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Location Location Location! 2.45 Acres comprised of 4 Lots with 3 income producing dwellings. Site falls withing the Frederick County Comprehensive Plan for Commercial Uses. Located just off the Route 37 and Route 522 Interchange next to Sheetz and KFC. All Dwellings and Outbuildings are strictly as-is.

821,829,839, and 851 Fox, Winchester

Listing courtesy of Coldwell Banker Realty. Contact:

$1,499,000

Location Location Location! 2.45 Acres comprised of 4 Lots with 3 income producing dwellings. Site falls withing the Frederick County Comprehensive Plan for Commercial Uses. Located just off the Route 37 and Route 522 Interchange next to Sheetz and KFC. All Dwellings and Outbuildings are strictly as-is.

821,829,839, and 851 Fox, Winchester

Listing courtesy of Coldwell Banker Realty. Contact:

$24,900

Imagine creating your own mountain getaway atop Great North Mountain. Tucked among the trees in Shawneeland, this just-under-half-acre lot offers a peaceful wooded setting, privacy, and the potential for beautiful westerly mountain views. The property includes a relatively level area that may offer possibilities for a future homesite. With thoughtful planning and clearing, envision a cozy cabin, mountain chalet, or full-time residence surrounded by the natural beauty of the mountain. Enjoy the feeling of being tucked away in the mountains while remaining approximately 20 minutes from Winchester, with hard-surface roads for most of the drive. A previous septic approval for a 4-bedroom Puraflo system, dated 2006, is available in the listing documents. Buyers should perform their own due diligence and verify current septic requirements, approvals, and building requirements with the appropriate county authorities. Whether you're dreaming of a weekend escape or a place to call home year-round, Bobcat Trl offers an opportunity to create your own retreat on Great North Mountain.

162 Bobcat Trl, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$634,000

PRICE REDUCTION ALERT! This is your chance to own the private retreat buyers have been waiting for. Step into something special at 256 Brookneil Dr—where space, privacy, and flexibility come together beautifully. Nestled on 2.1 wooded acres just minutes from Winchester, this property offers a peaceful retreat with the soothing sounds of nature all around. Whether you're sipping coffee on the deck or unwinding after a long day, the setting delivers the kind of tranquility that’s hard to find. Inside, the home is designed with both comfort and versatility in mind. The spacious main living area welcomes you with an open layout, highlighted by a stunning double-sided fireplace that creates a warm, inviting flow between the family and living rooms. It’s the perfect space for gathering, relaxing, and making memories. One of the standout features is the private second-floor suite—complete with its own kitchen with stove, & refrigerator, full bath, and walk-out access to a secluded porch. Ideal for multi-generational living, guests, or this space gives you options that truly set this home apart. And let’s talk outdoor living—four decks off the kitchen plus a multi-level deck off the family room create endless opportunities for entertaining, enjoying the views, or simply soaking in the peaceful surroundings. Additional peace of mind comes with a new roof installed in 2021. Let’s schedule your private tour and see how this home fits your next chapter.

4 Beds ⋅ 4 Baths

PRICE REDUCTION ALERT! This is your chance to own the private retreat buyers have been waiting for. Step into something special at 256 Brookneil Dr—where space, privacy, and flexibility come together beautifully. Nestled on 2.1 wooded acres just minutes from Winchester, this property offers a peaceful retreat with the soothing sounds of nature all around. Whether you're sipping coffee on the deck or unwinding after a long day, the setting delivers the kind of tranquility that’s hard to find. Inside, the home is designed with both comfort and versatility in mind. The spacious main living area welcomes you with an open layout, highlighted by a stunning double-sided fireplace that creates a warm, inviting flow between the family and living rooms. It’s the perfect space for gathering, relaxing, and making memories. One of the standout features is the private second-floor suite—complete with its own kitchen with stove, & refrigerator, full bath, and walk-out access to a secluded porch. Ideal for multi-generational living, guests, or this space gives you options that truly set this home apart. And let’s talk outdoor living—four decks off the kitchen plus a multi-level deck off the family room create endless opportunities for entertaining, enjoying the views, or simply soaking in the peaceful surroundings. Additional peace of mind comes with a new roof installed in 2021. Let’s schedule your private tour and see how this home fits your next chapter.

256 Brookneil Dr, Winchester

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

$925,000

PLEASE NOTE THAT THERE IS AN ELECTRIC FENCE. PLEASE MAKE SURE IT'S CLOSED BEHIND YOU WHEN ENTERING AND EXITING PROPERTY. MUST HAVE AN APPOINTMENT AND BE ACCOMPANIED BY AN AGENT TO SEE THIS PROPERTY. A truly rare opportunity to own over 150 acres in Frederick Co., VA , just a few miles west of the scenic Shenandoah Valley—where rolling pasture, privacy, and possibility come together. 950 Stony Hill Rd. offers a stunning blend of open farmland and natural beauty. With significant portions of the land farmable, this property is perfectly suited for agricultural use, equestrian pursuits, or creating a remarkable private estate or multi-generational retreat. Development may be possible. Any Purchaser needs to do their own research for their desired use(s). Existing features include available electric and a former tenant house (not livable). This property is 15 minutes from Historic Old Town Winchester, featuring a wide array of shopping, dining and entertainment options. Year-round outdoor activity pursuits are possible on property or nearby, including, golfing, hiking, fishing, kayaking and even skiing within 2 to 2.5 hours. Must be accompanied by Agent and have appointment to tour property. Livestock on property. D0 NOT ENTER OLD TENANT HOUSE. IT'S NOT SAFE. ENTRY TO STUCTURE IS STRICTLY FORBIDDEN. Private property. No drive-bys.

950 Stony Hill Rd, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

$649,500

100-Year-Old Downtown Winchester Charmer – Fully Reimagined in 2025! This stunning, fully restored century-old home seamlessly blends historic charm with high-end modern upgrades in the heart of downtown Winchester. Completely taken down to the studs and rebuilt in 2025, every detail was thoughtfully executed—nothing was overlooked. Proudly recognized with the 2025 Preservation of Historic Winchester Award of Merit, this home showcases exceptional craftsmanship and dedication to preserving its character while delivering today’s comforts. Major improvements include all-new electrical, plumbing, and ductwork, along with professionally engineered structural reinforcements for long-term integrity and peace of mind. Inside, you’ll find two brand-new HVAC systems, energy-efficient windows and doors, and beautifully refinished original hardwood floors throughout. The designer kitchen features granite countertops and a custom slide-up serving window that opens to a stylish outdoor bar—perfect for entertaining. Bathrooms offer elegant tile finishes and a jetted tub for a spa-like retreat. Custom details such as barn doors, solid wood interior doors, and upgraded lighting elevate the home’s unique character. The exterior is equally impressive, featuring a custom front door, welcoming new front porch, vinyl privacy fencing, a freshly seeded backyard, and a slate patio accented with ambient string lighting. A cobblestone driveway provides two off-street parking spaces—an added luxury in this walkable downtown location. A rare opportunity to own a one-of-a-kind home that perfectly balances historic appeal, modern efficiency, and exceptional craftsmanship in one of Winchester’s most desirable neighborhoods.

3 Beds ⋅ 3 Baths

100-Year-Old Downtown Winchester Charmer – Fully Reimagined in 2025! This stunning, fully restored century-old home seamlessly blends historic charm with high-end modern upgrades in the heart of downtown Winchester. Completely taken down to the studs and rebuilt in 2025, every detail was thoughtfully executed—nothing was overlooked. Proudly recognized with the 2025 Preservation of Historic Winchester Award of Merit, this home showcases exceptional craftsmanship and dedication to preserving its character while delivering today’s comforts. Major improvements include all-new electrical, plumbing, and ductwork, along with professionally engineered structural reinforcements for long-term integrity and peace of mind. Inside, you’ll find two brand-new HVAC systems, energy-efficient windows and doors, and beautifully refinished original hardwood floors throughout. The designer kitchen features granite countertops and a custom slide-up serving window that opens to a stylish outdoor bar—perfect for entertaining. Bathrooms offer elegant tile finishes and a jetted tub for a spa-like retreat. Custom details such as barn doors, solid wood interior doors, and upgraded lighting elevate the home’s unique character. The exterior is equally impressive, featuring a custom front door, welcoming new front porch, vinyl privacy fencing, a freshly seeded backyard, and a slate patio accented with ambient string lighting. A cobblestone driveway provides two off-street parking spaces—an added luxury in this walkable downtown location. A rare opportunity to own a one-of-a-kind home that perfectly balances historic appeal, modern efficiency, and exceptional craftsmanship in one of Winchester’s most desirable neighborhoods.

112 W Germain St, Winchester

Listing courtesy of RE/MAX Roots. Contact:

$749,900

Looking for a home that gives you space, style, privacy, and the freedom to make it your own? Welcome to this stately Colonial set on nearly an acre of beautiful, private land—where timeless architecture meets the upgrades today's buyers want. The seller has invested more than $150,000 in improvements, including a fully renovated HVAC system with all-new ductwork and high-end components. The result?....Modern comfort, improved efficiency, and one less thing to worry about. Inside, the main level delivers the kind of flexibility that fits today's lifestyle. A private main-level primary suite with a beautifully updated en-suite bath creates a convenient retreat, while rich hardwood floors, an inviting living room, dining room, spacious family room, and dedicated private study provide space for everything from quiet work-from-home days to weekend gatherings. At the heart of the home, the gourmet kitchen combines style and function with an induction cooktop and plenty of room to cook, gather, and entertain. Upstairs, the possibilities really open up. A second expansive primary suite offers an ideal option for guests, a private retreat, or multi-generational living, while four additional generously sized bedrooms give you plenty of flexibility for bedrooms, a home office, fitness space, hobbies, or whatever your lifestyle demands. And if you’re looking for room to grow, you’ll find it here. A walk-up fourth-floor attic, partial unfinished basement, and abundant storage give you valuable space to customize now or finish down the road. Step outside and enjoy your own private escape. The beautifully designed paver patio and expansive deck create an incredible setting for morning coffee, summer dinners, or entertaining friends, while the new shed adds convenient storage for all your outdoor gear. Best of all? No HOA. Bring your vision, your style, and your plans—without the restrictions of an HOA. With nearly an acre of land, exceptional flexibility, significant recent upgrades, multiple living spaces, and no HOA, this is more than a beautifully maintained Colonial. It’s a home designed to grow with you—and a lifestyle you’ll love coming home to.

5 Beds ⋅ 4 Baths

Looking for a home that gives you space, style, privacy, and the freedom to make it your own? Welcome to this stately Colonial set on nearly an acre of beautiful, private land—where timeless architecture meets the upgrades today's buyers want. The seller has invested more than $150,000 in improvements, including a fully renovated HVAC system with all-new ductwork and high-end components. The result?....Modern comfort, improved efficiency, and one less thing to worry about. Inside, the main level delivers the kind of flexibility that fits today's lifestyle. A private main-level primary suite with a beautifully updated en-suite bath creates a convenient retreat, while rich hardwood floors, an inviting living room, dining room, spacious family room, and dedicated private study provide space for everything from quiet work-from-home days to weekend gatherings. At the heart of the home, the gourmet kitchen combines style and function with an induction cooktop and plenty of room to cook, gather, and entertain. Upstairs, the possibilities really open up. A second expansive primary suite offers an ideal option for guests, a private retreat, or multi-generational living, while four additional generously sized bedrooms give you plenty of flexibility for bedrooms, a home office, fitness space, hobbies, or whatever your lifestyle demands. And if you’re looking for room to grow, you’ll find it here. A walk-up fourth-floor attic, partial unfinished basement, and abundant storage give you valuable space to customize now or finish down the road. Step outside and enjoy your own private escape. The beautifully designed paver patio and expansive deck create an incredible setting for morning coffee, summer dinners, or entertaining friends, while the new shed adds convenient storage for all your outdoor gear. Best of all? No HOA. Bring your vision, your style, and your plans—without the restrictions of an HOA. With nearly an acre of land, exceptional flexibility, significant recent upgrades, multiple living spaces, and no HOA, this is more than a beautifully maintained Colonial. It’s a home designed to grow with you—and a lifestyle you’ll love coming home to.

107 Launchris Dr, Winchester

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

$15,000

Tucked into the scenic mountains of Wilde Acres subdivision, this 0.81-acre offering combines three wooded lots into one unique opportunity for your future homesite or getaway retreat. Surrounded by mature trees and natural beauty, the property offers privacy, flexibility, and the potential to build in a peaceful setting away from the noise of town. Whether you're looking to create a full-time residence, weekend escape, or long-term investment, this property delivers. Located just 30 minutes from Winchester, you’ll enjoy convenient access to shopping, dining, and everyday amenities while still feeling tucked away in the mountains. Outdoor enthusiasts will appreciate the close proximity to George Washington National Forest, offering endless options for hiking, camping, and exploring. With three lots combined, you have added flexibility for building, layout, and future use - making this a rare find in a growing area. If you’ve been searching for a private, wooded setting with access to both nature and convenience, this is your opportunity.

13 Cougar Trl, Winchester

Listing courtesy of Connexa Real Estate. Contact:

$1,182,695

7082 SF, Prime Office Available for Lease, Winchester, VA. Located in established business park, all brick construction, super clean and ready for Q3 occupancy! Large open office concepts with multiple executive offices. Large breakroom, multiple M/W bathrooms, and bright, welcoming lobby. TONS OF FREE PARKING! High speed internet, Enterprise Zone benefits! $12 PSF + $2.65 NNN (inclusive with condo dues). Also listed for sale, $1,182,694. Optional, additional 3K SF of offices available on separate 2nd floor for a total of 10K+ if needed!

252 Airport Unit 3, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$609,990

Experience effortless living in our Willow Run Active Adult community! Our Azalea floorplan is a thoughtfully designed 1,888 sq. ft. ranch home blending style and functionality in a single-level open layout. The moment you step inside the home, you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen, ideal for entertaining. The chef’s kitchen boasts stainless steel appliances, a walk-in pantry, and a breakfast bar. From the breakfast nook, step through the sliding glass door to a covered porch, perfect for outdoor gatherings or morning coffee. The main level also features three generously sized bedrooms and two modern bathrooms - including a serene owner’s suite with dual vanities, a tiled walk-in shower, and generously sized walk-in closet. Need space for visiting friends or family? The finished basement offers an additional 1,021 sq. ft. of a living space with a rec room, full bath, and bedroom – plus 700 sq. ft. of unfinished space for storage. Completed with a large laundry room, two-car garage, and a low-maintenance lifestyle, the Azalea offers comfort and convenience. Embrace one-story living and make The Azalea your perfect new home this November! *Photos, 3D tours, and videos are representative of plan only and may vary as built.*

4 Beds ⋅ 3 Baths

Experience effortless living in our Willow Run Active Adult community! Our Azalea floorplan is a thoughtfully designed 1,888 sq. ft. ranch home blending style and functionality in a single-level open layout. The moment you step inside the home, you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen, ideal for entertaining. The chef’s kitchen boasts stainless steel appliances, a walk-in pantry, and a breakfast bar. From the breakfast nook, step through the sliding glass door to a covered porch, perfect for outdoor gatherings or morning coffee. The main level also features three generously sized bedrooms and two modern bathrooms - including a serene owner’s suite with dual vanities, a tiled walk-in shower, and generously sized walk-in closet. Need space for visiting friends or family? The finished basement offers an additional 1,021 sq. ft. of a living space with a rec room, full bath, and bedroom – plus 700 sq. ft. of unfinished space for storage. Completed with a large laundry room, two-car garage, and a low-maintenance lifestyle, the Azalea offers comfort and convenience. Embrace one-story living and make The Azalea your perfect new home this November! *Photos, 3D tours, and videos are representative of plan only and may vary as built.*

232 Hydrangea Way, Winchester

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

$589,990

Experience effortless living in our Willow Run Active Adult community! Our Clifton floorplan is a thoughtfully designed 1,865 sq. ft. ranch home, blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The kitchen opens to a large great room with two windows that let in natural light. The chef’s kitchen boasts stainless steel appliances, a pantry, and generous amount of cabinets and counter top space. From the great room, step through the sliding glass door to a covered porch, perfect for outdoor gatherings or morning coffee. The main level also features three generously sized bedrooms and two modern bathrooms - including a serene owner’s suite with dual vanities, a tiled walk-in shower, and two large walk-in closets. Need space for visiting friends or family? The finished basement offers an additional 1,000sq. ft. of a living space with a rec room, full bath, and bedroom – plus a large unfinished space for storage. Completed with a large laundry room, two-car garage, and a low-maintenance lifestyle, the Clifton offers comfort and convenience. Embrace one-story living and make The Clifton your perfect new home this November! *Photos, 3D tours, and videos are representative of plan only and may vary as built.*

4 Beds ⋅ 3 Baths

Experience effortless living in our Willow Run Active Adult community! Our Clifton floorplan is a thoughtfully designed 1,865 sq. ft. ranch home, blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The kitchen opens to a large great room with two windows that let in natural light. The chef’s kitchen boasts stainless steel appliances, a pantry, and generous amount of cabinets and counter top space. From the great room, step through the sliding glass door to a covered porch, perfect for outdoor gatherings or morning coffee. The main level also features three generously sized bedrooms and two modern bathrooms - including a serene owner’s suite with dual vanities, a tiled walk-in shower, and two large walk-in closets. Need space for visiting friends or family? The finished basement offers an additional 1,000sq. ft. of a living space with a rec room, full bath, and bedroom – plus a large unfinished space for storage. Completed with a large laundry room, two-car garage, and a low-maintenance lifestyle, the Clifton offers comfort and convenience. Embrace one-story living and make The Clifton your perfect new home this November! *Photos, 3D tours, and videos are representative of plan only and may vary as built.*

239 Hydrangea Way, Winchester

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

$680,000

This stunning new construction home features a charming Craftsman and Farmhouse architectural style, set on a generous 5.15-acre lot with breathtaking mountain and wooded views. The open floor plan seamlessly connects the family room to a country-style kitchen, complete with a spacious island, pantry, and energy-efficient stainless steel appliances, including a double oven and built-in microwave. With three bedrooms and two full bathrooms, this residence offers ample space for comfortable living. The main floor laundry adds convenience, while the unfinished poured concrete basement provides potential for customization. Located in a vibrant community, residents enjoy access to excellent local schools, nearby parks, and essential public services. The attached side-entry garage enhances functionality, making this property a perfect blend of modern living and natural beauty. Don't miss the opportunity to make this exceptional home your own!

3 Beds ⋅ 2 Baths

This stunning new construction home features a charming Craftsman and Farmhouse architectural style, set on a generous 5.15-acre lot with breathtaking mountain and wooded views. The open floor plan seamlessly connects the family room to a country-style kitchen, complete with a spacious island, pantry, and energy-efficient stainless steel appliances, including a double oven and built-in microwave. With three bedrooms and two full bathrooms, this residence offers ample space for comfortable living. The main floor laundry adds convenience, while the unfinished poured concrete basement provides potential for customization. Located in a vibrant community, residents enjoy access to excellent local schools, nearby parks, and essential public services. The attached side-entry garage enhances functionality, making this property a perfect blend of modern living and natural beauty. Don't miss the opportunity to make this exceptional home your own!

Tumble Leaf Lane, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

$799,900

No HOA!! Don’t miss this incredible opportunity to own a brand-new ranch home set on 2.66 beautiful acres, conveniently located near shopping and commuter routes to Winchester, Martinsburg, and Northern Virginia and approximately 10 minutes from the Winchester Medical Center. This thoughtfully designed home features an open-concept layout with a desirable split-bedroom design, offering both comfort and privacy. The charming exterior showcases board and batten siding for a distinctive look. Inside, the spacious primary suite includes a large walk-in closet and a luxurious 6-foot tile shower, while a private main-level office provides the perfect work-from-home space. The chef’s kitchen is equipped with quartz countertops, a center island, stainless steel appliances, and quality cabinetry with soft-close drawers and doors. A bright sunroom fills the home with natural light, and additional highlights include a main-level laundry room with utility sink, extensive luxury vinyl plank flooring, and an enormous unfinished basement already plumbed for a future bathroom with an HVAC system sized for finishing. The home also offers a two-car side-load garage, a covered front porch with a concrete sidewalk, and a scenic lot with mature hardwoods. Construction is underway and a similar model home nearby is available to tour. There is still time to select some colors and options. Photos are of a similar home and may include upgraded features.

3 Beds ⋅ 3 Baths

No HOA!! Don’t miss this incredible opportunity to own a brand-new ranch home set on 2.66 beautiful acres, conveniently located near shopping and commuter routes to Winchester, Martinsburg, and Northern Virginia and approximately 10 minutes from the Winchester Medical Center. This thoughtfully designed home features an open-concept layout with a desirable split-bedroom design, offering both comfort and privacy. The charming exterior showcases board and batten siding for a distinctive look. Inside, the spacious primary suite includes a large walk-in closet and a luxurious 6-foot tile shower, while a private main-level office provides the perfect work-from-home space. The chef’s kitchen is equipped with quartz countertops, a center island, stainless steel appliances, and quality cabinetry with soft-close drawers and doors. A bright sunroom fills the home with natural light, and additional highlights include a main-level laundry room with utility sink, extensive luxury vinyl plank flooring, and an enormous unfinished basement already plumbed for a future bathroom with an HVAC system sized for finishing. The home also offers a two-car side-load garage, a covered front porch with a concrete sidewalk, and a scenic lot with mature hardwoods. Construction is underway and a similar model home nearby is available to tour. There is still time to select some colors and options. Photos are of a similar home and may include upgraded features.

123 Stetson St, Winchester

Listing courtesy of RE/MAX Roots. Contact:

$7,900

Great opportunity to own two beautiful wooded lots full of mature trees and plenty of privacy! These adjoining parcels offer a wonderful chance to connect with nature and enjoy peaceful surroundings. Located just about 30 minutes from downtown Winchester, you get the perfect mix of country calm and town convenience. Whether you’re thinking about outdoor fun, future plans, or simply an investment, these lots have exciting potential!! Schedule your showing today.

LOTS 8 & 9 & Trl, Winchester

Listing courtesy of Samson Properties. Contact:

$179,000

Breathtaking Views and Endless Possibilities! Discover your own slice of paradise on this stunning 20.05-acre property! With a 3-bedroom perc already in place, drainfield and distribution box installed, and electric at the property, you're just a septic tank away from breaking ground. Part of the lot is already cleared, making it the perfect spot to build your dream home, weekend getaway, or cozy cabin in the woods. Whether you're looking for wide open space, peaceful surroundings, or a private retreat immersed in nature, this property is ready to bring your vision to life! Professional photos coming soon!

951 Bobcat Trl, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$699,900

100K PRICE DROP!!! Stunning new construction modern contemporary home situated on nearly 6 private wooded acres, offering the perfect balance of privacy and convenience. This thoughtfully designed home features an open-concept layout filled with abundant natural sunlight and beautiful wooded views throughout. The main living area showcases engineered hardwood flooring, a spacious living room and dining area, and a stylish kitchen complete with granite countertops, stainless steel appliances, and a convenient butler’s pantry—perfect for entertaining and everyday living. The fully finished basement expands the living space and includes a full bathroom, providing endless possibilities for a game room, family room, recreation space, or guest area. Ideally located just off Route 522, this property offers quick access to restaurants, shopping, and commuter routes, while still providing the peaceful setting of a large wooded lot. A rare opportunity to own a modern home with acreage in a prime location.

3 Beds ⋅ 4 Baths

100K PRICE DROP!!! Stunning new construction modern contemporary home situated on nearly 6 private wooded acres, offering the perfect balance of privacy and convenience. This thoughtfully designed home features an open-concept layout filled with abundant natural sunlight and beautiful wooded views throughout. The main living area showcases engineered hardwood flooring, a spacious living room and dining area, and a stylish kitchen complete with granite countertops, stainless steel appliances, and a convenient butler’s pantry—perfect for entertaining and everyday living. The fully finished basement expands the living space and includes a full bathroom, providing endless possibilities for a game room, family room, recreation space, or guest area. Ideally located just off Route 522, this property offers quick access to restaurants, shopping, and commuter routes, while still providing the peaceful setting of a large wooded lot. A rare opportunity to own a modern home with acreage in a prime location.

201 Nathaniel Dr, Winchester

Listing courtesy of Samson Properties. Contact:

$285,000

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

3 Beds ⋅ 2 Baths

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

110 Duwamish Trl, Winchester

Listing courtesy of Main Street Realty. Contact:

$153,000

Now Offering This Beautiful Lot In Shawneeland VA, Just West Of Winchester! Mountain Top Lot With Great View! Lot Is Cleared, and Neighbors Lot Is Also! Clear View Of The Winchester City Area And Beyond! This .44 Acre Lot Has A Cleared Area With A Standing Shed, A 3 Bedroom Septic Perk, And Power Is Already Run On This Road. Mountain Top Living Includes The Frederick County Sanitary District To Take Care and Maintain The Roads Year Around. Its Not In An HOA) All Rules And Regulations Are Set By Fredererick County VA. Sanitary District Means That Frederick County Employs People To Keep Roads Clear In All Seasons, Mow The Common Areas, Keep Playground And Lake Beach Areas Clean, Keep Mailbox Areas Clean And Repaired and More! Internet Is Available At The Top Of The Mountain From Several Resources: Plenty Of People Work From Home In The Subdivision. Make Appointment Today

115 Rockwood Trl, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$199,900

NEW CITY LOT! This newly configured lot in the heart of downtown Winchester has been expanded and is ready for you to build your dream home. Featuring a width of approximately 100 feet, you have plenty of space to accommodate nearly any home of your choice. As a bonus, the driveway will be on the neighboring lot, which allows even more buildable space. Additionally, you do not have to worry about anyone building behind you. The lot sits, just outside of the historic district, making your building process significantly easier. This is a truly rare opportunity to purchase one of the last remaining lots in downtown Winchester. The Seller also has plans available to qualified buyers.

506 Fairmont Ave, Winchester

Listing courtesy of Colony Realty. Contact:

$400,000

Welcome to this 2 level house, the spacious patio backyard will be the perfect spot to relax and enjoy a relaxing day. Located near multiple stores and parks. Schedule your showing today!

4 Beds ⋅ 2 Baths

Welcome to this 2 level house, the spacious patio backyard will be the perfect spot to relax and enjoy a relaxing day. Located near multiple stores and parks. Schedule your showing today!

115 E Monmouth St, Winchester

Listing courtesy of Inmobiliaria De Las Casas LLC. Contact:

$615,000

This nearly new Lennar home offers the advantages of modern construction combined with thoughtful upgrades and future expansion potential in a location that keeps you connected to everything Winchester has to offer. Built just two years ago, the home provides the confidence of newer systems and energy efficiency, enhanced by a complete security system and water softener for added comfort and peace of mind. The main level is designed for seamless everyday living, featuring a spacious open concept kitchen and living area that encourages connection and effortless entertaining. A six foot rear bump out extends the living space, creating additional room for gatherings, work from home flexibility, or quiet evenings in. The custom stone fireplace serves as a striking focal point, adding warmth and architectural character to the heart of the home. Natural light flows through the main living areas, complementing the open layout and enhancing the sense of space. The kitchen is positioned to function as both a workspace and a central hub, allowing interaction with guests while preparing meals. Whether hosting celebrations or enjoying a relaxed night at home, the layout adapts easily to a variety of needs. The basement is fully finished with LVT floors and custom modernization. Located within Frederick County, the home offers convenient access to Route 7, Route 50, and Interstate 81, making commuting and travel straightforward. Old Town Winchester’s shops, dining, and community events are just a short drive away, along with everyday conveniences such as grocery, retail, and services. Photos may be virtually staged

5 Beds ⋅ 4 Baths

This nearly new Lennar home offers the advantages of modern construction combined with thoughtful upgrades and future expansion potential in a location that keeps you connected to everything Winchester has to offer. Built just two years ago, the home provides the confidence of newer systems and energy efficiency, enhanced by a complete security system and water softener for added comfort and peace of mind. The main level is designed for seamless everyday living, featuring a spacious open concept kitchen and living area that encourages connection and effortless entertaining. A six foot rear bump out extends the living space, creating additional room for gatherings, work from home flexibility, or quiet evenings in. The custom stone fireplace serves as a striking focal point, adding warmth and architectural character to the heart of the home. Natural light flows through the main living areas, complementing the open layout and enhancing the sense of space. The kitchen is positioned to function as both a workspace and a central hub, allowing interaction with guests while preparing meals. Whether hosting celebrations or enjoying a relaxed night at home, the layout adapts easily to a variety of needs. The basement is fully finished with LVT floors and custom modernization. Located within Frederick County, the home offers convenient access to Route 7, Route 50, and Interstate 81, making commuting and travel straightforward. Old Town Winchester’s shops, dining, and community events are just a short drive away, along with everyday conveniences such as grocery, retail, and services. Photos may be virtually staged

219 Lehigh, Winchester

Listing courtesy of Keller Williams Realty. Contact:

$10,000

Welcome to Shawneeland! This mountain community is tucked away in a rural setting and a short distance to shopping, restaurants and Winchester's Historic Downtown. Utilize this 0.48 acre lot as a potential building lot, recreational space or enjoy the amenities such as Lake Cherokee with a beach area, fishing and picnic areas. Purchaser to verify location of boundary lines.

Winchester

Listing courtesy of MarketPlace REALTY. Contact:

$775,000

CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Chestnut model with standard 10' Main Level Ceilings Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

4 Beds ⋅ 3 Baths

CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Chestnut model with standard 10' Main Level Ceilings Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

Tumble Leaf Lane, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

$760,000

CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Dogwood model ( One Story Living ) with standard 10' main level ceilings and 13' ceilings in the Family Room. Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

3 Beds ⋅ 4 Baths

CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Dogwood model ( One Story Living ) with standard 10' main level ceilings and 13' ceilings in the Family Room. Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

Tumble Leaf Lane, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

$39,900

Offers the best views of the valley. Beautiful lot (almost 1/2 acre) with valley views of Shenandoah waiting for your clients to build your new home on or buy and hold. Perfect for those who want privacy and view. Great for primary home or weekend retreat. Cert Letter 3 bedroom perk..

205 Rockwood Trl, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

To Be Built-Homesite 209 Duke Court, Winchester

$598,990

TO BE BUILT – This home has not been constructed yet. Photos are of a similar model and may show optional features. Appointment at model home – 154 Williamson Rd. Price reflects base price plus options. Estimated delivery timeline is approximately 6–7 months. The Drexel offers generous living space in a beautifully designed ranch home featuring 3 bedrooms and 3 bathrooms, with approximately 3,213 finished square feet. A standout feature is the optional basement bedroom with a full bath, providing the perfect space for guests, extended family, or added privacy. This home is designed for convenient main-level living, including a private owner’s suite with a walk-in closet and en-suite bathroom, two additional full bathrooms on the main level, and a 2-car garage. A versatile flex room can easily function as a home office, formal dining room, or den, adapting to your lifestyle. At the heart of the Drexel is a spacious open-concept family room that flows seamlessly into the kitchen and breakfast nook, creating an inviting space for everyday living and entertaining. Outdoor living is just as appealing, with an included covered deck—perfect for relaxing or hosting while enjoying the outdoors.

3 Beds ⋅ 3 Baths

TO BE BUILT – This home has not been constructed yet. Photos are of a similar model and may show optional features. Appointment at model home – 154 Williamson Rd. Price reflects base price plus options. Estimated delivery timeline is approximately 6–7 months. The Drexel offers generous living space in a beautifully designed ranch home featuring 3 bedrooms and 3 bathrooms, with approximately 3,213 finished square feet. A standout feature is the optional basement bedroom with a full bath, providing the perfect space for guests, extended family, or added privacy. This home is designed for convenient main-level living, including a private owner’s suite with a walk-in closet and en-suite bathroom, two additional full bathrooms on the main level, and a 2-car garage. A versatile flex room can easily function as a home office, formal dining room, or den, adapting to your lifestyle. At the heart of the Drexel is a spacious open-concept family room that flows seamlessly into the kitchen and breakfast nook, creating an inviting space for everyday living and entertaining. Outdoor living is just as appealing, with an included covered deck—perfect for relaxing or hosting while enjoying the outdoors.

To Be Built-Homesite 209 Duke Court, Winchester

Listing courtesy of New Home Star Virginia, LLC. Contact:

$131,500

Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and is the next to last lot on Hodges Lane. Stellar views of the surrounding countryside are attainable with some tree clearing. This property features mildly sloping topography and a wet weather stream. Remote, fully wooded, and zoned Rural Areas (RA). Enjoy hiking, camping, and recreation of all types on this land. A short drive from all the amenities and attractions Winchester has to offer. ***Additional adjoining acreage available for purchase. See aerials for details.***

Lot 16 Hodges, Winchester

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact:

$700,000

0.7230 Acres located at 2970 Valley Avenue featuring a former used car lot that will offer enough area to display for 30-40 cars. There is pubic water and sewer available. The used car lot does not have an office building. An office building would have to be built or a mobile office could be utilized. A new site plan will be required from the City of Winchester to operate a used car lot.

2970 Valley Ave, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$650,000

0.429 acres located at 2970 Valley Avenue. This site could be a used car lot that will offer enough area to display for 30 cars. There is a public water and sewer available. 2978 Valley Avenue presently features 5 rental units producing gross monthly revenue of approximately $4,000. The list price for purchase is $1,350000 for both properties with 1.15 acres. Both properties can be ground leased for $6,000/month.

2978 Valley Ave, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$995,000

Yost Building Positioned in the heart of downtown, this distinguished office building—formerly the executive wing of F&M National—offers an outstanding opportunity for businesses seeking a prestigious and highly walkable location. Multiple suite sizes are available, making it ideal for professional firms, government-adjacent services, or organizations looking to establish a prominent presence in the city’s core. Situated adjacent to City Hall and steps from the Historic Walking Mall, this property provides unparalleled convenience for employees and clients alike. Within a quick walk, you’ll find the Frederick County Administrative Buildings, the Courthouse, and numerous public parking structures, ensuring seamless access for daily operations. With its prime location, flexible floorplan offerings, and proximity to key civic and commercial amenities, this downtown office building represents a rare opportunity to secure space in one of the most strategic and sought-after areas of the city. ALSO LISTED FOR LEASE

38 Rouss Ave, Winchester

Listing courtesy of Colony Realty. Contact:

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