Price Reduced75
$2,125,000
4 bd · 4 ba · 3,324 sqft
33195 Millville Rd, Upperville, VA
Cricket Bedford · Thomas and Talbot Estate Properties, Inc.
Est. $13,028/mo$547/sqft · 17 days on Realty
4
Beds
5
Baths
3,653
Sqft
1973
Built
Set amidst the rolling landscapes of Virginia’s storied horse and hunt country, 1325 Rokeby Road presents a rare opportunity to experience the timeless elegance of the Upperville countryside. Privately situated on approximately 5 acres and surrounded by expansive estate properties and Fauquier County’s protected agricultural landscape, this classic Cape Cod-style residence offers an exceptional sense of peace, privacy, and place. Framed by the Blue Ridge foothills, the property enjoys sweeping scenic views and a beautifully appointed outdoor setting centered around a private pool with commanding mountain vistas. The residence reflects a quintessential Old Virginia aesthetic, paired with a generous and versatile floor plan designed for both gracious entertaining and comfortable everyday living. With 4 bedrooms and 3½ baths, the home offers abundant finished living space and a flexible configuration well suited to a variety of lifestyles. Outside, meticulously maintained landscaping, extensive hardscape, and thoughtfully designed gardens create an effortless connection between the residence and its natural surroundings. Every element of the grounds has been carefully considered, resulting in a turn-key exterior that is as inviting as it is refined. Located just off Rokeby Road in the heart of one of Virginia’s most sought-after historic equestrian regions, the property embodies the enduring appeal of the Upperville countryside: privacy, open land, magnificent scenery, and an unmistakable sense of Old Virginia character. A distinctive country residence in an extraordinary setting, 1325 Rokeby Road offers a rare blend of classic architecture, sophisticated outdoor living, and the enduring beauty of Virginia’s horse and hunt country.
Listing agent
William Shearer Driskill Jr.
Courtesy of Thomas and Talbot Estate Properties, Inc.
(540) 454-7522
Bright MLS · Listing VAFQ2024156
$400,000
Estimated monthly payment
$13,028/mo
Loan amount $1,600,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
Within 2 miles of this home: 2 parks and green spaces.
Place data from OpenStreetMap.
Skallerup Pond
Upperville Park
John S Mosby Highway
Bright MLSThis content last refreshed on 2026-10-12 09:10:39 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Price Reduced75
$2,125,000
4 bd · 4 ba · 3,324 sqft
33195 Millville Rd, Upperville, VA
Cricket Bedford · Thomas and Talbot Estate Properties, Inc.
78$1,550,000
3 bd · 2 ba · 3,801 sqft
9016 John S Mosby Hwy, Upperville, VA
Ilhan Birgin · Samson Properties
Price Reduced80$2,575,000
4 bd · 3 ba · 3,216 sqft
10157 John S Mosby Hwy, Upperville, VA
William Shearer Driskill Jr. · Thomas and Talbot Estate Properties, Inc.


School ratings (A+ to F) from HJN community data.
Middleburg Montessori School
UG-UG · Montessori
27 students · 6.8:1 student–teacher
Banneker Elementary School
KG-5 · Regular · Loudoun County Public Schools
139 students · 7.7:1 student–teacher
Claude Thompson Elementary School
PK-5 · Regular · Fauquier County Public Schools
254 students · 14.9:1 student–teacher