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A Million-Dollar View. Perched atop Lost Mountain with sweeping views across the Virginia Piedmont, Greencrest is a private 25-acre retreat where European inspiration meets the romance of Virginia Hunt and Wine Country. A quiet private road winds through mature woodland before arriving at the three-level residence, seemingly suspended above the world below. Yet Greencrest is remarkably convenient: I-66 is just minutes away, while the charming towns of Middleburg and Upperville are equally close, putting the best of Virginia’s Hunt Country, wineries and country life within easy reach. Washington, D.C., is approximately 50 miles from the property. It is a rare juxtaposition: privacy without remoteness, country life without compromise. Designed as beautifully for a weekend escape as it is for a full-time homestead, Greencrest offers five bedrooms and four-and-a-half baths, with interiors that feel cozy, sophisticated and effortlessly beautiful. Clean lines are softened by warm, inviting spaces, while windows throughout the home draw the landscape inside. At the heart of the house, the stately Great Room is anchored by an impressive stone fireplace. The sleek, newly renovated kitchen is both efficient and luxurious, with the landscape providing perhaps its most memorable feature: a view that turns even morning coffee into an occasion. Multiple sitting areas, a charming breakfast nook and a second fireplace create an easy flow between gathering and retreating, entertaining and simply being home. Three upper-level bedrooms enjoy ensuite baths, while additional bedrooms and a newly renovated spa-like bathroom occupy the walkout lower level. Far from feeling like a traditional basement, this beautifully finished level feels like a natural extension of the home, with warm, heated ceramic tile floors designed to resemble distressed wood, creating an especially comfortable and inviting space for family and guests. But at Greencrest, the house is only the beginning. Expansive front and rear decks and a screened porch blur the boundaries between indoors and out, offering multiple places from which to enjoy the mountain. In summer, life gravitates toward the private pool and its dramatic diving stone. As temperatures fall, the six-person hot tub becomes the perfect place to watch the sun disappear, the stars emerge and the valley settle into darkness below. The 25 acres offer a thoughtful balance of open ground, mature woods and a thoughtfully designed peach and cherry orchard, with additional fruit and nut trees woven throughout the property. There is room to wander, garden, explore and disappear for a while, with abundant wildlife as frequent company. And then there is the view. It changes by the hour and by the season: morning mist settling into the valley, summer greens stretching toward the horizon, brilliant fall color and expansive winter skies. From the mountain, the Piedmont unfolds in every direction, with 360-degree vistas that seem to go on forever. At Greencrest, the landscape isn’t simply something you look at. It becomes part of the way you live. Beyond the property lies one of Virginia’s most treasured landscapes. Middleburg and Upperville, celebrated for their equestrian traditions, historic villages and protected countryside, are both within easy reach. Vineyards and tasting rooms dot the surrounding hills, while Sky Meadows State Park and the Appalachian Trail offer miles of hiking nearby. Horseback riding, cycling, wineries, farm markets and the Blue Ridge are all part of life here. There is a lovely rhythm to life at Greencrest: pick fruit from your own trees, disappear into the woods for a morning walk, spend a summer afternoon by the pool, gather for dinner on the screened porch and watch the last light fall across the Piedmont.

5 Beds ⋅ 5 Baths ⋅ VAFQ2023714 MLS ⋅ ACTIVE UNDER CONTRACT Status

A Million-Dollar View. Perched atop Lost Mountain with sweeping views across the Virginia Piedmont, Greencrest is a private 25-acre retreat where European inspiration meets the romance of Virginia Hunt and Wine Country. A quiet private road winds through mature woodland before arriving at the three-level residence, seemingly suspended above the world below. Yet Greencrest is remarkably convenient: I-66 is just minutes away, while the charming towns of Middleburg and Upperville are equally close, putting the best of Virginia’s Hunt Country, wineries and country life within easy reach. Washington, D.C., is approximately 50 miles from the property. It is a rare juxtaposition: privacy without remoteness, country life without compromise. Designed as beautifully for a weekend escape as it is for a full-time homestead, Greencrest offers five bedrooms and four-and-a-half baths, with interiors that feel cozy, sophisticated and effortlessly beautiful. Clean lines are softened by warm, inviting spaces, while windows throughout the home draw the landscape inside. At the heart of the house, the stately Great Room is anchored by an impressive stone fireplace. The sleek, newly renovated kitchen is both efficient and luxurious, with the landscape providing perhaps its most memorable feature: a view that turns even morning coffee into an occasion. Multiple sitting areas, a charming breakfast nook and a second fireplace create an easy flow between gathering and retreating, entertaining and simply being home. Three upper-level bedrooms enjoy ensuite baths, while additional bedrooms and a newly renovated spa-like bathroom occupy the walkout lower level. Far from feeling like a traditional basement, this beautifully finished level feels like a natural extension of the home, with warm, heated ceramic tile floors designed to resemble distressed wood, creating an especially comfortable and inviting space for family and guests. But at Greencrest, the house is only the beginning. Expansive front and rear decks and a screened porch blur the boundaries between indoors and out, offering multiple places from which to enjoy the mountain. In summer, life gravitates toward the private pool and its dramatic diving stone. As temperatures fall, the six-person hot tub becomes the perfect place to watch the sun disappear, the stars emerge and the valley settle into darkness below. The 25 acres offer a thoughtful balance of open ground, mature woods and a thoughtfully designed peach and cherry orchard, with additional fruit and nut trees woven throughout the property. There is room to wander, garden, explore and disappear for a while, with abundant wildlife as frequent company. And then there is the view. It changes by the hour and by the season: morning mist settling into the valley, summer greens stretching toward the horizon, brilliant fall color and expansive winter skies. From the mountain, the Piedmont unfolds in every direction, with 360-degree vistas that seem to go on forever. At Greencrest, the landscape isn’t simply something you look at. It becomes part of the way you live. Beyond the property lies one of Virginia’s most treasured landscapes. Middleburg and Upperville, celebrated for their equestrian traditions, historic villages and protected countryside, are both within easy reach. Vineyards and tasting rooms dot the surrounding hills, while Sky Meadows State Park and the Appalachian Trail offer miles of hiking nearby. Horseback riding, cycling, wineries, farm markets and the Blue Ridge are all part of life here. There is a lovely rhythm to life at Greencrest: pick fruit from your own trees, disappear into the woods for a morning walk, spend a summer afternoon by the pool, gather for dinner on the screened porch and watch the last light fall across the Piedmont.

10210 Possum Hollow Dr, Delaplane

$1,300,000

Your private estate is waiting for you in the sought after rural landscape of Delaplane, VA. This fully renovated home offers modern elegance paired with classic design situated on 25 acres of private land. Boasting over 6000 square feet of meticulously remodeled living space, this 5-bedroom, 5 and a half bathroom is the perfect home. Start by entering on your fully paved 1/4 of a mile long driveway. At the end you will see your home situated on top of a lovely hill. This gem is the perfect blend of style and comfort. Step into a large entry hall that give you views of both your formal dining and living areas. The large kitchen features a 8 foot Long Island, soft close cabinets, quartz countertops, range hood, pot filler, and many more amenities. The spacious, light-filled living areas flow seamlessly, providing an inviting space to entertain or simply relax and enjoy all 5 fireplaces throughout the home. The bathrooms have been tastefully upgraded, featuring luxurious quartz countertops and contemporary fixtures, ensuring your everyday routines are met with a touch of sophistication. With a brand new HVAC system, water heater, roof, septic systems and well, this home is as efficient as it is beautiful. As you make your way outside to one of two decks over looking the professionally manicured landscape and in ground pool, you will see that this property offers it all perfect for entertaining or have peace away from the city. Situated just minutes away from excellent wineries and 2 miles from Route 66, this Delaplane treasure offers both tranquility and modern amenities. Don’t miss the opportunity to make this beautifully renovated estate your forever home!

5 Beds ⋅ 6 Baths ⋅ VAFQ2014574 MLS ⋅ CLOSED Status

Your private estate is waiting for you in the sought after rural landscape of Delaplane, VA. This fully renovated home offers modern elegance paired with classic design situated on 25 acres of private land. Boasting over 6000 square feet of meticulously remodeled living space, this 5-bedroom, 5 and a half bathroom is the perfect home. Start by entering on your fully paved 1/4 of a mile long driveway. At the end you will see your home situated on top of a lovely hill. This gem is the perfect blend of style and comfort. Step into a large entry hall that give you views of both your formal dining and living areas. The large kitchen features a 8 foot Long Island, soft close cabinets, quartz countertops, range hood, pot filler, and many more amenities. The spacious, light-filled living areas flow seamlessly, providing an inviting space to entertain or simply relax and enjoy all 5 fireplaces throughout the home. The bathrooms have been tastefully upgraded, featuring luxurious quartz countertops and contemporary fixtures, ensuring your everyday routines are met with a touch of sophistication. With a brand new HVAC system, water heater, roof, septic systems and well, this home is as efficient as it is beautiful. As you make your way outside to one of two decks over looking the professionally manicured landscape and in ground pool, you will see that this property offers it all perfect for entertaining or have peace away from the city. Situated just minutes away from excellent wineries and 2 miles from Route 66, this Delaplane treasure offers both tranquility and modern amenities. Don’t miss the opportunity to make this beautifully renovated estate your forever home!

10076 Possum Hollow Dr, Delaplane

$3,350,000

Welcome to Gap Run Farm! This beautifully maintained 50 acre country estate is set upon two separately deeded parcels in the heart of the Piedmont Fox Hounds territory of Fauquier County. The main residence features over 4,400 square feet of light-filled living space with four spacious bedrooms, 4 full and 1 half baths including a generous main level primary suite featuring two large walk-in closets and ample built-ins. Thoughtfully designed, the home includes timeless architectural details, multiple fireplaces, and formal and informal living areas that offer exceptional spaces for entertaining and natural flow for everyday living. Lovely pine floors grace the entirety of the home giving way to beautiful slate patios overlooking the recently enhanced pool. Upper level highlights include a second primary suite, a cozy office that could double as a 5th bedroom, and a bonus room currently used as an exercise space. A second 2-bedroom, 2-bath home provides comfortable accommodations for guests, extended family, or a farm manager. The grounds are truly something special—rolling hills, wide-open pastures, and scenic vistas in every direction. Perfect for the horse enthusiast, the property boasts an 8-stall center-aisle well-appointed barn, an outdoor arena overlooking the serene pond, and thoughtfully positioned turn-out paddocks with several run-in sheds and automatic waterers. Off Delaplane Grade Rd., Gap Run Farm is only 20 mins to Middleburg and 5 mins to Rt. 66 making it a fantastic location for commuters. Whether you're looking for a full-time residence or a country escape, this remarkable property offers timeless beauty, functional spaces and grounds, and a location that simply can’t be beat. Interior and drone photos and video coming soon! Showings by appointment only.

4 Beds ⋅ 5 Baths ⋅ VAFQ2016770 MLS ⋅ CLOSED Status

Welcome to Gap Run Farm! This beautifully maintained 50 acre country estate is set upon two separately deeded parcels in the heart of the Piedmont Fox Hounds territory of Fauquier County. The main residence features over 4,400 square feet of light-filled living space with four spacious bedrooms, 4 full and 1 half baths including a generous main level primary suite featuring two large walk-in closets and ample built-ins. Thoughtfully designed, the home includes timeless architectural details, multiple fireplaces, and formal and informal living areas that offer exceptional spaces for entertaining and natural flow for everyday living. Lovely pine floors grace the entirety of the home giving way to beautiful slate patios overlooking the recently enhanced pool. Upper level highlights include a second primary suite, a cozy office that could double as a 5th bedroom, and a bonus room currently used as an exercise space. A second 2-bedroom, 2-bath home provides comfortable accommodations for guests, extended family, or a farm manager. The grounds are truly something special—rolling hills, wide-open pastures, and scenic vistas in every direction. Perfect for the horse enthusiast, the property boasts an 8-stall center-aisle well-appointed barn, an outdoor arena overlooking the serene pond, and thoughtfully positioned turn-out paddocks with several run-in sheds and automatic waterers. Off Delaplane Grade Rd., Gap Run Farm is only 20 mins to Middleburg and 5 mins to Rt. 66 making it a fantastic location for commuters. Whether you're looking for a full-time residence or a country escape, this remarkable property offers timeless beauty, functional spaces and grounds, and a location that simply can’t be beat. Interior and drone photos and video coming soon! Showings by appointment only.

10052 Possum Hollow Dr, Delaplane

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