Charlottesville Homes for Sale with Private Pools

White Hall Vineyards is a spectacular farm winery located at the base of the Blue Ridge Mountains in Whitehall Virginia, about 14 miles northwest of Charlottesville. The property is at an ideal elevation for the production of Vinifera grapes in the region. It was established in 1992 and has grown to produce elegant award-winning wines on its abundant 48 acres of estate vineyards. White Hall Vineyards offers wine tastings, tours, weddings and events, and a scenic picnic area with a panoramic view of the Blue Ridge Mountains.The vineyards produce a wide variety of wines that include- Chardonnay, Viognier, Pinot Gris, Gewürztraminer, Cabernet Franc, Merlot, Petit Verdot, and Touriga Nacional. Very  importantly,White Hall Vineyards is also a part of the Monticello AVA, the wine region that was recently voted the best wine region in the USA. White Hall Vineyards is a beautiful and relaxing destination for wine lovers and nature enthusiasts alike. Acreage to be determined by final survey $5,500,000 Active


5 Beds 4.5 Baths 7,662 SqFt 37.570 Acres

Bentivar Manor - Nestled on over 88 acres of pristine and very private land very close to Charlottesville! This magnificent brick manor home stands as a testament to luxury and refinement. Boasting over 11,600 square feet of finished living space, this estate offers an unparalleled blend of elegance and tranquility. The manor home exudes charm, and showcases superior craftsmanship and attention to detail throughout. Perched upon a gently rolling and elevated knoll, the residence commands panoramic vistas of picturesque fields, mountains, and forests, creating an idyllic retreat just six miles from the heart of Charlottesville. Designed for both relaxation and recreation, the property features extensive trails and boasts long frontage along the Rivanna River. The estate offers an array of amenities, including pastures ideal for keeping animals, a spacious fenced yard complete with a sparkling swimming pool and an impressive professional pickleball court. Several expansive terraces and porches provide additional spaces for entertaining and highlighting the relaxing natural setting. This captivating estate offers the epitome of luxury living, and a terrific venue for entertaining both small and large groups. $5,200,000 Active


7 Beds 9.5 Baths 11,605 SqFt 88.860 Acres

Comprised of three parcels in the heart of Keswick Estate Country, this stunning modern farmhouse offers a seamless blend of modern design and warm character on 35 acres. The welcoming great room features 10' ceilings adorned with wooden beams and custom barn doors to frame the pastoral view. Notable features of the residence include 1st floor primary with his/her baths, a Miele kitchen, geothermal and a 42K generator. The social center is the terrace level built with soaring 11’ ceilings for a golf simulator, a custom bourbon bar, and terraced home theater.  Enjoy a resort-style rear lawn with a heated saltwater pool and covered cabana with an outdoor kitchen & full bath. Unwind by the fire pit or enjoy the game in the shade with outdoor media and a Sonos sound system. Equestrian offerings include a 6-stall barn with attached 3 BR residence, four paddocks with three 2-stall run-ins, a 150’ x 255’ riding ring, and a 2 BR caretaker’s apt above the 48’x30 workshop. Lastly, there is a charming 2 BR renovated cottage well suited for guests preferring one-level living. Not under easement. Fiber internet. Convenient to Cville & Richmond, this estate enjoys privacy and serenity while just mins from Keswick Club amenities & UVA. $3,775,000 Pending


4 Beds 6 Baths 13,916 SqFt 35.320 Acres

There are numerous Charlottesville luxury neighborhoods with pools. The best examples are in EdnamFarmingtonGlenmoreKeswick Estate, and Old Trail.

If you prefer a Charlottesville luxury home with a private pool then this is where you’ll find them ALL. And there are not going to be many…