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Upperville Real Estate

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Browse All Upperville VA Properties for Sale

$179,900
2 Beds ⋅ VAFQ2009912 MLS ⋅ ACTIVE UNDER CONTRACT Status
Located in prestigious Upperville. This Home was built in 1929 - own a part of History! Being Sold - Strictly As-Is, Home will need well & septic. Purchaser to to their own due diligence.

9137 John Mosby Hwy, Upperville
$649,900
1 Beds ⋅ 1 Baths ⋅ VAFQ2009656 MLS ⋅ ACTIVE Status
Absolutely charming 1+ acre property with original stone and frame 1 Bedroom home fully restored. The historic charm of this property invites you to walk inside where you will find brick flooring, stone walls, beamed ceilings and 2 fireplaces, one of which has a woodstove insert perfect for chilly evenings. Main level features a Living Room, Kitchen, and Dining Room area. Upper level is home to the Bedroom with cathedral ceilings and a full bath! Property has currently been used as an AirBnB. Pantherskin creek runs through this hard to find Upperville location!!

9259 John S Mosby Hwy, Upperville
$1,298,000
6 Beds ⋅ 6 Baths ⋅ VAFQ2009328 MLS ⋅ ACTIVE Status
Nestled in both Fauquier & Loudoun County, this expansive modern Farmhouse is a newly constructed gem in historic Upperville, boasting breathtaking western Blue Ridge mountain views. Embrace luxury living with approximately 6,000 sq feet of thoughtfully designed space, perfectly catering to today's lifestyle. Two primary suites (one on the main level), multiple home offices, and 5 electric fireplaces create a seamless blend of comfort and convenience. Step inside and be captivated by the open floorplan, highlighted by a dramatic floor-to-ceiling stone fireplace, soaring 27 ft ceilings, and exposed red cedar trusses & columns in the living room. Tasteful upgrades throughout, from the stately mahogany 9’ entry door to the HardiePlank extra wide exterior siding, showcase the home's attention to detail and quality craftsmanship. The heart of the home, the kitchen, impresses with an 8-burner ZLINE gas range, oversized quartz island, custom cabinetry, and elegant lighting fixtures. A separate pantry and mudroom provide added functionality and organization. Retreat to the lavish bathrooms adorned with attractive large format tile and marble floors & niches, evoking a spa-like ambiance. The fully finished basement is an entertainer's dream, featuring additional living space, a wet bar, theater room, wine room, bonus bedroom, and full bath. Park with ease in the oversized 2-car garage, complete with 2 fast charging EV connections. The rear terrace invites relaxation with its private setting and mesmerizing scenic vistas. A gas line is already installed, ready for your grill or outdoor fireplace, and the space is primed for a custom pool design to create your own personal oasis. Practicality meets modernity as the home is hardwired for CAT6 security, ensuring peace of mind, and FIBER internet will be available onsite, ensuring high-speed connectivity. Situated in an amazing location, you'll find yourself minutes from the historic charm of Upperville & Middleburg, just 30 miles from Dulles airport, and an easy 1-hour commute to the bustling city life of Washington, DC.

1143 Crofton Lane, Upperville
$4,600,000
5 Beds ⋅ 6 Baths ⋅ VALO2054174 MLS ⋅ ACTIVE Status
Price adjustment reduced to the recent appraised value by a local appraiser. Enjoy luxury living in this exquisite English Manor. This architectural masterpiece is perched at an impressive elevation of 1500 Ft surrounded 99.74 acres of serene woodlands. With breathtaking panoramic views of the valley, this lovely home is an unparalleled haven of tranquility. The home is a testament to refined elegance and craftsmanship. Its grand interiors feature soaring 14' ceilings, custom plaster moldings, and rich wood-paneled walls, illuminated by the sparkle of crystal chandeliers. The main level opens into a magnificent sun-filled great room, and an ornate mahogany library offers a space for a possible book in front of the fireplace. This manor, designed with the art of entertaining in mind, houses two kitchens – a gourmet kitchen on the main level and another fully equipped kitchen on the lower level, adjacent to a walk-in wine cellar. Complementing these features, the basement level also showcases a spacious recreation room, complete with a cozy stone fireplace and expansive double-paned windows. Whether entertaining or spending time with creating family moments, this space is perfectly suited to accommodate all your needs. Each of the home's spacious rooms, with gleaming wood floors, exquisite ceiling crown and panel moldings, dual staircases, and french doors opening to the flagstone veranda. The primary bedroom suite includes a sitting room that faces the stunning view off the back of the home. Outdoor spaces are equally impressive with a sprawling patio/balcony running the length of the home, a huge covered terrace off the walk-out basement, formal lawns, and a charming courtyard. New asphalt graces a significant portion of the driveway, leading to a detached 3-car garage. There are 5 acres to the back of the property cleared and ready for a future barn and paddock. Gated for privacy, this gorgeous stone home offers magnificent views of local wildlife, including deer, wild turkeys, pheasants, squirrels, and rabbits. Witness the changing seasons and the beauty of nature from the comfort of this extraordinary home. The property's recent updates include all new stone exterior, new copper gutters, new window walls for panoramic views, doors, and windows replaced within the last 4 years, an updated kitchen with new appliances and so much more. The grandeur of this home is further enhanced by its five crystal chandeliers and crystal wall sconces. Experience the incredible value of this exquisite estate, a blend of timeless elegance, top-notch craftsmanship, and unparalleled natural beauty. Explore the enchanting English Manor for a truly elevated lifestyle. Highlights Include: Exquisite English Manor All New Stone Exterior with Copper Gutters Perched at an impressive 1500' elevation Set amidst 99.74 acres of serene woodlands 5 Cleared Acres ready for a Barn & Paddock Breathtaking panoramic views of the valley from every room Grand interiors featuring 14' ceilings, custom plaster moldings, and rich wood-paneled walls Ornate mahogany library Gourmet kitchen on Main Level, Secondary kitchen in Lower Level Expansive walk-in wine cellar Lower-level recreation room with stone fireplace French doors opening to a flagstone veranda Primary bedroom suite with sitting room overlooking stunning view Patio/balcony running the length of the home Sprawling formal lawns and charming courtyard Detached 3-car garage with backup generator Gated for privacy New window walls for panoramic views Recently updated kitchen appliances Five huge crystal chandeliers and crystal wall sconces Unparalleled haven of tranquility with sightings of local wildlife.

10244 John S Mosby Hwy, Upperville
$2,000,000
3 Beds ⋅ 2 Baths ⋅ VAFQ2009090 MLS ⋅ ACTIVE UNDER CONTRACT Status
A rare opportunity to purchase a move in ready equestrian facility in the heart of Piedmont Hunt Country. Desirably located on John Mosby Hwy. in the heart of Upperville. Minutes from the historic Upperville Horse Show grounds and downtown Upperville. This property is not in an easement but is surrounded by protected land. The property boasts a barn with 24 matted stalls with Nelson waterers, 2 wash bays with hot/cold water, heated laundry room, tack room, and bathroom with shower. The perfect spot to conduct business is included with the office with a viewing room to indoor arena. 72' x 170' indoor riding arena with mirrors and dust free arena footing(Concrete Sand/stone dust mixed with Tru-Tex Fiber). Lighted indoor arena has glass garage doors for windows along each side allowing beautiful natural light. It becomes a covered arena with the great ventilation in the summer. 150' x 200' Outdoor arena with sand and Tru Tex Fiber. 11 pastures and 2 small paddocks are well managed with excellent grass. 3 fields have run in sheds. All fields have running water and electric for water in the winter. 2 equipment sheds and one large permanent tent/storage building. An adorable 3 bedroom 2 full bath home provides a pefect spot to call home. The open concept interior boasts a wood burning fireplace, vaulted ceilings, and an abundance of ambient light. The large back deck has gorgeous views of the Blue Ridge Mountans. The large primary bedroom with an en suite bathroom. There is the ability to expand this house if desired or convert this home into a tenant house and build the home of your dreams on the back of the property in a very private location with gorgeous views. Soon to be installed fiber internet is currently making its way through out the down town Upperville area. The property is serviced by a whole house generator in case of power loss. Call today for your private tour!

8555 John S Mosby Hwy, Upperville
$999,998
3 Beds ⋅ 4 Baths ⋅ VAFQ2008864 MLS ⋅ ACTIVE Status
Priced Reduced! Enjoy a weekend retreat or full-time residence on almost an acre in the heart of the historic village of Upperville. Just minutes west of Middleburg, this home was fully renovated in 2010 by a local custom home builder for himself. Therefore, no details were spared. Materials used include reclaimed antique heart pine flooring from a warehouse in Brooklyn NY and old oak fence boards used for cabinetry. Other features include a 2-sided field stone raised hearth fireplace, heated primary bathroom floor, custom pine cabinetry and geothermal heating and cooling. The house offers 3 bedrooms and 3 and 1/2 baths on two levels. Gourmet chef’s kitchen with island, separate dining room and living room that share a 2-sided fireplace, main level primary bedroom suite with a separate dressing room and luxury bath. Two more guest bedrooms each have their own full baths. There is a unique hobby room on the main level with a wall of built-in shelves. This could easily be converted into an office, but there is already a home office on the fully finished walk out lower level. The lower level offers a spacious Family Room with custom built-ins, media center, fireplace and ceramic tile floors. A bonus room, separate laundry room, storage room and the utilities finish off that level. Surrounding the house is mature landscaping and a wraparound porch with a terrace below. These spaces are ideal for entertaining with room for seating areas and a table. Outbuildings include a detached over-sized garage with a workshop space and a garden shed. Systems include geothermal heating/cooling, water softening system and Marvin windows and doors. New high speed buried fiber internet. Don’t miss this move in ready property!

1177 Parker St, Upperville
$1,195,000
VALO2024584 MLS ⋅ ACTIVE Status
Tough to find 44.55 acres in prime location. Mountain views, large farms and privacy. Prime Upperville location. Total of 44.55 acres of which 15 acres were producing grapes. Vineyard infrastructure still remains and includes fencing, irrigation system and computerized well. Perc site for 4 bedroom home. Property is in conservation easement. Property can be converted to Residential use. PLEASE CONTACT LISTER FOR ACCESS TO BACK FIELDS. Fields will be bush hogged week of 9/4

Welbourne, Upperville
$7,500,000
3 Beds ⋅ 3 Baths ⋅ VALO439652 MLS ⋅ ACTIVE Status
Welcome to 21281 Belle Grey Farm in beautiful Upperville Virginia, where you can enjoy breathtaking sunrises and sunsets on this spectacular 122 acre equestrian estate. This unforgettable farm includes multiple residences for the Owner (3Br, 3 Ba), Manager, (3 Br, 1Ba) and Staff (1 3Br, 1 Ba, 1 2Br, 2Ba and 2 1Br's 1 Ba units) and includes an ideal site for your custom home. There is a 20 stall main barn, an additional 8 stall show barn each fully equipped to pamper the most discriminant equestrian. Enjoy the 220' X 80' indoor arena, 220' X 180' outdoor arena, an 5/8 mile exercise track, each with premium all-weather footing, multiple crossed fenced paddocks, open fields, organic orchards, 2 ponds, one with hydraulic pump, a two-story climate control workshop, 3 additional storage and equipment buildings. Infused with modern design, the list of exquisite details, luxuries, and improvements - both big and small - is endless at Belle Grey Farm, making it more than just a home... it's an experience. Located less than 4 miles from the historic Upperville Colt and Horse Show grounds this estate is like a private oasis located at the foothills of the Blue Ridge Mountains. GO TO VIDEO FOR FLOOR PLANS & PLAT .

21281 Belle Grey Ln, Upperville
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