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$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
$2,395,000
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
$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
$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
326027157 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. There are four luxurious en-suite bedrooms. The guest house and cottage are located in the vines providing 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. www.napawinelegacy.com

1535 Sage Canyon Rd, 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
$1,200,000
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
$489,000
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
$1,375,000
326021789 MLS
Stellar West side-in town building lot! Surrounded by vineyard with a country feel but a short jaunt to Main Street. Public water and sewer available for this 10,019 square foot lot. Truly the best of all worlds with a premium location on a quietly traveled portion of Spring St.

Spring Street, St. Helena
$425,000
326021670 MLS
Build Your Napa Valley home, opportunity to craft the wine country retreat you've always envisioned. This nearly half-acre parcel sits just three miles from the coveted heart of downtown St. Helena, placing world-class dining, boutique shopping, acclaimed wineries and schools within minutes of your front door. The land is ready to work with you: an existing well and septic plan has been started, with reports available. A peaceful seasonal stream graces the rear of the property, adding a natural, serene boundary. Building plans were in process with Napa County for a thoughtfully designed two-story home featuring a garage with an ADU guest suite above, maximizing every inch of the parcel to create both generous living space and income or hosting potential. Whether you're dreaming of a full-time residence, a wine country escape, or a legacy property to pass down, this is your canvas.

420 Glass Mountain Rd, St. Helena
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 326016663 MLS
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**

1143 Hudson Ave, St. Helena
$1,650,000
326019265 MLS
Exceptional opportunity to own a rare income property in the heart of Napa Valley wine country. Perfectly positioned just blocks from downtown St. Helena, this four-unit complex offers an unbeatable location surrounded by world-class vineyards, valley views, and rolling hills. Set against a scenic vineyard backdrop, the property enjoys peaceful wine country ambiance while remaining moments from renowned restaurants, boutique shopping, and charming downtown attractions. Walking paths, tasting rooms, and local amenities are all nearby, creating a truly desirable St. Helena investment property. The complex features four spacious units, each thoughtfully designed with 2 bedrooms and 2 bathrooms. Interiors include a generous living room, dining area, and a sizeable kitchen ideal for comfortable everyday living. Each residence also offers an inside laundry room, primary suite with walk-in closet, and the convenience of central heating and air conditioning. Parking is abundant with a 4-car carport plus four additional guest parking spaces, an uncommon amenity for properties this close to downtown. The building remains in its original condition, presenting a fantastic opportunity to refresh and modernize while adding significant value.

1328 Monte Vista Ave, St. Helena
$2,950,000
3 Beds ⋅ 4 Baths ⋅ 326019222 MLS
Discover a rare sanctuary where privacy meets panorama on +/- 18.86 acres of pristine Napa Valley terrain. This exceptional estate captures sweeping views of Lake Hennessey and the dramatic Vaca Mountain ridgeline, while enjoying close proximity to the lake itself a one of Napa Valley's most tranquil natural settings, ideal for hiking, wildlife viewing, and quiet escape. The main residence spans +/- 3,626 square feet with three bedrooms and 3.5 baths, while a delightful +/- 1,200 square foot guest house extends your living space and welcomes friends and family with its own private retreat. With generous scale, a timeless footprint, and exceptional positioning on the land, the estate presents a compelling opportunity to thoughtfully refresh or reimagine the residence to reflect your own vision of modern wine country living. Step outside to find your own private resort: a sparkling pool, wrap-around porch, and expansive terraces invite long afternoons and evening gatherings. The property also offers equestrian amenities including a riding arena and small stable, creating an ideal setting for horse lovers while maintaining wide open space and privacy. Thoughtfully landscaped grounds create natural gathering spaces perfect for intimate dinners or larger celebrations under open skies. Despite its peaceful setting, St. Helena is just minutes awaylegendary wineries, Michelin-starred dining, and sophisticated shops all within easy reach. With remarkable views, usable acreage, and a residence ready for its next chapter, this is a rare opportunity to shape a truly signature Napa Valley estate.

1740 Conn Valley Rd, St. Helena
$3,479,000
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
$1,595,000
3 Beds ⋅ 2 Baths ⋅ 326018266 MLS
Step into this charming 1940's bungalow situated in the heart of wine country, just minutes from Main Street, St. Helena. This exceptional property offers two homes on one lot, ideal for an investment opportunity, multi-generational living or a weekend retreat. The low maintenance landscaping features two water fountains and gas fire pit, creating a serene atmosphere for relaxed gatherings. The yard is adorned with olive and fruit trees, rosemary and lavender. Inside, the front home you'll discover a fireplace with cozy built-in shelving, numerous windows that allow abundant sunlight. Additionally, two cozy bedrooms and one bathroom, kitchen, breakfast nook and dining area. The ADU is very artfully designed with a modern flair and open concept offering one bedroom and bathroom, full kitchen, dining and living area with abundant built in shelving. Wine country living at its finest!

945 Brown St, St. Helena
$995,000
2 Beds ⋅ 2 Baths ⋅ 326018924 MLS
A rare close-to-town view parcel just minutes from downtown St. Helena and only two minutes to Meadowood, this +/- 2.85-acre wooded hillside setting offers exceptional privacy, dramatic topography, and inspiring valley-facing outlooks. The property is connected to St. Helena city water, a valuable convenience rarely found on parcels of this scale in the surrounding hills. An authentic circa-1932 cottage (+/- 2,324 sq. ft. per assessor) remains on the property and may be reduced to a +/- 1,200 sq. ft. guest house under Napa County guidelines, creating a clear path for a new modern main residence designed to capture the views. Mature trees, natural contours, and multiple potential building areas make this an ideal canvas for a design-driven retreat or a spec builder seeking a compelling land-value opportunity. With its proximity to town, privacy, and architectural potential, this is a rare chance to create a contemporary St. Helena estate where nature, convenience, and vision align.

1830 Howell Mountain Rd, St. Helena
$895,000
3 Beds ⋅ 2 Baths ⋅ 326016935 MLS
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.

807 Deer Park Rd, St. Helena
$3,100,000
326017200 MLS
A unique Mixed-use commercial property, located just one block off Main Street in downtown St. Helena. The property offers two (2) street-front retail suites plus three (3) additional commercial suites, currently configured for office use. Each suite includes a full bathroom and separate HVAC system. Property also includes 16 total on-site parking spaces. Great potential with flexibility for owner-user or investment as an income producing asset. New Roof completed in 2024.

1336 Oak Ave, St. Helena
$195,000
326017039 MLS
Buildable corner lot - Opportunity awaits on this 7,400 sq ft corner lot in beautiful St. Helena, near the Deer Park neighborhood. Cleared and ready for construction, the property offers a fantastic chance to create your custom Napa Valley retreat. Nice panoramic views of the hills! Utilities are within reach: electricity is available at the street, water is serviced by the St. Helena Hospital Water District, and a recent septic report is on file. The lot sits on a quiet, desirable street and offers scenic views of the surrounding hills, providing a peaceful setting for your future home. The property previously featured a 3-bedroom, 1-bath residence with a detached garage, which was lost in the 2020 fire. Today, the lot presents a blank canvas for your vision. Disclosure package and reports available via Disclosure IO. This is a great opportunity to build in one of Napa Valley's most desirable communities.

101 Pine Pl, St. Helena
$369,000
2 Beds ⋅ 2 Baths ⋅ 326017037 MLS
Tucked into the sought-after 55+ community of Vineyard Valley, this beautiful home offers Wine Country living at its finest. Open living spaces flow nicely while thoughtful upgrades set the tone: plantation shutters filter the light, custom cabinetry is nicely designed and offers ample storage plus recessed lighting throughout. The kitchen is outfitted with Fisher & Paykel appliances, quartz countertops, and an Italian tile backsplash. The layout feels both generous and effortless. Two spacious bedrooms plus a separate office/laundry room. The primary bath is large and well-appointed and the guest bath has been remodeled. Three car carport parking is a rare find! The practical details are also impressive a newer roof and water heater and an updated HVAC. All of this, wrapped in the full amenities of Vineyard Valley which includes a community clubhouse, pool, gym, social events one of Napa Valley's most cherished 55+ communities and set in the heart of St. Helena, where world-class dining, wineries, and charm are always close at hand.

2 La Cuesta Ct, St. Helena
$7,995,000
5 Beds ⋅ 8 Baths ⋅ 326016601 MLS
Located on the cooler western slope of Napa Valley, this stunning vineyard retreat offers the perfect blend of tranquility and luxury. A beloved venue for family weddings and exclusive events, it has attracted notable guests, including famous golfers Arnold Palmer and Billy Casper who were entertained there during Transamerica Golf Tournaments at Silverado in the 1980s and 1990s. Spanning 15.44 +/- acres across two legal parcels, the contemporary country compound is framed by breathtaking views of its 6.44 +/- acre terraced Cabernet Sauvignon and Sauvignon Blanc vineyard and to the Vaca Mountains beyond. The main residence features four bedroom suites, a spacious kitchen with sitting and casual dining areas, and a great room with cathedral ceiling and wood-burning fireplace. French doors throughout offer strong indoor-outdoor flow. The charming guest house, created from the property's original stone cottage, features an en-suite bedroom with a separate entrance, a game room with a striking stone wall interior, an attached bath, plus additional spaces providing options for versatile living. Other features include a 45-foot-long pool, spa, 5000 +/- sq ft deck, an expansive lawn, pond, tennis court, barn, mature landscaping, and a seasonal creek.

1626 Whitehall Ln, St. Helena
$2,195,000
3 Beds ⋅ 3 Baths ⋅ 326007119 MLS
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.

201 Silverado Trl N, St. Helena