luxury real estate for sale St. Helena, United States

Nestled on 10.3± acres in a private gated oasis at the base of Glass Mountain, this modern Mediterranean villa embodies the quintessential Napa Valley lifestyle. Surrounded by sweeping vineyards and renowned for the region's rich volcanic soil and obsidian rock with neighbors such as Hundred Acre, the property is located just minutes from downtown St. Helena. Designed for seamless indoor-outdoor living and a true farm-to-table experience, the property features a total of 4,660± square feet with four bedrooms, a loft, and three bathrooms across the main residence and guest house. A series of French doors open to intimate courtyards and expansive outdoor entertaining areas, including an 80-foot solar-heated pool with pergola, outdoor fireplace lounge, al fresco dining courtyard with built-in barbecue and tranquil water feature, and majestically landscaped olive and fruit tree orchards including white and mission fig, peach, pear, apple, nectarine, lemon and lime. The main residence spans 3,552± square feet and offers two bedrooms plus a loft and two bathrooms. Expansive great room style living areas, including family room with fireplace and gourmet kitchen, open to a wraparound veranda with views of the stunning grounds. Spacious and luxurious main ensuite with fireplace and seating area open to private courtyard with outdoor fireplace. The detached guest house provides 1,108± square feet two bedrooms, one bathroom and full kitchen ideal for guests, extended family, or a private retreat. At the heart of the property is a 4±-acre Cabernet Sauvignon vineyard, with additional plantable acreage available. Additional amenities include a high-producing 98± GPM well, temperature-controlled wine cellar with capacity for approximately 3,000 bottles, and a five-car garage with workshop. Detached exercise/art studio and equestrian facilities complete the estate with a four-stall barn, tack room, riding arena, paddocks, stable, and chicken coop offering the perfect balance of luxury living, winemaking potential, and country lifestyle in the heart of Napa Valley.

Experience relaxed Wine Country living in this beautifully updated single-level residence, ideally situated beside the vineyards in desirable St. Helena. Offering three bedrooms and approximately 2,088 square feet, the thoughtfully designed interior features hardwood flooring, sophisticated Neolith countertops throughout, an inviting living room with fireplace, and a well-appointed kitchen with stainless steel appliances, double ovens, and a built-in refrigerator. Generous windows and doors create a seamless connection to the professionally designed grounds, where expansive decks, a spacious patio, outdoor dining areas, and a firepit provide an exceptional setting for entertaining or quiet relaxation. Vineyard and mountain views enhance the sense of place, while temperature-controlled wine storage, an interior laundry room, central heating and air conditioning, and an attached two-car garage add everyday convenience. Set on approximately one-quarter acre with mature landscaping and no HOA, this charming property captures the effortless indoor-outdoor lifestyle for which Napa Valley is celebrated.

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.

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.

Rare opportunity to live among the vines in the heart of St. Helena. Nestled at the end of a quiet cul-de-sac, this single-level, three-bedroom, two-bath home offers privacy and sweeping views of the Spottswoode Vineyard and a tranquil creek. Expansive windows fill bright, open living spaces designed for relaxation and easy entertaining. The spacious backyard is perfect for gatherings, overlooking the vineyard and creek beyond. Just a short walk or bike ride to Main Street shops and restaurants, this special property blends serenity and convenience. New roof installed in 2024.

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**

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!

Welcome to 1357 Magnolia Avenue, a stunning 2015-built residence nestled among mature oaks on one of St. Helena's most desirable tree-lined streets. Quiet and peaceful, this property offers 3 bedrooms, 2.5 bathrooms, and 2,108 square feet of refined living space, delivering the ultimate Napa Valley lifestyle with unparalleled peace of mind. Step inside to soaring ceilings, abundant natural light, plantation shutters, and gleaming hardwood floors. The chef's kitchen features premium stainless steel appliances and granite countertops, seamlessly flowing into a spacious living area anchored by a cozy gas fireplace. Wine enthusiasts will appreciate the dedicated, temperature-controlled wine storage space. The generous primary suite serves as a private retreat, complete with custom closet organizers and a spa-like en-suite bath featuring double vanities and an elegant dual-head tile shower. Furthermore, the attached two-car garage is fully optimized with extensive extra overhead storage, ensuring ample space for vehicles and belongings. Priced at $1,495,000, 1357 Magnolia Avenue isn't just a home, it is a secure, high-reward gateway to the very best of wine country living.

Behind the gates of Meadowood Resort, one of Napa Valley's most storied settings, lies a private world unto itself. Set on 40 hilltop acres above the resort grounds, 860 Meadowood Lane is a singular architectural estate defined by scale, privacy and sweeping views across the Napa Valley. Designed in the modern-industrial tradition and built in 2006, the 4,723-square-foot residence makes a statement from the moment you enter. Soaring 25-foot ceilings, exposed structural steel, an elevator and expansive views from nearly every room define the interior, while the setting unfolds across olive orchards, mature landscaping and exceptional outdoor living spaces. The home is designed for living at full scale, with three bedrooms, three full and two half baths, a butler's pantry and dramatic interior volumes that feel both sophisticated and comfortable. The architecture is distinctive, the materials substantial and the natural light exceptional. Outside, a resort-caliber pool and cabana, outdoor kitchen with fireplace and bocce court create a setting made for entertaining and enjoying Napa Valley's indoor-outdoor lifestyle. A remarkable great lawn provides an additional sense of openness and scale, while other areas of level land offer flexibility for future detached structures such as a guest house, barn or garage, subject to applicable approvals. Above all, this is a land and privacy story. Forty acres, more than ten times the size of many properties along Meadowood Lane, with commanding views, usable land and a setting just minutes from downtown St. Helena and The Napa Valley Reserve. A rare combination of acreage, privacy, infrastructure and architectural distinction in one of St. Helena's most coveted locations.

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

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.

Tucked away in a serene St. Helena setting, this inviting residence blends timeless charm with comfortable elegance. A welcoming wraparound porch sets the tone for relaxed wine country living, while soaring ceilings create a dramatic sense of space upon entering the great room. Anchored by a striking fireplace, the expansive living area serves as the heart of the home, ideal for both everyday living and entertaining. The thoughtfully designed kitchen features a generous center island, granite countertops, and updated cabinetry, offering both style and functionality for the culinary enthusiast. A short hallway leads to two well-appointed bedrooms, including an impressive primary suite with a spacious sitting area, walk-in closet, and a tranquil retreat-like atmosphere. Just off the dining area, a versatile room provides the perfect space for a home office, library, or creative studio. Completing the property is an attached two-car garage and additional driveway parking for guests. Conveniently located just minutes from downtown St. Helena, enjoy easy access to renowned restaurants, boutique shopping, wineries, and the exceptional lifestyle that defines Napa Valley living.

Few properties stop you in your tracks. This one does. Perched on nine private acres in the heart of Napa Valley, the estate looks out over a sweeping, unobstructed down-valley panorama the kind of view that makes you understand why people fall in love with this place. A four-bedroom, three-bathroom main residence, a guest house, and a swimming pool complete the setting. What makes this property rare, beyond the view, is the land itself. Spread across three legal parcels, it offers potential pending county approval--of a lot line adjustment resulting in one or perhaps two additional building sites--making it ideal for a family compound! For the right buyer, this is more than a remarkable place to live. It is a generational hold. Land like this rarely comes on the market

Welcome to a different side of Napa Valley—where horses roam, sunsets linger, and life moves at a gentler pace. This distinctive ranch property is set amidst the rolling hills of Pope Valley on approximately 12.8 acres yet offers a coveted St. Helena address. Neighboring vineyards and mature trees create a picturesque backdrop, while the land itself evokes a simpler era—reminiscent of Napa Valley before tasting rooms and crowds transformed the countryside. Anchored by a 2,682± square-foot two-story ranch home, the property includes guest quarters overlooking the pool, the quintessential red barn with five stalls plus a hayloft, and a seasonal pond winding through the landscape. The main residence offers four generously proportioned bedrooms and four baths, including a ground-floor primary suite. Hardwood flooring and a wood-burning brick fireplace set the tone for the home's inviting great room, where rustic character meets modern updates. At its heart is a spacious kitchen with a granite-topped island. Features include custom cabinetry including detailed crown molding, dual sinks, and views overlooking the pool. Open to the family and dining areas, this kitchen is designed to bring family and friends together. French doors open to an inviting outdoor entertaining area overlooking the pool and pond. An outdoor kitchen has been updated beyond any cowboy’s dream with fully integrated stainless-steel appliances, grills, and drawers, set into a brick backdrop for an authentic look. Adding to the property's character, a collection of outbuildings gathered beneath the shade of a vintage tin windmill recalling the spirit of an old western town. Stroll along this historic enclave to discover the guest quarters, workshop, henhouse, and fully equipped tack room complete with hitching post. While portions of the property retain the charm of another era, they offer opportunity for those who appreciate authenticity and the chance to make a property their own. Although the setting feels wonderfully removed from the bustle of everyday life, the ranch is just a picturesque drive from Napa Valley's celebrated restaurants and wineries. This ranch property offers a glimpse of California ranch living as it once was—where the spirit of the Old West endures.

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.

Perched at the top of Whitehall Lane, this beautiful single-story Napa Valley residence captures the very best of wine country living. Set against a backdrop of sweeping vineyard and valley views, the five-bedroom home offers a rare combination of privacy, charm, and effortless indoor-outdoor living. Designed for comfort and ease, the single-level floor plan is ideal for both full-time living and relaxed weekend escapes. Generous living spaces are filled with natural light, while large windows frame the surrounding landscape and bring the beauty of Napa Valley indoors. The home's inviting character, thoughtful layout, and warm wine country atmosphere create a setting that feels both elegant and approachable. Outside, a hobby vineyard enhances the property's sense of place and offers the romance of owning a piece of Napa Valley's agricultural heritage. Whether enjoyed as a personal passion project, a scenic backdrop, or a defining feature of the estate, the vineyard adds authenticity and charm to the property. From sunrise over the valley to golden evenings overlooking the vines, every part of this home is designed to celebrate its remarkable setting. Located moments from St. Helena's renowned restaurants, wineries, and boutiques, the property offers a peaceful retreat with convenient access to the heart of wine country. Additionally, the barn has been converted into a two bedroom guest house

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.

Durham Ranch is Ken Fulk's treasured Napa Valley retreat, shared with family and close friends for decades. Set on 76 private acres in the renowned town of St. Helena, the property offers a rare balance of seclusion and access, where open land, ancient oaks, and seasonal streams create a profound sense of escape, yet the restaurants, wineries, and cultural life of Napa Valley remain within easy reach. Originally a modest cattle ranch dating to the 1940's, the property was thoughtfully restored and reimagined by celebrated designer Ken Fulk as a place to gather, celebrate, and disconnect. The vision honors the spirit of the classic California ranch while introducing a modern design sensibility. Durham Ranch embodies effortless living, inspired design, and strong provenance in a bucolic setting. At the heart of the compound is the restored ranch cottage, 1,200 Sq Ft, with two bedrooms and one-and-a-half baths. Bluestone floors, board-and-batten walls, and open-rafter ceilings create a timeless ranch aesthetic, while reclaimed materials, including historic fence boards used for cabinetry, salvaged tractor springs converted to barstools, and 1920s Parisian lighting, connect the interiors to a deeply rooted history. A screened porch overlooks the pool and surrounding landscape. Nearby, the 3,200 Sq Ft steel barn serves as the ranch's social centerpiece. With soaring 33-foot ceilings, the space was designed for private gatherings and large-scale entertaining, accommodating up to 200 personal guests comfortably. Plans by George Bevan inspire future conversion to living space, offering flexibility for the next steward of the property. Guest experiences extend across the ranch. Two safari-style tent cabins are perched on a wooded hilltop overlooking the valley, while the Cowboy Shack, originally conceived as a traveling art installation, serves as a playful hideaway or entertainment bar. Outdoor living unfolds across thoughtfully designed spaces connected by Ipe boardwalks. A 45x16 foot heated pool with full-length baja shelves anchors the entertaining area, complemented by bocce, terraces, and lawns shaded by magnificent oaks. The landscape includes seasonal streams, a natural spring, and miles of scenic terrain. Offering privacy while remaining within minutes of downtown St. Helena, Durham Ranch represents a rare opportunity to steward a deeply personal and authentic Napa Valley retreat.

A Napa Valley estate of extraordinary scale and beauty. Set across 100± acres just minutes from the Silverado Trail in St. Helena, this remarkable private compound unfolds above Lake Hennessey with sweeping water and vineyard views, exceptional privacy, and an extraordinary collection of residences and amenities. At the heart of the estate is a newly remodeled 8,500± sq. ft. residence, where refined architecture meets relaxed Wine Country living. Four bedrooms, four full and two half baths are complemented by two private offices, a sun-filled solarium dining room, wine cellar, chef’s kitchen, and expansive pantry. Venetian plaster walls, floor-to-ceiling Chinkapin oak pocket doors, custom ironwork, walnut hardwood and French limestone floors bring warmth and sophistication throughout. An infinity-edge pool seemingly disappears into the lake beyond, while two detached guest houses—approximately 1,000± and 1,200± sq. ft. — enjoy their own 60-foot lap pool. Beyond the residences, mature gardens and fountains frame a series of intimate and grand entertaining spaces. A full-size tennis court, bocce court, approximately one acre of coveted Pritchard Hill Cabernet vines, and spectacular Lake Hennessey views complete this one-of-a-kind Napa Valley retreat. Private, timeless and virtually impossible to replicate.

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.

Scenic Lot in Deer Park - Minutes from Downtown St. Helena Take in stunning views from this prime lot in Deer Park, ideally located just minutes from downtown St. Helena and approximately one mile from St. Helena Hospital. Canon Park Drive is conveniently accessible via both Sanitarium Road and Deer Park Road. The previous home on the property was a beautifully remodeled 4-bedroom, 3-bath residence (renovated in 2019). Disclosures include building plans, water and easement agreements, and tree care documentationall available upon request. The building site has been cleared, including removal of some dead trees, and the lot was last professionally surveyed in 2016. https://509canonparkdr.com/

A Rare Convergence of Location, Zoning, and Opportunity Properties combining premier location, proven surrounding values, development flexibility, and true scarcity rarely reach the market - this is one of those moments. Set within established, highly sought-after residential neighborhoods, this offering carries intrinsic value that extends well beyond its current improvements. Recent comparable sales in the immediate area reflect strong, sustained demand - underscoring a valuation opportunity rooted in location alone. What sets this property apart is its rarity: a parcel of this size, in this setting, carrying Medium Density zoning, is a genuinely uncommon find. That scarcity - paired with the exclusivity of the surrounding market - is not easily replicated. Whether the goal is long-term hold, ground-up development, or income generation, this property delivers the flexibility and fundamentals to support it. In a market defined by limited inventory and rising demand, opportunities of this caliber don't wait.

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.