Wisdom Oak Winery: Premier 126-Acre Vineyard Estate Near Charlottesville. Discover a meticulously maintained, turnkey winery operation nestled on 122 serene acres of rolling hillsides. This peaceful, hidden-gem property is enviably positioned among Virginia's elite vineyards, bordering Pippin Hill & Michael Shaps. Crucially, an adjacent 80 acres wooded hill is available for purchase, offering unparalleled potential for vineyard expansion or building a spectacular view estate. The existing premier operation features include 5 acres of producing vines, a charming tasting room, expansive patio for outdoor enjoyment, functional storage/equipment garage, dedicated bridal cabin, and a picturesque pond. The historic 1900 log cabin adds unique residential or hospitality potential. Acclaimed for consistent quality, Wisdom Oak boasts multiple Virginia Governor’s Cup accolades, affirming its established reputation. Located just 25 minutes south of Charlottesville, UVA, and the hospital, it offers unparalleled accessibility. Experience tranquility & proven success. A rare opportunity to own a distinguished, income-generating estate in the heart of Monticello AVA.
Details about Walnut Branch LnAcreage: 126
Price: $3,900,000.
For more info:
Call Gayle Harvey Real Estate: 434-220-0256
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Greenfields Farm spans 495 acres just outside historic Scottsville, VA, with additional acreage available. A rare blend of rolling pasture, mature timber, and rich history, the property features a 1904 Colonial Revival main house with original architectural detail, a grand spiral staircase, arched transoms, and sweeping views from the widow’s walk. The residence offers copious amounts of living space, with three separate apartments and a caretaker’s home providing options for guests, staff, or extended family. Formerly a working horse farm, Greenfields includes fenced paddocks, a spring-fed creek, a stocked pond, a lake, and five wells. Equestrian facilities include a stable with 47 stalls, an indoor arena, a tack room, foaling stalls, grooming bays, hay storage, offices, and wash bays. Additional improvements include two equipment barns, grain silo, dog kennels, riding trails, and four gated entrances. With ties to Governor Wilson Cary Nichols and Lady Astor, Greenfields is a legacy estate of rare scale and beauty.
Details about GreenfieldsAcreage: 495.4
Price: $4,250,000.
For more info:
Call Gayle Harvey Real Estate: 434-220-0256
E-mail us!
If you are thinking about relocating to the Charlottesville, Virginia area, we will be happy to send you our relocation packet to help you learn more about our beautiful area!
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Gayle Harvey Real Estate, Inc.
154 Hansen Rd.
Suite 102B
Charlottesville, Virginia
434-220-0256
1.888.8Va.Land
E-mail us
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