Berryville Homes with Pool

Berryville Homes with Pool

Welcome to Berryville, Virginia—a charming town nestled in the heart of Clarke County, where history meets scenic beauty. With its quaint streets, rich heritage, and a vibrant community, Berryville is an idyllic place to call home. Surrounded by the breathtaking Blue Ridge Mountains and lush farmlands, this picturesque town offers a serene escape while still being conveniently located near major urban centers like Winchester and the Washington D.C. metropolitan area.

Berryville’s real estate market is as inviting as its landscape, particularly for those seeking homes with pools. Imagine relaxing on a warm summer day by your own private oasis, sipping lemonade while the kids splash around in the water. Homes with pools in Berryville provide the perfect backdrop for family gatherings, barbecues, and unforgettable summer memories. Whether you prefer a sleek modern design or a charming traditional style, the options are as diverse as the community itself.

In addition to its stunning residences, Berryville boasts a vibrant local culture, with farmers' markets, art festivals, and community events that foster a strong sense of belonging. Explore the historic downtown area, where you’ll find delightful shops and eateries, or take advantage of the nearby outdoor recreational opportunities, including hiking, fishing, and horseback riding.

With its combination of natural beauty, rich history, and family-friendly amenities, Berryville is the perfect place to find your dream home with a pool. Dive into a lifestyle of comfort, relaxation, and community—your Berryville oasis awaits!

Newest Berryville Homes with Pool

$450,000
3 Beds ⋅ 3 Baths ⋅ VACL2007046 MLS
A Rare Piece of Berryville History! Charming does not begin to describe 6 Academy Court. Built in 1962 as the personal residence of the subdivision’s builder, this extraordinary 3 BD/2.5 BA home has housed only two owners and remains remarkably preserved in its original state. Stepping inside feels like stepping back in time, with architectural details and craftsmanship rarely found in homes today. Located in the historic town of Berryville, established in 1798, the property is in this distinctive six-home subdivision and includes an additional adjoining lot with building rights. Each home in Academy Court was constructed using reclaimed brick from the Berryville High School on Academy Street - originally built on this site in 1890, later rebuilt twice between 1901-1924 due to fires. The home’s solid, all-brick construction reflects the quality and craftsmanship of its era. Historic elements from the former school were thoughtfully incorporated throughout the subdivision, including transom windows, doors, sinks, and other unique architectural details. Offering approximately 2,100+ finished square feet, the home showcases original hardwood flooring throughout, curved plaster walls and ceilings, a graceful curved staircase, and an arched kitchen doorway. Many windows in the eat-in kitchen and throughout the home provide an abundance of natural light. The main level features a primary bedroom with a private full bath and built-in shelving, a formal living room with additional built-in shelves and fireplace, a separate dining room with a fireplace, an eat-in kitchen, a half bath. Interior access to the basement adds convenience. Upstairs are two generously sized bedrooms with ample closet space, a full bath, and a large bonus or storage room offering numerous possibilities. The lower level adds even more character, featuring a recreation room with a gas fireplace, a designated are for laundry, additional storage, and an original bomb shelter—a fascinating reminder of the era in which the home was built. Additional features include individually controlled thermostats in each room, original oil heat, a breezeway connecting the home to an oversized one-car garage with additional storage, and a distinctive concrete-shingle roof installed in 1963 and designed for exceptional longevity. A sizeable storage shed on the property for housing lawn equipment. Academy Court is an exceptionally wide street, comfortably accommodating parking along both sides when needed while still leaving ample room for vehicles to pass. Academy Court is unlike any other subdivision in Berryville. Its historic construction, preserved architectural details, and deed protections help ensure that its unique character will remain intact for generations to come. This is more than a home—it is a rare opportunity to own an irreplaceable piece of local history.

6 Academy Ct, Berryville
$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
$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
$4,250,000
4 Beds ⋅ 5 Baths ⋅ VACL2006754 MLS
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.

294 Milton Valley Lane, Berryville
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