Charlottesville and central Virginia’s countryside is home to some of the region’s most prestigious farm estates; they are legacies that attract discerning buyers from around the world. From historic estates with pedigreed origins to modern working farms designed for equestrian pursuits and viticulture, each property offers a blend of luxury, privacy, and timeless appeal. For discerning buyers, these are more than homes; they are investments in heritage, lifestyle, and enduring value.
Nestled in the heart of Albemarle County, Mount Pleasant Farm spans more than 1,000 acres of pristine countryside just a short drive from Charlottesville. Its location places you minutes from Trump Winery, the stately Albemarle Estate, and the cultural heartbeat of the University of Virginia. The property’s historic manor house is framed by mature oaks and rolling pastures, creating a picture-perfect setting for an equestrian or agricultural estate. Panoramic Blue Ridge views and proximity to Virginia’s wine country give this farm both beauty and prestige, making it an extraordinary blend of timeless charm and unmatched privacy.
Tucked in the heart of Virginia’s Hunt Country, this Upperville farm is pure equestrian elegance. The rolling acreage is framed by classic stone walls, with riding arenas and well-kept stables that are ready for everything from show jumping to breeding. The property sits near the famed Upperville Colt & Horse Show and just down the road from Middleburg’s charming boutiques and restaurants. It’s the kind of place where country tradition blends seamlessly with a polished, high-end lifestyle.
Located in Southern Albemarle, Scottland Farm sits on nearly 1,900 acres of rolling countryside with roots reaching back to the early 1800s. A long driveway takes you past open fields and peaceful lakes before arriving at a stately Virginia home that pairs historic charm with modern comforts. Surrounding the main house are guest cottages, gardens, and an impressive equestrian facility with indoor and outdoor arenas, 26 stalls, and large barns that could be transformed into unforgettable event spaces. From every corner of the property, panoramic views stretch across the hills, yet Charlottesville is only a 25-minute drive. It is a rare blend of total seclusion and easy access to the area’s best dining, wineries, and cultural attractions.
Edgemont Farm is a historic estate that captures the beauty of Central Virginia’s countryside. Designed by Thomas Jefferson’s master builder, the main residence reflects the architectural grace of the early 1800s, while the grounds span hundreds of acres of fertile farmland and mature forest. From the property, you can reach some of Albemarle’s finest vineyards and enjoy easy access to Charlottesville’s dining and arts scene. Edgemont offers a rare combination of architectural significance, agricultural opportunity, and natural beauty.
Situated in the rolling hills of Fauquier County, this Old Carters Mill Road estate combines sweeping views with exceptional equestrian amenities. Its location in The Plains places it at the heart of Virginia’s horse country, renowned for its polo matches, fox hunting, and thriving vineyard scene. Along with expansive barns, lush pastures, and elegant living spaces, the home even includes an elevator that serves all three levels. A breezeway leads to a private in-law or guest suite complete with its own office, kitchen, and entertainment area, offering comfort and independence to visitors. With Washington, D.C. only about an hour away, it’s the perfect blend of rural charm and modern convenience.
A Rare Opportunity in Virginia’s Farm Country
Each of these properties offers something extraordinary, from historic pedigree to unrivaled landscapes. Whether your vision is raising thoroughbreds, cultivating vineyards, or simply enjoying a private retreat, Charlottesville and its surrounding counties provide a backdrop that’s impossible to replicate.
