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no property photo
$18,500,000
5 Beds ⋅ 7 Baths ⋅ 326018600 MLS
Experience unparalleled luxury at this prime 40 +/- acre Napa Valley estate, offering stunning vineyard, valley floor, and mountain views. Nestled within a lovely setting enveloped in absolute privacy and enriched by the soothing sounds of nature, this property exudes a serene, almost meditative atmosphere. The residential compound includes a Tuscan-modern main residence, a rustic pool house, and a charming guest cottage, totaling 5 bedrooms, 6.5 baths, and 10,750 +/- sq ft. Originally built in 2004, the property underwent a significant remodel in 2023/2024, blending timeless elegance with a fresh, light-filled space tailored for today's modern lifestyle. Built to exceptional standards, the home showcases chiseled limestone walls, reclaimed wood beams, seven fireplaces, and expansive pocketing doors seamlessly connect indoor and outdoor living spaces. Outdoor living areas feature an infinity-edge pool and spa, a spacious central courtyard for large scale dining, inviting view terraces, a bocce court and a 220-tree Italian olive grove. Located just minutes from Meadowood Resort and downtown Saint Helena, this Napa Valley estate promises a lifestyle of luxury, privacy, and sophistication, perfectly suited for those seeking the ultimate in resort-style living.

232 N Fork Crystal Springs Rd, St. Helena
2900 Spring Mountain Rd, St. Helena
$10,920,000
6 Beds ⋅ 6 Baths ⋅ 326048213 MLS
This is an auction. This auction includes one parcel with the home, vineyard and well. Introducing The Spring Mountain Estate, a private hillside sanctuary atop renowned Spring Mountain in St. Helena, overlooking Napa Valley. Surrounded by vineyard landscapes and the scenic St. Helena Reservoir, the property offers a quintessential wine country lifestyle defined by privacy, scale, and effortless indoor-outdoor living. Behind private gates, the custom-built residence combines classic Napa Valley architecture with expansive gathering spaces designed for both entertaining and everyday living. Sunlit interiors open to outdoor terraces, gardens, and resort-inspired amenities overlooking the surrounding vineyards and hillsides, including a striking 70-foot swimmer's lap pool designed for both relaxation and exercise.

2900 Spring Mountain Rd, St. Helena
184 Zinfandel Ln, St. Helena
$10,800,000
5 Beds ⋅ 8 Baths ⋅ 326044216 MLS
Beyond a private double-gated entrance lies one of Napa Valley's most enchanting residential retreats - a secluded 5.33 +/- acre estate where luxury, tranquility, and timeless romance create an extraordinary sense of place. Located within the prestigious Zinfandel Lane Property Owners Association, one of Napa Valley's most desirable gated enclaves, this remarkable property enjoys exceptional privacy, breathtaking vineyard and mountain views, and a prime central valley location just minutes from downtown St. Helena. Thoughtfully renovated and beautifully landscaped, the estate is defined by lush gardens, mature trees, stone pathways, and intimate outdoor living spaces designed for relaxation and entertaining. The soothing sound of flowing water is woven throughout the property, with multiple fountains, including illuminated courtyard fountains and bronze sculptural works by renowned artist Archie Held, creating a peaceful and romantic ambiance day and night. The single-level main residence and guest house blend refined craftsmanship with effortless indoor-outdoor living. Light-filled interiors open to expansive terraces, covered patios, and vineyard-view gardens, while the luxurious primary suite enjoys its own private courtyard retreat. Outside, a heated pool and spa, outdoor fireplace, spectacular rose and cutting gardens, ancient olive trees, and sweeping lawns surrounded by a 3 +/- acre boutique Sauvignon Blanc vineyard, provide a setting that is both elegant and restorative. Whether hosting guests or enjoying quiet moments surrounded by nature, every element of the property has been thoughtfully designed to celebrate Napa Valley living at its finest. A rare offering in one of Napa Valley's most coveted neighborhoods, combining privacy, beauty, and timeless comfort with effortless access to St. Helena, Yountville, and the very best of wine country living.

184 Zinfandel Ln, St. Helena
no property photo
$9,000,000
8 Beds ⋅ 9 Baths ⋅ 326028791 MLS
Auction bidding open! Previously Listed at $19,000,000. Bidding ends June 24th, Current High Bid is $9,000,000. Rarely does a coveted valley floor vineyard and winery of this caliber come to market in Napa Valley. Benessere Vineyards is a complete, 42-plus-acre estate, encompassing a namesake winery, tasting room, and two well-appointed residences across 6,300-plus square feet of combined living space, with sweeping vineyard and valley views. Tucked at the end of a quiet country lane and flanked by the Napa River, the up-valley location is both private and convenient. Approximately 29 acres of planted vines unfold along the organic riverine landscape, creating an agrarian setting of rare completeness. The winery and reimagined outdoor tasting area are sized for an intimate, estate-scale operation, perfectly suited to crafting and sharing wines grown steps from the cellar door. The two residences, shielded by mature landscaping, offer extensive outdoor living spaces that seamlessly connect home and vineyard. Steeped in a storied past, Benessere, Italian for Living the Good Life, was built around Italian varietals and premium winemaking. That legacy and extraordinary setting offer an incoming owner the rare opportunity to live, create, and entertain at the very heart of Napa Valley.

1010 Big Tree Rd, St. Helena
512 Meadowood Ln, St. Helena
$7,970,000
5 Beds ⋅ 7 Baths ⋅ 325072471 MLS
An iconic legacy property, 512 is a masterwork of Wine Country living-gracefully perched above the renowned Meadowood Resort and The Reserve. Set on approx. 4 acres, this 8,054 sqft estate embodies timeless design, blending rustic elegance with natural materials that echo the surrounding landscape. Crafted with locally sourced stone, custom metalwork, and artisan details, the home exudes quiet sophistication. Five spacious en-suite bedrooms, a vaulted great room, stone fireplaces, and wide-plank French oak floors are anchored in authenticity and warmth. Natural light, filtered through mature trees, bathes each room in a soft, golden hue. The kitchen is both elegant and highly functional, featuring a hand-forged copper hood, custom cabinetry, and a layout designed for seamless entertaining. A street-level stone wine cellar and a rare 7-bay garage add beauty and practicality. Custom steel doors open to Ipe decks, where indoor-outdoor living unfolds effortlessly. Beyond, a pool, spa, lawn, and cascading stone waterfall lead to a tranquil pond shaded by old-growth oaks-creating a landscape that feels sculptural and organic. Every detail reflects Napa Valley's legacy of craftsmanship, nature, and elevated living, a sanctuary where architecture and landscape exist in perfect harmony.

512 Meadowood Ln, St. Helena
no property photo
$6,700,000
324077561 MLS
Amazing! Commercial Real Estate Opportunity In Downtown St, Helena prime Main St location with High Visibility and Tons of foot traffic. Available for the first Time since constructed in 2008, This Exceptional 2 story building Boasts an Elevator to the 2nd floor where there are 5 rentable office spaces, The bottom floor being for retail. The construction of this building is Bar None, All Steel Framing Built to stand the test of time. The perfect piece of St. Helena Real Estate.

1360 Main St, St. Helena
1711 Spring St, St. Helena
$5,800,000
4 Beds ⋅ 4 Baths ⋅ 326001981 MLS
Situated just beyond the downtown core of St. Helena, this extensively updated residence offers a rare balance of privacy, scale, and architectural refinement. The home is oriented toward the rear of the property, where a series of outdoor spaces unfold, including multiple patios, a bocce court, mature redwood surroundings, and a resort-style saltwater pool. Despite its proximity to town, the setting remains enclosed and notably quiet. Interior spaces are defined by a well-considered floor plan, quality materials, and strong natural light. The kitchen serves as a central gathering point, featuring premium appliances, substantial storage, and direct connection to adjacent living and dining areas. A nearby temperature-controlled wine room provides both functional storage and visual interest. The primary suite is located on the main level and includes dual walk-in closets, a seating area, and a generous en suite bath. An additional office or den on this level allows for flexible use. Vaulted ceilings, skylights, expansive windows, and pocketing glass doors create a consistent relationship between interior spaces and the outdoors. The upper level includes three guest bedrooms and two bathrooms, offering comfortable accommodations for family and guests. Located within minutes of St. Helena's restaurants, wineries, galleries, and boutiques, the property offers a composed residential setting with convenient access to downtown's amenities.

1711 Spring St, St. Helena
2893 Saint Helena Hwy N, St. Helena
$5,750,000
3 Beds ⋅ 3 Baths ⋅ 326000996 MLS
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.

2893 Saint Helena Hwy N, St. Helena
1250 Oakwood Ln, St. Helena
$5,626,870
6 Beds ⋅ 8 Baths ⋅ 326003015 MLS
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.

1250 Oakwood Ln, St. Helena
33 Hennessey Ridge Rd, St. Helena
$5,418,000
4 Beds ⋅ 5 Baths ⋅ 325082954 MLS
A masterfully designed estate nestled on +/- 61 private acres in the exclusive gated community of Hennessey Ridge. Created by a renowned team of architects, designers, and builders, this timeless modern masterpiece - designed by acclaimed architect Andrew Batey, blends timeless materials with contemporary lines to create a residence of enduring elegance and comfort. The Main Residence spans +/- 4,556 sq ft and showcases soaring 11-foot ceilings, radiant heated limestone floors and walls finished in soft-toned limestone plaster. The refined interiors include a formal sitting room with antique French fireplace and sweeping views of Lake Hennessey and the Mayacamas Mountains, a coffered-ceiling dining room opening to an alfresco patio with wood-burning fireplace and a thoughtfully renovated kitchen with Carrara marble countertops and top-tier appliances. The upper-level primary suite features oak floors, dual bathrooms with shared marble shower, two walk-in closets and a private stone fireplace and unobstructed valley views. A +/- 1200 sq ft pool house offers exceptional amenities for entertaining and hosting: a caterer's kitchen, guest suite and seamless indoor-outdoor living with limestone pavers, a pergola-covered lounge, outdoor fireplace and heated pool.

33 Hennessey Ridge Rd, St. Helena
1700 Howell Mountain Rd, St. Helena
$4,600,000
5 Beds ⋅ 5 Baths ⋅ 325066588 MLS
Inspiring Estate where luxury, design and function blend seamlessly with Breathtaking Views. Meticulously maintained 4.4 private acres only three minutes from downtown St.Helena , a two bedroom two bath guest House, 1000sqft finished garage, small vineyard and heated salt water pool. The main house offers 3 bedrooms, 2.5 baths, a gourmet kitchen (remodeled in 2020) across a thoughtful, light-filled layout. The resort like outdoor spaces are designed for relaxation or entertaining, complete with a fireplace, dining area and multiple lounging. An exceptional offering destined to be cherished for generations.

1700 Howell Mountain Rd, St. Helena
1467 Kearney St, St. Helena
$4,500,000
4 Beds ⋅ 4 Baths ⋅ 326007964 MLS
Only two blocks from St.Helena's Main Street, on a rare oversized lot, is a gracious historic home and barn, thoughtfully remodeled in 2005. Reimagined with a contemporary sensibility, inviting outdoor living spaces that feel both timeless and effortlessly current. The property offers an opportunity to experience the pinnacle of turn-key living in the most desirable neighborhood of Napa Valley. 1467 Kearney Street, blends modern luxury with wine country charm. The open-concept living, dining, and family areas flow effortlessly through the tall glass doors to a covered porch, expansive terraces, guest house and the ultimate entertainer's dream barn. Perfect for indoor-outdoor enjoyment. The main kitchen features a Wolf range, double oven , subzero refrigerator, stainless steel appliances, and a spacious pantry with generous storage. Hardwood floors, specialty tile, and marble run throughout, adding warmth and sophistication. A serene primary suite with en-suite bathroom, walk-in closet and designated office, all conveniently located on the main level of the residence . Two light-filled bedrooms, great closets and an additional full bath are located on the upper level. Views of the valley and hills can be enjoyed out every window and door. Across the courtyard is a detached, newly constructed guest house offering stylish, flexible space for hosting or extended family. An exceptional offering, uniquely positioned on one of the very few drive-through lots in St.Helena.

1467 Kearney St, St. Helena
1711 Tainter St, St. Helena
$4,328,244
4 Beds ⋅ 5 Baths ⋅ 326007903 MLS
Completely reimagined by designer Josh Chandler and JAC Designs, this residence transcends its historic roots with an architectural vision that is at once bold, inventive, and deeply livable. Expanded in 2005 and thoughtfully updated in 2010, the home embodies a contemporary/industrial farmhouse aesthetic while introducing sculptural forms, striking materials, and a curated sense of artistry. Set behind a gated entry and tucked off the street, the 3,600 sq. ft. layout flows with remarkable openness. Light moves through vast windows, skylights, and French doors, connecting nearly every room to outdoor courtyards, patios, and gardens. The facade and interiors reveal Chandler's signature balance of innovation and warmth: reclaimed wood, polished and glazed concrete, limestone, and custom metalwork are paired with refined cabinetry, integrated lighting, and expressive architectural lines. The main living area with tall ceilings, anchored by a monumental European-style fireplace framed in limestone and reclaimed wood. Bespoke details custom wire chandeliers, built-in shelving, and corrugated metal accents to further enrich the interiors with personality and texture.

1711 Tainter St, St. Helena
1651 Spring Mountain Rd, St. Helena
$4,325,000
6 Beds ⋅ 5 Baths ⋅ 326011863 MLS
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.

1651 Spring Mountain Rd, St. Helena
1331 Stockton St, St. Helena
$3,930,000
3 Beds ⋅ 3 Baths ⋅ 326031458 MLS
A classic Napa farmhouse dating to 1912 and completely rebuilt in 2009, offering a refined balance of period character and modern design. The current owners engaged Erin Martin to further enhance both the indoor and outdoor living experience with thoughtful, layered finishes throughout. Interiors are anchored by walnut floors, generous ceiling heights, and a dramatic board-formed concrete family room centered around a Rumford wood-burning fireplace. The kitchen is appointed with white marble and stainless steel, complemented by a screened-in porch, a light-filled office, and partial basement with wine storage. Tall French doors open to a restored wrap around porch and south-facing grounds designed for seamless indoor-outdoor living, featuring a pool, spa, built-in gas fire pit, and a lovely dining area adjacent to the house. The second level includes a refined primary suite with a view, featuring a soaking tub, dual sinks, a marble vanity, and a spacious walk-in shower with multiple spray heads, along with two additional bedrooms and a generous connecting bathroom. A detached red barn-style two-car garage introduces a classic Napa vernacular and frames the outdoor setting. The barn enhances the already private in-town setting, largely defined by mature landscaping and old-growth trees. Ideally located just moments from downtown on one of St. Helena's most desirable streets.

1331 Stockton St, St. Helena
905 Charter Oak Ave, St. Helena
$3,600,000
5 Beds ⋅ 6 Baths ⋅ 326021787 MLS
A rare offering in the heart of St. Helena. An expansive .52-acre in-town property combining single-level living, a five-bedroom compound layout, and exceptional proximity to downtown. Located on one of St. Helena's most historic and picturesque streets, just moments from the town's renowned dining, tasting rooms, and shops, this thoughtfully rebuilt residence offers a rare blend of scale, privacy, and flexibility within the city limits. Set across a generous and uncommon parcel, the property features a three-bedroom, two-and-a-half-bath main residence designed for entirely single-level living, complemented by a fully detached two-bedroom, two-bath ADU and oversized 2-car garage. Originally rebuilt from the ground up in 2006, the home presents a classic Craftsman exterior that opens to a warm, design-forward interior. Vaulted wood-beamed ceilings, abundant natural light, and curated finishes create a sense of quiet sophistication throughout. The home has been thoughtfully refreshed under the direction of renowned interior designer Jay Jeffers, resulting in a refined and cohesive aesthetic throughout. The spacious kitchen anchors the home and flows seamlessly into inviting living and dining areas, while the primary suite and guest bedrooms offer comfort and separation. The grounds unfold into a private backyard retreat, where manicured garden spaces, several thriving citrus trees and multiple outdoor gathering areas create a setting that feels both expansive and intimate. A generous pool and spa serve as the focal point, complemented by a pool house and thoughtfully designed spaces for entertaining and relaxation. Private and serene, yet exceptionally close to the best of St. Helena, this is a rare opportunity to own a fully realized Napa Valley compound offering scale, versatility, and enduring appeal.

905 Charter Oak Ave, St. Helena
1243 Stockton St, St. Helena
$3,365,000
4 Beds ⋅ 3 Baths ⋅ 326011474 MLS
Experience elevated living at 1243 Stockton Street, a thoughtfully designed westside St. Helena residence that balances modern comfort with timeless wine country style. With multiple living areas and seamless indoor-outdoor flow, the home is ideally suited for both everyday living and entertaining. The +/- 2,598 sq ft residence features four spacious bedrooms and three beautifully appointed bathrooms. The primary suite serves as a peaceful retreat, highlighted by shiplap walls, abundant natural light, and a spa-inspired bath that opens to a private balcony with hot tub. Throughout the home, the bathrooms reflect a refined farmhouse aesthetic with black metal-framed glass showers, natural wood vanities, and vintage-inspired tile. At the heart of the home, the chef's kitchen blends function and style with ample cabinetry, custom granite countertops, and vibrant tile flooring creating an inviting space for cooking and gathering. Just beyond, the dining room offers large windows and a beautiful fireplace, while a screened-in porch provides the perfect setting for morning coffee or evening wine. The lower level expands the home's versatility with a laundry room, gym, wine cellar, and additional lounge space. Outdoors, the backyard lives like a private resort, featuring a newly completed swimming pool, generous entertaining areas, and a barn-style garage that doubles as a recreational space. Adding modern efficiency and resilience, the home is equipped with a Tesla Powerwall energy storage system, offering backup power capability and sustainable energy management.

1243 Stockton St, St. Helena
1851 Vallejo St, St. Helena
$3,250,000
4 Beds ⋅ 4 Baths ⋅ 326010903 MLS
Nestled on one of Napa Valley's most sought-after lanes and surrounded by expansive vineyard parcels, this 1.27-acre south-facing property captures sweeping views toward the western hills while offering rare privacy just moments from downtown. A flat one-mile walk or ride connects you to restaurants, tasting rooms, and Sunshine Market, yet the setting remains quiet and serene. The single-level residence spans approximately 3,700 square feet and includes an attached guest house, offering flexibility for extended family or overnight guests. The classic California ranch-style home features a grand living room with a vaulted wood-beamed ceiling, two traditional wood-burning fireplaces, a heated pool, and ample outdoor storage and entertaining spaces designed for effortless indoor-outdoor living. A rare highlight is the property's future potential. Early concepts indicate the possibility of a substantial new home thoughtfully designed around the views and setting, presenting a unique opportunity to create a multi-generational compound. Located just around the corner from Crane Park, which offers tennis, bocce, pickleball, open fields, a skate park, and the weekly farmers market, the lifestyle offering is exceptional, blending vineyard-edge tranquility with immediate access to recreation and community amenities. This versatile wine country property combines privacy, views, proximity, and meaningful upside in one of the valley's most desirable locations.

1851 Vallejo St, St. Helena
16 Upland Rd, St. Helena
$3,025,000
4 Beds ⋅ 6 Baths ⋅ 326019152 MLS
This is the home you've been dreaming abouta private retreat where luxury, comfort, and convenience come together effortlessly. From the moment you step inside, you'll appreciate the thoughtful design, including dual primary suites and a chef's kitchen that is truly exceptional, featuring premium Sub-Zero and Wolf appliances that inspire memorable meals and entertaining. Outside, your own backyard oasis awaits. Relax beside the sparkling built-in pool, host friends in the fully equipped outdoor kitchen, and unwind amid beautifully landscaped gardens. The peaceful setting is made even more special by the chorus of birdsong that fills the air each morning and evening. One of the home's hidden luxuries is its crystal-clear waterdelicious to drink and naturally exceptional, without the expense and maintenance of a filtration system. After a long day, there's nothing quite like soaking in the elegant freestanding tub and enjoying the serenity of your surroundings. If you've been searching for the perfect balance of convenience and privacy, you'll find it here. Located just six minutes from St. Helena's renowned restaurants, boutiques, and wineries, 16 Upland offers the best of in-town living while providing a peaceful, secluded setting where you can truly relax without feeling overlooked. Whether you're looking for an easy lock-and-leave second home or a full-time residence, this property is designed to fit your lifestyle. Families will appreciate access to St. Helena schools, while everyone will enjoy the affordable, great-tasting water supplied by the St. Helena Hospital water system. 16 Upland isn't just a beautiful homeit's the lifestyle you've been waiting for. Disclosures link: https://app.disclosures.io/link/16-Upland-Road-32xemnfkf

16 Upland Rd, St. Helena
2294 Boysen Ln, St. Helena
$3,000,000
3 Beds ⋅ 5 Baths ⋅ 325099776 MLS
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.

2294 Boysen Ln, St. Helena
1410 Adams St, St. Helena
$2,934,662
4 Beds ⋅ 3 Baths ⋅ 326021746 MLS
Authentic 1890 farmhouse on one of St. Helena's most charming, tree-lined blocks, where classic Napa character meets easy, modern living. Set behind a white picket fence and surrounded by established gardens, the home offers a rare sense of warmth and privacy just moments from town. The 2-bedroom, 2-bath main residence has been thoughtfully updated, with a bright, airy kitchen and vaulted ceilings that open into a relaxed great room filled with natural light and hardwood floors. A separate 2-bedroom guest house, complete with a conditioned wine cellar, creates flexibility for hosting, extended stays, or a quiet work-from-home retreat. A surprisingly private setting anchored by the pool, with mature landscaping, an onsite well, and a wraparound deck framed by an arbor-covered seating area, complemented by a cozy firepit and a bocce ball court, equally suited for long summer afternoons or casual evenings under the trees. Out back, the property truly comes to life. Timeless, livable, and quietly special, this is the kind of St. Helena property that rarely comes available.

1410 Adams St, St. Helena
929 Main St, St. Helena
$2,900,000
324050770 MLS
Stunning Winebar/Bottle Shop/Tasting Room in downtown St Helena - prime Main Street Location with high visibility. Beautiful contemporary design. Large Main Bar Area with space for additional tables. Attrium Bar/Cafe Area. Two Private Tasting/Meeting Areas. Two bathrooms.Two courtyards at the back of the building. 8 parking spaces. Potential to add commercial kitchen in the back service rooms. Winebar/Bottleshop License Permit.

929 Main St, St. Helena
1580 Hillview Pl, St. Helena
$2,825,000
4 Beds ⋅ 3 Baths ⋅ 326025555 MLS
Located on the desirable west side just moments from downtown St. Helena, this 4-bedroom, 3-bathroom modern style farmhouse offers 2,400 sq. ft. of thoughtfully curated living space. Soaring cathedral ceilings with wood beams and custom shiplap detailing on walls and ceilings create a warm yet sophisticated aesthetic throughout. The open-concept floor plan seamlessly connects the living room, dining area, and kitchen ideal for both everyday living and entertaining. A stunning oversized island with Carrara marble countertops anchors the kitchen, complemented by French oak hardwood floors and abundant natural light. A temperature controlled 200 bottle wine cellar is highlighted through custom glass and vintage racking system. Expansive La Cantina bi-fold doors open to an inviting outdoor living space featuring a fully equipped outdoor cooking area and a striking Montigo fireplace with wood mantle, creating the perfect indoor-outdoor lifestyle. Additional details include a cozy indoor fireplace, spa-inspired bathrooms with walk-in showers, owned solar system, Nest-controlled climate system, and a durable standing seam metal roof. A rare opportunity to enjoy absolute comfort and elevated design in a prime in-town location.

1580 Hillview Pl, St. Helena
1430 Stockton St, St. Helena
$2,700,000
4 Beds ⋅ 4 Baths ⋅ 326044782 MLS
Tucked into the coveted west side of St. Helena, this turnkey 2014-built residence blends modern comfort with effortless Wine Country Living just moments from Main Street's celebrated restaurants, tasting rooms, and boutiques. Designed for both everyday living and elegant entertaining, the light-filled open floor plan features a chef's kitchen, inviting gathering spaces, and seamless indoor-outdoor flow. Two luxurious primary ensuite bedrooms offer spa-inspired baths and exceptional privacy, while thoughtfully separated guest quarters provide flexibility for visitors, extended family, or an ideal work-from-home retreat. Set on a quiet and highly desirable street, this home delivers the rare combination of newer construction and a truly walkable Napa Valley lifestyle. Recently repositioned for today's market, this is a compelling opportunity in one of wine country's most sought-after communities.

1430 Stockton St, St. Helena
999 Pratt Ave, St. Helena
$2,675,000
4 Beds ⋅ 5 Baths ⋅ 326038751 MLS
Light-Filled Contemporary Retreat Privately set down a secluded flag lot in St. Helena, this sophisticated 3,650 square foot residence offers a rare blend of space, flexibility, and effortless Napa Valley living. Designed with both comfort and refinement in mind, the home features 4 spacious en-suite bedrooms and 4.5 baths, thoughtfully arranged across three distinct living areas to provide exceptional privacy for family and guests alike. The main-level primary suite serves as a serene retreat, opening to views of the lush backyard and complemented by a generous walk-in closet and a spa-inspired bath with soaking tub and separate shower. A separate wing hosts two additional en-suite bedrooms, while an expansive guest retreat above the garage offers remarkable versatility, complete with a bedroom, full bath, media lounge, and space for a home office or fitness studio. The heart of the home is designed for both intimate living and entertaining, featuring a well-appointed kitchen, formal dining area, breakfast nook, and bar, all seamlessly connected to the surrounding outdoor spaces. Set on over a third of an acre, the grounds are curated for low-maintenance luxury. A welcoming front courtyard with a tranquil fountain and covered porch sets the tone, while the private backyard invites relaxation with artificial turf and patio ideal for outside living. Modern conveniences include fully owned solar with battery backup, a shared well for irrigation,an oversized two-car garage, generous under-home storage, and a separate storage shedan exceptional opportunity to experience refined living in one of Napa Valley's most coveted locations.

999 Pratt Ave, St. Helena
1325 Hillview Pl, St. Helena
$2,600,000
4 Beds ⋅ 4 Baths ⋅ 325076392 MLS
Modern design meets Napa Valley lifestyle in this single-level, 4-bedroom, 3-bathroom rancher located on St. Helena's highly sought-after west side. Set in a private .31-acre lot just four blocks from downtown, this residence offers a seamless blend of comfort, function, and style. Hardwood floors flow throughout the open layout, creating warm, inviting spaces filled with natural light. The primary suite features a spacious en suite bathroom, designed for both relaxation and convenience. Three additional bedrooms provide flexibility for guests, a home office, or family living. Outdoor living takes center stage with a sparkling pool, spa, and pool house, perfect for weekend entertaining or quiet evenings at home. The generous lot allows room for lounging, dining, and play, while thoughtful landscaping enhances both privacy and charm. Ideally situated near local schools, shops, restaurants, and wineries, this sanctuary embodies the ease of St. Helena living. Whether hosting gatherings or enjoying quiet moments, this modern rancher offers the best of wine country lifestyle.

1325 Hillview Pl, St. Helena
1285 Hudson Ave, St. Helena
$2,550,000
3 Beds ⋅ 2 Baths ⋅ 326030990 MLS
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.

1285 Hudson Ave, St. Helena
22 S Crane Ave, St. Helena
$2,400,000
4 Beds ⋅ 4 Baths ⋅ 325022991 MLS
Nestled in an ideal St. Helena location, this beautiful single-story home offers panoramic vineyard and valley views on a spacious half acre lot. Thoughtfully designed for both comfort and style, this property blends modern upgrades with timeless charm. Step inside to a bright living room, where a custom ceramic fireplace sets the perfect ambiance for cozy evenings. The beautifully remodeled kitchen has elegant granite countertops and ample space for cooking. Designed with energy efficiency in mind, this home features SunPower solar panels and back up battery, keeping PG&E bills to a minimum. The oversized two-car garage includes an electric vehicle charger, while the side yard offers raised vegetable beds, an ideal retreat for gardening enthusiasts. Host gatherings in the formal dining room, which opens through double doors to a spacious covered flagstone patio, perfect for dining and soaking in the serene surroundings with redwood trees and vineyard views. The main house includes 3 bedrooms and 2.5 bathrooms, providing a comfortable and functional layout for everyday living. There is also a detached 1 Bedroom/1 Bath guest house with full kitchen & family room -ideal for visitors, extended family, or potential rental income.This is an exceptional home in the heart of St. Helena!

22 S Crane Ave, St. Helena
1540 Allyn Ave, St. Helena
$2,375,000
4 Beds ⋅ 3 Baths ⋅ 325082951 MLS
Superb Location! Welcome to 1540 Allyn Avenue - one of the most desirable west-side neighborhoods in charming St. Helena! This spacious 3.356+/- home is set on an expansive 10.940+/- lot. The owners built with every detail in mind to provide entertaining ease and comfort for their family. This four bedroom, three bath home provides plenty of cozy areas to rest and relax and has generous storage throughout. The formal dining room creates an intimate dining experience while the elegant living room with custom bookcases creates a calm ambience for conversation and repose. The family room complete with built-in cabinets and woodburning fireplace is located next to the kitchen for all to easily gather and enjoy meals, movies, games, sports and lively fun. Lovely breakfast nook with beautiful morning light starts the day right! The home office is separate from the main living area to provide quiet privacy. The upstairs large laundry room is spacious with lots of storage and great natural light. Many additional features: closet systems, wired surround sound throughout the home, new HVAC system, energy efficient windows and ample storage! The large detached 2 car garage with separate storage room and undeveloped backyard is perfect for an outdoor kitchen, pool, bocce or ADU. Start today!

1540 Allyn Ave, St. Helena
1707 Scott St, St. Helena
$2,367,000
3 Beds ⋅ 2 Baths ⋅ 325086961 MLS
One of the few remaining vineyard view lots. The Scott Street location is an area of fine homes. This property is at the end of it's lifespan and the new owner will need to make it their own masterpiece.

1707 Scott St, St. Helena

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