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$484,990
4 Beds ⋅ 3 Baths ⋅ VAFV2041132 MLS
••Welcome to The Retreat at Winding Creek, your haven in Winchester, VA, where luxury meets community living. ••Single Family * Two Level * 2528 Square Feet * 4 Bedrooms , 2.5 Baths * Two Car Garage Check out the 3D Matterport Tour! ••Why wait for a new build when you can have this stunning less than two-year-old home today? You’ll arrive just as the best parts of the neighborhood are opening up. The clubhouse and gym are under construction and counting down days until the pool opens (scheduled for next month!). From the vibrant game room to the dog park where neighbors truly become friends, this is a place where you can really plant roots. It’s more than just a house, it’s a summer lifestyle! Check it out on the DR Horton website. ••Enjoy community amenities and a prime commuter location just minutes to Route 7 and I-81, making access to Winchester and beyond quick and easy.

111 Haida Ln, Winchester
$150,000
VAWI2010482 MLS
Tucked away on a quiet cul-de-sac, this 0.4174-acre lot offers a fantastic opportunity to build your dream home in a highly desirable Winchester location. Enjoy the convenience of being just minutes from Handley High School and the charm, dining, and shopping of downtown Winchester. The property features a 30' easement, allowing for access while still providing ample space for your vision. With its prime location and neighborhood setting, this lot is the perfect blend of privacy and accessibility.

1322 Vanceright Cir, Winchester
$760,000
5 Beds ⋅ 5 Baths ⋅ VAWI2010526 MLS
Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living. The main level features a generously sized primary suite with a walk-in closet and en-suite bath, along with formal living and dining rooms, a warm and inviting family room with fireplace, and a well-equipped kitchen with center island and breakfast area. Hardwood floors and detailed trim work add classic character throughout. A standout feature of this home is the private ground-level apartment with its own entrance—complete with a full kitchen, bedroom, bathroom, living space, and dedicated laundry. Perfect for guests, extended family, or potential rental income. Upstairs, you'll find additional spacious bedrooms and full baths, offering plenty of room for everyone. Enjoy the outdoors from your beautifully landscaped yard with space to garden, entertain, or relax. A two-car garage and extended driveway provide ample parking. Conveniently located just minutes to downtown Winchester, parks, shopping, dining, and commuter routes—this home offers the space and versatility you've been searching for. Schedule your private showing today!

769 Seldon Dr, Winchester
$679,900
4 Beds ⋅ 3 Baths ⋅ VAFV2041286 MLS
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
$349,900
3 Beds ⋅ 2 Baths ⋅ VAFV2041260 MLS
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
$377,400
3 Beds ⋅ 3 Baths ⋅ VAFV2041214 MLS
PRICE REDUCED ! Why wait for new construction when the upgrades are already done for you? This move-in ready home just became even more affordable while offering the upgrades today's buyers are looking for. Enjoy the recently added spacious deck overlooking the fenced backyard, perfect for entertaining, pets, play, or simply relaxing after a long day. Built in 2023 and offering the feel of nearly new construction, this beautifully maintained home has already been enhanced with valuable improvements, including a water filtration and softener system, ceiling fans in the bedrooms, a spacious deck, and backyard fencing, saving you both time and money after closing. Offering 3 bedrooms and 2.5 baths, the home features a smart, functional layout designed for modern living. The open-concept main level seamlessly connects the living room and kitchen, creating an inviting space for everyday life and effortless entertaining. Enjoy all the benefits of newer construction without the wait, plus the added value of thoughtful upgrades already completed for you. Upstairs, you’ll find three well-appointed bedrooms, including a spacious primary suite with a private bathroom, along with an additional full hall bathroom and the laundry room upstairs. Step outside to enjoy the fully fenced yard, ideal for outdoor dining, pets, or simply unwinding in privacy. The one-car garage is a standout feature, complete with custom shelving and a built-in workbench, providing exceptional storage and workspace. The HOA adds convenience with trash removal, snow removal, and maintenance of common areas. Ideally located just minutes from shopping, dining, schools, and everything the Winchester area has to offer, this home presents an exceptional opportunity to own a move-in ready property that feels fresh, refined, and exceptionally well cared for.

107 Tye Ct, Winchester
$13,500
VAFV2041234 MLS
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
$220,000
VAFV2041100 MLS
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
$365,000
3 Beds ⋅ 2 Baths ⋅ VAFV2041210 MLS
Looking for a mountain top getaway? This adorable rancher is it with 3 bedrooms, 2 full baths. Updated kitchen w/stainless appliances and tons of light. Back deck is an oasis with a gazebo and a place to sip morning coffee and overlook the incredible wooded lot. This home has an extra building lot as well (lot is to the left of the home)! Full basement with family room, rec room w/pool table and bar area. Great value. Incredible seasonal mountain views from back deck . Large front porch. Home is situated at the end of Fox Trail - very private. The community features a common area with a stocked fishing pond, pavilion, and playground.

617 Fox Trl, Winchester
$499,990
3 Beds ⋅ 3 Baths ⋅ VAFV2041208 MLS
Discover relaxed, low‑maintenance living in this beautifully crafted twin/semi‑detached home, coming this summer to a sought‑after gated active‑adult community. Designed with today’s vibrant 55+ lifestyle in mind, the home offers effortless main‑level living with both a primary and secondary bedroom conveniently located on the first floor, along with a versatile den—ideal for a home office, creative space, or quiet retreat. The open‑concept design brings the kitchen and family room together, creating a warm, welcoming space perfect for hosting friends or simply enjoying everyday living. The gourmet kitchen features a generous island, stainless steel appliances, crisp white cabinetry, and elegant quartz countertops—blending style with functionality. Sun‑filled rooms and modern finishes throughout add to the home’s airy, inviting feel. Upstairs, a private third bedroom and full bath provide the perfect accommodations for visiting guests or additional flexible living space. Step outside to the screened‑in porch and enjoy peaceful mornings or relaxing evenings overlooking the serene rear of the home. Life at Hiatt Pointe is about more than just the home—it’s about the lifestyle. Residents enjoy resort‑style amenities including a sparkling outdoor pool, fitness center, and tennis courts, all within a secure, gated setting that encourages connection, wellness, and ease. This is your opportunity to enjoy comfort, convenience, and community—without compromise. Ask about current builder incentives and make this exceptional home yours today.

104 Zinnia Ln, Winchester
$437,750
3 Beds ⋅ 3 Baths ⋅ VAFV2041204 MLS
Welcome to 131 Country Club Circle, a beautifully appointed all-brick masonry residence offering timeless construction and exceptional living space. This impressive home showcases tall ceilings and real hardwood flooring throughout the main level, creating a warm yet refined atmosphere. The thoughtfully designed layout includes a sunroom on the main level, ideal as a home office or flex space, featuring its own private entrance and direct connection to the kitchen. The kitchen is equipped with stainless steel appliances and granite countertops, perfect for both everyday living and entertaining. The home features two fireplaces, adding charm and comfort across multiple living areas. The fully finished basement expands your living space with luxury plank vinyl flooring, a full wet bar, and a separate entrance, offering excellent potential for entertaining or multi-generational living. Step outside to a spacious, fully fenced backyard on a level, flat lot, complete with a storage shed and ample room for outdoor enjoyment. Enjoy plenty of parking, including a driveway leading to an oversized attached one-car garage, along with additional parking in front of the home to easily accommodate multiple vehicles. NO HOA adds flexibility and freedom, making this an even more compelling opportunity. Offered strictly as-is, this is a rare opportunity to own a solid all-brick home with versatile living spaces, premium features, and exceptional indoor-outdoor flow.

131 Country Club Cir, Winchester
$425,000
VAFV2041158 MLS
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
$285,000
VAFV2041146 MLS
Beautiful 40-acre wooded retreat with cabin and development potential! Discover the possibilities with this wooded property offering privacy, natural beauty, and future opportunity. Tucked away along a state-maintained road, this tract provides a secluded setting while still maintaining accessibility. The property features a charming rustic cabin, perfect for weekend getaways or a hunting retreat. Inside, you will find a cozy loft for sleeping, a propane stove for cooking and a wood stove that provides warmth and character during the cooler months. With mature timber and rolling landscape, this land offers excellent potential for development into multiple building lots or a private estate. Whether you are looking to invest, build or simply escape to nature, this property checks all the boxes. If you are searching for acreage with versatility, privacy, and long-term potential-this is it! Property is being sold as is.

Easter Ridge Ln, Winchester
$646,090
5 Beds ⋅ 5 Baths ⋅ VAFV2041124 MLS
This 5‑bedroom Torrington home with a main‑level primary suite is still available to personalize—choose your own flooring, quartz countertops, cabinets, and fixtures, and move in early next year! The main level features luxury vinyl plank flooring and an open, light‑filled layout. The gourmet kitchen is appointed with stainless steel appliances, a statement range hood, quartz countertops, and a charming farmhouse sink. A versatile front flex space offers the perfect spot for a home office or study. The primary suite on the main level includes a deluxe bath with a freestanding soaking tub, frameless glass shower, and quartz‑topped dual vanities. Step outside to the rear sundeck, ideal for relaxing or entertaining. Oak stairs lead to the upper level, where you’ll find three spacious secondary bedrooms and two additional full baths. The finished lower level adds even more living space with a recreation room, bedroom, and full bath, making it perfect for guests or multi‑generational living. Located in Snowden Bridge, a premier master‑planned community offering resort‑style amenities including: Swimming pool & pirate water park, Indoor sportsplex, Community park & playground Fenced dog park, Bike track, walking trails & picnic pavilion. You’ll enjoy endless fun close to home—and when you do venture out, you’re just minutes from the shopping, dining, and entertainment in Winchester. ✨ Ask about builder incentives! 📸 Photos are of a model home and may show optional features.

2450 Cardigan Way, Winchester
$374,990
3 Beds ⋅ 3 Baths ⋅ VAFV2041122 MLS
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
$141,500
VAFV2041114 MLS
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
$525,000
4 Beds ⋅ 3 Baths ⋅ VAWI2010474 MLS
Improved Price!! Welcome to this spacious and well-maintained home in the desirable Meadow Branch South community. Offering over 3,300 square feet, this 4-bedroom, 2.5-bath home provides the perfect blend of space, comfort, and thoughtful updates. The main level features an updated kitchen, ideal for both everyday living and entertaining, along with multiple living areas that offer flexibility for today’s lifestyle. Natural light fills the home, highlighted by a transom window and recently replaced front and back doors that add both style and functionality. Upstairs, you’ll find generously sized bedrooms, including a spacious primary suite featuring double walk-in closets and a private bath with a soaking tub and separate walk-in shower—a perfect retreat at the end of the day. The unfinished basement provides excellent potential for future expansion, storage, or customization to fit your needs. Major systems have been updated, including a roof just 2 years old and a heat pump less than 2 years old, and brand new hot water heater, offering peace of mind for years to come. Enjoy the outdoors in the flat backyard, complete with a large deck that was recently stained, making it ready for relaxing or entertaining in the warmer months. Overall, this home is in great condition and move-in ready, with the opportunity to add your own finishing touches. Conveniently located near shopping, dining, and commuter routes, this is one you won’t want to miss!

938 Wayne Dr, Winchester
$104,500
VAFV2040878 MLS
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
$99,500
VAFV2040880 MLS
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
$154,650
VAFV2041116 MLS
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 11 Ln, Winchester
$599,950
VAWI2010480 MLS
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
$599,950
5 Beds ⋅ 2 Baths ⋅ VAWI2010472 MLS
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
$735,000
6 Beds ⋅ 4 Baths ⋅ VAWI2010040 MLS
Spacious 5-6-bedroom, 4-bath brick-front rancher with a fully finished basement, offering flexible living space for today’s needs. The main level features a welcoming living room with a tray ceiling & a gas fireplace, a formal dining room with crown molding & chair rail, and a well-appointed kitchen with Corian countertops and a walk-in pantry. The primary suite is conveniently located on the main level and includes crown molding and a spacious walk-in shower and 2 walk-in closets with custom shelving. A dedicated main-level office provides the perfect work-from-home setup. Designed for everyday ease, this home offers two main-level laundry areas—one with a utility sink. The finished lower level expands your living space with an additional bedroom & full bath, and a family room with a second gas fireplace. Enjoy outdoor living with a large covered patio, screened porch, and a deck overlooking a fenced backyard. Extensive front landscaping and a sprinkler system. A 2-car garage with a terrazzo floor and built-in cabinets adds extra storage and functionality. This home has it all and in a desirable Winchester setting! Electronic air filters, humidifier, lawn sprinkler system. HVAC 2016 (main/basement level), HVAC 2018 (upper level), appliances updated 2025, sump pump 2026, upgraded bathroom with walk-in shower. Check out our 3-D tour attached to the listing!

817 Chelsea Dr, Winchester
$605,000
4 Beds ⋅ 3 Baths ⋅ VAFV2040716 MLS
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
$2,200,000
5 Beds ⋅ 5 Baths ⋅ VAFV2040778 MLS
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
$329,000
3 Beds ⋅ 1 Baths ⋅ VAWI2010458 MLS
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
$1,100,000
4 Beds ⋅ 5 Baths ⋅ VAFV2040996 MLS
Set on over 10private acres in the quiet Locust Level Estates community, this beautifully designed 4-bedroom, 4.5-bath ranch-style home offers the rare combination of peaceful country living without feeling isolated from everyday conveniences. Thoughtfully designed for comfortable main-level living, the home blends manageable luxury, functionality, and scenic countryside beauty, creating an ideal setting for those seeking privacy, multigenerational flexibility, aging-in-place convenience, or the opportunity to create their own homestead-style retreat. With over 4,100 square feet of thoughtfully designed space, the open-concept main level creates a seamless flow ideal for both everyday living and entertaining, anchored by a warm and inviting central living area that naturally brings people together. ** ***The heart of the home is an upgraded kitchen featuring modern GE WiFi-enabled appliances, farmhouse-style sink, and enhanced cabinetry and countertops, all complemented by durable luxury vinyl plank flooring that runs throughout the home, offering both style and practicality. Three main-level bedrooms each feature their own private en-suite bath, while the spacious primary suite includes an oversized spa-style shower designed for relaxation. A fourth bedroom with a full bath is located in the walkout lower level, along with a large recreation space, pool table that conveys, and an expansive storage room. ***Thoughtful upgrades throughout include upgraded doors, ceiling fans in every bedroom and living space, dual-zone HVAC, a propane gas line for grilling, and a top-of-the-line Lancaster water filtration system. An oversized three-car garage provides exceptional flexibility for vehicles, equipment, hobbies, or storage. Outdoor living is where this property truly shines. Enjoy peaceful sunrises from the back deck, evenings around the fire pit, and the natural beauty of two streams that meander through the land. The property is thoughtfully equipped for a variety of lifestyles, whether you envision a private retreat, hobby farm, homestead, equestrian setup, or multigenerational living environment. Four-board fencing, a large, fenced backyard with multiple access points, a run-in shed for equipment, and a chicken coop with laying hens already in place add both charm and functionality. Pastures are nearing completion, offering the potential for horses or cattle, while woods and trails extend through the rear of the property with hunting stands already positioned.***The long, private driveway, approximately 1,200 feet and lined with maple trees, sets the tone for the privacy found throughout. The grounds are further enhanced by approximately 20 fruit trees, including peach and apple varieties, along with newly planted white cedars, cherry trees, and maples. Seasonal views offer a beautiful backdrop of neighboring rolling pastures and grazing cattle.***Located just minutes from the heart of Winchester, you’ll enjoy convenient access to shopping, dining, and entertainment, including Apple Blossom Mall and the charming Old Town Winchester Walking Mall, known for its vibrant mix of restaurants, boutiques, and year-round events. The area also offers a rich lifestyle with nearby wineries, orchards, farmers markets, and outdoor recreation, all set against the scenic backdrop of the Shenandoah Valley. With quick access to Route 7, I-81, and Route 37, this location offers the perfect blend of peaceful rural living and everyday convenience. Enjoy the serenity of a tucked-away setting while remaining just minutes from shopping, dining, medical facilities, commuter routes, and the conveniences of Winchester.***This is a rare opportunity to own a private and versatile countryside estate designed for the way people increasingly want to live today: connected to nature, flexible for changing seasons of life, and peaceful without sacrificing convenience. Reach out for more details and to schedule a tour online.

1015 Redbud Rd, Winchester
$320,000
3 Beds ⋅ 3 Baths ⋅ VAWI2010436 MLS
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. Open House on Sunday, August 16th from 1-4pm.

115 S Purcell Ave, Winchester
$450,000
2 Beds ⋅ 1 Baths ⋅ VAFV2040896 MLS
Brand NEW Roof installed June 2026! Discover your own 25.54-acre private retreat in the scenic rolling hills of the northern Shenandoah Valley with three contiguous parcels conveying together and offering a rare blend of seclusion, usability, and long-term flexibility. Located just minutes from downtown Winchester, this property provides the peaceful setting and privacy that are increasingly difficult to find while keeping dining, shopping, and everyday amenities conveniently within reach. Privately positioned among mature hardwoods, the property features a charming 2-bedroom cottage that serves as an ideal base for relaxation, recreation, or extended stays. The interior has been freshly painted throughout, with new carpet in the bedrooms and new LVP flooring in the living areas, giving the cottage a clean and move-in ready feel that is rare for a property of this type. The kitchen features solid oak cabinetry, a full appliance suite, and a window overlooking the surrounding woods, while the full bathroom is well appointed with an oak vanity and medicine cabinet. A second rustic cabin on the third parcel adds immediate versatility for guests, a hunting camp, storage, or future improvement potential. The third parcel also benefits from its own direct access easement from the road, creating additional flexibility for access, use, or long-term planning. The land itself is the true highlight. Established off-road trails wind throughout all three parcels, providing access across varied and interesting terrain ideal for hiking, ATV use, and exploring. A seasonal stream enhances the natural character of the property and supports abundant wildlife including deer, turkey, squirrel, and the occasional black bear, making this an exceptional setting for outdoor enthusiasts and hunters alike. The rolling topography and wooded privacy create a property that is both peaceful and highly usable. Equally compelling is the infrastructure already in place. The primary cottage is supported by electric service, a private well drilled to 160 feet with a confirmed yield of approximately 25 gallons per minute, and a fully permitted conventional septic system, all inspected and documented with the Virginia Department of Health. Infrastructure of this quality and documentation level is increasingly uncommon for rural acreage and significantly reduces uncertainty for future ownership. Whether you are searching for a weekend escape, serious hunting property, legacy retreat, recreational basecamp, multi-parcel investment opportunity, or a scenic foundation for a future private estate, this property offers versatility rarely found in today's market. No HOA, no covenants, and no restrictions provide freedom for a wide range of uses. Tax Map parcels conveying with the sale include 19A38D (6.55 acres), 19A38E (8.95 acres), and 19A38F (10.04 acres), combining to create a unique opportunity to own meaningful acreage in Frederick County's desirable Shenandoah Valley corridor. A rare chance to secure private land with existing improvements, natural beauty, and long-term potential — all just minutes from Winchester yet feeling worlds away.

980 Adams Rd, Winchester
$824,900
4 Beds ⋅ 3 Baths ⋅ VAFV2040928 MLS
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