Berryville VA Real Estate & Homes for Sale

Welcome to 569 Triple J Road - an opportunity to own a homestead or hobby farm in beautiful Clarke County. Situated on 2 private acres and zoned to allow farm animals, including horses, this property is ideal for those dreaming of a self-sufficient country lifestyle. The two existing chicken coops and multiple outbuildings are ready for chickens, goats, small livestock, equipment, or hobby farming, while the additional acreage offers possibilities for gardening, pasture, and outdoor living. Inside, you'll find a beautifully renovated 3-bedroom, 3-bath home offering move-in-ready conveniences. Located just minutes from Berryville, Winchester, and Route 7, you'll enjoy easy access to shopping, dining, and commuter routes while still embracing the privacy and tranquility of rural living. One of the home's standout features is the nearly 1,000-square-foot addition, offering exceptional flexibility to fit your lifestyle. Whether you envision a spacious family room, home office, den, playroom, fitness area, or a combination of uses, this versatile space provides endless possibilities for how you live and work. Nearly every major component of the home has been updated. Recent improvements include a new architectural shingle roof (2026), HVAC system with new furnace and A/C (2026), hot water heater (2025), pressure tank (2025), LeafGuard gutter system (2015), luxury vinyl plank flooring and carpet (2026), renovated bathrooms (2026), fresh interior paint (2026), new sliding glass doors (2026), a freshly painted deck (2026), and a new exterior-vented kitchen hood (2026). Clarke County is known for its strong sense of community, active county fairgrounds, thriving 4-H and FFA programs, local farmers markets, and beloved annual events. Enjoy nearby favorites like NIK's Italian Kitchen, Umberto's Pizza, Daily Buzz Caf , charming downtown Berryville, and convenient shopping just minutes away in Winchester. If you've been searching for a move-in-ready home with acreage, room for animals, flexible living space, modern updates, and the freedom to enjoy country living, 569 Triple J Road is an exceptional opportunity to make that dream come true!

Timeless Charm Meets Modern Luxury in the Heart of Berryville! Welcome home to this beautifully updated 1864 historic gem, where the character of yesterday blends seamlessly with the comforts and conveniences of today. Ideally located on Main Street, you'll enjoy the best of small-town living with an easy stroll to downtown Berryville's charming shops, coffee houses, restaurants, farmers market, and community events. Offering 2,253 square feet of thoughtfully updated living space, this remarkable home features four bedrooms, two full baths, and two half baths. The traditional floor plan has been reimagined to create an open, inviting layout that flows effortlessly, making it perfect for both everyday living and entertaining. The heart of the home is the stunning gourmet kitchen, complete with quartz countertops, a subway tile backsplash, stainless steel appliances, upgraded cabinetry, farmhouse sink , designer lighting and generous workspace that will delight any home chef. Two conveniently located powder rooms are found on the main level, one of which is incorporated into the beautifully designed laundry room featuring striking hickory shiplap accents, the other one is off of the family room. Upstairs, you'll find two beautifully updated full bathrooms, including a private ensuite in the spacious owner's suite and a second full hall bath to comfortably serve the additional bedrooms. Architectural details throughout the home showcase its timeless character, including shiplapped hallways, elegant iron stair pickets, abundant natural light, and a welcoming front porch that invites you to relax and enjoy everything this charming small town has to offer. Step outside to discover an incredible bonus studio, just off the patio. Complete with electricity, lighting, and a tile floor, this versatile space is ideal for a home office, art studio, fitness room, workshop, or whatever your imagination inspires. Significant recent improvements provide peace of mind, including a new metal roof installed in 2025, and new gutters installed in 2024. The beautifully landscaped outdoor living spaces provide the perfect setting for relaxing, entertaining, or simply enjoying the timeless beauty of this exceptional property. This one-of-a-kind home masterfully preserves its historic charm while delivering the modern finishes, open living spaces, and thoughtful updates today's homeowners desire. Experience the rare opportunity to own a piece of Berryville's history without sacrificing contemporary comfort and convenience.

Welcome to 513 Weeks Court in Shenandoah Crossing! This like-new, one-level home offers 4 bedrooms, 2 full baths, and approximately 1,500 square feet of thoughtfully upgraded living space on an oversized 0.29-acre lot (77' x 164'). From the moment you arrive, you'll appreciate the mature landscaping, inviting curb appeal, and numerous improvements that make this home truly move-in ready. Inside, you'll find fresh neutral paint, updated lighting, ceiling fans throughout, 2-inch blinds, and storm/screen doors that enhance both comfort and functionality. The open-concept kitchen has been upgraded with a stylish tile backsplash, built-in coffee and wine bar, and an under-sink water filtration system - perfect for everyday living and entertaining. The spacious primary suite features an ensuite bath with an upgraded illuminated cabinet and shower water filtration system. Three additional bedrooms provide flexibility for guests, a home office, or hobbies. The laundry room has been enhanced with additional shelving and a built-in ironing board cabinet with storage, while the attached two-car garage includes overhead storage racks for exceptional organization. Step outside and discover an outdoor oasis designed for relaxing and entertaining. The fully fenced backyard features a 12' x 14' covered porch complete with a ceiling fan and covered grilling station, an expansive stone patio with an outdoor sink and planting bench, an 8' x 8' storage shed, fire pit, mature shade trees, flowering shrubs, and beautiful perennial gardens. Located in the desirable Shenandoah Crossing community, this home offers easy access to downtown Berryville, Winchester, commuter routes, shopping, dining, wineries, and outdoor recreation. With all of the upgrades already completed, this home is truly move-in ready - just unpack and start enjoying everything it has to offer!

Nestled on just under 6 acres of private land close to adorable downtown Berryville, this spacious stone front home with stone entrance boasts a full front porch overlooking the large front yard and beautiful flower gardens. Featuring 4 bedrooms & 4 baths, finished basement with private entrance, and oversized 3.5 car garage, this home is much larger than it appears. This thoughtfully designed layout includes 2 upper levels with separate staircases. Plenty of space with an additional large office and playroom space on 1st upper level. 2 bedrooms on 2nd upper level with a full bath and a primary main level bedroom suite with full bath, and an additional bedroom and full bath in the fully equipped basement apartment. Step outside to your own private oasis featuring multiple gardens, including a tranquil koi pond, mature woods with several walking trails, and an abundance of outdoor amenities surrounded by horse farms. Additional improvements include a kennel/chicken coop, garden shed, large 20x30 fenced garden and several private seating enclaves throughout. The main level boasts hardwood floors opening into a full formal dining room, a well-appointed kitchen with upgraded appliances, granite counters and large island great for entertaining! The separate eating area is bright and spacious with large skylights adjoining a bright great room filled with windows and natural light. Enjoy the outdoors from the welcoming front porch or relax on the back deck overlooking the peaceful surroundings with tons of wildlife, deer and adorable horses on the adjoining horse farm. The walk-out basement includes a complete apartment with a kitchenette, full bath, separate entrance, and a partially unfinished section with a storage room, offering excellent flexibility for guests, extended family, or potential rental opportunities. This unique property offers the perfect blend of comfort, functionality, and outdoor living Ideally located just 5 minutes from Berryville, schools, parks, and Route 7, this exceptional property also provides convenient access to the shops, restaurants, and amenities of downtown Winchester, only 15 minutes away.

Welcome to 569 Triple J Road - a beautifully renovated 3-bedroom, 3-bath home situated on 2 private acres in the heart of Clarke County. Offering modern updates and peaceful country living, this move-in-ready property is just minutes from Berryville, Winchester, and Route 7, providing convenient access to shopping, dining, and commuter routes while maintaining the privacy and tranquility of a rural setting. One of the home's standout features is the nearly 1,000-square-foot addition, offering exceptional flexibility to fit your lifestyle. Whether you envision a spacious family room, home office, den, playroom, fitness area, or a combination of uses, this versatile space provides endless possibilities for how you live and work. Nearly every major component of the home has been updated for peace of mind. Recent improvements include a new architectural shingle roof (2026), HVAC system with new furnace and A/C (2026), hot water heater (2025), pressure tank (2025), LeafGuard gutter system (2015), luxury vinyl plank flooring and carpet (2026), renovated bathrooms (2026), fresh interior paint (2026), new sliding glass doors (2026), a freshly painted deck (2026), and a new exterior-vented kitchen hood (2026). Step outside and enjoy beautiful mountain views, fresh country air, and the constant breeze that makes the property especially enjoyable during the warmer months. The expansive two-acre lot offers space to garden, entertain, or simply relax while taking in the peaceful surroundings. Clarke County is known for its strong sense of community, active county fairgrounds, thriving 4-H and FFA programs, local farmers markets, and weekend events, including the popular flea market near Dinosaur Land. Enjoy nearby favorites such as NIK's Italian Kitchen, Umberto's Pizza, Daily Buzz Caf , downtown Berryville, and convenient shopping at Costco in Winchester. If you've been searching for an updated home with acreage, flexible living space, privacy, and a location that offers the best of both country living and modern convenience, 569 Triple J Road is ready to welcome you home.

TO BE BUILT | Custom Modern Farmhouse, or another home of your choice, on 8.3 wooded acres. Build your dream home with Hepler Homes on this beautiful homesite just east of Winchester in desirable Clarke County, Virginia. Tucked among mature hardwoods with no HOA, this property offers the perfect blend of privacy, convenience, and timeless craftsmanship. The featured Modern Farmhouse showcases 2,000 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 bathrooms, an attached 2-car garage, and inviting covered front porch designed for enjoying the peaceful surroundings. Inside, you'll find an open-concept floor plan with luxury vinyl plank flooring, a spacious great room with gas fireplace, and a beautifully appointed kitchen featuring quality cabinetry, tile backsplash, and generous entertaining space. .

534 Weeks Court is a spacious 5-bedroom, 3-bath Colonial situated on a 0.34-acre lot in the established Shenandoah Crossing community of Berryville. This home features a bright, open interior across three finished levels. The main level includes a private office ideal for remote work or quiet retreat and a private bedroom with a full bath that is ideal for family or guests. The airy living room flows into the dining area and kitchen. The gourmet kitchen is equipped with gorgeous granite countertops, stainless steel appliances, a gas range for aspiring chefs and a convenient oversized island with seating and a farmhouse sink. Adjacent outdoors to the dining area is an elevated Trex deck overlooking a fully fenced backyard with peaceful open views and no immediate rear neighbors which offers a sense of space and calm that's increasingly hard to find. The upper level offers a large loft-style family room that serves as a relaxed second living area. The primary suite with two walk-in closets has an attached bath featuring dual vanities and a walk-in shower. Three additional bedrooms (2 of which have never been occupied) share a full hall bath along with a conveniently located laundry room. Additionally, the partially finished lower level provides a versatile recreation room and ample storage space offering the opportunity to customize additional living space. The water treatment system is a Culligan drinking and water softner system combined. Located just minutes from downtown Berryville, this property offers easy access to Route 7, Route 340, and Route 17, providing a perfect balance of Clarke County charm and convenient commuter access to Winchester and Northern Virginia. Schedule your viewing today!

Welcome to this beautiful open-concept home, featuring 6 bedrooms and 4 full bathrooms across 4,335 total finished square feet, three car garage. Built by D.R. Horton Homes just 2.5 years ago, this nearly new property is flooded with natural light throughout. The thoughtfully designed layout is perfect for multi-generational living, offering bedrooms and full bathrooms on all three levels. The gourmet kitchen boasts ample cabinetry with a sleek, modern finish, making it a chef's delight. (Note: Gym equipment does not convey and is currently offered for sale online.)

Welcome to this beautifully updated brick ranch on a nearly half-acre lot in Berryville's desirable East side. Offering over 3,000 square feet of living space, this home features hardwood floors, neutral paint, a bright picture window, and a spacious country kitchen with updated countertops, breakfast bar, pendant lighting, and abundant storage. The main level includes a primary bedroom, an additional bedroom, an updated full bath, and an oversized laundry/mudroom with built-in storage! The finished walk-out basement provides exceptional flexibility with a large family room featuring a wood-burning fireplace, full bath, 3rd bedroom, workshop, and utility space. Outdoor living shines with a Trex deck, stone paver patio, and expansive, tree-lined and fenced backyard offering privacy and room to entertain. Recent updates include $20K in improvements including a new driveway, egress window, new roof (2020) and garage door opener (2022). Conveniently located near commuter routes, Rt 7, shopping, and local amenities, this move-in-ready home combines modern updates with small-town charm.

The Ultimate Modern Homestead Awaits! Escape to your own private 5-acre paradise tucked away on desirable Crums Church Road. Perfectly balancing serene, mature hardwoods with open, sun-drenched pastures, this property is a homesteader's dream come true. Completely ready for your mini-farm or sustainable lifestyle, the acreage comes equipped with dedicated fenced areas for livestock and an established chicken coop - just bring your animals and start living the good life! Step inside this sprawling 1,800+ sq. ft., all-brick, single-level ranch to find a top-to-bottom interior renovation. The heart of the home is a brand-new kitchen boasting white shaker cabinets, quartz countertops, and premium new appliances. Low-maintenance luxury abounds with gorgeous new flooring running seamlessly throughout the entire home and a beautifully redesigned, brand-new luxury bathroom. Possibilities you say? You want 3 or even 4 bedrooms? This home has so much to offer within it's footprint, you can truly make her your own! The expansive, sun-lit footprint offers an ideal layout for effortless single-level living. Outside, the rock-solid 4-sides brick exterior promises lasting durability, complemented by a massive, oversized detached 2-car garage (with hook ups for a mini split already installed)-,perfect for a workshop, farm equipment, or a car enthusiast's sanctuary. Enjoy absolute privacy and peace without sacrificing convenience. This property offers the ultimate commuter's compromise: a quiet rural refuge just minutes from Route 7, making your drive to Winchester, Leesburg, and Northern Virginia a breeze. Don't miss this rare opportunity to own a turn-key homestead in beautiful Clarke County!

Charming 1902 farmhouse situated on 15 scenic acres in Berryville. This home offers classic character with comfortable living space and abundant natural light. Enjoy peaceful country views from the welcoming front porch and spacious TRX front deck, perfect for relaxing or entertaining. Equestrian ready property featuring a large 8 stall barn/stable, two run-in sheds, and a riding ring. Five hydraulic water pumps are conveniently located throughout the property to service pastures and livestock. Additional farm features include a chicken coop with laying chickens that convey, providing fresh eggs and a true farm-to-table experience. The barn is currently rented, generating approximately $11,000 annually, with potential for additional income. An excellent opportunity for horse enthusiasts or buyers seeking a property with income-producing potential. Privately situated yet conveniently located just minutes from Route 7, offering easy access while maintaining a peaceful, rural setting.

Discover this beautifully updated two-bedroom, one-bathroom home ideally situated in the town of Berryville, just moments away from shopping and dining options, and also convenient for commuters. This inviting residence boasts refinished hardwood floors that add warmth and character throughout the home. Step inside to find a freshly painted interior enhanced by new light fixtures, creating a bright and welcoming atmosphere. The updated bathroom features modern amenities and stylish finishes, ensuring both comfort and convenience. The kitchen is equipped with brand new appliances, including a stove, dishwasher, and refrigerator. Enjoy the benefits of new windows with full screens that allow natural light to flood the space while providing energy efficiency. The new front door with a screen door adds to the home's charm and functionality. The exterior is just as impressive, featuring a newly installed metal roof on the back of the house, upgraded landscaping, and a spacious backyard ideal for relaxation or entertaining. With a brand new heating and air-conditioning system, you can enjoy year-round comfort in this well-appointed home. This Berryville gem combines modern updates with classic appeal, making it a perfect place to call home. Don't miss the opportunity to make this charming property yours! Please note that online mapping and lot boundary depictions displayed on third-party websites may be inaccurate. Buyers and agents should refer to the 2024 survey provided in the MLS Document Section for the most accurate representation of property boundaries and dimensions.

Turn-key and beautifully updated, this stunning corner-lot home in the heart of Berryville offers the space, upgrades, and outdoor living today's buyers are looking for. Featuring 5 bedrooms, 3.5 baths, a fully finished basement, and a professionally landscaped, fully fenced backyard, this home is move-in ready from top to bottom. The open-concept main level showcases fresh paint (2026), hardwood floors, and a renovated gourmet kitchen (2026) with quartz countertops, custom cabinetry, stainless steel appliances, and recessed lighting - adjoining family room with cozy gas fireplace. Upstairs, you'll find four spacious bedrooms, including a luxurious primary suite with dual walk-in closets and a beautifully updated bath (2026). The finished lower level offers even more living space, including a fifth bedroom, updated full bath, a wet bar, and new carpet and paint (2026). Step outside to enjoy the private backyard retreat featuring a Trex Deck (2024), patio, basketball court, storage shed, and professional landscaping. Additional updates include a new roof (2025), oversized two-car garage, and driveway parking for four vehicles. Ideally located just minutes from downtown Berryville, this exceptional home combines modern updates, generous living space, and outstanding outdoor amenities.

Why go on vacation when you can live in one? Welcome to your own private staycation retreat - a spectacular 7-bedroom, 5.5-bath home designed for entertaining, relaxing, and making every day feel like a getaway. Imagine summer afternoons floating in the sparkling gas-heated pool, evenings unwinding in the hot tub, and weekends hosting family and friends on the spacious patio in the fenced backyard. Whether you're planning pool parties or peaceful evenings under the stars, this backyard oasis delivers. Inside, the open and inviting floor plan offers room for everyone. The grand foyer leads to a spacious family room with a cozy gas fireplace and built-in surround sound, a private home office, formal living and dining rooms, and a chef-inspired gourmet kitchen featuring granite countertops and brand-new WiFi-enabled Samsung stainless steel appliances, including a double wall oven, range, and dishwasher. Walls of windows bathe the home in natural light, while recently replaced rear windows and doors enhance both beauty and efficiency. The luxurious primary suite provides a private escape with a spa-inspired bath featuring a soaking tub and oversized walk-in closets. The finished lower level transforms this home into the ultimate entertainment hub. Enjoy movie nights in your own home theater, work out in the dedicated home gym, gather around the impressive full wet bar with dishwasher, or host overnight guests with a private bedroom and full bath. A bonus room offers endless flexibility for hobbies, gaming, or additional living space. Recent improvements - including brand new water heater to code (2026), a new roof (2023), luxury vinyl plank flooring (2023), new gutters (2023), and French drains (2023) - mean you can simply move in and start enjoying the lifestyle. Best of all, your retreat is just a 5-minute walk to downtown, where you'll find the library, fitness center, restaurants, shopping, and local events. Resort-style living meets small-town convenience in one exceptional home.

Milton Valley is an elegant manor house of historical significance, located in an area of Clarke County known for its fine estate properties. A private lane brings visitors to the residence's lush grounds, filled with tall, stately trees and mature landscaping. Built in 1782 in the Federal style, the house is limestone with beautifully proportioned rooms and expansive views of farmland and the Blue Ridge mountains to the east. The lofty ceilings, eighteen inch thick walls, decorative moldings, original heart pine flooring, and fireplaces with period mantels in the formal rooms, a living room/music room and grand dining room, convey an air of prosperity in this rural setting. Up the inviting staircase in the center entry hall are two lovely large bedrooms, each with a full bath and ample closet space. The third floor has two bedrooms, a sitting room, and a full bath, with views of the countryside from dormer windows on both sides. A wide porch facing south on the main level has been recently enclosed and offers a sun porch conditioned for year-round use, providing breezes or air conditioning in the warm months and heat in the winter. In 1924 a new wing was added, seamlessly matching the stone and the slate roof of the original house. It boasts a beautiful library and a modern kitchen. The library, sure to please the most avid bibliophile, has floor to ceiling bookcases, a wood-burning fireplace, and 4 sets of French doors. The spacious country kitchen, with powder room attached, has a tile floor, a large island and ample room for a table with a banquette on one side and chairs on the other. Joining the addition to the main house is an enclosed breezeway with tile floor, and entrance to the spacious back deck and outdoors. The home also features a serious wine cellar in the basement. The property includes three other separate dwellings. Close to the main house, with a lilac hedge between, is a two-bedroom one and a half bath cottage with two working fireplaces, a full kitchen, and a full-length porch on the front. It makes an adorable guest house and has recently been used very successfully as an Airbnb. Across the lawn is a four bay garage, built in 1924, with a one bedroom apartment/office, bathroom, and kitchen above. The third dwelling is a three bedroom one bath Craftsman style farm manager's house near the barns. Milton Valley, at 139 acres, has always been a working farm. The farm buildings include a beautiful stone barn c.1800 with seven horse stalls, and buildings for equipment, hay and cattle or sheep. The fences are in excellent shape. Water features include a spring, stone springhouse and pump house, a stream (Lewis Run), that crosses one field, and a farm pond. The land is in VOF easement with two sub-dividable 2.5 acre lots in the northeast corner, accessible from Smallwood Lane. Clarke County, one of the smallest counties in Virginia, is unique among its neighbors in that it has resisted rampant development and protected its farmland and open spaces. It is bordered by the Shenandoah River and Blue Ridge Mountains, and is home to Blandy State Arboretum, two historic mills, historic Long Branch Farm and Mansion, a thriving arts center, the Clarke County Fair, a Farmers Market, restaurants, shopping, and antique stores. Just an hour from Dulles, half an hour from Middleburg, twenty minutes from Winchester, Milton Valley offers the distinctive pleasure of modern country living in the beautiful Shenandoah Valley.

Charming 4-bedroom, 2.5-bath two-story home in the heart of Berryville, VA - one of Clarke County's most beloved small towns. Sitting on a 0.30-acre in-town lot, this property features a metal roof, covered front porch, cinder block outbuilding, and all four bedrooms plus two full baths conveniently located on the upper level with a half bath on the main floor. Within walking distance of Berryville's historic Main Street shops, dining, and community amenities. Property is being sold strictly as-is - seller makes no representations on systems or condition. Bring your vision and your contractor and make this classic Clarke County home your own. Less than 20 minutes to Winchester, 45 minutes to Leesburg. Do not disturb occupants! All showings will need up to 24-hour advance notice.

*******This house comes with a REDUCED RATE as low as 5.375% (APR 5.804%) as of 06/05/2026 through List & Lock . This is a seller paid rate-buydown that reduces the buyer's interest rate and monthly payment. Terms apply, see disclosures for more information.*********** Experience the pinnacle of Berryville living. This meticulously maintained brick-front colonial offers over 4,000 square feet of sophisticated living space, but the true "wow" factor lies just beyond the back door. The Ultimate Outdoor Oasis Skip the two-year wait for construction - this home features a professionally designed hardscape and gunite (concrete) inground pool completed with no expense spared. The backyard has been transformed into a five-star retreat with extensive custom hardscaping, including an oversized slate patio, native plants, bushes, and trees, and ambient landscape lighting. Included in the sale is a complete raised garden system for your own organic fruits and vegetables! Whether you're hosting summer soir es or enjoying a quiet evening swim under the stars, this is the outdoor living space you've been dreaming of. Gourmet Interiors & Grand Proportions Inside, the home radiates elegance with 9-foot ceilings and an abundance of natural light. The heart of the home is the chef's gourmet kitchen, featuring premium cabinetry, a massive center island, and high-end appliances that flow seamlessly into the soaring family room with its cozy gas fireplace. Primary Suite: A true sanctuary featuring a tray ceiling, dual walk-in closets, and a spa-inspired ensuite with a spectacular 2-person shower. Space to Grow: Four generous bedrooms upstairs and a fully finished walk-out basement, with space used as a bedroom and another full bath offer the perfect footprint for a home theater, gym, or multi-generational living space. Laundry: Optional placement of washer and dryer on main level or within the primary suite. The Full-Scale 2026 Interior Transformation Step inside to a home that feels - and functions - like brand-new construction. No detail was overlooked in the recent top-to-bottom remodel, ensuring years of maintenance-free luxury: Pristine Surfaces: The main level gleams with expertly refinished site-finished hardwoods, while all-new designer paint in a modern, neutral palette flows through every room. Upstairs, you'll find plush, high-traffic carpet in every bedroom, providing a soft and quiet retreat. The Reimagined Primary Suite: The crown jewel of the interior is the redesigned primary bathroom. It has been transformed into a spa-like sanctuary featuring a massive two-person custom shower with dual rain heads and high-end tile work. For ultimate convenience, a dedicated laundry area was seamlessly integrated into the suite - a true luxury feature rarely found in this floor plan. Mechanical Peace of Mind: Enjoy total comfort and efficiency with all-new dual-zone HVAC units, ensuring the home stays perfectly tempered year-round with the latest energy-saving technology. Cohesive Exterior Flow: The luxury continues from the front door to the back. The original slate walkways and rear patio have been professionally refreshed, perfectly complementing the pool and providing a seamless transition between the home's classic architecture and its breathtaking outdoor resort. Prime Location Situated in the desirable Darbybrook community, you are minutes from the historic charm of downtown Berryville and local favorites like the Clarke County Fairgrounds. With easy access to Route 7, you have the perfect balance of small-town serenity and a convenient commute to Winchester, Leesburg, and beyond. Unique to a select few homes in this neighborhood, she backs up to a quiet walking path.

Charming bungalow situated on over 2 private acres in the heart of Berryville, offering a rare opportunity to enjoy peaceful rural living with endless potential. Surrounded by mature trees and open space, this property provides the privacy and natural setting buyers are looking for. This 2-bedroom, 1-bath home features over 1,000 square feet of single-level living, including a spacious living room, separate dining area, and a generously sized kitchen. Both bedrooms are well-proportioned, and the home offers convenient main-level living throughout. it also provides a den in a lower level! The expansive lot - over 2 acres - backs to trees and offers a mix of cleared and wooded areas, ideal for outdoor enjoyment, gardening, or future expansion. With no HOA and plenty of space for parking, this property is perfect for those seeking flexibility and room to grow. Served by well and septic, and located in a quiet rural setting, yet still within close proximity to town amenities, commuter routes, and local attractions. Whether you're looking for a primary residence, weekend retreat, or investment opportunity, this property offers exceptional value and potential in desirable Clarke County.

Charming Home for Sale in Berryville's Historic Heart - Welcome to 219 Josephine Street! Discover small-town charm with everyday convenience at this beautifully maintained 2-bedroom, 1-bath home in the heart of Berryville. Perfectly positioned in a walkable historic neighborhood, this inviting property places you just minutes from downtown shops, dining, and local events, while still offering a peaceful residential setting. Inside, the home features newly updated flooring, abundant natural light, and thoughtful details that create a warm, welcoming atmosphere. The well-appointed kitchen showcases cherry cabinetry and granite countertops and flows seamlessly into the adjacent living room, making it ideal for both everyday living and entertaining. Step outside to enjoy a spacious, private yard, perfect for relaxing, gardening, or play along with the convenience of off-street parking via a private driveway. Located in adorable Berryville, this home offers easy access to major commuter routes while preserving the relaxed, community-oriented lifestyle the town is known for. Whether you're looking for a primary residence, weekend retreat, or investment opportunity, 219 Josephine Street delivers comfort, character, and location in one exceptional package. *Photos shown are virtually staged*

BIG PRICE REDUCTION!!! This stately brick Colonial with front porch columned portico features a Cathedral ceiling wood floored family room with a fireplace & a hardwood floored library/office both with custom designed Castleman Company cabinetry featuring hidden wiring & Television mount. This incredible home also features both a formal living & a formal dining room with custom made rugs overlaying lovely refinished hardwood floors, a huge gourmet kitchen with island, lots of custom cabinetry, built in desk, granite & stainless steel appliances with separate breakfast room area with tiled floors, along with a gigantic screened in porch off the large family room & also features a new patio too off of that! The large two story entry foyer has a hard wood stairwell complete with new removable runner pads! This pretty home also boasts 4 large upstairs bedrooms complete with a master suite featuring a custom designed luxury master bath. This beautiful home also has an attached oversized 2 car garage entering into a doored mudroom/laundry room complete with full size washer & dryer. This gorgeous home is located on a private cul de sac lot backing up to a tree lined backyard featuring lots of mature landscaping perfect for your outdoor garden parties! This home offers easy accessibility for its inhabitants & has a nice circular floor plan for enjoyable living & entertaining! Also, the enormous walk out basement is already set up as a workshop with plenty of room to finish off part or all of it with various rooms, plumbed bathroom, theatre room, or whatever you care to create! This regal home is move in ready with wood floors refinished throughout main level except for tiled flooring in the kitchen are & has been freshly painted throughout the spacious home. It also features many interior wood blinds & some remote control ones in the bright kitchen area & had a new roof replaced last year in 2025! This neighborhood is conveniently located within Battlefield Estates which has NO HOA/NO Home Owners Association! All of this with easy access to many major commuter/traveling routes, shopping, restaurants & much more! Don't miss out on the opportunity to make this beautifully designed one original owner home your next happy place to live!

Stunning country estate set on 34+ private, wooded acres with convenient access to the Rt 7 corridor near Berryville. Recently enhanced with over $200,000 in upgrades, this remarkable villa blends timeless architecture with modern refinement. The home showcases newly updated finishes, including a beautifully renovated kitchen, fresh interior paint, and thoughtful improvements throughout - elevating both style and functionality. Travertine and hardwood flooring, paired with stately interior and exterior columns, create a warm yet sophisticated atmosphere. Designed for both everyday living and exceptional entertaining, the outdoor spaces are truly resort-inspired. A stunning pool anchors the property, complemented by an expansive pavilion with outdoor fireplace and a beautifully crafted brick-walled entertaining area - offering a private retreat surrounded by mature trees. This is a rare opportunity to own a fully upgraded estate that combines privacy, luxury, and convenience in an exceptional setting.

Charming 1902 farmhouse situated on 15 scenic acres in Berryville. This home offers classic character with comfortable living space and abundant natural light. Enjoy peaceful country views from the welcoming front porch and spacious TRX front deck, perfect for relaxing or entertaining. Equestrian ready property featuring a large 8 stall barn/stable, two run-in sheds, and a riding ring. Five hydraulic water pumps are conveniently located throughout the property to service pastures and livestock. Additional farm features include a chicken coop with laying chickens that convey, providing fresh eggs and a true farm-to-table experience. The barn is currently rented, generating approximately $11,000 annually, with potential for additional income. An excellent opportunity for horse enthusiasts or buyers seeking a property with income-producing potential. Privately situated yet conveniently located just minutes from Route 7, offering easy access while maintaining a peaceful, rural setting.

Charming 1902 farmhouse situated on 15 scenic acres in Berryville. This home offers classic character with comfortable living space and abundant natural light. Enjoy peaceful country views from the welcoming front porch and spacious TRX front deck, perfect for relaxing or entertaining. Equestrian ready property featuring a large 8 stall barn/stable, two run-in sheds, and a riding ring. Five hydraulic water pumps are conveniently located throughout the property to service pastures and livestock. Additional farm features include a chicken coop with laying chickens that convey, providing fresh eggs and a true farm-to-table experience. The barn is currently rented, generating approximately $11,000 annually, with potential for additional income. An excellent opportunity for horse enthusiasts or buyers seeking a property with income-producing potential. Privately situated yet conveniently located just minutes from Route 7, offering easy access while maintaining a peaceful, rural setting.

This is a unique opportunity located right in downtown Berryville! Whether it is a large family, a 2-family, an expansive multi-generational home, Berryville's R2 zoning allows for some terrific uses. Special Use Permits can be granted in the town. See the list. Features include 13-14 bedrooms & 8 bathrooms allowing for many possibilities of configuration. Most bedrooms have a private sink, motion activated lights, and a digital combo door lock. The main house's original front portion has lots of original character, just modernized some with cosmetic updates and modernization. Cental air in most except 2 bedrooms and the kitchen & small game room. All 8 bedrooms in the rear addition have closets, most have sinks, and polished concrete floors. The house has a non-functioning elevator and a commercial-grade fire-prevention sprinkler system in unknown condition, even a handicap ramp on the front porch and level entry rear. There is a huge recreation room and a dining room, several more intimate dining areas, a warm living room, a laundry room with double hookups, an office, and numerous linen closets. The kitchen is remodeled and features blue cabinets, gorgeous natural wood countertops with epoxy-covered bark on the edges, farmhouse sink, a huge kitchen pantry closet, XL double commercial refrigerator and freezer, and storage. The front has an emergency first-responder keybox. The house has a metal roof on the front portion and single-story middle addition, and the rear addition has shingle roofing. There is paved parking for about 10 vehicles, plus the paved driveway, and more possibly can be created out front. There is a quaint central courtyard that has patio lights strung around it and flowering plants on all sides. Listing Agent must accompany showings so advance conversation & appointments are required. Vetted purchasers only. See the town website for zoning regulations for R2 and SUP's. See virtual tour 360

Welcome home to this beautifully maintained 5-bedroom, 3.5-bath residence on nearly half an acre in Berryville's desirable Hermitage neighborhood. Featuring over 3,800 finished sq ft, this home offers a bright 2-story foyer, formal living and dining rooms, a spacious office, and an updated eat-in kitchen with granite countertops. Enjoy the walkout basement with a theater, game room, exercise space, and plenty of room for family fun. Relax on the covered deck or by the firepit while kids play in the cul-de-sac or the large backyard. Bedrooms are spread across all three levels, including a main-level suite and a vaulted Primary upstairs. All in a quiet, sidewalk-lined community with no HOA - just minutes from schools, parks, and downtown Berryville.