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103 W Whitlock Ave, Winchester
$100,000
2 Beds ⋅ 1 Baths
Located just minutes from the shops, dining, and historic charm of the Old Town Walking Mall, this property puts the best of Winchester right at your doorstep. This charming 2-bedroom, 1 bath home offers a blend of classic character and modern convenience. Built in 1948, it features hardwood flooring, a brick fireplace with glass doors, central air conditioning and a walk-up attic. The full, unfinished basement has endless potential for a workshop, home gym, or lots of extra storage space. The backyard has a patio, 2 sheds for additional outdoor storage and a chain-link fence. The property sits on a 0.11-acre lot with on-street parking available. Don't miss the opportunity to own this delightful home, with bidding starting at $100,000.

103 W Whitlock Ave, Winchester

Listing courtesy of NewTown Realty. Contact:

322 W Cecil St, Winchester
$525,000
4 Beds ⋅ 2 Baths
Welcome to 322 W Cecil Street, where classic all-brick architecture meets thoughtful modern refinement in an unbeatable location. Just minutes from Handley High School and the bustling walking mall, this standout home impresses immediately with its timeless curb appeal and fabulous outdoor living framed by majestic shade trees. Inside, gleaming hardwood floors and a cozy wood-burning fireplace anchor the sunlit living room, flowing effortlessly into the formal dining room for family dinners and festive gatherings. The bright, refreshed kitchen truly shines with crisp white cabinetry, a sleek tile backsplash, and newer stainless appliances. Just around the corner, a convenient half bath completes the main floor. On the upper level, continuous hardwood flooring runs through three comfortable bedrooms, led by a spacious primary bedroom bathed in natural light, alongside a beautifully updated full bath in the hallway. Up another level, the finished attic serves as a private fourth bedroom, also offering incredible flexibility if you prefer a dedicated home office, playroom, or creative studio, while the unfinished basement provides ample storage. Outside, the property offers a private open-air haven designed for both relaxation and entertaining. Start your mornings on the elegant Charleston-style side porch, host vibrant summer gatherings on the patio, or enjoy endless room to play and unwind in the fenced-in backyard shaded by mature trees. Pairing timeless historic character with effortless modern comfort in a premier downtown setting, this remarkable residence offers a lifestyle that is truly second to none.

322 W Cecil St, Winchester

Listing courtesy of Colony Realty. Contact:

1709 Brandon Dr, Winchester
$425,000
4 Beds ⋅ 3 Baths
MOVE-IN READY AND PRICED BELOW ASSESSED VALUE! Don't miss this wonderful opportunity to own a spacious, well-maintained home with a flexible floor plan and plenty of room to enjoy! Recently refinished hardwood floors and fresh paint throughout most of the home create a fresh, welcoming atmosphere. The inviting living and dining area offers an open-concept design with a fireplace, making it perfect for entertaining or simply relaxing at home. The kitchen is designed for convenience, with ample counter space, abundant cabinetry, a pantry, and includes the refrigerator, dishwasher, and range. Just off the kitchen, the bright and spacious sunroom is a delightful bonus, featuring built-in shelving and access to the rear yard. The main-level primary bedroom is especially appealing, with beautiful hardwood flooring and a private ensuite bath featuring a large walk-in closet, jetted tub, and separate shower. A second main-level bedroom offers cheerful natural light, well-positioned windows, and hardwood flooring. The upper level provides two additional generously sized bedrooms, both with hardwood floors, and a full bath. The lower level offers even more living space with a large carpeted recreation room featuring a fireplace with a wood-burning stove, plus an adjoining laundry area. A convenient ground-level walkout provides direct access to the driveway. Outside, enjoy the rear deck, ideal for relaxing or entertaining, and a substantial outbuilding with electricity, perfect for hobbies, a workshop, or additional storage. The roof was replaced in 2020. With its fresh updates, spacious accommodations, versatile living areas, and attractive pricing, this home offers exceptional value and is ready for you to move in and make it your own. A wonderful opportunity that deserves a place at the top of your must-see list! Professional photos coming soon

1709 Brandon Dr, Winchester

Listing courtesy of Colony Realty. Contact:

1826 Kershaw Ln, Winchester
$385,500
2 Beds ⋅ 2 Baths
This charming one-level home is perfectly situated in one of Winchester's desirable 55+ senior communities, Willow Lawn Cottages at 1826 Kershaw Lane. This pristine home on a larger corner lot features two spacious bedrooms, two full bathrooms, hardwood floors, vaulted ceilings and a cozy gas fireplace. The open and inviting floor plan will make your new home ideal for both daily living and entertaining. The large owner’s suite offers a private retreat with its own bathroom, while the second bedroom and full bath are perfect for visitors. The sun room was designed for relaxing, morning coffee, reading, home hobby room or office. Your home also features vaulted ceilings, and an open floor plan filled with natural light and a cozy gas fireplace in the Great Room. The kitchen features an updated Moen faucet, decorative ceramic tile backsplash, a new refrigerator, and a new microwave. This very well maintained home is designed for accessibility and ease of living….and the HOA plows your snow and mows your lawn. Willow Lawn has a friendly community atmosphere with convenient access to Shenandoah University and it’s Ostr Bryant Theatre, Historic Old Town Winchester, Winchester Medical Center, Jim Barnett Park, Community club house, the Museum of the Shenandoah Valley and the Winchester Green Circle Trail. Shopping, restaurants and year-round festivals and events are just moments away

1826 Kershaw Ln, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

1802 Tilghman Ln, Winchester
$394,000
2 Beds ⋅ 2 Baths
Nestled in the charming CITY OF WINCHESTER, this exquisite cottage-style residence offers a serene retreat for those seeking a luxurious yet comfortable lifestyle. Spanning 1,642 square feet, this thoughtfully crafted detached home features two spacious bedrooms and two full bathrooms, providing ample space for relaxation and privacy. The inviting living area is enhanced by a cozy fireplace, perfect for those cooler evenings, creating a warm ambiance that feels just like home. The exterior showcases a delightful blend of vinyl siding and brick, exuding timeless charm while requiring minimal maintenance. The meticulously landscaped garden and lawn views offer a picturesque backdrop, inviting you to unwind and enjoy the beauty of nature right from your own backyard. The attached garage provides convenient access and additional storage space, ensuring that your belongings are neatly organized. The property is designed for ease of living, with a layout that promotes both comfort and accessibility. While this community does not feature a pool, the surrounding area is rich with opportunities for leisure and social engagement. Residents can enjoy leisurely strolls through the beautifully maintained grounds or participate in community events that foster connections and friendships. This home is not just a residence; it's a lifestyle choice that emphasizes comfort, community, and luxury. With its high-end features and inviting atmosphere, it's the perfect place to create lasting memories and enjoy the finer things in life. Experience the joy of living in a space that truly feels like home, where every detail has been considered for your comfort and enjoyment. Discover the perfect blend of elegance and tranquility in this remarkable property, where you can embrace a fulfilling lifestyle in a welcoming community. Lots to offer at the community center that is in walking distance. This is one of the largest units in Willow Lawn.

1802 Tilghman Ln, Winchester

Listing courtesy of Link Realty Services LLC. Contact:

1950 Melvor Ln, Winchester
$650,000
4 Beds ⋅ 3 Baths
Prime, central Winchester living meets unmatched space and versatility at 1950 Melvor Lane. Set on a generous lot framed by mature foliage, this move-in-ready home offers an expansive layout crafted for effortless entertaining and everyday comfort. A striking two-story foyer with gleaming hardwood floors welcomes you inside, guiding you through a formal living room into a gracious dining space. From here, the dining room transitions effortlessly into the well-appointed kitchen, featuring rich cabinetry, expansive granite countertops, double wall ovens, a pantry, and a center island with a built-in cooktop. It opens seamlessly into a stunning breakfast room wrapped in wall-to-wall windows beneath vaulted ceilings, pouring natural light into every corner. Stately architectural pillars frame the expansive family room, offering a warm and inviting atmosphere anchored by a glowing gas fireplace that sets the tone for relaxed evenings. Double French doors lead into a quiet study or home office—perfect for remote work—while a tastefully appointed half bath completes the exceptionally spacious main level. The upper level is highlighted by a palatial primary suite featuring French doors, tray ceilings, a sitting area, an enormous walk-in closet, and a spa-inspired ensuite bath with dual vanities, a corner soaking tub, and a separate glass-enclosed shower. Three additional spacious bedrooms, a second full bathroom, and dedicated laundry facilities round out the top floor. Boundless possibilities await in the massive walkout basement, where abundant natural light streams through full windows and sliding glass doors. Offering vast storage space now or an incredible blank canvas ready to be finished into an in-law suite, home gym, theater, or rec room. Outside, enjoy a level backyard ready for play, entertaining, and outdoor relaxation. Situated in one of Winchester’s most desirable neighborhoods, residents also enjoy wonderful community amenities, including a neighborhood pool. Combining pristine condition, incredible room to grow, and an unbeatable location, this remarkable home is an exceptional opportunity you don’t want to miss.

1950 Melvor Ln, Winchester

Listing courtesy of Colony Realty. Contact:

117 E Pall Mall St, Winchester
$350,000
3 Beds ⋅ 3 Baths
**SPECIAL FINANCING INCENTIVE! Sellers to offer up to $8133 in seller subsidy for temporary rate buy down (with Preferred lender) to subsidize and lower monthly payment for the first 2 years of ownership!** Welcome home to 117 E Pall Mall St! Ideally located within a mile of Shenandoah University and historic downtown Winchester! This 3 bedroom, 2.5 bath has lots of updates and upgrades! Updated kitchen and baths, stainless steel appliances, & a fenced in backyard! 2023 - Roof, siding, & electrical panel (and all breakers), updated kitchen and all baths, 2024 - repaired sump pump & new hot water heater, 2025 - new sewer line under driveway & from driveway to street, new LVP in kitchen, 2026 - replaced / leveled living room floor & subfloor, new LVP. Perfect for the first time homebuyers or investors looking for a home with great rental potential! Schedule your tour today!

117 E Pall Mall St, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

719 Pennsylvania Ave, Winchester
$399,990
4 Beds ⋅ 2 Baths
COMPLETELY RENOVATED & BETTER THAN NEW! This beautifully renovated home offers 4 bedrooms, 2 full bathrooms, and extensive upgrades throughout including luxurious granite counters with soft close kitchen cabinets, stainless steel upgraded appliances and spacemaker microvave. Situated on a spacious and private lot backing to trees with a shed, the property features an easement and potential for a second accessory dwelling in the rear (check Winchester City for details). Nearly every aspect of the home has been updated, including new HVAC, electrical, plumbing, windows, bathrooms, and kitchen. The fully finished basement adds valuable living space with 2 additional bedrooms and a full 2nd bathroom. A newly built, spacious 1-car garage and storage shed provide added convenience and functionality. With modern improvements, generous outdoor space, and exciting possibilities, this move-in-ready home is a must-see!

719 Pennsylvania Ave, Winchester

Listing courtesy of Samson Properties. Contact:

1400 Gordon Pl, Winchester
$650,000
3 Beds ⋅ 2 Baths
NOVEMBER PROMOTION: Seller giving a $15K credit for a 2/1 Interest Rate Buydown or decorator credit with full price ratified contract by 11/23/26 with settlement in December 2026!!! ONE LEVEL LIVING AND BRAND NEW ROOF in The Downs at Meadowbranch, a sought after community convenient to shopping, medical center, and Old Town Winchester. OPEN SUNDAY 11/8/26 FROM 1-3PM! Expansive all-brick home offers 3 bedrooms, 2 bathrooms, attached oversized 2-car garage and 2450 square feet of living space! What's better than an idyllic 1/5 acre corner lot... how about an idyllic 1/5 acre corner lot you don't have to mow? HOA fees include lawn mowing, mulching, leaf clean up, and tree and shrub maintenance! Hardwood floors run through the living and dining rooms, kitchen, and the 2nd and 3rd bedrooms. Charming country kitchen features granite counters and stainless steel appliances, as well as a cozy breakfast nook, and access to the screened porch with ceiling fan. Large living room with gas fireplace. Formal dining room boasts chair and crown molding. Primary bedroom has walk in closet and en-suite bath with double vanity, jetted tub and separate shower. Bathrooms and bedrooms have been FRESHLY PAINTED too. This is a great opportunity to own in a desirable rarely-available City of Winchester community! Schedule your tour today!

1400 Gordon Pl, Winchester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

2604 Cornerstone Cir, Winchester
$345,000
2 Beds ⋅ 2 Baths
Low-Maintenance Home in Stonecrest Village Stonecrest Village offers a comfortable Winchester City home in a small, established community with beautiful trees Property Overview This two-bedroom, two-bath home was built in 1996 by Oakcrest Builders in Stonecrest Village, a hidden gem of 34 homes in Winchester City. The property includes a one-car garage with extra storage space. The HOA fee covers front-yard mowing, landscaping, and snow removal. Residents also enjoy free use of the HOA-owned community center. Convenient Location The neighborhood offers easy access to I-81, the Route 37 bypass, Hope Drive, and Crossover Boulevard. It is also close to shopping, restaurants, and new retail developments. Interior and Outdoor Features Inside, the home features hardwood floors, an open dining area and living room with gas fireplace, a large kitchen with stainless steel appliances and a breakfast area. The primary suite includes a walk-in closet and step-in shower, while the hall bath includes a tub and shower. Outdoors, a wood fence adds privacy to the yard. Sliding doors open to the patio, where a new awning creates a more comfortable outdoor living space. A screened porch overlooks the backyard. The covered front entrance adds a welcoming touch. Professional pictures coming next week.

2604 Cornerstone Cir, Winchester

Listing courtesy of Samson Properties. Contact:

609 Quartzite Cir, Winchester
$489,900
4 Beds ⋅ 3 Baths
Welcome to 609 Quartzite Circle! A beautifully maintained 4-bedroom, 3-bath home offering a spacious and functional layout designed for modern living. The main level features inviting living spaces, hardwood flooring, and an open kitchen with ample cabinetry and table space. The primary suite includes a walk-in closet and a private bath with a soaking tub, while the finished lower level provides a generous recreation room, an additional bedroom, and a full bath, offering flexible space for guests, a home office, or everyday living. Enjoy the fully fenced backyard with a patio, perfect for relaxing or entertaining, along with the convenience of an attached 2-car garage. Ideally located near shopping, dining, schools, parks, and major commuter routes, this home combines comfort, versatility, and a convenient Winchester location.

609 Quartzite Cir, Winchester

Listing courtesy of Samson Properties. Contact:

544 Dunlap St, Winchester
$220,000
3 Beds ⋅ 2 Baths
Great investment opportunity in a convenient location just off Route 7! This property offers a spacious layout, off-street parking, and a carport. Hardwood flooring may be hiding beneath the existing carpet, offering additional potential to restore the home's charm. A covered rear porch overlooks the spacious level yard. The expansive unfinished basement features a fireplace and walk-up access, providing excellent potential for additional finished living space and the opportunity to significantly increase the home's usable square footage. The home requires repairs, and potential foundation issues may be present. The property is tenant-occupied with a month-to-month lease. The owner would prefer to allow the current tenants to remain in place until Spring, offering a potential opportunity for investors seeking rental income during their renovation planning.

544 Dunlap St, Winchester

Listing courtesy of Samson Properties. Contact:

602 Patterson Ave, Winchester
$295,000
3 Beds ⋅ 1 Baths
Welcome home to this beautifully remodeled, move in ready Cape Cod at 602 Patterson Avenue! This 3-bedroom, 1-bath home has almost 1100 sq ft of living space. Exterior upgrades include a new roof, new siding, new energy-efficient windows and a refinished front porch. Inside, enjoy a remodeled kitchen and bathroom with designer stone and marble flooring, refinished wood floors, fresh paint, updated lighting, a new mini-split heating and cooling system in the upstairs bedroom & more! Newer Stainless steel refrigerator, stove and full-size washer and dryer included. Relax on the covered front porch or in the sunroom off the kitchen. The 8,393 sq ft lot has convenient parking and space for gardening, entertaining or creating your own outdoor retreat. Within walking distance of the elementary school and convenient to I-81, Route 7, downtown Winchester, Shenandoah University, shopping and dining.

602 Patterson Ave, Winchester

Listing courtesy of BEYCOME BROKERAGE REALTY LLC. Contact:

757 Seldon Dr, Winchester
$867,500
4 Beds ⋅ 4 Baths
SOARING CEILINGS, EFFORTLESS MAIN-LEVEL LIVING & EXPANSIVE SPACE Welcome to 757 Seldon Drive in Meadow Branch, one of Winchester’s established and coveted communities. Offering an exceptional blend of grand architectural scale and everyday comfort, this custom residence delivers seamless main-level living alongside the capacity to host gatherings of any size. Step into the dramatic great room, where towering ceilings and expansive windows create an immediate sense of light, openness, and warmth. The flowing, open layout transitions effortlessly into a spacious kitchen complete with a cozy breakfast and sitting area, complemented by sightlines that keep every living space connected. A formal dining room and a flexible front study/library or media room complete the central entertaining areas. Designed for complete main-level convenience, the private primary suite features a generous-sized closet, ensuite bath, and an adjacent laundry room. On the opposite wing, two additional bedrooms connect to a Jack-and-Jill bathroom; one bedroom currently serves as a home office with direct backyard access. The upper level features a private bedroom suite with a full bath, complemented by a spacious attic offering abundant storage. Outside, unwind on the private screened-in porch or patio surrounded by mature landscaping and tree-lined charm. All of this is located just minutes from Winchester Medical Center, historic Old Town Winchester's dining and festivals, and major commuter routes including Route 37, Route 50, and I-81.

757 Seldon Dr, Winchester

Listing courtesy of Weichert, REALTORS. Contact:

125 Fox Dr, Winchester
$409,000
3 Beds ⋅ 2 Baths
Welcome to 125 Fox Drive! This charming brick rancher is ideally situated in the heart of Winchester City, offering a wonderful combination of classic character, modern updates, flexible living space, and an unbeatable location. The main level features three bedrooms, a full bathroom with tile flooring, tile shower walls, and a tub/shower combination, along with beautiful hardwood floors throughout. The updated kitchen boasts bright white cabinetry, granite countertops, and stainless steel appliances. The inviting living room is highlighted by a wood-burning fireplace and distinctive accent wall, creating a warm and welcoming space to relax or entertain. Need additional space? The fully finished basement offers endless possibilities, with multiple rooms ideal for additional bedrooms, a playroom, home gym, hobby space, or home office. A second full bathroom features granite countertops, tile flooring, tile walls, and a tub/shower combination. A separate utility and storage room provides additional functionality and convenience. Step outside and enjoy the fantastic backyard! The level, fully fenced yard features a privacy fence, mature trees, and a brick paver patio, making it the perfect setting for summer barbecues, outdoor gatherings, or simply unwinding in your own private outdoor retreat. The welcoming front porch features Trex decking, vinyl railings, and columns, while the paved driveway offers parking for up to three vehicles. Solar panels provide an added opportunity to help reduce electricity costs. LOCATION, LOCATION, LOCATION! Enjoy the convenience of city living with NO HOA! Located approximately one mile from historic downtown Winchester, this home offers convenient access to local restaurants, shops, entertainment, and community events. You're also close to Valley Health Winchester Medical Center and numerous medical specialty practices, as well as the Museum of the Shenandoah Valley and Whittier Park. Enjoy the excitement of Winchester's famous Shenandoah Apple Blossom Festival and all the charm this vibrant community has to offer. Don't miss your chance to make this home your own!

125 Fox Dr, Winchester

Listing courtesy of Samson Properties. Contact:

327 Ridge Ave, Winchester
$639,900
4 Beds ⋅ 3 Baths
STUNNING BRICK-FRONT COLONIAL IN SOUGHT-AFTER WHITTIER ACRES — Amazing renovations have been done so the home is absolutely move-in ready!!! Welcome to 327 Ridge Avenue, where timeless elegance meets modern updates in one of Winchester's most desirable neighborhoods! This impeccably maintained 4-bedroom, 2.5-bath colonial offers incredible space, classic architectural charm, and an exceptional over half-acre lot within the City of Winchester — a rare find! On Christmas Eve, witness thousand of luminaries on the streets in Whittier Acres. Truly a wonderful scene. From the moment you enter, you'll appreciate the beautiful curved staircase, abundant natural light, and spacious rooms that make this home truly special. The wonderful kitchen features rich maple cabinetry, granite countertops, and plenty of space for everyday living and entertaining. Hardwood floors are hiding beneath much of the carpeting, offering an exciting opportunity to showcase even more of this home's original character! The home has been freshly painted inside and out and features beautifully updated bathrooms, new luxury vinyl plank flooring in both baths and the basement, new garage door, new light fixtures - the list goes on. Additional major improvements include a roof (2017), HVAC system (2024), dishwasher and refrigerator (2025), and gas water heater (2025). With generously sized living areas, a basement offering even more versatile space, and a spectacular lot with room to enjoy the outdoors, this home delivers the space and flexibility today's buyers are looking for. Location, character, exceptional maintenance, and extensive improvements — this Whittier Acres beauty truly has it all! Enjoy the charm of an established Winchester neighborhood while being just minutes from downtown shopping, dining, and entertainment. Homes offering this much space, this many updates, and a lot of this size within the city are a rare opportunity. Schedule your private showing and discover everything 327 Ridge Avenue has to offer!

327 Ridge Ave, Winchester

Listing courtesy of Samson Properties. Contact:

912 Opequon Ave, Winchester
$404,999
5 Beds ⋅ 2 Baths
Welcome to 912 Opequon Ave! This versatile, beautifully updated split-foyer home offers 5 bedrooms, 2 full bathrooms, and approximately 1,810 finished square feet of living space in a convenient, walkable Winchester neighborhood. Whether you're looking for a spacious primary residence, room for multigenerational living, or an opportunity to generate rental income, this property offers the flexibility to fit your needs. The main level features a bright, inviting living and dining area that flows seamlessly onto a spacious, brand-new TREX deck—perfect for relaxing, entertaining, or enjoying the outdoors. The kitchen is equipped with stainless steel appliance, including a smooth-top range, double-door refrigerator, and dishwasher. Three bedrooms and a full bathroom complete the upper level, with updated wood flooring throughout all upstairs bedrooms. The lower level offers two additional bedrooms, a spacious family or media room, a full bathroom with an updated shower, and a private walk-out entrance. A separate kitchenette, full-size refrigerator, and dedicated laundry area make this level especially appealing for extended family, guests, or potential rental use. The flexible layout offers excellent possibilities for multigenerational living or supplemental rental income, subject to applicable requirements. Enjoy peace of mind with numerous major improvements and updates, including the replacement of the original 1978 electrical fuse box with a modern electrical panel in May 2026, a newly widened driveway accommodating two vehicles side by side in June 2026, and a brand-new washer and dryer installed in July 2026. Additional improvements include a brand-new TREX deck completed in August 2025, Google Home security floodlight cameras providing approximately 270-degree surveillance coverage installed in February 2025, updated showers in both bathrooms in December 2024, and a lower-level kitchenette added in February 2024. Conveniently located just minutes from historic Downtown Winchester, Shenandoah University, Winchester Medical Center, and major commuter routes, including Route 7, Route 50, and Interstate 81, this home offers a desirable combination of space, convenience, and versatility. Enjoy easy access to nearby shops, restaurants, schools, parks, and other local amenities. With its spacious layout, extensive improvements, flexible living arrangements, and convenient location, 912 Opequon Ave is a home that offers both comfort today and exciting possibilities for the future. Don't miss the opportunity to make this versatile Winchester property your own! Schedule a showing by calling or texting 7O3-454-648O

912 Opequon Ave, Winchester

Listing courtesy of First Decision Realty LLC. Contact:

1010 Breckinridge Ln, Winchester
$1,065,000
5 Beds ⋅ 6 Baths
Winchester’s established Meadow Branch neighborhood invites you to the first ever offering of 1010 Breckinridge Lane! A thoughtfully designed residence offering generous living space of over 5500sqft, refined architectural details which include a great room with stunning floor to ceiling windows receiving abundant natural light to create an open, inviting atmosphere, while fine trim work, custom built-ins, and carefully considered finishes give the home a sense of quality. At the center of the home, the modern kitchen combines custom white cabinetry, granite countertops, stainless-steel appliances, dual ovens, and ample workspace for everyday cooking and entertaining. The 5 bedroom 5.5 bath traditional floor plan provides both comfortable gathering areas and more intimate spaces for formal dining, working from home, or hosting large gatherings. The upper level is anchored by a spacious primary suite, while the main-level in-law suite offers comfortable accommodation for extended family, long-term guests, or those seeking single-level living. A full finished basement expands the home’s versatility with additional space for recreation, entertainment, fitness, hobbies, or private guest use. Outside, a large deck overlooks mature landscaping and connects to a terraced patio designed for outdoor dining and entertaining. Established trees create privacy while preserving the convenience of an in-town Winchester location. A three-car side load garage provides substantial parking, workshop, and storage capacity, completing a residence that balances comfort, privacy, and everyday functionality all on a private .71 acre lot.

1010 Breckinridge Ln, Winchester

Listing courtesy of RE/MAX Roots. Contact:

318 Stonehenge Rd, Winchester
$399,900
3 Beds ⋅ 2 Baths
Looking for a ranch-style home with plenty of potential and NO HOA? Offered for the first time by its original owner, this home offers convenient main-level living plus a finished bonus room above the garage, accessed by interior stairs located just off the kitchen. This additional finished space offers plenty of flexibility for a home office, hobby room, playroom, or whatever best fits your needs. Inside, you’ll find hardwood flooring in the foyer and living room, along with a gas fireplace that adds warmth and character to the main living space. The spacious primary suite features a walk-in closet, jetted tub, and an upgraded tiled walk-in shower with a built-in seat. A ramp at the front entrance provides easier access into the home. Outside, enjoy the spacious backyard, along with the convenience of an attached 2-car garage. The most recent updates that have already been completed are the HVAC system replaced in 2019 and a roof that was replaced approximately 6-7 years old. This home is being sold AS-IS and has been priced with its current condition in mind. While there are cosmetic updates a new owner may want to make, the home is move-in ready and can be enjoyed as it is today, allowing you to make updates and personal touches over time. It’s a great opportunity to move in, settle in, and make the home your own at your own pace. Convenient Winchester location close to restaurants, shopping and highways.

318 Stonehenge Rd, Winchester

Listing courtesy of NextHome Realty Select. Contact:

411 Mosby St, Winchester
$429,900
3 Beds ⋅ 1 Baths
Welcome home to this charming all-brick rancher, offering timeless appeal, beautiful hardwood floors throughout, and wonderful potential to make it your own! The inviting living room features a wood-burning fireplace, while the dining area provides a comfortable space for everyday meals and entertaining. The updated kitchen boasts granite countertops, and the remodeled bathroom adds a fresh, modern touch. Enjoy relaxing in the sun porch or entertaining outdoors on the stamped concrete patio, surrounded by gorgeous mature trees in the backyard. Replacement windows and architectural shingles, approximately nine years old, provide additional peace of mind. The walk-up attic offers exciting possibilities for additional living space, while the unfinished basement features a rough-in for a future bathroom and the opportunity to expand your finished living area. With three bedrooms, classic brick construction, and room to grow, this home is full of possibilities. Don't miss the opportunity to make it yours!

411 Mosby St, Winchester

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

317 S Kent St, Winchester
$399,000
4 Beds ⋅ 2 Baths
Welcome to this charming brick home located in the heart of Winchester! Filled with historic character, this home features beautiful hardwood floors throughout, spacious living areas, and oversized bedrooms. Enjoy relaxing on the covered front porch or entertaining on the covered back porch overlooking the large backyard. The home's timeless charm and generous room sizes offer a wonderful opportunity to make it your own. Location is a highlight! Situated right next to Ruth Jackson Memorial Park, within walking distance of Patsy Cline Memorial Park, and directly across the street from the Green Circle Trail, you'll have easy access to walking, biking, and outdoor recreation. Plus, you're just a short stroll from local shops, restaurants, Shenandoah University, and all that downtown Winchester has to offer. Historic charm, spacious living, and a fantastic location make this home a wonderful opportunity!

317 S Kent St, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

718 Academy Cir, Winchester
$673,000
6 Beds ⋅ 4 Baths
$10K Credit Considered w/ Acceptable Offer - Come Take A Look! Quiet Brick Cape Cod in the heart of Winchester, VA with over 4,000sqft and 6 bedrooms, there is plenty of space for everyone - growing family or combining house holds. 2 bedrooms on main level, 3 fireplaces - colonial style gas in the living room, brick gas in the kitchen, and brick wood burning in the basement. A concrete in-ground pool with built-in entry stairs in the 3 ft shallow end and a built-in sitting shelf in the 9ft deep end. A jumping stone makes for a interesting natural feature that just blends into the landscaping of the backyard oasis. The laundry room is ready to be converted into a kitchenette to further help with combined households. Even with all the finished space in the basement there is still ample storage space. So many ways to enjoy this home: swinging on the front porch watching the world go by, cooking holiday meals in the enormous kitchen, sitting by the fire reading a book, hours swimming in the pool with patio cook-outs. All of this is minutes away from all the necessities of life: shopping, hospital, schools, downtown dining and festivals, museums, trails. As quiet as it is, it is hard to believe you really are in the heart of Winchester. Between the spacious rooms, mid-century craftmanship, and numerous features, you can make this your home for generations to fully enjoy all of what Winchester has to offer.

718 Academy Cir, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

432 N Loudoun St, Winchester
$699,000
4 Beds ⋅ 3 Baths
432 North Loudoun Street sits a half block up from the historic fort and 2 blocks from the Winchester Mall. This completely redeveloped 1915 Craftsman style house in Winchester’s emerging historic district masterfully combines modern purpose with a classic feel using a sustainable redevelopment design. It is a custom home within a historical exterior, offering all the experiences of new construction. This is a high-quality residence for building your life with its 4 bedrooms, 2 ½ bath, dual street access, including a full fenced-in yard with landscaped patio, hot tub, and 10x8 shed. The floor plan is built around original hand-scraped hardwoods, handcrafted Craftsman style door moldings, an abundance of windows, period staircases, and a stunning new main bedroom/kitchen/family room addition to name a few of the fine features. Upstairs has the owner suite with walk-in closet and full bathroom; additional features include two bedrooms, a wired office, laundry center, and full bath. Presenting wide-ranging features from the mahogany front porch to the custom-built basement staircase to the new addition owner’s suite 432 Loudoun showcases quality is a requirement not a luxury.

432 N Loudoun St, Winchester

Listing courtesy of The Greene Realty Group. Contact:

2820 Saratoga Dr, Winchester
$559,000
4 Beds ⋅ 3 Baths
Welcome Home! This 4 Bedroom Colonial has gleaming hardwood floors throughout both levels. With traditional formal living & dining rooms with beautiful trim mouldings. Large 27x13' family room that features tray ceiling & fireplace w/mantel, is open to kichen for family togetherness & entertaining. Your Kitchen with granite counters, glass tile backspalsh, staineless appliances, pendant lighting over breakfast bar and 2 pantries. Owners Suite with ceiling fan, walk in closet and private bath w/beautiful glass tile shower & dual sinks. All 3 baths with ceramic tile flooring. You'll enjoy the east facing sun room for morning coffee or relaxing at end of day. Outdoor living amenities - a 21x16 ft patio, 27 linear ft covered front porch and fully fenced back yard with 2 gates. Vinyl clad fence is low maintenance. Plenty of storage - a 12x16 shed, walk up attic, 2 car garage with storage closet and a half attic, double door coat closet, double door linen closet & an extra walk in closet. Laundry on upper bedroom level is efficient. Gas heat & central AC. Fresh paint. Energy efficient windows, storm doors, palladian window, french doors, 6 panel doors. Central Vacuum. Garage heater and 240V service . Owners have completed items noted on their pre-listing home inspection - move in ready. Walk to adjacent Kernstown Battlefield, neighborhood is located conventient to dining, schools, retail, parks & rec, Green Circle Trail, bike path, just minutes to Shenandoah Universiry, medical center, Apple Blossom Mall & Downtown Loudoun Street Walking Mall & commute routes 7, 81 amd 37. Call today for a private tour appointment of this beautiful home.

2820 Saratoga Dr, Winchester

Listing courtesy of Coldwell Banker Elite. Contact:

637 Treys Dr, Winchester
$850,000
4 Beds ⋅ 5 Baths
TWO PRIMARY SUITES! INCREDIBLE COVERED DECK! PRIVATE IN-GROUND POOL! This exceptional all-brick Colonial offers an amazing combination of space, comfort, and entertaining possibilities! With a main-level Owner's Suite, a gorgeous upper-level Primary Suite, multiple gathering spaces, and an outdoor living area you'll never want to leave, this Winchester home truly has something for everyone! Classic brick construction, stately columns, a leaded glass entry door, and a full-width brick front porch create a beautiful first impression. Inside, the spacious formal Dining Room easily accommodates a full dining set with seating for eight, making holiday gatherings and dinner parties a pleasure. The expansive Family Room stretches the full length of the home, with windows at both ends bringing in wonderful natural light. There's plenty of room for generous seating arrangements, plus space for a home office, reading nook, or additional sitting area. Privately situated just off the Family Room, the main-level Owner's Suite offers a private entry hall, a spacious, light-filled bedroom, and an ensuite bath. The conveniently adjoining laundry room makes this an especially desirable arrangement for homeowners seeking main-level living, an extended family member, or overnight guests. The Gourmet Kitchen is ready for everyday living and entertaining, featuring double ovens, an electric cooktop, built-in microwave, center island with seating, and a convenient trash compactor. Just beyond, the impressive Game Room takes entertaining to another level with its own wet bar and gas fireplace! Perhaps the home's most spectacular feature is the expansive covered deck overlooking the private in-ground pool! This exceptional outdoor living space features its own gas fireplace and a gas grill connected directly to the home's gas line. Privacy blinds add comfort and versatility, making this a wonderful space for morning coffee, outdoor dining, watching the game, or gathering with family and friends throughout the seasons. The fenced pool area features attractive wrought iron fencing, while the backyard offers additional room for gardening, outdoor games, a playset, or enjoying time with your four-legged family members. Upstairs, discover a beautiful second Primary Suite offering a private retreat with a gorgeous soaking tub, separate walk-in shower, dual-sink vanity, and generous walk-in closet. Two additional bedrooms share a well-appointed hall bath, and elegant terrazzo tile flooring adds a distinctive touch to the upper-level hallway. Two primary suites on separate levels provide exceptional flexibility for multigenerational living, guests, or simply enjoying your own private space! The lower level offers even more room to spread out, featuring a spacious Recreation Room with wet bar and a full bath, ideal for hobbies, fitness, movie nights, or additional entertaining. Two separate garage areas provide parking for up to three vehicles, with extensive cabinetry offering tremendous storage. Recent improvements include replacement windows and LeafFilter gutter guards, both installed within the past two years. Two primary suites, a gourmet kitchen, formal dining, multiple fireplaces, wet bars, an incredible covered deck, private pool, and three-car garage capacity! From everyday comfort to unforgettable gatherings, 637 Treys Drive offers a wonderful setting for living, entertaining, and making memories. Don't miss the opportunity to call this exceptional Winchester property "HOME"!

637 Treys Dr, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

220 Amherst St, Winchester
$749,000
4 Beds ⋅ 4 Baths
Downtown living at its finest! Welcome to 220 Amherst Street, a stunning brick residence nestled in Winchester’s prestigious historic district. This home blends timeless architectural charm with an unbeatable location just steps from downtown dining, boutique shopping, top-rated schools, parks, and the medical center. Classic historic character greets you at the curb, framed by a wrought-iron fenced front yard and a classic brick driveway leading to a rare detached garage featuring a brand-new roof. Step inside to discover gleaming hardwood floors, crisp wainscoting, and detailed crown molding throughout the main living areas. The main level offers a flexible layout that includes a full bathroom, a formal living room anchored by a wood-burning fireplace, an adjoining sitting room, and an elegant formal dining room. The modern kitchen features a sleek subway tile backsplash, stainless steel appliances, a large walk-in pantry, and a cozy breakfast area with built-in seating. Sunlit wooden stairs under overhead skylights lead to the light-filled second level. The spacious primary suite serves as a private retreat with its magnificently renovated ensuite bath—complete with double-sinks, upgraded countertops, a separate tub and walk-in shower, subway tile accents, and custom mosaic flooring. Two additional generous bedrooms and another recently updated full bath share this floor alongside a versatile updated sunroom. Fitted with wall-to-wall windows and its own newer mini-split system for climate control, the sunroom opens directly onto an open deck perfect for catching the morning sun. Up on the top floor, a finished attic provides versatile living space with built-ins and fresh carpet, offering flexible space ideal for a home office, playroom, or media center. The extensive living space continues into the finished basement with durable tile floors and an awesome recreation room highlighted by a second wood-burning fireplace, built-ins, and ample closet space. The basement also includes a cedar-lined closet, dedicated laundry facilities, another full bath, and abundant extra storage space. Outdoors, the backyard sanctuary is fully enclosed with a newer privacy fence and thoughtfully equipped for outdoor leisure, boasting a screened-in porch, raised garden beds, a charming trellis pergola with a dedicated play area, and unmatched privacy right in the heart of town. Complete with a new HVAC system, this move-in-ready historic gem delivers the ideal balance of classic elegance and modern comfort.

220 Amherst St, Winchester

Listing courtesy of Colony Realty. Contact:

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