Upperville Real Estate, Homes and Condos for sale

All Upperville homes currently listed for sale in Upperville as of 01/29/2020 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Upperville homes for sale or other Upperville real estate, please contact us and one of our knowledgeable Upperville REALTORS® would be pleased to assist you.


Sort:
Show:
View:  
  Page 1 of 1  
 
$34,000,000
21515 TRAPPE RD, Upperville VA 20184
9
BEDS
11
BATHS
12,500
SQFT
$2,720
$/SQFT
1096.23
ACRES
1930
BUILT
"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."
$34,000,000
21515 TRAPPE RD, Upperville VA 20184
9
BEDS
11
BATHS
12,500
SQFT
$2,720
$/SQFT
1096.23
ACRES
1930
BUILT
"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."
$13,000,000
20854 TRAPPE RD, Upperville VA 20184
4
BEDS
5
BATHS
4,000
SQFT
$3,250
$/SQFT
1511.58
ACRES
1820
BUILT
"CLEREMONT FARM is a MAGNIFICENT 1511 ACRE ESTATE consisting of 3 Contiguous Farms, which can be sold separately: CLEREMONT (410 Acres in 5 parcels), BELLEFIELDS (422 Acres in 2 parcels) and ROSS (679 Acres in 2 parcels). CLEREMONT is an AWARD WINNING CATTLE FARM nationally known for it pristine water quality and sustainable grazing. ***POTENTIAL FOR A TURN KEY CATTLE OPERATION including CATTLE, MANAGEMENT and EQUIPMENT***LOCATED in Western Loudoun County, this Property offers forest and fields on the Eastern Slope and Piedmont of the Blue Ridge Mountains, 33 verdant pastures, wildlife habitat and 1000 Acres of Hardwood Forest, 400 of which are flatland timber managed on a 20-25 year rotation. Riding Trails, Hiking Trails, Beautifully Managed Fields and Ponds have created a Retreat with Tremendous Opportunities for Riding, Fishing, Hiking, Hunting and Bird Watching. In an area with Olympic riders, this land is adjacent to NEWSTEAD FARM and in the PIEDMONT HUNT TERRITORY. RESIDENCES include: Historic Manor House, c. 1820, Second Manor House, 3 Tenant Houses and Patent House, c.1760. OUTBUILDINGS INCLUDE: Farm Office, Garages, 14 Stall Barn, Machine Shop and Hay Barns. PRISTINE WATER from Natural Springs, including Jeffries Branch, 3 Ponds and Wetlands, is Protected by 4.5 Miles of Fencing. Water is Supplied to all Fields with Spring-fed or Energy-free Water Troughs piped from Existing Wells. 130 Acres of Riparian Buffers for Wildlife Habitat are Protected with Wildlife Friendly Fences. 2 MILES of Interior Roads Provide Access to Homes and Fields. WILDLIFE INCLUDE: Wild Turkey, Grouse, Dove, Fox, Deer, Bobcats, Geese, Duck, Black Bear and Bald Eagles."
* PRICE LOWERED - $15,000,000 TO $13,000,000 
$13,000,000
20854 TRAPPE, Upperville VA 20184
4
BEDS
5
BATHS
5,059
SQFT
$2,570
$/SQFT
1511.00
ACRES
1820
BUILT
"CLEREMONT FARM is a MAGNIFICENT 1511 ACRE ESTATE created by assembling 3 Contiguous Farms on the western border of Loudoun County. This perfect balance of well maintained farmland and forests creates a sense of privacy making it feel as though it's a County within a County. Should it be desired the 3 farms can be sold separately: CLEREMONT (410 Acres in 5 Parcels), BELLEFIELDS (422 Acres in 2 Parcels) and ROSS (679 Acres in 2 Parcels) The Estate of CLEREMONT is an AWARD WINNING CATTLE FARM nationally known for it pristine water quality and sustainable grazing. ****POTENTIAL FOR A TURN KEY CATTLE OPERATION including CATTLE, MANAGEMENT and EQUIPMENT***Located in Western Loudoun County, this Property offers forest and fields on the Eastern Slope and Piedmont of the Blue Ridge Mountains, 33 verdant pastures, wildlife habitat and 1000 Acres of Hardwood Forest, 400 of which are flatland timber managed on a 20-25 year rotation. Beautifully Managed Fields and Ponds have created a Retreat with Tremendous Opportunities for Riding, Fishing, Hiking, Hunting and Bird Watching. In an area with Olympic Riders, this land is adjacent to NEWSTEAD FARM and in the PIEDMONT HUNT TERRITORY. RESIDENCES include: The Historic Manor House, c. 1820, a Second Manor House, 3 Tenant Houses and the Patent House, c, 1760. OUTBUILDINGS INCLUDE: Farm Office, Garages, 14 Stall Barn, Machine Shop and Hay Barns. PRISTINE WATER from Natural Springs, including Jeffries Branch, 3 Ponds and Wetlands, is Protected by 4.5 Miles of Fencing. Water is Supplied to all Fields with Spring-fed or Energy-free Water Troughs piped from Existing Wells. 130 Acres of Riparian Buffers for Wildlife Habitat are Protected with Wildlife Friendly Fences. 2 Miles of Interior Roads Provide Access to Homes and Fields. WILDLIFE INCLUDE: Wild Turkey, Grouse, Dove, Fox, Deer, Bobcats, Geese, Duck, Black Bear and Bald Eagles."
* PRICE LOWERED - $15,000,000 TO $13,000,000 
$6,500,000
9092 JOHN MOSBY HWY, Upperville VA 20184
5
BEDS
4
BATHS
5,020
SQFT
$1,295
$/SQFT
254.00
ACRES
1800
BUILT
"Exceptional estate 254 acres 3 parcels runs parallel to the Village of Upperville on North boundary of Trinity Episcopal Church, rolling terrain & pristine views w/ Greengarden Road as Eastern boundary. 10 acre Spring fed lake, Pine forests, w/ extensive interior roads, stone walls, Stone Barn, Spring house & fine Virginia farmhouse.2Mins to Upperville Show Grounds. Piedmont Hunt. 1hr to DC"
* PRICE LOWERED - $8,975,000 TO $6,500,000 
$4,850,000
1388 CRENSHAW RD, Upperville VA 20184
4
BEDS
5
BATHS
5,795
SQFT
$837
$/SQFT
5.07
ACRES
1997
BUILT
"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."
$4,750,000
20561 TRAPPE RD, Upperville VA 20184
5
BEDS
5
BATHS
4,680
SQFT
$1,015
$/SQFT
474.26
ACRES
1960
BUILT
"Trappe Hill Farm is a serene 474 acre estate in 5 parcels. From its high elevation, on the eastern slope of the Blue Ridge mountains, this farm commands some of the most magnificent views in Loudoun County. Lovely residence with first floor master bedroom suite, handsome library, formal and informal dining, living/family room adjacent to kitchen and open to stone terrace. Three tenant houses, stable with 13 stalls, wash stall, office and 1 bedroom apartment. 4 bay machine shop. Fenced paddocks and fields with 11 run-in sheds. The property includes various easements."
$4,125,000
21167 TRAPPE RD, Upperville VA 20184
4
BEDS
5
BATHS
4,000
SQFT
$1,031
$/SQFT
166.18
ACRES
1986
BUILT
"MAJOR PRICE REDUCTION. Gracious Lakeview on 166 prime acres w/ renovated & tasteful manor home,3BD Guest Cottage,9 stall Barn, Indoor Arena, Machine shed & fenced paddocks on private treelined entry drive w/ BlueRidgeMtns to West boundary & LAKE at foot of East boundary. Exquisite hardwood floors, updated Baths, Kitchen w/ SS stove, custom cabs & counters, lightfilled views. Private. Under 85 mins to DC."
* PRICE LOWERED - $4,425,000 TO $4,125,000 
$3,850,000
9745 ELMWOOD RD, Upperville VA 20184
5
BEDS
4
BATHS
7,998
SQFT
$481
$/SQFT
51.92
ACRES
1989
BUILT
"Artistry and craftsmanship are hallmarks of this custom-built stucco home, reminiscent of classic Palladian architecture, located in the heart of horse and wine country. This home was designed by Julian Kulski, known for his hunt country aesthetics in design. The estate is adorned with attractive built-in bookcases and display cases, elegant hand-milled crown moldings, French atrium doors that open to Bluestone terraces, gleaming cherry wood floors and solid cherry doors, and sweeping 10 and 12-foot ceilings throughout. Everything has been carefully crafted and constructed for new owners to move in seamlessly. Admirers of the picturesque English countryside will be enamored with this impressive 51+ acre private estate, designed with nature aficionados in mind in Piedmont Hunt Territory. Facilities for equestrian enthusiasts include an Olympic-size dressage riding arena with a bluestone base, and a six-stall center-aisle cement-floor barn. The barn offers a hayloft, haydrops, tack room, feed room, and covered portico. Each stall offers electrical outlets, good drainage, and extra large fans are further testimony to the equestrian devotees who built the property. The spacious tack room has baseboard heat. Five paddocks with board horse fencing are visible as you drive up to the estate, while access for deliveries and farm equipment is facilitated through a separate service entrance. Gardening enthusiasts will delight in the outdoor amenities including a mini arboretum, 2 large greenhouses ~ Amedega and Janco. An inground pool accented with two waterfalls off its patio offers the homeowner a refreshing retreat. DawnWood is an exceptional and private property that truly offers elegant country living with traditional yet fresh Virginian architecture."
$2,850,000
9092 JOHN MOSBY HWY, Upperville VA 20184
5
BEDS
4
BATHS
5,020
SQFT
$568
$/SQFT
122.33
ACRES
1800
BUILT
"Exceptional estate 122 + acres runs parallel to the Village of Upperville on North boundary of Trinity Episcopal Church, rolling terrain & pristine views w/ Greengarden Road as Eastern boundary. Virginia Farm house with elegant finishes. Original Log House at core of home that grew around it. Pine forests, w/ extensive interior roads, stone walls, Stone Barn, Spring house & fine Virginia farmhouse. 2Mins to Upperville Show Grounds. Piedmont Hunt. 1hr to DC. 2 other parcels also available. Sale subject to final survey and plat approval and County Perc Certification, which is in progress."
$999,950
9075 JOHN S MOSBY HWY, Upperville VA 20184
4
BEDS
4
BATHS
4,000
SQFT
$250
$/SQFT
2.62
ACRES
1800
BUILT
"The Academy,Historic Icon of Upperville w/ Georgian Style Main House steeped in Civil War & local history offers a 2020 renovated Guest Cottage with excellent income production if desired, 2 - 2 Bay garages, & lush front & back gardens w/ mature trees. Renovated in 1998 by current owners who added a Sunroom & kitchen as well as bringing original fixtures & hardwood floors back to life. Exquisite knot & rose garden with Gravel paths. Large-Livable Antique."
* PRICE LOWERED - $1,150,000 TO $999,950 
$895,000
9265 & 9267 PATRICK ST, Upperville VA 20184
4
BEDS
3
BATHS
3.16
ACRES
1971
BUILT
"9265 and 9267 Patrick Street are proven income producing homes. 9265 is currently rented out and 9267 is currently available. Both homes can be purchased together or individually. 9267 comes with 3 additional lots. Both homes have hardwood floors throughout, granite, upgraded bathrooms, and large yards with historic stone walls. Perfect for a family compound investor, or live in one home while renting out the other. Being in Fauquier county allows these homes to be Air B&B friendly and are across the street from the famous Upperville Horse and Pony Show, Piedmont Point to Point steeple chase race, minutes to Skyline Park, vineyards and perfect commuter location."
$470,000
9265 PATRICK ST, Upperville VA 20184
5
BEDS
3
BATHS
2,400
SQFT
$196
$/SQFT
1.01
ACRES
1971
BUILT
"Fauquier County Virginia is known for beauty and charm located at the base of the Blue Ridge Mountains. With 9 vineyards, equestrian sports, parks and celebrated school system it is one of the highest income producing counties. 9265 Patrick Street in iconic Upperville Va is an hour from Washington D.C., 11 miles to Route 66, 32 miles to Dulles International Airport, 9.9 Miles to Sky Meadows State Park invites you to come live here. A garden-like yard with historic stone walls and an expansive back deck complete this brick home~s recent renovation showing off an open floor plan with hardwood floors, a custom kitchen, a main level master and large bedrooms. This home can be sold with 9267 Patrick Street. A great place to raise your family, or a great investment this house is a must see. Call to make your appointment today, 540-222-2119."
* PRICE LOWERED - $495,000 TO $470,000 
 
View:  
  Page 1 of 1  
 

Explore Upperville Communities

Choose a community below to view homes, condos and Real Estate for sale.




One Moment Please..

Sign Up For A Free Account
We'll email you when we find properties that match your needs!
Receive notifications of New Listings & Price Changes.




Example: 801-111-2222

Search Smarter
  • New Listing Email Alerts
  • Price Change Alerts
  • All Detailed MLS Info
  • Photos, Tours & Videos
  • Save your Favorite Homes
  • Save Searches
  • Find Your Home Value
  • Agents Online to Answer Questions
  • Maps & Property Street View

Already Registered? Sign In.
By registering on our site you agree to our terms & privacy policy.