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There's a lot to love about 1915 Wayland Drive, starting with the location! Tucked into an established Winchester neighborhood, this well-maintained Colonial is just minutes from Winchester Medical Center, shopping, restaurants, and Routes 37, 50, and 81. Inside, you'll find a home that's comfortable, welcoming, and has plenty of room to spread out. Hardwood floors run through much of the main level, and the 9-foot ceilings give everything a nice, open feel. The family room, with its gas fireplace, is the perfect place to settle in after a long day. There's also a separate living room with French doors that would make a great home office, reading room, or a quiet spot to get away for a bit. The kitchen has plenty of cabinet and counter space, stainless steel appliances, and a breakfast area for everyday meals. When the weather is nice, open the French doors and head out to the patio for dinner outside or just a little time to relax. The separate dining room is ready for holiday dinners or having friends over. Upstairs are four spacious bedrooms, including a primary bedroom with its own private bath, plus another full bath for the remaining bedrooms. And you'll appreciate the little things that make daily life easier, like the main-level laundry room that connects directly to the two-car garage. The backyard has mature trees and room to enjoy being outside. Whether you're curled up by the fireplace on a chilly evening, enjoying coffee on the patio, or heading out for a quick trip across town, this is a home that makes everyday living easy. Come take a look and see how it feels to you! *Three rooms have been virtually staged so you can imagine the possibilities.

1915 Wayland Dr, Winchester

Listing courtesy of Samson Properties. Contact:

$489,900

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.

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:

$1,399,000

AN EXTRAORDINARY OPPORTUNITY Coming Soon 119 Gravenstein Court, a spacious, beautifully maintained home where exceptional quality meets an unforgettable setting. Enjoy expansive, open-concept floor plan, high-end finishes, and thoughtfully designed living spaces that make everyday living exceptional. Over 5600 SF of finished living space with teasers that include a double height stone fireplace, open living and dining areas with french doors opening to a huge enclosed porch, overlooking the private backyard. A main-level primary suite with magnificent en suite bathroom, and an expansive walk-out lower level provides incredible additional living and entertaining space, perfect for hosting family and friends! But the true showstopper Views that are simply once in a lifetime. Sweeping, unobstructed vistas of rolling open farmland and majestic mountains create a backdrop that is increasingly hard to find. A rare combination of space, quality, condition, and breathtaking scenery. 119 Gravenstein is more than a home—it's a privilege and lifestyle worth waiting for! Stay tuned. This one is special!

5 Beds ⋅ 5 Baths

AN EXTRAORDINARY OPPORTUNITY Coming Soon 119 Gravenstein Court, a spacious, beautifully maintained home where exceptional quality meets an unforgettable setting. Enjoy expansive, open-concept floor plan, high-end finishes, and thoughtfully designed living spaces that make everyday living exceptional. Over 5600 SF of finished living space with teasers that include a double height stone fireplace, open living and dining areas with french doors opening to a huge enclosed porch, overlooking the private backyard. A main-level primary suite with magnificent en suite bathroom, and an expansive walk-out lower level provides incredible additional living and entertaining space, perfect for hosting family and friends! But the true showstopper Views that are simply once in a lifetime. Sweeping, unobstructed vistas of rolling open farmland and majestic mountains create a backdrop that is increasingly hard to find. A rare combination of space, quality, condition, and breathtaking scenery. 119 Gravenstein is more than a home—it's a privilege and lifestyle worth waiting for! Stay tuned. This one is special!

119 Gravenstein Ct, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$355,000

Nestled in the serene Wilde Acres community, this charming split foyer home is a canvas awaiting your personal touch. With construction set to be completed in 2026, you have the unique opportunity to customize your dream space from the ground up. Imagine the possibilities with three spacious bedrooms and two full bathrooms, perfect for creating a cozy retreat for you and your loved ones. The property boasts a generous 0.24-acre lot, providing ample outdoor space for relaxation and recreation. The unfinished basement presents an exciting opportunity for additional living space, whether you envision a home theater, a playroom, or a personal gym. With an attached two-car garage and driveway parking, convenience is at your fingertips. Embrace the tranquility of lakeside living while being part of a vibrant neighborhood. This home is not just a property; it's a place where you can create lasting memories. Don't miss your chance to make this house your home! Images are computer-generated renderings for illustrative purposes only and may not reflect the final product. Features, finishes, dimensions, and other details are subject to change. Information is deemed reliable but not guaranteed; buyers should independently verify all details. Check out the construction timelapse video attached to this listing!

Nestled in the serene Wilde Acres community, this charming split foyer home is a canvas awaiting your personal touch. With construction set to be completed in 2026, you have the unique opportunity to customize your dream space from the ground up. Imagine the possibilities with three spacious bedrooms and two full bathrooms, perfect for creating a cozy retreat for you and your loved ones. The property boasts a generous 0.24-acre lot, providing ample outdoor space for relaxation and recreation. The unfinished basement presents an exciting opportunity for additional living space, whether you envision a home theater, a playroom, or a personal gym. With an attached two-car garage and driveway parking, convenience is at your fingertips. Embrace the tranquility of lakeside living while being part of a vibrant neighborhood. This home is not just a property; it's a place where you can create lasting memories. Don't miss your chance to make this house your home! Images are computer-generated renderings for illustrative purposes only and may not reflect the final product. Features, finishes, dimensions, and other details are subject to change. Information is deemed reliable but not guaranteed; buyers should independently verify all details. Check out the construction timelapse video attached to this listing!

425 Crow Dr, Winchester

Listing courtesy of RE/MAX Roots. Contact:

$700,000

**QUICK DELIVERY – DECEMBER 2026!** Welcome to Abrams Pointe, a beautiful new single-family home community featuring spacious homesites in Winchester, Virginia! **Why wait to build when you can move into this stunning Carlisle home by Maronda Homes this December?** This beautifully designed, brand-new home offers the perfect combination of spacious living, modern comfort, and stylish finishes throughout. From the moment you step inside, you'll appreciate the inviting open-concept layout. The chef-inspired kitchen features beautiful quartz countertops, upgraded cabinetry, a spacious center island, and a pantry. It flows seamlessly into the breakfast area and expansive great room, creating the perfect setting for everyday living and entertaining. Upstairs, the luxurious owner's suite offers a spacious en-suite bathroom and oversized walk-in closet. Additional generously sized bedrooms, a Jack-and-Jill bathroom, another full hall bathroom, and a versatile loft provide plenty of room for everyone. The convenient upper-level laundry room includes a laundry sink. The **fully finished lower level** adds even more living and entertaining space, featuring an expansive recreation room, an additional full bathroom, and a walk-out to the beautiful wooded backyard, offering both convenience and a peaceful natural setting. Additional highlights include a two-car garage, beautiful designer selections, and thoughtfully chosen upgrades throughout. Conveniently located near Historic Downtown Winchester, shopping, dining, Shenandoah University, and major commuter routes, Abrams Pointe offers the perfect balance of peaceful suburban living and everyday convenience. **Ready for delivery in December 2026!** Don't miss this opportunity to own a beautifully appointed, brand-new Carlisle home on a desirable walk-out homesite backing to trees, without the wait of building from the ground up! *Exterior rendering is for illustrative purposes.*

4 Beds ⋅ 5 Baths

**QUICK DELIVERY – DECEMBER 2026!** Welcome to Abrams Pointe, a beautiful new single-family home community featuring spacious homesites in Winchester, Virginia! **Why wait to build when you can move into this stunning Carlisle home by Maronda Homes this December?** This beautifully designed, brand-new home offers the perfect combination of spacious living, modern comfort, and stylish finishes throughout. From the moment you step inside, you'll appreciate the inviting open-concept layout. The chef-inspired kitchen features beautiful quartz countertops, upgraded cabinetry, a spacious center island, and a pantry. It flows seamlessly into the breakfast area and expansive great room, creating the perfect setting for everyday living and entertaining. Upstairs, the luxurious owner's suite offers a spacious en-suite bathroom and oversized walk-in closet. Additional generously sized bedrooms, a Jack-and-Jill bathroom, another full hall bathroom, and a versatile loft provide plenty of room for everyone. The convenient upper-level laundry room includes a laundry sink. The **fully finished lower level** adds even more living and entertaining space, featuring an expansive recreation room, an additional full bathroom, and a walk-out to the beautiful wooded backyard, offering both convenience and a peaceful natural setting. Additional highlights include a two-car garage, beautiful designer selections, and thoughtfully chosen upgrades throughout. Conveniently located near Historic Downtown Winchester, shopping, dining, Shenandoah University, and major commuter routes, Abrams Pointe offers the perfect balance of peaceful suburban living and everyday convenience. **Ready for delivery in December 2026!** Don't miss this opportunity to own a beautifully appointed, brand-new Carlisle home on a desirable walk-out homesite backing to trees, without the wait of building from the ground up! *Exterior rendering is for illustrative purposes.*

102 Duke, Winchester

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

$620,000

Pride of ownership exudes from this cul-de-sac Colonial in Raven Pointe. From the moment you walk up to the brick porch to start your tour imagine relaxing in your rocking chair or loveseat during quiet mornings or evenings. Enter the home to find hardwood floors, soft paint decor, and perfectly sized rooms, including the formal living room with a double-sided fireplace leading into the family room, and a dining room capable of hosting all your holiday parties, which opens into a kitchen with ample cabinetry and updated SS appliances. The dual-zone HVAC, upgraded in 2021, will keep you comfortable even on the hottest days and coldest nights. The 75-gallon hot water heater means you can shower while the dishwasher is running with no worries. Exit the kitchen to the maintenance-free composite decking and the fully fenced backyard oasis, which includes a patio off the basement, a shed for gardening tools, yard equipment, or essential toys, and a quaint second patio ideally situated for a fire pit. Upstairs you again find wood floors, appropriately sized bedrooms, and a nook area—added by the owner—that could serve as a studio, nursery, or office off the primary bedroom. If this home didn't have enough to offer, WAIT: there is still the finished basement with a bar area, a rec area for entertaining, a walkout to the patio, plenty of windows for natural light, and a full bath. Enjoy this fine home and make time to visit; you will be elated at what you see!

4 Beds ⋅ 4 Baths

Pride of ownership exudes from this cul-de-sac Colonial in Raven Pointe. From the moment you walk up to the brick porch to start your tour imagine relaxing in your rocking chair or loveseat during quiet mornings or evenings. Enter the home to find hardwood floors, soft paint decor, and perfectly sized rooms, including the formal living room with a double-sided fireplace leading into the family room, and a dining room capable of hosting all your holiday parties, which opens into a kitchen with ample cabinetry and updated SS appliances. The dual-zone HVAC, upgraded in 2021, will keep you comfortable even on the hottest days and coldest nights. The 75-gallon hot water heater means you can shower while the dishwasher is running with no worries. Exit the kitchen to the maintenance-free composite decking and the fully fenced backyard oasis, which includes a patio off the basement, a shed for gardening tools, yard equipment, or essential toys, and a quaint second patio ideally situated for a fire pit. Upstairs you again find wood floors, appropriately sized bedrooms, and a nook area—added by the owner—that could serve as a studio, nursery, or office off the primary bedroom. If this home didn't have enough to offer, WAIT: there is still the finished basement with a bar area, a rec area for entertaining, a walkout to the patio, plenty of windows for natural light, and a full bath. Enjoy this fine home and make time to visit; you will be elated at what you see!

112 Killaney Ct, Winchester

Listing courtesy of RE/MAX Roots. Contact:

$300,000

The moment you step inside, you’re enveloped by the unmistakable feeling of HOME. Nestled on an expansive double lot totaling over half an acre, this charming 1950s residence perfectly blends serene country living with modern town convenience. The main level boasts a bright, open floor plan that seamlessly connects the inviting family room to a classic country kitchen—complete with stainless steel appliances and a cozy dining area. Upstairs, delightful architectural details like angled ceilings showcase the home's original character. With 3 bedrooms and two distinct enclosed porches, the layout feels remarkably spacious. Step outside onto your private, naturally shaded deck—ideal for morning coffee or hosting evening gatherings. A detached garage and a separate carport offer ample parking and storage, completing this picturesque property. Don't miss the chance to embrace a lifestyle where comfort, community, and peace meet!

3 Beds ⋅ 1 Baths

The moment you step inside, you’re enveloped by the unmistakable feeling of HOME. Nestled on an expansive double lot totaling over half an acre, this charming 1950s residence perfectly blends serene country living with modern town convenience. The main level boasts a bright, open floor plan that seamlessly connects the inviting family room to a classic country kitchen—complete with stainless steel appliances and a cozy dining area. Upstairs, delightful architectural details like angled ceilings showcase the home's original character. With 3 bedrooms and two distinct enclosed porches, the layout feels remarkably spacious. Step outside onto your private, naturally shaded deck—ideal for morning coffee or hosting evening gatherings. A detached garage and a separate carport offer ample parking and storage, completing this picturesque property. Don't miss the chance to embrace a lifestyle where comfort, community, and peace meet!

694 Round Hill Rd, Winchester

Listing courtesy of RE/MAX Roots. Contact:

$345,000

Peaceful Wooded Views & Numerous Recent Updates! Welcome home to this inviting Colonial built in 2009, offering 1,912 finished sq. ft. across two finished levels. Enjoy hardwood floors, a relaxing wooded backdrop, rear deck, fenced backyard, storage shed, and plenty of parking with the gravel driveway and additional parking space. The Primary bedroom features custom made drapes and an ensuite bathroom. The dining room and the living room both feature custom made cornice's. Numerous improvements include a newer central air system (2024, under warranty), new well pump and new water lines (2026), and completely updated crawl space with new insulation and vapor barrier (2026). Additional 2024 updates include sliding glass doors with internal blinds, Nest thermostat, ADT alarm panel, water-protected outdoor GFCI outlets, and an insulated storage room with windows on the deck. Enjoy the comfort of a thoughtfully maintained home and the tranquility of its peaceful setting!

Peaceful Wooded Views & Numerous Recent Updates! Welcome home to this inviting Colonial built in 2009, offering 1,912 finished sq. ft. across two finished levels. Enjoy hardwood floors, a relaxing wooded backdrop, rear deck, fenced backyard, storage shed, and plenty of parking with the gravel driveway and additional parking space. The Primary bedroom features custom made drapes and an ensuite bathroom. The dining room and the living room both feature custom made cornice's. Numerous improvements include a newer central air system (2024, under warranty), new well pump and new water lines (2026), and completely updated crawl space with new insulation and vapor barrier (2026). Additional 2024 updates include sliding glass doors with internal blinds, Nest thermostat, ADT alarm panel, water-protected outdoor GFCI outlets, and an insulated storage room with windows on the deck. Enjoy the comfort of a thoughtfully maintained home and the tranquility of its peaceful setting!

104 Mountain Ldg, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

$399,900

Welcome to this spacious 4-bedroom, 2-full-bath split-level home in Winchester! Offering 2,556 square feet of living space, there's plenty of room to spread out and enjoy. The versatile layout features a comfortable living room, family room with gas fireplace, large recreation room, and an oversized sunroom that's perfect for relaxing or entertaining. Step outside to enjoy the fenced backyard, complete with an above-ground pool (last opened in 2025), storage shed, and established landscaping. Conveniently located just minutes from Old Town Winchester, Jim Barnett Park, Shenandoah University, and major commuter routes, this home offers a great combination of space, outdoor enjoyment, and convenience! New architectural shingle roof 2024. Property sold as-is

4 Beds ⋅ 2 Baths

Welcome to this spacious 4-bedroom, 2-full-bath split-level home in Winchester! Offering 2,556 square feet of living space, there's plenty of room to spread out and enjoy. The versatile layout features a comfortable living room, family room with gas fireplace, large recreation room, and an oversized sunroom that's perfect for relaxing or entertaining. Step outside to enjoy the fenced backyard, complete with an above-ground pool (last opened in 2025), storage shed, and established landscaping. Conveniently located just minutes from Old Town Winchester, Jim Barnett Park, Shenandoah University, and major commuter routes, this home offers a great combination of space, outdoor enjoyment, and convenience! New architectural shingle roof 2024. Property sold as-is

134 Wilkins Dr, Winchester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$219,000

Single family house half a mile from down town walking mall, Apple Blossom parade route, restaurants, court house, and conveniences! Interior fully renovated in 2022. Four bedrooms, one full bath, one half bath, and a fenced-in level backyard. Property is zoned RB1 with allowable uses such as hair salon, barber shop, restaurant, etc--please consult with City Zoning Office. Please see attached document for additional information.

4 Beds ⋅ 2 Baths

Single family house half a mile from down town walking mall, Apple Blossom parade route, restaurants, court house, and conveniences! Interior fully renovated in 2022. Four bedrooms, one full bath, one half bath, and a fenced-in level backyard. Property is zoned RB1 with allowable uses such as hair salon, barber shop, restaurant, etc--please consult with City Zoning Office. Please see attached document for additional information.

15 W Germain St, Winchester

Listing courtesy of Levi Clarke, LLC. Contact:

$600,000

Welcome home to 135 Mascouten St!!! Walk in to find a lovely foyer and flex space, proceeding to an large open and welcoming floor plan with living/dining and kitchen with sizeable island. In this spacious home you'll find that it has not one, but two primary suites, one on the first floor with a beautiful walk in shower, walk in closet and large double vanity, the second located upstairs with a cozy bathroom and tub shower with another walk in closet. With six total bedrooms; the second floor primary and three on the second floor, the first floor primary, and an additional bedroom in the basement, there is no shortage for flexible living, sleeping, hobbies, office space, etc. Add the large finished basement and work room, and you have over 3500 square feet of living space for all of your dreams. This home was built for entertainment, enjoyment and memories. While nestled on a quiet street and backing to common space, you can enjoy your fenced yard and tree views. ***///*** 3D Tour Available on Zillow!

6 Beds ⋅ 5 Baths

Welcome home to 135 Mascouten St!!! Walk in to find a lovely foyer and flex space, proceeding to an large open and welcoming floor plan with living/dining and kitchen with sizeable island. In this spacious home you'll find that it has not one, but two primary suites, one on the first floor with a beautiful walk in shower, walk in closet and large double vanity, the second located upstairs with a cozy bathroom and tub shower with another walk in closet. With six total bedrooms; the second floor primary and three on the second floor, the first floor primary, and an additional bedroom in the basement, there is no shortage for flexible living, sleeping, hobbies, office space, etc. Add the large finished basement and work room, and you have over 3500 square feet of living space for all of your dreams. This home was built for entertainment, enjoyment and memories. While nestled on a quiet street and backing to common space, you can enjoy your fenced yard and tree views. ***///*** 3D Tour Available on Zillow!

135 Mascouten St, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$352,000

Nestled in Jackson Woods Estates, this charming ranch-style home offers a perfect blend of comfort and functionality. You will love all the large windows allowing tons of natural light! Built in 2010, this well-maintained residence features three inviting bedrooms with large closets, double windows and two full bathrooms, making it a perfect home for those seeking a cozy atmosphere yet full sized bedrooms. Step inside to discover a warm and welcoming interior, highlighted by beautiful LVP flooring and ceiling fans with a view through the living area to the private backyard. The combination dining and living area creates a seamless flow, perfect for entertaining or enjoying quiet evenings at home. The eat-in kitchen, complete with country-style charm and ample table space, is a delightful spot for casual meals and gatherings. Modern appliances, including a built-in microwave, dishwasher, electric oven, and refrigerator complete the open kitchen design. The main floor laundry adds convenience to your daily routine, while the entry-level bedrooms offers flexibility for guests or a home office. Outside, the generous half-acre lot provides plenty of space for outdoor dining - the Sellers loved their private, treed backyard and you will too! Located in Jackson Estates and very close to Middle Road it is an easy distance to downtown and to local parks, schools, and public services. Explore nearby walking trails at Rose Hill Park, Stonebrook Country Club and a quick ride to all the great local restaurants and entertainment in Winchester City! Septic pumped in October.

Nestled in Jackson Woods Estates, this charming ranch-style home offers a perfect blend of comfort and functionality. You will love all the large windows allowing tons of natural light! Built in 2010, this well-maintained residence features three inviting bedrooms with large closets, double windows and two full bathrooms, making it a perfect home for those seeking a cozy atmosphere yet full sized bedrooms. Step inside to discover a warm and welcoming interior, highlighted by beautiful LVP flooring and ceiling fans with a view through the living area to the private backyard. The combination dining and living area creates a seamless flow, perfect for entertaining or enjoying quiet evenings at home. The eat-in kitchen, complete with country-style charm and ample table space, is a delightful spot for casual meals and gatherings. Modern appliances, including a built-in microwave, dishwasher, electric oven, and refrigerator complete the open kitchen design. The main floor laundry adds convenience to your daily routine, while the entry-level bedrooms offers flexibility for guests or a home office. Outside, the generous half-acre lot provides plenty of space for outdoor dining - the Sellers loved their private, treed backyard and you will too! Located in Jackson Estates and very close to Middle Road it is an easy distance to downtown and to local parks, schools, and public services. Explore nearby walking trails at Rose Hill Park, Stonebrook Country Club and a quick ride to all the great local restaurants and entertainment in Winchester City! Septic pumped in October.

2631 Jones Rd, Winchester

Listing courtesy of Colony Realty. Contact:

$689,900

Enjoy the best of low-maintenance living in one of the larger homes in this desirable 55+ community, tucked away yet just minutes from all that Winchester has to offer! Located in Frederick County, you'll enjoy the added benefit of lower county real estate taxes, while the HOA takes care of exterior maintenance. Priced at assessed value and well below its recent appraisal, this home offers an exceptional opportunity for buyers looking for space, value and convenience. A paver driveway welcomes you home to a two-car garage and inviting front porch with a tall ceiling, recessed lighting and low-maintenance vinyl railing. Step inside to an impressive open layout featuring a wide foyer, 9-foot ceilings, tray ceilings, crown molding and chair rail accents. The main level offers three bedrooms and two full baths, including a spacious primary suite with walk-in closet, plantation shutters and a private bath featuring a double vanity, jetted soaking tub and walk-in shower with built-in tiled seat and handrail. The kitchen is designed for gathering, offering 42-inch wood cabinetry with under cabinet lighting, Corian countertops, stainless steel appliances, a center island, walk-in pantry and dedicated coffee/bar area. It flows seamlessly into the dining and living spaces, where a gas fireplace with granite surround creates a warm and inviting atmosphere. A spacious sunroom and composite screened-in porch provide even more room to relax and enjoy the seasons. The finished basement takes the possibilities to another level with an additional bedroom and full bath, expansive recreation area, generous closet space and two additional flexible-use rooms perfect for a theater, craft room, office or hobbies. There's even a separate workshop and storage area with utility sink. Out back, mature trees provide a peaceful, private setting, while the concrete patio is ready for grilling, entertaining or simply unwinding. With 36-inch doorways, wide hallways and an open design, the home also offers added accessibility and ease of movement. Space, convenience and carefree living come together in this fantastic 55+ community!

Enjoy the best of low-maintenance living in one of the larger homes in this desirable 55+ community, tucked away yet just minutes from all that Winchester has to offer! Located in Frederick County, you'll enjoy the added benefit of lower county real estate taxes, while the HOA takes care of exterior maintenance. Priced at assessed value and well below its recent appraisal, this home offers an exceptional opportunity for buyers looking for space, value and convenience. A paver driveway welcomes you home to a two-car garage and inviting front porch with a tall ceiling, recessed lighting and low-maintenance vinyl railing. Step inside to an impressive open layout featuring a wide foyer, 9-foot ceilings, tray ceilings, crown molding and chair rail accents. The main level offers three bedrooms and two full baths, including a spacious primary suite with walk-in closet, plantation shutters and a private bath featuring a double vanity, jetted soaking tub and walk-in shower with built-in tiled seat and handrail. The kitchen is designed for gathering, offering 42-inch wood cabinetry with under cabinet lighting, Corian countertops, stainless steel appliances, a center island, walk-in pantry and dedicated coffee/bar area. It flows seamlessly into the dining and living spaces, where a gas fireplace with granite surround creates a warm and inviting atmosphere. A spacious sunroom and composite screened-in porch provide even more room to relax and enjoy the seasons. The finished basement takes the possibilities to another level with an additional bedroom and full bath, expansive recreation area, generous closet space and two additional flexible-use rooms perfect for a theater, craft room, office or hobbies. There's even a separate workshop and storage area with utility sink. Out back, mature trees provide a peaceful, private setting, while the concrete patio is ready for grilling, entertaining or simply unwinding. With 36-inch doorways, wide hallways and an open design, the home also offers added accessibility and ease of movement. Space, convenience and carefree living come together in this fantastic 55+ community!

150 Harvest Ridge Dr, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$390,000

Beautiful Cape Cod home situated on approximately 0.57 acres, featuring 3 bedrooms, 2 full bathrooms, 1 half bath, a 2-car garage, and ample driveway parking. The home offers a brand-new HVAC system and heater, an updated kitchen, and a walk-out basement providing convenient access to the outdoors and additional potential living or storage space. A unique feature of this property is that the land is subdivided into two lots, offering added flexibility and potential opportunities for future use, subject to applicable zoning and county approvals. Enjoy the spacious, level backyard, perfect for outdoor gatherings, gardening, recreation, or simply relaxing. The generous outdoor space offers room to explore future improvements. Conveniently located near major shopping, dining, and everyday amenities, with easy access to I-81 and the Martinsburg Pike retail corridor, including Target, Lowe’s, Lidl, and a variety of restaurants. This property presents a wonderful opportunity for homeowners seeking space, convenience, and potential added value. Some photos have been virtually staged.

Beautiful Cape Cod home situated on approximately 0.57 acres, featuring 3 bedrooms, 2 full bathrooms, 1 half bath, a 2-car garage, and ample driveway parking. The home offers a brand-new HVAC system and heater, an updated kitchen, and a walk-out basement providing convenient access to the outdoors and additional potential living or storage space. A unique feature of this property is that the land is subdivided into two lots, offering added flexibility and potential opportunities for future use, subject to applicable zoning and county approvals. Enjoy the spacious, level backyard, perfect for outdoor gatherings, gardening, recreation, or simply relaxing. The generous outdoor space offers room to explore future improvements. Conveniently located near major shopping, dining, and everyday amenities, with easy access to I-81 and the Martinsburg Pike retail corridor, including Target, Lowe’s, Lidl, and a variety of restaurants. This property presents a wonderful opportunity for homeowners seeking space, convenience, and potential added value. Some photos have been virtually staged.

1907 Martinsburg Pike, Winchester

Listing courtesy of Casals Realtors. Contact:

$677,130

UNDER CONSTRUCTION – THE BIRMINGHAM | WINTER DELIVERY AT ABRAMS POINTE! Welcome to Abrams Pointe! Discover the perfect blend of space, style, and functionality with the Birmingham, a beautifully designed home offering approximately 3,397 square feet of finished living space across three levels! This thoughtfully designed home features an inviting open-concept layout with a spacious family room, enhanced with upgraded lighting, that flows seamlessly into the kitchen and adjoining sunroom—perfect for everyday living and effortless entertaining. The upgraded chef's kitchen is designed to impress, offering a beautiful space for cooking, gathering, and hosting. Upstairs, enjoy comfortable and spacious living areas designed with everyday convenience in mind. The finished lower level adds even more versatility, complete with a full bathroom and additional recreation space—ideal for entertaining, a home gym, movie nights, or hosting guests. With its desirable upgrades already selected, including the chef's kitchen, sunroom, enhanced family room lighting, and finished lower level with a full bathroom, this home offers an exceptional opportunity to enjoy new construction without starting from scratch! Currently under construction with anticipated winter delivery! Schedule your appointment today to explore this beautiful Birmingham at Abrams Pointe and learn more about its included features and finishes. Please note: Photos may be of a similar or decorated model home and may showcase features or finishes that differ from this home. Actual features, selections, and finishes may vary. Delivery timeframe is estimated and subject to change.

UNDER CONSTRUCTION – THE BIRMINGHAM | WINTER DELIVERY AT ABRAMS POINTE! Welcome to Abrams Pointe! Discover the perfect blend of space, style, and functionality with the Birmingham, a beautifully designed home offering approximately 3,397 square feet of finished living space across three levels! This thoughtfully designed home features an inviting open-concept layout with a spacious family room, enhanced with upgraded lighting, that flows seamlessly into the kitchen and adjoining sunroom—perfect for everyday living and effortless entertaining. The upgraded chef's kitchen is designed to impress, offering a beautiful space for cooking, gathering, and hosting. Upstairs, enjoy comfortable and spacious living areas designed with everyday convenience in mind. The finished lower level adds even more versatility, complete with a full bathroom and additional recreation space—ideal for entertaining, a home gym, movie nights, or hosting guests. With its desirable upgrades already selected, including the chef's kitchen, sunroom, enhanced family room lighting, and finished lower level with a full bathroom, this home offers an exceptional opportunity to enjoy new construction without starting from scratch! Currently under construction with anticipated winter delivery! Schedule your appointment today to explore this beautiful Birmingham at Abrams Pointe and learn more about its included features and finishes. Please note: Photos may be of a similar or decorated model home and may showcase features or finishes that differ from this home. Actual features, selections, and finishes may vary. Delivery timeframe is estimated and subject to change.

113 Malbec Ct, Winchester

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

$549,990

TO BE BUILT – THE ROCKFORD | SPACIOUS THREE-LEVEL LIVING AT ABRAMS POINTE! Welcome to Abrams Pointe! Discover the perfect blend of comfort, style, and functionality with the Rockford, a thoughtfully designed three-level home offering 4 bedrooms, 2.5 bathrooms, and the opportunity for nearly 3,000 square feet of finished living space with available options! Step inside to an inviting open-concept layout featuring 9-foot ceilings, a spacious great room, and a modern kitchen with a center island and adjoining breakfast area—perfect for everyday living and effortless entertaining. A versatile main-level flex room provides the ideal space for a home office, formal dining room, or cozy den. The upper level features all four generously sized bedrooms, including a spacious owner's suite complete with a walk-in closet and private en-suite bathroom. An additional full bathroom and conveniently located upper-level laundry room provide everyday comfort and convenience, keeping everything you need on one level. The included finished basement recreation room offers additional living space, perfect for entertaining, movie nights, a home gym, or simply relaxing. Looking for even more room? An optional two-story sunroom extension expands the living space on both the main and lower levels, bringing additional natural light and flexibility to your home. Complete with a two-car garage and a 10-year structural warranty, the Rockford combines thoughtful design with the flexibility to fit your lifestyle. Schedule your appointment today to explore Homesite 204 at Abrams Pointe, review included features, and discover the available options to personalize your new home! Please note: Photos are of a similar or decorated model home and may showcase optional features, upgrades, or finishes not included in the base price. Actual features and finishes may vary. 154 Williamson Rd, Winchester, VA 22602

TO BE BUILT – THE ROCKFORD | SPACIOUS THREE-LEVEL LIVING AT ABRAMS POINTE! Welcome to Abrams Pointe! Discover the perfect blend of comfort, style, and functionality with the Rockford, a thoughtfully designed three-level home offering 4 bedrooms, 2.5 bathrooms, and the opportunity for nearly 3,000 square feet of finished living space with available options! Step inside to an inviting open-concept layout featuring 9-foot ceilings, a spacious great room, and a modern kitchen with a center island and adjoining breakfast area—perfect for everyday living and effortless entertaining. A versatile main-level flex room provides the ideal space for a home office, formal dining room, or cozy den. The upper level features all four generously sized bedrooms, including a spacious owner's suite complete with a walk-in closet and private en-suite bathroom. An additional full bathroom and conveniently located upper-level laundry room provide everyday comfort and convenience, keeping everything you need on one level. The included finished basement recreation room offers additional living space, perfect for entertaining, movie nights, a home gym, or simply relaxing. Looking for even more room? An optional two-story sunroom extension expands the living space on both the main and lower levels, bringing additional natural light and flexibility to your home. Complete with a two-car garage and a 10-year structural warranty, the Rockford combines thoughtful design with the flexibility to fit your lifestyle. Schedule your appointment today to explore Homesite 204 at Abrams Pointe, review included features, and discover the available options to personalize your new home! Please note: Photos are of a similar or decorated model home and may showcase optional features, upgrades, or finishes not included in the base price. Actual features and finishes may vary. 154 Williamson Rd, Winchester, VA 22602

29 Williamson Rd, Winchester

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

$598,990

TO BE BUILT – THE DREXEL | SPACIOUS RANCH-STYLE LIVING! Discover the perfect blend of comfort, style, and functionality with the Drexel, offering 3,213 square feet of thoughtfully designed living space, including a finished basement area! This beautiful ranch-style home features an inviting open-concept layout, where the spacious great room flows seamlessly into a modern kitchen with a large center island—ideal for everyday living and entertaining. Enjoy the convenience of main-level living with three generously sized bedrooms, including a private owner's suite complete with a walk-in closet and en-suite bathroom. Two additional full bathrooms, a dedicated laundry room, and a versatile flex room provide the space and flexibility to fit your lifestyle. Whether you envision a home office, formal dining room, or cozy den, the possibilities are endless! Step outside to your included covered deck, perfect for morning coffee, outdoor dining, or simply relaxing while overlooking your backyard. A two-car garage and included finished basement area offer additional space for recreation, relaxation, and everyday living. Make the Drexel your own! Schedule your appointment today to tour the community, explore available homesites, review included features, and discover the available options to personalize your new home. Please note: Photos are of a decorated model home and may showcase optional features, upgrades, or finishes not included in the base price.

TO BE BUILT – THE DREXEL | SPACIOUS RANCH-STYLE LIVING! Discover the perfect blend of comfort, style, and functionality with the Drexel, offering 3,213 square feet of thoughtfully designed living space, including a finished basement area! This beautiful ranch-style home features an inviting open-concept layout, where the spacious great room flows seamlessly into a modern kitchen with a large center island—ideal for everyday living and entertaining. Enjoy the convenience of main-level living with three generously sized bedrooms, including a private owner's suite complete with a walk-in closet and en-suite bathroom. Two additional full bathrooms, a dedicated laundry room, and a versatile flex room provide the space and flexibility to fit your lifestyle. Whether you envision a home office, formal dining room, or cozy den, the possibilities are endless! Step outside to your included covered deck, perfect for morning coffee, outdoor dining, or simply relaxing while overlooking your backyard. A two-car garage and included finished basement area offer additional space for recreation, relaxation, and everyday living. Make the Drexel your own! Schedule your appointment today to tour the community, explore available homesites, review included features, and discover the available options to personalize your new home. Please note: Photos are of a decorated model home and may showcase optional features, upgrades, or finishes not included in the base price.

18 Williamson Rd, Winchester

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

$359,900

Privacy and one-level convenience meet on Winchester’s desirable east side! Set back from the road on a peaceful 2-acre lot framed by mature trees, this updated brick-front rancher welcomes you with classic curb appeal and a charming covered front porch made for relaxing mornings. Step inside to a bright, sunlit living room anchored by a cozy wood stove with a handsome brick surround. The main level flows seamlessly into an eat-in kitchen complete with ample cabinetry and durable tile flooring, with beautiful hardwood flooring extending through the rest of the main living areas. Down the hall, the primary bedroom serves as a comfortable retreat, featuring double closets, direct access to the full bath, and its own private entry to the rear deck. Two additional bedrooms and a beautifully updated full bath round out the main level. Below, a full unfinished basement houses the laundry facilities and features walkout stairs to the backyard, offering abundant storage and tremendous potential for future living space. Head outside to the expansive rear deck overlooking the sprawling yard, ideal for quiet relaxation or outdoor entertaining. Rounding out the property is an attached two-car carport for effortless covered access into the home, along with a versatile shed featuring a garage door for equipment or a custom workshop. Updated with modern touches throughout and set in a fantastic Winchester location, this move-in-ready home is an exceptional find!

3 Beds ⋅ 1 Baths

Privacy and one-level convenience meet on Winchester’s desirable east side! Set back from the road on a peaceful 2-acre lot framed by mature trees, this updated brick-front rancher welcomes you with classic curb appeal and a charming covered front porch made for relaxing mornings. Step inside to a bright, sunlit living room anchored by a cozy wood stove with a handsome brick surround. The main level flows seamlessly into an eat-in kitchen complete with ample cabinetry and durable tile flooring, with beautiful hardwood flooring extending through the rest of the main living areas. Down the hall, the primary bedroom serves as a comfortable retreat, featuring double closets, direct access to the full bath, and its own private entry to the rear deck. Two additional bedrooms and a beautifully updated full bath round out the main level. Below, a full unfinished basement houses the laundry facilities and features walkout stairs to the backyard, offering abundant storage and tremendous potential for future living space. Head outside to the expansive rear deck overlooking the sprawling yard, ideal for quiet relaxation or outdoor entertaining. Rounding out the property is an attached two-car carport for effortless covered access into the home, along with a versatile shed featuring a garage door for equipment or a custom workshop. Updated with modern touches throughout and set in a fantastic Winchester location, this move-in-ready home is an exceptional find!

2691 Senseny Rd, Winchester

Listing courtesy of Colony Realty. Contact:

$465,000

Solid brick, beautifully cared for, and ready for its next chapter. You can feel how much this home has been loved, and the list of updates backs it up. Start your mornings on the sun porch off the dining room, coffee in hand, looking out to your large backyard. The kitchen has been renovated, and both upstairs bathrooms were remodeled. Three bedrooms and 2.5 baths across 2,122 finished square feet give everyone room to spread out. The carpeted lower level with its newly renovated half bath is ready for movie nights, a home gym, or overnight guests, with 778 more square feet of unfinished space for storage.Then there’s the garage: a detached, oversized two-car garage built in 2003 with its own electric makes for a great workshop, hobby space, or a home for the project car. There is also an attached one-car garage for everyday convenience. The current owners added the front porch, sidewalk, shutters, and basement stair rails, as well as replaced the flashing, gutters, and soffit to name a few things. The basement fridge and central vac convey. You’re minutes to Shenandoah University, downtown Winchester and the Old Town walking mall, as well as Route 50, I-66, and I-81 for an easy commute. Don't miss this one!

Solid brick, beautifully cared for, and ready for its next chapter. You can feel how much this home has been loved, and the list of updates backs it up. Start your mornings on the sun porch off the dining room, coffee in hand, looking out to your large backyard. The kitchen has been renovated, and both upstairs bathrooms were remodeled. Three bedrooms and 2.5 baths across 2,122 finished square feet give everyone room to spread out. The carpeted lower level with its newly renovated half bath is ready for movie nights, a home gym, or overnight guests, with 778 more square feet of unfinished space for storage.Then there’s the garage: a detached, oversized two-car garage built in 2003 with its own electric makes for a great workshop, hobby space, or a home for the project car. There is also an attached one-car garage for everyday convenience. The current owners added the front porch, sidewalk, shutters, and basement stair rails, as well as replaced the flashing, gutters, and soffit to name a few things. The basement fridge and central vac convey. You’re minutes to Shenandoah University, downtown Winchester and the Old Town walking mall, as well as Route 50, I-66, and I-81 for an easy commute. Don't miss this one!

109 Harvard Dr, Winchester

Listing courtesy of Keller Williams Realty. Contact:

$295,000

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

3 Beds ⋅ 1 Baths

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

602 Patterson Ave, Winchester

Listing courtesy of BEYCOME BROKERAGE REALTY LLC. Contact:

$479,777

Remodeled 3 bedroom, 2 bath, home on 5 acres with privacy and plenty of room for your animals (NO HOA). We used upgraded appliances and materials including 20m waterproof laminate flooring, (most builders use 4m grade). Kitchen, dining area, living area is an inviting open floor plan for you and your family or friends. Garage/workshop has electric and water. Separate large shed for riding mower and other equipment. RV site with electric, water, and gray water pipe to conventional septic system. Seller has documentation of recent inspection of septic tank and field being okay. HELPFUL DIRECTIONS: Rt 50 west about 3 miles turn right. Your GPS may want you to turn on wrong road "Robin Hood Cir". Crinoline is the next Lane, with 5 mailboxes on Rt 50. Turn onto Crinoline and go past the neighbor's blue garage building and turn right then into #230's driveway. Select photos have been virtually staged for visualization purposes. Upstaged property photos available upon request. Improvements include new driveway, 30 years roof shingles, HVAC, plumbing, lighting, windows, interior doors, cabinets, appliance, and our list could keep going. You should really see this home!

Remodeled 3 bedroom, 2 bath, home on 5 acres with privacy and plenty of room for your animals (NO HOA). We used upgraded appliances and materials including 20m waterproof laminate flooring, (most builders use 4m grade). Kitchen, dining area, living area is an inviting open floor plan for you and your family or friends. Garage/workshop has electric and water. Separate large shed for riding mower and other equipment. RV site with electric, water, and gray water pipe to conventional septic system. Seller has documentation of recent inspection of septic tank and field being okay. HELPFUL DIRECTIONS: Rt 50 west about 3 miles turn right. Your GPS may want you to turn on wrong road "Robin Hood Cir". Crinoline is the next Lane, with 5 mailboxes on Rt 50. Turn onto Crinoline and go past the neighbor's blue garage building and turn right then into #230's driveway. Select photos have been virtually staged for visualization purposes. Upstaged property photos available upon request. Improvements include new driveway, 30 years roof shingles, HVAC, plumbing, lighting, windows, interior doors, cabinets, appliance, and our list could keep going. You should really see this home!

230 Crinoline Ln, Winchester

Listing courtesy of CENTURY 21 New Millennium. Contact:

$699,000

Nestled on over 15 peaceful acres, 381 Hidden Valley Lane offers an incredible private retreat featuring not one, but two places to call home! The property is defined by gorgeous, tranquil scenery and sweeping views of rolling hills and surrounding farmlands. A long private driveway flanked by a brick pillar entrance leads you past a beautiful, board-fenced pasture featuring a run-in shed that is ready for your horses. The expansive grounds feature two serene ponds, mature trees showcasing vibrant seasonal colors, and garden beds. The crown jewel of the property is an inviting pavilion and gazebo set directly over the pond—a truly idyllic setting where you can unwind in complete serenity, soak in the stunning water views, and enjoy unforgettable outdoor dining and summer gatherings surrounded by nature’s breathtaking beauty. Enjoy perfect rural seclusion with the added benefit of being just a short drive from everyday conveniences and major commuter routes. The main raised rancher welcomes you with a light-filled, thoughtful interior. The kitchen features vaulted ceilings with rustic wooden beams, stainless steel appliances, and abundant cabinet space. It flows seamlessly into a spacious living area complete with a cozy corner wood stove. The large primary suite offers double closets and direct access to a private deck, complemented by two additional light-filled bedrooms and two full bathrooms. Outdoor living is second to none, featuring a massive wraparound deck with both covered and open areas, plus a lower-level patio with picturesque views overlooking the pond. The lower level is a HUGE garage with tall ceilings, or finish it for additional living space. Adding even more value to this exceptional property is a separate detached garage with a full guest house or in-law suite above, complete with its own private entrance and dedicated deck to take in the views. This secondary residence includes two bedrooms, one full bath, and its own laundry room. With dual garages and an expansive driveway, there is plenty of room to park for family and visitors alike, while an additional building nearby offers even more outdoor storage space. This extraordinary property seamlessly blends quiet country living, horse-ready amenities, and endless possibilities for multi-generational living, all set in a scenic, peaceful environment just minutes from town.

Nestled on over 15 peaceful acres, 381 Hidden Valley Lane offers an incredible private retreat featuring not one, but two places to call home! The property is defined by gorgeous, tranquil scenery and sweeping views of rolling hills and surrounding farmlands. A long private driveway flanked by a brick pillar entrance leads you past a beautiful, board-fenced pasture featuring a run-in shed that is ready for your horses. The expansive grounds feature two serene ponds, mature trees showcasing vibrant seasonal colors, and garden beds. The crown jewel of the property is an inviting pavilion and gazebo set directly over the pond—a truly idyllic setting where you can unwind in complete serenity, soak in the stunning water views, and enjoy unforgettable outdoor dining and summer gatherings surrounded by nature’s breathtaking beauty. Enjoy perfect rural seclusion with the added benefit of being just a short drive from everyday conveniences and major commuter routes. The main raised rancher welcomes you with a light-filled, thoughtful interior. The kitchen features vaulted ceilings with rustic wooden beams, stainless steel appliances, and abundant cabinet space. It flows seamlessly into a spacious living area complete with a cozy corner wood stove. The large primary suite offers double closets and direct access to a private deck, complemented by two additional light-filled bedrooms and two full bathrooms. Outdoor living is second to none, featuring a massive wraparound deck with both covered and open areas, plus a lower-level patio with picturesque views overlooking the pond. The lower level is a HUGE garage with tall ceilings, or finish it for additional living space. Adding even more value to this exceptional property is a separate detached garage with a full guest house or in-law suite above, complete with its own private entrance and dedicated deck to take in the views. This secondary residence includes two bedrooms, one full bath, and its own laundry room. With dual garages and an expansive driveway, there is plenty of room to park for family and visitors alike, while an additional building nearby offers even more outdoor storage space. This extraordinary property seamlessly blends quiet country living, horse-ready amenities, and endless possibilities for multi-generational living, all set in a scenic, peaceful environment just minutes from town.

381 Hidden Valley Ln, Winchester

Listing courtesy of Colony Realty. Contact:

$400,000

Enjoy your morning coffee sitting in the sunroom overlooking your spacious private back yard & patio. This lovingly cared for home is just waiting for you to make your own personal updates. 3 Bedrooms and 2 Baths on the main level plus a Full basement with a finished Rec Room, library and tons of storage space.

Enjoy your morning coffee sitting in the sunroom overlooking your spacious private back yard & patio. This lovingly cared for home is just waiting for you to make your own personal updates. 3 Bedrooms and 2 Baths on the main level plus a Full basement with a finished Rec Room, library and tons of storage space.

508 Lanny Dr, Winchester

Listing courtesy of Corcoran McEnearney. Contact:

$375,000

Enjoy the perfect blend of country peace and convenience to town in this beautiful brick Colonial. Nestled on two park-like lots with no HOA, this 4-bedroom, 2-bathroom home features a 5-year-young metal roof and all-new windows (2 years old). Inside, cozy carpets cover classic hardwood floors throughout the living areas, stairs, and upper level. The property offers incredible storage with both an attached 2-car garage and a detached 1-car garage. Relax on the covered front porch or entertain on the spacious, covered concrete back patio and spacious & fenced back yard. A bonus storage shed or playhouse comes complete with electricity. Major system updates offer total peace of mind, including a new water heater (2026), a new electrical panel and overhead service lines (2026), a 10-year-old oil furnace, dual pressure tanks, a water softener, and a sump pump. Spacious room beyond the kitchen could be a great sunroom or opportunity to expand the kitchen!

4 Beds ⋅ 2 Baths

Enjoy the perfect blend of country peace and convenience to town in this beautiful brick Colonial. Nestled on two park-like lots with no HOA, this 4-bedroom, 2-bathroom home features a 5-year-young metal roof and all-new windows (2 years old). Inside, cozy carpets cover classic hardwood floors throughout the living areas, stairs, and upper level. The property offers incredible storage with both an attached 2-car garage and a detached 1-car garage. Relax on the covered front porch or entertain on the spacious, covered concrete back patio and spacious & fenced back yard. A bonus storage shed or playhouse comes complete with electricity. Major system updates offer total peace of mind, including a new water heater (2026), a new electrical panel and overhead service lines (2026), a 10-year-old oil furnace, dual pressure tanks, a water softener, and a sump pump. Spacious room beyond the kitchen could be a great sunroom or opportunity to expand the kitchen!

134 Hudson Ave, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

$2,500,000

This exceptional French Country estate enjoys privacy and architectural delight on five acres of dense, mature, professional landscaping. Beyond the stone gates and circular drive, a collection of octagonal rooms waits to embrace family and guests with high ceilings, impressive architectural detail and tons of ambient light. Generously sized rooms are complemented by a private theater, expansive wine cellar and a gourmet kitchen. Outside, multiple entertaining venues include a fire pit, gazebo, shaded porches and an outdoor kitchen. Attached and detached garages--three bays each--stand ready to shelter cars, boats or lawn equipment. Located just minutes from the Medical Center and a public golf course, the estate provides the best of town and country living.

4 Beds ⋅ 7 Baths

This exceptional French Country estate enjoys privacy and architectural delight on five acres of dense, mature, professional landscaping. Beyond the stone gates and circular drive, a collection of octagonal rooms waits to embrace family and guests with high ceilings, impressive architectural detail and tons of ambient light. Generously sized rooms are complemented by a private theater, expansive wine cellar and a gourmet kitchen. Outside, multiple entertaining venues include a fire pit, gazebo, shaded porches and an outdoor kitchen. Attached and detached garages--three bays each--stand ready to shelter cars, boats or lawn equipment. Located just minutes from the Medical Center and a public golf course, the estate provides the best of town and country living.

1281 Merrimans Ln, Winchester

Listing courtesy of Samson Properties. Contact:

$199,000

This property is zoned RP. It is either a fix me upper or tear down. Located directly on Rt. 7

2 Beds ⋅ 1 Baths

This property is zoned RP. It is either a fix me upper or tear down. Located directly on Rt. 7

1785 Berryville Pike, Winchester

Listing courtesy of Link Realty Services LLC. Contact:

$624,000

Stunning Custom-Built Home on 5.43 Acres Near Winchester! Welcome to this amazing custom-built home, nestled on 5.43 beautiful acres with easy access to the City of Winchester and an approximate 20-minute commute. Offering spacious living areas, versatile spaces, and plenty of room to enjoy the outdoors, this property is perfect for those seeking comfort, privacy, and a touch of country living. Step inside to find a welcoming den or home office, along with a large dining room perfect for family gatherings and entertaining. The spacious family room features a beautiful stone fireplace with a wood stove insert, creating a cozy atmosphere on chilly evenings. Open to the family room, the generously sized kitchen offers abundant counter space, a large pantry, and room for a kitchen table. Sliding glass doors lead to a large composite deck with metal railings, providing a wonderful space to relax and enjoy the surrounding property with minimal exterior maintenance. The main level also features a tiled mudroom with a utility sink and washer/dryer hookups, conveniently connecting to the attached two-car garage. Upstairs, you'll find four spacious bedrooms, including a generous primary suite with carpeting and a sizable walk-in closet. The primary bathroom features two separate sinks, a relaxing soaking tub, and a separate shower. The second full bathroom offers dual sinks, tile flooring, and a bathtub, providing plenty of convenience for family and guests. The finished basement offers even more living space, featuring carpeting, built-in shelving, a third bathroom, a separate laundry room, and an additional room with a closet that could serve as a guest room, hobby room, or flexible living space. With its versatile layout, the home offers excellent potential for multigenerational living. The outdoor amenities make this property truly special! In addition to the attached two-car garage, a separate detached two-car garage provides an ideal workshop or hobby space, complete with electricity and a mini-split heating and cooling system. Enjoy the added benefits of a deer-proof garden, a chicken coop, and plenty of open space to explore, garden, or simply take in the beauty of nature. With generous living space, multiple flexible-use areas, two garages, and 5.43 acres to enjoy, this property offers a wonderful combination of functionality, privacy, and country charm—all within convenient reach of Winchester. This is a must-see property with room to live, work, and enjoy the outdoors. Schedule your showing today!

4 Beds ⋅ 4 Baths

Stunning Custom-Built Home on 5.43 Acres Near Winchester! Welcome to this amazing custom-built home, nestled on 5.43 beautiful acres with easy access to the City of Winchester and an approximate 20-minute commute. Offering spacious living areas, versatile spaces, and plenty of room to enjoy the outdoors, this property is perfect for those seeking comfort, privacy, and a touch of country living. Step inside to find a welcoming den or home office, along with a large dining room perfect for family gatherings and entertaining. The spacious family room features a beautiful stone fireplace with a wood stove insert, creating a cozy atmosphere on chilly evenings. Open to the family room, the generously sized kitchen offers abundant counter space, a large pantry, and room for a kitchen table. Sliding glass doors lead to a large composite deck with metal railings, providing a wonderful space to relax and enjoy the surrounding property with minimal exterior maintenance. The main level also features a tiled mudroom with a utility sink and washer/dryer hookups, conveniently connecting to the attached two-car garage. Upstairs, you'll find four spacious bedrooms, including a generous primary suite with carpeting and a sizable walk-in closet. The primary bathroom features two separate sinks, a relaxing soaking tub, and a separate shower. The second full bathroom offers dual sinks, tile flooring, and a bathtub, providing plenty of convenience for family and guests. The finished basement offers even more living space, featuring carpeting, built-in shelving, a third bathroom, a separate laundry room, and an additional room with a closet that could serve as a guest room, hobby room, or flexible living space. With its versatile layout, the home offers excellent potential for multigenerational living. The outdoor amenities make this property truly special! In addition to the attached two-car garage, a separate detached two-car garage provides an ideal workshop or hobby space, complete with electricity and a mini-split heating and cooling system. Enjoy the added benefits of a deer-proof garden, a chicken coop, and plenty of open space to explore, garden, or simply take in the beauty of nature. With generous living space, multiple flexible-use areas, two garages, and 5.43 acres to enjoy, this property offers a wonderful combination of functionality, privacy, and country charm—all within convenient reach of Winchester. This is a must-see property with room to live, work, and enjoy the outdoors. Schedule your showing today!

460 Cattail Rd, Winchester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$449,900

Welcome to your own private woodland retreat! Nestled among the trees on 5 beautiful acres, this charming log cabin offers the perfect blend of rustic character, peaceful surroundings, and comfortable living. Featuring 3 bedrooms, 2.5 bathrooms, and 1,716 square feet of living space, this property is full of warmth and inviting charm. Inside, enjoy the timeless appeal of hardwood floors and the cozy atmosphere that makes log cabin living so special. The basement provides additional space and flexibility, while the attached garage offers everyday convenience. An additional outbuilding provides extra storage or space for hobbies, equipment, and outdoor projects. Surrounded by nature, this property offers room to spread out, enjoy the outdoors, and embrace a quieter pace of life. Whether you’re looking for a full-time residence, a peaceful getaway, or a place to make lasting memories, this woodland retreat is ready to welcome you home!

Welcome to your own private woodland retreat! Nestled among the trees on 5 beautiful acres, this charming log cabin offers the perfect blend of rustic character, peaceful surroundings, and comfortable living. Featuring 3 bedrooms, 2.5 bathrooms, and 1,716 square feet of living space, this property is full of warmth and inviting charm. Inside, enjoy the timeless appeal of hardwood floors and the cozy atmosphere that makes log cabin living so special. The basement provides additional space and flexibility, while the attached garage offers everyday convenience. An additional outbuilding provides extra storage or space for hobbies, equipment, and outdoor projects. Surrounded by nature, this property offers room to spread out, enjoy the outdoors, and embrace a quieter pace of life. Whether you’re looking for a full-time residence, a peaceful getaway, or a place to make lasting memories, this woodland retreat is ready to welcome you home!

4694 N Frederick Pike, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$493,000

On Amberfield Court in Winchester, this single-story home connects its living and dining areas to a kitchen with a broad island, white cabinetry, dark countertops, and stainless steel appliances. A fireplace anchors the living room, while shuttered windows bring in light. French doors lead from the dining area to a rear patio. The primary bedroom features a tray ceiling, a walk-in closet, and an adjoining bathroom with separate vanities and a tiled shower. A laundry room with a utility sink and cabinet storage and an attached garage round out the layout.