Upperville Real Estate, Homes and Condos for sale

All Upperville homes currently listed for sale in Upperville as of 12/12/2018 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.


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$15,000,000
20854 TRAPPE RD, Upperville VA 20184
4
BEDS
5
BATHS
1511.58
ACRES
1820
BUILT
"CLEREMONT FARM: THE IMPRESSIVE, HISTORIC AND AWARD WINNING 1511 ACRE ESTATE AND CATTLE FARM -offers forest and fields on the Eastern Slope and Piedmont of the Blue Ridge Mountains, 33 verdant pastures, wildlife habitat, pristine water. Three contiguous farms with potential to be sold separately. Piedmont Hunt Territory. For additional information and videos: Cleremont Farm at thomas-talbot"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $19,750,000 TO $15,000,000 
$13,500,000
33542 NEWSTEAD LN, Upperville VA 20184
6
BEDS
9
BATHS
9,877
SQFT
$1,367
$/SQFT
352.00
ACRES
1830
BUILT
"Newstead is an extraordinary equestrian property rich in history. Home to 1980 Kentucky Derby winner,Genuine Risk & Olympic show jumping rider. Spectacular 15,000 sq ft. main residence, large office, guest & tenant houses, barns, sand ring & grand prix field. Turn Key condition. 350+ scenic acres with mtn views, ponds, & stone walls. 3 parcels. VOF Easement- opportunity for tax credits. See video"
* LISTED OVER 120 DAYS 
$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 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 boundary. 10 acre Spring fed lake, Pine forests, w/ extensive interior roads, stone walls, Stone Barn, Spring house & fine Virginia farmhouse.2Mins to Uville Show Grounds. Piedmont Hunt. 1hr to DC"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $8,975,000 TO $6,500,000 
$4,425,000
21167 TRAPPE RD, Upperville VA 20184
4
BEDS
5
BATHS
166.18
ACRES
1986
BUILT
"Gracious Lakeview on 166 prime acres w/ renovated & tasteful manor home,3BD Guest Cottage,9 stall Barn, Possible 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."
* LISTED OVER 120 DAYS 
$3,999,000
21953 WILLISVILLE RD, Upperville VA 20184
5
BEDS
7
BATHS
53.10
ACRES
2008
BUILT
"Tempi Creek Farm - A well-appointed 53 acre Equestrian Estate located in The Piedmont Hunt Country that is an exceptional combination of an Energy Efficient Custom Home and Exquisite Equine Facility. 7 Stall King Construction Barn with room to expand, Covered Arena and European Walker that is just a Walk, Trot and Canter from Middleburg. It is this synergy that makes Tempi Creek Farm so Special."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $4,350,000 TO $3,999,000 
$2,750,000
33807 ARCHBOLD LN, Upperville VA 20184
10
BEDS
11
BATHS
14,937
SQFT
$184
$/SQFT
75.00
ACRES
1983
BUILT
"Incomparable 14,000 square foot estate set into 75 glorious acres in Upperville's Hunt Country. Grand entertaining spaces include the ballroom that flows onto the terrace via massive French doors, banquet-sized dining room, & commercial-grade kitchen. Intimate spaces include the hunt room, club room & breakfast room. Renovated 3-bedroom guest house plus fenced paddocks, run-in & 10-stall barn."
* LISTED OVER 120 DAYS 
$1,299,000
22030 WILLISVILLE RD, Upperville VA 20184
4
BEDS
5
BATHS
4,675
SQFT
$278
$/SQFT
7.80
ACRES
1980
BUILT
"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. Fabulous Great Room opens to a huge slate patio and heated pool with pavilion and accented with lovely landscaping. Media Room and wine bar, most elegant dining and living rooms plus ensuite bedrooms upstairs! Easy access, sunset views all in pristine condition! Exterior just repainted , new roof in 2014, all systems serviced and ready for one special buyer!"
$1,150,000
9075 JOHN S MOSBY HWY, Upperville VA 20184
4
BEDS
4
BATHS
4,000
SQFT
$288
$/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 Guest Cottage, 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."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,250,000 TO $1,150,000 
$799,900
1248 DELAPLANE GRADE RD, Upperville VA 20184
2
BEDS
3
BATHS
2,900
SQFT
$276
$/SQFT
10.00
ACRES
1984
BUILT
"EXCLUSIVE SOUTHWEST ARCHITECTURE IN THE MIDDLE OF HUNT COUNTRY ON 10 ACRES WITH BREATHTAKING VIEWS FOR MILES!! * 4 SEPARATE, FENCED PADDOCKS * UNIQUE STUCCO CONTEMPORARY FEATURING OPEN FLOOR PLAN * VAULTED CEILING & FIREPLACE IN FAMILY RM * REMODELED KITCHEN W/ MARBLE COUNTERTOPS * LOWER LEVEL REC ROOM W/ VAULTED TONGUE & GROOVE CEILING * OUTSIDE COURTYARD LEADS TO SEPARATE STUDIO W/ HALF BATH"
$769,000
9157 JOHN S MOSBY HWY, Upperville VA 20184
4
BEDS
3
BATHS
2,543
SQFT
$302
$/SQFT
0.64
ACRES
1843
BUILT
"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 Sunporch for office or BR. Upgrades include new electric, boiler, roof, windows, BAs & kitchen, AC & H2o system, parking area & landscaping. 2-car garage & shed. Zoned commercial. Priced below appraisal!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $825,000 TO $769,000 
$538,000
1150 POPLAR ROW LN, Upperville VA 20184
3
BEDS
2
BATHS
2,384
SQFT
$226
$/SQFT
1.07
ACRES
1850
BUILT
"HISTORIC HOME IN UPPERVILLE OFFERS 3+ BR, 2 BA, LARGE LR W/ FP, FORMAL DR, KIT W/ BRFST RM, SUN ROOM, GAME RM OR 4TH BR, LIBRARY, MASTER BR W/ FP & WALK-N CLOSET. RENOVATED IN 2018 JUST WAITING FOR YOU! ENJOY THE LARGE YARD & CREEK PERFECT FOR YOUR KIDS, DOGS OR GARDENS. ZONING ALLOWS FOR USE AS A B&B OR OTHER BUSINESS. LOCATED NEAR HUNTER'S HEAD RESTAURANT AND SLATER RUN WINERY & TASTING RM. VERY CLOSE TO THE UPPERVILLE HORSE SHOW GROUNDS AND 10 MINUTES TO MIDDLEBURG"
* PRICE LOWERED - $544,000 TO $538,000 
$499,999
9008 JOHN S MOSBY HWY, Upperville VA 20184
2
BEDS
1
BATHS
4.90
ACRES
1850
BUILT
"4 Village lots ideal for Builder, investor or for aggregating into one 4.9 acre parcel for a single home w/ division potential when you choose. Rare opportuntiy for home based cottage business with V zoning, homebuilder, investor or new home. Backs to Sunnyside Estate. Immediate access to Route 50.12 mins to Middleburg. Parcels C,D,E are raw and house is on well & septic. Rehab house or teardown."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $515,000 TO $499,999 
 
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