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luxury property for sale Upperville, United States

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Property with pool Upperville (United States)

Peace and Plenty at Bollingbrook, circa 1809, presents an outstanding property in the history of Virginia. Originally part of a 9,600-acre land patent from Lord Fairfax in 1731 it later became a wedding present of 790 acres in 1809 whereas the one-story, Federal brick house of four rooms was constructed. Later in 1830, Robert Bolling added 21 rooms creating an ornate and classic Jeffersonian design with 15 ft. ceilings, beautiful fireplace mantels, intricate cornices and columns, a glorious staircase, beautiful hand-blown glass windows, decorative door handles and hinges and gorgeous, white oak floors. All original seventeen (17) structures remain: The Manor House, The Pool House, The Guest Cottage, The Gate House, The Chapel, The Overseer's House, The 12-stall Barn, The Old Silo barn (oldest in the State of Virginia), The Cannery, The Scale House, The Blacksmith Shop, A Wood Shed, The Schoolhouse, A Smokehouse, A Summer Kitchen, A Barn Apartment and The Hilleary House. The main house offers four generous entertaining rooms upon entry; a Music room, Living room, Meeting room and a Library. The expansive Dining room can accommodate two dozen friends and family. A Primary Suite with adjoining sitting room, opens to the deck sunroom and a stroll on the wrap around balcony. Of course, a luxurious bath leading to an expansive closet of 27 ft. x 18ft. outfits the suite. In addition, there are two, luxurious bedrooms with fireplaces and private baths, a back staircase, full basement, a three-car garage, and a lovely mudroom entry to the Kitchen with enclosed porch. The Pool House flanks a saltwater pool with a wide lounging ledge and overlooks the Blue Ridge displaying spectacular sunset views! Among the pristinely manicured grounds is the notable 250-year-old Cedar of Lebanon tree, largest in Virginia. Preserved in Easement with the Land Trust of Virginia and in the Piedmont Hunt territory, this 365-acre retreat offers unparalleled tranquility and privacy for All to enjoy!

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$11,200,000
4bedrooms
4bathrooms
land 148ha

By Hunt Country Sotheby's International Realty

10 listings near Upperville

Nearby
46

Property Delaplane (United States)

A Distinguished Virginia Hunt Country Estate: 4 Bedrooms , 5 Baths , 4,000+ Sq. Ft. , Classic Brick Colonial , Built 2001 Set amid the rolling hills and sweeping vistas of Delaplane, Virginia, this distinguished brick Colonial embodies the timeless beauty and refined country lifestyle of Virginia’s renowned Hunt Country. Surrounded by pastoral views and a collection of equestrian and recreational amenities, the estate offers privacy, elegance, and a remarkable connection to the land, all while remaining convenient to the region’s finest destinations. Located in the heart of Fauquier County, Delaplane is celebrated for its rolling countryside, picturesque horse farms, vineyards, craft breweries, and relaxed sophistication. Nearby Middleburg and Marshall offer acclaimed restaurants, boutique shopping, galleries, equestrian events, and charming local gathering places. The nearby Shenandoah Region provides opportunities for hiking, fishing, kayaking, canoeing, and outdoor recreation. Washington, D.C. is approximately one hour away, with Dulles International Airport just 45 minutes from the property. Classic brick architecture creates an elegant first impression, complemented by thoughtful updates and exceptional craftsmanship throughout. Gracious interiors feature custom floor-to-ceiling built-ins, including beautifully crafted bookshelves and an entertainment center in the main living room, hardwood floors, Pella windows and doors. A striking marble foyer and crystal chandelier welcome you, while Swarovski crystal chandeliers and coordinating sconces add glamour and sophistication to the principal rooms. The kitchen was completely gutted and renovated in 2021 with refined finishes and KitchenAid appliances. Bathrooms have been thoughtfully updated, including the luxurious primary bath renovated in 2020 with a new tub and shower, tile, vanities, shadowboxing, custom closet shelving, a spectacular Swarovski crystal chandelier and stunning Mountain views. A remarkable list of improvements includes a new roof (2017), Pella windows (2018), Pella rear entry and storm doors (2019), two Lennox Elite heat pump systems (2020), updated plumbing and electrical components, a water softener and whole-house filtration system, new septic pump and hatch, custom garage doors and openers, and new ceramic tile flooring in the finished basement. Beyond the residence, the property truly distinguishes itself as a private Hunt Country retreat. Equestrian amenities include horse paddocks, small barn with three stalls, shed (as-is) and heated water feeders. A private tennis court (as-is) and fenced rear yard provide exceptional opportunities for recreation, entertaining, and relaxation. From its beautiful Hunt Country setting and classic architecture to its elegant interiors, equestrian amenities, tennis court, and extensive improvements, this exceptional estate captures the enduring appeal of Delaplane living at its finest. Sophisticated yet welcoming, it is a remarkable country estate designed to be enjoyed for generations.

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$1,699,000
4bedrooms
5bathrooms
land 5.7ha

By Ttr Sotheby's International Realty

Nearby
50

Property Boyce (United States)

4766 John Mosby Highway, Boyce, VA 22620

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$360,000
2bedrooms
1bathroom

By Hunt Country Sotheby's International Realty

Nearby
44
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Property with garden Middleburg (United States)

Fox Hill Farm sits just over a mile east of historic Middleburg, offering a rare chance to own a beautifully remodeled estate that blends refined living with true Virginia equestrian charm. Set on 7.6 picturesque acres and reached via paved Four Chimneys Lane off Little River Turnpike, the property offers 6,547 finished square feet across the main residence and barn apartment. The elegant two-level brick home features a main-level primary suite with a spacious walk-in closet incorporating a second laundry, plus two additional bedrooms each with its own en-suite bath. A gracious foyer opens to formal living and dining rooms, while the expansive gourmet kitchen, anchored by a grand center island, flows into a bright breakfast area and light-filled great room with a striking Palladian window framing views of the paddocks and barn beyond. A side-loading two-car garage completes the main level. The recently finished lower level offers a home theater, recreation room, library/office, sitting room, full kitchen, wet bar, full hall bath, laundry, and two additional en-suite bedrooms, with walk-out access to a rear patio overlooking the landscaped grounds. A separate driveway serves the fully remodeled guest cottage and barn, currently operating as a short-term rental, complete with an oversized detached garage. Additional features include a fenced kitchen garden, outdoor gathering area, and potential for an accessory dwelling, subject to approvals. A truly special Middleburg retreat.

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$2,850,000
4bedrooms
7bathrooms
land 3.1ha

By Hunt Country Sotheby's International Realty

Nearby
50
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Property with garden Purcellville (United States)

Perfectly positioned on fifteen private acres within the prestigious Hunt Ridge Preserve, this exceptional Carrington Magnolia Way estate offers the rare combination of refined luxury, thoughtful design, and peaceful countryside living. Surrounded by rolling landscapes and mature woodlands, the property provides complete privacy while remaining just minutes from Western Loudoun's wineries, equestrian destinations, and historic towns. Beautifully appointed with engineered hardwood flooring, upgraded designer carpet, and elegant quartz countertops, the home blends timeless craftsmanship with sophisticated modern finishes. A gracious foyer welcomes guests into formal living and dining rooms, a private executive office, and a sun-filled morning room overlooking the surrounding landscape. At the heart of the home, the gourmet kitchen is designed for both entertaining and everyday living. An expansive center island with Quartzite counters, walk-in pantry, and abundant cabinetry flow seamlessly into the inviting family room, where a gas fireplace creates a warm gathering place for family and friends. A spacious mudroom featuring a custom welcome center and coat closet, paired with an oversized four-car side-load garage equipped with custom storage solutions, an EV charging outlet, and a dog wash station, add exceptional functionality. Upstairs, the luxurious primary suite serves as a private retreat, complete with two walk-in closets and a spa-inspired bath accented by a designer crystal chandelier. Two generous sized bedrooms feature en suite baths, while two additional bedrooms share a well-appointed Jack-and-Jill bath. An upper-level laundry room adds everyday convenience. The fully finished walk-out lower level offers exceptional flexibility with a custom bar, full bath, and expansive recreation spaces ideal for entertaining, a home theater, fitness studio, guest accommodation, or multigenerational living. Modern mechanical upgrades include a whole-house water filter and softener system, as well as a main-floor HVAC humidifier. Offering beautifully upgraded interiors, an exceptional floor plan, and fifteen acres of remarkable privacy, this Hunt Ridge Preserve residence presents an extraordinary opportunity to experience luxury living in one of Western Loudoun County's most coveted settings. Nestled in the heart of Virginia's celebrated Hunt Country, Purcellville offers a rare blend of small-town charm, scenic beauty, and refined country living. Surrounded by rolling vineyards, horse farms, and the Blue Ridge Mountains, the town is known for its vibrant downtown, locally owned restaurants, artisan shops, wineries, breweries, and year-round community events. Outdoor enthusiasts enjoy immediate access to the W&OD Trail, nearby hiking, and countless recreational opportunities, while commuters appreciate convenient access to Leesburg, Dulles International Airport, and Washington, D.C. Combining timeless character with modern conveniences, Purcellville remains one of Loudoun County's most sought-after destinations for those seeking an exceptional lifestyle.

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$2,450,000
6bedrooms
8bathrooms
land 6.1ha

By Hunt Country Sotheby's International Realty

Nearby
50
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Property Round Hill (United States)

A rare dual-residence retreat, this beautifully updated property offers two distinct homes across 3.4 peaceful acres with no HOA—creating exceptional possibilities for multigenerational living, guest accommodations, rental income, or a private home-based business.The light-filled main residence spans more than 5,300 finished square feet across three levels. White oak hardwood floors flow throughout the open main level, where a chef’s kitchen with white cabinetry, granite countertops, and stainless steel appliances opens to a dramatic two-story family room framed by a soaring wall of windows. Formal living and dining rooms invite elegant entertaining, while a private office and window-wrapped sunroom offer inspiring spaces for work and relaxation.Upstairs, the spacious primary suite is a serene escape with a spa-inspired bath, frameless glass shower, and expansive walk-in closet. Three additional bedrooms include an en suite and two bedrooms with a shared hall bath. The finished lower level extends the home’s versatility with a generous recreation room, fitness room, office, kitchenette, theater, bonus room or fifth bedroom, and full bath.Outdoors, an expansive deck overlooks the wooded landscape, providing a tranquil setting for morning coffee, alfresco dinners, and evenings beneath the stars.The fully independent three-bedroom, two-bath guest house has received more than $75,000 in recent improvements, including new flooring, beautifully updated kitchen and baths, new lighting, new appliances, and a new electric water heater. Currently operating as a successful nightly rental, it offers remarkable flexibility and income potential.Quietly tucked away yet convenient to Route 7, the property is just 10 minutes from Purcellville, 20 minutes from downtown Leesburg, and moments from Loudoun County’s celebrated wineries, breweries, dining, and countryside experiences. Roof Replaced in 2022. Cameras on the property that record video and audio. Property utilizes one well and two septic systems.

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$1,449,000
5bedrooms
5bathrooms
land 1.4ha

By Hunt Country Sotheby's International Realty

Nearby
50

Property with pool and garden Warrenton (United States)

Fair Oaks Farm , Exceptional Views, Refined Living & Remarkable Amenities With outstanding views in every direction, Fair Oaks Farm is an exceptional country estate where thoughtful design, extensive renovations, and an extraordinary collection of amenities come together. The residence offers an abundance of natural light, new windows and doors, immaculate wood floors, and nearly 8,500 square feet of beautifully appointed living space spanning four levels. The main level welcomes you through a grand foyer with elevated ceilings and features an elegant living room and dining room, inviting sunroom, private study, and spacious eat-in kitchen. Four fireplaces add warmth and character throughout the principal living spaces. The upper level offers four en-suite bedrooms, several with access to outdoor screened terraces, along with a generously proportioned primary suite featuring a beautifully renovated primary bathroom. The third floor provides two additional bonus rooms and a full bathroom, offering exceptional flexibility for guests, offices, recreation, or additional living space. The fully finished lower level is designed for entertaining and recreation, with a media room, theater, pool table, gym, bar, and full bathroom. A convenient walk-out leads directly to the completely renovated pool terrace, where Travertine stone pavers surround the pool, hot tub, and cascading waterfall—creating an inviting setting for both relaxed afternoons and sophisticated entertaining. Beyond the residence, Fair Oaks Farm offers an impressive array of additional improvements and amenities. A heated studio, attached greenhouse, outdoor dining area with raised garden beds, and three-car garage complement a detached conditioned four-car garage, ideal for a workshop or collector vehicles. A substantial conditioned 20-car detached barn provides exceptional space for cars, equipment, or a variety of other uses. The five-stall horse stable includes a fully renovated apartment above, offering comfortable accommodations for guests, staff, or extended family. The grounds are equally impressive, with groomed trails winding through mature woods, open pastures suitable for cattle or hay, and multiple horse paddocks. An enchanting creek meanders through mature trees, adding both beauty and tranquility to the landscape. The property consists of two tax parcels, with Starlink internet installed and connected to all structures. Fair Oaks Farm combines gracious living, recreational amenities, equestrian capabilities, agricultural potential, and abundant space for work, hobbies, and entertaining. Fair Oaks Farm is a property with something for everyone! A complete list of improvements is available upon request.

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$3,865,000
6bedrooms
7bathrooms
land 27.7ha

By Ttr Sotheby's International Realty

Nearby
48

Property Leesburg (United States)

Will Thomas Presents an exceptional lakefront estate on 3.19 private acres within the gates of Creighton Farms in Leesburg. Inspired by the timeless elegance of a French Country manor with English Tudor influences, this custom residence offers 4 bedrooms, 4 full baths, and 1 half bath, including an extraordinary main-level primary suite and a second upper-level suite that lives like an additional primary retreat. Overlooking a fully stocked lake with sweeping sunset views, the home enjoys a setting of remarkable beauty and privacy, complete with a private dock for direct access to the water. Available for immediate occupancy, the home offers an exceptional opportunity to enjoy the remainder of the summer on the lake. Designed for effortless main-level living, the primary suite is among the home’s defining features. In addition to a recently renovated spa bath with heated floors and a steam shower, the suite offers a truly luxurious dressing experience with two exceptional walk-in closets. The original oversized walk-in closet is complemented by a newly created custom dressing room with floor-to-ceiling cabinetry, providing an extraordinary amount of storage and organization rarely found, even in homes at this price point. Upstairs, a generously proportioned guest suite offers the comfort and privacy of a second primary bedroom, making it ideal for extended family, long-term guests, or multigenerational living. The interiors were thoughtfully refined in collaboration with renowned designer Barry Dixon, resulting in a sophisticated collection of bespoke finishes throughout much of the main level. Highlights include custom wall coverings, tailored draperies and hardware, a built-in family room banquette, and a dramatic two-story fireplace that serves as the architectural centerpiece of the living room. Additional highlights include a slate roof, recently replaced HVAC systems, a newly paved driveway and motor court, new exterior lighting, substantial perimeter fencing with 6x6 posts, a whole-house generator, a Control4 smart home system for lighting, televisions, and audio, a whole-house water monitoring system, extensive landscape lighting, and a Gladiator garage storage system. The unfinished lower level currently provides exceptional storage while offering outstanding potential for future living and entertaining spaces, allowing you to tailor the home to your lifestyle. Creighton Farms has long been recognized for its rare balance of accessibility and tranquility. Just minutes from Dulles International Airport and the conveniences of Northern Virginia, the community offers an exceptional sense of privacy, security, and serenity from the moment you pass through the gates. For many residents, life extends well beyond the home, with the club serving as the social heart of the community through championship golf, tennis, fine dining, fitness, wellness, and year-round social events.

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$4,775,000
4bedrooms
5bathrooms
land 1.3ha

By Ttr Sotheby's International Realty

Nearby
50

Property Winchester (United States)

This is the one you have been waiting for!! Well cared for home, one story living in desirable Briarwood Estates...east side location convenient to commuter routes, shopping and Old Towne Winchester. Open floor plan with close to 1700 square feet. Three bedrooms, two full baths with hardwood floors in living/family room and dining area. Gas fireplace in family room, two walk in closets in master suite. Two car garage, two decks (enjoy your morning coffee on deck off of master bedroom!!) and large fenced backyard with storage shed.

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$430,000
3bedrooms
2bathrooms
land 0.2ha

By Hunt Country Sotheby's International Realty

Nearby
44

Property Warrenton (United States)

*Seller offering assumable 2.25% interest rate to qualified Buyers- you do NOT have to be a Veteran! A stately approach welcomes guests to this elegant French colonial estate, where gracious living spaces unfold across more than 4,000 square feet. Thoughtfully designed for both intimate gatherings and grand entertaining, the Home features beautifully proportioned rooms, abundant natural light, and seamless indoor-outdoor connectivity. An extraordinary 4+ acre property located in the heart of Virginia's Horse and Wine Country- conveniently located across from the Warrenton Training Center. This beautiful, one-of-a-kind property has been exceptionally-well maintained by previous and current owners. Four bedrooms, 4.5 baths in total. High-end finishes include beamed tongue-and-groove ceiling, generous moldings and wainscotting, front and rear staircases, covered front porch, sundrenched, premium ash hardwood floors, elevated ceilings, living room gas fireplace, plentiful Andersen-windows, Hardie shingle siding, extensive hardscape, beautiful lawn, updated Trane systems, 1+ Giga-byte internet and whole house, emergency Briggs and Stratton generator. The kitchen is stunning- including updated appliances, large island, wine cooler and custom wood cabinetry. A luxurious primary suite offers a private retreat, complemented by dual vanities, jacuzzi tub and walk-in shower. Custom cabinetry in living room and dining areas, large office and laundry/mudroom area complete the main floor. Spacious secondary bedrooms and well-appointed baths upstairs with flex-space and landing area. The walk-out lower level provides additional flexibility for recreation, fitness, guest accommodations, or a sophisticated home office. Ample storage throughout the house and excellent maintenance history and updated high-end mechanics. Outdoors, the property embodies the essence of Virginia’s coveted countryside lifestyle. Expansive lawns, mature trees, and open spaces create a peaceful setting for entertaining, gardening (including automatic watering system), or simply enjoying the changing seasons. The acreage offers both privacy and room to breathe while maintaining convenient access to equestrian venues, wineries, fine dining, and the region’s celebrated outdoor pursuits. Secondary garage space for collector's item or garden pursuits. Rarely does a property combine such privacy, elegance, and accessibility. Whether envisioned as a full-time residence or a refined country retreat, 7610 Bear Wallow Road presents an exceptional opportunity to experience the beauty and sophistication of Fauquier County living.

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$1,195,000
4bedrooms
6bathrooms
land 1.8ha

By Ttr Sotheby's International Realty

Nearby
45

Property with garden Gainesville (United States)

The market has been waiting for a home like 5431 Lick River Ln in the desirable Oak Valley neighborhood of Gainesville, VA. Over 4,600 of pristine livable square feet with a tremendous amount of additional storage, this house is nothing short of exceptional. Upgraded wooden blinds, a full roof and gutter replacement (2016), an oversized 75 gallon water heater (2017), a professionally hardscaped patio and fire pit (2021), dual zoned HVAC (2016 & 2022), a brand new kitchen appliance set (2022), luxury vinyl plank basement flooring (2023), exterior and interior paint refreshes (2023 & 2024), new hardware and stylish plumbing and light fixtures (2024 & 2026), plus a brand new fence (2025) are among the improvements that transformed this home into a modern delight. The breezy floorplan lends itself to endless entertaining opportunities while still offering a comfortable space that feels like home. Upon entry you are welcome by a dedicated study/office with French doors and a spacious formal living room. Stately columns lead you to the large dining room, bathed in natural light from the bumped out bay window. A seamless flow into the kitchen and breakfast area is enhanced by the large sunroom featuring a vaulted ceiling, double doors to back yard, and a massive palladium window. The heart of the home is the extended family room with gas burning fireplace making it the perfect place for cozy nights. Upstairs the primary bedroom will wow you with high ceilings, multiple bump-out windows, a walk-in closet, and an en-suite bathroom with a shower, dual vanities, and a jetted spa tub. 4 generous sized bedrooms and 2 additional full bathrooms complete the upper level. Finally, a front-load washer and dryer on the same floor as the bedrooms provides the ultimate convenience. Making your way to the basement, over 1,000 square feet of finished space and a full bathroom provide various opportunities. Use it as an additional office, a rec/game room, or a second living room. Future plans could even include creating a 6th bedroom in the lower level. Walk up through the double doors to the magnificent fully fenced in backyard. A beautiful stone patio with a built-in fire pit and lighting awaits, for those precious outdoor moments with loved ones. The remainder of the half acre yard is lush with green grass and shrubbery. When you're ready to step away from your oasis at home, you'll be located in an unbeatable area. You are right off Catharpin Rd and minutes from both Haymarket and Gainesville. Whether you are enjoying the Haymarket Farmer's Market, having drinks and catching a movie at the Virginia Gateway shopping center, seeing one of your favorite bands play at Jiffy Lube Live, or hopping on I-66 to head east towards DC, you are truly at the center of it all. If you are inclined to spend time outdoors, you are just around the corner from Leopold's Preserve, Silver Lake Regional Park, and within arm's reach of a variety of breweries and wineries. Schedule a showing today and take in the sheer beauty of this gem!

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$1,099,000
5bedrooms
5bathrooms
land 2,064

By Ttr Sotheby's International Realty

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