Sperryville Real Estate

Sperryville Real Estate

Welcome to Sperryville, Virginia—a hidden gem nestled in the heart of Rappahannock County. This quaint town, with a population of just over 300 residents, offers a perfect blend of small-town charm and breathtaking natural beauty. Surrounded by the stunning Blue Ridge Mountains and the serene waters of the Thornton River, Sperryville is an outdoor enthusiast's paradise, inviting you to explore its scenic landscapes, hiking trails, and picturesque views.

Sperryville boasts a rich history, dating back to the 18th century, and it has retained much of its historical charm. Stroll through the town’s quaint streets, where you’ll find beautifully preserved buildings, local artisan shops, and delightful eateries serving up farm-to-table cuisine. The community spirit is palpable here, with local events and festivals that bring residents and visitors together to celebrate the area’s vibrant culture.

For those seeking adventure, Sperryville is a gateway to the Shenandoah National Park, where you can hike along the Appalachian Trail, enjoy wildlife watching, or simply take in the stunning vistas that define this region. Wine enthusiasts will also appreciate the nearby vineyards and wineries, offering tours and tastings that showcase Virginia’s burgeoning wine scene.

Whether you’re looking for a peaceful retreat or a place to call home, Sperryville offers a unique lifestyle that embraces nature, community, and history. Discover the beauty and tranquility of Sperryville, where every day feels like a breath of fresh mountain air. Come experience the warmth of this charming town and see why so many are drawn to its enchanting allure!

Newest Listings in Sperryville

$995,000
Before&After is a vibrant and highly profitable business opportunity with three profit centers, a coffee shop/bakery/café, a suite of rental offices and a vacation rental apartment. The businesses are housed in a historic Virginia vernacular house, known as the Engham House which was built circa 1857, and a mercantile addition was built circa 1900. It is located at 31 Main Street in the charming town of Sperryville, Virginia. All three profit centers have substantial upside potential. THE BEFORE&AFTER COFFEE SHOP is a premium, community-focused independent coffee shop serving specialty coffee, artisanal baked goods, salads, soups and sandwiches. It is strategically located on Sperryville’s historic Main Street, and it has a fiercely loyal customer base of locals, weekenders and tourists. It is often described as Sperryville’s Living Room due to the regular gatherings of local customers. It is a turnkey, fully equipped and fully staffed operation. RENTAL OFFICES are in the upper level of the building and are accessed from a 24-hour distinct entry that does not interfere with the coffee shop. There are three offices and a common restroom. There is a conference room on this level that is available to office tenants by request. These offices rent for $350-$450 per month and have been consistently rented until recently when the owner removed one from rent for storage needs. THE VACATION RENTAL APARTMENT is located on the second level of the original historic building with its own access via a secure electronic lock. The rental, currently available on Airbnb is a four-room apartment with one bedroom, a living room/kitchen, entry room and bathroom with shower. This facility could easily be converted into a long-term rental apartment. THE ENGHAM HOUSE and its commercial spaces belonged to James Arthur Engham, a remarkable successful African American entrepreneur. The property is a registered Historic Building located in the Sperryville Historic District on Main Street. It is an eclectic, charming and walkable village street with an appealing mix of residential and commercial buildings. The building has an authentic historical ambience and a wonderful rambling appeal. The Before&After coffee shop and its attendant commercial kitchen are on the ground floor and the offices and Airbnb rental are on the second floor. The lot fronts on the Thornton River and the western terminal of the Sperryville River Trail is on the property. The house includes 31 solar panels on the roof that reduce the cost of electricity and generate some revenue. Most of the major operating systems have been updated in the past 10 years including all HVAC, water filtration, metal roof, and siding repair and painting. Both the front and side porches have been recently replaced and the stone retaining wall along the river has been rebuilt with stairs added to accommodate guest access. The price of $995,000 includes the entire turnkey operation including good will, the coffee shop, all furniture fixtures and equipment, catalog of recipes, property management component and the historic real estate. (Note: Some furniture and fixtures in the vacation rental apartment do not convey.) The current owner is very active in the Sperryville community. He is selling to give himself more time for community activities, travel and enjoying the country life.

31 Main St, Sperryville

Listing courtesy of Cheri Woodard Realty. Contact: 5409878500
$995,000
2 Beds ⋅ 3 Baths
Beau Ciel (beautiful sky) is perfectly named for its breathtaking panoramic views of the Blue Ridge Mountains and Shenandoah National Park. Ideally situated along the scenic F.T. Valley Road, this exceptional two-bedroom French Provincial residence is set on a picture perfect lot, offering an elegant yet relaxed lifestyle immersed in the beauty of Virginia's countryside—all within easy reach of Washington, D.C., making it an ideal full-time residence or weekend retreat. Every detail of the home's design reflects thoughtful craftsmanship and timeless style.  The home is highlighted by a vaulted ceiling in the great room and soaring ceilings throughout the main living spaces, creates an inviting sense of light and openness. Expansive, high-quality windows fill the home with natural light while framing spectacular mountain vistas. The main-level primary suite, complete with a private en suite bath, provides the convenience of one-level living, while a well-appointed second bedroom offers comfortable accommodations for guests or the flexibility of a home office. A bonus room off the main level adds extra flexibility as a third bedroom, office space or a family room.  Gracefully arched passageways, rich double crown molding, and other refined architectural details further enhance the home's classic character. Outdoor living is equally impressive. Set on a picturesque 2.85-acre parcel surrounded by over 400 acres of protected farmland in conservation easement, the property offers exceptional privacy, beautifully manicured grounds, and unobstructed views. Enjoy al fresco dining on the stone patio before gathering around the fire pit to watch unforgettable sunsets paint the western sky over the Blue Ridge Mountains. Garden enthusiasts will appreciate the beautifully designed formal garden, featuring elegant wrought-iron gates, a charming garden dome, and an abundance of colorful blooms.  Hidden seating areas are scattered throughout the property offering a plethora of areas to enjoy the outdoors. Meticulously maintained landscaping includes ornamental trees, flowering shrubs, and lush perennial garden beds that provide year-round beauty.  The detached garage offers plenty of space for both a car, gardening equipment as well as a loft for added storage. Just minutes away, the vibrant village of Sperryville offers an outstanding selection of dining and local favorites. Enjoy an unforgettable meal at Three Blacksmiths, meet friends at Before & After Café, savor seasonal cuisine at Black Twig, or unwind with a craft beer at Pen Druid Brewing, Hopkins Ordinary, or Bar Francis. For everyday essentials—or gourmet pizza—the beloved Sperryville Corner Store is just around the corner. Offering a rare combination of refined country living, spectacular natural beauty, and convenient access to Washington, D.C., Beau Ciel is a truly exceptional property in the heart of Rappahannock County.

889 Ft Valley Rd, Sperryville

Listing courtesy of Cheri Woodard Realty. Contact: 5409878500
$1,200,000
3 Beds ⋅ 3 Baths
Imagine a getaway in the Blue Ridge Mountains that combines a quiet setting and historic charm with easy access to all that the area has to offer. Newly renovated, The Cabins make this dream a reality. The 14-acre property is located only 3 miles from charming Sperryville and less than 10 from Washington, Virginia. It is just 11 mi. from the entrance to Skyline Drive and 10.6 mi. from Old Rag Mountain in Shenandoah National Park. 🏚️🌳The Cabins consist of a Main House with 3 bedrooms and 3 full baths, an oversized detached 2-bay garage with an unfinished room above, the Guest Cabin with 1 bedroom and 2 baths, the former Tasting Room cabin with 1 bath, the Studio with a deck that overlooks the creek, and a beautifully crafted covered bridge. 🏚️🌳During their heyday The Cabins saw famous musicians come to jam on the porches and the tasting room housed VA's only meadery, serving excellent honey wine made with honey produced on site. The property's history goes back even further, with the actual age of some of the log buildings lost to time. 🏚️🌳Beaverdam Creek bounces over boulders and meanders its way melodiously between The Cabins. Spanning this sprightly stream is a remarkable covered footbridge that is an architectural work of art. In mid-span there are built-in benches and space for a table. Adding to the intrigue, a plexiglass panel allows one to spy on fish from above. 🏚️🌳The Main House is part log cabin and part Cape Cod with cedar siding and a standing-seam metal roof. The seemingly disparate halves are cleverly knitted together by a bright, airy entrance foyer just off the old-style front porch. The newer part of the home has an open floor plan with living, dining, and open kitchen area all flowing together. There is a chimney in the center with a wood stove in the kitchen and a fireplace in the living room. This part of the home has a main-floor bedroom and a full bath. The log cabin side has a cozy den with a flue for a wood stove, the perfect spot on a chilly winter evening. 🏚️🌳Just outside the kitchen door is a large screened-in porch that is ideal for outdoor entertaining. The porch leads out to a fenced back yard and an in-ground pool with a pleasing organic shape. Swim with the mountain laurel-covered hillside as your Blue Ridge Mountains backdrop. 🏚️🌳The upper floor boasts an owner's suite that encompasses the entire newer side of the home. This private space includes ample closets, a full bath, and an oversized bedroom with a fireplace and plenty of space for a seating area. The log cabin side has an additional bedroom featuring a hand-carved headboard made by local artist Peter Kramer, and a full bath with a claw-foot tub. 🏚️🌳The cozy Guest Cabin is also partially log and partially frame with a standing-seam metal roof and a rustic porch. It has a separate driveway and was used as a rental home in the past. The main floor has a kitchen/dining area, a living area with a wood stove on a fieldstone hearth, and a convenient half bath. Upstairs there is another seating area and a bedroom with a full bath. Sunlight streams in the large windows and the sound of Beaverdam Creek serenades you from below. 🏚️🌳The third log building is the old meadery’s former Tasting Room. Unlike the other buildings, the unusual Tasting Room sports a stunning thatched roof with decorated and shingled eaves. It is set up for overnight guests, with a kitchenette and 1 full bath. 🏚️🌳Tucked next to the Main House, the Tiny Cottage sits partially hidden by trees and awaits your imagination. 🏚️🌳The Studio is the most recently built structure and could be used in multiple ways. Perhaps an artist's work space, yoga room, or writer’s retreat? It has a standing-seam roof and a beautiful, curved deck overlooking the creek. 🏚️🌳Steeped in charm and possibilities, The Cabins are ready for you to write a new chapter in a long and interesting story. 🏚️🌳

10 Ashby Rd, Sperryville

Listing courtesy of Cheri Woodard Realty. Contact: 5409878500
$475,000
3 Beds ⋅ 2 Baths
Discover the charm of Sperryville living in this beautifully situated 3-bedroom, 2-bath home just moments from downtown Sperryville and within walking distance to the vibrant River District. Nestled along the scenic Thornton River, the property offers a rare combination of small-town convenience and natural beauty. Enjoy easy access to local shops, dining, galleries, and outdoor recreation while being surrounded by the breathtaking landscapes of Rappahannock County. Nature lovers will appreciate the proximity to hiking trails, the Shenandoah National Park, and nearby wineries, making this an ideal full-time residence or weekend retreat. Golf enthusiasts will love living right on the Schoolhouse Nine Golf Course, celebrated for its thoughtful and environmentally responsible golf course architecture. This unique nine-hole par-3 course spans over 600 yards and perfectly complements the relaxed, outdoors-oriented lifestyle that defines Sperryville. Whether you’re relaxing by the river, exploring the mountains, or enjoying the welcoming local community, this property offers the very best of Virginia countryside living.

49 Water St, Sperryville

Listing courtesy of Keller Williams Realty/Lee Beaver & Assoc.. Contact: 7033302222
$2,500,000
3 Beds ⋅ 2 Baths
Nestled on an expansive 200-acre estate, this exquisite farmhouse-style residence, built in 1860, seamlessly blends historic charm with modern comforts. The property boasts breathtaking views of rolling pastures and majestic mountains, creating a serene backdrop that invites relaxation and tranquility. As you approach the home, the classic wood siding and inviting architectural details draw you in, hinting at the warmth and character that await inside. The spacious layout encompasses 2,640 square feet, featuring three well-appointed bedrooms and two full bathrooms, providing ample space for both entertaining and everyday living. Step into the heart of the home, where a cozy gas fireplace serves as a focal point, perfect for gathering with loved ones on chilly evenings. The inviting living areas are bathed in natural light, enhancing the warm ambiance and offering picturesque views of the surrounding landscape. The seamless flow between indoor and outdoor spaces encourages a lifestyle of leisure and connection with nature. The outdoor deck is an ideal setting for morning coffee or evening gatherings, allowing you to soak in the stunning vistas that stretch as far as the eye can see. Imagine hosting summer barbecues or simply unwinding while watching the sunset paint the sky in vibrant hues. This property is not just a home; it's a lifestyle. With additional structures including a barn, machine shed, and shed, there's plenty of room for hobbies, storage, or even the potential for equestrian pursuits. The expansive grounds offer endless opportunities for outdoor activities, whether it's gardening, hiking, or simply enjoying the peace and quiet of country living. Conveniently located yet a world away from the hustle and bustle, this residence provides a unique opportunity to embrace a luxurious lifestyle surrounded by nature's beauty. Experience the perfect blend of historic elegance and modern comfort in this remarkable property, where every day feels like a retreat. Back 100 acres available as a stand alone sale ( VARP2001592)

15 Chilton Ln, Sperryville

Listing courtesy of Cheri Woodard Realty. Contact: 5409878500
$399,000
3 Beds ⋅ 2 Baths
Welcome to Swindler Ridge — a sparkling retreat renovated in 2016, perfect as a full-time residence or weekend getaway! Situated on 5 beautiful acres near the Piney and North Fork Thornton Rivers, this inviting 3-bedroom, 2-bath home offers the perfect blend of comfort, nature, and convenience. The spacious kitchen features updated cabinetry, stainless steel appliances, and gorgeous maple flooring that flows into the light-filled living room. The primary bath offers a marble-top double sink vanity, shower, and ceramic tile flooring, while the hall bath is equally stylish with a marble vanity and ceramic tile floor. A huge clean basement with double-door walkout provides endless possibilities for storage, recreation, or finish it for more living space. Outside is private with established iris beds, stunning rhododendrons, and colorful azaleas create a picturesque setting throughout the seasons. Located near Shenandoah National Park and the vibrant village of Sperryville with hiking, wineries, restaurants, and shopping nearby.

105 Swindler Hollow Rd, Sperryville

Listing courtesy of Cheri Woodard Realty. Contact: 5409878500
$425,000
Mosie’s Way Statement by owner: I’m parting with this property with a tender heart; This 17 acre parcel was purchased by my maternal grandmother in 1957. Contiguous with the 80 acre farm she’d acquired in 1947, it was passed down to my mother and then bequeathed to me, in 2003. In 2004 I put in a good driveway and a well, with hopes of building-and living-there someday. Circumstances and detours precluded the realization of my dream, and I’ve decided, reluctantly, to sell in order to secure my future as a single elder woman. There is an existing clearing on approximately a 1/2 acre, surrounded by pristine mixed hardwood and laurel forest, and protected by a long Park boundary. Meaning, this property backs up to 1000s of acres of wilderness! My parcel, nestled at the southern base of Oventop Mountain, awaits the right steward— someone who appreciates natural beauty, and values peace and solitude. The proposed building site has perked (but needs re-certification) and is ready for someone’s dream house. Just nearby is a year-round spring which boasts the purest of drinking water—and one of the property’s the property’s most precious feature. A sample tested at a large lab in Northern Virginia came back with a statement by the technician that “in forty years of testing I’ve never seen anything as pure”. This detail should resonate with just the right buyer—it is delicious! Of course, the well sources from the same aquifer and promises equal purity. The woods feature many natural treasures: ladies slipper, black and blue cohosh, showy orchis, trillium, bloodroot and wild ginseng—and morels!- to name only a few. Deer, turkey, birds of all kinds, bear and bobcat all roam here. There is potential for a long eastern view from the building site and lovely winter views through the trees of nearby Pignut Mountain, to the north, that divides Old and Swindler Hollows. Boulders and outcroppings provide beautiful formations, hiking destinations and views. This is a beloved property. My sincere hope is to find someone who will love it too. OWNER FINANCING 10 % DOWN UPON MUTUALLY AGREEABLE TERMS

Padua Lane, Sperryville

Listing courtesy of Pearson Smith Realty LLC. Contact: listinginquires@pearsonsmithrealty.com
$1,600,000
3 Beds ⋅ 4 Baths
Nestled within the serene enclave of Old Stillhouse, this exquisite Colonial residence, dating back to 1840, offers a unique blend of historic charm and modern luxury. Set on an expansive 70-acre lot, the property boasts captivating water features that enhance its tranquil ambiance and elevate your lifestyle. As you approach the home, the picturesque pond comes into view, inviting you to unwind and embrace the beauty of nature. Imagine leisurely afternoons spent by the water's edge, where the gentle sounds of rippling water create a soothing backdrop for relaxation and reflection. This serene pond not only enhances the landscape but also provides opportunities for peaceful moments, whether it's enjoying a good book or hosting intimate gatherings with friends. The home itself is a testament to timeless elegance, featuring classic brick construction and warm wood flooring that exudes comfort and sophistication. With three spacious bedrooms and four well-appointed bathrooms, this residence is designed for both relaxation and entertaining. The fully finished basement offers additional living space, perfect for a cozy family room or a private retreat. Gather around the charming fireplace on cooler evenings, where the flickering flames create a warm and inviting atmosphere. The thoughtful layout ensures that every corner of this home feels welcoming, making it an ideal sanctuary for those seeking a blend of luxury and comfort. Outside, the property is complemented by a detached garage and a charming carriage house, providing ample storage and versatility for your hobbies or projects. The expansive grounds offer endless possibilities for outdoor activities, from gardening to leisurely strolls along the pond. This residence is not just a home; it's a lifestyle. The tranquil water features and sprawling landscape create a private oasis, allowing you to escape the hustle and bustle of everyday life. Experience the perfect balance of historic charm and modern luxury in this exceptional property, where every day feels like a retreat. Embrace the opportunity to make this enchanting residence your own and enjoy the exclusive lifestyle it offers.

Sperryville

Listing courtesy of NHT Real Estate LLC. Contact: gigi.luu@nhabitco.com
$1,600,500
2 Beds ⋅ 2 Baths
Escape to the privacy and unspoiled beauty of Rappahannock County with this exceptional 87.9-acre mountain estate, ideally situated at the end of a state-maintained road for both seclusion and convenience. This rare Blue Ridge Mountain property offers sweeping, unobstructed views of Old Rag Mountain and the Shenandoah range, delivering a premier setting for luxury rural living. The property includes a well-appointed two-bedroom, two-bath main residence and a charming two-bedroom, one-bath farmhouse, ideal for guests, multi-generational living, rental income, or restoration. A spring-fed, private pond enhances the landscape, creating a park-like environment rich with wildlife. Offering exceptional versatility, this estate is well-suited as a full-time residence, luxury retreat, family compound, hunting property, or recreational getaway. Nearly 88 acres of varied terrain provide outstanding opportunities for hunting, hiking, fishing, horseback riding, and outdoor recreation. This rare offering in sought-after Rappahannock County, a secluded mountain estate with guest house, pond, and panoramic views presents a unique opportunity to own a legacy property in the heart of the Blue Ridge Mountains. DC being located approximately an hour and a half scenic drive away.

32 New Moon Ln, Sperryville

Listing courtesy of Montague, Miller & Company. Contact:

$299,000
If privacy and tranquility are what you’re seeking, this property delivers. Tucked away on a quiet country lane in Old Hollow, just minutes from the village of Sperryville, this wooded parcel offers a peaceful retreat surrounded by nature. A small brook runs through the land, which directly adjoins Shenandoah National Park—providing immediate access to outdoor exploration. The landscape is rich with natural features, including rock outcroppings and mountain laurel scattered throughout, creating a serene and picturesque setting. With lot certification for two separate four-bedroom home sites, this property presents a rare opportunity to build your dream home in an exceptional location. A little clearing will provide great views of Pignut Mountain, Mount Marshall, and The Peak, all while embracing the quiet beauty and seclusion of Rappahannock County. Enjoy the bounty of Rappahannock with its wineries, breweries, a multitude of antique stores, interesting restaurants and some great farmer’s markets. Located only about two hours from Washington, DC, Padua Lane is an easy weekend getaway.

Padua, Sperryville

Listing courtesy of Cheri Woodard Realty. Contact: 5409878500
$249,000
Charming wooded lot just a short distance from excellent fishing opportunities — an ideal site for a year‑round home or a relaxing getaway. Convenient to Old Rag Mountain, this property offers easy access to outdoor recreation while maintaining a peaceful setting. Note: portions of the parcel may lie within a floodplain; buyers should verify flood‑zone status and insurance requirements..

Nethers, Sperryville

Listing courtesy of United Real Estate Horizon. Contact:

$199,000
This mostly cleared 5-acre parcel of prime real estate in the highly desirable Sperryville area, presents a rare opportunity. No HOA and public road frontage. A licensed surveyor has recently marked the boundary corners based on a prior survey. The property is surrounded by attractive board fencing, enhancing both its charm and usability. The seller indicates that a well and power are present on site; buyers are advised to verify all utilities and improvements to their satisfaction before making an offer. Conveniently located just minutes from downtown Sperryville, offering restaurants, shops, antiquing, and more. Ten minutes from the Shenandoah National Park and the Inn at Little Washington, and less than 30 minutes to downtown Culpeper. Do not miss this rarely found opportunity.

Thornton Gap Church Rd, Sperryville

Listing courtesy of Funkhouser Real Estate Group. Contact: 5407434545
Start Your Search