Upperville Real Estate

Upperville Real Estate

Welcome to Upperville, Virginia – a charming subdivision nestled in the heart of Loudoun County. Known for its picturesque landscapes and rich history, Upperville offers a unique blend of rural tranquility and modern convenience, making it an ideal place to call home.

As you stroll through the tree-lined streets, you’ll be captivated by the historic architecture and the vibrant sense of community that permeates this quaint town. Upperville is renowned for its equestrian culture, with sprawling pastures and beautiful horse farms that reflect the area's deep-rooted connection to agriculture and outdoor activities. Whether you’re an avid horseback rider or simply enjoy the scenic views, Upperville is a haven for nature lovers.

Residents here take pride in their close-knit community, where neighbors become friends and local events bring everyone together. The annual Upperville Colt & Horse Show, one of the oldest horse shows in the country, draws visitors from near and far, showcasing the town's equestrian heritage.

Upperville also boasts a selection of charming boutiques, delightful eateries, and local vineyards, offering a taste of the area’s rich agricultural bounty. With its proximity to major highways, residents enjoy easy access to nearby cities like Winchester and Leesburg, while still savoring the peace and quiet of small-town living.

If you’re seeking a place that combines the beauty of Virginia’s countryside with a welcoming community spirit, Upperville is the perfect destination. Come explore the possibilities and discover your dream home in this enchanting subdivision!

Newest Listings in Upperville

$2,595,000
4 Beds 4 Baths
Small Spring Farm is being offered for the first time in over 50 years. Nestled on 27 scenic acres just north of Upperville, this charming horse property enjoys beautiful Blue Ridge Mountain views and offers a rare combination of history, character, and equine amenities in the heart of Virginia's hunt country. At the center of the farm is a unique residence created by linking two historic stone cottages, one dating back to 1812. The result is a warm and inviting home that can function as a single residence or as two connected living spaces, each with its own kitchen making it ideal for extended family, guests, or a variety of living arrangements. Together, the home offers four bedrooms, four full baths, original hardwood floors, three fireplaces and numerous spaces for gathering and entertaining. Outdoor living is equally appealing, with a covered front porch, side porches, and a spacious rear deck overlooking the surrounding countryside and capturing spectacular sunset views. Equine facilities include a six-stall center-aisle barn with hayloft, five fenced paddocks, a round pen, riding ring and a large run-in shed. A detached equipment building provides multiple storage bays, a garage, and a charming one-bedroom, one-bath studio apartment with its own private garden. Protected by a VOF conservation easement and located within Piedmont Hunt territory, Small Spring Farm offers the privacy, beauty, and rural character that make this area so sought after. All buildings are currently tenant occupied and require 24 hours' notice to show. No drive-ins.

33195 Millville Rd, Upperville

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact: 5406876500

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