Castleton Real Estate

Castleton Real Estate

Welcome to Castleton, Virginia – a hidden gem nestled in the heart of Rappahannock County. Surrounded by the stunning Blue Ridge Mountains, this charming town offers a delightful blend of natural beauty, rich history, and a close-knit community atmosphere that makes it a perfect place to call home.

Castleton is renowned for its picturesque landscapes, featuring rolling hills, lush vineyards, and serene farmland. Outdoor enthusiasts will find themselves in paradise, with an abundance of hiking trails, scenic drives, and opportunities for fishing and hunting in the nearby Shenandoah National Park. The changing seasons paint a breathtaking backdrop, making every day a visual delight.

The town itself boasts a quaint, small-town charm, with friendly locals and a vibrant community spirit. Castleton is home to a variety of local businesses, from artisanal shops to cozy cafes, where you can savor homemade treats and enjoy a warm cup of coffee. The annual community events, including farmers' markets and seasonal festivals, foster a sense of togetherness and celebrate the unique culture of the area.

History buffs will appreciate Castleton's rich heritage, with several historic sites and landmarks that tell the story of the region's past. The town's proximity to larger cities like Charlottesville and Washington D.C. offers the perfect balance of peaceful rural living while still being close to urban amenities.

Whether you're looking to settle down in a tranquil environment, explore the great outdoors, or immerse yourself in a warm community, Castleton, Virginia, is a place where dreams can flourish. Come discover the charm and beauty of this enchanting town!

Newest Listings in Castleton

$1,100,000
2 Beds 2 Baths
Tucked into the rolling Piedmont countryside of Rappahannock County, this beautifully restored chestnut log cabin offers a rare blend of authentic local history and modern comfort. Set on 25 +/- private acres, the property is tucked behind a curtain of 100-year-old boxwoods. Beyond the canopy, you’ll find Old Chestnut Cabin. The home, built circa 1780, is a two bedroom, two bathroom historic log cabin. Gardens surround the home and the rear lawn opens with a grand expanse, gently shaded by mature hardwoods, including stately black walnuts. The open lawn gives way to wooded stretches that host an active population of native songbirds. Tucked in the woods, you’ll find trails and a gentle creek. The exterior charms immediately with its soft yellow clapboard facade, deep red standing-seam metal roof, three classic dormers, and massive stacked-stone chimneys on booth sides. A screened porch off the side offers a shaded spot to take in your morning coffee. The rear deck just off the kitchen was made for cookouts and relaxing with friends and family as you gaze across the lawn or drinking in the midnight sky. The perfectly placed outside shower is a wonderful place to start the day or clean up after an afternoon exploring the woods.  Inside, the log cabin's bones remain gloriously intact: exposed hand-hewn chestnut log walls with traditional chinking, wide-plank chestnut floors, and hand-hewn chestnut ceiling beams run throughout. The living room centers on a deep stone hearth with a painted mantel, flanked by tall windows that fill the room with light. The updated kitchen balances old and new, pairing soapstone counters, shaker-style cabinetry, a deep stone hearth, and modern appliances with the same log walls and beamed ceiling found throughout the home. Downstairs, you’ll find a den, perfect for reading your evening book, alternatively, this could also be used as a third bedroom. The main level bathroom has an adorable claw-foot tub and a view of the rear lawn.  Upstairs, two well-sized bedrooms share a sweet landing and a unique ‘wet room’ full bathroom.  Outdoors, a flagstone patio bordered by a hand-laid stone retaining wall creates a peaceful spot for evening gatherings or fabulous parties. Nearby, the old turkey shed is used for storage and its old logs add to the property's sense of history. The surrounding acreage is a mix of open meadow and mature woodland, offering privacy, room to roam, and habitat for local wildlife. Rappahannock County offers endless opportunities for hiking, birdwatching, and backcountry adventures. Castleton Festival, with its world-class performances is minutes away and the newly reopened Laurel Mills store is around the corner for gas, sandwiches and last minute pantry items. The charming villages of Sperryville and Little Washington are nearby, with farm-to-table restaurants, art galleries, boutique shopping and several wineries & breweries. For more extensive amenities, Culpeper and Warrenton offer a range of big box shops, dining, and services just 20–30 minutes away. And with Washington, D.C. just under an hour and a half to the east, Old Chestnut Cabin is perfectly positioned for those seeking the tranquility of the countryside with easy access to the city.

263 Lizzie Mills Rd, Castleton

Listing courtesy of Cheri Woodard Realty. Contact: 5409878500

$867,500
3 Beds 3 Baths
Discover a little piece of heaven in Rappahannock County on Angel Kiss Lane! Nestled on just over 26 acres and boasting a dramatic lodge-style main house and separate guest cottage, this property offers complete privacy and wooded seclusion. The custom-built main residence spans over 3,000 square feet with two-bedrooms and two-bathrooms while the separate 1,100 square foot guest house offers an additional bedroom, bathroom and den. As you enter the striking main house, dramatic wood beams and stacked stone give a sense of rustic charm. The main level is an entertainer’s dream with generously proportioned rooms and an easy, casual flow. The open kitchen boasts granite countertops, modern stainless steel appliances and a large island breakfast bar. The adjacent sunroom beckons you to the serene setting to relax in the suspended daybed and take in the views. A spacious bedroom suite is on the main level including a full attached bathroom. The entire upper level is dedicated to the primary suite including a sitting room, primary bathroom with dual vanities, soaking tub and shower plus a laundry room so you don’t have to lug clothes downstairs. The massive, walk-out lower level of the main residence boasts a home gym, paneled office, parking for three cars plus a workshop (or fourth parking bay). Let your hobbies and collections run wild! A meandering stone path leads to the separate guest cottage, which offers a private space for friends and family, or it could easily double as a rental property for additional income. It includes a fully equipped kitchen, living room with wood stove, an additional den or study, and laundry. The forested setting is an idyllic haven for trees and even has a small but substantial wetlands and woodland stream. Savor the serenity and privacy with spaces to meditate, cultivate a garden or just be with nature. The location in picturesque Rappahannock County can’t be beat! Close to Town of Washington, you’ll find the world-renowned Inn at Little Washington, Patty O's Café, and numerous galleries and vibrant shops. A short drive to Sperryville reveals even more to explore, including Before & After coffee shop, Rappahannock Pizza Kitchen, Francis Bar, Stonewall Abbey Wellness, and The Marketplace Sperryville, plus additional galleries and breweries. Embrace an outdoor-focused lifestyle with convenient access to trailheads and hiking in Shenandoah National Park, or enjoy picnics along Skyline Drive. All this is within a scenic 1.5-hour drive to/from Washington, DC. Whether captivated by the ever-changing Rappahannock landscape or the proximity to charming cafes and galleries, this property could be your little piece of heaven. Note: Size is estimated at 3,959 (main residence) and 1,187 sq. ft. (guest house) per professional third-party measurements and should not be used for property valuation. Property sale includes the addresses 40 Angel Kiss Lane and 59 Angel Kiss Lane.

59 Angel Kiss Ln, Castleton

Listing courtesy of Compass. Contact: (202) 386-6330

$268,000
Escape the City and build your dream home or weekend getaway! This beautiful 14.7739-acre parcel offers a peaceful rural setting in a great central location between Sperryville, Culpeper, and Warrenton. Identified as Parcel 1 on the plat, the property has been perc approved for a 5-bedroom home and features a wonderful mix of terrain. The land slopes to the south and east, offering good southern exposure and the potential for views. The northern portion features dramatic steep and rocky terrain, while the southern portion transitions into gentler rolling and more level areas that may lend themselves well to a variety of building plans, including a walk-out basement or spacious porch overlooking the surrounding landscape and wildlife. One of the property's most unique features is a beautiful natural rock cave with a spring flowing from it, adding character to an already special piece of land. The property also offers road frontage along Turkey Ridge Road. With nearly 15 acres, there is plenty of room for gardening, landscaping, recreation, and creating the home or retreat you have envisioned without the upkeep of an exceptionally large tract. Whether you are looking to build a mountain dream home, establish a private homestead, or create a weekend or hunting retreat, this property offers many possibilities. Enjoy privacy and country living while remaining convenient to local restaurants, shops, art galleries, hiking, and the amenities of Sperryville, Culpeper, and Warrenton. A unique Rappahannock County property that is truly a must-see!

Turkey Ridge Road, Castleton

Listing courtesy of Weichert Realtors - Blue Ribbon. Contact: 3012623100

$1,150,000
4 Beds 4 Baths
Now Active! Welcome to this exceptional 25+ acre equestrian and cattle property, where country living meets modern convenience. This beautifully maintained Cape Cod offers over 2,358 finished square feet of living space with 4 bedrooms, 3.5 baths, and an unfinished basement, providing plenty of room for family and guests. No HOA Designed with horse enthusiasts in mind, the impressive six-stall barn features a wash rack, tack room, hay elevator, EV plug-in, fire hydrant, and a new metal roof. The property is fenced and cross-fenced with three dual frost-free automatic waterers, a pitless adapter well, and three natural springs, creating an ideal setup for livestock, horses, and agricultural use. The home's exterior showcases durable Hardie Plank siding, a new metal roof, and an inviting front porch with new posts, stairs, and railings. Inside, several rooms have been freshly painted, and the kitchen features new GE appliances along with a reverse osmosis water filtration system. Additional updates include a new Trane HVAC unit in the attic, updated indoor and outdoor HVAC coils, and plumbing in place for a gas water heater with an electric stub available for future conversion. A never-used wood stove provides supplemental heating potential. For peace of mind and efficiency, the property is equipped with a whole-house generator, a buried 1,000-gallon propane tank, and numerous recent improvements throughout. Whether you're looking for a working farm, horse property, or private country retreat, this remarkable 25+ acre estate offers endless possibilities in a picturesque setting. See list of features in documents section.

59 Harry Settle Rd, Castleton

Listing courtesy of Sager Real Estate. Contact:

$200,000
Rare opportunity to own a private 5.36-acre wooded homesite in the heart of scenic Rappahannock County. Nestled along quiet Comptons Road, this beautiful parcel offers an exceptional combination of privacy, natural beauty, and convenience, making it the perfect setting for your dream home or weekend getaway. The property features mature hardwood forests, varied topography, and impressive rock outcroppings that create a picturesque landscape with endless character. Whether you envision a custom home tucked among the trees or a peaceful retreat immersed in nature, this property provides a stunning canvas for your vision. Many of the preliminary steps have already been completed to help streamline the building process. A VDOT-approved entrance is already installed, and the property has an approved septic permit, allowing you to move forward with confidence as you begin planning your future home. Located in one of Virginia's most desirable rural communities, you'll enjoy the tranquility of country living while remaining just a short drive from the charming villages of Sperryville and Washington, local wineries, breweries, hiking trails, the Shenandoah National Park, and countless outdoor recreation opportunities. If you've been searching for a manageable acreage with privacy, natural beauty, and much of the groundwork already complete, this exceptional Rappahannock County property is one you won't want to miss.

TBD Comptons Rd, Castleton

Listing courtesy of Keller Williams Realty/Lee Beaver & Assoc.. Contact: 7033302222

$1,445,000
4 Beds 3 Baths
Rare opportunity to own 45 spectacular acres in the heart of Rappahannock County featuring private frontage on the Covington River, rolling pastures, mature woodlands, winding trails and stunning mountain views. Nestled within this idyllic setting is a charming 2,520-square-foot cedar shake rambler offering four bedrooms and 2.5 baths, perfectly blending comfort and country living. Ample windows all around let the light and views shine through. A gated, paved driveway leads to the home, which is complemented by a two-car garage and spacious surface parking. An expansive, high-ceilinged basement offers exceptional flexibility for storage, recreation, hobbies, or future finished living space.  Additional added flexibility comes via an on grade attached bonus room currently serving as a hobby shop. The property conveniently includes a spacious high-ceilinged, 1200 square foot garage / pole barn with endless possibilities. Ideal for agricultural equipment, a workshop, vehicle storage, hobby space, artisan studio, man cave, she shed, or other creative pursuits. The land itself is truly extraordinary, with a beautiful mix of open fields and forested acreage providing privacy, recreation, wildlife habitat, and room to explore. Enjoy fishing, kayaking, wildlife watching, or simply relaxing along your own private stretch of the Covington River—a rare and highly desirable feature. Whether you're seeking a full-time residence, country retreat, farmette, or recreational haven, 176 Rock Mills Road offers a unique combination of mountain views, river frontage, versatile improvements, and unmatched natural beauty in one of Virginia's most sought-after rural destinations. Approximately 25 acres enrolled in Rappahannock County "Forestry" land use. TLDR: 45 Acres, 2,520 finished square feet up, 2,520 unfinished square feet below. 4 bed , 2.5 bath. Attached 2 car garage. Attached storage / workshop space.  Detached pole barn with roll-up door. Private River access. Mostly wooded.

176 Rock Mills Rd, Castleton

Listing courtesy of Cheri Woodard Realty. Contact: 5409878500

$1,150,000
4 Beds 4 Baths
Now Active! Welcome to this exceptional 25+ acre equestrian and cattle property, where country living meets modern convenience. This beautifully maintained Cape Cod offers over 2,358 finished square feet of living space with 4 bedrooms, 3.5 baths, and an unfinished basement, providing plenty of room for family and guests. No HOA Designed with horse enthusiasts in mind, the impressive six-stall barn features a wash rack, tack room, hay elevator, EV plug-in, fire hydrant, and a new metal roof. The property is fenced and cross-fenced with three dual frost-free automatic waterers, a pitless adapter well, and three natural springs, creating an ideal setup for livestock, horses, and agricultural use. The home's exterior showcases durable Hardie Plank siding, a new metal roof, and an inviting front porch with new posts, stairs, and railings. Inside, several rooms have been freshly painted, and the kitchen features new GE appliances along with a reverse osmosis water filtration system. Additional updates include a new Trane HVAC unit in the attic, updated indoor and outdoor HVAC coils, and plumbing in place for a gas water heater with an electric stub available for future conversion. A never-used wood stove provides supplemental heating potential. For peace of mind and efficiency, the property is equipped with a whole-house generator, a buried 1,000-gallon propane tank, and numerous recent improvements throughout. Whether you're looking for a working farm, horse property, or private country retreat, this remarkable 25+ acre estate offers endless possibilities in a picturesque setting. See list of features in documents section.

59 Harry Settle Rd, Castleton

Listing courtesy of Sager Real Estate. Contact:

$2,650,000
3 Beds 3 Baths
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.

559 Bessie Bell Mountain Rd, Castleton

Listing courtesy of Washington Fine Properties, LLC. Contact:

$749,000
2 Beds 2 Baths
Think outside the box, quite literally, with this exquisite 4,000 square foot Deltec home. Rethink what a "cabin in the woods" can be. The efficient design features a panoramic, curving wall of windows that brings the outside in, along with a modern, comfortable interior. The home is sited near the center of the very private 8.85-acre parcel, which features a spring-fed pond and a stream. ⭕ The enormous wrap-around deck and long wall of windows offer a view of the Blue Ridge Mountains. The outdoors feel like they are part of the indoors here. The great room is a gleaming expanse of cherry floors, designer lighting, high ceilings, and oversized windows. The centerpiece is the gourmet kitchen. Literally at the heart of the home, the kitchen is strategically placed to allow gathering while not impeding the cook. To one side is the open expanse of living area while to the other is the equally open dining area. The kitchen has maple cabinets, stainless steel appliances, and ample granite counters. The large island has a separate prep sink, built in wine rack, cabinets with pull-outs, and space for bar stools. ⭕ Just beyond the great room is a bright, airy bonus room with a glass sliding door and cathedral ceiling. The primary bedroom is tucked behind the kitchen and features a cedar walk-in closet and inviting ensuite bath. There is a soaking tub, shower, and heated towel rack for extra luxury. On the other side of the kitchen, the second bedroom is down a short hallway that contains the second bath. This bath repeats the beautiful tile work, complete with river stone inlay and heated towel rack. Next door is the convenient main floor laundry. ⭕ The full basement has ductwork is in place and roughed-in plumbing for a full bath plus an extra sink. The septic system is sized for 3 bedrooms, so one could be added on this level. The high ceiling reveals the secret to the round construction: a steel central support post with all floor joists meeting in the center. The circular design provides not only unmatched structural strength but also energy efficiency. ⭕ Maples lining the driveway provide a graceful green shade in the summer and blazing color in the autumn. The many cherries and other blooming trees put on a spectacular show in the spring. The long front lawn is an expanse of green, dotted with specimen trees along the edges. Just downhill of the house, a path through the mountain laurel invites exploration further afield. Follow the path downhill through fern-covered glades and it reaches a mountain stream, a tributary of the Thornton River. ⭕ Meander back to the house in time for sunset. The low angle of light streams through the forest onto the deck, as the sinking sun reflects in the windows. Settle in for the evening and watch as the sun sets over the Blue Ridge after another perfect day in the heart of the Piedmont. Experience the circle of day to night, season to season, with this unique circular home to anchor it all.

243 Aaron Mountain Rd, Castleton

Listing courtesy of Cheri Woodard Realty. Contact: 5409878500

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