St. Helena compound on Pritchard Hill pairs vineyard living with guesthouses, pools, and panoramic views. A sprawling 40 acre estate overlooking Lake Hennessey has hit the market in Napa Valley for $18.5 million. Located in St. Helena on prestigious Pritchard Hill, the Tudor style property includes an 8,500 square foot main residence, two detached guesthouses, and three swimming pools. With cabernet vines, tennis courts, and sweeping mountain vistas, the listing captures the refined yet relaxed spirit of Northern California wine country.

A Coveted Address in the Heart of Wine Country

Set in St. Helena within Napa Valley, the estate sits high above Lake Hennessey on renowned Pritchard Hill. The area is celebrated for producing some of the valley’s most sought after cabernet sauvignon and offers privacy just minutes from the famed Silverado Trail.

The 40 acre property blends vineyard charm with grand scale living. Included within the grounds is one acre of cabernet vines, reinforcing its connection to the agricultural heritage that defines the region. For buyers seeking additional space, a neighboring 60 acre parcel is also available separately.

The listing is held by Ginger Martin of Sotheby’s International Realty, St. Helena Brokerage, positioning the estate among the upper tier of Napa Valley offerings.

A Tudor Style Main Residence With Panoramic Views

At the heart of the estate is an 8,500 square foot Tudor style main residence designed to embrace both comfort and grandeur. Visitors arrive through an entrance courtyard shaded by mature greenery, where a central fountain creates a tranquil first impression.

Inside, the main living area unfolds beneath vaulted ceilings with exposed wood beams. Generous lounge and dining spaces flow seamlessly together, creating an environment suited for intimate evenings or larger gatherings. The chef’s kitchen anchors the home with a central island, built in breakfast seating, and warm wood finished cabinetry. Nearby, a catering kitchen provides additional functionality for entertaining, while a wine cellar nods to the estate’s viticultural setting.

A sunroom offers an alternative dining space for up to twelve guests, with three custom iron framed glass doors opening to the rear terrace. The layout emphasizes indoor outdoor living, a hallmark of Northern California design.

Outdoor Living at Its Finest

The estate’s outdoor amenities rival those of a boutique resort. A stately pergola draped in foliage shades one of several alfresco dining areas, each positioned to take advantage of sweeping lake and mountain views. An infinity pool appears to spill toward the horizon, while a separate 60 foot lap pool provides space for dedicated exercise.

In total, the compound includes three swimming pools. One of the estate’s seven fireplaces ensures comfort during cooler evenings, extending the usability of outdoor entertaining spaces throughout the year.

Recreational features continue across the grounds. A full size tennis court and bocce court invite friendly competition, while the proximity to Silverado Trail makes walking and cycling easily accessible. The combination of formal landscaping and natural surroundings reinforces the property’s balance of sophistication and rural calm.

Private Quarters and Thoughtful Details

Back inside the main home, walnut hardwood floors guide residents to a carpeted primary suite that opens onto a private patio. The suite includes a rustic walk in closet and a stone finished ensuite bath that blends texture with understated luxury.

Three additional bedrooms are distributed across the newly remodeled two story residence, accompanied by three full baths and two powder rooms. A family room and two dedicated offices support both relaxation and remote work, reflecting contemporary lifestyle needs.

Design elements throughout the home highlight craftsmanship and warmth, maintaining the Tudor aesthetic while incorporating modern conveniences.

Two Guesthouses for Extended Stays

Complementing the main residence are two detached guesthouses, each measuring approximately 1,000 square feet. These airy retreats feature Venetian plaster walls and French limestone floors, elevating their interiors with refined finishes.

Both guesthomes include a great room with soaring ceilings, a wood burning fireplace, and easy access to the landscaped grounds. The layout offers privacy and comfort for visiting family or friends, or potential use as staff accommodations.

With three total residential structures, the estate functions as a true compound, capable of hosting extended gatherings while preserving personal space.

Pritchard Hill Prestige

Pritchard Hill is widely regarded as one of Napa Valley’s premier wine growing areas, known for its elevation, volcanic soils, and distinctive cabernet sauvignon. Owning property in this enclave carries both lifestyle and investment appeal, as available land is limited and demand remains strong among wine enthusiasts and luxury buyers alike.

The inclusion of one acre of cabernet vines adds a tangible connection to the terroir. Whether maintained as a hobby vineyard or expanded in collaboration with a local producer, the vines underscore the estate’s immersion in wine country culture.

A Rare Napa Valley Offering

At $18.5 million, the St. Helena property represents a rare opportunity to secure significant acreage, expansive living space, and resort caliber amenities within one of California’s most coveted regions. Its elevated vantage point above Lake Hennessey provides privacy and commanding views, while proximity to Silverado Trail ensures convenient access to wineries, dining, and neighboring towns.

Blending Tudor inspired architecture with vineyard charm and modern luxury, the estate embodies the polished yet relaxed ethos that defines Napa Valley. For buyers seeking a multigenerational retreat or a grand wine country residence, this 40 acre compound delivers scale, setting, and sophistication in equal measure.

Written By: Lydia Kelly

Published: 24th February 2026