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$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: .

$470,000
3 Beds ⋅ 3 Baths
Under Contract with a Kick-Out Clause - Contingent on the sale of purchaser's home. - Please still show. Private Rappahannock Retreat – No HOA, No Covenants, Just Freedom & Fresh Air! 🏡 Tucked away on 6.25 secluded acres, this beautiful 3-bedroom, 3-bath home offers the perfect blend of peace, privacy, and practical living—with no HOA and no restrictions to hold you back! From the moment you arrive, you’ll feel at home. The open-concept main level welcomes you with cathedral ceilings, a spacious great room, and modern upgrades throughout, including refreshed bathrooms. Step out from the great room or primary suite onto the multi-tiered deck and take in the tranquil setting—a true escape from the everyday. Need extra space? The walk-out basement features a fully equipped au pair/in-law suite with its own kitchenette, living area, full bath, and potential bedroom—ideal for guests, extended family, or even short-term rental income. Outside, enjoy your own slice of the countryside with a small pond, fenced animal area, and the charm of a unique single-person cemetery (located at the front of the property—well away from the house). This is a rare opportunity to own a private haven in scenic Rappahannock County. No rules, no stress—just country living at its best. 📞 Don’t wait! Peace, privacy, and potential are calling—schedule your tour today!

5585 Sperryville Pike, Boston

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: .

$450,000
5 Beds ⋅ 4 Baths
2 totally renovated homes! One home is 2 bedrooms and 2 baths the other is 3 bedroom 2 baths, cute as a button! GORGEOUS VIEWS! A must see would be perfect rental properties because both already tenant occupied and both tenants pay amazing and keep homes neat as a pin!

37 and 41 Headwaters Road, Chester Gap

Listing courtesy of RE/MAX Real Estate Connections. 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: .

$430,000
3 Beds ⋅ 2 Baths
Be the first to call this brand-new home yours! Nestled in a peaceful small community just minutes from Flint Hill and Front Royal, this affordable new construction offers the perfect blend of modern comfort and country charm. Inside, you'll find a spacious open-concept layout featuring vaulted ceilings in the main living area and a bright great room complete with stainless steel appliances. Enjoy indoor-outdoor living with a private deck off the dining area, easily accessed through sliding glass doors—ideal for morning coffee or evening unwinding. The inviting full-length front porch adds even more space to relax and embrace the serene surroundings. With 3 generous bedrooms, 2 full baths, and interior stairs leading to a full walk-out basement with rough-in bath, there’s plenty of room to grow. Situated on a large, wooded lot, this home delivers both privacy and tranquility. This home offers superb commuter access via US 522 & US 340 – straight to Front Royal & Winchester and I‑66 via the Route 55 interchange at Front Royal. Outdoor lovers will appreciate being close to Shenandoah National Park, the scenic Skyline Drive, and several access points to the Shenandoah River, offering hiking, kayaking, fishing, riding, and mountain biking right in your backyard. Construction is nearly complete—schedule your private showing today!
Whether you're seeking a commuter-friendly location, a peaceful country retreat, or a gateway to outdoor adventure, this property delivers. A MUST TO SEE!!

118 Forest Dr, Chester Gap

Listing courtesy of Weichert Realtors - Blue Ribbon. 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: .

$420,000
4 Beds ⋅ 3 Baths
Great opportunity for purchasers who want to put sweat equity into their home investment and make this gem shine and sparkle once again! This home offers almost 2000 sf of living space; 4BR/2.5 BA, LR with den space, DR, Kitchen, enclosed back porch + an enclosed workshop off of the back porch with electricity (no heat). Enclosed porch has a wood stove to keep warm in cooler months and still enjoy the porch. Small crawl space area accessed at rear of house with newer oil furnace. There is a detached garage/workshop w/elec and an upper level storage area; perfect for the handyman or hobbyist to enjoy! Home is located on 2.70 serene acres, mostly wooded, and close to Route 211 for easy access to local areas for shopping, dining, or exploring the local culture to include many wineries and quaint shops in nearby small towns. Inherited home is sold "As-is".

263 Hackleys Mill Road, Amissville

Listing courtesy of RE/MAX Gateway. Contact:

Selling Office: .

$416,280
Exceptional opportunity to own 25 acres with sweeping views of Rappahannock County. The heavily wooded parcel along the ridge line of Long Mountain provides one of the last opportunities to have 360 degree views. This land offers the ultimate in peace and privacy, just outside of Flint Hill. Conveniently located at the end of Gordon Clan Lane, a county-approved driveway entrance with gate leads to multiple possible prime building sites for you to construct your dream home or country retreat. The sight lines are incredible with lovely mountain and pastoral views all around; the property's conservation easement and easements on adjoining properties help to help preserve the character of the stunning land. An annual fee of $500 goes towards road maintenance, including snow removal! There are strong cell phone signals at the property, and REC power lines are at the driveway. Ask about the possibility of purchasing additional acreage as well! Just off Route 522 (Zachary Taylor Highway), the ideal location is just minutes to the village of Flint Hill where you can enjoy the local favorites like The Blue Door Kitchen or Dark Horse Irish Pub. For more options, explore nearby Sperryville or Front Royal where you can also access entry points and trailheads for Shenandoah National Park. The convenience of I-66 is a short 20-minute drive away, while Washington, DC is accessible in just 1 hour and 15 minutes. Come discover the serenity of Rappahannock County on Took Crowell Lane!

Took Crowell Ln, Huntly

Listing courtesy of Compass. 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: .

$405,000
3 Beds ⋅ 2 Baths
If you're seeking a blend of quiet country living and modern self-sufficiency, you will love the ease of one-level living in this well-maintained three bedroom, two bath rambler. Nicely situated on 3 beautiful, level acres-ideal for a hobby farm or homestead lifestyle. A new well was recently installed and a whole-house generator offer modern convenience while giving you peace of mind and self-sufficiency. The newer electric powered shed, connected to the home by a covered breezeway, adds both function and charm and an excellent space for equipment, animals, or storage. Plenty of room for gardens, livestock, or simply enjoying the quiet and privacy of country living while having the convenience of close to city amenities!!

464 Castleton Ford Road, Castleton

Listing courtesy of Preslee Real Estate. 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: .

$395,000
3 Beds ⋅ 2 Baths
On a quiet paved road just a mile into Chester Gap and minutes to Front Royal, with no HOA, and yes, you still get cell service!!! This home blends country freedom with easy access to everything you love about the Blue Ridge. Enjoy seasonal views from the covered front porch, grill on the rear deck, and keep gear tidy in the rear-loading attached garage. Inside, the kitchen wears a fresh tile backsplash alongside stainless steel appliances, and the home has a crisp new interior paint job. With the star of the property being a full walk-out basement with a bathroom rough-in. Giving you an open canvas with the potential to nearly double the home’s livable square footage and finish it exactly the way you want. Peace-of-mind improvements were all completed last year, including a radon mitigation system, water heater, whole-home water filter, well pump, and the replacement of the front portion of the roof. Plus you’re roughly 5 minutes to Chester Gap Cellars, an easy third space for relaxing with a glass of wine and taking in the views—2.8 miles to an Appalachian Trail access point, about 7 miles to the Front Royal boat ramp and Shenandoah National Park’s Skyline Drive, 7.5 miles to Skyline Caverns, with Shenandoah River State Park nearby, wineries within about 9 miles, and several golf courses within roughly 16 miles. Winchester sits about 31 miles away and Washington, DC about 70 miles—close enough for a day trip, yet far enough to feel truly tucked into the mountains.

7 Red Haven Lane, Chester Gap

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

Selling Office: .

$395,000
3 Beds ⋅ 2 Baths
Seller has an active listing agreement, do not call seller. What a VIEW! Amazing lot and location. approximately 2 acres right on Crest Hill with beautiful views. Home is ready for a new owner. Home needs minor updates or a major renovation to take advantage of the view shed. No HOA with great space in the backyard. The home has a huge addition to the left side of the home expanding the owner's suite and block foundation basement adding a walk out basement. The square footage on tax records is estimated. Endless possibilities.

13415 Crest Hill Road, Flint Hill

Listing courtesy of Pearson Smith Realty, LLC. 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: .

$380,000
Extraordinary parcel that has privacy, easy access, wonderful views, and a house site ready for your country dream home. Nestled on a hillside in a quiet area near Old Rag Mountain and the Shenandoah National Park, this 11 acre lot already has a driveway, a cleared house site, and a tiny cabin to camp out in while you contemplate your perfect dwelling. Surrounded by larger farms and estates, this parcel has no immediate neighbors, and is super private. Yet it's only a ten minute drive to Sperryville. If you've been dreaming of a Rappahannock retreat, look no further. This property fits the bill. A three bedroom perc site has been established.

Sharp Rock Road, Sperryville

Listing courtesy of Washington Fine Properties, LLC. Contact:

Selling Office: .

$375,000
3 Beds ⋅ 2 Baths
**MOTIVATED SELLERS REDUCE PRICE BY $50K** Welcome to the charming town of Sperryville - where you come to visit and decide to stay! Located minutes from downtown Sperryville offering the unique combination of the feel of rural living yet located on a one acre lot with beautiful established landscaping providing privacy from the paved road and is in a small neighborhood and a very short drive to town. This well-maintained home has great curb appeal with a covered front stoop, mature landscaping, and painted foundation and it offers 3 bedrooms and 2 full baths; family room, dining area, and kitchen with small deck perfect for grilling or sipping on your favorite beverage. In the partially finished walk-out lower level there is a flue installed and ready for a wood stove to warm the home on cold winter days; a rough-in for a half bath, and some drywall ready for your finishing touches/design. There are some thoughtful recent updates to include new ceiling fans, new door hardware, and some new lighting. Nestled in the foothills of the Blue Ridge Mountains offering a short drive to Shenandoah National Park and Skyline Drive. Sperryville is known for its arts and crafts scene, specialty shops, art galleries, antique stores, and local unique restaurants, both in town or at the popular Marketplace! There are also wineries, breweries and a distillery nearby. Schedule your private tour today!

45 Atkins Road, Sperryville

Listing courtesy of RE/MAX Gateway. 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: .

$320,000
2 Beds ⋅ 1 Baths
Discover this welcoming home set on 1.72 acres in the heart of Rappahannock County’s wine country. With a comfortable layout and plenty of outdoor space, it’s an ideal choice for anyone looking for a peaceful retreat. Inside, the main level features stylish waterproof flooring and offers both a bright living room and a cozy family room—perfect for relaxing, entertaining, or setting up a home office. The kitchen includes a center island, pantry, and a dining area that makes everyday living easy and enjoyable. A full bath and convenient laundry area complete the first floor. Upstairs, you’ll find two spacious bedrooms ready to reflect your personal style. Outdoors, the property invites you to enjoy country living with wide, usable grounds and two porches—one covered for year-round enjoyment. A detached one-car garage provides additional storage and parking, adding both convenience and functionality to the property. Whether you’re tending a garden, hosting gatherings, or simply soaking in the views with your morning coffee or evening glass of wine, this home offers the space to make it your own. With its combination of charm, comfort, and land, this property is a wonderful opportunity to settle into the beauty and lifestyle of Rappahannock.

14305 Lee Highway, Amissville

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

Selling Office: .

$318,000
2 Beds ⋅ 1 Baths
Adorable and move-in ready! Kitchen and bathroom updates give this home a contemporary touch while preserving its historic charm and quality craftsmanship. Marble and custom tile in the bathroom, along with numerous tasteful details throughout. Ideally located on a prime lot in Chester Gap, surrounded by mature trees and lush landscaping. Just a few miles from major commuter routes, including I-66, and minutes from Front Royal, Skyline Drive, Skyline Caverns, and the Shenandoah River. This prime location offers convenient access to amenities, outdoor recreation, and scenic natural attractions. Lovely large yard and mountain views in the backyard. Beautiful new custom outdoor patio with tasteful landscaping making the outdoor space perfect for the outdoor living and grilling. Low volt lighting to create a wonderful evening ambiance. Freshly painted rooms, new hot water heater and kitchen sink and flooring replaced in kitchen and back sunroom and well pump switch replaced. Roof replaced 2018, septic tank replaced in 2019. Home is well cared for and ready for a new owner! The basement is extremely useful with laundry and a work bench area and plenty of storage space!

20 Waterfall Road, Chester Gap

Listing courtesy of Pearson Smith Realty, LLC. 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: .

$315,000
3 Beds ⋅ 1 Baths
Step back in time with this storybook 1817 farmhouse nestled in the heart of charming Flint Hill, Virginia! This 3-bedroom, 1-bath home sits on just under an acre and perfectly blends history and warmth with thoughtful modern updates. From the moment you step onto the inviting front and side porches, you’ll feel the timeless character that makes this property feel like home! Inside, you’ll find beautifully preserved woodwork, cozy living spaces, mixed with beautiful modern updates. Two outbuildings provide ample storage or workshop space, while the grounds offer room to garden, relax, or simply take in the serene setting. Rarely does an opportunity like this come along; a chance to own a piece of Flint Hill’s history in highly sought-after Rappahannock County. This home is filled with charm, character, and endless potential, and it's PRICED TO SELL!!

13886 Crest Hill Road, Flint Hill

Listing courtesy of Samson Properties. Contact:

Selling Office: .