret) This home has a lot to offer: All bedrooms and bathrooms on the main level, fully updated kitchen with Stainless Steel Appliances (Fridge, Dishwasher, Stove, Microwave) Quartz counter top, built in pantry, remodeled bathrooms with a double vanity in the primary bathroom and a walk-in tile shower, Central Heating & Air, New windows, Laundry room, large driveway, two car garage, huge barn that could be made into a work shop, .78 acres, no HOA, and.... it's located roughly 5 minutes to anything you would want or need while being on a street with no thru traffic. This is a unique gem you need to come see in person.

163 Margaret Ln, Winchester
$287,500
3 Beds ⋅ 1 Baths ⋅ VAFV2041620 MLS
Welcome to this charming ranch-style home situated on a spacious .44-acre corner lot in the desirable Shawneeland community. Thoughtfully updated and well maintained, this home offers comfort, functionality, and modern touches throughout. The kitchen has been enhanced with a newly added pantry (2026) making everyday living and entertaining effortless. The primary bedroom features French doors (2023) that add elegance and provide a beautiful connection to the outdoors. Comfort is a priority with mini-split systems added in 2024, offering efficient heating and cooling year-round. Step outside to enjoy a refreshed deck (2026)—perfect for relaxing or hosting gatherings along with the covered screened porch creating the perfect outdoor spaces to relax or entertain. This property also offers exceptional functionality with a detached two-story garage-style outbuilding situated on a concrete slab with space for one car, additional storage, hobbies, or workshop flexibility. The property provides impressive parking capacity with space for up to 9 vehicles including the driveway—ideal for guests, recreational vehicles, trailers, or outdoor enthusiasts. Shawneeland community amenities include fishing, private beach access, two playgrounds, and a 4-hole golf course. With its scenic setting, versatile outdoor spaces, abundant parking, and convenient one-level living, this property offers a rare opportunity to enjoy both comfort and flexibility in a peaceful mountain setting.

700 Tomahawk Trl, Winchester
$269,000
VAWI2010718 MLS
*** Price shown is for lot only. Seller is willing to assist Buyer in building this beautiful home plan designed by Seller customized for this lot and optimized for cost effective construction. Closing on the lot may occur upon issuance of the Building Permit in Buyer’s name by the City of Winchester. ***This modern farmhouse style home includes 5,630 square feet of living space with 4+ bedrooms and 4 ½ bathrooms. Your cost could much less than what custom builders charge and provide you with home equity as you save on design and engineering fees, general contractor upcharges and overhead, and site expenses. This plan is not builder’s standard grade; it offers you high quality and upscale features that you’ll love! This may be the perfect opportunity for you to acquire a prime lot in the City of Winchester, Virginia, and build your dream home! Nestled in the established Meadows Branch neighborhood, one of Winchester’s most upscale developments of beautifully crafted homes, this spacious 0.97-acre lot backs to the protected Abrams Creek Wetlands Preserve and Winchester’s Green Circle Trail. Utilities are readily available, including natural gas and high-speed internet. Water and sewer provided by the City of Winchester are already stubbed to the property line, and the water and sewer tap fees have already been paid, for which Buyer would pay to Seller $20,800 for a 1” water supply line in addition to the purchase price. The lot is already prepped with clearing, fill, and avoidance of expensive excavation of limestone prevalent in Winchester. Located in an ideal setting for both peaceful relaxation in nature and an active lifestyle in the community, this lot is near the biking, running, and walking Green Circle Trail through the City of Winchester and the Abrams Creek Preserve pathway. This lot is in close proximity to Winchester’s Historic Old Town (1.9 miles), Shenandoah University (2.2 miles), Winchester Medical Center (1.6 miles), Museum of the Shenandoah Valley (1.7 miles), and numerous dining, shopping, work, and leisure options. Winchester is an ideal historic town that has a complete package of charm, friendliness, parks, museums, schools, and businesses. It perfectly blends the nostalgic lifestyles of the past with the modern conveniences of the present. As a growing community, and especially in this neighborhood, the rising real estate values make this property a great investment. Do not miss your chance to own this rare opportunity! This is your opportunity to create something truly special!

823 Armistead St, Winchester
$249,900
2 Beds ⋅ 2 Baths ⋅ VAFV2041728 MLS ⋅ Parkplace BLDG.
✨ 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
$344,900
3 Beds ⋅ 3 Baths ⋅ VAFV2039944 MLS
4 Years Young and Move-In Ready! This beautifully maintained, like-new home is nestled in a small, private community on the desirable east side of Frederick County. Enjoy an unbeatable location with easy access to I-81 and Route 7, just minutes from Jim Barnett Park, Shenandoah University, shopping, dining, and Historic Downtown Winchester. Plus, you're only approximately 1 hour and 15 minutes from Washington, D.C., making it an ideal location for commuters and weekend travelers alike. Step outside to your peaceful backyard retreat—perfect for morning coffee or relaxing evenings. Inside, you'll find a comfortable, functional layout featuring an open-concept kitchen, dining, and living area, along with a convenient half bath on the main level. Upstairs offers three spacious bedrooms and two full baths, providing the ideal amount of space for everyday living. Whether you're looking for low-maintenance living, a commuter-friendly location, or a move-in-ready home, this one checks all the boxes. Schedule your private showing today! * Also listed for rent in Zillow.

117 Coralyrose Ct, Winchester
$195,000
VAFV2041696 MLS
This property is being sold strictly as-is, where-is. The mobile home on the property is believed to date back to the 1960s and is in need of significant renovation. Previous occupants began updating the home but did not complete the work. The property also features a garage-style building with a work bay and office space equipped with air conditioning, offering excellent potential for storage, workshop use, or small business operations. Heating would require portable heaters or an alternative heat source. Please note: the previous tenant still has personal property on site, which is expected to be removed as soon as possible. Buyer to verify all information and property condition to their satisfaction.

150 Cedar Grove, Winchester
$195,000
3 Beds ⋅ 1 Baths ⋅ VAFV2041692 MLS
This property is being sold strictly as-is, where-is. The mobile home on the property is believed to date back to the 1960s and is in need of significant renovation. Previous occupants began updating the home but did not complete the work. The property also features a garage-style building with a work bay and office space equipped with air conditioning, offering excellent potential for storage, workshop use, or small business operations. Heating would require portable heaters or an alternative heat source. Please note: the previous tenant still has personal property on site, which is expected to be removed as soon as possible. Buyer to verify all information and property condition to their satisfaction.

150 Cedar Grove, Winchester
$79,900
VAFV2041542 MLS
All wooded in private area with other nice homes. About 30 minutes south west of hospital, Wal-Mart. No HOA that allows you to do anything with your property. Older 3BR Perc expired. You could potentially renew it. Ideal to build a dream home and unlimited options. Last mile is a deeded dirt road. Listing agent has interest in the property

Four Wheel Dr, Winchester
$622,490
3 Beds ⋅ 3 Baths ⋅ VAFV2041616 MLS
MOVE-IN READY and designed for Active Adult (55+) living, this never lived-in before SINGLE FAMILY HOME offers main-level living and low-maintenance design at Hiatt Pointe, a gated community in Winchester, VA. Experience a true RESORT-STYLE lifestyle with exceptional onsite community amenities including a clubhouse, fitness center, pickleball and bocce courts, pool and hot tub, yoga studio, outdoor kitchen, fireside lounge, wine lockers, walking trails, and more. A full calendar of resident activities, from water aerobics and Mahjong game nights to Friday happy hours, creates endless opportunities to stay active, socialize, and enjoy everything Hiatt Pointe by Van Metre Homes has to offer! -----Spanning 3,200 finished square feet, this two-level single family home welcomes you with a covered front porch, 9ft. ceilings, and Luxury Vinyl Plank (LVP) flooring throughout the entire main level. Homesite 1014 features three bedrooms, three full bathrooms, and a finished two-car front-load garage. At the heart of the home, the kitchen features granite countertops, soft-close cabinetry, an oversized island, a walk-in pantry with solid shelving, and Samsung® stainless steel appliances. Enjoy a walkout deck off the great room for seamless outdoor living. The open-concept main level includes a spacious great room with an electric fireplace, a dedicated dining area, a secondary bedroom, and a luxurious primary suite. The primary bath has dual vanities and a roll-in frameless shower with floor-to-ceiling tile. A second full bath, family foyer with access to the laundry room, pantry, and two-car garage, complete the main level. The finished attached garage includes an electric opener and exterior keypad, while the home is solar-ready for future energy upgrades. The walkout finished basement adds a bedroom, full bath, and spacious rec room ideal for guests, entertaining, or flexible living. Being a new build, your home is constructed to the highest energy efficiency standards and comes with a post-settlement warranty. This home offers available closing cost assistance when financing with Intercoastal Mortgage and closing with Walker Title. -----Hiatt Pointe (55+) is located in Frederick County with convenient access to historic Downtown Winchester, Route 7, I-81, and I-66. Nearby shopping and dining includes Rutherford Crossing (4 mins away), Apple Blossom Mall (11 mins away), Downtown Winchester (13 mins away), and Winchester Commons (14 mins away). -----This home is available for self-guided touring through NterNow, no agent or appointment required. Buyers may visit independently during daylight hours. Scan the QR code at the door for instant access and follow a few quick prompts to let yourself in. For more information, visit our website or call Van Metre Homes. -----*Other homesites and delivery dates may be available. Pricing, offers, and availability are subject to change without notice. Images, renderings, and site plans are for illustrative purposes only and may not reflect actual homes or features. Some images and renderings may depict interior designs created in collaboration with AI or may represent a similar home. Additional terms and conditions may apply. Please see a Van Metre New Home Advisor for details.

134 Wagtail Ln Unit #HOMESITE 1014, Winchester
$554,900
5 Beds ⋅ 4 Baths ⋅ VAWI2010694 MLS
Enjoy city living in this spacious and light-filled home featuring 5 bedrooms and 3.5 baths. Fresh new carpeting has been installed on the upper level and in the family room, complemented by hardwood floors throughout the main living areas. The kitchen is equipped with stainless steel appliances, double ovens, and a center island—perfect for cooking and entertaining. Formal living and dining rooms offer plenty of space for gatherings, while large windows provide abundant natural light throughout the home. The walk-up basement includes a full bath, rec room, and a versatile 5th bedroom that can also serve as an office or playroom (no egress window). Outside, enjoy a stamped concrete patio and fully fenced rear yard. Located in a sidewalk-lined neighborhood with streetlights and a nearby playground, this home is just 5 minutes from downtown. A wonderful place to call home!

660 Beehive Way, Winchester
$399,900
2 Beds ⋅ 2 Baths ⋅ VAWI2010692 MLS
Seeking the perfect blend of historic character and modern urban living? This exceptional Urban Lofts Condominium is just one and a half blocks from Old Town Winchester Walking Mall, offering easy access to restaurants, boutiques, entertainment, and vibrant downtown living. Originally built in the early 1900s, this beautifully updated home showcases exposed brick walls, timeless architectural charm, and thoughtfully curated modern finishes throughout. A welcoming front porch adds to the home's character and curb appeal, while inside, the gourmet kitchen features upgraded cabinetry, premium quartz countertops, stainless steel appliances, and sleek designer touches. The home also features an energy-efficient hybrid heat pump water heater, which uses approximately one-third the electricity of a traditional electric water heater, helping reduce utility costs while providing reliable hot water. Spa-like baths offer stunning tile work, custom cabinetry, and stylish lighting. One of the standout features of this home is the charming private rear patio—an ideal outdoor extension of the living space, perfect for entertaining, dining al fresco, or simply relaxing. The property also includes a dedicated assigned parking space that is pre-wired and EV charger ready, offering added convenience for modern living. A spacious unfinished dry basement provides exceptional storage space, an uncommon and highly desirable feature for downtown living, offering plenty of room for seasonal décor, bicycles, outdoor gear, and more. The monthly condo fee also includes exterior maintenance of common areas, snow removal, water & sewer service, adding value and helping simplify your monthly household expenses. Whether you are seeking a sophisticated primary residence, a lock-and-leave weekend retreat, or an investment opportunity, this move-in ready condo offers an exceptional combination of location, character, energy efficiency, storage, and modern upgrades that are difficult to duplicate. This is a wonderful opportunity to purchase pieces that complement the home's style and make moving in even easier. Please inquire for a list of available items and pricing. Schedule your private showing today and experience downtown Winchester living at its fines 🏡✨ Love the furnishings? Buy it furnished for $415000!

118 1/2 E Cork St, Winchester
$275,000
2 Beds ⋅ 3 Baths ⋅ VAFV2041574 MLS

902 Enfield Dr, Winchester
$542,990
4 Beds ⋅ 4 Baths ⋅ VAFV2041576 MLS
Easy living starts here—Construct this thoughtfully designed main‑level living home and have the opportunity to personalize your style with your choice of flooring, cabinets, countertops, and fixtures and move in early next year! The main level features low‑maintenance LVP flooring throughout, vaulted ceilings in the family room, and a spacious primary suite with a deluxe bath showcasing a frameless shower and relaxing soaking tub. Two additional bedrooms and a conveniently located laundry room keep daily living effortless. The kitchen is already equipped with gourmet stainless steel appliances with a statement hood, and a farmhouse sink—just waiting for your selected quartz counters and cabinet colors to complete the look. Oak stairs lead to the finished lower level, offering even more living space with a recreation room, fourth bedroom, and full bath. A rear screened porch provides the perfect spot to unwind. Located in the premier Snowden Bridge community, enjoy resort‑style amenities including a pool, pirate water park, indoor sportsplex, parks, trails, dog park, playgrounds, and more—all just minutes from shopping, dining, and entertainment in Winchester. Easy living, inside and out. Ask about builder incentives Please note that photos are not of actual home to be built

2465 Saffron Crest Dr, Winchester
$675,000
4 Beds ⋅ 4 Baths ⋅ VAFV2041522 MLS
Beautifully maintained 4-bedroom, 2 full and 2 half-bath home offering a spacious and functional layout with hardwood flooring throughout the main level. The main-level primary suite features a walk-in closet and an en suite bath with dual vanities, soaking tub, and tiled shower. The kitchen is well-appointed with granite countertops, double ovens, gas cooktop, built-in microwave, dishwasher, and refrigerator with ice and water dispenser, opening to generous living and dining spaces ideal for everyday living and entertaining. The family room includes a gas fireplace with built-ins, while the large laundry room and main-level half bath add convenience. Upstairs offers three additional bedrooms, a full bath, and extra storage space. Outdoor features include mature landscaping, a stone front exterior, and a spacious rear porch with both covered and open-air areas accessible from the kitchen. Additional highlights include a 2-car garage, off-street parking, smart lighting features on the main level, and a whole-home water filtration system setup. Conveniently located in an established community with easy access to local amenities and commuter routes. Seller completed a pre-listing home inspection prior to marketing the property. Inspection report available for agent and buyer review!

107 Harold Ct, Winchester
$3,500,000
VAWI2010684 MLS
Rare opportunity to own a 22,320 sq. ft. indoor sports and entertainment facility situated on 3 acres with Industrial zoning. Formerly a youth development center, the building features two gymnasiums, a theater area, multiple kitchens with dining spaces, and several large restroom areas. The flexible layout supports single-tenant or multi-tenant use, making it ideal for recreational, institutional, or commercial operations. The property also offers extensive on-site parking and excellent potential for adaptive reuse. Unique large-scale facility with a wide range of possible uses.

3 Battaile Dr, Winchester
$547,000
5 Beds ⋅ 4 Baths ⋅ VAFV2041562 MLS
BACK ON THE MARKET AFTER THE INSTALLATION OF NEW CARPET !! MOVE IN CONDITION PRICED TO SELL FAST LOCATED IN THE CUL-DE-SAC WHICH HAS A PLAYGROUND - SEPERATE IN-LAW-SUITE IN BASEMENT WITH SEPARATE ENTRANCE FULL BATH LIVING ROOM OFFICE OR COULD MAKE INTO KITCHEN AREA - JUST FULLY PAINTED THRU-OUT NEW CARPET INSTALLED AND THE HARDWOOD FLOORS LOOK NEW. GAS FIREPLACE - KITCHEN WITH BAR AND TABLE SPACE - SEPERATE OFFICE OR LIVING ROOM IN THE FRONT OF THE HOME - 2 DECKS FOR ENTERTAINING - PRIVATLY FENCED REAR YARD - GUTTER GUARDS TO MAKE EASY FOR UP- THERE IS A PLAYGROUND ONLY 1 HOUSE AWAY FOR PLENTY OF PLAYING FOR THE CHILDREN-KEEPTHIS IS A MUST SEE PROPERTY AND WONT LAST LONG - SO DONT DELAY JUST CALL AND MAKE AN APPOINTMENT--Room For a 2nd Kitchen in Basement and also a 2nd Bedroom, there is Already a Full Bathroom in the Basement....Radon System has been Installed in this Home !!

114 Settlers Cir, Winchester
$339,000
3 Beds ⋅ 2 Baths ⋅ VAWI2010682 MLS
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
$1,179,000
4 Beds ⋅ 5 Baths ⋅ VAWI2010484 MLS
Stepping onto the Southern style covered front porc.h you enter the large foyer with a Schoenbek chandelier. There is a living room to the left which opens to a separate dining room with a hand painted blue and gold ceiling. The kitchen is eating size with granite counter and large island. Double doors lead to a small back porch and stairs to the patio. The first floor family room has a gas fireplace, built-in cabinets, a built-in window seat and two-story windows. The garden room has tile floor, built-in bookcases and windows on two sides overlook the rose garden and back yard. There is a powder room off the family room. The second floor has four bedrooms and three full baths. The master bedroom is very large with a three-sided fireplace and sitting area with tray ceilings. There is a large walk-in closet with custom built ins. The master bath has two separate vanities with vessel sinks. The generous shower is glass sided and there is a large spa tub with a Schoenbek chandlier. The bath has a tile floor and artistic tiles around the shower, spa tub and vanities. Two bedrooms share a jack and jill bath with each haviing it's own vanity.. All the bathrooms have marble counters. There is a library on this floor with built in bookcases which could be turned into a fifth bedroom. The upper hall has an overlook to the family room below. You enter the lower level from the kitchen and there is an exit from the recreation room onto the patio at the rear. There is a gas fireplace in the large family room with a wet bar and a generous adjoining area for activities. There is a gym with a wall of mirrors, an office, a large cedar closet, half bath and storage room. The entire house has crown molding, many shadow boxes, and 5" baseboards. All the walks, the driveway and the patio are done in architectual concrete. The rear yard has a waterfall, brick walls and extensive plantings. On the side of the home there is a large rose garden. The house has a security system; and also, the entire home is wired with speakers for music. The roof is less than 5 years old. The oven and microwave were new in 2025. Details about each room is found in documents. This home is within 5 minutes of Medical Center, Museum of the Shenandoah Valley and the Green Trail and within 10 minutes of Old Town Walking Mall, Shenandoah University and shopping, Note: one owner is licensed broker/real estate agent & other owner is licensed real estate agent

1004 Heth Pl, Winchester
$399,900
3 Beds ⋅ 3 Baths ⋅ VAWI2010640 MLS
Claim your spot in the heart of the city with this authentic 1866 gem, perfectly positioned to enjoy everything downtown Winchester has to offer. Proudly displaying its Winchester Historic Building plaque, this home is just steps from the vibrant local dining scene, boutique shopping, parks, and schools. It’s a rare find that pairs 19th-century soul with modern reliability, featuring the coveted convenience of off-street parking in the rear, a one-year-old roof and a dual-zone climate system with two AC units and two Lennox furnaces. The main level is full of original character, anchored by beautiful hardwood floors. The kitchen serves as a functional and warm centerpiece, featuring granite counters, stainless appliances, and a stunning wall of original exposed log beams. Just off the kitchen, the formal dining room retains its classic charm with a decorative fireplace and original period details, while the rest of the floor opens into a large, versatile living room framed by custom built-in shelving and bathed in natural light. Daily functionality is prioritized at the rear of the home, where a spacious mudroom provides storage and a seamless transition to the newer rear deck and parking area. Tucked behind a clever sliding barn door is a private area housing the laundry facilities and a main-level half bath. The upper floors offer an impressive amount of flexible space, starting with a multi-functional loft on the second level. With two distinct areas and built-in storage, the layout is versatile enough to accommodate a home office, reading nook, playroom, or fitness space all on one dedicated level. This level also includes two generously-sized bedrooms and a large full bath featuring a soaking tub with a shower and tile surround. The third level has been beautifully transformed into an expansive primary suite. This sun-drenched getaway spans the entire top floor, offering a soaring, airy retreat with polished hardwood flooring, an abundance of natural light from numerous windows, and the ultimate privacy of its own en-suite bath. From the welcoming covered front porch to the rare off-street parking, this home offers the perfect balance of Winchester personality and highly adaptable living space.

706 S Cameron St, Winchester
$419,990
4 Beds ⋅ 4 Baths ⋅ VAFV2041550 MLS
Exceptional value for a 4‑bedroom END‑UNIT townhome is ready for move‑in! Brand‑new construction offers modern style and comfort with oak stairs with upgraded railings and durable LVP flooring throughout the main level. Backing to open space in the newest section of Snowden Bridge, this spacious home includes a flexible entry‑level bedroom with full bath, a bright open‑concept main living area, and a generous primary suite upstairs. Enjoy resort‑style community amenities—and special financing and closing cost assistance make this an incredible opportunity at this price point.

126 Swansong Pl, Winchester
$359,000
3 Beds ⋅ 2 Baths ⋅ VAWI2010488 MLS
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. Kitchen and downstairs bathroom to be painted. 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