

 
			
				63 photos total
			
		Handcrafted timber and log, accented with stone and pristine views, Bear Wallow Farm is a 42-acre enclave for family and friends with a main residence and two guest cabins in an unparalleled setting—proof you don’t need Montana when you have Rappahannock. This place is special.
Sited on a gentle rise among pastures and ponds, wrapped in mountain views, this custom circa 2000 white pine log home of 5,750 sq. ft. stands apart in quality but was designed to complement the land, using nature’s materials- pine, cedar, cherry, maple, walnut, copper, granite, stone, and slate.   The main house (2 bedrooms) and two guest cabins, built with the same level of detail and richness, provide 4 total bedrooms in this compound, located in a coveted region of Rappahannock.
The main level breaths with its vaulted ceiling, natural light and a floor plan that naturally flows. French doors throughout connect easily to the outdoors, bringing in views, light, and fresh air. The living room features a 15-foot-wide stone fireplace opposite two stories of south-facing windows. Overhead, two single-length hand-hewn beams span 40 feet, one of the home’s best architectural details. The dining area and kitchen, complete with custom cabinetry, an oversized island, and Viking and Sub-Zero appliances, seamlessly join the space. The gracious library leads to the main-level primary suite that opens to a rear patio with spa. Renovated in 2023, the primary bath is premium with a clawfoot tub, glass-enclosed shower, brass fixtures, and rich tiger maple cabinetry. Radiant heat throughout the main level adds a subtle warmth, creating a comfortable home.
The upper level offers stunning views and flexible spaces for workouts, reading, or home offices with Starlink internet. A large room, currently a bedroom, can serve as an art studio, study or more. (County-wide broadband is scheduled to be completed by Fall 2026.)
A tavern-inspired space with a pressed tin ceiling and bar—ideal for gatherings and game nights surprises in the lower level. A wine room, home theater, spacious office, and coded safe room are also on this level. 
The two guest cabins have large bedrooms, a fireplace, full bath and a kitchenette (no stove) and allow guests to settle in and enjoy their own space and privacy.
The pastoral setting of open hayfields offers possibilities— future equestrian facilities, gardens or hunting in both field and mountainside. The equipment barn (4 enclosed bays, 3 open) with concrete floor accommodates tractors, 4-wheelers, tools and equipment. Inside, a commercial kitchen, bathrooms, walk-in cooler and freezer. The large woodworking shop is a craftsman's dream--fully conditioned is ready for projects.  Fun fact: the bar for Flint Hill’s beloved Griffin Tavern was crafted here. 
All just 20 minutes from Little Washington, home to the renowned Inn at Little Washington and Patty O’s Café and Sperryville, both offering restaurants, breweries, unique shops and more. 20 minutes to Front Royal, 30 minutes to Warrenton and 90 minutes to DC. Crafted over 20 years in harmony with the land, this one-of-a-kind property offers the essence of elevated Rappahannock living.
				
				
				
			
			$3,500,000
			
		

 
			
				50 photos total
			
		Liberty Hall is a commanding presence at the summit of Fogg Mountain, yet tucked away from the outside world.  This peaceful retreat has views in all directions, but is all but hidden from its neighbors.   The large reception rooms and comfortable private quarters mirror the dual nature of the property – both imposing and very private.  Suitable for a weekend escape, a full-time residence, or a luxury hunt box, this stately home epitomizes elegant country living.
The Main House was built as a true “hall” with large public rooms and private spaces along a long, mostly single story, framework.  The basement and upper story are not visually apparent upon first view.   Built in 1993, Liberty Hall was expanded approximately 10 years later to its current configuration with large dining room and pool terrace additions.  While the large rooms have an imposing grandeur, they are extremely comfortable gathering spaces for smaller intimate groups as well.  The exterior is weathered cedar shingles with a rubberized slate roofing shingles and bluestone coping and terraces off the kitchen and around the pool.
There is a one bedroom shingle cottage is located some distance away from the main house and is very private.  The cottage features a large stone fireplace and pine floors and small bath with shower.
The seventy-five acres at the top of Fogg Mountain are mostly wooded with a network of riding and walking trails leading down to a small pond at the bottom of the property.  Around the house is a gently sloping lawn that has been fenced for dogs.   Rock outcroppings add interest to the landscaping around the house.
Pool –  the heated pool is surrounded by a bluestone terrace and features a large pergola connecting the pool area to the house.
Barn – The barn is designed for two stalls with a small storage/tack room.  There is electricity and water.  A large overhang provides additional shelter for horses.
Paddocks –  There are two paddocks around the barn enclosed in three board fencing.  There is additional space below the house to expand paddock space if desired.
				
				
				
			
			$3,150,000
			
		

 
			
				76 photos total
			
		Some properties are just a place apart.  One of those special places is the Red Oak Mountain Retreat.  This 55 acre parcel features gently rising mountain land, a dramatic modernist house well positioned on the landscape, two bold running streams, and trails meandering through the woodlands.   Enhanced by thoughtful landscaping that blends nicely into the forest beyond, Red Oak Mountain Retreat is a true escape from the rest of the world.
RESIDENCE
Sited on a bluff about two thirds of the way up Red Oak Mountain, the residence was created in 2023 by a noted architect as a retreat for his own family.  The house is a sleek modern space designed to showcase the woodland landscape in all directions.  Soothing interiors in neutral colors allow the dramatic wood grain of the hand-selected douglas fir trim to take pride of place.   Modernist architecture with zen like placement of elements make this a calming retreat from the world.  Large windows and high ceilings in all rooms bring the views and allow light to flood each space.  The effect is a light and airy open living space in all rooms.
Views of Bessie Bell Mountain and the surrounding countryside are visible in the winter months, but the rest of the year the house is enveloped in a wall of greenery cascading up and down the mountain.   Rocky outcroppings at the house site have been incorporated into the landscape design and provide a focal point for the house entry way.   On the back side of the house the dramatic  floor to ceiling windows overlook a small valley with forested hillsides and mountains beyond.  The house is an extremely private oasis of calm.  Inside, carefully selected luxury finishes and energy efficient appliances and heating and cooling (including raidant heat in all floors) provide a sustainable living experience at the highest quality.
GROUNDS
The magic of Red Mountain Retreat is the utter privacy of the place.   While the architecture blends seamlessly with the landscape, the mountainside is its own captivating source of pleasure.   Old logging trails radiating from the house site allow for comfortable access to the mountain above and below.   A trail near the property entrance follows along a streambed through the woodlands.  There’s a lot to explore and absorb.
OTHER
Telecom:  Broadband internet is provided by Piedmont Broadband. (Starlink is also available in this location).   Cell phone coverage from T-Mobile and AT&T.
Location:  Red Oak Mountain Retreat is located in Castlteton, approximately 5 miles from the town of Washington, and 8 miles to village of Sperryville.   Approximately 73 miles from Washington, DC.  Travel time to downtown DC is 1 Hour 30 minutes (in low traffic situations).  Approximately 1 hour 20 minutes to Dulles International Airport.  1 hour to Charlottesville.  15 minutes to Culpeper, 25 minutes to Warrenton, and 25 minutes to Front Royal.
Amenities:  The charming small village of Sperryville which is home to Pen Druid Brew Pub, Headmasters Pub, Hopkins Ale Works, Francis Bar, Rappahannock Pizza Kitchen, the Corner Store, a gym, art galleries and shops, and the highly acclaimed The Three Blacksmiths restaurant.  “Little” Washington, the county seat of Rappahannock County is the home of The Inn at Little Washington, Foster-Harris House, Ballards, and galleries and theater. Rappahannock County is a close-knit rural community with excellent theater, concerts, art galleries, wineries, restaurants, and the Shenandoah National Park.
				
				
				
			
			$2,650,000
			
		

 
			
				34 photos total
			
		Discover a chef’s dream home and turn-key retreat in the heart of Flint Hill, nestled in scenic Rappahannock County just minutes from Shenandoah National Park. This extraordinary property offers a rare blend of charm, comfort, and opportunity — a place where you can walk in and immediately begin enjoying a life of beauty, space, and possibility.
Originally designed to welcome guests, this property now offers incredible flexibility for use as a private residence, multi-generational estate, or countryside escape. The main structure features four spacious bedrooms, each with a private ensuite bathroom, providing the comfort and privacy of a boutique inn. Expansive living and dining areas flow seamlessly into a gourmet chef’s kitchen, fully equipped with professional-grade appliances and thoughtful design details that make it perfect for both entertaining and everyday living.
Large windows and warm wood finishes create a timeless atmosphere throughout, while the layout easily accommodates family gatherings or hosting friends for weekends in the country. Step outside to find ample acreage with endless possibilities — whether you envision gardens, small-scale farming, outdoor entertaining, or simply a peaceful connection to nature.
The property also includes generous parking and open areas that can be customized to suit your lifestyle, from adding a pool or guest cottage to creating event or hobby spaces. With its blend of classic Virginia character and modern convenience, this home offers a truly unique opportunity to own a piece of Rappahannock County’s charm — perfect for those seeking both serenity and sophistication.
				
				
				
			
			$2,500,000
			
		

 
			
				68 photos total
			
		Fantastic opportunity to own one of Virginia’s finest established wineries! Become the owner of this iconic farm winery located in Rappahannock County, Virginia, situated in the foothills of the Blue Ridge Mountains just minutes from historic "Little Washington”. Gadino Cellars wines are produced from their 8-acre vineyard, which has been carefully cared for by the owners. The property is a short distance from Washington, D.C, Northern VA, and Maryland. The offering consists of 15 acres of vineyards, rolling hills, open land, native plants, and trees. There’s also a lovely custom designed home on the property boasting 3000+ square feet with 3 bedrooms and 3 bathrooms. and an open floor plan with a  spacious cook's kitchen & interesting architectural details. The house is surrounded by beautiful landscaping and has a fully finished basement, 3 bay garage, barn, winery building, Morton building, and garden shed on the property. Besides heated floors in the sunroom, kitchen, and master bath, the home offers custom lofty ceilings, white oak wood floors, large stone fireplace, and multi-floor decking. The 15 acres are tucked away from the road, providing guests with a very serene and relaxing environment. The winery building contains the tasting room, office space, kitchen, and a large private covered patio. The production space is housed on the floor below, which includes all winery production activities. The 8-acre meticulously cared for vineyard consists of Vidal Blanc, Pinot Grigio, Petit Manseng, Chardonnay, Seyval Blanc, Traminette, Nebbiolo, Cabernet Franc, Petit Verdot, and Cabernet Sauvignon and yields about 3000 cases per year. The production facility can produce more cases per year with adequate storage. A unique feature of the winery is that it has two tournament-grade Bocce ball courts, offering a great opportunity to host tournaments!  This winery sits on several trails, including the Blue Ridge Whisky Wine Loop, the Artisanal Wineries of Rappahannock County Trail, and the 211 Wine Trail, making this a desirable winery stop for guests who are wine tasting for the day or visiting the area or traveling to the National Park for the weekend. Its prime location near Northern Virginia is a dream destination! Bring new life into one of Virginia’s oldest farm wineries by revamping the wine offerings, increasing production, having weddings on site, and more. The potential is endless with new ownership! Additional business information and private tours are available upon the execution of a Non-Disclosure Agreement and a verifiable Proof of Funds from a recognized financial institution.
				
				
				
			
			$2,300,000
			
		

 
			
				148 photos total
			
		Historic Stone Farmhouse on 116.8 Acres of Rolling Virginia Countryside is available for the first time in nearly a century!
Tucked quietly into the foothills of Huntly, Virginia, where creeks weave through open meadows and mist settles gently over the Blue Ridge, stands a home that feels timeless. Built in 1720, the stone farmhouse at 290 Riley Hollow Road has watched centuries pass, yet it still radiates the same strength, warmth, and grace that have anchored it for generations.
The current owners have lovingly and meticulously renewed and restored this home and the accoutrements of the land, honoring its heritage while crafting it for todays modern lifestyle. The main level has been reimagined — all new flooring stretches through the living spaces, a beautiful enclosed sunroom and large deck have been added to the rear of the property enveloping the endless views. In the kitchen, quartz countertops gleam beside bar counter seating and a custom moveable island, designed from an original 1800s farm table and topped with black walnut milled from a fallen tree on the property — a piece of history reborn and returned home.
Throughout the farmhouse, hand-hewn beams, exposed stone walls, and original woodwork tell stories of another time, while updates throughout bring ease and comfort. Every corner balances authenticity and refinement — a place that feels both rooted and renewed.
Beyond the home, 116.8 acres unfold in every direction — a landscape of beauty and quiet power. Multiple creeks including Bearwallow creek, Sprucepine Branch and waterfall branch thread through the property, feeding a freshwater pond where deer and heron often stop at dusk. The properties stone walls were labor intensively rebuilt and trace the hillsides, marking the passage of time with enduring grace. At the edge of the horizon rises Little Bastard Mountain, a rugged and beloved landmark that seems to guard the valley below.
Practicality meets grandeur here: a massive steel Quonset Building stands ready for whatever your pleasure… equipment, hobbies, small plane hangar, indoor pickleball court or any creative venture one might have; an oversized garage with ample space for 4 vehicles, a storage shed with log shed, a cattle run-in, a former horse stable, and the remains of a spring house provide ample space for work, enjoyment and life on the land. Every element serves a purpose, blending function with beauty in the rhythm of rural Virginia living.
This is more than a property — it’s a living legacy. A place where history breathes through every beam and stone, where craftsmanship and care have shaped both the home and the land. Whether you dream of a working farm, a peaceful retreat, or a multigenerational sanctuary, 290 Riley Hollow Road offers a rare and extraordinary chance to own a true piece of Virginia’s soul.
Come walk the fields, listen to the creeks, embrace the views and feel the past and present meet in perfect harmony. 290 Riley Hollow Road is more than a home — it’s a legacy estate, a story of Virginia’s past and future, waiting for its next steward.
Schedule your private showing to explore this extraordinary property where history, craftsmanship, and nature converge.
Want a larger home? There is plenty of space for an additional dwelling or use the plans already created for this property. Architectural drawings/planset for an enlarged main home are available to the buyer of this amazing property.
Be sure to watch the amazing aerial video!
				
				
				
			
			$2,195,000
			
		

 
			
				53 photos total
			
		PANORAMIC MOUNTAIN VIEWS, striking 3,400 finished sq ft home with 2 car garage plus walkout basement AND, an in-ground pool surrounded with flowering gardens managed by automatic watering system.  This home will please the most discerning.  Numerous rooms for entertaining family and friends, chef's kitchen with exquisite granite counter, dining easily seats eight, comfy family/TV room with fireplace and two half baths, one off the front hall and one beside the laundry room area which connects the garage.  Primary Suite is on main level with heated floor in the appealing bath, walk in closet and a deck with hot tub and outdoor shower.  Oh My!   Upstairs features attractive hall/foyer accessing two bedroom suites, an attractive shared bath and a large attic style store room or possible enlargement of a bedroom for large family.  Large windows capture beautiful views from every room.   Home is privately situated on a knoll, well off the road.  32 acres with protected/preserved view, hay field for land use and a delightful forest with stream and trail in the back.   May Be Purchased Fully & Comfortably Furnished.
				
				
				
			
			$1,700,000
			
		

 
			
				48 photos total
			
		Do you dream of room to roam in the rolling foothills of Rappahannock County? Fox Hill is a dream come true in the heart of Virginia's Piedmont. Verdant pastures undulate and meet lush forest on the flanks of Mason Mountain. Take in the ever-present views of Piedmont hills, Blue Ridge Mountains and your own private, hidden oasis. This sprawling property is 75 acres in two tax map parcels. * Fox Hill prominently features a stunning 1800s timber frame bank barn, which was rebuilt on site in 2018. Built on a new, poured concrete foundation, the lower floor is a well-appointed horse stable with 8 stalls, wash stall, feed room, and a sunny tack room with a full bath and kitchenette. * The upper floor has a very comfortable 1-bedroom apartment at its southern end. It is thoughtfully designed with high ceilings and oversized windows to let in the light. There is a bath with heated slate floors, a generous walk-in closet, and details like antique barn wood trim. The structure has Hardiplank siding and a standing-seam metal roof, providing low maintenance and longevity. * In addition to the apartment, the upper floor of the barn has a breathtaking, 3-story unfinished space. With a striking modern glass wall and door at the entrance, and authentic pegged timber frame construction, possibilities abound. This could be a stunning expansion of the living space, an impressive event venue, or maybe a tasting room for a farm winery or brewery. A septic system for 5 bedrooms is already in place and allows for either building a separate home uphill of the barn, or converting the barn space. * Fox Hill has 5 separately fenced pastures, a large run-in shed for horses, automatic waterers, and cattle sorting and loading infrastructure. Additionally, there is a machine shop/shed with electricity and a woodstove-heated workspace. The property is in the heart of the Thornton Hill Hounds foxhunting territory and is a short drive to several other hunts. Historic Warrenton and Upperville horse show grounds are each around an hour's drive, as are many other training and show facilities.  * Rappahannock and surrounding counties offer endless recreational possibilities. Nearby Shenandoah National Park is home to scenic Skyline Drive with its overlooks as well as many miles of trails. There are wineries and breweries, great restaurants and cafes, antique stores, farms and orchards, and much more. Looking for cultural activities? Visit one of the many art galleries, attend a play or a concert at one of the theaters, or visit the Rappahannock Historical Society’s museum. * Near Sperryville and “little” Washington, and convenient to Warrenton and Culpeper, Fox Hill is ideally situated for full-time residents or weekenders alike. Located less than two hours from Washington, DC, and just over an hour from Charlottesville, the property is within an easy driving distance for weekend getaways.
				
				
				
			
			$1,695,000
			
		

 
			
				26 photos total
			
		Talk about the dream homesite!  Nestled within a breathtaking 10-acre estate, this remarkable property showcases rolling hills and stunning views in the heart of Amissville. This to-be-built Lancaster model is a main level living showstopper with 4 bedroom and 3.5 baths! Indulge all of your senses, from bright living areas to a cozy fireplace, soaring cathedral ceilings and modern finishes all give way to a jaw-dropping primary bath, this model is sure to delight!
This stunning property, set on 10 acres with no HOA, is truly a dream come true. Experience luxury living at its finest with the Lancaster model—schedule your visit today and make this gorgeous estate your new home!
				
				
				
			
			$1,483,300
			
		

 
			
				42 photos total
			
		Apple Ridge Farm is in a spectacular park-like setting. It offers beautiful open mountain views, a private pond complete with a windmill and dock, a well-crafted Sawmill River Post & Beam house, and a small historic log cabin overlooking a stream to inspire creative minds. There are fenced pastures, a 2-story barn with electricity and concrete floors, an oversized 2-car garage, and a 3-bay Morton tractor barn. 
The spacious timber-frame contemporary has super insulated weather-tight shell construction, large wood beams, high-ceilings, Anderson windows, hardwood floors, skylights, a two and a half-story fireplace, and an all-season sunroom. 
This first-time offered property is located within 2 miles of Flint Hill and close to the quaint Town of Washington. Near wonderful eateries, wineries/breweries, art galleries, beautiful Skyline Drive, and the Shenandoah National Park for your enjoyment. 
Whether you choose to farm, ride horses, garden, or just relax and enjoy the sweet Rappahannock County life, this glorious home and property will welcome you and your guests.
				
				
				
			
			$1,400,000
			
		
 
	
	
	

 
 






