$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. 3 Beds ⋅ 2 Baths 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
$424,990 BUILDER OFFERING BELOW MARKET RATE FINANCING ON THIS MOVE IN READY HOME!! Exceptional value for a 4‑bedroom END‑UNIT townhome is ready for move‑in! Brand‑new construction offers modern style and comfort with oak stairs with upgraded railings and durable LVP flooring throughout the main level. Backing to open space in the newest section of Snowden Bridge, this spacious home includes a flexible entry‑level bedroom with full bath, a bright open‑concept main living area, and a generous primary suite upstairs. Enjoy resort‑style community amenities—and special financing and closing cost assistance make this an incredible opportunity at this price point. 4 Beds ⋅ 4 Baths BUILDER OFFERING BELOW MARKET RATE FINANCING ON THIS MOVE IN READY HOME!! Exceptional value for a 4‑bedroom END‑UNIT townhome is ready for move‑in! Brand‑new construction offers modern style and comfort with oak stairs with upgraded railings and durable LVP flooring throughout the main level. Backing to open space in the newest section of Snowden Bridge, this spacious home includes a flexible entry‑level bedroom with full bath, a bright open‑concept main living area, and a generous primary suite upstairs. Enjoy resort‑style community amenities—and special financing and closing cost assistance make this an incredible opportunity at this price point. 126 Swansong Pl, Winchester Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact: (703) 420-3322
$2,200,000 OakCrest Commercial is pleased to present the opportunity to acquire an industrial property located at 205 Brick Kiln Road in Winchester, Virginia. The property consists of approximately 24,753 ± square feet situated on 1.2 acres and benefits from rare M-2 zoning near the Winchester City/Frederick County line. The asset is offered for sale at $2,200,000. The building is configured into three suites totaling approximately 24,753 ± SF, with one suite currently vacant. The available suite comprises approximately 11,600 ± SF and features a functional industrial/flex layout, including approximately 1,800 ± SF of office/mezzanine and 9,800 ± SF of warehouse space. The space includes loading, 3-phase power, and on-site parking, making it well suited for contractor, service, light production, or distribution users. The property currently generates $92,499.96 in-place NOI, reflecting income from the two occupied suites. The vacant suite is not contributing income at this time but represents a near-term lease-up opportunity. Upon stabilization, assuming lease-up at the current asking rent of $8,691 per month on a triple net basis, the property is projected to generate $196,791.96 in NOI. This offering presents an opportunity to acquire an asset with current cash flow and meaningful upside through lease-up, with flexibility for both investors and potential owner-users. OakCrest Commercial is pleased to present the opportunity to acquire an industrial property located at 205 Brick Kiln Road in Winchester, Virginia. The property consists of approximately 24,753 ± square feet situated on 1.2 acres and benefits from rare M-2 zoning near the Winchester City/Frederick County line. The asset is offered for sale at $2,200,000. The building is configured into three suites totaling approximately 24,753 ± SF, with one suite currently vacant. The available suite comprises approximately 11,600 ± SF and features a functional industrial/flex layout, including approximately 1,800 ± SF of office/mezzanine and 9,800 ± SF of warehouse space. The space includes loading, 3-phase power, and on-site parking, making it well suited for contractor, service, light production, or distribution users. The property currently generates $92,499.96 in-place NOI, reflecting income from the two occupied suites. The vacant suite is not contributing income at this time but represents a near-term lease-up opportunity. Upon stabilization, assuming lease-up at the current asking rent of $8,691 per month on a triple net basis, the property is projected to generate $196,791.96 in NOI. This offering presents an opportunity to acquire an asset with current cash flow and meaningful upside through lease-up, with flexibility for both investors and potential owner-users. 205 Brick Kiln Rd, Winchester Listing courtesy of Oakcrest Commercial Real Estate. Contact:
$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! . 4 Beds ⋅ 4 Baths 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
$175,000 4.2 Acres, Sold As-Is, Flat Usable Lot, Partially Wooded, Well and Septic Exists, Just Outside of Winchester VA, No HOA, Unrestricted. Well and septic on property . Well is located in back of old mobile home at water pump. Septic located further back behind old mobile home marked wirh red sparay paint. Health department docs are in bright. Neither house nor mobile home livable. Sold As Is With All personal property and buildings on property 1 Beds ⋅ 1 Baths 4.2 Acres, Sold As-Is, Flat Usable Lot, Partially Wooded, Well and Septic Exists, Just Outside of Winchester VA, No HOA, Unrestricted. Well and septic on property . Well is located in back of old mobile home at water pump. Septic located further back behind old mobile home marked wirh red sparay paint. Health department docs are in bright. Neither house nor mobile home livable. Sold As Is With All personal property and buildings on property 5737 N Frederick Pike, Winchester Listing courtesy of Coldwell Banker Premier. Contact: 990007.lead@leads.leadrouter.com
$499,990 This stunning twin/semi‑detached home is ready for move in and located within the desirable 55+ gated community, Hiatt Pointe at Snowden Bridge. Designed for effortless main‑level living, the home features both a primary and secondary bedroom on the first floor—perfect for comfort and convenience. An open floor plan seamlessly connects the family room and kitchen, creating an inviting space ideal for both entertaining and quiet evenings at home. The kitchen shines with a spacious island, gourmet stainless steel appliances, white cabinets and elegant quartz countertops. Thoughtful design continues throughout, with abundant natural light and modern finishes. The second level offers a private third bedroom and a full bath, ideal for guests or additional living space. At the rear of the home, relax and unwind on the serene screened‑in porch. Residents enjoy exceptional community amenities, including a sparkling outdoor pool, fitness center, and tennis courts—all within a secure, gated setting. Experience a lifestyle centered on comfort, connection, and convenience at Hiatt Pointe. Your dream home awaits. Ask about Builder incentives! 3 Beds ⋅ 3 Baths This stunning twin/semi‑detached home is ready for move in and located within the desirable 55+ gated community, Hiatt Pointe at Snowden Bridge. Designed for effortless main‑level living, the home features both a primary and secondary bedroom on the first floor—perfect for comfort and convenience. An open floor plan seamlessly connects the family room and kitchen, creating an inviting space ideal for both entertaining and quiet evenings at home. The kitchen shines with a spacious island, gourmet stainless steel appliances, white cabinets and elegant quartz countertops. Thoughtful design continues throughout, with abundant natural light and modern finishes. The second level offers a private third bedroom and a full bath, ideal for guests or additional living space. At the rear of the home, relax and unwind on the serene screened‑in porch. Residents enjoy exceptional community amenities, including a sparkling outdoor pool, fitness center, and tennis courts—all within a secure, gated setting. Experience a lifestyle centered on comfort, connection, and convenience at Hiatt Pointe. Your dream home awaits. Ask about Builder incentives! 108 Zinnia Ln, Winchester Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact: (703) 420-3322
$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. 4 Beds ⋅ 3 Baths 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. 3 Beds ⋅ 2 Baths 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
$13,500 Beautiful 0.65-acre wooded lot located on Shawnee Trail in Winchester, Virginia, within the Shawneeland community of Frederick County. This peaceful parcel offers paved road frontage, mountain surroundings, and a private natural setting while still being a short drive to shopping, dining, and conveniences in Winchester. The lot is wooded and sloped, making it ideal for buyers seeking privacy, scenery, and a unique future homesite or getaway retreat. Great investment opportunity, hold, or future development. Similar parcels with road access in this area are becoming harder to find. Property is conveniently located near outdoor recreation, trails, and the scenic Shenandoah Valley region. Enjoy country living with easy access to town. Property Details: APN: 49A021201 Approx. 0.65 Acre Wooded Paved Road Access Winchester Mailing Address Frederick County, VA Owner financing available. Property is being sold as-is. Great opportunity to own affordable Virginia land. Beautiful 0.65-acre wooded lot located on Shawnee Trail in Winchester, Virginia, within the Shawneeland community of Frederick County. This peaceful parcel offers paved road frontage, mountain surroundings, and a private natural setting while still being a short drive to shopping, dining, and conveniences in Winchester. The lot is wooded and sloped, making it ideal for buyers seeking privacy, scenery, and a unique future homesite or getaway retreat. Great investment opportunity, hold, or future development. Similar parcels with road access in this area are becoming harder to find. Property is conveniently located near outdoor recreation, trails, and the scenic Shenandoah Valley region. Enjoy country living with easy access to town. Property Details: APN: 49A021201 Approx. 0.65 Acre Wooded Paved Road Access Winchester Mailing Address Frederick County, VA Owner financing available. Property is being sold as-is. Great opportunity to own affordable Virginia land. 430 Shawnee Trl, Winchester Listing courtesy of The Greene Realty Group. Contact: 8882785840
$210,000 Searching for the ideal place to build your dream home? This awesome 5.39 acre parcel delivers stunning views and a convenient location just minutes from town. Situated right off Rt 50 with easy access to Rt 37 and Interstate 81, you’ll be close to gas stations, restaurants, shopping, the hospital, and so much more—offering the perfect blend of peaceful country living and everyday convenience. The seller has completed the perc test and the 4 bedroom approved cert letter is uploaded in the documents! Searching for the ideal place to build your dream home? This awesome 5.39 acre parcel delivers stunning views and a convenient location just minutes from town. Situated right off Rt 50 with easy access to Rt 37 and Interstate 81, you’ll be close to gas stations, restaurants, shopping, the hospital, and so much more—offering the perfect blend of peaceful country living and everyday convenience. The seller has completed the perc test and the 4 bedroom approved cert letter is uploaded in the documents! TBD (0) Cather Ln, Winchester Listing courtesy of Preslee Real Estate. Contact: 5402274416
$425,000 This listing includes 2 parcels totaling 48.6 acres. There is lots of possibilities with these parcels of land. It offers privacy, natural beauty, and future opportunity! Tucked away along a state-maintained road, this tract provides a secluded setting while still maintaining accessibility. There is a cabin on that includes a propane stove for cooking and a woodstove for heat as well as a pump well for water. Electric is accessible through nearby property. Such potential on these 2 parcels that add up to almost 50 acres! This listing includes 2 parcels totaling 48.6 acres. There is lots of possibilities with these parcels of land. It offers privacy, natural beauty, and future opportunity! Tucked away along a state-maintained road, this tract provides a secluded setting while still maintaining accessibility. There is a cabin on that includes a propane stove for cooking and a woodstove for heat as well as a pump well for water. Electric is accessible through nearby property. Such potential on these 2 parcels that add up to almost 50 acres! Easter Ridge Ln, Winchester Listing courtesy of CENTURY 21 New Millennium. Contact: 5406650700
$374,990 Main-level living at its best in Hiatt Pointe at Snowden Bridge—a gated 55+ active adult community. This low-maintenance villa features a primary bedroom and laundry on the entry level, a screened rear porch, and a one-car garage. Upstairs offers two spacious bedrooms with walk-in closets and a full bath—perfect for guests or hobbies. Enjoy a stylish kitchen with quartz counters, stainless steel appliances, and elegant cabinetry. Resort-style amenities include pickleball and bocce courts, clubhouse, fitness and yoga studios, outdoor kitchen, pool and hot tub—plus snow removal, trash, and recycling included. Special financing and closing cost assistance available—ask about builder incentives today! 3 Beds ⋅ 3 Baths Main-level living at its best in Hiatt Pointe at Snowden Bridge—a gated 55+ active adult community. This low-maintenance villa features a primary bedroom and laundry on the entry level, a screened rear porch, and a one-car garage. Upstairs offers two spacious bedrooms with walk-in closets and a full bath—perfect for guests or hobbies. Enjoy a stylish kitchen with quartz counters, stainless steel appliances, and elegant cabinetry. Resort-style amenities include pickleball and bocce courts, clubhouse, fitness and yoga studios, outdoor kitchen, pool and hot tub—plus snow removal, trash, and recycling included. Special financing and closing cost assistance available—ask about builder incentives today! 105 Heirloom Way, Winchester Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact: (703) 420-3322
$141,500 Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting. A charming pond adds to the beauty and character of this land. Stellar views of the surrounding countryside are attainable with some tree clearing. This property features mildly sloping topography and a wet weather stream. Remote, fully wooded, and zoned Rural Areas (RA). No covenants, no restrictions, and no HOA! Enjoy hiking, camping, and recreation of all types on this land. A short drive from all the amenities and attractions Winchester has to offer. ***Additional adjoining acreage available for purchase. See aerials for details.*** Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting. A charming pond adds to the beauty and character of this land. Stellar views of the surrounding countryside are attainable with some tree clearing. This property features mildly sloping topography and a wet weather stream. Remote, fully wooded, and zoned Rural Areas (RA). No covenants, no restrictions, and no HOA! Enjoy hiking, camping, and recreation of all types on this land. A short drive from all the amenities and attractions Winchester has to offer. ***Additional adjoining acreage available for purchase. See aerials for details.*** Hodges Lot 14 Ln, Winchester Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000
$104,500 Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting. A charming pond adds to the beauty and character of this land. Stellar views of the surrounding countryside are attainable with some tree clearing. This property features mildly sloping topography and a wet weather stream. Remote, fully wooded, and zoned Rural Areas (RA). No covenants, no restrictions, and no HOA! Enjoy hiking, camping, and recreation of all types on this land. A short drive from all the amenities and attractions Winchester has to offer. ***Additional adjoining acreage available for purchase. See aerials for details.*** Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting. A charming pond adds to the beauty and character of this land. Stellar views of the surrounding countryside are attainable with some tree clearing. This property features mildly sloping topography and a wet weather stream. Remote, fully wooded, and zoned Rural Areas (RA). No covenants, no restrictions, and no HOA! Enjoy hiking, camping, and recreation of all types on this land. A short drive from all the amenities and attractions Winchester has to offer. ***Additional adjoining acreage available for purchase. See aerials for details.*** Hodges Lot 13 Ln, Winchester Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000
$99,500 Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting. Stellar views of the surrounding countryside are attainable with some tree clearing. This property features mildly sloping topography and a wet weather stream. Remote, fully wooded, and zoned Rural Areas (RA). No covenants, no restrictions, and no HOA! Enjoy hiking, camping, and recreation of all types on this land. A short drive from all the amenities and attractions Winchester has to offer. ***Additional adjoining acreage available for purchase. See aerials for details.*** Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting. Stellar views of the surrounding countryside are attainable with some tree clearing. This property features mildly sloping topography and a wet weather stream. Remote, fully wooded, and zoned Rural Areas (RA). No covenants, no restrictions, and no HOA! Enjoy hiking, camping, and recreation of all types on this land. A short drive from all the amenities and attractions Winchester has to offer. ***Additional adjoining acreage available for purchase. See aerials for details.*** Hodges Lot 12 Ln, Winchester Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000
$599,950 Fully renovated in 2022, this upgraded duplex near Winchester's historic Walking Mall features all new electrical, HVAC, plumbing, windows, insulation, and appliances. The downstairs is a 3-bed/1-bath unit, and the upstairs is a 2-bed/1-bath unit. Separate utilities, with landlord covering water/sewer. Gross income: $44,640 annually, including shed rental. Quality tenants and off-street parking for 3-4 cars. Plus, dry basement storage available for tenant or landlord Fully renovated in 2022, this upgraded duplex near Winchester's historic Walking Mall features all new electrical, HVAC, plumbing, windows, insulation, and appliances. The downstairs is a 3-bed/1-bath unit, and the upstairs is a 2-bed/1-bath unit. Separate utilities, with landlord covering water/sewer. Gross income: $44,640 annually, including shed rental. Quality tenants and off-street parking for 3-4 cars. Plus, dry basement storage available for tenant or landlord 446 N Loudoun St, Winchester Listing courtesy of Homes By Owner, Inc.. Contact: 3013556104
$599,950 Fully renovated in 2022, this upgraded duplex near Winchester's historic Walking Mall features all new electrical, HVAC, plumbing, windows, insulation, and appliances. The downstairs is a 3-bed/1-bath unit, and the upstairs is a 2-bed/1-bath unit. Separate utilities, with landlord covering water/sewer. Gross income: $44,640 annually, including shed rental. Quality tenants and off-street parking for 3-4 cars. Plus, dry basement storage available for tenant or landlord 5 Beds ⋅ 2 Baths Fully renovated in 2022, this upgraded duplex near Winchester's historic Walking Mall features all new electrical, HVAC, plumbing, windows, insulation, and appliances. The downstairs is a 3-bed/1-bath unit, and the upstairs is a 2-bed/1-bath unit. Separate utilities, with landlord covering water/sewer. Gross income: $44,640 annually, including shed rental. Quality tenants and off-street parking for 3-4 cars. Plus, dry basement storage available for tenant or landlord 446 N Loudoun St, Winchester Listing courtesy of Homes By Owner, Inc.. Contact: 3013556104
$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! 4 Beds ⋅ 3 Baths 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:
$1,050,000 NEW PRICE — 10+ PRIVATE ACRES, NO HOA & JUST MINUTES FROM WINCHESTER! Set on over 10 private acres in the quiet Locust Level Estates community, this beautifully designed 4-bedroom, 4.5-bath ranch-style home offers the rare combination of privacy, space, and peaceful country living with the freedom of no HOA. With over 4,100 square feet of finished living space, an oversized three-car garage, and a thoughtfully designed main-level layout, the home offers exceptional flexibility for everyday living, entertaining, multigenerational needs, or simply enjoying more room to breathe. The open-concept main level creates an inviting flow between the kitchen, dining, and living spaces, while three main-level bedrooms each feature their own private en-suite bath. *** The heart of the home is the upgraded kitchen featuring modern GE WiFi-enabled appliances, a farmhouse-style sink, enhanced cabinetry and countertops, and durable luxury vinyl plank flooring that continues throughout the home. The spacious primary suite features an oversized spa-style shower, while the walkout lower level adds a fourth bedroom with private full bath, large recreation space, pool table that conveys, and expansive storage room. Additional features include upgraded doors, ceiling fans throughout, dual-zone HVAC, a propane gas line for grilling, and a top-of-the-line Lancaster water filtration system. *** Outdoor living is where this property truly sets itself apart. Enjoy sunrises from the back deck, evenings around the fire pit, and two streams that meander through the property. Whether your vision includes a private retreat, hobby farm, homestead, horses, or simply more room to enjoy the outdoors, the property offers remarkable flexibility. With no HOA, four-board fencing, a large fenced backyard with multiple access points, a run-in shed, chicken coop with laying hens, and pasture areas, there is plenty of room to make the property your own. Woods and trails extend through the rear of the property with hunting stands already in place. *** A private driveway stretching approximately 1,200 feet and lined with maple trees leads you home, while approximately 20 peach and apple trees, newly planted white cedars, cherry trees, and maples enhance the surrounding landscape. Seasonal views through the trees reveal neighboring rolling pastures and grazing cattle, creating a setting that feels wonderfully removed from the everyday. *** Yet privacy does not mean isolation. The heart of Winchester is just minutes away, with convenient access to shopping, dining, Old Town Winchester, Apple Blossom Mall, wineries, orchards, farmers markets, medical facilities, and outdoor recreation. Route 7, I-81, and Route 37 are also easily accessible, offering an uncommon combination of countryside serenity and everyday convenience. *** With 10+ acres, no HOA, horses allowed, over 4,100 finished square feet, main-level living, a three-car garage, and incredible versatility inside and out, this is a distinctive opportunity to create the lifestyle you have been looking for in the Shenandoah Valley. 4 Beds ⋅ 5 Baths NEW PRICE — 10+ PRIVATE ACRES, NO HOA & JUST MINUTES FROM WINCHESTER! Set on over 10 private acres in the quiet Locust Level Estates community, this beautifully designed 4-bedroom, 4.5-bath ranch-style home offers the rare combination of privacy, space, and peaceful country living with the freedom of no HOA. With over 4,100 square feet of finished living space, an oversized three-car garage, and a thoughtfully designed main-level layout, the home offers exceptional flexibility for everyday living, entertaining, multigenerational needs, or simply enjoying more room to breathe. The open-concept main level creates an inviting flow between the kitchen, dining, and living spaces, while three main-level bedrooms each feature their own private en-suite bath. *** The heart of the home is the upgraded kitchen featuring modern GE WiFi-enabled appliances, a farmhouse-style sink, enhanced cabinetry and countertops, and durable luxury vinyl plank flooring that continues throughout the home. The spacious primary suite features an oversized spa-style shower, while the walkout lower level adds a fourth bedroom with private full bath, large recreation space, pool table that conveys, and expansive storage room. Additional features include upgraded doors, ceiling fans throughout, dual-zone HVAC, a propane gas line for grilling, and a top-of-the-line Lancaster water filtration system. *** Outdoor living is where this property truly sets itself apart. Enjoy sunrises from the back deck, evenings around the fire pit, and two streams that meander through the property. Whether your vision includes a private retreat, hobby farm, homestead, horses, or simply more room to enjoy the outdoors, the property offers remarkable flexibility. With no HOA, four-board fencing, a large fenced backyard with multiple access points, a run-in shed, chicken coop with laying hens, and pasture areas, there is plenty of room to make the property your own. Woods and trails extend through the rear of the property with hunting stands already in place. *** A private driveway stretching approximately 1,200 feet and lined with maple trees leads you home, while approximately 20 peach and apple trees, newly planted white cedars, cherry trees, and maples enhance the surrounding landscape. Seasonal views through the trees reveal neighboring rolling pastures and grazing cattle, creating a setting that feels wonderfully removed from the everyday. *** Yet privacy does not mean isolation. The heart of Winchester is just minutes away, with convenient access to shopping, dining, Old Town Winchester, Apple Blossom Mall, wineries, orchards, farmers markets, medical facilities, and outdoor recreation. Route 7, I-81, and Route 37 are also easily accessible, offering an uncommon combination of countryside serenity and everyday convenience. *** With 10+ acres, no HOA, horses allowed, over 4,100 finished square feet, main-level living, a three-car garage, and incredible versatility inside and out, this is a distinctive opportunity to create the lifestyle you have been looking for in the Shenandoah Valley. 1015 Redbud Rd, Winchester Listing courtesy of Keller Williams Capital Properties. 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. 3 Beds ⋅ 3 Baths 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. 4 Beds ⋅ 3 Baths 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. 3 Beds ⋅ 3 Baths 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
$559,000 Versatile on Valley! So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful wood floors, tall ceilings, fireplace, sunroom, and a stunning staircase that adds timeless character. Each Unit has 3 bedrooms and 1.5 baths. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you can rent out both units for a strong investment. The new roof and gutters were installed just last year and both full bathrooms have been updated to include walk-in tiled showers. The heating fuel was converted to natural gas and new boilers were installed in 2011. Each unit has separate utilities except for water and sewer. With its unique character, flexible layout, and proven rental history, this property offers endless possibilities for living, investing, or both! Versatile on Valley! So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful wood floors, tall ceilings, fireplace, sunroom, and a stunning staircase that adds timeless character. Each Unit has 3 bedrooms and 1.5 baths. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you can rent out both units for a strong investment. The new roof and gutters were installed just last year and both full bathrooms have been updated to include walk-in tiled showers. The heating fuel was converted to natural gas and new boilers were installed in 2011. Each unit has separate utilities except for water and sewer. With its unique character, flexible layout, and proven rental history, this property offers endless possibilities for living, investing, or both! 1400 Valley Ave, Winchester Listing courtesy of Samson Properties. Contact: (540) 348-4911
$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
$94,500 *Price Improvement* Discover the perfect blend of privacy and natural beauty with this 5.49-acre parcel on Whispering Knolls Dr in Winchester, VA. Nestled among scenic country roads, this property offers a peaceful setting to build your dream home. Located approximately 6 miles from I-81, it provides a manageable commute while still offering the charm of rural living. Winchester Medical Center is less than 10 miles away, with farmers markets, dining, and shopping also within easy reach. Situated off a paved road, the property features an established driveway (in need of improvement), along with a completed survey and soil study for a 4 bedroom perc—saving you time as you plan your build. Whether you're ready to build now or simply looking for a serene piece of land to call your own, this property captures the beauty and simplicity of country living. *Price Improvement* Discover the perfect blend of privacy and natural beauty with this 5.49-acre parcel on Whispering Knolls Dr in Winchester, VA. Nestled among scenic country roads, this property offers a peaceful setting to build your dream home. Located approximately 6 miles from I-81, it provides a manageable commute while still offering the charm of rural living. Winchester Medical Center is less than 10 miles away, with farmers markets, dining, and shopping also within easy reach. Situated off a paved road, the property features an established driveway (in need of improvement), along with a completed survey and soil study for a 4 bedroom perc—saving you time as you plan your build. Whether you're ready to build now or simply looking for a serene piece of land to call your own, this property captures the beauty and simplicity of country living. Whispering Knolls Dr, Winchester Listing courtesy of Samson Properties. Contact: 7033788810