A rare close-to-town view parcel just minutes from downtown St. Helena and only two minutes to Meadowood, this +/- 2.85-acre wooded hillside setting offers exceptional privacy, dramatic topography, and inspiring valley-facing outlooks. The property is connected to St. Helena city water, a valuable convenience rarely found on parcels of this scale in the surrounding hills. An authentic circa-1932 cottage (+/- 2,324 sq. ft. per assessor) remains on the property and may be reduced to a +/- 1,200 sq. ft. guest house under Napa County guidelines, creating a clear path for a new modern main residence designed to capture the views. Mature trees, natural contours, and multiple potential building areas make this an ideal canvas for a design-driven retreat or a spec builder seeking a compelling land-value opportunity. With its proximity to town, privacy, and architectural potential, this is a rare chance to create a contemporary St. Helena estate where nature, convenience, and vision align.
Step into this charming 1940's bungalow situated in the heart of wine country, just minutes from Main Street, St. Helena. This exceptional property offers two homes on one lot, ideal for an investment opportunity, multi-generational living or a weekend retreat. The low maintenance landscaping features two water fountains and gas fire pit, creating a serene atmosphere for relaxed gatherings. The yard is adorned with olive and fruit trees, rosemary and lavender. Inside, the front home you'll discover a fireplace with cozy built-in shelving, numerous windows that allow abundant sunlight. Additionally, two cozy bedrooms and one bathroom, kitchen, breakfast nook and dining area. The ADU is very artfully designed with a modern flair and open concept offering one bedroom and bathroom, full kitchen, dining and living area with abundant built in shelving. Wine country living at its finest!
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.
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.
Tucked into the sought-after 55+ community of Vineyard Valley, this beautiful home offers Wine Country living at its finest. Open living spaces flow nicely while thoughtful upgrades set the tone: plantation shutters filter the light, custom cabinetry is nicely designed and offers ample storage plus recessed lighting throughout. The kitchen is outfitted with Fisher & Paykel appliances, quartz countertops, and an Italian tile backsplash. The layout feels both generous and effortless. Two spacious bedrooms plus a separate office/laundry room. The primary bath is large and well-appointed and the guest bath has been remodeled. Three car carport parking is a rare find! The practical details are also impressive a newer roof and water heater and an updated HVAC. All of this, wrapped in the full amenities of Vineyard Valley which includes a community clubhouse, pool, gym, social events one of Napa Valley's most cherished 55+ communities and set in the heart of St. Helena, where world-class dining, wineries, and charm are always close at hand.
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.
New Price - Great Opportunity! This lovely property offers even more value at its newly reduced price. Experience the best of Wine Country living in this beautifully updated St. Helena home, thoughtfully renovated with today's buyer in mind. Recent improvements include a new roof and windows (May 2026), a stunning newly remodeled kitchen, beautifully newly updated bathrooms, new flooring throughout, and fresh interior paint making this home truly move-in ready. The functional floor plan features a private primary suite with an ensuite bathroom upstairs, while a second bedroom on the main level offers the flexibility of a guest room, home office, or den. Step outside to a spacious deck that's perfect for entertaining friends, enjoying outdoor dining, or simply relaxing with your favorite glass of Napa Valley wine. Located just a short stroll from charming downtown St. Helena, you'll have easy access to acclaimed restaurants, boutique shopping, art galleries, and world-class wineries. Whether you're looking for a primary residence, a weekend escape from the city, or an investment opportunity, this home offers the ideal combination of modern updates, comfort, and an exceptional Wine Country location.
A fully reimagined west side St. Helena residence where thoughtful design meets effortless Wine Country living. Meticulously remodeled inside and out, this turnkey three-bedroom, two-bath home offers light-filled living space and an easy, intuitive flow that celebrates both comfort and connection. Step through the front door and immediately experience the elevated yet relaxed approach to designfrom rich hardwood floors to modern fixtures and curated finishes that create a fresh, welcoming presence throughout. Fully updated bathrooms reflect the same level of thoughtful design, offering clean lines, modern materials, and a spa-inspired feel. The heart of the home is the remodeled chef's kitchen: bright, open, and perfectly centered for entertaining. A standout pass-through window creates a seamless bridge between indoor and outdoor living, making serving, socializing, and everyday gatherings feel completely effortless. Whether preparing a casual lunch or hosting a sunset soire, this layout enhances every moment. The adjacent living and dining areas open to a generous outdoor settinga private yard designed for play, entertaining, and true Wine Country enjoyment. There is ample room for a future pool and outdoor kitchen, both of which have been thoughtfully rendered to showcase the incredible potential of this space. Young privet hedges have already been planted and will mature into a lush living wall, creating beautiful natural screening and enhanced privacy over time. A bocce court invites fun and friendly competition, while a spacious deck provides the perfect setting for outdoor dining and lounging. The primary suite offers direct access to the outdoors, creating a seamless connection between the bedroom and the surrounding landscapeideal for morning coffee or quiet evenings under the Napa sky. A dedicated dog washing station adds a charming and highly practical touchperfect for true dog lovers who appreciate both style and convenience. All of this is just moments from downtown St. Helena's celebrated restaurants, tasting rooms, boutique shopping, and vibrant community events. Whether you're seeking a full-time residence, a weekend escape, or a lock-and-leave Wine Country retreat, this beautifully transformed property delivers timeless style, comfort, and lifestyle in one of Napa Valley's most coveted neighborhoods.
Set within a private country setting, this exceptional orchard ranch features over 200 mature olive trees spread across 2.57 acres of serene landscape. Offering a perfect balance of rural charm and modern comfort, the property includes an updated single-level main residence, a separate single-level second dwelling, and additional structures, together creating a peaceful, self-contained compound. Located less than 10 minutes from downtown St. Helena and only 2.5 miles from Lake Hennessey, the setting feels worlds away while remaining conveniently close to town. The main residence includes approximately 2,110 square feet and offers 2 bedrooms and 2.5 bathrooms with a spacious, inviting layout. Rustic hardwood and large-format stone floors, paired with a wood-burning fireplace, add warmth and character, while expansive sliding glass doors create an easy connection between indoor and outdoor living. The kitchen is both charming and functional, featuring a breakfast nook, granite countertops, high-end appliances, bar-top seating, and a generous walk-in pantry. A private flex room with a separate entrance provides versatility for a home office, gym, or creative space. Outdoors, the property truly shines. A covered back patio offers the perfect setting for entertaining or quiet relaxation, taking in sweeping views of the manicured olive orchard, neighboring vineyards, and surrounding mountains. A charming, updated 910 square-foot guest house and an 805 square-foot storage building are accessed via a gravel pathway or a separate entrance off Rossi Road, enhancing both privacy and usability. This olive orchard ranch offers a rare blend of peaceful country living just minutes from town. Whether you choose to cultivate and harvest your own olive oil or simply slow down and enjoy the privacy and bucolic surroundings, the setting invites a more intentional way of life.
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.
This prime property, located at the end of a quiet lane, just south of downtown St. Helena, enjoys vast vineyard and mountain views, along with a wealth of development and improvement opportunities. The 2BR/1.5BA classic mid-century ranch style home features a spacious living room with fireplace, remodeled kitchen and a versatile dining/office space, all of which overlook the property's expansive 0.8 acres. The residential compound includes a 2-car garage with laundry facility and a 2-story barn, perfect for parties, exercise, yoga, wood working or overflow parking. Water is plentiful here, sourced from both an on-site well and city water. The property's sizable spread provides space to add all kinds of outdoor amenities that one might imagine: vineyard, vegetable gardens, fruit trees, a chicken coop, pool, pickle ball court. The possibilities are many. An approved wet weather septic perc affords multiple options for expanding the existing residence or building from scratch. Whether you love it as is, or as a place to manifest your Napa Valley vision, this offering, unique for its location, size and views, is a rare Wine Country gem.
An incredible opportunity to acquire this shockingly beautiful Napa Valley estate. Exquisitely updated modern contemporary residence, unquestionably one of the most striking and elegant estates in St. Helena. It is truly the ultimate retreat for individuals who value privacy. This entertainer's dream will exceed any expectations for Napa Valley luxury living. Experience unsurpassed & breathtaking views from its magnificent mountain perch on nearly 14 acres of solitude and grandeur. A spectacular great room accented with soaring ceilings & massive fireplace, compelling interior spaces for museum-quality art, stunning light fixtures, fabulous primary suite adjacent to office/library, gym/recreation/media room, & luxurious private guest suites. Grand and modern epicurean-style kitchen with commercial-grade appliances to curate exquisite Napa Valley fine dining at home. Banks of French doors allow direct access to a striking pool veranda, expansive lawns, sports court, gorgeous lavender gardens, & a spacious courtyard for outdoor dining & entertaining.
Located just three blocks from the heart of downtown St. Helena, 921 Chiles Avenue offers an exceptional opportunity to enjoy wine country living with close-to-town convenience. Built in 1998, this well-maintained residence features +/-1,351 sq ft with three bedrooms and two and a half baths in a thoughtfully designed layout. The main level includes light-filled living spaces with a welcoming fireplace, an open flow ideal for everyday living, and a functional kitchen with ample cabinetry and workspace. All bedrooms are situated upstairs, including a comfortable primary suite with en-suite bath and generous closet space. The private side yard provides an outdoor setting for entertaining, gardening, or quiet relaxation, while the two-car garage offers convenient parking and storage. Situated in one of St. Helena's most desirable in-town neighborhoods, this home is moments from renowned restaurants, tasting rooms, shops, and the weekly farmers market. Well suited as a primary residence, weekend retreat, or investment property, 921 Chiles Avenue combines location, livability, and classic Napa Valley appeal in a rarely available downtown setting.
Renovated 1880 home. Door and door knocker are original. This home has been carefully renovated, preserving entry parlor. Fantastic wine celler or small basement. Modern addition of central heat/air, and tankless water heater. One could add thier own touches, possible ADU addition, check with the City of St. Helena. Back yard is ample, and includes original artist studio, or storage area. Beautiful large backyard deck. Easy walk to many ameneties; The olive oil factory, Gotts, Charter oak restaurant. Quiet and loved neighborhood.
Significant Price Improvement! Welcome to a private Valley-floor retreat in the heart of St. Helena, where timeless elegance meets effortless indoor-outdoor living. This exceptional 4-bedroom, 4.5-bath residence spans approximately 4,789 square feet and is thoughtfully designed for both refined entertaining and everyday comfort. A dramatic great room with soaring ceilings anchors the home, flowing seamlessly into the gourmet kitchen featuring a generous center island, premium appliances, and an adjacent dining area ideal for hosting gatherings large or small. Natural light fills the interior, creating a warm and inviting atmosphere throughout. The primary suite is a true sanctuary, offering a private balcony, expansive walk-in closet, and a spa-inspired bathroom complete with steam shower and Jacuzzi tub. Two additional bedrooms feature en-suite baths, while a fourth bedroom is conveniently located near a full bathideal for guests, an office, or flexible living arrangements. Outdoors, enjoy a below-ground pool, multiple patio spaces, and the tranquil setting that defines Valley-floor livingperfect for relaxed afternoons and memorable evenings. Additional features include central heating and air conditioning, a whole-home sound system, and a fireplace for cozy nights. Approved ADU plans provide future flexibility and added value. Located just moments from downtown St. Helena's renowned dining, shopping, and wineries, this home offers an exceptional Wine Country lifestyle.
A magnificent 3662 sq ft, 4 beds, 3.5 baths, three-level custom home in a quiet west-side St. Helena neighborhood just blocks from downtown. Divided between three levels, each floor encompasses a refined balance of contemporary living and familial comforts. The main floor features a large great room, dining area, modern kitchen with quartzite countertops, contemporary cabinets, sub-zero refrigerator, wolf range, and modern finishes. Warming both atmosphere and ambiance, the great room features an oversized wood-burning fireplace and floor to ceiling windows. Optimizing privacy, the master bedroom is located on the main floor with its own private patio access separated from the 2nd-floor guest bedrooms. The media room, fully redone large garage, and ample storage complete the bottom floor. The home's beautiful decks have been refinished. Upgrades include Tesla solar for efficiency.
This home located in a great area of St. Helena is a charming single-family home built in 1964. It offers 3 bedrooms and 2.5 bathrooms across 1,658 square feet of living space. The property sits on a 7,927 square foot lot and features a wood-frame construction with an attached garage. Inside, you'll find a fireplace and central heating, adding comfort and character to the home. Close to schools and shopping this home is located in the heart of Napa Valley, this residence blends classic design with a prime locationperfect for enjoying wine country living. Large rear yard with additional storage or shop building. Potential ADU
***Priced To SELL*** at an unbelievable value, this property is an absolute must-see. Go ahead and pick your favorite superlative: stunning, magical, or unrivaled. Honestly, none of them do justice to this 5-acre view property perched in the western hills overlooking the wine country of St. Helena, CA. The heart of the home is a vaulted living room where floor-to-ceiling windows frame sweeping vineyard and valley views, flooding the space with natural light. This sense of openness flows seamlessly to the expansive decks, offering a variety of vantage points to enjoy your morning coffee or a sunset glass of wine. While the semi-attached 2-car garage adds everyday convenience, the home's core infrastructure provides peace of mind; featuring a 40-year comp shingle roof (2019), a newer HVAC system, and a whole-house on-demand generator (2024). A solid foundation for modern updates in a world-class location. Welcome to the Napa Valley lifestyle!
A sanctuary in the heart of St. Helena, 850 Conn Valley Road offers something increasingly rare in Napa Valley: genuine privacy, unspoiled views, and the quiet that only twenty surrounding acres can guarantee. Set above the Valley floor and shielded by its own natural topography, this retreat is defined by the environmental beauty that encompasses the property. The neighbors are farther apart for serenity in your own space as you embrace the tranquility of nature. The land's existence is a permanent reminder of peace and harmony within the lush greenery a protected frame for a life lived quietly and well. The residence itself is thoughtfully scaled at +/- 2,979 square feet, with three bedrooms and three baths. Light-filled rooms open to views in every direction. The flow is easy and familiar. This is the home that welcomes you. It is a home designed for life in wine country with peace and harmony a most welcoming retreat for those who are drawn to the natural world but still desire the lifestyle that wine country brings. One of the property's most exceptional features is the beautifully designed detached guest house, offering outstanding versatility and value. Perfect as an in-law suite, private guest quarters, home office, or artist's retreat, it provides comfort, privacy, and endless possibilities. Nestled among lush landscaping overlooking the peaceful creek, the guest house features a cozy fireplace, a private bathroom with a shower, a convenient kitchenette, and a spacious deck for relaxing or entertaining. Guests also enjoy easy access to the property's charming bridge and private hiking trail, making it easy to experience the estate's tranquil natural beauty. This rare detached guest house is a distinctive amenity that enhances both the property's lifestyle and overall appeal. Outside, the wrap-around terraces and lush landscaping invite unhurried mornings and long evenings. The approach to the property winding, private and tranquil sets the tone before you ever step inside. Ten minutes from downtown St. Helena, you have the best of both worlds. A rare offering for the buyer seeking natural beauty: a Napa Valley retreat that prioritizes balance with privacy and Mother Nature.
A unique opportunity to acquire a distinguished property in Napa Valley. This expansive parcel, over an acre in size is ideally located near downtown St. Helena. The estate features a landscaped vineyard with a variety of grapes, including Cabernet Sauvignon, Sauvignon Blanc , Zinfandel and Chardonnay, complemented by a driveway lined with assorted fruit trees. The single story residence offers 1530 +/- square feet of living space, incorporating three bedrooms and two bathrooms. Additional features include a vaulted ceiling and free standing fireplace in the living room, as well as a generously sized kitchen and family room area equipped with a built-in wet bar. Outdoor amenities include a saltwater lap pool, patio, barbecue area, hot tub and a charming view deck for enjoying the surrounding natural scenery. Practical additions include a separate workshop, a two car garage and carport, underground wine cave with wine making equipment included, a high yield 300' deep well and solar panels for enhanced efficiency. Submit offers!
Owner financing available. Priced for value. Perched atop prestigious Spring Mountain, this 38.18 acre Napa Valley estate offers sweeping valley views, privacy, and exceptional upside. Approximately 1 acre is planted to Bordeaux varietals, with ~9 additional acres deemed plantable per Crop Care Associates. Private well producing ~15 GPM plus backup spring. Land has never been treated with chemical sprays and is organically maintained. The property includes a main residence (4 BD / 4.5 BA), a pool house (1 BD / 1 BA), and a converted barn with multiple bedrooms and flexible use. Outdoor living is equally compelling, with a pool and numerous surrounding patios ideally positioned for quiet relaxation and sunrise-to-sunset views over the valley. With abundant water, vineyard expansion potential, multiple stunning residences, and strong underlying value, this is a rare opportunity to acquire a legacy Spring Mountain property at an attractive price point.
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.
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St Helena is located in California. St Helena, California has a population of 5,530. St Helena is less family-centric than the surrounding county with 31% of the households containing married families with children. The county average for households married with children is 32.08%.
The median household income in St Helena, California is $122,348. The median household income for the surrounding county is $97,498 compared to the national median of $69,021. The median age of people living in St Helena is 47.9 years.
The average high temperature in July is 88.8 degrees, with an average low temperature in January of 37.6 degrees. The average rainfall is approximately 37.1 inches per year, with 0 inches of snow per year.
