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

108 Nevermore Dr, Winchester

Listing courtesy of RE/MAX Gateway, LLC. Contact: (703) 652-5777

$359,900

Low-maintenance, one-level living in Winchester! Located on a corner lot in an established 55+ community, 1856 Melvor Lane offers 2 bedrooms, 2 full baths, an open floor plan, and thoughtful updates throughout. Cathedral ceilings and natural light give the main living area an open, airy feel, while luxury vinyl plank flooring extends through most of the home. Fresh interior paint and updated lighting create a clean, move-in-ready interior. The kitchen features granite countertops and a tile backsplash and flows easily into the dining and living areas—an efficient layout that makes everyday living simple and comfortable. The primary bedroom offers a walk-in closet and private full bath. The second bedroom and additional full bath add flexibility for guests, a home office, hobby space, or den. Outside, enjoy the extra breathing room of a corner lot without the upkeep of a large property. HOA-provided lawn care and snow removal help simplify exterior maintenance, and the community offers sidewalks, a neighborhood community center, and an active calendar of events available through the HOA. The location adds even more convenience, with shopping, restaurants, everyday services, Winchester Medical Center, and historic downtown Winchester all nearby. If you have been looking for an updated home with one-level living, manageable space, low-maintenance exterior living, and a convenient Winchester location, 1856 Melvor Lane is worth a closer look.

2 Beds ⋅ 2 Baths

Low-maintenance, one-level living in Winchester! Located on a corner lot in an established 55+ community, 1856 Melvor Lane offers 2 bedrooms, 2 full baths, an open floor plan, and thoughtful updates throughout. Cathedral ceilings and natural light give the main living area an open, airy feel, while luxury vinyl plank flooring extends through most of the home. Fresh interior paint and updated lighting create a clean, move-in-ready interior. The kitchen features granite countertops and a tile backsplash and flows easily into the dining and living areas—an efficient layout that makes everyday living simple and comfortable. The primary bedroom offers a walk-in closet and private full bath. The second bedroom and additional full bath add flexibility for guests, a home office, hobby space, or den. Outside, enjoy the extra breathing room of a corner lot without the upkeep of a large property. HOA-provided lawn care and snow removal help simplify exterior maintenance, and the community offers sidewalks, a neighborhood community center, and an active calendar of events available through the HOA. The location adds even more convenience, with shopping, restaurants, everyday services, Winchester Medical Center, and historic downtown Winchester all nearby. If you have been looking for an updated home with one-level living, manageable space, low-maintenance exterior living, and a convenient Winchester location, 1856 Melvor Lane is worth a closer look.

1856 Melvor Ln, Winchester

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

$399,900

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

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

163 Margaret Ln, Winchester

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

$524,900

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

5 Beds ⋅ 4 Baths

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

660 Beehive Way, Winchester

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

$542,990

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

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

2465 Saffron Crest Dr, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact: (703) 420-3322

$329,000

Welcome to 307 1/2 E Piccadilly Street, a charming detached home offering comfort, convenience, and character in the heart of Winchester. Ideally located just minutes from Old Town Winchester, the Walking Mall, local restaurants, shopping, parks, and commuter routes, this property places you close to downtown amenities while still offering the privacy and feel of a standalone home. Inside, you’ll find a practical and inviting layout featuring 3 bedrooms, 1.5 bathrooms, a spacious kitchen, separate living and dining areas, main-level laundry, and additional storage space. Recent updates add extra peace of mind, including an HVAC system installed in 2020 and a roof recoated in 2021. Outside, the home offers valuable city-living features, including off-street parking and usable outdoor space for relaxing, gardening, pets, or entertaining. The surrounding streetscape is also seeing meaningful improvements, with the street being repaved, sidewalks redone, and new trees expected to be planted along the street. Whether you are searching for a primary residence, a Winchester-area home base, or a potential investment property, this home offers a strong combination of location, utility, and opportunity in an established Winchester neighborhood with quick access to major roadways and the surrounding Shenandoah Valley. Seller offering up to $2,500 towards painting with acceptable offer.

Welcome to 307 1/2 E Piccadilly Street, a charming detached home offering comfort, convenience, and character in the heart of Winchester. Ideally located just minutes from Old Town Winchester, the Walking Mall, local restaurants, shopping, parks, and commuter routes, this property places you close to downtown amenities while still offering the privacy and feel of a standalone home. Inside, you’ll find a practical and inviting layout featuring 3 bedrooms, 1.5 bathrooms, a spacious kitchen, separate living and dining areas, main-level laundry, and additional storage space. Recent updates add extra peace of mind, including an HVAC system installed in 2020 and a roof recoated in 2021. Outside, the home offers valuable city-living features, including off-street parking and usable outdoor space for relaxing, gardening, pets, or entertaining. The surrounding streetscape is also seeing meaningful improvements, with the street being repaved, sidewalks redone, and new trees expected to be planted along the street. Whether you are searching for a primary residence, a Winchester-area home base, or a potential investment property, this home offers a strong combination of location, utility, and opportunity in an established Winchester neighborhood with quick access to major roadways and the surrounding Shenandoah Valley. Seller offering up to $2,500 towards painting with acceptable offer.

307 E Piccadilly St, Winchester

Listing courtesy of HoneyWay. Contact: 5402149682

$1,179,000

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

4 Beds ⋅ 5 Baths

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

1004 Heth Pl, Winchester

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

$379,900

This stunning property boasts a brand-new kitchen with quartz countertops, new appliances (refrigerator, microwave, stove) and a fresh new look. The laundry room got an upgrade too, with brand-new appliances. Newly installed waterproof vinyl flooring that's been laid down throughout, perfect for any occasion. Also, with a fresh coat of paint on the walls including the garage along with the door. The home looks bright and beautiful from the inside and out. The bathrooms have also gotten a modern makeover, complete with touch mirrors that add a touch of luxury. This one's a must-see!

2 Beds ⋅ 2 Baths

This stunning property boasts a brand-new kitchen with quartz countertops, new appliances (refrigerator, microwave, stove) and a fresh new look. The laundry room got an upgrade too, with brand-new appliances. Newly installed waterproof vinyl flooring that's been laid down throughout, perfect for any occasion. Also, with a fresh coat of paint on the walls including the garage along with the door. The home looks bright and beautiful from the inside and out. The bathrooms have also gotten a modern makeover, complete with touch mirrors that add a touch of luxury. This one's a must-see!

711 E Cork St, Winchester

Listing courtesy of Spring Hill Real Estate, LLC.. Contact: 7038914520

$749,900

***SELLER OFFERING UP TO $20,000 IN BUYER INCENTIVE TO USE TOWARD CLOSING COSTS OR INTEREST RATE BUYDOWN WITH AN ACCEPTABLE OFFER!!*** Better than new in coveted Abrams Pointe! This pristine 5-bed, 4.5-bath home offers effortless luxury with gleaming hardwoods on two levels and smart-home tech throughout. Highlights include a dramatic 2-story foyer, a main-level office behind French doors, and an upgraded gourmet kitchen with GE Café appliances and quartz counters. Unwind in the grand primary suite featuring a private sitting room, double-sided fireplace, and spa-inspired bath. The fully finished lower level adds a recreation room, the 5th bedroom, and a full bath. Minutes from historic Old Town Winchester, local shops, and dining. Why wait for a new build when this showstopper has it all? Schedule your personal tour today!

5 Beds ⋅ 5 Baths

***SELLER OFFERING UP TO $20,000 IN BUYER INCENTIVE TO USE TOWARD CLOSING COSTS OR INTEREST RATE BUYDOWN WITH AN ACCEPTABLE OFFER!!*** Better than new in coveted Abrams Pointe! This pristine 5-bed, 4.5-bath home offers effortless luxury with gleaming hardwoods on two levels and smart-home tech throughout. Highlights include a dramatic 2-story foyer, a main-level office behind French doors, and an upgraded gourmet kitchen with GE Café appliances and quartz counters. Unwind in the grand primary suite featuring a private sitting room, double-sided fireplace, and spa-inspired bath. The fully finished lower level adds a recreation room, the 5th bedroom, and a full bath. Minutes from historic Old Town Winchester, local shops, and dining. Why wait for a new build when this showstopper has it all? Schedule your personal tour today!

159 Abrams Pointe Blvd, Winchester

Listing courtesy of Keller Williams Realty. Contact: 7036690099

$674,900

Beautiful brick-front home in sought-after Ravenwing offering three finished levels and exceptional space throughout! This 4-bedroom, 3.5-bath home features a welcoming main level with formal living and dining rooms, plus a cozy family room with a gas fireplace—perfect for relaxing or entertaining. Dual staircases lead to the expansive upper level, highlighted by two owner’s suites, each with its own private bath, along with two additional generously sized bedrooms and a full hall bath. The finished lower level with brand new carpeting and freshly painted, provides even more living space with a large recreation room, complete with a large TV and surround sound system that conveys. You’ll also find a spacious storage area, rough-in for a future full bath, and a bar area—offering great potential for customization or expansion. This home is packed with valuable upgrades, including new double-hung windows, a new gas furnace, a 2024 tankless gas water heater, water softener, and a low-maintenance Trex deck with warranty. Ideally located on the east side of Winchester just off Route 50, this home combines comfort, convenience, and room to grow—truly a must-see! .

Beautiful brick-front home in sought-after Ravenwing offering three finished levels and exceptional space throughout! This 4-bedroom, 3.5-bath home features a welcoming main level with formal living and dining rooms, plus a cozy family room with a gas fireplace—perfect for relaxing or entertaining. Dual staircases lead to the expansive upper level, highlighted by two owner’s suites, each with its own private bath, along with two additional generously sized bedrooms and a full hall bath. The finished lower level with brand new carpeting and freshly painted, provides even more living space with a large recreation room, complete with a large TV and surround sound system that conveys. You’ll also find a spacious storage area, rough-in for a future full bath, and a bar area—offering great potential for customization or expansion. This home is packed with valuable upgrades, including new double-hung windows, a new gas furnace, a 2024 tankless gas water heater, water softener, and a low-maintenance Trex deck with warranty. Ideally located on the east side of Winchester just off Route 50, this home combines comfort, convenience, and room to grow—truly a must-see! .

146 Darby Dr, Winchester

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

$679,900

NEW PRICE REDUCTION! NO HOA!!! Built in 1971, this 4 Bed/2.5 Bath home is located on over 2 wooded acres features built-ins, upgraded countertops, new water treatment system, new HVAC, hardwood floors throughout the main level, 2 fireplaces, French doors, bay windows, and many upgrades. Two car garage (attached) Circular driveway Main-level laundry room. The kitchen has granite countertops, an extra large walk-in pantry, upgraded cabinetry, an island with seating, a farmer's sink, and stainless steel appliances. Finished basement with a second fireplace. Separate & fully finished building with office and bonus room. Can be used for additional storage, workout room or garage. Has dual zone mini split for temperature control in all rooms. 550 square feet. Completed in 2023. High speed internet. House wired with CAT 6. 2026 updates: - Repaired & sealed driveway - Freshly painted front porch - Front yard cleared & hydroseeded - Newly carpeted basement & stairs - New epoxy paint- garage floor - Fresh paint throughout house, excluding bedrooms & laundry Prior updates: - water pressure tank replaced (2019) - water heater replaced (2019) - Electrical panel rewired for generator compatibility (2019) - Basement fireplace- new liner installed (2019) - Radon mitigation system installed (2019) - Septic pumped (2025) - HVAC: upstairs heat replaced (2017); air handler replaced (2016) - Roof replaced with 50-year shingles (2009) - Culligan water softening system, including filtered water in kitchen (year not specified) - New 1st floor AC unit installed (2024) - Backyard landscaping hardscaping, including firepit area - UV light system added for water treatment (2022) - New stove installed (2022) - Garden with established raspberries, blueberries, & asparagus - Custom-built handrail installed - Fully finished detached shed, now garage/storage area, plus an in-home office with mini splits (2023) - Hall bathroom remodeled (2020) - Master bathroom remodeled (2020) - Ceiling fans installed in three bedrooms (2020) - Front entry door replaced (2020) - Solid core interior doors replaced throughout upstairs & downstairs (2020) - Kitchen updates: new door to sunroom & garage (2019) - Recessed lighting installed in living & den (2019) - LED lighting added to upstairs closets (2019) - Den upgraded with French doors & custom cabinet/bookcase (2019) - Laundry sink & faucet replaced (2019) Beautiful landscaping and hardscape. Enjoy the backyard sanctuary on the patio surrounded by trees. Gorgeous fire pit, established garden, room for playset and chicken coop! Portable home generator hook-up. Just minutes from the Winchester Medical Center and downtown. Frederick County Public Schools.

NEW PRICE REDUCTION! NO HOA!!! Built in 1971, this 4 Bed/2.5 Bath home is located on over 2 wooded acres features built-ins, upgraded countertops, new water treatment system, new HVAC, hardwood floors throughout the main level, 2 fireplaces, French doors, bay windows, and many upgrades. Two car garage (attached) Circular driveway Main-level laundry room. The kitchen has granite countertops, an extra large walk-in pantry, upgraded cabinetry, an island with seating, a farmer's sink, and stainless steel appliances. Finished basement with a second fireplace. Separate & fully finished building with office and bonus room. Can be used for additional storage, workout room or garage. Has dual zone mini split for temperature control in all rooms. 550 square feet. Completed in 2023. High speed internet. House wired with CAT 6. 2026 updates: - Repaired & sealed driveway - Freshly painted front porch - Front yard cleared & hydroseeded - Newly carpeted basement & stairs - New epoxy paint- garage floor - Fresh paint throughout house, excluding bedrooms & laundry Prior updates: - water pressure tank replaced (2019) - water heater replaced (2019) - Electrical panel rewired for generator compatibility (2019) - Basement fireplace- new liner installed (2019) - Radon mitigation system installed (2019) - Septic pumped (2025) - HVAC: upstairs heat replaced (2017); air handler replaced (2016) - Roof replaced with 50-year shingles (2009) - Culligan water softening system, including filtered water in kitchen (year not specified) - New 1st floor AC unit installed (2024) - Backyard landscaping hardscaping, including firepit area - UV light system added for water treatment (2022) - New stove installed (2022) - Garden with established raspberries, blueberries, & asparagus - Custom-built handrail installed - Fully finished detached shed, now garage/storage area, plus an in-home office with mini splits (2023) - Hall bathroom remodeled (2020) - Master bathroom remodeled (2020) - Ceiling fans installed in three bedrooms (2020) - Front entry door replaced (2020) - Solid core interior doors replaced throughout upstairs & downstairs (2020) - Kitchen updates: new door to sunroom & garage (2019) - Recessed lighting installed in living & den (2019) - LED lighting added to upstairs closets (2019) - Den upgraded with French doors & custom cabinet/bookcase (2019) - Laundry sink & faucet replaced (2019) Beautiful landscaping and hardscape. Enjoy the backyard sanctuary on the patio surrounded by trees. Gorgeous fire pit, established garden, room for playset and chicken coop! Portable home generator hook-up. Just minutes from the Winchester Medical Center and downtown. Frederick County Public Schools.

405 Spring Valley Dr, Winchester

Listing courtesy of ListWithFreedom.com. Contact: 8554564945

$349,900

Welcome to your own private retreat in Shawneeland, where wooded surroundings, community amenities, and comfortable one-level living come together just minutes from Winchester. Tucked among mature trees on a beautifully landscaped lot, this 3-bedroom, 2-bath ranch offers the perfect blend of privacy, character, and move-in-ready comfort. The fully fenced front yard creates a peaceful outdoor escape, complete with a fire pit area ideal for relaxing evenings or entertaining guests. Inside, the home offers warm, inviting living spaces filled with personality, including a spacious living room anchored by a wood-burning fireplace and a charming window seat perfect for reading, dining, or simply enjoying the natural views. The updated kitchen offers both style and functionality with abundant natural light, open shelving, a garden window, and generous prep and storage space. A flexible bonus room provides options for a home office, formal dining room, hobby space, or additional living area, with easy access to the outdoor entertaining space. The spacious primary suite features a walk-in closet and private bath, while two additional bedrooms and a second full bath offer room for guests, family, or work-from-home needs. Outdoor living continues with patio and entertaining space, wooded privacy, and useful storage with an on-site shed. As part of the Shawneeland community, enjoy access to amenities including a lake, beach, playgrounds, picnic areas, and recreational spaces that make every season enjoyable. Conveniently located just minutes from shopping, dining, and downtown Winchester, this home offers a rare opportunity to enjoy peaceful mountain living without sacrificing convenience.

Welcome to your own private retreat in Shawneeland, where wooded surroundings, community amenities, and comfortable one-level living come together just minutes from Winchester. Tucked among mature trees on a beautifully landscaped lot, this 3-bedroom, 2-bath ranch offers the perfect blend of privacy, character, and move-in-ready comfort. The fully fenced front yard creates a peaceful outdoor escape, complete with a fire pit area ideal for relaxing evenings or entertaining guests. Inside, the home offers warm, inviting living spaces filled with personality, including a spacious living room anchored by a wood-burning fireplace and a charming window seat perfect for reading, dining, or simply enjoying the natural views. The updated kitchen offers both style and functionality with abundant natural light, open shelving, a garden window, and generous prep and storage space. A flexible bonus room provides options for a home office, formal dining room, hobby space, or additional living area, with easy access to the outdoor entertaining space. The spacious primary suite features a walk-in closet and private bath, while two additional bedrooms and a second full bath offer room for guests, family, or work-from-home needs. Outdoor living continues with patio and entertaining space, wooded privacy, and useful storage with an on-site shed. As part of the Shawneeland community, enjoy access to amenities including a lake, beach, playgrounds, picnic areas, and recreational spaces that make every season enjoyable. Conveniently located just minutes from shopping, dining, and downtown Winchester, this home offers a rare opportunity to enjoy peaceful mountain living without sacrificing convenience.

156 Geronimo Trl, Winchester

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

$598,000

Discover the perfect blend of comfort and contemporary living in this stunning detached home, nestled on a generous 1.35-acre lot. Built in 2009, this residence boasts a modern architectural style that harmonizes with its serene surroundings, offering a peaceful retreat from the hustle and bustle of everyday life. Step inside to find a spacious layout that invites you to create lasting memories. With four well-appointed bedrooms and three full bathrooms, there's ample space for everyone to enjoy their own sanctuary. The heart of the home features a cozy gas fireplace, perfect for those chilly evenings when you want to unwind with a good book or gather with loved ones. The unfinished basement presents a blank canvas, ready for your personal touch. Imagine transforming this space into a game room, home gym, or additional storage-whatever suits your lifestyle! The exterior of the home is equally inviting, with low-maintenance vinyl siding that allows you to spend more time enjoying your surroundings and less time on upkeep. The expansive lot offers endless possibilities for outdoor activities, gardening, or simply basking in the beauty of nature. Parking is a breeze with a convenient driveway, ensuring you and your guests always have a place to park. While there's no pool, the vast outdoor space provides plenty of room for future enhancements, whether it's a patio for entertaining or a fire pit for stargazing nights. This home is not just a place to live; it's a canvas for your dreams. With its contemporary design, spacious interiors, and a location that offers both tranquility and convenience, it's the ideal setting for creating a life you love. Don't miss the opportunity to make this beautiful property your own. Schedule a viewing today and envision the possibilities that await you in this charming residence!

Discover the perfect blend of comfort and contemporary living in this stunning detached home, nestled on a generous 1.35-acre lot. Built in 2009, this residence boasts a modern architectural style that harmonizes with its serene surroundings, offering a peaceful retreat from the hustle and bustle of everyday life. Step inside to find a spacious layout that invites you to create lasting memories. With four well-appointed bedrooms and three full bathrooms, there's ample space for everyone to enjoy their own sanctuary. The heart of the home features a cozy gas fireplace, perfect for those chilly evenings when you want to unwind with a good book or gather with loved ones. The unfinished basement presents a blank canvas, ready for your personal touch. Imagine transforming this space into a game room, home gym, or additional storage-whatever suits your lifestyle! The exterior of the home is equally inviting, with low-maintenance vinyl siding that allows you to spend more time enjoying your surroundings and less time on upkeep. The expansive lot offers endless possibilities for outdoor activities, gardening, or simply basking in the beauty of nature. Parking is a breeze with a convenient driveway, ensuring you and your guests always have a place to park. While there's no pool, the vast outdoor space provides plenty of room for future enhancements, whether it's a patio for entertaining or a fire pit for stargazing nights. This home is not just a place to live; it's a canvas for your dreams. With its contemporary design, spacious interiors, and a location that offers both tranquility and convenience, it's the ideal setting for creating a life you love. Don't miss the opportunity to make this beautiful property your own. Schedule a viewing today and envision the possibilities that await you in this charming residence!

1564 Perry Rd, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact: (703) 790-1850

$2,200,000

Set on 21.5 acres just minutes from downtown Winchester, this 5-bedroom home offers over 5,800 finished square feet with a blend of space, functionality, and outdoor living in a highly convenient location. Combining usable land, thoughtful improvements, and indoor and outdoor entertaining spaces, this property offers a rare opportunity close to town amenities. While a neighboring property's drive is visible in the distance, it is not shared and is not subject to any easement. The generous separation between homes offers the flexibility to further enhance privacy with fencing, landscaping, or a custom tree line while maintaining the property's open, expansive setting. The main living areas feature an open flow between the kitchen and living room, highlighted by a fireplace and a custom kitchen with Mennonite-built cabinetry, stainless steel appliances, gas cooking, and a generous pantry. A fully finished basement with a second fireplace provides additional space for recreation, guests, or multi-generational living. Outdoor living includes an in-ground pool with hot tub, a 16'x27' covered patio with outdoor kitchen featuring a sink, grill, and refrigerator, a 16'x12' pergola, outdoor fireplace, detached pool house, and an additional covered hot tub area. The property also features a private stocked pond and a 24'x36' barn equipped with two stalls, wash bay, tack room, second-story hay loft, hot/cold water, and electric, making it suitable for equestrian or hobby use. An 18'x20' wood shed with outdoor wood stove adds additional utility. Additional features include a 1,270 sq ft three-car garage with 10'x8' doors, propane heat on the main level, heat pump on the upper level, outdoor wood stove capable of heating the entire home, gas water heater, and a new water heater installed in 2026. Conveniently located within approximately 5 miles of downtown Winchester, enjoy nearby shopping, dining, entertainment, Jim Barnett Park, Trails at the Museum of the Shenandoah Valley, and Rose Hill Park within walking distance. Above-ground hot tub, propane tank, and outbuildings convey AS-IS. Washer and dryer do not convey. *Agent is related to owner* The information contained herein is for informational purposes only. RE/MAX Roots makes no representation as to the accuracy or reliability of the information. The buyer is to verify information provided and related to the property that is material to a buyer’s decision to purchase the property. All documents and other information attached to this listing are provided as a courtesy and should be researched and verified by the buyer agent.

5 Beds ⋅ 5 Baths

Set on 21.5 acres just minutes from downtown Winchester, this 5-bedroom home offers over 5,800 finished square feet with a blend of space, functionality, and outdoor living in a highly convenient location. Combining usable land, thoughtful improvements, and indoor and outdoor entertaining spaces, this property offers a rare opportunity close to town amenities. While a neighboring property's drive is visible in the distance, it is not shared and is not subject to any easement. The generous separation between homes offers the flexibility to further enhance privacy with fencing, landscaping, or a custom tree line while maintaining the property's open, expansive setting. The main living areas feature an open flow between the kitchen and living room, highlighted by a fireplace and a custom kitchen with Mennonite-built cabinetry, stainless steel appliances, gas cooking, and a generous pantry. A fully finished basement with a second fireplace provides additional space for recreation, guests, or multi-generational living. Outdoor living includes an in-ground pool with hot tub, a 16'x27' covered patio with outdoor kitchen featuring a sink, grill, and refrigerator, a 16'x12' pergola, outdoor fireplace, detached pool house, and an additional covered hot tub area. The property also features a private stocked pond and a 24'x36' barn equipped with two stalls, wash bay, tack room, second-story hay loft, hot/cold water, and electric, making it suitable for equestrian or hobby use. An 18'x20' wood shed with outdoor wood stove adds additional utility. Additional features include a 1,270 sq ft three-car garage with 10'x8' doors, propane heat on the main level, heat pump on the upper level, outdoor wood stove capable of heating the entire home, gas water heater, and a new water heater installed in 2026. Conveniently located within approximately 5 miles of downtown Winchester, enjoy nearby shopping, dining, entertainment, Jim Barnett Park, Trails at the Museum of the Shenandoah Valley, and Rose Hill Park within walking distance. Above-ground hot tub, propane tank, and outbuildings convey AS-IS. Washer and dryer do not convey. *Agent is related to owner* The information contained herein is for informational purposes only. RE/MAX Roots makes no representation as to the accuracy or reliability of the information. The buyer is to verify information provided and related to the property that is material to a buyer’s decision to purchase the property. All documents and other information attached to this listing are provided as a courtesy and should be researched and verified by the buyer agent.

2230 Jones Rd, Winchester

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

$319,999

Charming 3-bedroom, 1-bath ranch-style home in a highly convenient Winchester location! This well-maintained home is in great condition and has been freshly painted, offering a clean, move-in ready feel. Featuring beautiful hardwood floors throughout and a fully fenced backyard—perfect for pets, entertaining, or relaxing evenings. Central heating and air conditioning for year-round comfort. Convenient one-level living throughout. Ideally situated just off Berryville Avenue, with quick access to shopping, dining, and major commuter routes, making it a great option for those traveling to Northern Virginia. Don’t miss this opportunity!

3 Beds ⋅ 1 Baths

Charming 3-bedroom, 1-bath ranch-style home in a highly convenient Winchester location! This well-maintained home is in great condition and has been freshly painted, offering a clean, move-in ready feel. Featuring beautiful hardwood floors throughout and a fully fenced backyard—perfect for pets, entertaining, or relaxing evenings. Central heating and air conditioning for year-round comfort. Convenient one-level living throughout. Ideally situated just off Berryville Avenue, with quick access to shopping, dining, and major commuter routes, making it a great option for those traveling to Northern Virginia. Don’t miss this opportunity!

608 Dunlap St, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$300,000

Price Improvement!!! Don't miss this 3-bedroom, 3 full-bath bungalow in a prime location! Just minutes from vibrant downtown shopping and dining, and a short walk to Jim Barnett Park. The park includes a dog park, swimming pool, and pickleball courts. This home offers the ideal combination of convenience, charm, and access to outdoor amenities. New roof installed in 2018.

Price Improvement!!! Don't miss this 3-bedroom, 3 full-bath bungalow in a prime location! Just minutes from vibrant downtown shopping and dining, and a short walk to Jim Barnett Park. The park includes a dog park, swimming pool, and pickleball courts. This home offers the ideal combination of convenience, charm, and access to outdoor amenities. New roof installed in 2018.

115 S Purcell Ave, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

$824,900

WOW - what a price improvement - schedule your viewing now!! Perched on a picturesque knoll with sweeping mountain views, this thoughtfully designed modern farmhouse colonial offers the perfect balance of luxury, comfort, and peaceful country living—without sacrificing modern convenience. Built in 2018, this 4-bedroom, 3-bath home offers over 3,100 square feet of beautifully designed living space with 9-foot ceilings on all three levels, creating an open, airy feel throughout. The heart of the home is the bright open-concept living space, where the kitchen, dining, and living areas flow seamlessly for both everyday living and effortless entertaining. A main-level bedroom and full bath provide ideal flexibility for guests, multi-generational living, or a private home office setup. One of the standout features is the incredible screened-in porch—an inviting extension of the home designed for morning coffee, evening gatherings, and taking in the surrounding mountain views and peaceful natural setting. Upstairs, the spacious primary suite offers a private retreat with a spa-inspired bath, while two additional bedrooms are connected by a convenient Jack & Jill bath. The partially finished lower level adds exceptional versatility with recreation space, abundant storage, a rough-in for a future full bath. Additional highlights include fully paid-off solar panels for long-term energy savings, high-speed fiber-optic internet, an oversized garage, no HOA, and a low annual road maintenance fee. Set among beautiful homes with tranquil views, wildlife, and open skies, this property offers the serenity of country living with the convenience of modern connectivity just a short drive from Winchester.

WOW - what a price improvement - schedule your viewing now!! Perched on a picturesque knoll with sweeping mountain views, this thoughtfully designed modern farmhouse colonial offers the perfect balance of luxury, comfort, and peaceful country living—without sacrificing modern convenience. Built in 2018, this 4-bedroom, 3-bath home offers over 3,100 square feet of beautifully designed living space with 9-foot ceilings on all three levels, creating an open, airy feel throughout. The heart of the home is the bright open-concept living space, where the kitchen, dining, and living areas flow seamlessly for both everyday living and effortless entertaining. A main-level bedroom and full bath provide ideal flexibility for guests, multi-generational living, or a private home office setup. One of the standout features is the incredible screened-in porch—an inviting extension of the home designed for morning coffee, evening gatherings, and taking in the surrounding mountain views and peaceful natural setting. Upstairs, the spacious primary suite offers a private retreat with a spa-inspired bath, while two additional bedrooms are connected by a convenient Jack & Jill bath. The partially finished lower level adds exceptional versatility with recreation space, abundant storage, a rough-in for a future full bath. Additional highlights include fully paid-off solar panels for long-term energy savings, high-speed fiber-optic internet, an oversized garage, no HOA, and a low annual road maintenance fee. Set among beautiful homes with tranquil views, wildlife, and open skies, this property offers the serenity of country living with the convenience of modern connectivity just a short drive from Winchester.

230 Conifer Ln, Winchester

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

$447,000

Discover a stunning blend of Colonial and Contemporary architecture in this exquisite 3-bedroom, 2.5-bathroom residence, built in 2024. Step inside to find luxurious vinyl plank flooring and plush carpeting that exude warmth and sophistication. The gourmet kitchen is a chef's dream, equipped with high-end appliances including a sleek wall oven, cooktop, and energy-efficient refrigerator, ensuring culinary excellence at every turn. Recessed lighting and elegant window treatments enhance the ambiance, creating a serene retreat. The exterior boasts tasteful features such as exterior lighting and a well-designed gutter system, while the expansive half-acre lot offers ample space for outdoor activities. Enjoy evenings on the spacious deck, perfect for al fresco dining or simply soaking in the tranquility of your surroundings. Additional highlights include an attached two-car garage with a front entry and convenient asphalt driveway, ensuring ease of access. Safety is paramount with smoke and carbon monoxide detectors installed throughout. This property is not just a home; it's a lifestyle of luxury and comfort, where every detail has been thoughtfully curated for your enjoyment. Embrace the opportunity to elevate your living experience in this exceptional residence.

Discover a stunning blend of Colonial and Contemporary architecture in this exquisite 3-bedroom, 2.5-bathroom residence, built in 2024. Step inside to find luxurious vinyl plank flooring and plush carpeting that exude warmth and sophistication. The gourmet kitchen is a chef's dream, equipped with high-end appliances including a sleek wall oven, cooktop, and energy-efficient refrigerator, ensuring culinary excellence at every turn. Recessed lighting and elegant window treatments enhance the ambiance, creating a serene retreat. The exterior boasts tasteful features such as exterior lighting and a well-designed gutter system, while the expansive half-acre lot offers ample space for outdoor activities. Enjoy evenings on the spacious deck, perfect for al fresco dining or simply soaking in the tranquility of your surroundings. Additional highlights include an attached two-car garage with a front entry and convenient asphalt driveway, ensuring ease of access. Safety is paramount with smoke and carbon monoxide detectors installed throughout. This property is not just a home; it's a lifestyle of luxury and comfort, where every detail has been thoughtfully curated for your enjoyment. Embrace the opportunity to elevate your living experience in this exceptional residence.

310 Longview Ave, Winchester

Listing courtesy of Coldwell Banker Realty. Contact: 7034717220

$585,000

Stunning two-level home sits on a flat, picturesque 5 acres, with spacious 6-bedroom, 4-bathroom This single-family home offering about 2,672 sq ft of living space. The main level features a bright living room, a well-equipped kitchen with ample counter space, multiple dining areas, and generously sized bedrooms. A large deck provides easy outdoor access and is perfect for entertaining. The fully finished basement was completely remodeled in 2025 and includes two complete apartments, each with its own kitchen, bedroom, and newly updated bathroom. Ideal for extended family or rental potential, with and amazing expansive outdoor space, that offers flexible living arrangements in beautiful and peaceful country surroundings, offering endless possibilities. A property with this much land and potential is truly a must-see! New features: a brand-new kitchen, a luxury full bathroom,

6 Beds ⋅ 4 Baths

Stunning two-level home sits on a flat, picturesque 5 acres, with spacious 6-bedroom, 4-bathroom This single-family home offering about 2,672 sq ft of living space. The main level features a bright living room, a well-equipped kitchen with ample counter space, multiple dining areas, and generously sized bedrooms. A large deck provides easy outdoor access and is perfect for entertaining. The fully finished basement was completely remodeled in 2025 and includes two complete apartments, each with its own kitchen, bedroom, and newly updated bathroom. Ideal for extended family or rental potential, with and amazing expansive outdoor space, that offers flexible living arrangements in beautiful and peaceful country surroundings, offering endless possibilities. A property with this much land and potential is truly a must-see! New features: a brand-new kitchen, a luxury full bathroom,

220 Snappy Ln, Winchester

Listing courtesy of Fairfax Realty Select. Contact: 7035932381

$420,000

Completely remodeled and move-in ready, this charming property at 775 Pack Horse Road in Frederick County, VA offers the perfect blend of modern updates and peaceful country living. Situated on a picturesque setting, the home has been thoughtfully renovated throughout, featuring updated finishes, refreshed interiors, and attention to detail in every room. Enjoy the convenience of a detached garage—ideal for parking, storage, or a workshop—and take in the natural beauty of your own private pond, creating a serene outdoor retreat perfect for relaxing or entertaining. With its quiet location and completely renovated with modern finishes and thoughtful upgrades throughout. The seller has chosen not to display interior photos

Completely remodeled and move-in ready, this charming property at 775 Pack Horse Road in Frederick County, VA offers the perfect blend of modern updates and peaceful country living. Situated on a picturesque setting, the home has been thoughtfully renovated throughout, featuring updated finishes, refreshed interiors, and attention to detail in every room. Enjoy the convenience of a detached garage—ideal for parking, storage, or a workshop—and take in the natural beauty of your own private pond, creating a serene outdoor retreat perfect for relaxing or entertaining. With its quiet location and completely renovated with modern finishes and thoughtful upgrades throughout. The seller has chosen not to display interior photos

775 Pack Horse Rd, Winchester

Listing courtesy of Keller Williams Realty. Contact: 7036690099

$339,900

Welcome home to this charming retreat in the Shawneeland community of Winchester, Virginia. This beautifully reimagined rambler has been fully remodeled from top to bottom, offering 3 bedrooms and 2 bathrooms of modern finishes wrapped in relaxed mountain-community living. Move in and start enjoying it right away! Step outside and breathe it all in. A delightful front porch welcomes you home, while a private side porch is the perfect spot for morning coffee, evening cocktails, or simply soaking in the serenity. Inside, everything is new. Gleaming luxury vinyl plank flooring flows throughout, anchoring a fresh, contemporary feel. The brand-new kitchen features quartz countertops, stainless steel appliances, a deep sink, and crisp cabinetry ready to inspire your inner chef. Both bathrooms have been fully updated with tile and stylish, modern fixtures. The outdoor spaces are just as inviting. Natural privacy creates a peaceful, tucked-away feeling, while decorative garden beds are ready for green thumbs to dig in. A storage shed keeps tools and gear neatly out of sight. And for even more flexibility, a charming additional dwelling unit opens up a world of possibilities — home office, art studio, she-shed, man cave, or creative retreat. The only limit is your imagination! Major investments have already been made for you: new roof, siding, windows, hot water heater, and driveway. Behind the scenes, the property has also received significant upgrades to its essential systems — a new whole-house water filtration system, vertical well pressure tank with new fittings and hardware, and a new submersible pump wire with updated grounding conductors for the well; and a new D-box, header, and resealed tank for the septic system. That means low maintenance and real peace of mind for years to come. Shawneeland offers residents access to a community lake, ponds, and recreational amenities amid the natural beauty of the Shenandoah Valley — all just minutes from the conveniences of town. Schedule your visit today!

Welcome home to this charming retreat in the Shawneeland community of Winchester, Virginia. This beautifully reimagined rambler has been fully remodeled from top to bottom, offering 3 bedrooms and 2 bathrooms of modern finishes wrapped in relaxed mountain-community living. Move in and start enjoying it right away! Step outside and breathe it all in. A delightful front porch welcomes you home, while a private side porch is the perfect spot for morning coffee, evening cocktails, or simply soaking in the serenity. Inside, everything is new. Gleaming luxury vinyl plank flooring flows throughout, anchoring a fresh, contemporary feel. The brand-new kitchen features quartz countertops, stainless steel appliances, a deep sink, and crisp cabinetry ready to inspire your inner chef. Both bathrooms have been fully updated with tile and stylish, modern fixtures. The outdoor spaces are just as inviting. Natural privacy creates a peaceful, tucked-away feeling, while decorative garden beds are ready for green thumbs to dig in. A storage shed keeps tools and gear neatly out of sight. And for even more flexibility, a charming additional dwelling unit opens up a world of possibilities — home office, art studio, she-shed, man cave, or creative retreat. The only limit is your imagination! Major investments have already been made for you: new roof, siding, windows, hot water heater, and driveway. Behind the scenes, the property has also received significant upgrades to its essential systems — a new whole-house water filtration system, vertical well pressure tank with new fittings and hardware, and a new submersible pump wire with updated grounding conductors for the well; and a new D-box, header, and resealed tank for the septic system. That means low maintenance and real peace of mind for years to come. Shawneeland offers residents access to a community lake, ponds, and recreational amenities amid the natural beauty of the Shenandoah Valley — all just minutes from the conveniences of town. Schedule your visit today!

224 Hawk, Winchester

Listing courtesy of Weichert, REALTORS. Contact: (703) 726-3909

$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.

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: (540) 665-0360

$675,000

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.

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: (540) 686-7362

$799,500

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: (540) 665-0360

$482,500

Discover Your Private Retreat: 235 Peppermint Spring Lane Nestled in the serene landscape of Winchester, Virginia, 235 Peppermint Spring Lane offers a rare combination of spacious country living and modern convenience. This charming single-family home sits on a sprawling 6.67-acre lot, providing a peaceful sanctuary backing to conservation land just minutes from the vibrant energy of historic Downtown Winchester. Property Highlights Spacious Living: A two-story home featuring 4 bedrooms and 3.5 bathrooms across approximately 1700 to 1900 square feet of living space. Expansive Outdoor Space: The 6.67-acre property offers endless possibilities for outdoor recreation, gardening, or simply enjoying the tranquility of nature. Built for Comfort: Constructed in 1996, the home features a durable composition roof, concrete block foundation, and forced air heating for year-round comfort. Outdoor Amenities: Enjoy summer days by your private above-ground pool, a perfect centerpiece for family gatherings and relaxation. Versatile Zoning: Zoned RA (Rural Areas), allowing for a variety of uses that embrace the natural beauty of Frederick County. The Best of Winchester Living Experience the perfect balance of rural privacy and urban access. This property is ideally situated to take advantage of everything the Shenandoah Valley has to offer: Historic Charm: Only a short drive from the Old Town Winchester district, known for its beautiful architecture, boutique shopping, and local dining. Nature at Your Doorstep: Close to local landmarks like Jim Barnett Park and scenic trails, perfect for weekend adventures. Convenience: Easy access to major commuter routes like I-81 and US-522, making travel to Northern Virginia and beyond a breeze. Whether you're looking for a peaceful family home or a private acreage with room to grow, 235 Peppermint Spring Lane is ready to welcome you.

Discover Your Private Retreat: 235 Peppermint Spring Lane Nestled in the serene landscape of Winchester, Virginia, 235 Peppermint Spring Lane offers a rare combination of spacious country living and modern convenience. This charming single-family home sits on a sprawling 6.67-acre lot, providing a peaceful sanctuary backing to conservation land just minutes from the vibrant energy of historic Downtown Winchester. Property Highlights Spacious Living: A two-story home featuring 4 bedrooms and 3.5 bathrooms across approximately 1700 to 1900 square feet of living space. Expansive Outdoor Space: The 6.67-acre property offers endless possibilities for outdoor recreation, gardening, or simply enjoying the tranquility of nature. Built for Comfort: Constructed in 1996, the home features a durable composition roof, concrete block foundation, and forced air heating for year-round comfort. Outdoor Amenities: Enjoy summer days by your private above-ground pool, a perfect centerpiece for family gatherings and relaxation. Versatile Zoning: Zoned RA (Rural Areas), allowing for a variety of uses that embrace the natural beauty of Frederick County. The Best of Winchester Living Experience the perfect balance of rural privacy and urban access. This property is ideally situated to take advantage of everything the Shenandoah Valley has to offer: Historic Charm: Only a short drive from the Old Town Winchester district, known for its beautiful architecture, boutique shopping, and local dining. Nature at Your Doorstep: Close to local landmarks like Jim Barnett Park and scenic trails, perfect for weekend adventures. Convenience: Easy access to major commuter routes like I-81 and US-522, making travel to Northern Virginia and beyond a breeze. Whether you're looking for a peaceful family home or a private acreage with room to grow, 235 Peppermint Spring Lane is ready to welcome you.

235 Peppermint Spring Ln, Winchester

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

$619,990

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 September! *Photos, 3D tours, and videos are representative of plan only and may vary as built.*

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 September! *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: 8045109139

$609,990

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 September! *Photos, 3D tours, and videos are representative of plan only and may vary as built.*

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 September! *Photos, 3D tours, and videos are representative of plan only and may vary as built.*

234 Hydrangea Way, Winchester

Listing courtesy of D R Horton Realty of Virginia LLC. Contact: 8045109139

$599,990

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 September! *Photos, 3D tours, and videos are representative of plan only and may vary as built.*

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 September! *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: 8045109139

$680,000

CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Main Level Living Evergreene model with standard 13' Family Rm Ceilings Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Main Level Living Evergreene model with standard 13' Family Rm 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: listinginquires@pearsonsmithrealty.com

$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.