luxury houses for sale St. Helena, United States

Set on 40 private acres above the renowned Meadowood Resort, this exceptional estate captures the essence of Wine Country luxury. A gated entrance leads up a secluded driveway to a stunning modern-industrial residence, where exposed steel elements, soaring 25-foot ceilings, and walls of glass create a striking yet inviting atmosphere. Built in 2006, the home is designed for both grand entertaining and everyday comfort. The spacious great room flows seamlessly into a lofted living area, while all en-suite bedrooms provide privacy and tranquility. An elevator connects each level, and the gourmet kitchen complete with an expansive butler's pantry caters to culinary excellence. Outdoors, the redesigned grounds offer a resort-like experience with terraced landscaping, an in-ground pool, a poolside cabana with bath, and built-in outdoor kitchen complemented by a stunning wood-burning fireplace. Expansive lawns are complemented by grand staircases, olive orchards set among gravel pathways and seating areas, bocce ball court, and lush landscaping enhance the serene setting. Located just minutes from world-class wineries, fine dining, and the best of St. Helena, this estate is a rare opportunity to own a true Napa Valley retreat.

Located in one of St. Helena's beloved neighborhoods, this inviting corner lot Wine Country home blends comfort, community, and Napa Valley lifestyle. Owned by a respected Napa Valley winemaker, the property reflects the warmth and authenticity that make St. Helena so special. Situated across from Stephen C. McCullagh Park in a peaceful cul-de-sac-adjacent setting, the home offers the rare ability to stroll through the park into downtown St. Helena's renowned dining, tasting rooms, boutiques, and local favorites, with views of the surrounding hills in the distance adding to the Wine Country charm. Natural light fills the welcoming living spaces while the indoor-outdoor flow creates an ideal setting for entertaining, relaxing evenings by the fireplace, and wine with friends under Napa Valley skies. Outdoor gathering areas beneath towering redwood trees, raised garden beds, citrus, fig and peach trees, blueberry plantings, and room for expanded outdoor living create a true Wine Country feel. Offering 1,486 square feet with three bedrooms and two-and-a-half baths on a generously sized approximately 8,300 square foot lot, the property also presents exciting ADU potential or future possibilities (buyer to verify). A rare opportunity to experience authentic St. Helena living in the heart of Napa Valley Wine Country.

Set along a coveted stretch of the Napa River just moments from downtown St. Helena, this updated single-level ranch offers a rare trifecta: one usable acre, river frontage, and a boutique hobby vineyard framed by mature oaks and silvery olive treestimeless Wine Country at its most authentic. Recently refreshed with a new kitchen, updated baths, and new flooring throughout, the home balances relaxed California living with refined modern comfort. Clean lines and an intuitive layout create natural separation: the primary suite and media room occupy one wing, while two additional bedrooms are positioned oppositeideal for guests or family. At the heart of the home, the dining room opens to an expansive rear deck also accessed from the media room and a guest bedroom, creating seamless indoor-outdoor flow. Beyond, a broad manicured lawn gently meets the riverbank, making the landscape feel integral rather than adjacent. The grounds embody Napa Valley's enduring appeal: estate-grown fruit from a manageable hobby vineyard, mature olive trees with Mediterranean character, towering oaks for shade and presence, and an expansive lawn designed for gatherings or quiet evenings by the water. A two-car garage and generous parcel offer practicality and future flexibility. Whether as a full-time residence, refined second home, or legacy riverfront retreat, 201 Silverado Trail North captures the essence of St. Helena livingagricultural authenticity, natural beauty, and understated luxury in one of Napa Valley's most desirable settings. The home has been raised to local flood mitigation standards. A rare opportunity to live on the river, surrounded by vines, just minutes from world-class dining, tasting rooms, and boutiques.

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.

Turn-key- All new - In the heart of St.Helena's highly coveted west side, an extraordinary single-story newly remodeled masterpiece captures the small town feel while offering the rare convenience of a short stroll to the charm, dining, and boutiques of downtown. This four bedroom, 4 bath home has an open family, living dining area opens up tho the private back yard. Relish the luxurious primary bathroom suite with custom dual vanities, a freestanding soaking tub, and a large walk-in shower. At the heart of the home, the chef's kitchen is both stunning & functional. High-end appliances, a center island, custom cabinetry, a built-in wine refrigerator, & statement lighting. Glass doors throughout, open to the private courtyard with a built-in fire pit, heated pool and guest house creating a seamless connection between indoor & outdoor spaces. https://app.disclosures.io/link/1317-Hillview-Place-0m0cr1ye

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 Daisy Hill, a stunning retreat nestled in the serene beauty of St. Helena 2 miles from downtown and one mile from Meadowood Resort that sleeps up to 16 people. The main house with space for 12 and the two casitas for another 4! With its exquisite craftsmanship, breathtaking landscapes designed by Johnathan Plant, and luxurious amenities, it offers an unparalleled experience for those seeking a tranquil and private haven just minutes from shopping and dining. Sited on a bucolic country lane and originally custom-built in 2001, the two-story Craftsman-style home of stucco and wood siding showcases its timeless elegance. Designed for an elevated style of family living and entertaining, Daisy Hill includes the primary residence with 4 bedrooms, 4.5 baths, an outdoor dining pavilion and kitchen, a parlor/gym with a full bath, two guest casitas ensuite with private entrances, a pool with waterfall edge, bocce ball court, lighting and sound throughout, walking trails and seemingly endless, mature, lush gardens and tranquil nooks. Heavenly retreat.

One of the best locations in town~ just two short blocks to Main Street, St. Helena! Enjoy a beautiful, big dining area highlighted with a fully cooled & lighted wine wall, a walk-in wine room, and a back garden designed for entertaining. Outdoor kitchen and spa. Living room with wood-burning fireplace. Enjoy the Napa Valley lifestyle in town, St.Helena. New Roof 2025.

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.

A 1910 Edwardian on the west side of St. Helena, two blocks from Main Street, remodeled with period appropriate restraint. Four bedrooms, a wrap-around porch, private pool and spa area and a separate guest apartment with private entrance. The income entitlement is what makes it singular. A buyer acquires a residence and a working hospitality asset on the same deed. Few in-town properties offer the option to live, host, or earn, and fewer still let an owner choose between them year to year. The property introduces itself with a meticulously landscaped front yard, greeting the guest with the vibrancy and color of roses, the structure of manicured hedges and the aromas of several fruit trees. A formal staircase leads to the wraparound porch landing, into the main level, which has been thoughtfully renovated to integrate 1910 sophistication with contemporary comforts. Two ensuite bedrooms, an additional powder room, a chef kitchen and living room/dining room combo sit on this level. Through an internal staircase, the descent to the floor level brings access to the bottom bedroom suites, a large sliding door leading to the private pool area and a second kitchen. It is uncommon for a single address to accommodate so many ways of living. A family home or a quiet investment held for the season, all within two blocks of Main Street, and all at the owner's discretion.

Tucked away in a serene west-side enclave just moments from St. Helena's vibrant Main Street, this thoughtfully refreshed single-level residence offers everyday ease and plenty of charm. The 3-bedroom, 2-bathroom home spans 1,663 square feet of light-filled interiors, anchored by a spacious open-concept kitchen that flows effortlessly into the living and dining spaces, designed with both connection and comfort in mind. Outdoors, mature landscaping frames inviting spaces to gather, dine, and unwind offering a seamless extension of Napa Valley living in one of St. Helena's most sought-after neighborhoods.

Do you dream of owning a $7,000,000 house in St. Helena? The one with all the luxurious amenities from dual primary suites to the fully equipped chef's kitchen stocked with Subzero and Wolf appliances but the price is just a bit out of your reach? Or, maybe even a $5,000,000 house with a sparkling, built in pool and outdoor kitchen with lush landscaping? And how about beautiful, clear water without the expensive filtration system that always needs cleaning? Soaking in your free-standing tub now is such a guilty pleasure! And you like the idea of being in town, but don't want the neighbors knowing all your business? Then 16 Upland is the home for you. Priced below downtown prices at $3,600,000, yet 6 minutes from the fantastic restaurants and shopping, this home offers everything and more than you could ever dream of. Perfect as a second home, it's easy to come and go as you please and have everything perfect and waiting. As a family home you have the benefit of St. Helena Schools. And the St. Helena Hospital water system is affordable and delicious to drink. You should hear all the different birds chirping and singing as you sit in your completed and beautiful backyard. Disclosures link: https://app.disclosures.io/link/16-Upland-Road-32xemnfkf

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.

Welcome to 1621 Hillview Place, ideally situated on the highly desirable west side of St. Helena, just minutes from downtown's renowned restaurants and boutiques. This beautifully appointed residence showcases timeless charm, exceptional character, and thoughtful attention to detail throughout. At the heart of the home is a sun-filled gourmet kitchen designed to inspire culinary enthusiasts. Featuring a Thermador stainless steel six-burner gas range with grill, warming drawers, double ovens, apron-front sink, walk-in pantry, and casual counter seating, this space seamlessly blends functionality with style. Designed with entertaining in mind, the spacious dining area is enhanced by elegant plaster walls, sophisticated lighting, custom built-ins, and rich hardwood flooring, creating a warm and inviting atmosphere for gatherings both large and small. Adjacent to the dining room, the welcoming living room offers exposed wood beams, beautiful hardwood floors, a gas fireplace, and a picture window that frames the picturesque front garden while filling the space with natural light. Embracing the home's serene and private setting, the inviting primary suite opens through French doors to the beautifully landscaped backyard, creating a seamless connection between indoor and outdoor living. Upstairs, a spacious guest suite delights with a high ceiling, an updated bathroom featuring dual vanities and a walk-in shower, and a charming whimsical window that adds character and charm. Experience the quintessential Napa Valley lifestyle in the expansive backyard retreat. Covered decking provides space for outdoor dining and entertaining, while the soothing fountain, outdoor fireplace, built-in heaters, lush greenery, and mature landscaping create an enchanting setting year-round. Whether hosting a summer barbecue or gathering friends for pizza night, the built-in pizza oven ensures memorable occasions. Adding versatility and appeal, the detached studio with a full bath offers the perfect space for guests, a home office, fitness studio, or private retreat. A true standout feature is the impressive 2,300± bottle climate-controlled wine cellar, beautifully accented by a stunning stone wall and designed to celebrate the very essence of Napa Valley living. This rare offering places you in the heart of St. Helena, where you can enjoy world-class dining, stroll through one of the valley's most coveted neighborhoods, and immerse yourself in the Napa Valley lifestyle.

Perfectly situated just one block from downtown St. Helena, this immaculate 3-bedroom, 2-bathroom home is move-in ready and waiting for you to create your Napa Valley dream yard. Set on an expansive lot, the property offers ample space for a pool, ADU, bocce court, lush gardens, or all of the above. Inside, the home has been beautifully remodeled with a bright, open floor plan, a stylish kitchen, and seamless indoor-outdoor flow. The primary suite boasts a spacious walk-in closet with laundry, while the flexible office/third bedroom adapts to your needs. With unbeatable walkability to world-class dining, boutique shops, and top-rated schools, this rare offering combines turnkey comfort with limitless outdoor potential in the heart of Wine Country.

Set just north of town along a classic stretch of Highway 29, this 26 acre St. Helena residence and vineyard offering presents a rare opportunity to steward a special piece of Napa Valley. At the center of the property sits an original 1966 residence encompassing 2,668 square feet. The home reflects its era and is ready for thoughtful restoration or re-imagining, providing a strong foundation for a future vision that honors the land. A pool, vineyard roads, and a classic cypress-lined approach reinforce the estate's character. Approximately 7.44 acres of vineyard are planted to Cabernet Sauvignon, Cabernet Franc, and Sauvignon Blanc, framed by rolling hills, mature trees, and long vineyard views in every direction. Surrounded by neighboring vineyards and estate holdings, this property offers a sense of continuity with Napa Valley's agricultural heritage, while remaining moments from downtown St. Helena. A rare offering where patience and vision meetan authentic Napa Valley opportunity defined by land, scale, and setting.

Summer splash pad! Let's party! In the heart of St. Helena, Newly built modern retreat pairs fine design with effortless living. 3,800 SF main residence and ADU! Beautifully landscaped in-town lot. With 5 bedrooms and 5 baths, the home showcases white oak cabinetry and floors, 11-foot ceilings, and bespoke finishes throughout.Sweeping sliding glass wall opens the great room to a beautiful outdoor setting with a 38' x 20' pool and spa an outdoor kitchen and fire pit. The primary suite offers a private terrace with Mayacama Mountain views, a spa-inspired bath, and huge walk-in closet. Complete with a flexible office or gym and a fully appointed ADU, this is a rare St. Helena offering for those who want modern style, indoor-outdoor ease, and only blocks from fine dining and fab shopping!

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.

Located at the end of a private country lane just moments from downtown St. Helena, this refined single-level estate offers understated elegance, quiet privacy, and a rare sense of calm. The main residence is designed for seamless indoor-outdoor living, featuring natural light, serene garden outlooks, and partial vineyard views from the family room and the spacious primary suite. The grounds are a standout feature, characterized by layered, intentional landscaping with large stepping-stone pathways, mature plantings, and multiple outdoor areas designed for relaxation. An authentic Japanese-inspired tea house with traditional Shoji doors creates a peaceful setting for guests or relaxation. A detached studio provides flexible space for creative work, fitness, or a private office. The attached ADU, with its own entrance, full kitchen and bath, offers excellent versatility for hosting or extended stays. Throughout the property, storage is abundant, and every space has been planned with comfort and ease in mind. This is rare St. Helena offering that blends tranquility, thoughtful design, and proximity to town an exceptional retreat in the heart of Napa Valley.

Nestled in the heart of the Napa Valley, just outside St. Helena and moments from St. Helena Hospital, this countryside property offers an exceptional opportunity to create your dream wine country retreat. Set on a large parcel adjacent to vineyards and rolling hills, the property enjoys sweeping views of mountains, forest, and surrounding hills, with a peaceful creek flowing through the land and beautiful moss-covered rock formations enhancing the natural setting. There is ample parking and an ideal location to add a private gate for a more secluded, estate-like feel. The three-bedroom, two-bath home includes an attached two-car garage and a functional layout ready for your personal touches. Sliding glass doors open to a spacious backyard with a covered patio, olive trees, mature shade trees, and a large fenced yard, offering the perfect setting to add a pool or create an inviting outdoor entertainment area. A side yard with a dog run adds convenience and flexibility. Just minutes from world-class shopping, dining, and renowned wineries, this property combines tranquil country living with close proximity to the very best of Napa Valley living an outstanding opportunity to update, remodel, or upgrade in one of the area's most desirable locations.

Set within one of downtown St. Helena's most coveted enclaves adjacent to the iconic Spottswoode Estate Vineyard & Winery, this thoughtfully designed residence embraces the indoor-outdoor lifestyle that defines Napa Valley living. Multiple French doors open to curated outdoor entertaining spaces, creating a seamless connection between the home's light-filled interiors and its private garden setting. Just 90 minutes from San Francisco, the property offers an ideal balance of privacy, comfort, and access to the wellness-focused lifestyle of St. Helena. Open living and dining rooms are anchored by vaulted, beamed ceilings, custom built-in cabinetry, and a gas fireplace. The kitchen is appointed with premium appliances, granite countertops, and oak floors that bring warmth throughout the home. On the main level, two guest bedrooms share a beautifully finished marble bath with double vanity, soaking tub, and walk-in shower. A separate office with vaulted tongue-and-groove ceilings opens directly to the backyard, offering flexibility as a workspace or home gym. The serene primary suite enjoys vaulted ceilings and corner windows framed by mature trees, creating a peaceful retreat immersed in natural light and greenery. The suite includes two walk-in closets and a bathroom complete with marble-slab shower and mosaic tile flooring. Mature olive trees welcome you at the front entry, while the expansive, fully fenced backyard is framed by privacy hedges, roses, and curated potted plantings. Multiple outdoor dining and lounge areas, including a string-lit patio designed for entertaining, create an inviting setting for year-round indoor-outdoor living. Moments from acclaimed restaurants, boutique shopping, spas, fitness studios, vineyards, plus nearby hiking and cycling trails, the home is ideally positioned to enjoy the relaxed sophistication and wellness-centered lifestyle of St. Helena.

Charming St. Helena Retreat with Timeless Woodwork & Dual Living Spaces. Nestled in the heart of St. Helena, this inviting Napa Valley home blends classic craftsmanship with comfortable living. Rich woodwork throughout creates a warm, sophisticated atmosphere that embodies wine country charm. The thoughtfully designed layout features two spacious living roomsideal for both relaxed everyday living and effortless entertaining. Natural light fills the home, highlighting the detailed finishes and enhancing its welcoming feel. Located just minutes from downtown St. Helena's renowned restaurants, boutiques, and wineries, the property offers the perfect balance of tranquility and convenience. Ideal as a full-time residence, weekend retreat, or Napa Valley getaway.**New roof in 2025 and home is completely earthquake retrofitted**

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.