Berryville Homes with Fee Simple Ownership

Berryville Homes with Fee Simple Ownership

Welcome to Berryville, Virginia, a charming town nestled in the heart of Clarke County. With its picturesque landscapes, rich history, and vibrant community spirit, Berryville is the perfect place to call home. Just a short drive from the bustling cities of Winchester and Washington, D.C., this quaint town offers a serene escape while keeping you connected to urban conveniences.

Berryville is renowned for its beautiful historic architecture, featuring homes that showcase the town’s rich heritage. As you stroll through the tree-lined streets, you’ll encounter a delightful mix of quaint shops, inviting cafes, and local eateries that reflect the town’s unique character. The community is also dedicated to preserving its natural beauty, with numerous parks and green spaces perfect for outdoor activities, family picnics, and leisurely strolls.

When it comes to real estate, Berryville boasts a variety of options, including homes with fee simple ownership. This means you have complete ownership of your property, giving you the freedom to make your house a true reflection of your personal style. Whether you’re seeking a charming historic home or a modern residence, Berryville offers an array of properties that cater to diverse tastes and budgets.

In addition to its beautiful homes, Berryville is known for its friendly community and excellent schools, making it an ideal place for families. With a strong sense of community and a commitment to preserving its heritage, Berryville invites you to experience the warmth and charm of small-town living. Discover your dream home in this enchanting town today!

Newest Berryville Homes with Fee Simple Ownership

$864,000
6 Beds ⋅ 6 Baths ⋅ VACL2007042 MLS
Experience luxury living at its finest in this exceptional 6-bedroom, including a 7th flex room in the basement, 5.5-bath residence featuring an expansive open-concept floor plan designed for both everyday comfort and grand entertaining, totaling over 5,900 sq feet of living space. From the moment you enter, you'll appreciate the quality craftsmanship, upscale finishes, and seamless flow throughout the home. A spacious family room with a cozy gas fireplace and built-in surround sound creates the perfect gathering space for family and friends. The gourmet kitchen is designed to impress, featuring elegant granite countertops, Wi-Fi-enabled Samsung black stainless steel appliances, abundant cabinetry, and generous prep space, making it ideal for both everyday living and entertaining. Rich hardwood and luxury vinyl plank flooring enhance the home's sophisticated appeal. Recently replaced rear windows and doors further enhance the home's comfort and efficiency. A fully finished loft with its own dedicated bathroom provides the perfect guest suite, private office, or additional living area. The fully finished walkout basement offers endless possibilities, complete with a wet bar, dishwasher, media and entertainment room, exercise room, and versatile flex room to accommodate your lifestyle. Step outside to your own private backyard oasis. The walkout basement leads to a beautifully designed patio overlooking a heated in-ground pool and relaxing hot tub, all enclosed by a full privacy fence—creating the perfect setting for entertaining or enjoying peaceful evenings in complete privacy. This meticulously maintained home also features numerous recent upgrades for added peace of mind, including a brand-new water heater installed to code (2026), a new roof (2023), luxury vinyl plank flooring (2023), new gutters (2023), and French drains (2023). Ideally located within easy walking distance of the charming historic downtown Berryville, you'll enjoy local restaurants, unique shops, community events, and the timeless character of this beloved town. Commuters will appreciate the convenient access to Routes 340 and 7, offering an easy drive to surrounding areas while allowing you to enjoy the tranquility of country living with modern conveniences just minutes away. Offering luxury finishes, exceptional living space, resort-style outdoor amenities, and an unbeatable location, this extraordinary home is truly a rare opportunity that must be seen to be fully appreciated."

505 Cobbler Dr, Berryville
$200,000
VACL2007050 MLS
Build your dream home on this beautiful 3-acre wooded lot in desirable Berryville, VA! Surrounded by estate homes, this cleared and build-ready homesite offers privacy, natural beauty, and minimal restrictive covenants with no HOA. The property features electric service availability, an approved well and septic permit for a 3-bedroom alternative perc, and completed site preparations, including a DEQ-approved silt fence and a 75-foot track-out pad inspected by the Clarke County Building Department. A minimum of 2,500 finished square feet is required. Enjoy peaceful country living in Clarke County while being just minutes from downtown Berryville, shopping, dining, and commuter routes. Don't miss this rare opportunity to own a premium buildable lot in the heart of Virginia's Shenandoah Valley!

Lot 4 Rock Hall Farm Ln, Berryville
$915,000
7 Beds ⋅ 6 Baths ⋅ VACL2006972 MLS
Welcome to a truly one-of-a-kind opportunity! This stunning 7-bedroom, 6-bath brick-front Colonial offers exceptional space, versatility, and luxury on an expansive over ¾-acre private lot. A stately brick front exterior, complete with a side-loading oversized two-car garage, welcomes you into a breathtaking two-story foyer. The main level features elegant formal living and dining rooms, gleaming hardwood floors, a main-level bedroom or office, and a full bath—ideal for guests or multi-generational living. The heart of the home is the beautifully appointed kitchen, showcasing granite countertops, stainless steel appliances, a center island, tile backsplash, and a sunny breakfast area that flows seamlessly into the inviting family room with a cozy gas fireplace. French doors lead to a relaxing three-season sunroom, while a dramatic circular staircase provides easy access to the incredible backyard retreat. Upstairs, you'll find a luxurious primary suite complete with a private sitting room, walk-in closets, and a spa-inspired bath featuring a charming clawfoot soaking tub, separate shower, and dual pedestal sinks. Four additional generously sized bedrooms and three full bathrooms provide plenty of room for family and guests. The fully finished lower level is perfectly suited as an in-law or au pair suite, offering its own functional kitchen area, bedroom, handicapped-accessible full bath with raised soaking tub, living room, office/storage space, enclosed sunroom, and a wall-mounted television that conveys. Step outside and prepare to fall in love. The backyard is a true private resort, thoughtfully designed for unforgettable entertaining and everyday relaxation. Enjoy the spectacular in-ground heated Gunite saltwater pool with hot tub, expansive stone patio, spacious pavilion with built-in ambient lighting, raised stone flower beds, mature landscaping, and wrought-iron fencing all situated on over 3/4 of an acre with lots of green space. Whether hosting summer gatherings or enjoying a peaceful evening under the stars, this extraordinary outdoor oasis delivers the lifestyle you've been dreaming of. With abundant living space, flexible floor plan, and unmatched outdoor amenities, this exceptional home is a rare find. Architectural shingle roof 2026, HVAC units new in 2024, new tankless water heaters (2), new Anderson windows- all major components are updated and upgraded . Just move in and enjoy the rest of the pool season! Welcome HOME!

116 Hermitage Blvd, Berryville
$559,000
4 Beds ⋅ 3 Baths ⋅ VACL2007038 MLS
Welcome home to 25 Wilson Drive in Berryville, a four-year old home with stunning and tasteful upgrades and accents in every room of the house. The owners have lovingly cared for, maintained and added to the house to make it a truly unique home. Enter into a large, light-filled living area with its own accented entertainment area. The living area looks into a modern kitchen with granite counters, modern stainless steel appliances, a custom island for extra seating. Down the hall is a tastefully appointed powder room and beautifully decorated and accented mud room with lots of storage for coats, boots and outside items, with plenteous seating to accommodate the transition. The owners have added unique and classy accents to the stair well and on the upper level, you'll find a modern laundry room with an upgraded and attractive barn-door style doorway. The primary bedroom is light-filled and roomy with another barn-door style entry to the walk-in closet. The primary bath is stunning and bright with quartz counter tops. Down the hall are three generous bedrooms, each with the touches of matchless design and accents. Upgraded and beautiful LVP flooring supports the entire house. Outside you'll find a ground-level deck for entertaining, outdoor living and play and a garden shed that conveys. All this is backed up to trees behind it. The garage is roomy for two cars or keep it as an additional bar and workshop designed and built by the owners. This is a very unique house with tens of thousands of dollars of upgraded design, ready for it next owner in the charming town of Berryville, Virginia. Please confirm school boundaries with Clarke County Public Schools. Seller needs 45 day home of choice contingency.

25 Wilson Dr, Berryville
$650,000
3 Beds ⋅ 1 Baths ⋅ VACL2007004 MLS
Motivated Sellers have found their downsized home & are under contract! Price improvement as they are ready! Great opportunity for a buyer. Seller prefers no home sale contingency! Dreaming of farmette life close to town & plenty of room to breathe & grow? Introducing 171 Triple J Rd, Berryville, Virginia! This bucolic setting is the perfect respite from work & traffic & crowds, but just minutes from restaurants, shopping, music & arts venues & endless conveniences. If you love Old Town Berryville but crave a more farm like setting, this is the dream. From the welcoming elevation of this charming front porch perfect setback from the paved road just seconds off Rt. 7 in Berryville, buyers will recognize how lovingly this darling raised rambler has been cared for. From the oversized full front porch through the screen porch off the kitchen that leads into the back yard & fields & barn beyond, this setting feels far more open, spacious & sprawling than 2.69 acres would suggest. If room to breathe, grow, plant & tinker in the barns & shop appeals, this is IT! Upstairs features 3 ample bedrooms & one full bath. The lower level is complete with a separate bonus "bedroom", brand new LVP flooring throughout living area & features ample space to create a small kitchen, full bath & closet should new owners wish to have additional official bedroom or even a full separate living space or apartment. Although the home is complete with central AC & heat pump, owners can enjoy cozy winter nights near the gorgeous cast iron woodstove & a real wood fire in the lower level! There is outside access from the lower level that could easily serve as private entrance. If a small stackable laundry was added upstairs, separate living spaces could surely be achieved. Access to lower level is just off kitchen, but possibilities are abundant to modify if the lower level became an indepentent living space. The rear of the property faces gates to the bucolic fields & barn, gorgeous mature trees & classic Clarke County terrain. Close to town, but feels like your very own farmette w/ PLENTY of room for the master gardener, veggie growers or micro farmers. The oversized detached 2 car garage was once a large workshop for a master carpenter & easily could accomodate a craftsman workshop or artist studio. Car collectors & motorcycle enthusiasts will appreciate all the space to bring the hot rods & bikes inside. Bring the plants & flowers or start an endless native gardenign project! Room for hoops or greenhouses & more in the back fields for the growers who appreciate over-wintering or an early start to the growing season! The eat in kitchen features a lovely peninsula & ample cabinetry with room to gather for daily meals, while both the formal dining room & extra roomy screened porch are perfect for those holiday gatherings & celebrations before retiring to the rocking chairs or porch swing on the classic front porch. If container gardening appeals, there are endless possibilites from the permanent handing plant spaces to abundant space for every imaginable potted & flowering favorite out of the reach of deer. Feel free to chat with lister about ideas that have been tossed around for modification that could turn this two story farmette style home into possibly 4 BR, 2-3 bath - or possibly even top level living with an 'in-law' or 'au pare' suite in lower level with private entrance. Endless possibilities so close to town on your own farmette! We LOVE farmhouse style!

171 Triple J Rd, Berryville
$475,000
3 Beds ⋅ 2 Baths ⋅ VACL2007012 MLS
This well maintained home in the Town of Berryville is perfect for one-level living and is ready for its next owner! Offered for the first time, this 3 bedroom, 2 full bathroom home features a Living Room with hardwood floors, vaulted ceiling and a gas fireplace. The kitchen features wood cabinetry, and durable formica counters as well as a pantry. The kitchen flows into a the Dining Area with a wall of windows. Just beyond the Dining Area there is a nice screened porch that leads to the great backyard. There are a total of three bedrooms all located on the main floor. The first bedroom as you walk down the hallway has two ways of entering which gives flexibility for its use as a bedroom or office. Down the hall you have a front facing guest room with hall bathroom. On the rear side of the home is the Primary Suite featuring a spacious bedroom, walk-in closet, and a large bathroom with soaking tub, walk-in shower, and double vanity. Just before the basement stairs, you will find the laundry room that leads to the two car garage with exterior entry door. The basement is excellent for storage as it is with easy loading/unloading through the exterior entry, and also features rough-in plumbing for an additional bathroom as well as plenty of space for additional rooms. New Roof at the end of 2025! Gas water heater replaced 2020. Gas furnace replaced 2020.

200 Jackson Dr, Berryville
$450,000
3 Beds ⋅ 2 Baths ⋅ VACL2007010 MLS
This well-maintained ranch-style home reflects true pride of ownership and is located in Clarke County—a rare opportunity! Enjoy convenient access to Route 7, Winchester, and Northern Virginia while savoring the peace and privacy of country living. The spacious primary suite features a private en-suite bath, while the generously sized secondary bedrooms provide plenty of additional space. The updated kitchen offers a breakfast bar and newer stainless steel appliances, making it both functional and inviting. An enormous sunroom provides year-round living space and is perfect for relaxing, entertaining. The remodeled bathrooms add modern style and comfort throughout the home. The partially finished basement offers exceptional flexibility, featuring a family room, great room, hobby room, game room, workshop with endless possibilities for customization. Outside, you'll find a paved driveway, a large one-acre lot backing to farmland and mature trees for added privacy, and a spacious outbuilding ideal for storage, hobbies, or equipment. This property combines comfort, convenience, and versatility in a beautiful country setting.

311 Moose Rd, Berryville
$995,000
VACL2007006 MLS
Exceptional commercial opportunity in the Town of Berryville! This versatile office property offers an ideal setup for professional services, contractors, or service businesses. The main building features approximately five private offices, a spacious reception and waiting area, two restrooms, and a convenient kitchenette, providing a functional layout for a wide range of business uses. A large attached garage bay adds valuable workspace for vehicles, equipment, or shop operations. The property also includes a separate three-bay garage currently utilized for inventory and storage, offering excellent flexibility for equipment, materials, or additional workspace. Ample on-site parking accommodates employees, customers, and fleet vehicles with ease. A privacy fence with a secure gated entrance creates a protected yard area ideal for storing work trucks, trailers, equipment, or other business assets. Formerly home to a professional services business, this well-maintained property is ready for its next owner and offers exceptional potential for owner-users or investors seeking a flexible commercial space in a convenient Berryville location.

15 First St, Berryville
$950,000
3 Beds ⋅ 4 Baths ⋅ VACL2006946 MLS
Welcome to "Stoneland", a 4,338 sq.ft. sprawling stone fronted country cape cod on 6+ acres. Minutes to Berryville, we are proud to bring you this incredible 3 bedroom, 3.5 bath home. Sitting at the end of a long private driveway surrounded by mature shade tress and a sweeping front + back open and manicured lawn. There is a main level primary featuring 2 walk in closets and large ensuite bath w/ double bowl vanity, tub/shower combo and a new seperate walk-in shower. From the primary, make your way to the formal living room/den featuring a vintage fireplace mantel from the Owner's previous childhood home! There is not only a formal dining room but also a sunny breakfast room off the kitchen with a lovely bay window. The kitchen has ample amount of cabinet space, built in wine rack + desk, wall oven and all retro applainces that are still in great shape! The family room is the star of the show here, boasting with natrual light and a stunning floor to ceiling stone fronted, wood burning fire place and access to the large front porch. There is plenty of room for any size gathering here! Off of the large family room there is a formal office area w/ double french doors. This home has two different sets of stairs to take you to each wing's upper level. From the family room, you will take the stairs to a bright, light filled sunroom! This could be used as an additonal office, bonus room, guest room, play room, or game room. Complete with a full bathroom w/ a walk-in shower, closets, and access to the attic for additonal storage. You will access the other upper level wing through the formal living and the flared style staircase, this will bring you to the two additonal bedrooms + full bath. Both upper level bedrooms have attic access. The main level also houses the laundry room & a half bath, perfect for guests! The front +back porches are both an ideal space for spending time together, enjoing your morning cup of coffee or relaxing after work with a beverage. The park-like yard makes it feel like a world away while still being just minutes from Berryville's ammenties. Throughout this home you will find solid wood doors, french doors between rooms, and wonderful wood work including the wood casement windows. All of the floors are hardwood or new vinyl plank. The interior has been freshley painited + the 30 year artch. roof is only 12 years old! The home has 3 HVAC zones - 2 being replaced in 2025 and two water heaters. All of the stone on the home was from the gathered from the family farm and installed by some of the best stone masons in the area. Everything you'll need can be found on the main level. The two upstairs living spaces are perfect for guests, part-time, or full-time live in family. Built by a well known local builder, this home has all of the upgrades and touches a buyer is looking for.

10393 Harry Byrd Hwy, Berryville
$299,990
3 Beds ⋅ 2 Baths ⋅ VACL2006998 MLS
Welcome home to 209 Ritter Place, a stunning townhome nestled within the town limits of Berryville. Extensively updated in 2026, this property offers incredible features that set it apart from the rest of the neighborhood. The main level immediately stands out with beautiful bay windows that flood the space with natural light, a modern kitchen perfect for cooking and entertaining, and the rare convenience of a full bathroom, which is a major upgrade from the half baths typically found in this community. Upstairs, you will find a spacious primary bedroom designed for comfort and relaxation. The fully finished basement expands your living space significantly, offering a versatile den or room area perfect for a home office, gym, or guest space. Rest easy knowing the home features a brand-new 2026 HVAC system and an active radon mitigation system already installed. Located just minutes from Route 7, this move-in-ready home offers the perfect blend of small-town charm and an easy commuter lifestyle.

209 Ritter Pl, Berryville
$1,799,000
4 Beds ⋅ 2 Baths ⋅ VACL2006976 MLS
EXCELLENT 80± ACRE FARM IN BERRYVILLE, VIRGINIA! This outstanding farm offers a rare opportunity to own a productive farm steeped in American history. The property features a stone home originally constructed in the early 1800s by Revolutionary War veteran Carter B. Chandler. During the 1864 Battle of Berryville, the home served as a Confederate field hospital, and many original historic features remain intact. While the residence is in need of restoration, it offers tremendous potential to become a remarkable private estate, historic retreat, or showcase residence. The farm includes approximately 30 acres of fertile tillable land currently utilized for hay production. The land is well suited for crops, livestock, horses, and a variety of agricultural uses, with potential to create additional tillable acreage. Numerous outbuildings complement the property, including barns and an equipment building. Outdoor enthusiasts will appreciate the excellent hunting opportunities with abundant deer and turkey populations. The diverse landscape provides an attractive blend of productive farmland, wooded habitat, and recreational appeal. Ideally located with extensive frontage along Route 7, Trapp Hill Road, and Kimble Road, the property offers outstanding accessibility while remaining convenient to Winchester, Leesburg, Northern Virginia, and surrounding areas. Whether you're seeking a working farm, historic homestead, hunting property, or long-term investment, this exceptional 80± acre farm offers endless possibilities. This property will be offered at auction on Friday, September 18, 2026, at 1:00 PM. The List price in no way represents a minimum, starting, or acceptable bid.

10068 Harry Byrd Hwy, Berryville
$499,900
3 Beds ⋅ 3 Baths ⋅ VACL2006980 MLS
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 Café, 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!

569 Triple J Road, Berryville
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