Refine Search
Sort by
750 Conn Valley Rd, St. Helena
$100,000,000
14 Beds ⋅ 10 Baths ⋅ 326048295 MLS
Once in a lifetime, an opportunity emerges that transcends the ordinary definition of real estate. Glendale Ranch, a property spanning over 2,000 acres just 3 miles from Main Street, St. Helena, is one of Napa Valley's last great private estates, a self-contained world of rolling oak woodlands, ancient Douglas fir forests, cascading waterways, and heritage vineyards that have produced legendary Napa wine for over a century. Glendale offers absolute seclusion and world-class accessibility. A sanctuary that has sheltered visionary stewards from the Younts to the Rutherfords. Astounding ecological diversity rivals any protected parkland in the region, making Glendale one of the most biodiverse private landholdings remaining in the Napa Valley. At the center of it all is the historic White House, built in the 1880s, perched atop a grassy knoll with soaring ceilings, wrap-around porches, and timeless grandeur. Three additional homes across 17 parcels make this an extraordinary opportunity for a private family compound. Water is among Glendale's most extraordinary assets. A 7-acre private lake, ponds, wells, and the year-round Conn Creek with secured water rights collectively form one of the most robust water systems in Napa. Infrastructure, from 1.5 miles of paved roads to 5.5 miles of improved dirt roads and an extensive network of utilities and water, offers countless possibilities bound only by imagination. You are invited to become the next steward of Napa Valley's largest and most irreplaceable estate.

750 Conn Valley Rd, St. Helena

6015 Steele Canyon Rd, Napa
$75,000,000
326069233 MLS
Napa Valley's historic 788-acre Moskowite Estate & Winery, offered for sale for the first time. Nestled in the eastern sector of the Napa Valley AVA, just 14 miles east of the renowned Silverado Country Club and neighboring prestigious wineries such as Kenzo, Jarvis, and Altamura, this extraordinary estate is a hidden gem featuring rare, grandfathered, and highly coveted entitlements. Few properties ever offered for sale in Napa Valley can rival the combination of development rights, natural resources, and geographic features found here. The Estate & Winery has the potential to become Napa Valley's premier destination, thanks to its exceptional historic entitlements. These rights include the ability to fly directly into the property's private airport, swim and boat on the 500-acre-foot lake, host weddings and special events, construct a restaurant and/or hotel, and conduct unlimited wine tastings within its 40-acre winery footprint. Surrounded by 17 acres of pristine Cabernet Sauvignon vineyards, planted 7-10 years ago, the estate features a permitted 100,000-gallon production facility, tasting room, and stunning cave complex. In total, this amazing contiguous 788-acre property has 179 acres planted, most under a long-term contract. Tucked beneath its own hillside, from which the cave system originates, the historic winery complex features a two-story, double-gabled building clad in river rock and encompassing 3,000 square feet. The property also includes a newly constructed outdoor wedding venue complete with a stage and bar area, a covered crush pad, office space, two restrooms, and substantial level, undeveloped land suitable for a commercially entitled hotel and restaurant. Two abundant water sources including the 500-acre-foot lake further enhance the property's development potential. In addition, 20 acres of contiguous, level land, partially planted with vineyards, are available for expansion and entitled to be developed into one-acre homesites. Strategically positioned at the highly trafficked intersection of the region's two primary thoroughfares, the winery is uniquely situated to capitalize on its status as the only Napa Valley estate and winery offering a private airport, lake, tasting room, production facilities, and the potential for a hotel and restaurant all within a contiguous 13-parcel property. The famous phrase, build it and they will come, aptly describes this exceptional opportunity.

6015 Steele Canyon Rd, Napa

1535 Sage Canyon Rd, St. Helena
$40,000,000
4 Beds ⋅ 5 Baths ⋅ 326027159 MLS
Gandona Wine Estate is located on prestigious Pritchard Hill and represents a rare opportunity to steward one of Napa Valley's most significant mountain vineyard estates. Sited up the very private middle driveway of Pritchard Hill Gandona enjoys glorious, elevated views over Lake Hennessey. The over 100+ acre estate boasts +/- 18 acres of Cabernet Sauvignon and Cabernet Franc, offering scale, credibility, quality and scarcity that define the very best of Napa Valley. Existing entitlements and turn-key improvements consist of a 20,000-gallon production permit, anchored by a +/- 3,500-square-foot winery and tasting room, together with a newly expanded +/- 8,000-square-foot cave, crush pad, and infrastructure thoughtfully designed to support future expansion. The Estate provides an established ultra-luxury platform for continued production and long-term growth from one of Napa Valley's most coveted terroirs. The +/- 5,000-square-foot main residence captivate the lake views beautifully. Construction materials include large stones sourced from on site vineyard and cave development, large scale steel sturctural elements, concrete, limestone and imported Portuguese tile. Four luxurious en-suite bedrooms provide comfort and privacy. The guest house and cottage are located in the vines provide separation and privacy yet offer the same lake views. Throughout the Estate, majestic oak trees, dramatic natural boulders, and sweeping views create a setting that is both striking and unmistakably Pritchard Hill/Napa Valley. An opportunity of this prestige, scale, and infrastructure rarely becomes available. Gandona, at this moment provides a rare opportunity to join Napa Valley's enduring legacy of world-class wine producers.

1535 Sage Canyon Rd, St. Helena

960 Conn Valley Rd, St. Helena
$35,000,000
3 Beds ⋅ 7 Baths ⋅ 326072458 MLS
La Herradura Ranch spans 151 acres in St. Helena's Conn Valley, bringing together historic architecture, modern living, vineyard, water, and exceptional infrastructure just four miles from downtown. At the center is a restored 1887 stone winery, now an extraordinary 5,424 sq. ft. gathering space with a grand fireplace, expansive glass doors, catering kitchen, and adjoining lawns. The 2,465 sq. ft. main residence, newly completed in 2024 and designed by Sasha Janev, offers 3 bedrooms, 3 baths, and seamless indoor-outdoor living. Additional structures include: 1,390 sq. ft. dwelling; 980 sq. ft. cottage; 438 sq. ft. lake house; 3,542 sq. ft. horse barn, and additional agricultural buildings. Also benefiting the ranch is a 105 acre-foot private lake used for swimming, fishing, and boating; 25.91 acres of vineyard planted in 2020 to Cabernet Sauvignon, Cabernet Franc, and Sauvignon Blanc; and approximately 47.4 of additional plantable acres. Two access points, wells, lake-fed irrigation and frost protection, underground utilities, generators, updated septic systems, roads, and trails support and enhance the property. Additionally, the property currently has standard homeowner's insurance making this a rare Napa Valley holding where land, water, history, and possibility come together.

960 Conn Valley Rd, St. Helena

13800 Hwy 128, Calistoga
$35,000,000
5 Beds ⋅ 6 Baths ⋅ 326038485 MLS
Featured by The Wall Street Journal and Architectural Digest, Ghost Donkey Ranch was envisioned as a place where the landscape would lead and architecture would follow quietly behind. Spanning 227 acres in the coveted enclave of Knights Valley, set between Calistoga and Healdsburg at the convergence of Napa and Sonoma's most celebrated wine regions, the ranch unfolds from the valley floor to rolling hills beneath a canopy of native oaks. Redwood Creek traces one boundary, while surrounding ranches and storied vineyards reinforce a sense of pastoral seclusion. Set discreetly behind neighboring properties, the ranch is remarkably private. The residence appears almost as a mirage, a refined steel and glass structure clad in stone, rising from wild grasslands. Both grounded and ethereal, it evokes the feeling of a glass walled tent, dissolving the boundary between interior and landscape. Two dramatic hydraulic, airplane hangar style windows open the home entirely to its surroundings, transforming walls into horizons. The estate includes a 4,200 sq ft main house with three bedrooms, two full baths, and one half bath, along with two detached guest casitas, a 10 car motor court, and a four car garage at the main house. More than a residence, Ghost Donkey Ranch is a living system grounded in regenerative principles, a place to live lightly, responsibly, and in harmony with the natural world. The land is home to an assortment of animals, including donkeys, and is maintained without pesticides or chemical agents, water usage is minimal, and native ecosystems are preserved. Ghost Donkey Ranch is a private world of architectural restraint, natural beauty, and a profound sense of place, designed not to be noticed but to be felt.

13800 Hwy 128, Calistoga

3820 Piru Canyon Rd, Piru
$29,000,000
3 Beds ⋅ 3 Baths ⋅ 325101656 MLS
Huge Price Reduction along with reduced acreage. Rancho Temescal is located in Ventura County near the small community of Piru, roughly 45 minutes northwest of downtown Los Angeles and 60 miles southeast of Santa Barbara. The ranch is nestled in a secluded valley that rises into the surrounding foothills and mountains of the Topatopa Range and Los Padres National Forest. The terrain is diverse and visually striking, with sweeping meadows, oak-studded hills, citrus and avocado orchards, creek beds, and mountain vistasall contributing to its unique and highly photogenic character. The ranch comprises over 4,270 acres, offering both seclusion and proximity to major southern California markets. The ranch benefits from a variety of income streams, including agriculture, oil and gas production, equestrian operations, an event venue, and film. Its sprawling landscape and location in the TMZ (the Thirty Mile Zone'') create strong interest among Hollywood producers to use the ranch as a convenient and compelling filming location. The ranch improvements are extensive, including an 18-stall Spanish Hacienda-style horse barn with an expansive courtyard, arenas, and irrigated pastures, along with eight residences for owners and support staff. It's rare for a ranch this diverse to exist this close to the greater Los Angeles area.

3820 Piru Canyon Rd, Piru

1590 Mckinley Rd, Napa
$24,777,000
7 Beds ⋅ 9 Baths ⋅ 325086669 MLS
Set on five private acres at the end of a long gated drive, this newly constructed Napa Valley compound redefines modern wine country living. Collaboratively envisioned by architect Alan Page and Bette Abbott Interior Design and completed in October 2025 by renowned builder Vine Homes. The grounds encompass an impressive main residence with two attached garages, two guest houses, and two separate garages - one designed for the avid car collector or the ideal entertainment barn. Designed for grand-scale entertaining and relaxed wine country living, the expansive interiors open to a series of outdoor spaces that celebrate the region's signature indoor-outdoor lifestyle. Recreational amenities include a pickleball court, bocce court, fitness area, pool and spa, a covered pool lounge with an outdoor kitchen and bar, and a private trail that extends around the perimeter of the property. 1.5 acres of Cabernet Sauvignon vines and raised culinary gardens. An iconic residence of rare craftsmanship and vision, where every line, finish, and proportion reflects an unwavering commitment to design, quality, and technology. High-speed fiber optic internet, radiant floors, zoned AC, outdoor heaters, and warm floors in the covered patios and loggias.

1590 Mckinley Rd, Napa

6697 Westside Rd, Healdsburg
$22,000,000
12 Beds ⋅ 14 Baths ⋅ 326086344 MLS
Set within Healdsburg's famed Russian River Valley, the Flax Estate and Vineyard spans 52 acres of privacy, stunning contemporary architecture, and world-class wine country living. Spanning two private parcels, this secluded retreat seamlessly balances contemporary luxury with its historic farmhouse and its direct Russian River access. The property is anchored by a dramatic, contemporary main residencea four-bedroom, four-and-a-half-bath masterpiece thoughtfully designed around majestic heritage oaks. Floor-to-ceiling glass, frames sweeping, uninterrupted views across the valley floor to the region's iconic peaks: Mount St. Helena, Fitch Mountain, and the Geysers. Steeped in history, the estate's historic six-bedroom, six-bath farmhouse once owned by the acclaimed actor Fred MacMurray exudes timeless Wine Country with interiors by celebrated designer, Ken Fulk. Its grounds feature a resort-style wellness complex complete with a 75-foot swimming pool, oversized spa, stand-alone gym, and sauna. Surrounding this pool area is a tennis court, bocce court, outdoor shower, and manicured fruit orchards alongside vibrant flower and vegetable gardens. A more recently built, unique entertainment barn offers a sophisticated setting for hosting memorable parties. Positioned near the private entrance to the property sits a beautifully rebuilt two-bedroom, one-bath cottage providing flexible accommodations for family, guests, or resident staff. At the heart of the estate lies a 26 acre, organically farmed vineyard producing world-class Pinot Noir and Chardonnay. Exclusively managed and crafted by DuMOL Winery, the vineyard's "Flax Estate" designate consistently produces highly sought-after vintages revered by collectors worldwide. Few properties so effortlessly unite architectural distinction, storied history, world-class viticulture, and the natural beauty o f the Russian River making Flax Estate Vineyard a truly singular offering in the heart of Wine Country. The property is offered turn-key and furnished.

6697 Westside Rd, Healdsburg

445 Belvedere Ave, Belvedere
$19,880,000
4 Beds ⋅ 7 Baths ⋅ 326008759 MLS
Featured in Architectural Digest, this world-class residence showcases panoramic views of the San Francisco Bay, the Golden Gate Bridge, the entire city skyline of San Francisco, and Sausalito. This magnificent masterpiece in a dramatic setting on the most prestigious location is comprised of a 8,131 sq .ft. home on a 0.67 acre lot, featuring 4 bedrooms and 5.5 baths. This architectural work of art was designed by architect Charles Gwathmey, with spectacular outlooks from every corner of the expansive 4-level floor plan. . The uppermost level contains a 3-car garage with glass doors, an elevator which descends to a courtyard, a detached one bedroom, one bath guesthouse and a spacious wine cellar. A full bath with steam shower and sauna on the lowest level open onto a spacious outdoor terrace with a pool, whose infinity edge'' of water establishes a poetic connection to the Bay.

445 Belvedere Ave, Belvedere

40 Long Ranch Rd, St. Helena
$19,500,000
6 Beds ⋅ 8 Baths ⋅ 326074851 MLS
Napa Valley Water Views. Unparalleled Privacy. An Extraordinary Estate. Perched above the shimmering waters of Lake Hennessey, this extraordinary 100 acre estate offers a rare combination of breathtaking natural beauty, exceptional privacy, and refined Napa Valley living. Just minutes from the Silverado Trail in St. Helena, the property occupies a spectacular setting where panoramic lake views, rolling vineyards, and expansive open landscapes create an unparalleled sense of tranquility and seclusion. At the heart of the estate, an exquisitely remodeled 8,500 sq. ft. main residence embodies understated luxury and timeless sophistication. Thoughtfully designed for both intimate living and grand entertaining, the home features four bedrooms, four full and two half baths, two private offices, a light-filled solarium dining room, a chef's kitchen with an expansive pantry, and a wine cellar. Rich architectural details, including Venetian plaster walls, floor-to-ceiling Chinkapin oak pocket doors, custom ironwork, walnut hardwood, and French limestone flooring, reflect an exceptional level of craftsmanship throughout. Designed to embrace its remarkable surroundings, the estate offers a seamless connection between indoor and outdoor living. An infinity-edge pool appears to merge with the waters of Lake Hennessey, creating a breathtaking backdrop for relaxation and entertaining. Two beautifully appointed detached guest residences, approximately 1,000 and 1,200 sq. ft., provide luxurious accommodations for family and guests, complemented by a separate 60-foot lap pool. Beyond the residences, manicured gardens, elegant fountains, and thoughtfully designed outdoor gathering spaces create a private sanctuary. A full-size tennis court, bocce court, and approximately one acre of prized Pritchard Hill Cabernet Sauvignon vines further enrich the quintessential Napa Valley lifestyle. A world apart, yet moments from the heart of Napa Valley, this exceptional estate offers a level of privacy, scale, and natural beauty that is increasingly difficult to find. A rare opportunity to experience Wine Country living at its most extraordinary.

40 Long Ranch Rd, St. Helena

45 Vineyard View Dr, Napa
$19,250,000
4 Beds ⋅ 9 Baths ⋅ 326087721 MLS
An exceptional Napa Valley estate, this ultra-private compound commands soaring vineyard and mountain views across more than 20 acres, notably close to downtown Yountville. Stunning grounds, substantial architecture totaling 10,268 Sq Ft of living space and a resort-caliber setting distinguish a property designed for wellness, restoration and exceptional hosting. Five separate structures: the main residence, guest house, entertainment lounge, fitness and wellness sanctuary, and an artist's studio create an expansive compound with extraordinary versatility. Approximately 3 acres of Cabernet Sauvignon and 0.88 acres of Sauvignon Blanc surround the home set on a knoll with expansive views. Completed in 2019, the 6,657 SF main residence combines impressive proportions with richly layered materials: stone exteriors, metal roofs, exposed wood trusses, vaulted wood ceilings and wide-plank wood floors. A dramatic great room surrounded by retractable glass Fleetwood doors open to the stunning infinity edge pool and outdoor dining spaces. The kitchen features two substantial islands, rich stone surfaces, and professional-grade appliances, supported by a full butler's kitchen with a pass-through window. A glass-enclosed, temperature-controlled wine room adds a striking architectural feature. Broad glass doors connect the principal entertaining spaces to generous covered outdoor living space with outdoor fireplace. The main-level primary suite offers its own study, private patio, spa-like bath, and access to the pool and fitness studio with cedar sauna and full pool bath. A media theater and an oversized family room/office complement the home's generous layout. The three separate guest and entertainment structures totaling 2,413 Sq Ft, extensively remodeled in 2018, extend the estate's accommodations and amenities. Beautifully composed resort-caliber grounds surround the buildings with mature oak trees, vineyard views and inviting outdoor spaces. An infinity-edge pool and spa, covered dining and lounge terraces, and an outdoor fireplace establish an exceptional setting for indoor-outdoor entertaining. The property's substantial infrastructure includes two wells, sophisticated water filtration, water storage and a fire suppression system. Combining remarkable privacy and architectural presence with outstanding proximity to the San Francisco Bay Area, this is an incomparable Napa Valley retreat with amenities ideal for entertaining on grand scale.

45 Vineyard View Dr, Napa

5870 Silverado Trl, Napa
$17,950,000
8 Beds ⋅ 10 Baths ⋅ 326023134 MLS
Timeless Wine Country Living Set behind private gates along the iconic Silverado Trail, 4 Winds Winery spans 110 acres in Napa Valley's prestigious Stags Leap District. Rolling vineyards, curated grounds, and striking natural landscapes create a timeless and secluded setting. The 8,681 sq ft main residence offers three levels of refined living with high ceilings, expansive windows, French doors, reclaimed hardwood, and bespoke millwork throughout. The chef's kitchen features a large island, Wolf double oven, and a breakfast nook overlooking the valley. A spacious dining room, office with built-in shelving, and living areas anchored by ornate fireplaces create a warm and functional flow. Indoor and outdoor living integrate seamlessly through courtyards, covered porches and terraces oriented to vineyard views. The primary suite is its own private retreat with a spa-inspired bathroom, expansive walk-in closet and direct garden access. Additional accommodations include en suite guest bedrooms, a separate two-bedroom guest home, and a 1,500 sq ft caretaker residence. Amenities include an infinity-edge pool, wine cave, fitness and wellness spaces, and a professionally developed three-acre vineyard. This exceptional, turnkey estate offers a remarkable setting within one of Napa Valley's most sought-after districts.

5870 Silverado Trl, Napa

1288 Oak Knoll Ave, Napa
$17,900,000
6 Beds ⋅ 10 Baths ⋅ 326058382 MLS
In the heart of Napa Valley, where rolling vineyards meet the dramatic Mayacamas and Vaca mountain ranges, an extraordinary modern estate offers a rare expression of architectural excellence, innovation, and refined Wine Country living. Designed by acclaimed architect Holder Parlette and engineered by renowned civil engineer Karim Allana, this 8,600 sq. ft. residence was thoughtfully conceived to blend sophisticated design with exceptional craftsmanship and advanced technology. Surrounded by four acres of vineyards and sweeping 360-degree views, the estate offers an unparalleled setting for both intimate living and grand entertaining. At its center, a spectacular 60-foot resort-style pool, spa, and outdoor kitchen create a seamless indoor-outdoor experience, complemented by five custom Italian automated pergolas with integrated heating, lighting, fans, and intelligent sun-tracking technology. Inside, artisan finishes and thoughtfully designed spaces include six bedrooms, seven full and three half baths, dual primary suites, and a separate two-bedroom, two-and-a-half-bath guest residence. Beyond its striking design, commercial-grade infrastructure, off-grid capabilities, a 12.5kW solar array, and advanced mechanical systems reflect an exceptional commitment to efficiency and long-term performance. The surrounding vineyards offer the flexibility of continued management by the current ownership or the opportunity to establish a private wine label. Set among Napa Valley's most celebrated wineries and vineyard estates, this remarkable property is more than a residence. It is an extraordinary opportunity to experience the beauty, privacy, and sophistication of Wine Country at its finest.

1288 Oak Knoll Ave, Napa

900 Rutherford Rd, Rutherford
$17,450,000
6 Beds ⋅ 7 Baths ⋅ 326022924 MLS
This iconic Rutherford estate surrounded by vineyards blends luxury, privacy, and wellness in the most prestigious and coveted area of Napa Valley. This residence of architectural pedigree offers a setting for elevated entertainment and intimate gatherings. Designed by architect Sandy Walker, well-known for Auberge du Soleil, and reimagined by Nicole Hollis, the property connects elegant aesthetics and natural beauty with wellness-forward amenities. The estate includes three sophisticated residences totaling 13,415SF of interior living space. The 6BD main residence seamlessly opens to expansive terraces and a grand 94' pool. In addition, a 1BD guest house and 1BD guest cottage bring the total dwelling area to 11,258SF. Recreation amenities include a tennis court with pickleball lines and basketball, putting green, and fitness studio. The edible garden, fruit orchard, and chef's kitchen create a farm-to-table lifestyle. The estate is upgraded with advanced media systems, Savant home automation, Lutron lighting, and dedicated fiber internet. Rarely does a property of this scale and detail become available. This is not just a home; it's an iconic legacy compound. It is a place to reset, recharge, and reconnect in Rutherford, the most exclusive address in Napa Valley.

900 Rutherford Rd, Rutherford

337 Belvedere Ave, Belvedere
$17,000,000
6 Beds ⋅ 10 Baths ⋅ 326006436 MLS
Private Founder Estate - A Bay Area Innovation Residence Where Vision, Privacy & Endless Views Meet. This is not simply where you live. It is where you bring together the people shaping what comes next. This contemporary architectural residence offers privacy, perspective and proximity to San Francisco's cultural, financial and technological centers. Expansive windows and French doors frame sweeping views of the Golden Gate Bridge, Bay Bridge, San Francisco skyline, Sausalito and Mount Tamalpais. Designed for meaningful conversation, creative thinking and memorable gatherings, the home's generous interiors flow onto multiple expansive view terraces with panoramic views of the San Francisco Bay. The discreet location provides a sense of privacy, creating a safe space for intimate dinners, strategic retreats and conversations among friends, collaborators and innovators. From this remarkable vantage point, enjoy a front-row seat to Blue Angels during Fleet Week, Fourth of July fireworks and championships regatta on the Bay - all from the comfort of your own private terrace A spectacular 60-foot heated indoor pool with endless views anchors the residence. Pocket doors disappear to create a seamless indoor-outdoor experience throughout the year. A dedicated wellness level includes a full kitchen, steam room, sauna, a gym and Golden Gate-facing spa, creating the perfect environment for restoration, focus and renewal. Additional amenities include a temperature-controlled wine room & wet bar, two-car garage, guest parking and two elevators for effortless access throughout the residence. Minutes from world-class yacht clubs, waterfront dining, the ferry to San Francisco and the Golden Gate Bridge, this exceptional estate delivers the discretion and serenity of Belvedere Island while remaining closely connected to the tech world in the city. More than a home with extraordinary views, it is a private Bay Area platform for living, connecting and imagining what comes next. Schedule your private showing before the #SFTechWeek2026

337 Belvedere Ave, Belvedere

3027 Vichy Ave, Napa
$16,950,000
6 Beds ⋅ 9 Baths ⋅ 326071324 MLS
An extraordinary 7,926 Sq Ft contemporary estate remodeled by the renowned Sutton Suzuki Architects and set on 10.77 acres, 3027 Vichy Avenue combines sophisticated design, privacy, expansive grounds, agriculture, and state-of-the-art infrastructure in a coveted East Napa setting. The thoughtfully conceived agrarian compound is anchored by a single-level 6,725 Sq Ft, 4-bedroom main residence and a 1,200 Sq Ft, 2-bedroom guest residence, surrounded by a pool with integrated spa, raised vegetable and cutting flower beds, orchards, a large lily pond, and tennis/pickleball courts. High ceilings, reclaimed White Oak beams, expansive walls of glass, teak flooring throughout, and seamless transitions to the outdoors create interiors that feel both substantial and connected to the landscape. The primary bedroom opens to a private courtyard with an outdoor shower, while a second primary bedroom includes a sitting room/office and direct pool access. The central great room overlooking the pool and large pond brings together the kitchen, breakfast area, dining room, and living room, plus a fully retractable door connects the breakfast area to the outdoor terrace and flower-cutting garden. A separate 2-bedroom guest house provides additional accommodations with its own living room, kitchen, laundry, and storage, creating an independent environment for guests or staff. Outdoor dining and gathering areas with views of Mount George include a fireplace, two pizza ovens, a full outdoor kitchen, barbecue, refrigeration, and sink, creating multiple settings for entertaining throughout the year. The property includes 90 olive trees for estate-produced olive oil, a 98 tree fruit orchard, 35 citrus trees, a productive vegetable garden, and an expansive rose garden, together creating an authentic farm-to-table lifestyle rooted in the land. Despite its remarkable privacy and acreage, 3027 Vichy Avenue remains exceptionally connected to the Bay Area. Coombsville, in East Napa, is approximately 47 miles from the Golden Gate Bridge and approximately 73 miles from Silicon Valley, placing the estate within convenient reach of San Francisco and the Peninsula while offering an entirely different quality of life. More than a residence, it is a fully realized Napa Valley lifestyle property, offering the space to entertain on a grand scale, produce estate olive oil, cultivate food from the land, accommodate generations, and enjoy a private resort destination.

3027 Vichy Ave, Napa

3242 Silverado Trl N, St. Helena
$16,700,000
4 Beds ⋅ 6 Baths ⋅ 326072433 MLS
Tucked into an idyllic private setting between St. Helena and Calistoga, this extraordinary 23.51 +/- acre Napa Valley estate presents an exceptional opportunity to acquire an established vineyard and permitted winery together with a remarkable historic residential compound. Encompassing two legal parcels in the St. Helena AVA, the property brings together a sustainably farmed vineyard, Napa Green certified winery, 5,000 +/- sq ft wine cave, gracious circa-1890 residence, guest house, rustic barn and extraordinary heritage gardens. At the heart of the estate is the 10.97 +/- acre vineyard, planted predominantly to Cabernet Sauvignon with small blocks of Cabernet Franc, Merlot, Malbec, Petit Verdot and Sauvignon Blanc. Recipient of both Fish Friendly Farming environmental certification and Napa Green regenerative vineyard certification, the vineyard reflects a longstanding commitment to thoughtful farming and stewardship of the land. Complementing the vineyard is a Napa Green certified winery permitted for production of up to 10,000 gallons annually. Designed for small-lot winemaking, the approximately 5,000 sq ft underground cave accommodates wine production, barrel and bottle storage, administrative functions and tasting. An additional 1,360 sq ft is permitted as winery area within the property's barn. From the winery motor court, framed by towering palms, a stone pathway leads across the broad front lawn to a residential compound with roots reaching back more than 130 years. Grand oaks, stately palms and heritage plantings frame the 3,360 +/- sq ft home, which blends its origins with the relaxed character of Mediterranean-influenced California architecture. The spectacular gardens preserve the romance of an earlier Napa Valley, with mature trees and historic plantings, a Victorian rose garden encompassing approximately 250 roses, and an extraordinary Lady Banks rose believed to be approximately 150 years old. An exquisitely preserved historic Lord & Burnham greenhouse, the oldest of its kind on the west coast, provides another remarkable connection to the estate's past. An inviting pool and expansive patio with built-in barbecue, charming one-bedroom guest house, wonderful rustic barn with recreation room and indoor car parking, and a 2,880 sq ft storage building complete the offering. Rarely does a Napa Valley property combine this level of residential estate living, with wine making capability, history and natural beauty.

3242 Silverado Trl N, St. Helena

3075 Dry Creek Rd, Napa
$16,500,000
7 Beds ⋅ 10 Baths ⋅ 326049428 MLS
Set on 56 acres overlooking Napa Valley, this rare compound offers scale, privacy, and landscape proximate to San Francisco Bay Area's major technology, innovation, and financial centers. Developed with careful consideration, the estate offers roughly 7,766 Sq Ft of interior living and over 7,000 Sq Ft of outdoor entertaining areas, forming nearly 15,000 Sq Ft designed for grand gatherings and space to unwind. Meandering paths and a manicured 2 mile hiking trail wind past 100 olive trees, rows of vineyards, edible gardens, art sculptures, and tipi camping site, capturing captivating views from each vantage point. Designed by architects Ed Keiner and John Kasten with builder Dale James, landscape architect Jack Chandler, and interiors by Erin Martin, the estate reflects a distinctly Californian ranch rooted in natural materials, generous scale, and effortless connection between interior and exterior. The 4,950 Sq Ft main residence centers on a vaulted great room with exposed wood beams, hickory floors, and a wood-burning hearth. French doors open to a broad lani'i of Ipe decking with sweeping eastern views, extending daily life outdoors. Nearby terraces surround a pool and spa, with outdoor dining. Two 2 BR guest residences and a grand event barn create a thoughtfully arranged compound designed for extended stays and effortless hosting. A 7+ acre vineyard grounds the estate in the agricultural traditions of the Oak Knoll District AVA. The next steward may choose to create a private wine label or continue cultivating the relationships established over two decades with highly respected winery partners. 3075 Dry Creek Road is a place to gather, to think, and to reset, where architecture and landscape work together to create an enduring sense of retreat. Though private and deeply tranquil, the estate remains minutes from Napa Valley's celebrated restaurants, spas, wineries, and rich cultural life.

3075 Dry Creek Rd, Napa

172 Seadrift Rd, Stinson Beach
$16,000,000
5 Beds ⋅ 3 Baths ⋅ 326043133 MLS
172 Seadrift Road is not just an escape. It is your own private, tropical oceanfront hidden inside the famed gates of Seadrift. Feel transported without ever having to leave the Bay Area. No planes needed just memories that you will have for your lifetime. It also means you get to leave Monday morning, so every weekend can feel like a three-day weekend. When you arrive, the gates close behind you, the palms move in the breeze, the ocean is in front of you, and suddenly Northern California feels like Hawaii or Bali. The mood here ... this is now your new mood the entire time you are here. The home is Tahitian, Balinese, and Stinson all wrapped in one, yet entirely its own. It is relaxed, soulful, and dramatic yet blended with nature, not fighting it. Sliding glass doors disappear, the interiors open to the gardens, the pool and the beach beyond. This is indoor-outdoor living without effort. It is sandy feet, long lunches, swimming under the stars, morning coffee with the Pacific, and the kind of privacy that is almost impossible to recreate. Five bedrooms and three baths here and what is so freaking cool... all the bedrooms are individual Bali Joglos with their own doors out to the gardens. The Living Room and Primary Suite look directly toward the ocean, giving the home that rare front-row relationship to the water. You do not just see the beach; you live with it. The lot is almost double in scale, and the palm garden is unlike anything else in Seadrift. It is lush, cinematic, and deeply tranquil. It is an oasis of health and wellness. The beach here is special. The curve, the long four-mile walk, the connection to the water on a private beach. This is the unique place where surfboards, dinner parties, wet dogs, great architecture, and barefoot luxury all exist together. 172 Seadrift has the kind of tropical confidence that makes you forget where you are, while reminding you exactly why you are here. It's one of California's most treasured communities

172 Seadrift Rd, Stinson Beach

13414 Chalk Hill Rd, Healdsburg
$15,500,000
3 Beds ⋅ 5 Baths ⋅ 326041867 MLS
Bell Mountain Ranch - A rare Sonoma wine country compound where luxury, terroir, and stewardship converge. Set at the base of Bell Mountain in the heart of Sonoma County, this extraordinary estate offers a complete wine country lifestyle across approximately 19 acres of Regenerative Organic Certified vineyard at the intersection of the Alexander Valley, Russian River Valley, and Chalk Hill AVAs. A private estate residence is perched on a knoll with expansive vineyard and valley views, complemented by a pool, guest accommodations, and outdoor living spaces designed for both relaxation and entertainment. At the entrance to the property, a separate five-bedroom residence currently serves as an office and meeting space, offering flexibility for extended living, staff housing, or additional guest use. The gated property unfolds through vineyard blocks, meadows, heritage oaks, and scenic natural landscapes, with three ponds, a seasonal creek, established water resources, and solar infrastructure supporting both sustainability and agricultural operations. Anchoring the estate is a purpose-built, +/-18,000 sq ft, three-level winery featuring full production infrastructure, a barrel cellar, and cave, supporting small-lot premium winemaking with approved capacity for up to 30,000 cases annually. Thoughtfully designed hospitality entitlements allow for by-appointment tastings, vineyard tours, and private events centered around a scenic tasting barn beneath mature oaks overlooking a tranquil pond. Bell Mountain Ranch represents a rare opportunity to acquire a fully integrated wine country estate that seamlessly combines luxury living, premium vineyard land, hospitality, and winemaking in one exceptional offering. As you'll see in the digitally altered photos and video-be sure to watch to the very end-Bell Mountain Ranch invites a broader vision. Imagine a private putting green overlooking Mount St. Helena, the tasting barn transformed into a clubhouse, and the winery reimagined as a climate-controlled gallery for a luxury car collection. Picture pickleball, tennis, and bocce courts nestled among the vineyards and heritage oaks. The residences could become a private members' retreat, creating an extraordinary destination in Sonoma Wine Country. Bell Mountain Ranch isn't just what it is today-it's what it's uniquely positioned to become.

13414 Chalk Hill Rd, Healdsburg

27 Upper, Ross
$14,995,000
8 Beds ⋅ 9 Baths ⋅ 326018966 MLS
Italianate grandeur and modern design are one at this world-class estate located in one of the country's most prestigious and sought-after communities. 27 Upper Road in Ross, California presents a rare chance to live life at the top of it all, with panoramic views of Mount Tamalpais, the verdant hills of Marin, and the San Pablo Bay. Located on grounds adorned with Ron Herman designed gardens and an Italian style pool with an Olympic-length swim lane, hanging gardens, fountain, spa, and surrounding verdant lawns, the approx. 10,228 sq. ft. residence features eight en suite bedrooms, a resort-like primary suite, and a private staff/in-law/au pair suite in the main residence. A separate guest cottage features a bedroom, bathroom, living area, kitchenette, and home gym. Marin's famous hiking and biking trails are in walking distance, including picturesque Phoenix Lake. Add to that the nation's top award-winning schools, 27 Upper Road offers a once-in-a-lifetime opportunity for a fortunate family or the entertainer extraordinaire. Additional amenities include home theatre/music room, and a temperature-controlled wine cellar for approx. 30,000 bottles. Full Crestron automation and Lutron lighting throughout the home. AV and sound systems with 25+ zones. Situated on close to 3 acres

27 Upper, Ross

3530 Silverado Trl N, Deer Park
$14,950,000
2 Beds ⋅ 1 Baths ⋅ 326063544 MLS
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 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.

3530 Silverado Trl N, Deer Park

2929 Atlas Peak Rd, Napa
$14,950,000
4 Beds ⋅ 4 Baths ⋅ 326061659 MLS
2929 Atlas Peak Rd is sited on a private, gated plateau just 6 minutes from downtown Napa. Atlas Peak Mountain Winery is a small production winery estate hidden high in the coveted East side of Napa this property is focused on the vision of becoming one of Napa Valley's greatest handcrafted winery estates. Planted with award winning Cabernet Sauvignon vines that are premium clone 7 grafted on 110R rootstock, chosen for their precise harmony with the vineyard's terroir. The vineyard is organic and biodynamic farming with minimalistic intervention allowing the terroir to speak for itself. The 24.5 +/- acre Atlas Peak AVA winery and vineyard estate offers a rare opportunity to acquire a legacy property in the heart of Napa Valley producing ultra-premium quality estate bottled wine, the property is permitted for 8,500 gallon production in a newly rebuilt winery facility. The main residence features 3 bedrooms, 3.5 bathrooms, an infinity edge pool, spa, guest house, winery, barn and sweeping valley vistas framed by 13 blocks of Cabernet Sauvignon and Merlot vines and, on a clear day, a view of the SF financial district. Accessed by a quiet country road and a private vineyard lane, the estate promises ultimate seclusion while being close to downtown Napa. It's an opportunity to own a completed, fully permitted winery and vineyard estate with value far exceeding its cost to build.

2929 Atlas Peak Rd, Napa

5520 W Soda Rock Ln, Healdsburg
$14,500,000
4 Beds ⋅ 3 Baths ⋅ 326036977 MLS
Premier southern Alexander Valley estate, winery, vineyards, cattle ranch along the Russian River in Sonoma County's renowned southern Alexander Valley AVA comprises approximately 320 acres across three parcels, offering an exceptional turn-key wine country property that combines a fully operational 25,000-case winery, productive vineyards, and expansive ranch potential with stunning panoramic views of Mt. St. Helena, the Mayacamas Mountains, Russian River Valley, and Chalk Hill. The holdings include a spacious 3,006 sq. ft. multi-level ranch residence with pool, tennis court, and wine cellar; a charming wine tasting room with outdoor seating; a 2,861 sq. ft. winery building, crush pad, and approved 12,000 sq. ft. expansion; plus manager's residence, large bunkhouse, shop, and livestock facilities. Approximately 120 +/- acres are planted to premium vineyards featuring Cabernet Sauvignon, Chardonnay, Zinfandel, Malbec, Petite Verdot, Cabernet Franc and Sauvignon Blanc, with additional prime acreage ideally suited for further vineyard development. Significant water resources include a large reservoir, irrigation wells, and nearly half a mile of Russian River frontage with beach access. A dramatic ridge-top building site commands sweeping views, while mature forests, oak woodlands, and lush landscaping provide privacy and natural beauty. Zoning supports potential subdivision, and the generous acreage accommodates grazing or other agricultural uses. Conveniently located on a peaceful paved lane just minutes from downtown Healdsburg's acclaimed restaurants and shops, the property offers easy access to Lake Sonoma, the Russian River, Sonoma County Airport, and is only 20 minutes from Napa Valley representing a rare legacy opportunity for a family estate, wine production expansion, or investment in one of Northern California's most prestigious wine growing region.

5520 W Soda Rock Ln, Healdsburg

1096 Hardman Ave, Napa
$14,500,000
4 Beds ⋅ 4 Baths ⋅ 326029481 MLS
Krupp Brothers Estate is a remarkable 20-acre Napa Valley winery property set among estate vineyards with sweeping views of Stags Leap, Atlas Peak, Lake Cynthia, and Mount St. Helena. European-inspired in design, the estate blends Old World character with New World elegance. Originally conceived in 2007 by Peter Kitchak and later acquired by Jan and Bart Krupp, founders of the iconic Stagecoach Vineyard and true Napa Valley royalty known for producing exceptional wines, the property has been thoughtfully refined into a fully turnkey offering. The estate includes a main residence, bonded winery, two tasting rooms, barrel room, and all necessary winery equipment. Current production is permitted for 15,000 gallons annually, with tastings and marketing events. A use permit modification is in progress to expand production capacity to 40,000 gallons, along with increased visitation and events. Approximately 9.73 acres are planted to classic Bordeaux varietals, 2.4 acres of which are currently leased. The 5679+/- sq ft Tuscan-inspired residence offers 4 bedrooms and 3.5 bathrooms, featuring hand-selected architectural elements imported from Italy. Highlights include a grand great room with vaulted ceilings and fireplace, a country-style kitchen, and a 3,000-bottle wine cellar with a cave-style portal opening toward the vineyard. Outdoor amenities include a covered veranda with an al fresco kitchen, built-in grill and fireplace, and an infinity-edge spa overlooking the vineyards and lake. A four-car garage with lifts allows for up to eight-car storage. A rare Napa Valley offering that seamlessly combines luxury living, vineyard lifestyle, and a fully operational winery.

1096 Hardman Ave, Napa

1202 Yount Mill Rd, Napa
$14,500,000
6 Beds ⋅ 7 Baths ⋅ 326004100 MLS
In one of Yountville's most coveted settings, surrounded by renowned vineyards and sweeping Napa Valley vistas, an extraordinary opportunity awaits to create a private legacy estate. Encompassing 14 acres and accessed by a quiet country road and private vineyard lane, this exceptional property offers the rare combination of seclusion, natural beauty, and proximity to downtown Yountville. Plans currently in final review envision a sophisticated 7,500 sq. ft. main residence with five bedrooms, five full and two half baths, an infinity-edge pool, and elevator, complemented by an 800 sq. ft. guest house. A conceptual 8,000 sq. ft. barn or winery site and approximately one acre suitable for a potential hobby vineyard offer additional possibilities. Framed by neighboring Del Dotto vineyards, the setting captures the essence of Wine Country living while offering the flexibility to personalize the estate. With plans submitted ahead of Napa County's new construction tax, the project may offer approximately $700,000 in potential savings, subject to applicable requirements and approvals. Offered at $14,500,000 inclusive of land and projected construction costs, or $3,790,000 for the land alone, this is a rare opportunity to create an extraordinary Napa Valley retreat in one of the region's most desirable locations. Land is available for purchase on its own for $3,790,000.

1202 Yount Mill Rd, Napa

300 Margarita Dr, San Rafael
$13,950,000
6 Beds ⋅ 7 Baths ⋅ 326057465 MLS
Perched atop one of Marin County's most spectacular private ridgelines, this once-in-a-generation legacy estate offers an extraordinary opportunity to own over 54 acres of unparalleled beauty just minutes from San Francisco. Behind private gates, the property commands breathtaking panoramic views spanning the San Francisco Bay, city skylines, rolling hills, bridges, and unforgettable sunsets. The estate features three exceptional residences thoughtfully positioned for maximum privacy, including an impressive main residence, an elegant guest home, a detached studio, private fitness pavilion, multiple garages, and an array of ancillary structures including a pool house ready for a pool to be built. Designed for those who value privacy, prestige, and possibility, the property offers a rare combination of luxury living, multigenerational flexibility, executive retreat potential, and expansive grounds unlike anything else available in Marin. The three legal parcels provide exceptional long-term value and future opportunities, while the park-like setting creates a peaceful sanctuary only moments from world-class dining, yachting, hiking, and the cultural amenities of Marin and San Francisco. Whether envisioned as a private family compound, luxury retreat, or one of Northern California's most iconic estates, 300 Margarita Drive represents an irreplaceable offering where scale, privacy, and extraordinary natural beauty converge. A truly rare opportunity to own one of Marin County's landmark estates. The seller has secured a new property and is open to offers and may consider seller financing for qualified buyers, subject to mutually agreeable terms.

300 Margarita Dr, San Rafael

3291 Westside Rd, Healdsburg
$13,800,000
2 Beds ⋅ 2 Baths ⋅ 326066203 MLS
Matrix Winery is a landmark 44-acre winery estate situated along Healdsburg's iconic Westside Road corridor in the heart of the Russian River Valley. Anchored by a valuable 50,000-case winery permit, the property features an established tasting room open for tours and tastings with wine warehouse-office and extensive paved parking area. Beautiful landscaped grounds, winery production facility, and approximately 20 acres of premier estate hillside vineyards planted primarily to Pinot Noir, Chardonnay, Zinfandel, and Petite Sirah. The turnkey grounds boast two scenic reservoirs, an extensive paved internal road network, and panoramic valley views. Located just minutes from downtown Healdsburg and the Plaza, the parcel presents rare development upside with potential subdivision into two ~20-acre parcels, each offering multiple prime building sites for a legacy compound or custom estate residence. Two certificate of compliance have been submitted to county planning for a 22.40 & 21.63 acre parcels. See certificate map in photo's and attachments.

3291 Westside Rd, Healdsburg

2520 Atlas Peak Rd, Napa
$13,600,000
5 Beds ⋅ 7 Baths ⋅ 326077901 MLS
Perched above the Napa Valley floor, Atlas Point offers an extraordinary opportunity to create a private sanctuary where breathtaking natural beauty meets refined Wine Country living. Encompassing approximately 20 acres, this remarkable setting captures sweeping panoramic views extending across the valley to Mount Tamalpais, San Francisco Bay, and the San Francisco skyline beyond. Designed to embrace its spectacular surroundings, plans for a proposed five-bedroom residence envision expansive living spaces, seamless indoor-outdoor entertaining, and beautifully landscaped grounds that invite relaxation and connection to nature. The broader estate vision offers the potential for guest accommodations, wellness retreats, gardens, vineyards, an olive grove, and additional amenities, creating endless possibilities for a truly personalized Napa Valley lifestyle. Despite its peaceful seclusion, Atlas Point is just minutes from downtown Napa, Silverado Resort, celebrated wineries, fine dining, and world-class recreation. A rare opportunity to bring an exceptional architectural vision to life in one of Napa Valley's most inspiring settings, where privacy, panoramic beauty, and effortless access to the best of Wine Country come together. *Conceptual renderings used for illustrative purposes. Additional structures and amenities are not included in the proposed main residence.

2520 Atlas Peak Rd, Napa

How much is your home worth?

Get instant property value now!