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$975,000
3 Beds ⋅ 3 Baths ⋅ 326044239 MLS
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 sq ft with 3 bedrooms and 2.5 baths on a generously sized approximately 8,300 sq ft 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.

1773 Crinella Dr, St. Helena
$16,500,000
6 Beds ⋅ 6 Baths ⋅ 326035376 MLS
On coveted Fir Hill Drive - a quiet west-side country lane with rare ownership turnover - this thoughtfully reimagined home offers a combination of privacy, scale, and valley floor setting seldom found so close to town. Surrounded by vineyards, neighboring estates, and mature trees across nearly two landscaped acres, the property captures the serenity of country living while remaining moments from the dining, wine, and culture that define Napa Valley. The interiors are precise and considered, featuring herringbone and wide plank oak floors, custom millwork and steel detailing, Fleetwood doors, designer lighting, and curated finishes throughout. The chef's kitchen opens naturally into formal and informal living spaces designed to move effortlessly between intimate daily living and large-scale entertaining. Outside, a 25-yard lap pool anchors professionally designed grounds that include expansive lawns, multiple terraces, and layered indoor-outdoor living spaces intentionally created for gathering, retreat, and year-round enjoyment. This is a rare opportunity to own a true St. Helena estate in one of the town's most desirable locations.

1837 Fir Hill Dr, St. Helena
$6,500,000
5 Beds ⋅ 6 Baths ⋅ 326030972 MLS
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

1975 Whitehall Ln, St. Helena
$1,595,000
3 Beds ⋅ 2 Baths ⋅ 326044415 MLS
This meticulously updated 3-bedroom, 2-bath west side St. Helena residence offers 1,511 sq. ft. of light-filled living in a thoughtfully designed layout. The open living and dining area features wood floors, breakfast nook, gas fireplace and French doors that lead seamlessly to a private backyard retreat, creating ideal indoor-outdoor flow. The recently remodeled kitchen showcases updated countertops, a gas range, recessed and flush pendant lighting. The primary suite offers a calming escape with custom pull-down shades and a spa-inspired bathroom featuring a walk-in shower, floating wood vanity, and striking black trough faucet. Step outside to a completely private and fenced backyard with newly installed landscaping and automatic irrigation, centered around a heated saltwater pool and spa with automatic cover and elegant limestone surroundperfect for entertaining or relaxing year-round. Additional highlights include a 2-car garage, Solar Tesla back-up batteries, hallway storage, and abundant natural light throughout.

1291 Sylvaner Ave, St. Helena
$2,995,000
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
$2,100,000
3 Beds ⋅ 3 Baths ⋅ 326038502 MLS
Tucked quietly just three blocks from Main Street and moments from the Silverado Trail, 708 Hunt Avenue marries peaceful mid‑town living with crisp contemporary design. Built in 2000 and thoughtfully updated, the 2,408 sq ft tri‑level home offers light‑filled interiors and effortless indoor‑outdoor flow. The main level is devoted to gathering: a gourmet kitchen with Wolf range, Sub‑Zero refrigeration, built‑in wine storage, and a generous island opens into an airy living area anchored by a gas fireplace. A formal dining room, light‑filled reception area, and dedicated office round out the space. A partial wraparound porch, rear deck and inviting lawn extend the living areas outside. Upstairs, the entire top floor is a secluded primary suite with picture-perfect views of vineyards and Mount St. Helena, a cozy sitting area with second fireplace, walk‑in closet, and spa‑like bath. A few steps down from the main level, a quiet wing houses two guest bedrooms, a full bath, laundry, and direct access to the deck and lawn area. Set on approximately 0.24 acres with filtered vineyard and hillside views, this low‑maintenance property is perfectly positioned for those who want to be close to downtown yet relish a sense of retreat. Whether as a primary residence, Napa getaway, or a 1031 exchange opportunity, 708 Hunt offers a refined, turnkey lifestyle in the heart of the valley.

708 Hunt Ave, St. Helena
$2,600,000
5 Beds ⋅ 4 Baths ⋅ 326042436 MLS
Rare opportunity in the heart of St. Helena! This historic 1910 property offers exceptional versatility and charm, featuring two residences plus a detached studio guest cottage, all thoughtfully updated while preserving its timeless character. The main homes include a spacious 3BD/2BA and a well-appointed 2BD/2BA, each with separate entrances, making this an ideal setup for multi-generational living, extended family, or income-producing opportunities. Inside, the homes showcase beautiful hardwood floors, abundant natural light, and an inviting open beam great room that highlights the property's historic appeal. Modern updates throughout provide comfort and functionality while maintaining the warmth and character of the original design. Each living space offers privacy and flexibility, allowing for a variety of living arrangements or rental configurations. The detached studio cottage, complete with its own kitchen and full bathroom, adds even more value and potentialperfect for guests, a home office, or additional rental income. With three distinct living spaces across two structures, this property presents a rare chance to own a true compound in one of Napa Valley's most desirable locations. Set in a peaceful and serene environment, the property is just steps from downtown St. Helena, offering easy access to world-class dining, renowned wineries, boutique shopping, local markets, and top-rated schools. Whether you're seeking a primary residence, a second home with income potential, or a long-term investment, this unique property combines lifestyle, location, and opportunity in the heart of Wine Country.

1433 Oak Ave, St. Helena
$1,200,000
2 Beds ⋅ 1 Baths ⋅ 326042277 MLS
The Hardin Schoolhouse, Circa 1900: A Masterful Napa Valley Restoration Set on 2 private acres in the scenic eastern hills of Napa Valley, the historic Hardin Schoolhouse offers a rare blend of pioneer heritage and polished Wine Country style. This 1875 landmark has been meticulously refreshed into a perfected getaway, featuring an open-concept Great Room, bespoke kitchen and bath, and updates to the HVAC, electrical, and gallery lighting. The residence flows seamlessly to curated grounds designed for both relaxation and entertaining, anchored by a redesigned outdoor area featuring a lap pool, a walnut grove, and a hobby vineyard of 100+ Cabernet Sauvignon vines. As a designated historic landmark under a Mills Act contract, the property offers a unique opportunity for potential property tax advantages. Perfectly situated for seclusion and a short drive away from downtown St. Helena, this is an incomparable, turnkey opportunity to own a storied sanctuary in the heart of Wine Country.

1785 Pope Canyon Rd, St. Helena
$1,190,000
3 Beds ⋅ 2 Baths ⋅ 326042383 MLS
Midcentury design plus a great neighborhood, just blocks from vibrant downtown St. Helena! This updated California Ranch-style home offers a single-level floor plan with a large back yard and proximity to world-renowned Napa Valley vineyards, wineries, restaurants and shops. The classic and versatile interior layout makes great use of space with three bedrooms and two bathrooms, with a tastefully updated kitchen and spacious living area with wood burning fireplace for cozy evenings. The expansive outdoor area provides myriad options for a bocce court, swimming pool, culinary gardens, or whatever your heart desires! What a wonderful opportunity to make St. Helena, the heart of Napa Valley, your home.

1726 Crinella Dr, St. Helena
$5,995,000
4 Beds ⋅ 3 Baths ⋅ 326040631 MLS
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 sq ft +/- with 4 BR, a loft, and 3 BA 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 BBQ and tranquil water feature, and magestically landscaped olive and fruit tree orchards including white & mission fig, peach, pear, apple, nectarine, lemon & lime. The main residence spans 3,552 sq ft +/- and offers 2 BR plus a loft and 2 BA. Expansive great room style living areas, including family room with fireplace & gourmet kitchen, open to a wrap-around veranda with views of the stunning grounds. Spacious and luxurious main ensuite with fireplace & seating area open to private courtyard with outdoor fireplace. The detached guest house provides 1,108 sq ft +/- with 2 BR, 1 BA, 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 5-car garage with workshop. Detached exercise/art studio and equestrian facilities complete the estate with a 4-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.

391 Crystal Springs Rd, St. Helena
$1,099,000
3 Beds ⋅ 3 Baths ⋅ 326037007 MLS
Discover a side of Napa Valley few people ever experience. Tucked behind a private gated entrance and surrounded by more than 41 acres of breathtaking natural beauty, this secluded Napa Valley retreat offers the rare combination of privacy, recreation, and wide-open space. Just 15 minutes from Silverado Trail, you'll feel worlds away from the hustle while remaining within easy reach of world-class wineries, dining, and shopping. The charming Tahoe-inspired A-frame cottage is perfectly positioned to capture spectacular canyon views and serves as the ideal home base for embracing the outdoors. Spend your days lounging beside the sparkling 20' x 40' in-ground pool with automatic cover, entertaining on the expansive poolside terrace, exploring your own private acreage, or simply enjoying the peace and quiet that only a property of this scale can provide. The grounds feature lush lawn areas, custom rock-wall artistry, a fenced garden, detached garage/shop with loft and bathroom (permitted agricultural building), whimsical treehouse, year-round creek, natural springs, and ample room for animals, recreational pursuits, or future agricultural endeavors. Seller indicates portions of the upper acreage may offer potential for horses or additional agricultural use. The 2-bedroom, 2-bath residence offers approximately 1,487 square feet of comfortable living space and includes central heat and air, solar, a newer roof (approximately four years old), private well and septic, and a swim spa. Whether you're seeking a weekend escape, full-time residence, recreational ranch, equestrian retreat, or private Napa Valley sanctuary, this unique property offers endless possibilities. A rare opportunity to own your own slice of Napa Valley where privacy, views, and adventure come together.

3955 E Hwy 128th Hwy, St. Helena
$7,499,999
4 Beds ⋅ 5 Baths ⋅ 326038405 MLS
Introducing a St. Helena custom-built estate, the extraordinary expression of refined Wine Country living. Set on approximately 3.2 acres with sweeping views of acclaimed Newton Vineyard, this newly constructed residence blends contemporary sophistication with natural beauty, showcasing exceptional architectural details and curated finishes throughout. A private drive winds through the scenic western hills, where handcrafted rock walls frame the property's own hobby cabernet vineyard and olive grove, creating a tranquil and timeless sense of arrival. Inside, light-filled living spaces feature soaring ceilings, warm natural textures, and surround sound throughout, while the grand great room, with its cathedral wood coffered ceiling, opens to stunning vineyard vistas, creating an inviting setting for both intimate gatherings and large-scale entertaining. The home offers four en-suite bedrooms, a dedicated office, and a versatile media or auxiliary living space. One can't go far without wandering into the luxurious primary suite with 10-foot glass doors, layered vineyard views, and a spa-inspired bath with elevated designer finishes. At the center of the home, the gourmet kitchen is both functional and striking, featuring LG Signature appliances, an 800-bottle wine room, a range with a built-in air sous vide, custom cabinetry, an oversized island, and a statement copper-painted hood. Additional highlights include custom built-ins throughout, a metal roof, solar with backup battery, and huge flex space above the spacious four-car garage. Outdoors, the lifestyle continues with a pool, limestone pool deck, custom pizza oven, and BBQ, perfect for entertaining against a stunning vineyard backdrop. Completing the experience, Newton Vineyards extends a rare privilege for those who desire it, offering the owner the ability to roam and enjoy nearly 500 acres of its surrounding estate land, enhancing the sense of privacy and connection to the landscape. Located within the gated enclave of Madrona Ranch and just minutes from renown downtown St. Helena, this is a rare opportunity to be the first to call 2509 home.

2509 Madrona Ave, St. Helena
$2,150,000
1 Beds ⋅ 1 Baths ⋅ 326037783 MLS
Rarely does an opportunity arise to claim @10.5 acres on prime Silverado Trail frontage in this prestigious St. Helena upvalley corridor. Framed by legendary neighbors like Rombauer, Chateau Boswell and Failla, this property offers a front-row seat to the rolling vineyard vistas that define the region. With luxury French Country house plans in process with the county, the stage is set for a world-class retreat. Reclaim the hillside homesite, restore the poolside oasis, and immerse yourself in the chic culture of St. Helena just 10 minutes from your front gate. At 10.5 acres, this property has winery potential (confirm with Napa County) with great visibility along the Silverado Trail. Gorgeous vineyard and winery views await. The property boasts 2 wells -- approximately 12 and 16 GPM, respectively, per recent reports, plus a slope survey with approximately 3 acres plantable to vineyard. Vineyard previously existed on property. Caretaker apartment (3502 Silverado Tr -- approximately 1066 of livable sq ft) above 3-car garage on driveway close to Silverado Trail. Come build your dream Napa Valley retreat or potential wine estate here!

3500 Silverado Trl N, St. Helena
$11,000,000
3 Beds ⋅ 1 Baths ⋅ 326037598 MLS
1135 Galleron is 23.4+/- acres of potential in one of St. Helena's most coveted enclaves. This rare offering includes six legal non-conforming homes dating to 1940, creating an exceptional canvas for multi-generational living, income opportunities, or a reimagined estate compound. One residence, built in 1920 with 2,848 sq. ft., may be relocated and replaced with a main home of any scale, an ADU, pool, tennis court, or an agricultural barn, offering extraordinary freedom to design your Napa Valley retreat. The additional 5 existing homes span a range of sizes, including one at approximately 1,962 sq. ft., three at 1,544 sq. ft. each, and one at 604 sq. ft., built in approximately 1953. Five of the homes must remain in place but may be remodeled within their current footprints. The vineyard, planted in 2000, features approximately 11+/- acres of Sauvignon Blanc, 2+/- acres of Semillon, and 7.6+/- acres of Cabernet Sauvignon. Four of the homes are connected to City of St. Helena water, plus there is a substantial well that serves the property. Galleron Road is known for its quiet prestige, ideal proximity just south of town, and is surrounded by some of St. Helena's most desirable estates. Whether it's the rarity of six homes on one parcel, the promise of an exceptional agricultural setting, or the opportunity to craft a private Wine Country compound, 1135 Galleron invites vision, scale, and imagination.

1135 Galleron Rd, St. Helena
$2,595,000
4 Beds ⋅ 4 Baths ⋅ 326035177 MLS
Steeped in St. Helena charm and built to the highest standards, 977 Pratt Avenue is a rare Craftsman-style residence where an artist's touch and eye are felt at every level. Reconstructed in 2010 by William McInerney, and designed by architect Sasha Janev, the 3-bedroom, 3-bath main residence showcases vaulted ceilings with exposed wooden beams, hand-scraped Heritage Woodcraft acacia hardwood floors, Velux skylights, and knotty alder doors. The chef's kitchen is an entertainer's centerpiece anchored by a hammered bronze Fratelli Onofri 5-burner range, copper farmhouse sink, St. Martins limestone, Serengeti gold granite, and custom cherry cabinetry from Napa Kitchen & Bath. The primary suite features a spa-inspired bath with Restoration Hardware double vanity, jetted soaking tub, and travertine floors. The suite opens to the spacious backyard patio through French doors. The Jack Chandler-designed entry gate sets the tone for a lush .28-acre landscape fed by an irrigation well and adorned with mature fruit trees, roses, citrus, and a serene fountain with plenty of space for a pool framed by new redwood fencing and vineyard views. The 854 sq ft ADU features its own entrance and utilities delivering exceptional income potential or multigenerational flexibility.

977 Pratt Ave, St. Helena
$2,200,000
2 Beds ⋅ 2 Baths ⋅ 326033902 MLS
New construction with a true St. Helena sensibility, 753 Sunnyside Road brings together modern craftsmanship, thoughtful design, and an established Napa Valley garden setting. Set on +/- 0.39 acres, the +/- 2,100 square foot, 2 bedroom, 2 bathroom contemporary farmhouse was designed with careful attention to detail and a strong connection to outdoor living. Inside, vaulted ceilings, polished concrete floors, and hand-carved solid wood double doors establish an immediate sense of quality. The kitchen showcases a 48" Forno range, Shaw's farmhouse sink, oversized refrigerator, custom plaster hood, Calacatta marble countertops, warm wood cabinetry, brass hardware, and a large island with breakfast bar seating - a French country kitchen in the truest sense. The vaulted primary suite opens to the pool terrace through French doors. Both full baths are finished with equal intention: one with a curbless stone tile shower, pebble mosaic floor, brass rain fixture, dark wood vanity, and Calacatta marble counter; the other appointed with the same brass hardware and considered detailing throughout. A loft above the garage offers +/- 600 sq ft of flexible space for an office or studio. Outdoors, the property offers the feel of a private resort while still reflecting the character of Napa Valley living. A new rectangular pool and spa are framed by stone coping and a generous concrete surround, with a deck above for shaded lounging or al fresco dining. A true chef's garden anchors the landscape mature fruit trees, flowering borders, flagstone paths, and garden beds with ample land to cultivate further or simply let it remain the secret garden it already is. Additional features include radiant heat floors, a well-appointed laundry room with full cabinetry, utility sink, and stacked washer/dryer, plus an oversized finished garage with recessed lighting and interior access. This is a rare opportunity to own a newly built home in St. Helena with elevated finishes, mature landscaping, and a warm, lived-in character from day one.

753 Sunnyside Rd, St. Helena
$2,700,000
3 Beds ⋅ 3 Baths ⋅ 326031741 MLS
Located on storied Kearney Street, this 1912 Napa Valley home blends Craftsman charm with nearly half an acre of in-town living. The quiet, tree-lined street is two blocks from Main Street yet feels like small-town California. The 1,752 sq ft residence has three bedrooms, two full baths, a powder room, a full unfinished basement, deep porches, and mature landscaping that create a sense of privacy on a rare 0.44-acre lot. A two-bedroom, two-bath, 662 sq. ft. single-story ADU built in 1991 adds flexibility for guests or family. The gardens, outdoor living, expanse, and charm make this property unique in downtown St. Helena. Appreciate world-class dining, the Friday Farmers Market, top schools, and simply enjoy this home's historic warmth and character.

1533 Kearney St, St. Helena
$2,395,000
3 Beds ⋅ 2 Baths ⋅ 326026356 MLS
Resort-style living awaits in this sophisticated single-level home on St. Helena's coveted west side, tucked at the end of a quiet cul-de-sac just minutes from downtown. Fully remodeled in 2019, this 3-bedroom, 2-bathroom contemporary home is built for the indoor-outdoor wine country lifestyle. Inside, floor-to-ceiling La Cantina folding glass doors open the living space directly to the gardens. Finishes include dark hardwood floors, recessed lighting, an electric fireplace surrounded by Heath Ceramic tile, a newly remodeled kitchen, and Restoration Hardware appointments throughout. Outside, designer gardens by David Bigham wrap the property, framed by custom privacy screens and wooden fencing. A 20-by-40-foot modern pool and 8-person spa anchor the outdoor entertaining area, accented by a custom iron water feature and a wood-and-steel trellis with built-in lighting and an outdoor sound system. Thoughtfully planted edible gardens deliver a true farm-to-table experience. Features: single-level layout, cul-de-sac location, contemporary architecture, folding glass doors, hardwood floors, recessed lighting, electric fireplace, ceramic tile, chef's kitchen, designer landscaping, privacy screens, wooden fencing, swimming pool, hot tub, water feature, outdoor trellis, outdoor lighting, outdoor sound system, edible garden, indoor-outdoor flow.

1843 Spring Mountain Ct, St. Helena
$1,050,000
2 Beds ⋅ 1 Baths ⋅ 326034436 MLS
Prime St. Helena property featuring a cozy original home on an oversized 14,380 sq ft lot. Endless potential to renovate, build, or create your dream wine country retreat. A unique chance to own a sizable parcel in one of Napa Valley's most sought-after locations.

1924 Vineyard Ave, St. Helena
$4,300,000
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
$5,500,000
3 Beds ⋅ 3 Baths ⋅ 326023994 MLS
Located on the valley floor and set among vineyards just north of St. Helena, 1181 York Lane offers a private, four-structure compound (main house, studio, cottage, and office/gym) with a flexible layout in a relaxed setting. The two-story main residence is thoughtfully arranged with two bedrooms on the lower level, while the upper floor is dedicated to daily living, an open kitchen, dining, and living room, along with the primary suite plus powder room. The kitchen features marble countertops, Sub-Zero refrigerator, and Viking gas range with hood. Interiors are oriented toward the property's landscaped grounds, creating a calm, private atmosphere. Detached guest and studio spaces capture vineyard and hillside views, providing separation for visitors, extended living, or creative use. A converted garage, currently used as an office, offers additional flexibility as a workspace, studio, or gym. Outdoor areas include deck spaces, mature landscaping, and a pool set naturally within the grounds. The property offers convenient access to St. Helena while maintaining a more private, country setting.

1181 York Ln, St. Helena
$2,800,000
4 Beds ⋅ 3 Baths ⋅ 326031166 MLS
Perched atop Spring Mountain, this custom Euro-Craftsman home feels magical and is full of soul. Meticulous craftsmanship is evident in its field-stone walls, custom wood doors, beams and posts throughout. Beautiful gardens, a little bridge and a koi pond greet you upon arrival. The main house spans 2,544 sq. ft., featuring four bedrooms, all with lofts and three full bathroom. The large deck spills out from the dining room and features a covered area for year round living outside. Expansive entertaining areas with different venues are bountiful. Plentiful water from the mutual neighborhood well and a backup Generac generator make living on the hill with views like living in town. The detached income producing ADU offers 1 bedroom, 1 bathroom and complete privacy. There are two garages, one currently outfitted with barrel storage and a wine cellar behind it. A Cabernet Sauvignon Gentleman's vineyard complement the compound on 2.03 acres. With stunning views and meticulous craftsmanship, this retreat offers an unparalleled opportunity to live amidst Napa Valley's wine country.

4034 Spring Mountain Rd, St. Helena
$1,290,000
3 Beds ⋅ 2 Baths ⋅ 326023793 MLS
Located on the east side of St. Helena, just one block from downtown shops, restaurants, and daily amenities, this circa 1890 residence offers a rare opportunity to step into an earlier chapter of Napa Valley. Held in largely original condition and offered as a Trustee Sale, the home has not undergone recent inspections. Spanning approximately 2,296 square feet with 3 bedrooms + an office, and 2 bathrooms on a ~10,361 square foot parcel, it carries the scale and framework of its era, including a sizeable yard and a barn-like garage that hint at its past and future potential. There is no prescribed path here. The property lends itself to preservation, thoughtful updates, or simply living within its current expression while considering what evolves over time. Its proximity to town, paired with a sense of history and space, creates a foundation that is increasingly difficult to find. What comes next is entirely yours to define.

1201 Edwards St, St. Helena
$699,000
1 Beds ⋅ 1 Baths ⋅ 326027478 MLS
This is pied-a-terre living elevated. This mini compound was significantly renovated in 2023, it is set on a quarter acre minutes from downtown St. Helena. A single-level one bedroom 595 sq ft cottage anchors the property with the quiet confidence of a true retreat. Steps away, 214 sq ft studio shed offers complete independence: a creative escape, media room or a private office. The Cottage, Case Del Sol, is painted inside and out with a striking yellow front door and is move-in ready. The kitchen has been thoughtfully reimagined: white shaker cabinetry, a butcher block countertop for prep and a full suite of stainless steel appliances. The bathroom is equally considered, with a walk-in subway tile shower, matte black hardware throughout, and a high-end exhaust fan with integrated heat. The studio has modern board-and-batten siding. Step onto the weathered wood deck outfitted with yellow lounge chairs and potted planters. Inside, a bright open studio with a dedicated desk, task lighting, and a mini-split system for year-round comfort. New insulation and drywall make it as functional as it is appealing. The third structure is the laundry unit, 103 sqft, which also includes an abundance of storage space. Square footage includes all 3 structures. The grounds consist of landscaping that frames the property with intention: native shrubs, olive trees, white crepe myrtle, ginkgo, and maple trees. Gravel, bark mulch, and statement boulders minimize upkeep. Classic brick and paver pathways connect the structures. A large sail shade canopy shades the patio seating area. A freestanding hammock awaits. Solar lighting animates the garden at dusk, controlled via Wi-Fi. Valley and Mountain Views meet you at the end of the road, this neighborhood is tucked off of Hwy 29 and Zinfandel and is surrounded by the beauty of Napa Valley.

1171 Mountain View Ave, St. Helena
$40,000,000
4 Beds ⋅ 5 Baths ⋅ 326027159 MLS
Gandona Wine Estate is located on prestigious Pritchard Hill and represents a rare opportunity to steward one of Napa Valley's most significant mountain vineyard estates. Sited up the very private middle driveway of Pritchard Hill Gandona enjoys glorious, elevated views over Lake Hennessey. The over 100+ acre estate boasts +/- 18 acres of Cabernet Sauvignon and Cabernet Franc, offering scale, credibility, quality and scarcity that define the very best of Napa Valley. Existing entitlements and turn-key improvements consist of a 20,000-gallon production permit, anchored by a +/- 3,500-square-foot winery and tasting room, together with a newly expanded +/- 8,000-square-foot cave, crush pad, and infrastructure thoughtfully designed to support future expansion. The Estate provides an established ultra-luxury platform for continued production and long-term growth from one of Napa Valley's most coveted terroirs. The +/- 5,000-square-foot main residence captivate the lake views beautifully. Construction materials include large stones sourced from on site vineyard and cave development, large scale steel sturctural elements, concrete, limestone and imported Portuguese tile. Four luxurious en-suite bedrooms provide comfort and privacy. The guest house and cottage are located in the vines provide separation and privacy yet offer the same lake views. Throughout the Estate, majestic oak trees, dramatic natural boulders, and sweeping views create a setting that is both striking and unmistakably Pritchard Hill/Napa Valley. An opportunity of this prestige, scale, and infrastructure rarely becomes available. Gandona, at this moment provides a rare opportunity to join Napa Valley's enduring legacy of world-class wine producers.

1535 Sage Canyon Rd, St. Helena
$6,750,000
5 Beds ⋅ 5 Baths ⋅ 326023976 MLS
Moments from downtown St. Helena, along a quiet country lane, this private property is defined by a single-level main residence, detached guest house, and a landscape designed for gathering and connection. The main home is designed for everyday living, with light-filled interiors that connect naturally to the outdoors. A living room anchored by a gas fireplace and expansive windows flows into a thoughtfully equipped kitchen with Viking range, wine storage, dual dishwashers, and an island with prep sink and seating. The dining room, complete with a built-in bar, offers direct access to the outdoors, reinforcing the home's indoor-outdoor rhythm. Additional spaces include a media room, private office, and flexible-use areas. The primary suite opens to the rear patio and pool, with an adjoining space suited for an office, or gym. A second bedroom and multiple baths complete the main residence, while the detached guest house offers additional living spaces. Outdoors, mature redwoods and cedar frame the setting, with a broad lawn, bocce court, pool and spa, and multiple gathering areas. A well-equipped outdoor kitchen with fire feature and covered seating extends the living experience. This is a property designed for gathering, defined by privacy, and quietly positioned where Napa Valley begins to slow.

1670 Cabernet Ln, St. Helena
$5,450,000
4 Beds ⋅ 7 Baths ⋅ 326023935 MLS
This private and gated sanctuary is the perfect blend of in-town living and hillside serenity. The updated Modern Craftsman retreat will immediately make you feel a cohesive indoor-outdoor living experience with expansive vistas through the many windows and abundant natural light. The main level includes an open living room, dining room, and kitchen, which open up to outdoor decks and grassy lawn perfect for al-fresco dining with panoramic mountain and valley viewsthree spacious bedrooms and baths complete the main level. Downstairs the home is an entertainer's paradise with a stunning wall-to-wall glassed-in wine cellar, bar, double-sided fireplace, and fireside seating on both sides. The lower level includes separate guest quarters with bath and an ample home office with built-in storage. Walkways perfectly carved into the nearly 5-acre property and two water features add to the meditative grounds.

9 Bournemouth Rd, St. Helena
$1,300,000
2 Beds ⋅ 2 Baths ⋅ 326024234 MLS
Located on the west side of St. Helena and a close distance to downtown, one finds a nicely remodeled 2 bedroom/2 bathroom single level home overlooking an adjacent vineyard. A spacious lot with pool awaits the next owner who looks for a turn key living experience!

1040 Valley View St, St. Helena
$507,000
3 Beds ⋅ 2 Baths ⋅ 326022873 MLS
New co-ownership opportunity by Pacaso: Own one-eighth this professionally managed, turnkey home. Jade is a three-bedroom, two-bath home in St. Helena where clean architectural lines and warm natural materials find an easy balance. Beamed vaulted ceilings rise over hardwood floors, and the interior palette of crisp plaster walls and matte black fixtures carries a quiet confidence throughout every room. The open kitchen and dining space is the gravitational center of the home, anchored by a chef's kitchen with a waterfall-edge island designed for long meals and unhurried gathering. A gas fireplace frames the dining area, and a few steps down, a second fireplace warms the living room, which opens directly onto the back patio and garden. Outside, a pool, covered outdoor kitchen, and generous lounge space draw the living area into the California air, offering the kind of backyard that makes it easy to lose an afternoon entirely. St. Helena occupies a particular place in Napa Valley, quieter and more considered than its neighbors, with a pace that rewards those who seek it out. Main Street's independent restaurants, acclaimed tasting rooms, and the weekly farmers' market are walkable from the door, while the valley's most storied vineyards stretch out in every direction just beyond. Every Pacaso home is fully designed, furnished, and professionally managed, and Jade is no exception. Owners arrive to find the home at its best, every time, without lifting a finger.

1629 Hillview Pl, St. Helena
$5,895,000
4 Beds ⋅ 5 Baths ⋅ 326021805 MLS
Tucked just 3 blocks from Main Street St. Helena, this gated oasis feels like a secret garden beautifully landscaped, private, and designed with warmth and refinement. The main residence blends elegant architecture with a relaxed sense of comfort, showcasing Venetian plaster walls, soaring beamed ceilings, and clerestory windows that flood the interiors with light. French doors invite seamless flow to outdoor spaces designed for gathering, with fireplaces, patios, & year-round entertaining areas. The chef's kitchen features European-style cabinetry, Wolf and Miele appliances, large island, & window overlooking the garden. Living & dining spaces open to the outdoors, while a den with built-ins & fireplace offers a perfect retreat. The main-level primary suite is a haven with radiant-heated bath floors, spa-like soaking tub, and walk-in dressing room. Upstairs, two guest suites each include radiant floors, and private character. A 1 BD ADU cottage with its own gated entry, full kitchen, welcomes guests or extended stays. The property also includes 2-car air-conditioned garage with a wine cellar, storage, and sauna. Set on nearly 1/2 acre, with olive trees, Japanese maples, & meandering flagstone paths, is both an elegant retreat & casually luxurious.

1551 Spring St, St. Helena