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.

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/

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.

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**

Newly established Cabernet Sauvignon vineyard in the Rutherford AVA, with 14.96+/- acres planted in 2021. The 17-acre property offers convenient farming and easy access from Zinfandel Lane. With substantial water resources from two wells providing 500 GPM and 120 GPM. The vineyard is certified for CCOF organic farming and fish-friendly practices. With its prime location, it presents excellent potential for building or winery development, situated among notable neighbors such as Raymond, Kelham, and Wheeler Farms.

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.

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.

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

Prepare to be dazzled. Only minutes from the Silverado Trail in St. Helena, this extraordinary 40 acre landscaped compound captures sweeping views over Lake Hennessey. The estate includes an 8,500 sq. ft. main residence and 2 detached guest houses of 1,000 and 1,200 sq. ft. offering the ultimate in privacy and flexibility. Recently remodeled by Hurley Hafen, the 4-bedroom, 4 full baths and 2 half-bath the main residence is a beautifully designed. Highlights include an infinity-edge pool overlooking the lake, Venetian plaster walls, floor-to-ceiling oak pocket doors, custom ironwork doors and windows, walnut hardwood and French limestone floors, 2 offices, a wine cellar, a chef's kitchen, with new catering kitchen. The grounds are equally compelling, featuring multiple pools including a stunning 60-foot lap pool at the guest houses, mature gardens, approximately one acre of Pritchard Hill Cabernet vines, expansive entertaining areas, a full-size tennis court, bocce court, fountains, and panoramic lake views throughout. An adjacent 60 acre parcel with 11 plantable acres is available separately for $3.5M, or both parcels may be acquired together for $21.5M, reflecting a $500K combined offering value.

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.

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!

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.

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.

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

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.