Bettercallthesauls.com Search Results

$375,000

Situated directly across from historic Third Battle of Winchester Park, this charming brick ranch offers a rare opportunity to enjoy more than six miles of scenic walking trails, interpretive markers, and historic monuments just steps from your front door. Conveniently located with quick access to Routes 7, 11, and I-81, the property combines peaceful surroundings with exceptional accessibility. Set on approximately 2.37 mostly level, usable acres, the property provides plenty of space for gardening, outdoor recreation, or future expansion. The home features more than 1,300 square feet of living space on the main level, plus an additional 1,300-square-foot basement, offering endless possibilities. Inside, you'll find three bedrooms, one and half bath's, and original hardwood floors in the family room and bedrooms, all ready for your personal updates and finishing touches. The full walk-out basement, with its separate exterior entrance, expands the home's potential for additional living space, a recreation room, home office, or workshop. Partially finished and previously used as a recreation area, it also includes a large unfinished section with built-in shelving for exceptional storage or hobby space. Owned by the same family since it was built, this well-constructed home features a timeless brick exterior, an attached carport, a spacious rear deck, and several outbuildings ideal for storing lawn equipment, gardening tools, or outdoor gear. With solid construction, a functional layout, beautiful acreage, and an unbeatable location across from one of the area's most treasured historic parks, this property is brimming with potential and ready for its next chapter. Whether you're looking for a peaceful place to call home or an opportunity to create your dream property, this is one you won't want to miss.

3 Beds ⋅ 2 Baths

Situated directly across from historic Third Battle of Winchester Park, this charming brick ranch offers a rare opportunity to enjoy more than six miles of scenic walking trails, interpretive markers, and historic monuments just steps from your front door. Conveniently located with quick access to Routes 7, 11, and I-81, the property combines peaceful surroundings with exceptional accessibility. Set on approximately 2.37 mostly level, usable acres, the property provides plenty of space for gardening, outdoor recreation, or future expansion. The home features more than 1,300 square feet of living space on the main level, plus an additional 1,300-square-foot basement, offering endless possibilities. Inside, you'll find three bedrooms, one and half bath's, and original hardwood floors in the family room and bedrooms, all ready for your personal updates and finishing touches. The full walk-out basement, with its separate exterior entrance, expands the home's potential for additional living space, a recreation room, home office, or workshop. Partially finished and previously used as a recreation area, it also includes a large unfinished section with built-in shelving for exceptional storage or hobby space. Owned by the same family since it was built, this well-constructed home features a timeless brick exterior, an attached carport, a spacious rear deck, and several outbuildings ideal for storing lawn equipment, gardening tools, or outdoor gear. With solid construction, a functional layout, beautiful acreage, and an unbeatable location across from one of the area's most treasured historic parks, this property is brimming with potential and ready for its next chapter. Whether you're looking for a peaceful place to call home or an opportunity to create your dream property, this is one you won't want to miss.

735 Redbud, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (540) 662-3484

$749,050

Welcome to this exceptional 4-bedroom, 3.5-bath Colonial in the sought-after Raven Pointe subdivision, where luxury living extends well beyond the front door. The backyard is a true showstopper, featuring a one-year-old 20' x 40' heated Hayward OmniLogic saltwater pool with a tanning ledge, sunken spa, and Coverstar automatic safety cover. A covered Trex deck with a porch swing overlooks the private backyard, creating the perfect space for relaxing or entertaining. Inside, the main level offers a private home office with custom built-ins, a dining room, a spacious family room with a gas fireplace, and a beautifully appointed kitchen featuring a large center island, butler's pantry, stainless steel appliances, gas cooking, and a bright breakfast room. Upstairs, the spacious primary suite includes luxury vinyl plank flooring, a walk-in closet, and a spa-like bath with a jetted tub, walk-in shower, and dual vanities. Three additional bedrooms, a versatile bonus room, and an upper-level laundry room complete the second floor. The finished walk-up basement is made for entertaining with a large recreation room, wet bar with a built-in ice maker, full bath, storage room, and a flexible bonus room that can serve as a fifth bedroom, home gym, or office. Located in Raven Pointe with sidewalks and streetlights, this home is just minutes from shopping, dining, schools, and commuter routes. Offering an incredible combination of elegant living spaces and a resort-style backyard, this is a home you won't want to miss.

4 Beds ⋅ 4 Baths

Welcome to this exceptional 4-bedroom, 3.5-bath Colonial in the sought-after Raven Pointe subdivision, where luxury living extends well beyond the front door. The backyard is a true showstopper, featuring a one-year-old 20' x 40' heated Hayward OmniLogic saltwater pool with a tanning ledge, sunken spa, and Coverstar automatic safety cover. A covered Trex deck with a porch swing overlooks the private backyard, creating the perfect space for relaxing or entertaining. Inside, the main level offers a private home office with custom built-ins, a dining room, a spacious family room with a gas fireplace, and a beautifully appointed kitchen featuring a large center island, butler's pantry, stainless steel appliances, gas cooking, and a bright breakfast room. Upstairs, the spacious primary suite includes luxury vinyl plank flooring, a walk-in closet, and a spa-like bath with a jetted tub, walk-in shower, and dual vanities. Three additional bedrooms, a versatile bonus room, and an upper-level laundry room complete the second floor. The finished walk-up basement is made for entertaining with a large recreation room, wet bar with a built-in ice maker, full bath, storage room, and a flexible bonus room that can serve as a fifth bedroom, home gym, or office. Located in Raven Pointe with sidewalks and streetlights, this home is just minutes from shopping, dining, schools, and commuter routes. Offering an incredible combination of elegant living spaces and a resort-style backyard, this is a home you won't want to miss.

107 Cahille Dr, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360

$329,000

Discover a rare opportunity to embrace an unparalleled lifestyle in this exquisite residential property, where luxury meets comfort in every detail. Nestled in a serene and picturesque setting, this home is designed for those who appreciate the finer things in life. As you approach the property, you are greeted by meticulously maintained grounds that reflect a commitment to excellence. The association takes care of road maintenance and snow removal, allowing you to enjoy a worry-free living experience year-round. Imagine stepping outside your door to a pristine environment, where every season brings its own beauty. Inside, the space is a blank canvas, ready for your personal touch. The open layout invites natural light to dance through the rooms, creating an inviting atmosphere that feels both spacious and intimate. Whether you envision a gourmet kitchen for culinary adventures or a cozy reading nook by the window, the possibilities are endless. The property boasts high-end features that cater to a luxurious lifestyle. The potential for outdoor entertaining is limitless, with ample space for creating your own oasis. This residence is not just a home; it's a lifestyle. With no shortage of nearby amenities, you can indulge in fine dining, boutique shopping, and recreational activities that cater to your every desire. The community is vibrant yet tranquil, offering a perfect balance for those seeking both excitement and relaxation. Imagine waking up each day in a space that reflects your aspirations, where every corner is infused with warmth and elegance. This property is more than just a place to live; it's an invitation to a life well-lived, where luxury and comfort intertwine seamlessly. Don't miss the chance to make this exceptional property your own. Experience the allure of high-end living and create the home of your dreams in a community that truly feels like a retreat. Your future awaits in this remarkable residence, where every moment is an opportunity to savor the beauty of life.

3 Beds ⋅ 3 Baths

Discover a rare opportunity to embrace an unparalleled lifestyle in this exquisite residential property, where luxury meets comfort in every detail. Nestled in a serene and picturesque setting, this home is designed for those who appreciate the finer things in life. As you approach the property, you are greeted by meticulously maintained grounds that reflect a commitment to excellence. The association takes care of road maintenance and snow removal, allowing you to enjoy a worry-free living experience year-round. Imagine stepping outside your door to a pristine environment, where every season brings its own beauty. Inside, the space is a blank canvas, ready for your personal touch. The open layout invites natural light to dance through the rooms, creating an inviting atmosphere that feels both spacious and intimate. Whether you envision a gourmet kitchen for culinary adventures or a cozy reading nook by the window, the possibilities are endless. The property boasts high-end features that cater to a luxurious lifestyle. The potential for outdoor entertaining is limitless, with ample space for creating your own oasis. This residence is not just a home; it's a lifestyle. With no shortage of nearby amenities, you can indulge in fine dining, boutique shopping, and recreational activities that cater to your every desire. The community is vibrant yet tranquil, offering a perfect balance for those seeking both excitement and relaxation. Imagine waking up each day in a space that reflects your aspirations, where every corner is infused with warmth and elegance. This property is more than just a place to live; it's an invitation to a life well-lived, where luxury and comfort intertwine seamlessly. Don't miss the chance to make this exceptional property your own. Experience the allure of high-end living and create the home of your dreams in a community that truly feels like a retreat. Your future awaits in this remarkable residence, where every moment is an opportunity to savor the beauty of life.

204 Cougar Trl, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475

$379,000

REDUCED, This charming brick ranch-style home, built in 1971, offers a perfect blend of comfort and functionality. With 2,198 sq. ft. of thoughtfully designed space, this residence features three inviting bedrooms plus a bonus room and two full bathrooms, ideal for relaxation and privacy. The traditional floor plan is enhanced by beautiful hardwood and ceramic tile flooring, creating a warm and welcoming atmosphere throughout. The heart of the home is the eat-in kitchen, including a built-in microwave, dishwasher, and electric oven/range. Enjoy cozy meals at the kitchen table or gather around the wood-burning/woodstove & propane fireplace in the living area, perfect for creating lasting memories. Additional features include built-ins, ceiling fans, and a convenient main floor laundry area. Step outside to discover a generous 0.74-acre lot, beautifully landscaped and backing onto serene trees, providing a peaceful retreat. The exterior boasts several porches and ample parking with an oversized attached 5-bay garage and paved/gravel driveway, which is fantastic for car enthusiasts! Located in a rural setting, this home offers picturesque views of the garden and surrounding woods, making it an ideal escape from the hustle and bustle. With its combination of comfort, space, and natural beauty, this property is ready to welcome you home. This is a Special Warranty Deed sale. Call for details on garage measurements!

3 Beds ⋅ 2 Baths

REDUCED, This charming brick ranch-style home, built in 1971, offers a perfect blend of comfort and functionality. With 2,198 sq. ft. of thoughtfully designed space, this residence features three inviting bedrooms plus a bonus room and two full bathrooms, ideal for relaxation and privacy. The traditional floor plan is enhanced by beautiful hardwood and ceramic tile flooring, creating a warm and welcoming atmosphere throughout. The heart of the home is the eat-in kitchen, including a built-in microwave, dishwasher, and electric oven/range. Enjoy cozy meals at the kitchen table or gather around the wood-burning/woodstove & propane fireplace in the living area, perfect for creating lasting memories. Additional features include built-ins, ceiling fans, and a convenient main floor laundry area. Step outside to discover a generous 0.74-acre lot, beautifully landscaped and backing onto serene trees, providing a peaceful retreat. The exterior boasts several porches and ample parking with an oversized attached 5-bay garage and paved/gravel driveway, which is fantastic for car enthusiasts! Located in a rural setting, this home offers picturesque views of the garden and surrounding woods, making it an ideal escape from the hustle and bustle. With its combination of comfort, space, and natural beauty, this property is ready to welcome you home. This is a Special Warranty Deed sale. Call for details on garage measurements!

820 Cedar Grove Rd, Winchester

Listing courtesy of Coldwell Banker Premier. Contact: 990007.lead@leads.leadrouter.com

$499,000

Nestled in the charming Apple Ridge community, this stunning Colonial-style home offers a perfect blend of comfort and elegance. Set on a generous 0.4-acre lot, the property backs onto serene open common areas and lush trees, providing a tranquil retreat right in your backyard. Enjoy the luxury of multiple balconies, a spacious deck, and a welcoming porch, ideal for relaxing or entertaining while soaking in the peaceful views of nature. With five spacious bedrooms and four full bathrooms, this home is designed for both relaxation and functionality. The fully finished basement with Kitchen adds extra living space. The main floor laundry adds convenience to your daily routine, while the attached front-entry garage ensures easy access and ample parking. The Apple Ridge neighborhood is known for its friendly atmosphere and community spirit. Excellent local schools are just a short drive away, making this location ideal for those seeking a nurturing environment. With a personal in-ground pool, this home invites you to create lasting memories during warm summer days. Experience the best of suburban living, where comfort meets community, and make this beautiful property your new home. Plus, Solar panels provide a renewable source of energy and much lower electricity bills. Home also includes a whole house water filtered system. Schedule your showing online today. Photos will be added Tuesday. Recent updated items to the home Hot water-heater-2025 HVAC-2025 Newly paved driveway-2025 Trex Decking-2023 Water pump and filter for pool-June 2026 Basement remodeled with added kitchen and bathroom-March 2026 Water filtration system-2022 Life proof, rigid core vinyl plank flooring-June 2026 Carpet both staircases and upstairs -2025 Basement Stove and microwave Main Kitchen appliances -2024

5 Beds ⋅ 4 Baths

Nestled in the charming Apple Ridge community, this stunning Colonial-style home offers a perfect blend of comfort and elegance. Set on a generous 0.4-acre lot, the property backs onto serene open common areas and lush trees, providing a tranquil retreat right in your backyard. Enjoy the luxury of multiple balconies, a spacious deck, and a welcoming porch, ideal for relaxing or entertaining while soaking in the peaceful views of nature. With five spacious bedrooms and four full bathrooms, this home is designed for both relaxation and functionality. The fully finished basement with Kitchen adds extra living space. The main floor laundry adds convenience to your daily routine, while the attached front-entry garage ensures easy access and ample parking. The Apple Ridge neighborhood is known for its friendly atmosphere and community spirit. Excellent local schools are just a short drive away, making this location ideal for those seeking a nurturing environment. With a personal in-ground pool, this home invites you to create lasting memories during warm summer days. Experience the best of suburban living, where comfort meets community, and make this beautiful property your new home. Plus, Solar panels provide a renewable source of energy and much lower electricity bills. Home also includes a whole house water filtered system. Schedule your showing online today. Photos will be added Tuesday. Recent updated items to the home Hot water-heater-2025 HVAC-2025 Newly paved driveway-2025 Trex Decking-2023 Water pump and filter for pool-June 2026 Basement remodeled with added kitchen and bathroom-March 2026 Water filtration system-2022 Life proof, rigid core vinyl plank flooring-June 2026 Carpet both staircases and upstairs -2025 Basement Stove and microwave Main Kitchen appliances -2024

144 Morning Glory, Winchester

Listing courtesy of RE/MAX Supercenter. Contact:

$379,000

Seller offering up to 3% toward mortgage rate buydown! Welcome to this beautifully maintained 2,800+ square foot home with seller replacing carpeting prior to closing, providing the new owner with fresh, move-in-ready flooring. Built in 2014, this home offers modern comfort and conveniences with the established character of a mature home and peaceful wooded setting. A covered front porch greets you each day, while the two-car garage with two single doors provides a highly desirable feature in Shawneeland, along with plenty of additional storage. Inside, the spacious living room showcases a high tray ceiling, crown molding, hardwood floors, and large windows that fill the space with natural light. Entertain in the separate formal dining area, enhanced by chair rail and panel moulding. Cooking and meal preparation are a pleasure in the well-appointed kitchen, featuring stainless steel appliances, abundant cabinetry, and generous workspace. A bright and cheery breakfast area overlooking the large, open backyard creates a cozy spot for everyday meals, morning coffee, or casual gatherings. Designed for everyday living, the three-bedroom floor plan includes a private primary suite with its own full bathroom and large closet. A second full bathroom is conveniently located near the living areas and additional bedrooms. Both bathrooms feature tile flooring and updated vanities. Downstairs, with direct access to the garage, the full basement is ready for finishing to your specifications, with a rough-in for a future bathroom. Create a recreation room, home gym, office, workshop, guest space, or simply take advantage of the generous storage space. A separate utility area includes the washer and dryer. Outside, the nearly 1/3-acre private, tree-lined lot offers plenty of space for grilling, entertaining, gardening, or simply relaxing surrounded by nature. Lovingly maintained by its original owner, this home features fresh paint, updated lighting and bathroom fixtures, and ceiling fans throughout. Enjoy the many Shawneeland amenities, including fishing ponds, hiking trails, playgrounds, and picnic areas, while Winchester's shopping, dining, medical services, and entertainment are conveniently nearby. Modern construction, 2,800+ square feet, a two-car garage, beautiful interior details, a full basement ready for your plans, and a peaceful wooded setting - all with an opportunity for a mortgage rate buydown - come see what makes 120 Hawk Trail so special!

3 Beds ⋅ 2 Baths

Seller offering up to 3% toward mortgage rate buydown! Welcome to this beautifully maintained 2,800+ square foot home with seller replacing carpeting prior to closing, providing the new owner with fresh, move-in-ready flooring. Built in 2014, this home offers modern comfort and conveniences with the established character of a mature home and peaceful wooded setting. A covered front porch greets you each day, while the two-car garage with two single doors provides a highly desirable feature in Shawneeland, along with plenty of additional storage. Inside, the spacious living room showcases a high tray ceiling, crown molding, hardwood floors, and large windows that fill the space with natural light. Entertain in the separate formal dining area, enhanced by chair rail and panel moulding. Cooking and meal preparation are a pleasure in the well-appointed kitchen, featuring stainless steel appliances, abundant cabinetry, and generous workspace. A bright and cheery breakfast area overlooking the large, open backyard creates a cozy spot for everyday meals, morning coffee, or casual gatherings. Designed for everyday living, the three-bedroom floor plan includes a private primary suite with its own full bathroom and large closet. A second full bathroom is conveniently located near the living areas and additional bedrooms. Both bathrooms feature tile flooring and updated vanities. Downstairs, with direct access to the garage, the full basement is ready for finishing to your specifications, with a rough-in for a future bathroom. Create a recreation room, home gym, office, workshop, guest space, or simply take advantage of the generous storage space. A separate utility area includes the washer and dryer. Outside, the nearly 1/3-acre private, tree-lined lot offers plenty of space for grilling, entertaining, gardening, or simply relaxing surrounded by nature. Lovingly maintained by its original owner, this home features fresh paint, updated lighting and bathroom fixtures, and ceiling fans throughout. Enjoy the many Shawneeland amenities, including fishing ponds, hiking trails, playgrounds, and picnic areas, while Winchester's shopping, dining, medical services, and entertainment are conveniently nearby. Modern construction, 2,800+ square feet, a two-car garage, beautiful interior details, a full basement ready for your plans, and a peaceful wooded setting - all with an opportunity for a mortgage rate buydown - come see what makes 120 Hawk Trail so special!

120 Hawk Trl, Winchester

Listing courtesy of Samson Properties. Contact: 7033788810

$400,000

Turn-key and move-in ready! This beautifully updated 4-bedroom, 2-bath home features a modern kitchen with recently updated appliances, a new HVAC system, and a new hot water heater for added peace of mind. Enjoy the spacious backyard, perfect for outdoor entertaining, along with convenient off-street parking and the freedom of no HOA. Nestled in an established neighborhood with large yards and a charming community park, this home is ideally located just minutes from Winchester Medical Center, the Museum of the Shenandoah Valley, and Old Town Winchester's restaurants, shops, and entertainment.

4 Beds ⋅ 2 Baths

Turn-key and move-in ready! This beautifully updated 4-bedroom, 2-bath home features a modern kitchen with recently updated appliances, a new HVAC system, and a new hot water heater for added peace of mind. Enjoy the spacious backyard, perfect for outdoor entertaining, along with convenient off-street parking and the freedom of no HOA. Nestled in an established neighborhood with large yards and a charming community park, this home is ideally located just minutes from Winchester Medical Center, the Museum of the Shenandoah Valley, and Old Town Winchester's restaurants, shops, and entertainment.

1310 Whittier Ave, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475

$500,900

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.

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: 7033788810

$3,500,000

Be Sure to View the Video and 3D Tour to Fully Experience this Stunning Property **Briede Family Vineyards** presents an exceptional opportunity to acquire one of Virginia's distinguished boutique vineyard estates. Offering far more than beautiful real estate, it provides the new owners the opportunity to continue a well-established legacy within the Commonwealth's thriving wine industry. Combining an award-winning vineyard and winery brand with an elegant country residence currently operating as a licensed short-term rental, this remarkable property is ideally suited for those seeking both a lifestyle investment and an established business. The property's total acreage also includes three additional building lots (with approved Well and Septic), providing exceptional opportunities for future residential development, guest accommodations, or investment, subject to applicable approvals. For years, Briede Family Vineyards has earned recognition for producing award-winning wines while cultivating a reputation for offering intimate, highly personalized guest experiences. Unlike larger commercial wineries, the vineyard has become known for its thoughtfully curated tastings, signature Champagne experiences, and imported French cheese pairings, creating a destination that guests return to year after year. The recognized brand, loyal clientele, and respected presence within Virginia's wine community provide an invaluable foundation for future ownership. The beautifully appointed tasting room and adjoining great room provide an inviting setting for tastings, private gatherings, and special events. Guests can also enjoy the charming covered pavilion overlooking the vineyard, offering an ideal outdoor venue for relaxing, live entertainment, special events, and taking in the surrounding views. Complementing the vineyard experience, the beautifully maintained residence offers guests the opportunity to experience life among the vines. Surrounded by sweeping vineyard vistas and tranquil countryside, the home serves equally well as a private estate residence, luxury guest accommodations, or an expanded hospitality venue, offering exceptional flexibility for a variety of ownership goals. The property encompasses established vineyards, meticulously maintained grounds, and the infrastructure necessary to continue current operations while providing opportunities for future growth. This is a true turnkey opportunity, allowing a new owner to step into an established vineyard operation with recognized branding and a well-developed hospitality experience, while providing an exceptional foundation for future growth and continued success. Whether expanding wine production, enhancing agritourism, hosting private events, or preserving the vineyard's boutique character, the possibilities are exceptional. Conveniently located in Frederick County, Virginia, with easy access to Northern Virginia, Washington, D.C., and the Shenandoah Valley, Briede Family Vineyards represents a rare opportunity to acquire a recognized vineyard destination where years of dedicated ownership, reputation, and hospitality come together in one remarkable offering.

3 Beds ⋅ 4 Baths

Be Sure to View the Video and 3D Tour to Fully Experience this Stunning Property **Briede Family Vineyards** presents an exceptional opportunity to acquire one of Virginia's distinguished boutique vineyard estates. Offering far more than beautiful real estate, it provides the new owners the opportunity to continue a well-established legacy within the Commonwealth's thriving wine industry. Combining an award-winning vineyard and winery brand with an elegant country residence currently operating as a licensed short-term rental, this remarkable property is ideally suited for those seeking both a lifestyle investment and an established business. The property's total acreage also includes three additional building lots (with approved Well and Septic), providing exceptional opportunities for future residential development, guest accommodations, or investment, subject to applicable approvals. For years, Briede Family Vineyards has earned recognition for producing award-winning wines while cultivating a reputation for offering intimate, highly personalized guest experiences. Unlike larger commercial wineries, the vineyard has become known for its thoughtfully curated tastings, signature Champagne experiences, and imported French cheese pairings, creating a destination that guests return to year after year. The recognized brand, loyal clientele, and respected presence within Virginia's wine community provide an invaluable foundation for future ownership. The beautifully appointed tasting room and adjoining great room provide an inviting setting for tastings, private gatherings, and special events. Guests can also enjoy the charming covered pavilion overlooking the vineyard, offering an ideal outdoor venue for relaxing, live entertainment, special events, and taking in the surrounding views. Complementing the vineyard experience, the beautifully maintained residence offers guests the opportunity to experience life among the vines. Surrounded by sweeping vineyard vistas and tranquil countryside, the home serves equally well as a private estate residence, luxury guest accommodations, or an expanded hospitality venue, offering exceptional flexibility for a variety of ownership goals. The property encompasses established vineyards, meticulously maintained grounds, and the infrastructure necessary to continue current operations while providing opportunities for future growth. This is a true turnkey opportunity, allowing a new owner to step into an established vineyard operation with recognized branding and a well-developed hospitality experience, while providing an exceptional foundation for future growth and continued success. Whether expanding wine production, enhancing agritourism, hosting private events, or preserving the vineyard's boutique character, the possibilities are exceptional. Conveniently located in Frederick County, Virginia, with easy access to Northern Virginia, Washington, D.C., and the Shenandoah Valley, Briede Family Vineyards represents a rare opportunity to acquire a recognized vineyard destination where years of dedicated ownership, reputation, and hospitality come together in one remarkable offering.

450 Green Spring Rd, Winchester

Listing courtesy of Keller Williams Realty. Contact: 7036690099

$350,000

** Price improvement!** 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!

3 Beds ⋅ 3 Baths

** Price improvement!** 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 Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com

$599,990

Welcome home to the Avalon, a beautifully designed move-in-ready ranch offering 2 bedrooms, 2 full baths, and up to 2,658 square feet of thoughtfully finished living space. This open-concept floor plan is perfect for effortless everyday living, featuring a spacious great room, a bright, modern kitchen, and a welcoming breakfast area that flows seamlessly into the sunroom. The main level offers a spacious owner's suite, a secondary bedroom, two full baths, and a versatile flex room that's ideal for a home office, den, or hobby space. The finished basement provides abundant additional living space and includes bathroom rough-ins, giving you the opportunity to add another full bath in the future. A two-car garage completes this exceptional home. Located just minutes from historic Downtown Winchester, you'll enjoy easy access to local restaurants, boutiques, entertainment, parks, wineries, and commuter routes while still enjoying the comfort of a peaceful community. Don't miss this opportunity to own a move-in-ready home that combines modern comfort, flexible living spaces, and an unbeatable location. Schedule your private tour today!

3 Beds ⋅ 2 Baths

Welcome home to the Avalon, a beautifully designed move-in-ready ranch offering 2 bedrooms, 2 full baths, and up to 2,658 square feet of thoughtfully finished living space. This open-concept floor plan is perfect for effortless everyday living, featuring a spacious great room, a bright, modern kitchen, and a welcoming breakfast area that flows seamlessly into the sunroom. The main level offers a spacious owner's suite, a secondary bedroom, two full baths, and a versatile flex room that's ideal for a home office, den, or hobby space. The finished basement provides abundant additional living space and includes bathroom rough-ins, giving you the opportunity to add another full bath in the future. A two-car garage completes this exceptional home. Located just minutes from historic Downtown Winchester, you'll enjoy easy access to local restaurants, boutiques, entertainment, parks, wineries, and commuter routes while still enjoying the comfort of a peaceful community. Don't miss this opportunity to own a move-in-ready home that combines modern comfort, flexible living spaces, and an unbeatable location. Schedule your private tour today!

159 Williamson, Winchester

Listing courtesy of New Home Star Virginia, LLC. Contact: (703) 967-2073

$449,000

Discover the perfect blend of historic charm and modern convenience at 420 W Cork Street. This captivating four-level brick home offers 4 bedrooms and 1.5 baths, boasting beautiful hardwood floors, gorgeous trim and plenty of space for you and yours. The main level offers a spacious living room, dining room and kitchen. Upstairs you will find 4 sizable bedrooms and a full bath. The top level is a true gem—a finished attic with an exposed brick wall, providing a unique, flexible space ideal for a home office, a creative studio, or a quiet retreat. Step outside and discover the large covered front porch. Adorned with a stylish wooden ceiling, it's the perfect spot to relax and enjoy the neighborhood. The rear deck and fully-fenced backyard offer a private oasis for outdoor gatherings. Situated on a desirable corner lot, the home's prime location puts you just moments away from Winchester's best shopping, dining, and schools. Parking is a breeze with a detached garage and a private driveway, providing abundant off-street parking—a valuable convenience in this downtown neighborhood. Offering recently updated HVAC on 3 levels.

4 Beds ⋅ 2 Baths

Discover the perfect blend of historic charm and modern convenience at 420 W Cork Street. This captivating four-level brick home offers 4 bedrooms and 1.5 baths, boasting beautiful hardwood floors, gorgeous trim and plenty of space for you and yours. The main level offers a spacious living room, dining room and kitchen. Upstairs you will find 4 sizable bedrooms and a full bath. The top level is a true gem—a finished attic with an exposed brick wall, providing a unique, flexible space ideal for a home office, a creative studio, or a quiet retreat. Step outside and discover the large covered front porch. Adorned with a stylish wooden ceiling, it's the perfect spot to relax and enjoy the neighborhood. The rear deck and fully-fenced backyard offer a private oasis for outdoor gatherings. Situated on a desirable corner lot, the home's prime location puts you just moments away from Winchester's best shopping, dining, and schools. Parking is a breeze with a detached garage and a private driveway, providing abundant off-street parking—a valuable convenience in this downtown neighborhood. Offering recently updated HVAC on 3 levels.

420 W Cork St, Winchester

Listing courtesy of Colony Realty. Contact:

$289,000

1314 S Braddock St is a one-story Winchester single-family home with a functional single-level layout. The kitchen is equipped with stainless steel appliances for everyday cooking and cleanup. The bathroom includes a tub and shower for daily use, and a dedicated laundry area with a stacked washer and dryer keeps utility tasks out of the main living space. Multiple bedrooms provide flexible room for sleeping or work-from-home use. Outdoors, a covered front porch offers a shaded sitting area, a rear deck extends the usable outdoor space, and a fully fenced backyard defines the grounds for outdoor activities. Clean interior finishes complete this well-maintained residence with practical amenities throughout every room.. Included 100-Day Home Warranty with buyer activation

3 Beds ⋅ 1 Baths

1314 S Braddock St is a one-story Winchester single-family home with a functional single-level layout. The kitchen is equipped with stainless steel appliances for everyday cooking and cleanup. The bathroom includes a tub and shower for daily use, and a dedicated laundry area with a stacked washer and dryer keeps utility tasks out of the main living space. Multiple bedrooms provide flexible room for sleeping or work-from-home use. Outdoors, a covered front porch offers a shaded sitting area, a rear deck extends the usable outdoor space, and a fully fenced backyard defines the grounds for outdoor activities. Clean interior finishes complete this well-maintained residence with practical amenities throughout every room.. Included 100-Day Home Warranty with buyer activation

1314 S Braddock St, Winchester

Listing courtesy of Open Door Brokerage, LLC. Contact: 4804625392

$599,990

The Dover by D.R. Horton offers 1,958 square feet of thoughtfully designed, main floor living with 3 bedrooms, 2 full baths, and a 2-car garage. A private flex room with LVP flooring sits just off the foyer – ideal for a home office or craft room. 9-foot ceilings lead into the open-concept kitchen, dining, and family room. The kitchen features quartz countertops, soft-close cabinet doors, a gas range, and modern island perfect for gathering. Sliding glass doors off the dining area fill the home with natural light and open to a covered patio – ideal for morning coffee or relaxed evenings outdoors. The owner’s suite includes a spacious bath with split dual vanities, a large walk-in closet, and direct access to the laundry room for added convenience. This home also has 750 square feet of loft including an open living space, another bedroom, full bath, and extra storage. Located in the serene and amenity-rich Willow Run community, residents will enjoy a clubhouse, outdoor pool, tennis and pickleball courts, and more. Move in this August/September and experience low-maintenance, active adult living at its best!

4 Beds ⋅ 3 Baths

The Dover by D.R. Horton offers 1,958 square feet of thoughtfully designed, main floor living with 3 bedrooms, 2 full baths, and a 2-car garage. A private flex room with LVP flooring sits just off the foyer – ideal for a home office or craft room. 9-foot ceilings lead into the open-concept kitchen, dining, and family room. The kitchen features quartz countertops, soft-close cabinet doors, a gas range, and modern island perfect for gathering. Sliding glass doors off the dining area fill the home with natural light and open to a covered patio – ideal for morning coffee or relaxed evenings outdoors. The owner’s suite includes a spacious bath with split dual vanities, a large walk-in closet, and direct access to the laundry room for added convenience. This home also has 750 square feet of loft including an open living space, another bedroom, full bath, and extra storage. Located in the serene and amenity-rich Willow Run community, residents will enjoy a clubhouse, outdoor pool, tennis and pickleball courts, and more. Move in this August/September and experience low-maintenance, active adult living at its best!

245 Hydrangea Way, Winchester

Listing courtesy of Keller Williams Realty. Contact: 7034309008

$829,900

Opportunities of this caliber in the highly coveted Stonebrook Farms community are exceptionally rare. Positioned on a premium cul-de-sac lot backing directly to mature, private woods, this property is a true unicorn in today’s market: a sprawling, intelligently designed estate paired with a resort-style backyard and an exhaustive list of major capital improvements. The main level makes an immediate impact with soaring vaulted ceilings and an impeccable, flowing layout. Off the welcoming foyer, elegant French doors enclose a dedicated home office, complemented by formal living and dining spaces detailed with extensive, high-end trim work. Recent interior investments elevate the entire space. The kitchen is a masterpiece engineered for both daily living and high-capacity entertaining. It boasts crisp white cabinetry and counters, a Bosch electric cooktop, double ovens, and a massive walk-in pantry. Additional highlights include an expansive breakfast bar, a dedicated wall of extra cabinetry, and a highly practical secondary prep sink. This space transitions seamlessly into a substantial family room anchored by a gorgeous gas fireplace. Just off the kitchen, a bright sunroom with panoramic wooded views provides direct access to the newly constructed deck. A highly functional mudroom with built-in hooks, a dedicated laundry room, and a spacious half-bath complete the first floor. Upstairs, the layout is masterfully configured to accommodate family and guests with four bedrooms and three full bathrooms. The primary suite is a true private retreat with amgenerous walk-in closet space, and a fully appointed spa-like bathroom with dual vanities, a jetted soaking tub, and a separate walk-in shower. The secondary sleeping quarters are equally impressive, offering a private en-suite bedroom with its own dedicated bathroom, alongside two additional bedrooms that share a smartly designed Jack-and-Jill bathroom. The finished walk-out lower level serves as a massive secondary living space. It centers around a sprawling recreation and game room equipped with a built-in wet bar. Accommodations on this level include a private fifth bedroom with an egress window and a full bathroom. For logistics, the basement offers a large finished storage closet alongside an even larger utility storage room. Finding a private backyard oasis with a sprawling inground pool is rare; finding one where the heavy lifting has already been done is nearly impossible. The pool area is flanked by ample patio space, an adjacent fire pit, and a covered lower-level terrace perfect for shaded seating. Significant mechanical and structural investments have transformed this into a truly turnkey property. Key upgrades include a brand-new high-efficiency HVAC system, a new deck, a new pool pump, a new water heater and water softener, new garage doors and openers, and installed gutter guards. The property is also fully integrated with a Guardian security system. This home beautifully marries the convenience of Winchester city living with coming home to a private oasis. An incredible fleeting opportunity to secure a fully upgraded, resort-style property on one of the best lots in Stonebrook Farms.

5 Beds ⋅ 5 Baths

Opportunities of this caliber in the highly coveted Stonebrook Farms community are exceptionally rare. Positioned on a premium cul-de-sac lot backing directly to mature, private woods, this property is a true unicorn in today’s market: a sprawling, intelligently designed estate paired with a resort-style backyard and an exhaustive list of major capital improvements. The main level makes an immediate impact with soaring vaulted ceilings and an impeccable, flowing layout. Off the welcoming foyer, elegant French doors enclose a dedicated home office, complemented by formal living and dining spaces detailed with extensive, high-end trim work. Recent interior investments elevate the entire space. The kitchen is a masterpiece engineered for both daily living and high-capacity entertaining. It boasts crisp white cabinetry and counters, a Bosch electric cooktop, double ovens, and a massive walk-in pantry. Additional highlights include an expansive breakfast bar, a dedicated wall of extra cabinetry, and a highly practical secondary prep sink. This space transitions seamlessly into a substantial family room anchored by a gorgeous gas fireplace. Just off the kitchen, a bright sunroom with panoramic wooded views provides direct access to the newly constructed deck. A highly functional mudroom with built-in hooks, a dedicated laundry room, and a spacious half-bath complete the first floor. Upstairs, the layout is masterfully configured to accommodate family and guests with four bedrooms and three full bathrooms. The primary suite is a true private retreat with amgenerous walk-in closet space, and a fully appointed spa-like bathroom with dual vanities, a jetted soaking tub, and a separate walk-in shower. The secondary sleeping quarters are equally impressive, offering a private en-suite bedroom with its own dedicated bathroom, alongside two additional bedrooms that share a smartly designed Jack-and-Jill bathroom. The finished walk-out lower level serves as a massive secondary living space. It centers around a sprawling recreation and game room equipped with a built-in wet bar. Accommodations on this level include a private fifth bedroom with an egress window and a full bathroom. For logistics, the basement offers a large finished storage closet alongside an even larger utility storage room. Finding a private backyard oasis with a sprawling inground pool is rare; finding one where the heavy lifting has already been done is nearly impossible. The pool area is flanked by ample patio space, an adjacent fire pit, and a covered lower-level terrace perfect for shaded seating. Significant mechanical and structural investments have transformed this into a truly turnkey property. Key upgrades include a brand-new high-efficiency HVAC system, a new deck, a new pool pump, a new water heater and water softener, new garage doors and openers, and installed gutter guards. The property is also fully integrated with a Guardian security system. This home beautifully marries the convenience of Winchester city living with coming home to a private oasis. An incredible fleeting opportunity to secure a fully upgraded, resort-style property on one of the best lots in Stonebrook Farms.

102 Julie Ct, Winchester

Listing courtesy of Nova Home Hunters Realty. Contact: 7035821321

$714,000

Welcome to 342 Canyon Rd, a spacious and beautifully maintained home in the desirable Twin Lakes Overlook community on Winchester's east side close to Rt 7. Situated on a beautifully landscaped corner lot of nearly .40 acres where the schoolbus stop is at the front door, this impressive home offers over 4,264 finished square feet with a thoughtfully designed floor plan perfect for both everyday living and entertaining. The inviting great room features a stunning stone fireplace, while the gourmet kitchen boasts a large center island, abundant cabinetry, and a bright breakfast area. A private main-level office provides the ideal space for working from home or a quiet study. Upstairs, you'll find four generously sized bedrooms, two full bathrooms, dual staircases, and an additional hallway for added convenience. The oversized primary suite has been custom expanded to include a spacious sitting area, creating a true owner's retreat. The partially finished walk-out basement includes a full bedroom, full bath and a wide staircase leading to the backyard, offering excellent flexibility for a recreation room, guest space, home gym, or future finishing. Enjoy outdoor living on the rear deck overlooking mature landscaping that provides exceptional privacy, with seasonal lake views and a nearby walking path to the lake. Additional highlights include a side-loading garage, one of the largest floor plans in the neighborhood, and high-speed Glo Fiber Optic internet. Conveniently located near shopping, dining, schools, and major commuter routes, this exceptional home offers the perfect combination of space, comfort, and versatility. This property is under active video surveillance, all access codes are extremely confidential. Huge primary suite and bonus room/bedroom over garage. School bus stop is at the front door so kids can wait inside for the bus! Water oriented properties don't last long , so schedule your private showing today!

5 Beds ⋅ 4 Baths

Welcome to 342 Canyon Rd, a spacious and beautifully maintained home in the desirable Twin Lakes Overlook community on Winchester's east side close to Rt 7. Situated on a beautifully landscaped corner lot of nearly .40 acres where the schoolbus stop is at the front door, this impressive home offers over 4,264 finished square feet with a thoughtfully designed floor plan perfect for both everyday living and entertaining. The inviting great room features a stunning stone fireplace, while the gourmet kitchen boasts a large center island, abundant cabinetry, and a bright breakfast area. A private main-level office provides the ideal space for working from home or a quiet study. Upstairs, you'll find four generously sized bedrooms, two full bathrooms, dual staircases, and an additional hallway for added convenience. The oversized primary suite has been custom expanded to include a spacious sitting area, creating a true owner's retreat. The partially finished walk-out basement includes a full bedroom, full bath and a wide staircase leading to the backyard, offering excellent flexibility for a recreation room, guest space, home gym, or future finishing. Enjoy outdoor living on the rear deck overlooking mature landscaping that provides exceptional privacy, with seasonal lake views and a nearby walking path to the lake. Additional highlights include a side-loading garage, one of the largest floor plans in the neighborhood, and high-speed Glo Fiber Optic internet. Conveniently located near shopping, dining, schools, and major commuter routes, this exceptional home offers the perfect combination of space, comfort, and versatility. This property is under active video surveillance, all access codes are extremely confidential. Huge primary suite and bonus room/bedroom over garage. School bus stop is at the front door so kids can wait inside for the bus! Water oriented properties don't last long , so schedule your private showing today!

342 Canyon Rd, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$600,000

Nestled in the charming City of Winchester, this delightful Colonial home, built in 1952, exudes warmth and character. With its classic brick exterior and excellent condition, this residence invites you to experience a blend of traditional elegance and modern comfort. Step inside to discover a thoughtfully designed interior featuring beautiful hardwood floors that flow seamlessly throughout. The home spans approximately 3,480 square feet (1,844 main living areas + 804 sunroom + 832 basement). The traditional floor plan offers a formal dining room, perfect for hosting gatherings, while the butler's pantry adds a touch of convenience for entertaining. The kitchen is equipped with upgraded countertops and modern appliances, including a built-in microwave, cooktop, range hood, wall oven, dishwasher, and refrigerator, making meal preparation a joy. The home boasts three well-appointed bedrooms, each with ample closet space, including a walk-in closet in the master suite. The bathrooms are designed for comfort, featuring a full bath with a tub shower and a convenient half bath for guests. The property also includes a connecting stairway to the basement, where you'll find additional storage and laundry facilities. Outside, the extensive hardscape provides a relaxing outdoor space, perfect for enjoying the fresh air or hosting outdoor gatherings. A shed offers extra storage options for gardening tools or recreational equipment. Living in this vibrant community means enjoying the benefits of nearby parks, schools, and public services. The City of Winchester is known for its friendly atmosphere and active community life, with local events and activities that foster a sense of belonging. With on-street parking and a location that offers easy access to local amenities, this home is a perfect blend of comfort, style, and community spirit. Experience the charm of this Colonial residence and make it your own, where every corner feels like home. (See documents for improvements list)

3 Beds ⋅ 2 Baths

Nestled in the charming City of Winchester, this delightful Colonial home, built in 1952, exudes warmth and character. With its classic brick exterior and excellent condition, this residence invites you to experience a blend of traditional elegance and modern comfort. Step inside to discover a thoughtfully designed interior featuring beautiful hardwood floors that flow seamlessly throughout. The home spans approximately 3,480 square feet (1,844 main living areas + 804 sunroom + 832 basement). The traditional floor plan offers a formal dining room, perfect for hosting gatherings, while the butler's pantry adds a touch of convenience for entertaining. The kitchen is equipped with upgraded countertops and modern appliances, including a built-in microwave, cooktop, range hood, wall oven, dishwasher, and refrigerator, making meal preparation a joy. The home boasts three well-appointed bedrooms, each with ample closet space, including a walk-in closet in the master suite. The bathrooms are designed for comfort, featuring a full bath with a tub shower and a convenient half bath for guests. The property also includes a connecting stairway to the basement, where you'll find additional storage and laundry facilities. Outside, the extensive hardscape provides a relaxing outdoor space, perfect for enjoying the fresh air or hosting outdoor gatherings. A shed offers extra storage options for gardening tools or recreational equipment. Living in this vibrant community means enjoying the benefits of nearby parks, schools, and public services. The City of Winchester is known for its friendly atmosphere and active community life, with local events and activities that foster a sense of belonging. With on-street parking and a location that offers easy access to local amenities, this home is a perfect blend of comfort, style, and community spirit. Experience the charm of this Colonial residence and make it your own, where every corner feels like home. (See documents for improvements list)

1311 Handley Ave, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

$715,000

Spacious contemporary craftsman style home built in 2007 on .5 acre lot with rare 3 car attached side load garage as well as a detached 2 car & 1 car garages behind the home. This is a car lover's dream with a total 6 garaged parking spaces as well as the driveway or perfect for home based business (with appropriate County approval) - NO HOA!!! Located next to the green space of Kernstown Battlefield - expansive deck to enjoy the peaceful surroundings. The main level of the home boasts a two story foyer, inviting living room, large dining room and cozy family room with floor to ceiling stone gas fireplace. Kitchen is a chef's dream with oversized island, granite countertops, newer stainless steel appliances and walk-in pantry, upgraded cabinets, hardwood floors and pendant lights! Breakfast room with upgraded lighting - the perfect spot for a morning coffee or tea. There's a mud room as well as two half bathrooms on the main level. On your way up to the bedroom level there is a home office space/den - perfect to work from home, craft or as a swing guest space. The upper level offers a spacious primary bedroom with a double tray ceiling, recessed lights, ceiling fan and walk-in closet. The primary bathroom has a walk-in shower with body spray shower stall, jetted soaking tub & water closet. Two additional spacious secondary bedrooms are served by a hall bathroom with double-sinks and a shower. The home is served by public water and sewer and has a well as a secondary water source to water your gardens and landscaping. Well, garage freezer & satellite dish all convey as-is. Updates included but are not limited to: Water Heater 2024, HVAC approximately 5 years old, newer French door refrigerator and brand new dishwasher, updates to lighting and more! Crawl space was re-insulated in Summer of 2026.

3 Beds ⋅ 4 Baths

Spacious contemporary craftsman style home built in 2007 on .5 acre lot with rare 3 car attached side load garage as well as a detached 2 car & 1 car garages behind the home. This is a car lover's dream with a total 6 garaged parking spaces as well as the driveway or perfect for home based business (with appropriate County approval) - NO HOA!!! Located next to the green space of Kernstown Battlefield - expansive deck to enjoy the peaceful surroundings. The main level of the home boasts a two story foyer, inviting living room, large dining room and cozy family room with floor to ceiling stone gas fireplace. Kitchen is a chef's dream with oversized island, granite countertops, newer stainless steel appliances and walk-in pantry, upgraded cabinets, hardwood floors and pendant lights! Breakfast room with upgraded lighting - the perfect spot for a morning coffee or tea. There's a mud room as well as two half bathrooms on the main level. On your way up to the bedroom level there is a home office space/den - perfect to work from home, craft or as a swing guest space. The upper level offers a spacious primary bedroom with a double tray ceiling, recessed lights, ceiling fan and walk-in closet. The primary bathroom has a walk-in shower with body spray shower stall, jetted soaking tub & water closet. Two additional spacious secondary bedrooms are served by a hall bathroom with double-sinks and a shower. The home is served by public water and sewer and has a well as a secondary water source to water your gardens and landscaping. Well, garage freezer & satellite dish all convey as-is. Updates included but are not limited to: Water Heater 2024, HVAC approximately 5 years old, newer French door refrigerator and brand new dishwasher, updates to lighting and more! Crawl space was re-insulated in Summer of 2026.

336 Apple Valley Rd, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

$1,650,000

Built in 1774, before America was America, this remarkable 31-acre estate has stood through the birth of a nation, and today it's ready for its next chapter. This is history you can live in, a piece of the past, built for the life you're living now. Hardwood floors run throughout, and the spacious kitchen opens effortlessly into the family room and dining space, the kind of layout that makes everyday living and entertaining equally easy, with direct access to either the back patio or covered side porch. Four bedrooms include a primary suite with its own private & covered porch overlooking the 31.74 acres and pond, a quiet spot to start or end the day. Additional flexible bonus rooms offer options for guest space, an office, or extra bedrooms as needed, alongside 3 full and 2 half baths across. A 3-car attached garage adds everyday convenience. Outside, the property opens into 31.74 sweeping, scenic acres. A picturesque pond anchors the grounds, a substantial 100' x 50' barn with its own electric service offers exceptional storage or workshop space, ready for hobby farming, equipment, or a creative studio of your own. Just 15 minutes to downtown Winchester and minutes from local attractions like the Museum of the Shenandoah Valley, with Washington, DC only 84 miles away, this is countryside living with the city still within reach. A rare chance to own a true piece of American history, lived in, loved, and ready for its next 250 years.

4 Beds ⋅ 5 Baths

Built in 1774, before America was America, this remarkable 31-acre estate has stood through the birth of a nation, and today it's ready for its next chapter. This is history you can live in, a piece of the past, built for the life you're living now. Hardwood floors run throughout, and the spacious kitchen opens effortlessly into the family room and dining space, the kind of layout that makes everyday living and entertaining equally easy, with direct access to either the back patio or covered side porch. Four bedrooms include a primary suite with its own private & covered porch overlooking the 31.74 acres and pond, a quiet spot to start or end the day. Additional flexible bonus rooms offer options for guest space, an office, or extra bedrooms as needed, alongside 3 full and 2 half baths across. A 3-car attached garage adds everyday convenience. Outside, the property opens into 31.74 sweeping, scenic acres. A picturesque pond anchors the grounds, a substantial 100' x 50' barn with its own electric service offers exceptional storage or workshop space, ready for hobby farming, equipment, or a creative studio of your own. Just 15 minutes to downtown Winchester and minutes from local attractions like the Museum of the Shenandoah Valley, with Washington, DC only 84 miles away, this is countryside living with the city still within reach. A rare chance to own a true piece of American history, lived in, loved, and ready for its next 250 years.

582 Miller Rd, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360

$579,990

Welcome to this nearly new 4-bedroom, 3-bath home in the sought-after Raven Oaks community, offering a convenient Winchester location, modern finishes, flexible living space, and desirable community amenities. Ideally situated with easy access to Route 50 and I-81, the home is just minutes from Shenandoah University, Jim Barnett Park, shopping, restaurants, and everyday conveniences. Historic Old Town Winchester is approximately three miles away, offering dining, boutiques, entertainment, and community events. A water softener has also been added for additional comfort and convenience. Backing to mature trees, the property features a deck and fenced backyard, providing inviting outdoor space for relaxing, entertaining, pets, or play. Inside, the thoughtfully designed floor plan includes a main-level bedroom and full bath, ideal for guests, multi-generational living, or a home office. The open-concept kitchen, dining, and living area features quartz countertops, stainless steel appliances, an electric fireplace, and luxury vinyl plank flooring throughout the main level. Upstairs, you'll find a spacious loft, private primary suite with attached bath, two additional bedrooms, a full hall bath, and convenient bedroom-level laundry. The unfinished basement provides excellent storage and future expansion potential and includes rough-in plumbing for a full bath. Enjoy the combination of a convenient location, wooded backdrop, fenced outdoor space, and community amenities, including the Raven Oaks community pool. Easy access to major commuter routes, Winchester-area attractions, shopping, dining, and recreation makes this home an excellent choice for both everyday living and commuting. Check out the 3-D Tour attached to this listing!

4 Beds ⋅ 3 Baths

Welcome to this nearly new 4-bedroom, 3-bath home in the sought-after Raven Oaks community, offering a convenient Winchester location, modern finishes, flexible living space, and desirable community amenities. Ideally situated with easy access to Route 50 and I-81, the home is just minutes from Shenandoah University, Jim Barnett Park, shopping, restaurants, and everyday conveniences. Historic Old Town Winchester is approximately three miles away, offering dining, boutiques, entertainment, and community events. A water softener has also been added for additional comfort and convenience. Backing to mature trees, the property features a deck and fenced backyard, providing inviting outdoor space for relaxing, entertaining, pets, or play. Inside, the thoughtfully designed floor plan includes a main-level bedroom and full bath, ideal for guests, multi-generational living, or a home office. The open-concept kitchen, dining, and living area features quartz countertops, stainless steel appliances, an electric fireplace, and luxury vinyl plank flooring throughout the main level. Upstairs, you'll find a spacious loft, private primary suite with attached bath, two additional bedrooms, a full hall bath, and convenient bedroom-level laundry. The unfinished basement provides excellent storage and future expansion potential and includes rough-in plumbing for a full bath. Enjoy the combination of a convenient location, wooded backdrop, fenced outdoor space, and community amenities, including the Raven Oaks community pool. Easy access to major commuter routes, Winchester-area attractions, shopping, dining, and recreation makes this home an excellent choice for both everyday living and commuting. Check out the 3-D Tour attached to this listing!

139 Poe Dr, Winchester

Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362

$539,000

Step into the lifestyle you deserve at 111 Sovereign Ct in Freedom Manor! This 3-level, 4-bedroom, 3.5-bath home is crafted for modern living. The main level has an open-concept layout that makes entertaining a breeze. Whether you are hosting a large group or relaxing in the family room, the layout is designed to flow seamlessly. The upper-level primary suite is your personal sanctuary, with three additional bedrooms to meet all of your needs. The partially finished lower level with a full bath offers the possibility of a fifth bedroom. This additional flex space provides room to grow or to create that home gym or game room you’ve always wanted. Outside, the large, level yard and private deck invite you to relax and unwind. You will also realize continued savings from the solar panels, which will be paid in full at settlement! Located near I-81 and Old Town Winchester, you are perfectly positioned for work and play. The loan for the solar panels will be paid by the seller at closing. WANT TO SAVE ON YOUR MOVE? YOU CAN FINANCE THROUGH THE PENFED CREDIT UNION'S VIB PROGRAM? As a VIB (Very Important Buyer), you can save an average of $2,300 on closing costs when financing with PenFed Credit Union. Enjoy waived appraisal, origination, and credit report fees, plus a unique 3-year refinance advantage. ASK ME FOR DETAILS ON HOW TO QUALIFY!!

4 Beds ⋅ 4 Baths

Step into the lifestyle you deserve at 111 Sovereign Ct in Freedom Manor! This 3-level, 4-bedroom, 3.5-bath home is crafted for modern living. The main level has an open-concept layout that makes entertaining a breeze. Whether you are hosting a large group or relaxing in the family room, the layout is designed to flow seamlessly. The upper-level primary suite is your personal sanctuary, with three additional bedrooms to meet all of your needs. The partially finished lower level with a full bath offers the possibility of a fifth bedroom. This additional flex space provides room to grow or to create that home gym or game room you’ve always wanted. Outside, the large, level yard and private deck invite you to relax and unwind. You will also realize continued savings from the solar panels, which will be paid in full at settlement! Located near I-81 and Old Town Winchester, you are perfectly positioned for work and play. The loan for the solar panels will be paid by the seller at closing. WANT TO SAVE ON YOUR MOVE? YOU CAN FINANCE THROUGH THE PENFED CREDIT UNION'S VIB PROGRAM? As a VIB (Very Important Buyer), you can save an average of $2,300 on closing costs when financing with PenFed Credit Union. Enjoy waived appraisal, origination, and credit report fees, plus a unique 3-year refinance advantage. ASK ME FOR DETAILS ON HOW TO QUALIFY!!

111 Sovereign Ct, Winchester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$849,000

UP TO $5000 SELLER CONCESSION FOR PAINT. CALL FOR DETAILS. Welcome to this stunning Colonial estate nestled in the highly sought-after Raven Pointe neighborhood of Winchester, VA. This exceptional home flawlessly pairs a grand interior layout with panoramic views, perfectly situated directly adjacent to peaceful farmland while remaining just 7 minutes away from historic Old Town Winchester. Built in 2016, this stone-accented detached single-family home boasts a massive 4,714 total finished square feet across three fully completed levels. Positioned on a beautifully manicured 0.27-acre lot, it offers an incredible footprint featuring 6 bedrooms, 4 full bathrooms, and 1 half bathroom—delivering unparalleled space and versatility for multi-generational living or working from home. The main level welcomes you with an open, light-filled architectural flow anchored by high ceilings and formal dining spaces. Cozy up next to one of the 2 fireplaces or enjoy entertaining guests in the spacious living area. A massive primary suite functions as your own private oasis, accompanied by generously sized additional bedrooms upstairs. The lower level features a fully finished walk-out basement equipped with interior access and structural step-up design, ready for a home theater, gym, or separate recreation space. Includes a spacious 2-car attached front-entry garage with an automated door opener. Situated immediately next to sprawling local farmland, offering an authentic country-style retreat without sacrificing suburban convenience. Experience the premium neighborhood presentation of Raven Pointe with a low, budget-friendly fee of just $95 annually. Don't miss the chance to own this meticulously maintained, newer-construction masterpiece that balances rural tranquility with city conveniences. Schedule your tour today!

6 Beds ⋅ 5 Baths

UP TO $5000 SELLER CONCESSION FOR PAINT. CALL FOR DETAILS. Welcome to this stunning Colonial estate nestled in the highly sought-after Raven Pointe neighborhood of Winchester, VA. This exceptional home flawlessly pairs a grand interior layout with panoramic views, perfectly situated directly adjacent to peaceful farmland while remaining just 7 minutes away from historic Old Town Winchester. Built in 2016, this stone-accented detached single-family home boasts a massive 4,714 total finished square feet across three fully completed levels. Positioned on a beautifully manicured 0.27-acre lot, it offers an incredible footprint featuring 6 bedrooms, 4 full bathrooms, and 1 half bathroom—delivering unparalleled space and versatility for multi-generational living or working from home. The main level welcomes you with an open, light-filled architectural flow anchored by high ceilings and formal dining spaces. Cozy up next to one of the 2 fireplaces or enjoy entertaining guests in the spacious living area. A massive primary suite functions as your own private oasis, accompanied by generously sized additional bedrooms upstairs. The lower level features a fully finished walk-out basement equipped with interior access and structural step-up design, ready for a home theater, gym, or separate recreation space. Includes a spacious 2-car attached front-entry garage with an automated door opener. Situated immediately next to sprawling local farmland, offering an authentic country-style retreat without sacrificing suburban convenience. Experience the premium neighborhood presentation of Raven Pointe with a low, budget-friendly fee of just $95 annually. Don't miss the chance to own this meticulously maintained, newer-construction masterpiece that balances rural tranquility with city conveniences. Schedule your tour today!

226 Summerfield Dr, Winchester

Listing courtesy of CENTURY 21 New Millennium. Contact: 7035564222

$310,000

Adorable rancher in Shawneeland with access to a lake, trails, beach, and fishing. Ideally you wish for spacious living quarters,3 bedrooms, 2 full baths, and a walkout basement with a finished room for gym/office/den..well we have all that and more so come take a gander and make it your own before the summer ends.

3 Beds ⋅ 2 Baths

Adorable rancher in Shawneeland with access to a lake, trails, beach, and fishing. Ideally you wish for spacious living quarters,3 bedrooms, 2 full baths, and a walkout basement with a finished room for gym/office/den..well we have all that and more so come take a gander and make it your own before the summer ends.

204 Cochise Trl, Winchester

Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362

$959,000

Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning modern farmhouse nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, exterior that blends beautifully with its natural surroundings. Perfect for those seeking privacy, peace, and the beauty of nature, yet with convenient access to nearby amenities. Plenty of room for outdoor recreation, gardening, or simply enjoying the view from your porch. Build your dream lifestyle here – endless possibilities on unrestricted land! Escape to a serene retreat of rolling meadows, shady woodlands, and sparkling little ponds. Here, the land is alive—deer wander gracefully through the trees, wild turkeys stride across the fields, and songbirds fill the air with music. Bring your horses, cows, goats, or sheep to graze the open pastures, or simply enjoy the peace of living alongside nature. This is more than just land—it’s a private sanctuary where farm life, wildlife, and natural beauty come together in perfect harmony.” In the summer, kids might toss in a line, pulling out a perch or even a fat catfish. Families might watch dragonflies skimming the water’s edge. At night, fireflies light up the grasses around the pond, adding to the magic. Builder is also willing to build your plans. Price is projected and subject to change.

3 Beds ⋅ 3 Baths

Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning modern farmhouse nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, exterior that blends beautifully with its natural surroundings. Perfect for those seeking privacy, peace, and the beauty of nature, yet with convenient access to nearby amenities. Plenty of room for outdoor recreation, gardening, or simply enjoying the view from your porch. Build your dream lifestyle here – endless possibilities on unrestricted land! Escape to a serene retreat of rolling meadows, shady woodlands, and sparkling little ponds. Here, the land is alive—deer wander gracefully through the trees, wild turkeys stride across the fields, and songbirds fill the air with music. Bring your horses, cows, goats, or sheep to graze the open pastures, or simply enjoy the peace of living alongside nature. This is more than just land—it’s a private sanctuary where farm life, wildlife, and natural beauty come together in perfect harmony.” In the summer, kids might toss in a line, pulling out a perch or even a fat catfish. Families might watch dragonflies skimming the water’s edge. At night, fireflies light up the grasses around the pond, adding to the magic. Builder is also willing to build your plans. Price is projected and subject to change.

Light Rd, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360

$345,000

Why wait to build? This beautifully finished, move-in-ready home offers all the benefits of new construction without the wait. Offering modern style, quality craftsmanship, and low-maintenance living a short distance from Winchester this new home is nestled on a beautiful lot in Wilde Acres. This thoughtfully designed 3-bedroom, 2-bath home features an open floor plan with luxury vinyl plank flooring and today’s most sought-after finishes. The spacious kitchen is the heart of the home, showcasing granite countertops, a large peninsula, stainless steel appliances, white shaker cabinetry, and black fixtures. The primary suite offers a private bath with granite countertops and a walk-in shower, while two additional bedrooms provide space for family, guests, or a home office. The finished lower-level family room offers flexible living space for entertaining, recreation, or remote work, and the oversized garage provides great storage. Enjoy the peace and privacy of mountain living with convenient access to Mountain Falls Park, featuring a lake, playground, picnic area, and outdoor recreation. Move-in ready and thoughtfully finished throughout, this home offers the perfect blend of comfort, style and value. Some photos virtually staged. Owner/agent.

3 Beds ⋅ 2 Baths

Why wait to build? This beautifully finished, move-in-ready home offers all the benefits of new construction without the wait. Offering modern style, quality craftsmanship, and low-maintenance living a short distance from Winchester this new home is nestled on a beautiful lot in Wilde Acres. This thoughtfully designed 3-bedroom, 2-bath home features an open floor plan with luxury vinyl plank flooring and today’s most sought-after finishes. The spacious kitchen is the heart of the home, showcasing granite countertops, a large peninsula, stainless steel appliances, white shaker cabinetry, and black fixtures. The primary suite offers a private bath with granite countertops and a walk-in shower, while two additional bedrooms provide space for family, guests, or a home office. The finished lower-level family room offers flexible living space for entertaining, recreation, or remote work, and the oversized garage provides great storage. Enjoy the peace and privacy of mountain living with convenient access to Mountain Falls Park, featuring a lake, playground, picnic area, and outdoor recreation. Move-in ready and thoughtfully finished throughout, this home offers the perfect blend of comfort, style and value. Some photos virtually staged. Owner/agent.

503 Grouse, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360

$400,000

Welcome to 1826 Kershaw Lane in Willow Lawn Cottages, one of Winchester, Virginia's most sought-after 55+ active adult communities, offering low-maintenance, single-level living just minutes from Historic Old Town Winchester. This beautifully maintained 2-bedroom, 2-bath ranch home showcases exceptional pride of ownership with beautiful hardwood flooring, soaring vaulted ceilings, and an open floor plan filled with natural light. The kitchen features a decorative ceramic tile backsplash, an updated Moen faucet, a new refrigerator, and a new microwave, combining style and functionality for the home chef. The spacious primary suite offers a relaxing retreat with a private en-suite bath and generous closet space. A second bedroom and full bathroom provide comfortable accommodations for family and guests. The inviting sunroom is bathed in natural light, creating the perfect space for morning coffee, reading, hobbies, or a home office. Additional updates include new gas fireplace logs, adding warmth and charm to the living area. Outside, you'll enjoy a beautifully landscaped garden that creates a peaceful setting for relaxing or entertaining. French drains have also been installed to enhance drainage and provide added peace of mind. Residents of Willow Lawn Cottages enjoy a friendly community atmosphere with convenient access to Historic Old Town Winchester, Shenandoah University, Winchester Medical Center, Jim Barnett Park, the Museum of the Shenandoah Valley, and the Winchester Green Circle Trail. Shopping, dining, healthcare, and year-round events are just minutes away.

2 Beds ⋅ 2 Baths

Welcome to 1826 Kershaw Lane in Willow Lawn Cottages, one of Winchester, Virginia's most sought-after 55+ active adult communities, offering low-maintenance, single-level living just minutes from Historic Old Town Winchester. This beautifully maintained 2-bedroom, 2-bath ranch home showcases exceptional pride of ownership with beautiful hardwood flooring, soaring vaulted ceilings, and an open floor plan filled with natural light. The kitchen features a decorative ceramic tile backsplash, an updated Moen faucet, a new refrigerator, and a new microwave, combining style and functionality for the home chef. The spacious primary suite offers a relaxing retreat with a private en-suite bath and generous closet space. A second bedroom and full bathroom provide comfortable accommodations for family and guests. The inviting sunroom is bathed in natural light, creating the perfect space for morning coffee, reading, hobbies, or a home office. Additional updates include new gas fireplace logs, adding warmth and charm to the living area. Outside, you'll enjoy a beautifully landscaped garden that creates a peaceful setting for relaxing or entertaining. French drains have also been installed to enhance drainage and provide added peace of mind. Residents of Willow Lawn Cottages enjoy a friendly community atmosphere with convenient access to Historic Old Town Winchester, Shenandoah University, Winchester Medical Center, Jim Barnett Park, the Museum of the Shenandoah Valley, and the Winchester Green Circle Trail. Shopping, dining, healthcare, and year-round events are just minutes away.

1826 Kershaw Ln, Winchester

Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362

$569,000

ONE-OF-A-KIND HOME WITH INCREDIBLE FLEXIBILITY! This custom all-brick Winchester home offers a layout you simply don't find every day—4 bedrooms, 4 full baths, two main-level bedrooms, flexible private living spaces, a detached 2-car garage and NO HOA! Step inside to a bright, welcoming floor plan featuring beautiful hardwood floors, abundant natural light, custom built-ins and a cozy gas fireplace. The spacious gourmet kitchen offers granite countertops, stainless steel appliances, generous pantry space and a large breakfast area that flows easily into the dining and living spaces—perfect for everyday living and entertaining. One of this home's standout features is its main-level living potential. The primary suite is conveniently located on the main floor with a private bath and walk-in closet, while a second main-level bedroom and nearby full bath provide exceptional flexibility for guests, a home office or additional living space. Main-level laundry with a utility sink adds even more convenience. Upstairs, you'll discover a private and versatile living area with its own main-level entrance, sitting/living space, two additional bedrooms and a full bath—creating an ideal setup for extended stays, guests, work-from-home needs or anyone wanting additional privacy and separation. And there's even more! The detached two-car garage includes additional finished living space above, complete with a bedroom, full bath and kitchen/living area—opening the door to an incredible variety of possibilities. Outside, enjoy multiple parking options with front and rear driveways, an attached covered carport, detached garage and additional street parking. All of this is tucked into an established Winchester neighborhood convenient to downtown Winchester, Route 7, shopping, dining, medical facilities and major commuter routes. All brick. Four full baths. Two main-level bedrooms. Flexible living spaces. Detached garage. No HOA. This isn't your typical Winchester home—come see just how many possibilities 687 Woodland Avenue has to offer.

4 Beds ⋅ 4 Baths

ONE-OF-A-KIND HOME WITH INCREDIBLE FLEXIBILITY! This custom all-brick Winchester home offers a layout you simply don't find every day—4 bedrooms, 4 full baths, two main-level bedrooms, flexible private living spaces, a detached 2-car garage and NO HOA! Step inside to a bright, welcoming floor plan featuring beautiful hardwood floors, abundant natural light, custom built-ins and a cozy gas fireplace. The spacious gourmet kitchen offers granite countertops, stainless steel appliances, generous pantry space and a large breakfast area that flows easily into the dining and living spaces—perfect for everyday living and entertaining. One of this home's standout features is its main-level living potential. The primary suite is conveniently located on the main floor with a private bath and walk-in closet, while a second main-level bedroom and nearby full bath provide exceptional flexibility for guests, a home office or additional living space. Main-level laundry with a utility sink adds even more convenience. Upstairs, you'll discover a private and versatile living area with its own main-level entrance, sitting/living space, two additional bedrooms and a full bath—creating an ideal setup for extended stays, guests, work-from-home needs or anyone wanting additional privacy and separation. And there's even more! The detached two-car garage includes additional finished living space above, complete with a bedroom, full bath and kitchen/living area—opening the door to an incredible variety of possibilities. Outside, enjoy multiple parking options with front and rear driveways, an attached covered carport, detached garage and additional street parking. All of this is tucked into an established Winchester neighborhood convenient to downtown Winchester, Route 7, shopping, dining, medical facilities and major commuter routes. All brick. Four full baths. Two main-level bedrooms. Flexible living spaces. Detached garage. No HOA. This isn't your typical Winchester home—come see just how many possibilities 687 Woodland Avenue has to offer.

687 Woodland Ave, Winchester

Listing courtesy of Keller Williams Realty. Contact: 7036690099

$405,000

PRICE DROP! ✨ Rare Opportunity on Winchester's East Side with a LOWER-LEVEL IN-LAW SUITE! 🏡NEW ROOF (2026) AND NEW BOILER (2025) Welcome home to this spacious 4-bedroom, 2-bath beauty offering a warm, inviting layout and thoughtful updates throughout! ❤️ The main level features a generous living room, dining room, and a bright kitchen with stainless steel appliances, plus three bedrooms and a full bath—all highlighted by beautiful hardwood floors. ✨ The finished lower level is a standout feature with a private in-law suite 🏠 featuring a huge rec room, kitchenette, bedroom, full bath, abundant natural light ☀️, and convenient walk-out access. Step outside to enjoy your morning coffee on the covered front porch or unwind on the back deck. The large corner lot offers plenty of yard space for gardening, pets, or play! 📍 Perfectly located near Jim Barnett Park, Shenandoah University, schools, commuter routes, and just 1 mile from Old Town Winchester for shopping, dining, and entertainment! ✨ Recent Updates Include: 🏠 New roof (2026) with transferable warranty 🔥 Brand-new boiler (2025) 🎨 Fresh paint throughout for a bright, clean feel 🛏️ Beautifully updated lower-level bedroom 🚿 New bath & kitchen hardware for a fresh finishing touch 👕 New dryer for added convenience ⏳ Don't miss this incredible opportunity! Homes with this much space, flexibility, and location don't come along often—schedule your showing today before it's gone! 🔑🏡💕

4 Beds ⋅ 2 Baths

PRICE DROP! ✨ Rare Opportunity on Winchester's East Side with a LOWER-LEVEL IN-LAW SUITE! 🏡NEW ROOF (2026) AND NEW BOILER (2025) Welcome home to this spacious 4-bedroom, 2-bath beauty offering a warm, inviting layout and thoughtful updates throughout! ❤️ The main level features a generous living room, dining room, and a bright kitchen with stainless steel appliances, plus three bedrooms and a full bath—all highlighted by beautiful hardwood floors. ✨ The finished lower level is a standout feature with a private in-law suite 🏠 featuring a huge rec room, kitchenette, bedroom, full bath, abundant natural light ☀️, and convenient walk-out access. Step outside to enjoy your morning coffee on the covered front porch or unwind on the back deck. The large corner lot offers plenty of yard space for gardening, pets, or play! 📍 Perfectly located near Jim Barnett Park, Shenandoah University, schools, commuter routes, and just 1 mile from Old Town Winchester for shopping, dining, and entertainment! ✨ Recent Updates Include: 🏠 New roof (2026) with transferable warranty 🔥 Brand-new boiler (2025) 🎨 Fresh paint throughout for a bright, clean feel 🛏️ Beautifully updated lower-level bedroom 🚿 New bath & kitchen hardware for a fresh finishing touch 👕 New dryer for added convenience ⏳ Don't miss this incredible opportunity! Homes with this much space, flexibility, and location don't come along often—schedule your showing today before it's gone! 🔑🏡💕

145 Wilkins Dr, Winchester

Listing courtesy of Colony Realty. Contact:

$3,175,000

A Once-in-a-Generation Opportunity: 1765 Heritage Meets Modern Luxury Rarely does a property of this caliber, history, and scale become available within Winchester city limits. Perfectly positioned on 5.49 acres of breathtaking, park-like grounds, this historic masterpiece is a true private oasis. Painstakingly and lovingly renovated, the estate offers an unparalleled blend of 18th-century charm and contemporary convenience across 8,593 finished square feet, featuring 6 bedrooms, 5 full baths, and 2 half baths. The heart of the residence is the original 1765 portion, which stands as a museum-quality testament to early American craftsmanship. It showcases meticulously preserved original flooring, windows, doors, period hardware, stately mantles, and staircase. As the estate evolved, a first major addition was seamlessly introduced in 1940, followed by a second grand addition in 2000. True to the property's legacy of excellence, the 1940 wing underwent a major, high-end renovation in 2019 to ensure flawless modern style. Yet, behind the historic craftsmanship lies a completely modernized infrastructure: the entire home boasts fully updated plumbing, electrical, and central heating and A/C. Step outside to find your own secluded sanctuary, complete with a natural spring and a picturesque pond. This is a living piece of art, offering the perfect synergy of historical beauty, absolute privacy, and contemporary convenience. For additional information, full ownership history starting in 1735 and comprehensive renovation highlights please view the accompanying documents. Schedule your private tour to experience this once-in-a-lifetime legacy property. See accompanying files for full Historical Lineage starting in 1735, and details about the architecture and features.

6 Beds ⋅ 7 Baths

A Once-in-a-Generation Opportunity: 1765 Heritage Meets Modern Luxury Rarely does a property of this caliber, history, and scale become available within Winchester city limits. Perfectly positioned on 5.49 acres of breathtaking, park-like grounds, this historic masterpiece is a true private oasis. Painstakingly and lovingly renovated, the estate offers an unparalleled blend of 18th-century charm and contemporary convenience across 8,593 finished square feet, featuring 6 bedrooms, 5 full baths, and 2 half baths. The heart of the residence is the original 1765 portion, which stands as a museum-quality testament to early American craftsmanship. It showcases meticulously preserved original flooring, windows, doors, period hardware, stately mantles, and staircase. As the estate evolved, a first major addition was seamlessly introduced in 1940, followed by a second grand addition in 2000. True to the property's legacy of excellence, the 1940 wing underwent a major, high-end renovation in 2019 to ensure flawless modern style. Yet, behind the historic craftsmanship lies a completely modernized infrastructure: the entire home boasts fully updated plumbing, electrical, and central heating and A/C. Step outside to find your own secluded sanctuary, complete with a natural spring and a picturesque pond. This is a living piece of art, offering the perfect synergy of historical beauty, absolute privacy, and contemporary convenience. For additional information, full ownership history starting in 1735 and comprehensive renovation highlights please view the accompanying documents. Schedule your private tour to experience this once-in-a-lifetime legacy property. See accompanying files for full Historical Lineage starting in 1735, and details about the architecture and features.

730 Merrimans Ln, Winchester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$495,000

OPEN HOUSE 08/30/2026 FROM 1:00 PM - 3:00 PM Welcome to this charming historic home in Old Town Winchester. This spacious 3-bedroom Colonial blends timeless character with modern comfort in a convenient downtown location. Thoughtfully updated with today’s buyer in mind, this inviting residence offers upgraded amenities while preserving its classic appeal. Ideally situated within walking distance from the heart of historic Old Town Winchester, you’ll enjoy the convenience of being close to local shops, restaurants, entertainment, downtown amenities, Shenandoah Valley Museum, and Valley Health Medical Facilities. Adding to the appeal, the home is tucked along a private one-way street, offering a quieter, more peaceful setting while keeping you just steps from everything downtown Winchester has to offer. Outside, the detached garage offers exceptional versatility for parking, storage, hobbies, home gym, or a workshop.

3 Beds ⋅ 2 Baths

OPEN HOUSE 08/30/2026 FROM 1:00 PM - 3:00 PM Welcome to this charming historic home in Old Town Winchester. This spacious 3-bedroom Colonial blends timeless character with modern comfort in a convenient downtown location. Thoughtfully updated with today’s buyer in mind, this inviting residence offers upgraded amenities while preserving its classic appeal. Ideally situated within walking distance from the heart of historic Old Town Winchester, you’ll enjoy the convenience of being close to local shops, restaurants, entertainment, downtown amenities, Shenandoah Valley Museum, and Valley Health Medical Facilities. Adding to the appeal, the home is tucked along a private one-way street, offering a quieter, more peaceful setting while keeping you just steps from everything downtown Winchester has to offer. Outside, the detached garage offers exceptional versatility for parking, storage, hobbies, home gym, or a workshop.

108 Morgan St, Winchester

Listing courtesy of Real Broker LLC- Winchester. Contact: