Upperville Homes for Sale

Included below are homes for sale in Upperville. If you would like more information on any of these Upperville real estate listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

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Upperville May 19, 2019
11
Listed
269
Avg. DOM
$908.12
Avg. $ / Sq.Ft.
$3,850,000
Med. List Price
11 Properties Found.
Sort By:
33542 Newstead Ln
Upperville, VA 20184
33542 Newstead Ln Upperville, VA 20184
1 of 38
$9,900,000
Subdivision: Upperville
BEDS
6
BATHS
9
SQ.FT.
9,877
BUILT
1830
ON SITE
50Days
MLS ®
VALO356258
Encompassing over 226 spectacular acres at the base of the Blue Ridge Mountains and surrounded by thousands of conserved acres in prime Virginia Hunt Country, Newstead Farm is the quintessential...
9745 Elmwood Rd
Upperville, VA 20184
9745 Elmwood Rd Upperville, VA 20184
1 of 54
$3,850,000
Subdivision: Greystone
BEDS
5
BATHS
4
SQ.FT.
7,998
BUILT
1989
ON SITE
53Days
MLS ®
VAFQ155618
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...
21562 Greengarden Rd
Upperville, VA 20184
21562 Greengarden Rd Upperville, VA 20184
1 of 64
$1,700,000
Subdivision: None Available
BEDS
4
BATHS
4
SQ.FT.
2,750
BUILT
2013
ON SITE
59Days
MLS ®
VALO329208
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...
20854 Trappe
Upperville, VA 20184
20854 Trappe Upperville, VA 20184
1 of 54
$15,000,000
Subdivision: Upperville
BEDS
4
BATHS
5
SQ.FT.
5,059
BUILT
1993
ON SITE
106Days
MLS ®
VALO315050
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...
20561 Trappe Rd
Upperville, VA 20184
20561 Trappe Rd Upperville, VA 20184
1 of 23
$6,500,000
Subdivision: Upperville
BEDS
4
BATHS
6
SQ.FT.
4,680
BUILT
1990
ON SITE
115Days
MLS ®
VALO268054
TRAPPE HILL FARM is a SERENE 536 ACRE ESTATE in 10 PARCELS. From its HIGH ELEVATION, on the EASTERN SLOPE OF THE BLUE RIDGE MOUNTAINS, THIS FARM COMMANDS some of the MOST MAGNIFICENT VIEWS IN...
22030 Willisville Rd
Upperville, VA 20184
22030 Willisville Rd Upperville, VA 20184
1 of 59
$1,249,000 ( $50,000 )
Subdivision: None Available
BEDS
4
BATHS
5
SQ.FT.
4,675
BUILT
1980
ON SITE
176Days
MLS ®
VALO149524
Elegant French Country estate on easy to maintain eight acres offers the perfect entertainment flow yet privacy on all floors. Stunning custom kitchen w/ Wolf range, Sub Zero, and elegant chandelier....
9075 John S Mosby Hwy
Upperville, VA 20184
9075 John S Mosby Hwy Upperville, VA 20184
1 of 29
$999,950 ( $250,050 )
Subdivision: None Available
BEDS
4
BATHS
4
SQ.FT.
4,000
BUILT
1800
ON SITE
372Days
MLS ®
1001188884
The Academy,Historic Icon of Upperville w/ Georgian Style Main House steeped in Civil War & local history offers a Guest Cottage, 2 - 2 Bay garages, & lush front & back gardens w/ mature trees....
9157 John S Mosby Hwy
Upperville, VA 20184
9157 John S Mosby Hwy Upperville, VA 20184
1 of 39
$749,000 ( $141,000 )
Subdivision: None Available
BEDS
4
BATHS
3
SQ.FT.
2,543
BUILT
1843
ON SITE
384Days
MLS ®
1000470826
Stunning c.1843 Greek Revival home in historic village of Upperville. Classic center hall design w/hrdwd floors & double porches. Formal DR & LR w/fplces, Family Rm, Kitchen, 4 BR/3 BA w/enclosed...
21167 Trappe Rd
Upperville, VA 20184
21167 Trappe Rd Upperville, VA 20184
1 of 30
$4,125,000 ( $325,000 )
Subdivision: None Available
BEDS
4
BATHS
5
SQ.FT.
4,000
BUILT
1986
ON SITE
396Days
MLS ®
1000417098
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...
9008 John S Mosby Hwy
Upperville, VA 20184
9008 John S Mosby Hwy Upperville, VA 20184
1 of 5
$475,000 ( $70,000 )
Subdivision: None Available
BEDS
2
BATHS
1
SQ.FT.
1,200
BUILT
1850
ON SITE
558Days
MLS ®
1003976313
4 Village lots ideal for Builder, investor or for aggregating into a 5.49 acre parcel for a single home w/ division potential when you choose. Rare opportuntiy for home based cottage business with V...
9092 John Mosby Hwy
Upperville, VA 20184
9092 John Mosby Hwy Upperville, VA 20184
1 of 30
$6,500,000 ( $3,300,000 )
Subdivision: None Available
BEDS
5
BATHS
4
SQ.FT.
5,020
BUILT
1800
ON SITE
557Days
MLS ®
1000086135
Exceptional estate 254 acres 4 parcels runs parallel to the Village of Upperville on North boundary of Trinity Episcopal Church, rolling terrain & pristine views w/ Greengarden Road as Eastern...