luxury houses for sale St. Helena, United States

Welcome to 900 Chiles Avenue, a beautifully refreshed home offering exceptional value in the heart of St. Helena. Move-in ready, it features new carpeting, fresh interior paint, new linoleum flooring, and a new dishwasher. Raised garden beds provide the perfect space to cultivate flowers, herbs, or vegetables, while the low-maintenance yard allows more time to enjoy Wine Country living. Ideally located near shopping, dining, parks, and local amenities, this property is an outstanding opportunity for a primary residence, weekend retreat, or investment. Possibly the best value in St. Helena. Seller Financing Available to qualified Buyer.

Sophisticated Fully Furnished Modern Farm Estate in the Heart of St. Helena Nestled in the world-renowned Napa Valley, this exceptional St. Helena estate reimagines wine country living. A masterclass in modern farmhouse design, the property seamlessly blends clean architectural lines and contemporary luxury with the warm charm of its agricultural heritage. Listing Description Every detail of this bespoke estate is crafted to elevate the everyday experience. The main residence features soaring vaulted ceilings. At the heart of the interior is an open-concept great room and a chef's kitchen, equipped with premium integrated appliances, custom cabinetry and an oversized waterfall quartz island. The spaces flow effortlessly to the exterior, where the expansive covered loggia, between the main home and guest retreat, blurs the lines between indoor sophistication and outdoor relaxation. The primary suite serves as a private oasis and features access to the exterior spa. Outside, the manicured grounds transform into a private resort. Features include an outdoor kitchen, a firepit lounge and relaxing water feature. Located just minutes from the historic boutiques, Michelin-starred dining, and premier wineries of downtown St. Helena, this legacy estate offers the rare combination of privacy and urban convenience.

Rarely does a property come to market that combines a premier location, proven surrounding values, development flexibility, income- generating potential, and true scarcity. This is an exceptional opportunity for investors, developers, and visionary buyers to acquire a unique asset with significant upside and enduring value. This property presents a compelling opportunity with value that extends far beyond its current improvements. Its prime location, surrounded by established and highly desirable residential neighborhoods, is a significant driver of its intrinsic worth. Recent sales of neighboring properties demonstrate strong market demand and support a substantially higher valuation based on location alone. What truly distinguishes this offering is its rarity. Properties with this combination of location, size, and Medium Density zoning seldom become available, making it a genuinely one-of-a-kind opportunity in today's market. The scarcity of similarly zoned parcels, particularly in such a desirable setting, creates a level of exclusivity that is increasingly difficult to replicate . https://app.disclosures.io/link/1479-1481-Kearney-Street-gegtkxdn

Set on approximately 14 acres near Joseph Phelps Winery, 480 Taplin Road is a Cape Cod-inspired estate designed for entertaining and multi-generational living. The main residence, detached carriage and pool houses provide 7,900 sq ft of conditioned space surrounding a heritage black oak. Interiors showcase wide-plank floors, a sunken living room with fireplace, formal dining room, a chef's kitchen with marble counters, Thermador range and Sub-Zero appliances, and a primary suite with dual closets and spa bath. A residential elevator serves all levels, including a 4,700-bottle wine cellar, and an upstairs bonus room with an en suite guest room and two offices (one currently staged as a bedroom). The carriage house offers two en-suite bedrooms and a kitchenette; the pool pavilion features a full kitchen, changing room, outdoor shower, and half bath beside a heated infinity-edge pool and spa. Fruit trees, gardens, multiple terraces, bocce court, solar, two wells and extensive infrastructure complete the offering. This is a Napa Valley retreat that gracefully balances comfort, elegance and resort-style amenities, just eight minutes from downtown St. Helena.

On coveted Fir Hill Drive - a quiet west-side country lane with rare ownership turnover - this thoughtfully reimagined home offers a combination of privacy, scale, and valley floor setting seldom found so close to town. Surrounded by vineyards, neighboring estates, and mature trees across nearly two landscaped acres, the property captures the serenity of country living while remaining moments from the dining, wine, and culture that define Napa Valley. The interiors are precise and considered, featuring herringbone and wide plank oak floors, custom millwork and steel detailing, Fleetwood doors, designer lighting, and curated finishes throughout. The chef's kitchen opens naturally into formal and informal living spaces designed to move effortlessly between intimate daily living and large-scale entertaining. Outside, a 25-yard lap pool anchors professionally designed grounds that include expansive lawns, multiple terraces, and layered indoor-outdoor living spaces intentionally created for gathering, retreat, and year-round enjoyment. This is a rare opportunity to own a true St. Helena estate in one of the town's most desirable locations.

Beyond a private double-gated entrance lies one of Napa Valley's most enchanting residential retreats - a secluded 5.33 +/- acre estate where luxury, tranquility, and timeless romance create an extraordinary sense of place. Located within the prestigious Zinfandel Lane Property Owners Association, one of Napa Valley's most desirable gated enclaves, this remarkable property enjoys exceptional privacy, breathtaking vineyard and mountain views, and a prime central valley location just minutes from downtown St. Helena. Thoughtfully renovated and beautifully landscaped, the estate is defined by lush gardens, mature trees, stone pathways, and intimate outdoor living spaces designed for relaxation and entertaining. The soothing sound of flowing water is woven throughout the property, with multiple fountains, including illuminated courtyard fountains and bronze sculptural works by renowned artist Archie Held, creating a peaceful and romantic ambiance day and night. The single-level main residence and guest house blend refined craftsmanship with effortless indoor-outdoor living. Light-filled interiors open to expansive terraces, covered patios, and vineyard-view gardens, while the luxurious primary suite enjoys its own private courtyard retreat. Outside, a heated pool and spa, outdoor fireplace, spectacular rose and cutting gardens, ancient olive trees, and sweeping lawns surrounded by a 3 +/- acre boutique Sauvignon Blanc vineyard, provide a setting that is both elegant and restorative. Whether hosting guests or enjoying quiet moments surrounded by nature, every element of the property has been thoughtfully designed to celebrate Napa Valley living at its finest. A rare offering in one of Napa Valley's most coveted neighborhoods, combining privacy, beauty, and timeless comfort with effortless access to St. Helena, Yountville, and the very best of wine country living.

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.

Moments from downtown St. Helena, along a quiet country lane, this private property is defined by a single-level main residence, detached guest house, and a landscape designed for gathering and connection. The main home is designed for everyday living, with light-filled interiors that connect naturally to the outdoors. A living room anchored by a gas fireplace and expansive windows flows into a thoughtfully equipped kitchen with Viking range, wine storage, dual dishwashers, and an island with prep sink and seating. The dining room, complete with a built-in bar, offers direct access to the outdoors, reinforcing the home's indoor-outdoor rhythm. Additional spaces include a media room, private office, and flexible-use areas. The primary suite opens to the rear patio and pool, with an adjoining space suited for an office, or gym. A second bedroom and multiple baths complete the main residence, while the detached guest house offers additional living spaces. Outdoors, mature redwoods and cedar frame the setting, with a broad lawn, bocce court, pool and spa, and multiple gathering areas. A well-equipped outdoor kitchen with fire feature and covered seating extends the living experience. This is a property designed for gathering, defined by privacy, and quietly positioned where Napa Valley begins to slow.

Discover this iconic Napa Valley compound blending historic architecture with sophisticated modern design. Set on a private 3.11 +/- acre parcel near the world famous Meadowood Resort and The Napa Valley Reserve, this Estate is surrounded by idyllic vistas offering an incomparable lifestyle just minutes from downtown St. Helena. The Estate encompasses 5,775 +/- sq ft of living space across 4 structures. The Queen Anne-style main residence (c. 1895) features luminous living spaces with handsome wood-paneled detail and a penthouse primary suite with sitting room, spa bath and terrace, while 2 farmhouse style guest cottages provide luxurious accommodations. Renowned interior designer Jay Jeffers reimagined every detail with timeless sophistication and modern flair, creating interiors that flow seamlessly to outdoor living. The historic red barn offers a lounge, recreation loft, and more parking. A 5-car stone-clad garage with environmental control was designed for discerning car collectors. Expansive flagstone terraces, heated pool/spa, bocce court, fruit orchard, and curated gardens complete this idyllic setting. With dual gated entries, a spacious motor court, and advanced security, Meadowood Estate is a rare opportunity to own one of Napa Valley's most exceptional properties.

Located on the cooler western slope of Napa Valley, this stunning vineyard retreat offers the perfect blend of tranquility and luxury. A beloved venue for family weddings and exclusive events, it has attracted notable guests, including famous golfers Arnold Palmer and Billy Casper who were entertained there during Transamerica Golf Tournaments at Silverado in the 1980s and 1990s. Spanning 15.44 +/- acres across two legal parcels, the contemporary country compound is framed by breathtaking views of its 6.44 +/- acre terraced Cabernet Sauvignon and Sauvignon Blanc vineyard and to the Vaca Mountains beyond. The main residence features four bedroom suites, a spacious kitchen with sitting and casual dining areas, and a great room with cathedral ceiling and wood-burning fireplace. French doors throughout offer strong indoor-outdoor flow. The charming guest house, created from the property's original stone cottage, features an en-suite bedroom with a separate entrance, a game room with a striking stone wall interior, an attached bath, plus additional spaces providing options for versatile living. Other features include a 45-foot-long pool, spa, 5000 +/- sq ft deck, an expansive lawn, pond, tennis court, barn, mature landscaping, and a seasonal creek.

Introducing a St. Helena custom-built estate, the extraordinary expression of refined Wine Country living. Set on approximately 3.2 acres with sweeping views of acclaimed Newton Vineyard, this newly constructed residence blends contemporary sophistication with natural beauty, showcasing exceptional architectural details and curated finishes throughout. A private drive winds through the scenic western hills, where handcrafted rock walls frame the property's own hobby cabernet vineyard and olive grove, creating a tranquil and timeless sense of arrival. Inside, light-filled living spaces feature soaring ceilings, warm natural textures, and surround sound throughout, while the grand great room, with its cathedral wood coffered ceiling, opens to stunning vineyard vistas, creating an inviting setting for both intimate gatherings and large-scale entertaining. The home offers four en-suite bedrooms, a dedicated office, and a versatile media or auxiliary living space. One can't go far without wandering into the luxurious primary suite with 10-foot glass doors, layered vineyard views, and a spa-inspired bath with elevated designer finishes. At the center of the home, the gourmet kitchen is both functional and striking, featuring LG Signature appliances, an 800-bottle wine room, a range with a built-in air sous vide, custom cabinetry, an oversized island, and a statement copper-painted hood. Additional highlights include custom built-ins throughout, a metal roof, solar with backup battery, and huge flex space above the spacious four-car garage. Outdoors, the lifestyle continues with a pool, limestone pool deck, custom pizza oven, and BBQ, perfect for entertaining against a stunning vineyard backdrop. Completing the experience, Newton Vineyards extends a rare privilege for those who desire it, offering the owner the ability to roam and enjoy nearly 500 acres of its surrounding estate land, enhancing the sense of privacy and connection to the landscape. Located within the gated enclave of Madrona Ranch and just minutes from renown downtown St. Helena, this is a rare opportunity to be the first to call 2509 home.

Inspired by the architecture of the Edwardian era, this historic beauty was built in 1905 by the MacKinder family and later became the home of Starr Baldwin, past publisher of the St. Helena Star. It holds a prominent place among the grand residences on the notable first block of Spring Mountain Road, just moments from downtown on St. Helena's coveted west side. The classic white shiplap exterior and generous wrap-around front porch sit gracefully beyond an expansive front yard and welcoming landscape. From the street, the home conveys the quiet presence and proportion characteristic of its era. Inside, the 3,506 sq. ft. residence offers the spacious public rooms, refined architectural detail, and tall, well-placed windows one expects of a distinguished early 20th-century home. High ceilings, original millwork, and oak and fir floors reflect the craftsmanship of the period. The four-bedroom layout includes a formal entry, an elegant double parlor with wood-burning fireplace, and a formal dining room with original built-in buffet. A light-filled breakfast room/den and a bright kitchen with white cabinetry overlook the gardens and pool. The four upstairs bedrooms retain their historic detailing and generous proportions Below, an old-fashioned basement includes a temperature-controlled wine cellar, adding both character and function. A detached 685 sq. ft. ADU, converted from a former barn, provides two additional bedrooms, a full bath, and flexible lounge spacewell suited for guests, extended family, or a private office. Outdoors, a broad and sunny back porch opens to a heated pool with integral spa and safety cover, surrounded by established landscaping. Boxwood hedges, crepe myrtle trees, and mature plantings frame the property, creating privacy and a garden setting that complements the home's historic architecture. Substantial in scale yet comfortable in feel, this offering is a rare opportunity to own a significant piece of St. Helena's architectural heritage in one of Napa Valley's most desirable residential neighborhoods.

Located on the valley floor and set among vineyards just north of St. Helena, 1181 York Lane offers a private, four-structure compound (main house, studio, cottage, and office/gym) with a flexible layout in a relaxed setting. The two-story main residence is thoughtfully arranged with two bedrooms on the lower level, while the upper floor is dedicated to daily living, an open kitchen, dining, and living room, along with the primary suite plus powder room. The kitchen features marble countertops, Sub-Zero refrigerator, and Viking gas range with hood. Interiors are oriented toward the property's landscaped grounds, creating a calm, private atmosphere. Detached guest and studio spaces capture vineyard and hillside views, providing separation for visitors, extended living, or creative use. A converted garage, currently used as an office, offers additional flexibility as a workspace, studio, or gym. Outdoor areas include deck spaces, mature landscaping, and a pool set naturally within the grounds. The property offers convenient access to St. Helena while maintaining a more private, country setting.

Tucked just 3 blocks from Main Street St. Helena, this gated oasis feels like a secret garden beautifully landscaped, private, and designed with warmth and refinement. The main residence blends elegant architecture with a relaxed sense of comfort, showcasing Venetian plaster walls, soaring beamed ceilings, and clerestory windows that flood the interiors with light. French doors invite seamless flow to outdoor spaces designed for gathering, with fireplaces, patios, & year-round entertaining areas. The chef's kitchen features European-style cabinetry, Wolf and Miele appliances, large island, & window overlooking the garden. Living & dining spaces open to the outdoors, while a den with built-ins & fireplace offers a perfect retreat. The main-level primary suite is a haven with radiant-heated bath floors, spa-like soaking tub, and walk-in dressing room. Upstairs, two guest suites each include radiant floors, and private character. A 1 BD ADU cottage with its own gated entry, full kitchen, welcomes guests or extended stays. The property also includes 2-car air-conditioned garage with a wine cellar, storage, and sauna. Set on nearly 1/2 acre, with olive trees, Japanese maples, & meandering flagstone paths, is both an elegant retreat & casually luxurious.

This private and gated sanctuary is the perfect blend of in-town living and hillside serenity. The updated Modern Craftsman retreat will immediately make you feel a cohesive indoor-outdoor living experience with expansive vistas through the many windows and abundant natural light. The main level includes an open living room, dining room, and kitchen, which open up to outdoor decks and grassy lawn perfect for al-fresco dining with panoramic mountain and valley viewsthree spacious bedrooms and baths complete the main level. Downstairs the home is an entertainer's paradise with a stunning wall-to-wall glassed-in wine cellar, bar, double-sided fireplace, and fireside seating on both sides. The lower level includes separate guest quarters with bath and an ample home office with built-in storage. Walkways perfectly carved into the nearly 5-acre property and two water features add to the meditative grounds.

Welcome to 2501 Pinot Way in the heart of St. Helena, CA. This extensively renovated single-story contemporary home offers the ultimate in modern design and luxurious amenities, making it the epitome of Wine Country living. With 5 bedrooms and 3.5 baths, this 3,541 sq ft estate sits on a generous 24,293 sq ft lot offering the ultimate in privacy and tranquility. The brand new kitchen boasts upgraded appliances, perfect for the culinary enthusiast. Enjoy the expansive landscaped backyard on more than half an acre, complete with an oversized pool, spa, and a Tahitian style 3-roof cabana featuring a shaded seating area and fire pit. The primary bedroom suite offers a ensuite bathroom with a jetted tub and walk-in closet, while the formal entry leads to light-filled living spaces throughout. The U-shaped floor plan layout allows for direct access to the outdoor garden courtyard, creating a seamless indoor-outdoor flow providing ample room for entertainment and relaxation. The two gas fireplaces add warmth and ambiance to the modern interior. Experience the best of St. Helena living in this meticulously remodeled home. Conveniently located on a quiet cul-de-sac, this serene retreat is just a short walk to downtown St. Helena's charming shops and upscale restaurants and wine bars.

Welcome to Napa Valley's most serene and prestigious winery estate, where heritage, luxury, and unparalleled winemaking potential converge in the heart of St. Helena. This historic, fully operational winery spans 5.67 +/- acres along Silverado Trail, between Meadowood Resort and Auberge du Soleil, offering immediate revenue potential with extraordinary expansion opportunities, ideal for winemakers, entrepreneurs, or hospitality visionaries. The 5,500 +/- sq. ft. production facility features 6,200 +/- sq. ft. of crush pad space, 82,000 gallons of tank storage, and a 6,000 +/- sq. ft. warehouse with a permit to double in size. Permitted for 40,000 gallons annually, with a waste-water upgrade to reach 100,000 gallons, this turnkey, high-capacity facility is perfect for estate winemaking and custom crush clientele. Solar electric power ensures sustainability. The newly remodeled tasting room, within a charming guesthouse, is ideal for private tastings, luxury lodging, or events. A bocce court and expansive deck showcase panoramic views of vineyards, rolling canyons, and the tranquil Napa River, creating an unmatched, peaceful retreat. Highly coveted hospitality entitlements allow daily tastings for up to 48 guests, plus 69 exclusive marketing events per year, maximizing brand visibility and revenue streams. The 3,518 +/- sq. ft. Craftsman-style home with an additional studio is perfect for guest accommodations, short-term rentals, or VIP stays. A lawn and olive grove along with numerous gardens and fruit trees, enhance the estate's beauty and provide an idyllic setting for exclusive wine releases, private gatherings, and weddings. The estate includes ample parking for 35+ vehicles. With immediate income streams, high-production potential, and premier hospitality offerings, this custom crush facility and full-production winery is a rare Napa Valley residential and commercial opportunity.