Upperville VA Real Estate & Homes for Sale

12 Properties Found

The median home value in Upperville, VA is $1,515,000. This is higher than the county median home value of $475,000. The national median home value is $231,815. The average price of homes sold in Upperville, VA is $1,515,000. Approximately 56% of Upperville homes are owned, compared to 23% rented, while 20% are vacant. Upperville real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Upperville real estate agent to arrange a tour today!
Learn more about Upperville Real Estate.


1–12 of 12 properties displayed
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Beds:
3
Baths:
1 Full
Sq.Ft.:
1,205
Status:
NEW LISTING
MLS#:
VAFQ167906
Type:
Single Family, Single Family-Detached
Subdivision:
Upperville
Year built:
1939
Contact:
David Sweeney, [email protected], 866-807-9087
Courtesy: USRealty.com LLP
View additional info

Don't miss this adorable bungalow on 0.3a / 13,068sf in the middle of the historic village of Upperville and in the heart of VA wine country. Great weekend or all year around home. This 950, very well laid out, square feet three bedrooms and one bath makes it an ideal one level a turn key bungalow. It has been on Airbnb for more than five years, has a 4.94 out 5 rating, has more than 100 reviews, and pays for it self. Totally renovated by present owner: New full kitchen, large master bedroom, wonderful sunroom, updated bathroom, new front porch & landscaped front garden. Bright living room with wood burning fireplace, and built in book shelves. Within walking distance to beautiful hikes behind Trinity Church, and a great traditional English pub, The Hunter's Head, right across the street. Less than ten minutes driving to Sky Meadows State Park for fantastic hikes on the Blue Ridge mountains and the Appalachian trail. Ten minutes from Middleburg and all its shopping.

Beds:
4
Baths:
3 Full/3 Half
Sq.Ft.:
5,308
Status:
Active
MLS#:
VALO422830
Type:
Single Family, Single Family-Detached
Subdivision:
Upperville
Lot size:
166.18 Acres
Year built:
1986
Contact:
Peter Pejacsevich, [email protected], 540-270-3835
Courtesy: Middleburg Real Estate
View additional info

Absolutely stunning manor home with 4 bedrooms, 3 full bathrooms, and 3 half bathrooms with a beautiful lake view on 166 lush acres. This light-filled home features exposed beams, exquisite hardwood floors, updated bathrooms, custom cabinetry, and countertops. The large granite island in the kitchen, numerous living spaces, and back porch make this home an entertainer's delight. The main level office with beautiful built-ins and a large window make working from home a treat! The two-car attached garage features an upper-level apartment with 1 bedroom, 1 bathroom, kitchen, and living space. The property has a 3 bedroom, 2 bath guest cottage with 2 car garage, 9 stall barn with an indoor arena, a machine shed, and multiple paddocks with run-ins. Enjoy the Blue Ridge Mountains to the west and a peaceful lake to the east. Masks and gloves required when viewing the home.

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,908
Status:
Active
MLS#:
VAFQ167578
Type:
Single Family, Single Family-Detached
Subdivision:
Upperville
Lot size:
3.91 Acres
Year built:
1973
Courtesy: Thomas & Talbot Real Estate
View additional info

Spacious brick home located on a back street in historic Upperville on almost 4 acres! Just on the edge of the village, this home enjoys beautiful views of both the sweeping lawns and the neighboring large farm. The home has been updated and expanded to create ideal spaces for everyday living. This split foyer offers an open living/dining area on the main level that flows nicely into the eat-it kitchen with island, ceramic tile flooring, updated appliances and gorgeous custom cabinetry. Also on the main level is the primary bedroom, a guest bedroom and a full bath. On the lower level is the paneled family room with a fireplace, another guest bedroom, a full bath, laundry room/mudroom, bonus room and a separate office with custom built-ins. Just behind the house is the fenced in swimming pool with a small pool house with a shower and a half bath. A covered front porch, along with two open decks, plus plenty of space around the pool provide many areas to entertain friends and family. To the side of the house is the detached oversized brick 2-car garage and another separate storage shed. The property is fully fenced and has an electric entrance gate. Wonderful commuter location just off Route 50. Walk to the Hunter's Head, the Market at Blue Water Kitchen, local churches and the post office. (Note: Parcel may be subdivided into more parcels. See Documents).

Beds:
7
Baths:
5 Full/1 Half
Sq.Ft.:
5,711
Status:
Active
MLS#:
VALO419104
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
115.4 Acres
Year built:
1750
Contact:
John Coles, [email protected], 540-687-5522
Courtesy: Thomas & Talbot Real Estate
View additional info

WINDSOR FARM with its 115 Acres is an extraordinary horse property complete with lush pastures, stables, and training facilities. Located minutes from Upperville in the verdant piedmont of the Blue Ridge Mountains, Windsor is home to an elite sport horse training operation, specializing in Grand Prix horses. It has an extensive history of breeding, importing prospects from Europe, training, and selling. Horse facilities include a 17 stable complex with office/tack room, 240' x 120' textile arena, 2 acre Grand Prix grass jump field, round pen, paddocks and tremendous ride-out potential in the Piedmont Hunt Territory. In addition to the manor house, additional living quarters include a garage apartment, two-1 bedroom apartments in the bank barn, and 3 tenant houses. Entering through the gates, Windsor's elegant manor house is framed with a grand allee of Linden trees. The original portion of the manor house dates to the 1700's and has been expanded through the years to create the current gracious home with formal gardens and expansive views. The front portico opens into a foyer with wonderful light from the sunroom across the back of the home. The formal living room is to the right of the foyer and has access to the sunroom. To the left of the foyer is a cozy library and the formal dining room. Across the back of the home, the sunroom leads to a light filled breakfast room and the kitchen/family room with fireplace. Beyond the kitchen is access to the garage with one bedroom apartment. On the second level there are 3 bedrooms and 2 baths and the third floor is finished into 2 bedrooms, 1 bath. The lower level is a unique collection of working and living quarters with both interior and exterior access lending itself perfectly to a home office, extended family or live-in staff. The grounds surrounding the home feature terraced formal gardens, as well as outdoor entertaining spaces including a covered pavilion with stone fireplace and a separate stone terrace easily accessed from the kitchen. Additional features include a pool with pool house, and a greenhouse. Windsor Farm is a beautiful Hunt Country Estate offering tremendous privacy as well as convenience to Dulles International Airport, the villages of Upperville and Middleburg and commuting distance to Washington, D.C.

Beds:
8
Baths:
6 Full/1 Half
Sq.Ft.:
5,434
Status:
Active
MLS#:
VAFQ165812
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
9.76 Acres
Year built:
1839
Contact:
John Coles, [email protected], 540-687-5522
Courtesy: Thomas & Talbot Real Estate
View additional info

Deerfield Farm - 181 acres situated on the eastern edge of the historic village of Upperville. Stately brick manor house, ca. 1844 has manicured lawn and gardens once featured in Virginia's historic garden tour. Extensive care and renovations over the years have made the home function well in modern day while still preserving the history and architectural integrity of the home. Four bedrooms, lovely kitchen, multiple porches, beautiful pine floors, 7 fireplaces, original mantels, large windows and detailed millwork through out. Great natural light in every room. Additional structures include: ca. 1810 log cabin, which serves as a pool house and 1 bedroom guest house, a converted barn now serves as a guest house, two tenant houses in the village and separate workshop and 5 car garage. Deerfield's land is in 4 parcels with most protected by an easement with the Virginia Outdoors Foundation. Beautiful land with open fields, views and 2 ponds This property is co-listed with Sheridan MacMahon. Additional 40 acres with equestrian facility is available.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
5,434
Status:
Active
MLS#:
VAFQ165804
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
181 Acres
Year built:
1839
Contact:
Helen MacMahon, [email protected], 540-454-1930
Courtesy: Sheridan-Mac Mahon Ltd.
View additional info

Deerfield Farm - 181 acres situated on the eastern edge of the Historic Village of Upperville. Stately brick manor house c. 1844 has manicured lawn and gardens once featured in Virginia's historic garden tour. Extensive care and renovations over the years have made the home function well in modern day while still preserving the history and architectural integrity of the home. 4 bedrooms, lovely kitchen, multiple porches, beautiful pine floors, 7 fireplaces, original mantels, large windows and detailed millwork through out. Great natural light in every room. Additional outbuildings include the c. 1810 log cabin used as the pool house, a converted barn now serves as a guest house and two tenant houses in the village. Separate workshop and 5 car garage, movie theatre in the guest barn, 2 ponds, miles of trails. 4 Parcels - some of the land is protected by the Virginia Outdoors Foundation. Open virtual tour for interactive floor plan - this property is co listed with Thomas and Talbot Real Estate. Additional 40 acres with equestrian facility available.

Beds:
4
Baths:
4 Full
Sq.Ft.:
3,904
Status:
Active
MLS#:
VAFQ164878
Type:
Single Family, Single Family-Detached
Subdivision:
Upperville
Lot size:
13.37 Acres
Year built:
1983
Contact:
Paul MacMahon, [email protected], 703-609-1905
Courtesy: Sheridan-Mac Mahon Ltd.
View additional info

"Hillcrest", spectacular hilltop setting, bold mountain views and Paris valley views. Home updated in 2017, 4 bedrooms, 4 bathrooms, 3 fireplaces, gourmet kitchen, vaulted ceilings, skylights, lovely gardens, walkways and terrace. Improvements include in ground pool with spa, 2 stall barn with tack room, room for horses, spring fed pond. 13.37 acres next to parkland surrounded by large estates.

Beds:
8
Baths:
4 Full/2 Half
Sq.Ft.:
6,500
Status:
Active
MLS#:
VAFQ164352
Type:
Single Family, Single Family-Detached
Subdivision:
Heronwood Farm
Lot size:
500 Acres
Year built:
1903
Contact:
John Coles, [email protected], 540-687-5522
Courtesy: Thomas & Talbot Real Estate
View additional info

HERONWOOD FARM AND 18 HOLE PERSONAL GOLF COURSE- * 500 Acres of Perfection close to Washington, D.C. in the breathtakingly beautiful Upperville, Virginia Countryside. *GOLF- After trips to Scotland, the owners fell in love with the game of golf and chose to have their own Private 18 Hole Golf Course built to USGA Standards and offering 4 tees boxes per hole. Professionally engineered and meticulously maintained the Fairways, Greens and Ponds are perfectly sited for one to enjoy the serenity of the Blue Ridge Mountain views, providing the perfect escape from the stressful Washington, D. C. lifestyle. * HORSE FACILITIES - Adjacent to the Prestigious Upperville Horse Show Grounds, once part of this estate, Heronwood Farm is a magnificent Horse Property located in Prime Piedmont Hunt Territory. The Owners of Heronwood commissioned Blackburn Architects to design the 2 main stables which have been featured in Blackburn's Healthy Stables Book, as well as Leffingwell's Ultimate Horse Barns Book. Blackburn designed the Yearling Stable (8,250 sq. ft) center aisle with 16 (15' x 15') Stalls and Broodmare Stable (9,750 sq. ft.) center aisle with 20 (15' x 15') Stalls + 3 (15' x 15') Birthing Stalls; both barns are in pristine condition and feature continual ridge skylights and vertical ventilation providing exceptional light and fresh air. Additional equestrian facilities include: Polo Field, 120' x 220' outdoor arena, 8 horse Hot Walker, enclosed lunging pen, 3 isolation buildings, additional stalls, numerous run in sheds, 28 (4 board) fenced paddocks covering approximately 200 acres, 11 bay Service Center, miles of interior roads and stone walls. * HISTORIC GRAFTON MANOR HOUSE, c. 1903, with it's grand 42" wide entry door, 10' ceiling height, 8' high windows and plaster mouldings, was completely restored and redesigned by Blackburn Architects for staff housing into 4 (2 bedroom) Apartments and Farm Office. Additional Housing: Farm Manager's House, Staff House, and several Apartments. This is an exquisite property with majestic trees, historic stone walls, picturesque stone bridges, ponds and a section of Pantherskin Creek. Protected by a Virginia Outdoors Foundation Easement. Located on the coveted Rokeby Road, this property is convenient to Middleburg, Dulles International Airport and Washington, D.C.

Beds:
4
Baths:
4 Full/1 Half
Sq.Ft.:
5,795
Status:
Active
MLS#:
VAFQ162658
Type:
Single Family, Single Family-Detached
Subdivision:
Lavender Hill
Lot size:
5.07 Acres
Year built:
1997
Contact:
Jonathan Taylor, [email protected], 202-276-3344
Courtesy: TTR Sotheby's International Realty
View additional info

Set on an idyllic five-acre parcel, bordering a 400 acre private estate, this extraordinary Neoclassical Palladian villa offers over 6,000 square feet of interior living space and spectacular views of the iconic Blue Ridge Mountains. Originally built in 1997 by esteemed architect Errol Adels, Sageview finished a two-year complete renovation in late 2017. Inside, a magnificent Great Room includes the gourmet kitchen, dining room and two seating areas that overlook the terrace and swimming pool. Each of the property's five bedrooms - including two large ground level master suites - offer ensuite baths clad in floor to ceiling Carrara marble. Additional noteworthy features include an indoor/outdoor Sonos sound system, 10' custom doors, custom oak cabinetry, Miele and Sub-Zero appliances, Italian marble countertops, Lefroy Brooks fixtures and sconces, reclaimed wide-plank flooring, and custom millwork throughout. The 1,225 sqft. guest house features a spacious entertaining space with a concealed full kitchen, large bedroom and ensuite bath. Also available for lease : $25,000 per month.

Beds:
9
Baths:
8 Full/3 Half
Sq.Ft.:
12,500
Status:
Active
MLS#:
VALO393148
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
1,096.23 Acres
Year built:
1930
Contact:
Julie Brodie, [email protected], 703-626-8594
Courtesy: Engel & Volkers Tysons
View additional info

Llangollen is not just a home, but rather a "place" in the broadest sense of the term. Steeped in historical significance, it is one of the largest privately owned "places" on the Department of the Interior's National Historical Registry. Much more than a place to live, it is a truly wonderful and magical place in time. Llangollen is a property without peer and offers a lifestyle like no other. Llangollen's establishment dates to 1795 standing witness to many great historical events, including being the site of the prelude to the1863 Battle of Gettysburg. Pristine yet functional, inviting yet cloistered, this astounding estate offers a serene setting of gently rolling terrain. The Manor House is sited proudly in the center of over 1100 acres of pastures, ponds, forest lands and attended to by all of the necessary structures and features of the grand estate it is today. While bearing the distinctive architectural features of its circa 1800 era, it has been updated with modern day enhancements.Enjoy the property as a delightful family retreat, filled with outdoor activities and connections with nature. Llangollen offers plenty of opportunities for equestrian pursuits including polo, thoroughbred-breeding and fox hunting as well as dairy farming or a vineyard. ***Please familiarize yourself with the array of buildings, barns and facilities situated throughout its grounds in the "documents" section of this listing.***Llanglollen looks forward to greeting its next steward and continuing on with its magnificent legacy.

Beds:
9
Baths:
8 Full/3 Half
Sq.Ft.:
12,500
Status:
Active
MLS#:
VALO391446
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
1,096.23 Acres
Year built:
1930
Contact:
Julie Brodie, [email protected], 703-626-8594
Courtesy: Engel & Volkers Tysons
View additional info

Llangollen is not just a home, but rather a "place" in the broadest sense of the term. Steeped in historical significance, it is one of the largest privately owned "places" on the Department of the Interior's National Historical Registry. Much more than a place to live, it is a truly wonderful and magical place in time. Llangollen is a property without peer and offers a lifestyle like no other. Llangollen's establishment dates to 1795 standing witness to many great historical events, including being the site of the prelude to the1863 Battle of Gettysburg. Pristine yet functional, inviting yet cloistered, this astounding estate offers a serene setting of gently rolling terrain. The Manor House is sited proudly in the center of over 1100 acres of pastures, ponds, forest lands and attended to by all of the necessary structures and features of the grand estate it is today. While bearing the distinctive architectural features of its circa 1800 era, it has been updated with modern day enhancements.Enjoy the property as a delightful family retreat, filled with outdoor activities and connections with nature. Llangollen offers plenty of opportunities for equestrian pursuits including polo, thoroughbred-breeding and fox hunting as well as dairy farming or a vineyard. ***Please familiarize yourself with the array of buildings, barns and facilities situated throughout its grounds in the "documents" section of this listing.***Llanglollen looks forward to greeting its next steward and continuing on with its magnificent legacy.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
2,750
Status:
Active
MLS#:
VALO329208
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
27 Acres
Year built:
2013
Contact:
Mark Laing, [email protected], 703-342-2540
Courtesy: Berkshire Hathaway HomeServices PenFed Realty
View additional info

BRAND NEW PRICE!!! BREATHTAKING VIEWS! ACREAGE & MORE ACREAGE! This Beautiful Property includes a Gorgeous Custom-Built Home Located in Wanted Open Space in Upperville's Hunt County; Precisely Located on 27 Acres with Amazing Full Views of the Blue Ridge Mountains for Stunning Sunsets. Open Concept Luxury Home with Single Level Living; Master Bedroom and Master Bathroom on Main Level Along with 2 Additional Bedrooms with a 4th Bedroom and Study located on the Loft Level, 3.5 Bathrooms, Large Kitchen, Dining Room, Foyer and Living Room with Fireplace; 2,750 Finished Living Space, with an Additional 2,000+ of Unfinished Basement Space with a Walk-Up Egress. Property Includes a 3 Car Side Loading Attached Garage, Beautiful Exterior Masonry with Stone Front, Hardiplank Siding; Extra Large Deck for Outdoor Living and Entertaining to Capture Beautiful Sunrises and Endless Open Space Views. Property is Generator Ready, Includes an Extra-Large Outdoor Building for Equipment, Storage and more~ This is a MUST SEE HOME and PROPERTY!!

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