Upperville Homes with Pool

Upperville Homes with Pool

Welcome to Upperville, Virginia—a hidden gem nestled in the heart of Fauquier County. This picturesque town is renowned for its stunning landscapes, rich equestrian culture, and charming rural atmosphere. With its rolling hills and lush greenery, Upperville offers a peaceful retreat for those seeking a serene lifestyle while being conveniently located just a short drive from the bustling energy of Washington, D.C.

Upperville is not just about breathtaking scenery; it also boasts a vibrant community spirit. The town is home to a variety of local events, farmers' markets, and equestrian competitions, making it a haven for horse lovers and outdoor enthusiasts alike. The historic architecture and quaint shops along the main street add to the town's allure, inviting residents to explore and enjoy the beauty of small-town living.

For those looking to make Upperville their home, you'll be delighted to discover an array of stunning properties, many of which feature private pools. Imagine relaxing by your own sparkling oasis on warm summer days or hosting unforgettable gatherings with friends and family in your backyard paradise. Homes with pools in Upperville provide the perfect blend of luxury and comfort, allowing you to unwind while soaking in the breathtaking views of the surrounding countryside.

Whether you're a first-time homebuyer, a growing family, or looking to downsize, Upperville offers a unique lifestyle that combines tranquility with community charm. Come discover your dream home in this enchanting town, where every day feels like a vacation!

Newest Upperville Homes with Pool

$11,200,000
4 Beds ⋅ 4 Baths ⋅ VAFQ2019810 MLS
BACK ON THE MARKET DUE TO NO FAULT OF THE SELLER OR PROPERTY. Peace and Plenty at Bollingbrook, circa 1809, presents an outstanding property in the history of Virginia. Originally part of a 9,600-acre land patent from Lord Fairfax in 1731 it later became a wedding present of 790 acres in 1809 whereas the one-story, Federal brick house of four rooms was constructed. Later in 1830, Robert Bolling added 21 rooms creating an ornate and classic Jeffersonian design with 15 ft. ceilings, beautiful fireplace mantels, intricate cornices and columns, a glorious staircase, beautiful hand-blown glass windows, decorative door handles and hinges and gorgeous, white oak floors. All original seventeen (17) structures remain: The Manor House, The Pool House, The Guest Cottage, The Gate House, The Chapel, The Overseer's House, The 12-stall Barn, The Old Silo barn (oldest in the State of Virginia), The Cannery, The Scale House, The Blacksmith Shop, A Wood Shed, The Schoolhouse, A Smokehouse, A Summer Kitchen, A Barn Apartment and The Hilleary House. The main house offers four generous entertaining rooms upon entry; a Music room, Living room, Meeting room and a Library. The expansive Dining room can accommodate two dozen friends and family. A Primary Suite with adjoining sitting room, opens to the deck sunroom and a stroll on the wrap around balcony. Of course, a luxurious bath leading to an expansive closet of 27 ft. x 18ft. outfits the suite. In addition, there are two, luxurious bedrooms with fireplaces and private baths, a back staircase, full basement, a three-car garage, and a lovely mudroom entry to the Kitchen with enclosed porch. The Pool House flanks a saltwater pool with a wide lounging ledge and overlooks the Blue Ridge displaying spectacular sunset views! Among the pristinely manicured grounds is the notable 250-year-old Cedar of Lebanon tree, largest in Virginia. Preserved in Easement with the Land Trust of Virginia and in the Piedmont Hunt territory, this 365-acre retreat offers unparalleled tranquility and privacy for All to enjoy!

1610 Delaplane Grade Rd, Upperville
$11,200,000
4 Beds ⋅ 4 Baths ⋅ VAFQ2019532 MLS
BACK ON THE MARKET DUE TO NO FAULT OF THE SELLER OR PROPERTY. Peace and Plenty at Bollingbrook, circa 1809, presents an outstanding property in the history of Virginia. Originally part of a 9,600-acre land patent from Lord Fairfax in 1731 it later became a wedding present of 790 acres in 1809 whereas the one-story, Federal brick house of four rooms was constructed. Later in 1830, Robert Bolling added 21 rooms creating an ornate and classic Jeffersonian design with 15 ft. ceilings, beautiful fireplace mantels, intricate cornices and columns, a glorious staircase, beautiful hand-blown glass windows, decorative door handles and hinges and gorgeous, white oak floors. All original seventeen (17) structures remain: The Manor House, The Pool House, The Guest Cottage, The Gate House, The Chapel, The Overseer's House, The 12-stall Barn, The Old Silo barn (oldest in the State of Virginia), The Cannery, The Scale House, The Blacksmith Shop, A Wood Shed, The Schoolhouse, A Smokehouse, A Summer Kitchen, A Barn Apartment and The Hilleary House. The main house offers four generous entertaining rooms upon entry; a Music room, Living room, Meeting room and a Library. The expansive Dining room can accommodate two dozen friends and family. A Primary Suite with adjoining sitting room, opens to the deck sunroom and a stroll on the wrap around balcony. Of course, a luxurious bath leading to an expansive closet of 27 ft. x 18ft. outfits the suite. In addition, there are two, luxurious bedrooms with fireplaces and private baths, a back staircase, full basement, a three-car garage, and a lovely mudroom entry to the Kitchen with enclosed porch. The Pool House flanks a saltwater pool with a wide lounging ledge and overlooks the Blue Ridge displaying spectacular sunset views! Among the pristinely manicured grounds is the notable 250-year-old Cedar of Lebanon tree, largest in Virginia. Preserved in Easement with the Land Trust of Virginia and in the Piedmont Hunt territory, this 365-acre retreat offers unparalleled tranquility and privacy for All to enjoy!

1610 Delaplane Grade Rd, Upperville
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