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Real Estate & Property for Sale in Upperville

Showing 274 - 294 of 774 properties
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SoldFeb 17, 2026
$1,125,000
3383 Lost Corner Road
Delaplane VA 20144
Land
Listing courtesy of Sheridan-MacMahon Ltd. and Thomas and Talbot Estate Properties, Inc.
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SoldFeb 17, 2026
$755,000
35855 Bentridge Court
Round Hill VA 20141
5
4
6
Single-Family
Listing courtesy of Pearson Smith Realty, LLC
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SoldFeb 16, 2026
$695,000
212 East Marshall Street
Middleburg VA 20117
3
4
Townhouse
Listing courtesy of Middleburg Real Estate and Sheridan-MacMahon Ltd.
James Cheatle James Cheatle
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For Sale
$962,900
1 Riley Road
Shenandoah Farms VA 20187
4
4
2
Single-Family
Listing courtesy of CENTURY 21 New Millennium
Benjamin Heisler Benjamin Heisler
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Under Contract
$654,777
113 Roseville Court
Boyce VA 22620
5
5
2
Single-Family
Listing courtesy of Pearson Smith Realty, LLC
Rebecca Poston Rebecca Poston
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Under Contract
$1,825,000
23650 Grasty Place
Middleburg VA 20117
4
5
9
Single-Family
Listing courtesy of Thomas and Talbot Estate Properties, Inc.
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SoldFeb 13, 2026
$970,000
222 Barred Owl Ln
Boyce VA 22620
4
5
2
Single-Family
Listing courtesy of Hunt Country Sotheby's International Realty and Samson Properties
Mark Miller Mark Miller
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SoldFeb 13, 2026
$1,899,999
Tree Crops Ln
Round Hill VA 20141
Land
Listing courtesy of Long & Foster Real Estate, Inc.
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SoldFeb 13, 2026
$560,000
320 Hopkins Drive
Boyce VA 22620
4
4
4
Single-Family
Listing courtesy of Coldwell Banker Premier and Pearson Smith Realty, LLC
William Driskill William Driskill
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For Sale
$3,395,000
21051 St Louis Rd
Middleburg VA 20117
5
8
3
Single-Family
Listing courtesy of Thomas and Talbot Estate Properties, Inc.
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SoldFeb 12, 2026
$5,250,000
2573 Zulla Road
The Plains VA 20198
3
6
2
Single-Family
Listing courtesy of Thomas and Talbot Estate Properties, Inc.
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SoldFeb 12, 2026
$710,000
1152 Blue Mountain Rd
Shenandoah Farms VA 22630
4
3
2
Single-Family
Listing courtesy of Samson Properties
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SoldFeb 12, 2026
$210,000
560 Youngs Drive
Shenandoah Farms VA 22630
4
2
Single-Family
Listing courtesy of Weichert, REALTORS and Mountains Edge Realty LLC
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SoldFeb 12, 2026
$1,645,000
35080 McKnight Court
Round Hill VA 20141
5
5
3
Single-Family
Listing courtesy of Hunt Country Sotheby's International Realty and Keller Williams Realty
James Lemon, Jr. James Lemon, Jr.
SoldFeb 12, 2026
$1,673,250
Merry Oaks Road
The Plains VA 20198
Land
Listing courtesy of Washington Fine Properties, LLC
Derek Greene Derek Greene
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For Sale
$190,000
11 Virginia Avenue
Boyce VA 22620
3
1
Single-Family
Listing courtesy of The Greene Realty Group
Leo Lee Leo Lee
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For Sale
$4,300,000
34266 Williams Gap Rd
Round Hill VA 20141
1
400
Other
Listing courtesy of TTR Sothebys International Realty
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SoldFeb 10, 2026
$371,000
181 Brook View Road
Shenandoah Farms VA 22630
3
3
Single-Family
Listing courtesy of Samson Properties
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SoldFeb 10, 2026
$384,000
247 Arrowood Road
Skyland Estates VA 22642
3
2
Single-Family
Listing courtesy of Samson Properties and Pearson Smith Realty, LLC
Philip Vaught Philip Vaught
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For Sale
$524,000
1430 Drummer Hill Road
Shenandoah Farms VA 22630
3
2
2
Single-Family
Listing courtesy of Keller Williams Realty/Lee Beaver & Assoc.
Jeffrey Baggarly Jeffrey Baggarly
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For Sale
$459,975
145 Tulip Poplar Drive
Shenandoah Farms VA 22642
4
3
2
Single-Family
Listing courtesy of Whitetail Properties Real Estate, LLC
274 - 294 of 774

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