luxury properties for sale Healdsburg, United States

Tucked between Calistoga and St. Helena along the iconic Silverado Trail, La Place Vineyard Estate is a timeless and evocative compound nestled within the heart of Napa Valley wine country. Framed by 120-year-old olive trees and surrounded by award-winning vineyards, this remarkable offering captures the essence of elegant, indoor-outdoor living on just over 2.5 acres. Inspired by a beloved village square in Provence, the property exudes a rare sense of place—refined, rooted, and designed for relaxed luxury. The main residence features two en-suite bedrooms and two-and-a-half baths, anchored by a light-filled great room with vaulted ceilings, a chef’s kitchen with high-end appliances and a generous island, a dedicated scullery, and a separate bar for entertaining. French doors open wide to multiple terraces, inviting a seamless connection to the land and lifestyle. The grounds are a celebration of Wine Country living: a resort-style pool and spa, multiple dining and lounging patios, a vine-covered terrace with a fully equipped outdoor kitchen and wood-fired pizza oven, and a quiet garden patio nestled amongst the ancient olives. Placed throughout the estate are three additional structures—a charming garden guest room, a detached studio suite with kitchenette and balcony overlooking the famed Three Palms Vineyard, and a small multipurpose building ideal for a gym or art studio. Additionally, a highly rated commercial cabernet vineyard together with a small hobby block of Rhône varietals round out the Wine Country experience. A seasonal vegetable garden, vibrant flower beds bursting with dahlias, roses, and sunflowers, along with curated spaces for outdoor gathering with mountain and vineyard views all enhance the experience. Just minutes from world-class wineries, Michelin-starred restaurants, and the charms of Calistoga and St. Helena, La Place offers both convenience and sanctuary. Whether envisioned as a private retreat or a base for entertaining and extended stays, La Place Vineyard Estate is an exquisite expression of Napa Valley at its most authentic—and most enchanting.

Offered for the first time since its completion in 2010, Failla Winery Estate presents a rare opportunity to acquire a fully operational, fully entitled winery and hospitality destination in the St. Helena AVA, one of Napa Valley's most desirable locations. The offering includes the real estate only; the Failla winery brand and business are not included. Situated on nearly 17 acres along Silverado Trail, the estate offers exceptional visibility, accessibility, and branding potential. A vineyard-lined drive leads to a historic farmhouse tasting room and an extraordinary underground cave winery and tasting room, creating an unforgettable visitor experience near two luxury resorts. Permitted for 10,500 cases annually under its 25,000-gallon permit, the property includes approximately 20,641 square feet across six structures. The centerpiece is a 13,276-square-foot underground cave featuring production facilities, barrel and library storage, private tasting rooms, and hospitality spaces. Additional improvements include a 4,020-square-foot crush pad, barrel storage barn, pump house, and a residence currently serving as a second tasting venue. Expansion plans could allow the cave to grow to approximately 27,225 square feet while increasing permitted production capacity to 33,000 cases annually. Located in the prestigious St. Helena AVA, the estate features a prolific well producing approximately 200 gallons per minute, 3.5 acres of head-trained, dry-farmed Zinfandel, and the potential for approximately three additional vineyard acres, subject to approvals. The underground cave is one of the property's greatest assets. Replicating a fully entitled cave winery and tasting room of this scale today would require years of permitting, complex engineering, and substantial capital investment. A buyer acquires a turnkey production and hospitality facility while avoiding the time, cost, and entitlement risks of new construction. Beyond its replacement-cost advantage, the cave provides naturally stable temperatures ideal for barrel aging, wine storage and production, and reducing energy and climate-control costs while helping protect valuable inventory. The unique cave wine tasting setting enhances premium hospitality and creates a distinctive destination that is increasingly difficult to replicate in Napa Valley. Purpose-built winery estates of this caliber rarely become available, offering an exceptional combination of location, infrastructure, operational efficiency, and value.

This unique Angwin property is an exceptional opportunity to live in one home while earning rental income from the others, or to purchase as a smart investment in a strong rental market. Located in a rural neighborhood on a quiet, dead-end street, the property features four legal, charming cottages, each with its own address, private yard, covered front porch, and laundry room. The larger, newer home offers desirable modern features, while exuding country cottage charm, like the other three. Each of the houses has 2 bedrooms and 1 bath. Located just minutes from Pacific Union College and an easy commute to Napa Valley's wineries, restaurants, and businesses, the location is ideal, only about 45 minutes to Napa or Santa Rosa.

The "White Cottage" property can be added to your real estate portfolio. This is said to be the actual house that White Cottage Road is named after. Built in 1910, it has undergone changes over the years. These three homes are located on a great parcel located in the wonderful community of Angwin above St. Helena. Two Homes plus a barn style building that has garage and kitchen and bathroom downstairs and Three rooms upstairs, Three separate units on a super large 2.3-acre lot. Two water sources, a well with relatively newer equipment installed by Palisades Pump with a 2500-gallon storage tank. Also, the property has a water district supply. Separate electric meters for Two of the Three units. Situated on a large lot, the potential for large estate to be built with ADU and a possible junior ADU or live in one unit rent the others for income. Options with this property are exciting. The park like setting has seasonal creek at the far rear of the property, giving a feeling of total tranquility. The Howel Mountain School is adjacent to these homes as well for convenience.

A Rare Wine Country Estate with Two Private Residences Privately nestled among majestic redwoods on 2.76± acres, this exceptional estate embodies the relaxed sophistication of Sonoma County living. Offering two separate residences, each with its own private gated entrance, the property presents a rare opportunity for multigenerational living, gracious guest accommodations, or a private work-from-home retreat all while maintaining exceptional privacy. The main residence spans approximately 3,392± square feet and features four bedrooms and four bathrooms (three full, one half). Thoughtfully reimagined with generous living spaces, abundant natural light, and seamless indoor-outdoor flow, the home is designed for both effortless entertaining and everyday comfort. Beyond its own gated entrance, the secondary residence offers approximately 1,000± square feet with one bedroom and one bathroom, creating a private sanctuary for guests, extended family, or flexible living arrangements. The surrounding grounds invite you to embrace the Wine Country lifestyle, with peaceful outdoor living spaces nestled beneath towering redwoods and a private spa perfectly positioned for relaxing evenings under the stars. Just minutes from acclaimed wineries, exceptional dining, and the best of Santa Rosa and a short drive from Glen Ellen & Petaluma. This remarkable estate offers a rare balance of tranquility, convenience, and timeless appeal. A property of uncommon versatility and enduring beauty, this is an opportunity to own a true Sonoma County retreat.