Recently Sold Upperville, VA Homes

$6,500,000 Sold Nov 12, 2025

21281 Belle Grey Ln, Upperville, VA 20184

• 3 Beds
• 3 Baths
• 3,303 Sq Ft
• Built 2009

Last Sold Summary

• $1,968/SF
• 47 Days On Market

Current Estimated Value $6,470,344

Last Listing Agent Patrick Saltz Saltz Realty, Inc.

$1,135,000 Sold Jan 14, 2026

1170 Parker St, Upperville, VA 20184

• 4 Beds
• 2 Baths
• 2,775 Sq Ft
• Built 1973

Last Sold Summary

• $409/SF
• 81 Days On Market

Current Estimated Value $1,003,359

Last Listing Agent Cricket Bedford Thomas and Talbot Estate Properties, Inc.

$19,800,000 Sold Feb 27, 2026

21846 Trappe Rd, Upperville, VA 20184

• 11 Beds
• 13 Baths
• 17,000 Sq Ft
• Built 1912

Last Sold Summary

• $1,165/SF
• 1 Day On Market

Current Estimated Value $11,833,768

Last Listing Agent Daniel Heider TTR Sotheby's International Realty

$892,000 Sold Oct 16, 2025

9068 John s Mosby Hwy, Upperville, VA 20184

• 3 Beds
• 3 Baths
• 2,165 Sq Ft
• Built 1939

Last Sold Summary

• $412/SF
• 85 Days On Market

Current Estimated Value $874,727

Last Listing Agent Cricket Bedford Thomas and Talbot Estate Properties, Inc.

$4,500,000 Sold Jun 25, 2025

1388 Crenshaw Rd, Upperville, VA 20184

• 5 Beds
• 7 Baths
• 7,225 Sq Ft
• Built 1997

Last Sold Summary

• $623/SF
• 8 Days On Market

Current Estimated Value $4,438,753

Last Listing Agent Laura Farrell TTR Sotheby's International Realty

$900,000 Sold Jun 09, 2025

9082 John s Mosby Hwy, Upperville, VA 20184

• 3 Beds
• 3 Baths
• 2,938 Sq Ft
• Built 1823

Last Sold Summary

• $306/SF
• 80 Days On Market

Current Estimated Value $889,551

Last Listing Agent Will Driskill Thomas and Talbot Estate Properties, Inc.

$1,225,000 Sold Aug 11, 2025

9050 Hogan Ln, Upperville, VA 20184

• 4 Beds
• 4.5 Baths
• 3,587 Sq Ft
• Built 1986

Last Sold Summary

• $342/SF
• 111 Days On Market

Current Estimated Value $1,190,095

Last Listing Agent Heather Wells Real Broker, LLC

$21,350,000 Sold Jan 29, 2026

21515 Trappe Rd, Upperville, VA 20184

• 9 Beds
• 11 Baths
• 12,500 Sq Ft
• Built 1795

Last Sold Summary

• 19% Below List Price
• $1,708/SF
• 524 Days On Market

Current Estimated Value $11,839,144

Last Listing Agent Alex Webel HALL AND HALL PARTNERS, LLP

$2,495,000 Sold May 14, 2025

21881 Willisville Rd, Upperville, VA 20184

• 5 Beds
• 6.5 Baths
• 8,187 Sq Ft
• Built 2023

Last Sold Summary

• $305/SF
• 59 Days On Market

Current Estimated Value $2,620,962

Last Listing Agent Will Driskill Thomas and Talbot Estate Properties, Inc.

$995,000 Sold Aug 04, 2025

7521 John s Mosby Hwy, Upperville, VA 20184

• 3 Beds
• 2 Baths
• 2,112 Sq Ft
• Built 1983

Last Sold Summary

• $471/SF
• 12 Days On Market

Current Estimated Value $978,833

Last Listing Agent Emily Ristau Thomas and Talbot Estate Properties, Inc.

$615,000 Sold Jun 30, 2025

9259 John s Mosby Hwy, Upperville, VA 20184

• 1 Bed
• 1 Bath
• 936 Sq Ft
• Built 2021

Last Sold Summary

• $657/SF
• 53 Days On Market

Current Estimated Value $628,147

Last Listing Agent John Denny Paul Wesley Real Estate

$2,710,000 Sold Aug 11, 2025

1129 Delaplane Grade Rd, Upperville, VA 20184

• 5 Beds
• 4.5 Baths
• 5,856 Sq Ft
• Built 1832

Last Sold Summary

• $463/SF
• 25 Days On Market

Current Estimated Value $2,565,936

Last Listing Agent Kathryn Harrell Washington Fine Properties, LLC