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Upperville
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Real Estate & Property for Sale in
Upperville
Showing 1 - 21 of 653 properties
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Marjorie Rojas-Suarez
For Sale
$10,000
Timber Lane
Shenandoah Retreat VA 20135
Land
Listing courtesy of Spring Hill Real Estate, LLC.
Cricket Bedford
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5
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For Sale
$899,000
8 East Washington Street
Middleburg VA 20117
Land
Listing courtesy of Thomas and Talbot Estate Properties, Inc.
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Sold
Nov 6, 2026
$3,450,000
3665 Creels Lane
The Plains VA 20198
6
7
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3
Single-Family
Listing courtesy of Compass and Hunt Country Sotheby's International Realty
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Sold
Nov 6, 2026
$1,900,000
1325 Rokeby Road
Upperville VA 20184
4
5
Single-Family
Listing courtesy of Thomas and Talbot Estate Properties, Inc.
Robert Caines
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Under Contract
$1,117,711
35560 Deer Crossing Ln
Round Hill VA 20141
4
3
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6
Single-Family
Listing courtesy of REMAX Distinctive | Ashburn
Jennifer Kitner
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5
For Sale
$34,950
Moonshiner Way
Shenandoah Farms VA 22630
Land
Listing courtesy of Pearson Smith Realty, LLC
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Sold
Nov 5, 2026
$2,050,000
34520 Atoka Chase Lane
Middleburg VA 20117
3
3
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12
Single-Family
Listing courtesy of Washington Fine Properties, LLC and Fairfax Realty of Tysons
Emily Ristau
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For Sale
$950,000
4228 Bragg Street
The Plains VA 20198
2
3
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8
Single-Family
Listing courtesy of Thomas and Talbot Estate Properties, Inc.
Timothy Murphy
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For Sale
$185,000
McQuay Ln
Middleburg VA 20117
Land
Listing courtesy of REMAX Distinctive | Ashburn
John Coles
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Sold
Nov 3, 2026
$3,665,000
3730 Milestone Rd
The Plains VA 20198
4
6
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2
Single-Family
Listing courtesy of Thomas and Talbot Estate Properties, Inc.
Cricket Bedford
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5
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For Sale
$949,000
3631 N Red Oak Ln
Delaplane VA 22643
3
3
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8
Single-Family
Listing courtesy of Thomas and Talbot Estate Properties, Inc.
Erin Kavanagh
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Sold
Nov 2, 2026
$530,000
489 Vaught Drive
Shenandoah Farms VA 22630
3
3
Single-Family
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Sold
Nov 2, 2026
$220,000
155 Gary Ln
Shenandoah Farms VA 22630
3
2
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4
Single-Family
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty and Pearson Smith Realty, LLC
Elizabeth Kovalak
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5
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For Sale
$645,000
35121 Bloomfield Road
Round Hill VA 20141
2
2
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5
Single-Family
Listing courtesy of Real Broker, LLC
Karen Stevens
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For Sale
$539,900
19 High Street
Round Hill VA 20141
Land
Listing courtesy of McEnearney Associates, Inc.
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Sold
Oct 30, 2026
$757,500
17276 Magic Mountain Dr
Round Hill VA 20141
4
4
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2
Single-Family
Listing courtesy of Pearson Smith Realty, LLC and Real Broker, LLC
Sold
Oct 30, 2026
$492,900
60 Old Oak Lane
Shenandoah Farms VA 22630
3
3
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1
Single-Family
Listing courtesy of REMAX Roots | Winchester and Fathom Realty
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Sold
Oct 30, 2026
$8,000
19 Dragons Road
Skyland Estates VA 22642
Land
Listing courtesy of REMAX Real Estate Connections | Front Royal and Maven & Key Realty
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Sold
Oct 30, 2026
$770,000
17395 Arrowood Place
Round Hill VA 20141
5
4
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2
Single-Family
Listing courtesy of Hunt Country Sotheby's International Realty
Paul MacMahon
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Sold
Oct 29, 2026
$2,700,000
6370 John Barton Payne Road
Marshall VA 20115
3
3
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3
Single-Family
Listing courtesy of Sheridan-MacMahon Ltd.
Sold
Oct 29, 2026
$375,000
8566 Pellam Court
Marshall VA 20115
3
2
Townhouse
Listing courtesy of Pearson Smith Realty, LLC and Keller Williams Realty
1 - 21 of 653
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Paris
Delaplane
Middleburg
Shenandoah Farms
Markham
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Shenandoah Retreat
The Plains
Round Hill
Skyland Estates
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(619) 566-0008
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