Berryville VA Real Estate & Homes for Sale

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. For the investor or builder looking to maximize their position: the adjacent vacant lot at 115 Josephine St is also available for separate purchase - a rare chance to acquire two consecutive parcels on the same street from the same seller. Seller requires up to 60-day post-settlement occupancy. Less than 20 minutes to Winchester, 45 minutes to Leesburg. Do not disturb occupants! All showings will need up to 24-hour advance notice.

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*

This one truly has it all-blending old-school charm with tasteful modern upgrades. No stone has been left unturned in this beautifully maintained 1900's craftsman home. The semi-open main level features a gourmet kitchen with stainless steel appliances and gas cooking, along with formal living and dining spaces, an eat-in kitchen area, and a sun porch filled with natural light from skylights. Hardwood floors and crown molding run throughout most of the home. The upper level offers four bedrooms and two full baths. The spacious primary suite includes walk-in closets and spa-like bath with double vanity, jetted tub, and separate walk-in shower. BONUS Of course! Third level bonus space complete with full bath, open living and includes pool table. Perfect for game room, teenage suite or workout space. Unfinished basement for added storage and built-in shelving. Step outside to your private oasis with extensive landscaping, mature trees for shade, and a semi wrap around porch leading to an extra large deck for ideal entertaining. Additional features include a detached garage with 100-amp electric and natural gas hook-up availability, oversized garden shed and a fully fenced pasture ideal for animals or hobby farming. The paved driveway offers dual access points-one from route 7 and another entrance on Russell Road for added safety and convenience. Roof 7 years young and upgraded siding. Located just off route 7 making this ideal for commuters.

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 big family room & also features a new patio too off of that! The large two story entry foyer features 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.

Welcome to 2755 Allen Road in Berryville - a Beautiful and Private property offering space, versatility, and a peaceful rural setting in desirable Clarke County with no HOA! Bordered by aromatic pines and surrounded by views of the countryside this home offers function and tranquility. This 3-bedroom, 2.5-bath home features a functional layout with comfortable living spaces and a walk-out basement that provides a spacious family room - ideal for relaxing, entertaining, or flexible use. The home is serviced by well and septic, with electric baseboard heat, window A/C units, and a propane heating stove in the basement for supplemental warmth. Recent improvements include a brand new roof and guttering (April 2026) and a new electric hot water heater. A whole-house generator adds convenience and peace of mind. Outdoor features are a standout, with an attached 2-car garage plus an impressive detached 4-car garage that includes a large bay suitable for a camper or oversized vehicle. Multiple additional storage buildings and sheds offer ample space for equipment, hobbies, or workshop needs. The setting provides privacy with open space between neighboring homes and opportunities to enjoy local wildlife from the property. Conveniently located near Routes 7 and 340, this home offers access to commuter routes while maintaining a quiet, rural atmosphere. Nearby, the Town of Berryville offers a charm on Main Street with shops, dining, and community events, along with parks, recreation facilities, and the annual Clarke County Fair.

Nestled in the vibrant town of Berryville (no HOA), this beautifully maintained 4-bedroom, 3.5-bath home offers the perfect blend of comfort, functionality, and thoughtful updates throughout. From the moment you arrive, you'll appreciate the care and investment that has gone into this property. Inside, the home features spacious living areas and carpeted bedrooms, creating a fresh and inviting atmosphere underneath of a brand new roof (2025) with architectural shingles. Additional improvements include a new chimney crown (2025), hot water heater (2021), whole-house water softener (2021), refrigerator (2024), and dishwasher (2025). Even the details have been considered, with a new back door and front storm door installed in 2026. Step outside onto the deck to view and to enjoy the backyard oasis, featuring a large garden that conveys with the property. You'll find raised beds, mature fruit trees (two apple and one cherry), along with thriving blackberry and raspberry bushes - perfect for gardening enthusiasts or anyone who enjoys fresh, homegrown produce. A chicken coop also conveys, offering a ready-made setup for hobby farming (chickens not included). This home is truly move-in ready with modern updates, practical features, and unique outdoor amenities in the heart of Berryville - don't miss the chance to make it yours! Currently has a VA loan with 2.75% interest, assumable for eligible military/veteran buyers!

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.

This home has it all, the stone and siding front create a warm, inviting first impression, complemented by a covered front porch that sets the tone for relaxed, everyday living in sought-after Shenandoah Crossing. Designed for buyers seeking 5-bedroom home without compromise. With a main-level bedroom and full bath, plus four additional bedrooms upstairs and a spacious loft that can easily convert into a fifth bedroom, the layout offers the flexibility needed for guests, multigenerational living, or dedicated work-from-home space. The main level is bright, open, and highly functional, featuring durable LVP flooring throughout most of the space. A flex room at the front of the home works beautifully as a private office or dining room, while the heart of the home - the kitchen - opens seamlessly to the family room. With stainless steel appliances, generous prep space, and an eat-in area, it's designed for both everyday living and effortless entertaining. A large sliding door leads to the trex deck, creating the perfect indoor-outdoor flow for summer cookouts. Upstairs, you'll find four spacious bedrooms, including a light-filled primary suite with a spa-style bath and walk-in closet. The oversized loft provides that second living space every home needs-movie nights, homework zone, workout space, teenage hangout, cozy reading room it flexes with your life - or it can easily be enclosed to create a true fifth bedroom if desired. A dedicated upstairs laundry room adds everyday convenience right where you need it most. The lower level expands your living space even further, with a large finished recreation room ideal for gathering. A walk-out sliding door brings in natural light, find two additional unfinished rooms with truly endless possibilities - future bedrooms, hobby rooms, workshop space, or extra storage. There???s also a full bathroom rough-in already in place, so adding that next level of finished space later is far more straightforward (and far less expensive) than starting from scratch. Outside, the lifestyle continues. The expansive 16' x 28' Trex deck offers low-maintenance outdoor living, while the fully fenced backyard - with 6' privacy fencing, side gates, fire pit with river stone, and backing to green space - provides both privacy and room to play, entertain, and unwind. Located just minutes from Chet Hobert Park and the Clarke County Recreation Center, you'll have easy access to pools, sports fields, tennis courts, trails, and more. Commuters will appreciate convenient access to Routes 7, 340, and 17, with Winchester, Purcellville, and Leesburg all within easy reach. This is the kind of home where the space already works for you - today and as your needs evolve. Move in, spread out, and enjoy the flexibility of true 5-bedroom living in beautiful and convenient Berryville, VA

Buckmarsh Cottage is a charming 4-bedroom, 2 full bath home with spacious finished basement nestled at the southern entrance to the town of Berryville, Virginia. The town offers artisan shops and restaurants within walking distance of this newly renovated home. All new Stainless Steel kitchen appliances, new washer and dryer, new mini split air conditioning on each level, beautiful hardwoods refinished throughout main level and new carpet lower level creates a cozy living space, ample storage or office space, bedroom and laundry room. Previous owner invested $20,000 in a complete moisture prevention system of the entire basement so it could be finished by current owners. New deck just completed and fencing along the front of the property. See list of improvements in documents. 4th bedroom in basement is not a legal basement due to window size access. Seller has survey and also staked.

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.