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$585,000
3 Beds ⋅ 3 Baths
Welcome home to this gorgeous equestrian property offering the ease of highly sought-after one-level living on more than 4 picturesque acres. Surrounded by breathtaking mountain vistas and scenic countryside views, this exceptional property provides the perfect balance of peaceful rural living and everyday comfort. Whether you're searching for a forever home, a relaxing retirement retreat, an equestrian haven, or an investment opportunity as a short-term rental, this versatile property offers endless possibilities. Horse enthusiasts will appreciate the attractive split-rail fencing already in place, along with a generously sized barn ready to accommodate horses, livestock, equipment, or hobby space. Inside, you'll find a thoughtfully designed floor plan with spacious living areas, while the attached two-car garage provides convenience and ample storage. The expansive lower-level basement is a standout feature, offering incredible flexibility with a full bathroom already in place, a finished room with a window that can serve as an additional bedroom, and abundant space for a guest suite, recreation room, home office, gym, or other flexible living arrangements. Outdoor enthusiasts will love the property's convenient proximity to Shenandoah National Park, where miles of hiking trails, scenic overlooks, wildlife, and year-round recreation are just a short drive away. Spend your mornings taking in the spectacular mountain views and your evenings enjoying the tranquility and privacy of your own slice of the countryside. With its combination of beautiful acreage, equestrian amenities, flexible living spaces, incredible potential, and easy access to some of Virginia's most celebrated outdoor destinations, this is a rare opportunity you won't want to miss. Schedule your private tour today!

7 Ashby Road, Sperryville

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: .

$585,000
3 Beds ⋅ 2 Baths
Experience tranquil country living in this beautifully renovated 3-bedroom, 2-bath brick home situated on 7 scenic acres of rolling pasture and serene woodland, just moments from the heart of historic downtown Sperryville, this home boasts breathtaking elevated southeastern views of the picturesque mountains and fields surrounding the charming village. The property provides an idyllic setting for quiet relaxation or entertaining family and friends. The home was fully renovated in 2021-22 and features a full, unfinished basement, providing abundant opportunity to customize and expand living space according to your preferences. Enjoy excellent cell phone reception and high-speed internet—ideal for remote work or simply staying connected. Conveniently located near Shenandoah National Park, the property offers easy access to renowned wineries, scenic hiking trails, and vibrant local restaurants. Don't miss this perfect blend of privacy, natural beauty, and modern convenience!

40 Antique Lane, Sperryville

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

Selling Office: .

$550,000
4 Beds ⋅ 3 Baths
Welcome to your private mountain-view retreat where freedom, self-sufficiency, and timeless country living come together on 2.65 picturesque acres. Offering 2,444 square feet of living space, this solid brick two-level home is perfectly positioned to capture peaceful views toward Skyline Drive while encompassing both flat usable lawn and wooded acreage for recreation, privacy, and exploration. The main level features 3 bedrooms and 2 full baths, while the walk-out lower level offers a spacious family room, office space, large utility and laundry area, abundant storage, plus a private 4th bedroom/guest space and full bath — ideal for extended family, guests, or multi-generational living. Homesteaders will especially appreciate the unique cold storage closet designed for canning and preserving harvests from the garden. Inside, warmth and character abound with two fireplaces, including a wood stove capable of heating the home for cozy winters and efficient country living. A new heat pump, baseboard heating, new roof, and gutters provide peace of mind and modern comfort. Step outside and embrace the lifestyle this property was meant for. Hunt directly from your own land with abundant deer and turkey throughout the area. Collect fresh eggs from the laying hens and enjoy the existing chicken coop already in place. Quiet mornings, breathtaking sunsets, and star-filled nights create the kind of serenity that is becoming increasingly rare to find. Located just minutes from the charming village of Flint Hill, you’ll enjoy convenient access to local restaurants, daily conveniences, and small-town charm while still feeling worlds away from the hustle of modern life. With no HOA and no restrictions, this property welcomes the sovereign landowner seeking independence, privacy, and the freedom to truly live life on their own terms. This is country living the way it was intended.

13767 Crest Hill Road, Flint Hill

Listing courtesy of Samson Properties. Contact:

Selling Office: .

$510,000
2 Beds ⋅ 2 Baths
Welcome home to Caroline’s Cottage, nestled in the scenic countryside of Flint Hill in Rappahannock County. This charming new home offers the perfect blend of modern comfort and peaceful country living. Set on just under an acre of land, this thoughtfully designed 2-bedroom, 2-bath home invites you to slow down and enjoy the beauty of Virginia’s countryside. The full unfinished basement with a utility room and walk out entrance offers many options for expanding your living space to customize your lifestyle. Whether you’re looking for a full-time residence or a weekend retreat, this property offers privacy, comfort, and timeless appeal just a short drive from local wineries, hiking trails, and the charm of nearby towns. Conveniently located in the heart of Rappahannock County, this property offers easy access to some of the region’s most sought-after destinations. A short drive of 15–20 minutes to Shenandoah National Park (Thornton Gap entrance), 7 minutes to The Inn at Little Washington, 20 minutes to Front Royal, and 25 minutes to the town of Warrenton. Enjoy close proximity to hiking, scenic drives, fine dining, and outdoor recreation while maintaining the privacy and tranquility of a one-acre setting. This is a rare opportunity to own a brand-new Craftsman home on almost an acreage in sought-after Flint Hill. Agent related to Owner.

11 Scenic Lane, Flint Hill

Listing courtesy of Corcoran McEnearney. Contact:

Selling Office: .

$490,000
4 Beds ⋅ 2 Baths
Tucked just around the corner from the heart of charming Main Street Sperryville, this beautifully renovated home offers the perfect blend of privacy, convenience, and the coveted Rappahannock County lifestyle. Situated on a peaceful 0.67-acre lot, the property showcases picturesque mountain views from the rear- you can enjoy your own serene backdrop for morning coffee or evening unwinding through the kitchen windows or comfortably seated on the spacious and inviting back deck. Completely updated with thoughtful and stylish finishes throughout, this home is move-in ready while still embracing the character and charm that make this area so special. Enjoy the benefits of being just moments from Main Street’s beloved local shops, art galleries, and farm-to-table dining, all while feeling tucked away in your own private retreat. With easy access to U.S. Route 211 and U.S. Route 522, commuting or weekend escapes are effortless—whether you're heading toward the Blue Ridge Mountains, Shenandoah National Park, or nearby towns like Washington, Culpeper, Front Royal, or Warrenton. This is more than a home— it’s a gateway to a slower pace, scenic beauty, and a vibrant small-town culture that defines life in Rappahannock County, and it's calling your name! *some photos are virtually staged*

22 Hopewell Lane, Sperryville

Listing courtesy of Piedmont Fine Properties. Contact:

Selling Office: .

$489,900
2 Beds ⋅ 2 Baths
Welcome to your own private Rappahannock County retreat! Thoughtfully renovated and move-in ready, this charming 2-bedroom, 2-bath home offers the perfect blend of modern comfort and country living on more than 5 picturesque acres. The beautifully updated interior features bright, inviting living spaces designed for easy everyday living and weekend escapes alike. Step outside to enjoy open space, fresh air, and endless possibilities. A small shed/barn adds versatility for hobby farming, animals, equipment storage, or workshop space. Whether you're looking for a full-time residence, a peaceful weekend getaway, or a manageable country property, this one delivers privacy, natural beauty, and room to roam—all within the scenic countryside of Rappahannock County.

145 Seven Ponds Road, Amissville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

$485,000
3 Beds ⋅ 2 Baths
Welcome to a rare countryside retreat where timeless character meets incredible functionality. Perfectly situated on nearly 3 acres of level, usable land, this property offers privacy, flexibility, and an unbeatable location just minutes from Warrenton, local vineyards, dining, and the scenic Skyline Drive. Step inside and experience a beautifully preserved vintage interior in pristine condition. From the original kitchen charm to the oak hardwood flooring this home is a true step back in time—full of warmth and authenticity. With two full kitchens, the layout offers versatility for multi-generational living, guest space, or creative use. Three upper level bedrooms with a vintage bath, dining room and a living room to relax! The lower level has it's own walk- in entrance to the large Rec Room, or can be accessed from the upper level. A full bath, Full kitchen and oversized laundry room with tons of storage space complete the lower level. For additional storage, the entire attic has flooring and space for all your collectibles! Outside, the property truly shines. A circular driveway welcomes you home, while the expansive acreage provides endless possibilities—gardening, small livestock, or simply enjoying peaceful country living from the brick patio. The standout feature is the ultimate detached garage/workshop—a massive, oversized space designed for hobbyists, entrepreneurs, or collectors. Complete with full electricity, and a spacious upper-level loft, it’s ideal for a studio, workspace, or additional storage. Lovingly maintained, the home also features double-pane windows, new storm doors, and a whole-house water filtration system, ensuring comfort and peace of mind. With no HOA restrictions and room to live, work, and create, this unique property offers the perfect blend of vintage charm, modern updates, and endless potential.

85 S Poes Road, Amissville

Listing courtesy of Samson Properties. Contact:

Selling Office: .

$475,000
3 Beds ⋅ 2 Baths
Welcome to your private retreat in the heart of beautiful Rappahannock County, Virginia. Nestled on nearly 12 sweeping acres of open fields and mature woods, this one-level 3-bedroom, 2-bath ranch-style home offers the perfect balance of comfort, space, and country serenity. Inside, an inviting open floor plan welcomes you with warm natural light and views of the surrounding landscape. The spacious kitchen flows into the dining and living areas – ideal for gatherings or quiet nights by the fire. The primary suite features a private bath and generous closet space, while two additional bedrooms offer flexibility for guests, a home office, or hobbies. Whole house Generac generator, 500 gallon tank. Step outside to take in your slice of Virginia countryside – perfect for gardening, raising animals, or simply soaking in peaceful sunsets. The property includes a large detached workshop equipped with a car lift, perfect for car enthusiasts, mechanics, or anyone needing extra workspace for projects or storage, also a detached 3 car garage! Located just minutes from the charming towns of Sperryville and Little Washington and the scenic trails of Shenandoah National Park, this property combines rural tranquility with access to some of Virginia’s finest wine country, local farms, and outdoor recreation. If you’ve been dreaming of wide-open space, fresh air, and a home that lets you live your country lifestyle to the fullest, this Rappahannock retreat is ready to welcome you!

178 Lizzie Mills Road, Castleton

Listing courtesy of RE/MAX Gateway. Contact:

Selling Office: .

$460,000
3 Beds ⋅ 3 Baths
Don’t let the exterior fool you—this home offers over 3,000 finished square feet of beautifully designed living space! Step inside to an open, light-filled floor plan that effortlessly connects the living, dining, and gourmet kitchen areas. The kitchen steals the show with its modern finishes, upgraded appliances, and oversized island—perfect for gatherings and everyday living. The spacious primary suite and comfortable secondary bedrooms provide plenty of room for everyone. Downstairs, the fully finished basement expands your options with space ideal for a guest suite, recreation room, home office, or gym. This home delivers flexibility for full-time living, weekend retreats, or multi-generational needs.

130 Highland Way, Chester Gap

Listing courtesy of Samson Properties. Contact:

Selling Office: .

$450,000
3 Beds ⋅ 1 Baths
HIGHLY UNIQUE *Approved and grandfathered-in "Tourist Home" in Rappahannock creates special flexibility. * *Walk to Little Washington* *MLS Docs has beautiful plans for addition A great opportunity for full-time living or a low-maintenance weekend retreat near the shops, dining, and outdoor recreation the Virginia Piedmont is known for. Functional, one level living with comfortable layout, convenient to Town of Washington (Little Washington), 211 and the best of Rappahannock and Culpeper Countryside. Buyer to verify.

272 Piedmont Avenue, Washington

Listing courtesy of Ross Real Estate. Contact:

Selling Office: .

$430,000
Welcome to Castle Rock Waters, a 25-acre retreat in the heart of beautiful Castleton, Virginia. Offering the perfect blend of open pasture, mature woodlands, and exceptional water features, this property is an ideal setting for a private homesite, weekend getaway, recreational retreat, or small farm. At the entrance to the property lies a picturesque 1-acre stream-fed pond, providing a peaceful focal point for fishing, wildlife watching, or simply enjoying the surrounding natural beauty. A second stream borders the opposite side of the property, creating a unique landscape rich with water. Well-maintained walking trails wind throughout the property, allowing easy access to explore the woods, pastureland, and abundant wildlife. Deer, turkey, songbirds, and other native species are frequent visitors, making this an outdoor enthusiast's dream. A quality storage shed provides immediate utility and convenience, while the property's mix of open and wooded acreage offers endless possibilities for recreation, farming, gardening, or building your dream home. Enjoy lovely views of Castle Mountain and the peaceful atmosphere that makes Rappahannock County so sought after. Despite its private setting, Castle Rock Waters is conveniently located just 20 minutes from Sperryville and Washington, where you'll find charming shops, restaurants, wineries, and local attractions. Warrenton is approximately 30 minutes away, with Culpeper just 25 minutes away for grocery stores, big-box retailers, healthcare and everyday conveniences.

Castle Rock Lane, Castleton

Listing courtesy of Cheri Woodard Realty. Contact:

Selling Office: .

$425,000
Discover the serenity of Rappahannock County with this stunning 14-acre parcel of raw land. It offers endless potential for outdoor adventure, recreation, and relaxation. Whether seeking a private camping retreat, a wildlife haven, or a peaceful spot to build your dream home, this property has it all. Zoning & Land Use: - Rappahannock County Conservation District: Located within the Conservation District, this property allows for one residential unit. Please note that the property cannot be further subdivided, offering a peaceful, undisturbed environment. - No Soil Studies: No soil studies have been conducted on the property, so future buyers should be prepared to conduct their own evaluations for building or septic feasibility. Important Notes: - By Appointment Only: Property is not accessible for drive-bys. All showings must be scheduled in advance and the listing agent must attend. - A Shared Private Road provides access to the property and runs through the property Nestled in the heart of Virginia's Piedmont region, Rappahannock County is known for its natural beauty, historic charm, and low-key lifestyle. Located just 1.5 hours from Washington, D.C., and bordering the Shenandoah National Park, Rappahannock is a haven for outdoor enthusiasts, offering hiking, fishing, and horseback riding, as well as access to the region's many wineries, farm-to-table dining, and local artisans. Whether you're looking to escape to the mountains for a weekend retreat or create your own permanent sanctuary, this land provides an ideal location to do just that. This is your chance to own a piece of Rappahannock County's natural beauty. Don't miss out on this rare opportunity to invest in raw land with so much potential.

Woodlands Drive, Flint Hill

Listing courtesy of Pearson Smith Realty, LLC. Contact:

Selling Office: .

$420,000
3 Beds ⋅ 2 Baths
Welcome to 24 Sundown Lane, a peaceful retreat nestled in the heart of Boston. Set on a little over 2 beautiful acres, this charming property offers the perfect blend of privacy, comfort, and scenic countryside living. This inviting home features 3 spacious bedrooms and 2 full bathrooms, with a warm and welcoming layout designed for both everyday living and entertaining. Natural light fills the living spaces, creating a bright and airy feel throughout, while thoughtful details add to the home’s overall charm. Step outside and enjoy the expansive outdoor space—perfect for relaxing, gardening, or hosting gatherings while taking in the serene surroundings. Whether you’re looking for a full-time residence, farmette or a weekend escape, this property delivers tranquility without sacrificing convenience. Don’t miss the opportunity to own your own slice of peaceful Virginia countryside at 24 Sundown Lane.

24 Sundown Lane, Boston

Listing courtesy of Wolford And Associates Realty LLC. Contact:

Selling Office: .

$410,000
3 Beds ⋅ 2 Baths
A mid-century retreat in rural Rappahannock! Set on just over 7 acres, this charming home offers space to replax and breathe, both inside and out! The vaulted great room features a groovy free-standing fireplace, while three bedrooms on the main level share one and a half baths. Upstairs, a loft space could easily be a play room or office. Outside, the large deck leads to a screened-in porch so you can take in nature. The beautifully maintained property features wooded and open space with trails, historic stone walls and more. The property is located just outside of the Town of Washington, where you will 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 home invites you to savor Virginia countryside living. Note: Size is estimated at 1,166 sq. ft. per professional third-party measurements and should not be used for property valuation.

68 Grand View Road, Washington

Listing courtesy of Compass. Contact:

Selling Office: .

$400,000
4 Beds ⋅ 3 Baths
In magnificent Blue Ridge Mtns, between woods, grassy lawns, flowerbeds, this one-acre lot, w 2912-finished sq ft home, 4+ bedrooms, 3 full baths, open concept, spacious rooms, wrap-around deck, panoramic views, spectacular sunrises. Gourmet ceramic tiled kitchen w lg center island, clean white cabinetry, ample cupboards + cabinets, Double sink, Gas cooktop. Golden oak hardwood floors w Brass faced Fireplace. The Front deck for morning coffee or evening drinks. Upstairs, a total of 3 bedrooms - A Large Master Bdrm w ceiling fan, new master bath w marbled counter, beautifully tiled shower. 2 bedrooms share a full bath with dual sinks, brass fixtures, and a full tub-shower combo. On one side of the lower level, is a Master Suite w Huge Sitting Room + Full Bath. Out the French Doors to the Private Patio for morning sunrises and autumn leaves. On the other side is a giant room, a bedroom, a Tiled laundry/utility room. Outside a roomy Carport, plus Large Fenced-in yard

147 Blue Ridge Avenue, Chester Gap

Listing courtesy of Houwzer, LLC. Contact:

Selling Office: .

$400,000
2 Beds ⋅ 1 Baths
OFFERED SIGNIFICANTLY BELOW RECENT APPRAISED VALUE!! This charming cabin is ideally located just off Mill Hill, offering quick access to Route 522 while maintaining a peaceful, tucked-away setting. True cabin character shines throughout, featuring a newer metal roof (approx. 2017), stone columns on the covered front porch, and a warm, welcoming living area with hardwood floors, wood-paneled walls, and a wood-burning stove. The home offers 2 bedrooms and 1 bath and sits on 4.69 acres of beautifully groomed, park-like land with tall mature trees and open grassy areas. The fully open lower level offers a walk-out, and is ready to be finished—providing the opportunity to double your living space. Outdoors, enjoy the quiet of nature, abundant wildlife, and fresh mountain air. A delightful backyard area provides the perfect space for relaxing or entertaining, while a convenient gravel turnout offers ample parking. This peaceful retreat is just minutes from the Village of Flint Hill and the Town of Washington, known for their charming shops and eateries. Front Royal and I-66 are a short drive away, offering easy access to everyday conveniences. Photos are digitally staged for inspiration.

126 Mill Hill Road, Huntly

Listing courtesy of Weichert Realtors - Blue Ribbon. Contact:

Selling Office: .

$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 Road, Sperryville

Listing courtesy of Cheri Woodard Realty. Contact:

Selling Office: .

$385,000
2 Beds ⋅ 2 Baths
BACK ON MARKET THROUGH NO FAULT OF PROPERTY -Don't miss this opportunity! The Seller has fully renovated this turnkey two-bedroom, two bath home, surrounded by a forest of towering trees on 5.29 acres. The open floor plan offers a bright kitchen with new appliances, cabinets and countertop, and a cozy living room and dining area; a full bath completes the first floor. The second floor provides two bedrooms and another full bath that includes a washer and dryer. This property enjoys wooded views from a large deck overlooking the beautiful pond in the front yard. The house is low maintenance, with a new roof, new siding, and an updated septic system in 2025. If you like hiking, the Shenandoah National Park is accessible nearby. The village of Flint Hill, a few minutes away, offers The Dark Horse Pub and The Blue Door, two great local restaurants. Also in Flint Hill is a gas station (a great convenience as we don’t have many in Rappahannock County!) and a small country store. The county seat of Washington, Virginia is a ten-minute ride on scenic back roads, where the Inn at Little Washington, Patty O’s restaurant, Ballard’s gift shop, and a wine and chocolate shop make a visit to this historic town a pleasure. Also, there are numerous wineries close at hand; experience a different one every weekend, beginning with Rappahannock Cellars just a few miles away on Route 522. You will love this home. It has everything you need and more than you would expect in a small package. While it would make a comfortable full-time home, it would also make a great weekend getaway from big Washington, via Route 66 and the town of Front Royal.

18 Bolton Branch Lane, Huntly

Listing courtesy of Cheri Woodard Realty. Contact:

Selling Office: .

$369,000
3 Beds ⋅ 1 Baths
Welcome to Sunny Hill, a charming 3-bedroom, 1-bath home perched perfectly on 2 acres with beautiful views of the Blue Ridge Mountains and a nearby vineyard. Enjoy the best of both worlds with gorgeous sunrises in the morning and colorful sunsets in the evening. Inside, you’ll find a bright kitchen with stainless steel appliances and a lovely sun porch—the perfect place for morning coffee, growing orchids and houseplants, practicing yoga, or simply relaxing and enjoying the view. At the bottom of the property, a small stream adds to the peaceful country setting, with a great spot nearby for planting a vegetable garden. A garage and storage shed provide plenty of extra room for vehicles, tools, and outdoor equipment. Mountain views, vineyard scenery, a country stream, and sunshine from morning to evening—Sunny Hill is country living at its best!

1529 Richmond Road, Amissville

Listing courtesy of Cheri Woodard Realty. Contact:

Selling Office: .

$349,000
Stone Chimney Farm: Discover the charm and potential of this beautiful 27-acre property nestled near the Shenandoah National Park. Once home to an old homestead, the original stone chimney still stands as a reminder of the land’s rich history and timeless character. The property offers an ideal mix of open, fenced pasture—perfect for livestock—and wooded, mountainous terrain that’s excellent for hunting or exploring nature. A strong, rushing stream crosses the land, adding both beauty and a reliable water feature. With excellent road frontage and multiple potential building sites, this is a wonderful place to create your dream home or weekend retreat. Enjoy the peaceful rural setting while staying close to local restaurants, vineyards, and art galleries that showcase the best of the Piedmont lifestyle. Whether you’re looking for a working farm, a hunting retreat, or a private homestead surrounded by mountain scenery, this property offers endless possibilities.

Gid Brown Hollow, Washington

Listing courtesy of Cheri Woodard Realty. Contact:

Selling Office: .

$330,000
2 Beds ⋅ 1 Baths
Sweet home situated on 3 acres! Perfect for first time buyers wanting some land of their own. Plenty of space with room to grow! HVAC and septic system installed in 2021. New soffit and facia. Amazing, fruit bearing orchard with apple, apricot, peach, plum, fig, cherry and pear trees. There's even a mulberry tree that over produces! Newer deck with views! Chicken coop that can stay or not. Truly beautiful property that backs to trees and a creek and will not disapoint.

571 Richmond Road, Amissville

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: .

$322,000
2 Beds ⋅ 2 Baths
COMING SOON. Currently finishing up the last minute remodeling touches, with professional interior and exterior photos coming soon. Nestled in the historic heartbeat of Sperryville, this cottage offers a rare combination of small-town charm and world-class outdoor adventure. Known as a premier fly fishing haven, it offers a quick escape from the DC metro area into pristine natural beauty, placing you minutes from some of the mid-Atlantic’s finest native trout streams and within a short radius of both the Shenandoah and Rappahannock rivers. Beyond the streams, this property unlocks an exceptional lifestyle. Lace up your boots for a short drive to the legendary Old Rag trailhead, or take a quick drive to enjoy some of the region's most acclaimed dining destinations, including Three Blacksmiths, Patty O’s, and The Inn at Little Washington. Ideally positioned within walking distance to the scenic Schoolhouse Nine par-3 golf course and just a minute's walk from Main Street, you can grab a wood-fired pizza at Rappahannock Pizza Kitchen and easily walk home past Sperryville's artisan shops, galleries, local restaurants, craft breweries, and distilleries. The cottage features 2 bedrooms, 1.5 baths, and a cozy pellet stove perfect for warming up after a day of exploring. Just outside, the level back yard features three distinct outbuildings, offering additional storage space for all your premium fishing gear, hiking equipment, and seasonal needs. Whether you are a first-time homebuyer, a buyer seeking a personal weekend retreat, or an investor tracking a high-potential short-term rental market, this historic village gem offers incredible versatility. Embrace the Piedmont lifestyle and make this rare, attainable cottage your own.

22 Water Street, Sperryville

Listing courtesy of Corcoran McEnearney. Contact:

Selling Office: .

$315,000
3 Beds ⋅ 1 Baths
Located just minutes from Skyline Drive and Shenandoah National Park, this well-maintained 3-bedroom, 1-bath brick home blends classic charm with modern updates. Hardwood floors and decorative beams add warmth throughout, complemented by a cozy wood-burning fireplace and a durable metal roof. Recent improvements in 2025 include updated HVAC, windows, well pump, pressure tank, and a new electrical panel, providing comfort and peace of mind. Enjoy quiet mornings on the covered side porch or relax on the rear patio while taking in the mountain air and scenic surroundings. The unfinished walkout basement with windows offers excellent potential for additional living space, a workshop, or storage. Conveniently close to Sperryville’s art galleries, dining, and hiking trails, this property combines the tranquility of country living with modern convenience—ideal for a weekend retreat or full-time residence!

27 Atkins Road, Sperryville

Listing courtesy of Funkhouser Real Estate Group. Contact:

Selling Office: .

$304,000
2 Beds ⋅ 2 Baths
Welcome to 16 Headwaters Road! Lovely ranch in the mountains will draw you in with its serenity and comfort. With 2 bedrooms and 2 full baths, you'll feel right at home in this cozy country living. House is move in ready! Come see it today!

16 Headwaters Road, Chester Gap

Listing courtesy of Mint Realty. Contact:

Selling Office: .

$255,000
5.5 acres with a stunning building site. Easy location near Flint Hill on beautiful Ben Venue Rd. Four major mountains of Fogg, Hickerson, Big Mulkey and The Peak enhance views in every direction. High ground for home site and fertile creek bottom. Excellent property for horses or livestock. Currently hayed for Land Use.

Ben Venue, Flint Hill

Listing courtesy of Kohler Realtors, LLC. Contact:

Selling Office: .

$215,000
2 Beds ⋅ 1 Baths
Bring the chickens! Seller has moved and is selling the home "AS IS" Where Is" All inspections are buyers' responsibility. The home has good bones and is in fairly good condition. Roof is approximately 9 years old; owner had remodeled the kitchen countertops and had new insulation installed in attic and crawl space. The home has heat pump/central air and stand-alone gas heater that conveys to help with those cold winter nights. All appliances stay with home in "as is "condition". Because this home is located on a mountain, owner is leaving a 11K gas generator with transfer switch (the transfer switch is a critical electrical safety device that transfers a power load between 2 sources typically a utility grid and a backup generator.) Property also has a one car garage, one out building and a chicken coop which also conveys. Partially fenced back yard with a back deck. The lot is level with paved driveway. This home will appeal to first time homebuyers, downsizing homebuyers and investors. Good bones Great Price Photos coming soon

144 Hunter Avenue, Chester Gap

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

$207,000
3 Beds ⋅ 1 Baths
Historic Farmhouse with Endless Potential Discover a rare opportunity to own a piece of Rappahannock County history with this classic 2-over-2 farmhouse on Keyser Run Road. Held by the same family for over 80 years, this enchanting property offers a unique sense of peace and privacy. A previous contract fell through due to no fault of the property itself, making it available again for a new owner. Conventional financing should be applicable. Tucked away in a serene landscape, a small creek meanders through the backyard while Keyser Run flows just across the road, creating a tranquil, secluded setting on a truly manageable footprint. The grounds are a perfect blend of open space and natural beauty, featuring a gently sloping lawn and a secluded, southeast-facing wooded patch—a blank canvas for expansion, gardening, or simply enjoying the country air. While the home has a rich history with additions over the years, it is now an empty slate, offering endless potential for a full-scale renovation. This is an ideal project for someone looking to create a full-time residence or a private weekend escape. Idyllic Location: Just a 10-minute drive from the shops and dining of Sperryville and 11 minutes from the historic charm of Little Washington. Easy Access: The property is conveniently accessed via a paved state road. Sold As-Is: This is an incredible opportunity for a buyer ready to roll up their sleeves and infuse new life into a true historic gem. We're confident this home holds the promise of a unique country lifestyle.

199 Keyser Run Road, Washington

Listing courtesy of Castle Real Estate. Contact:

Selling Office: .

$180,000
Build your dream home on this beautiful 5-acre wooded lot in Amissville, Virginia! Surrounded by mature trees, this property offers both privacy and natural beauty while remaining close to everything the region has to offer. A power easement from Rappahannock Electric has already been established, and an updated deeded right-of-way provides convenient access. Located just minutes from award-winning destinations like Little Washington, renowned vineyards, orchards breweries, art galleries, and scenic hiking trails, this property combines country living with vibrant local culture. Whether you’re looking to build a full-time residence, a weekend retreat, or a future investment, this parcel provides the perfect setting. Don’t miss the chance to own a piece of Virginia countryside with modern conveniences nearby!

Lee Highway, Amissville

Listing courtesy of Cheri Woodard Realty. Contact:

Selling Office: .