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$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
$950,000
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
Rare opportunity to own a newly constructed custom masterpiece on 3.2 acres in prestigious Madrona Ranch. This architectural gem seamlessly blends contemporary sophistication with Wine Country elegance, featuring soaring ceilings and cathedral wood coffered details framing sweeping views of acclaimed Newton Vineyard. A private drive winds through scenic western hills lined with handcrafted stone walls, the property's own hobby cabernet vineyard, and olive grove. Inside, light-filled spaces showcase custom millwork, warm natural textures, and uncompromising attention to detail. The primary suite transcends luxury with floor-to-ceiling vineyard views and spa-inspired bath, while three additional en-suite bedrooms, dedicated office, and flexible media space provide refined comfort. The gourmet kitchen is an architectural statementLG Signature appliances, 800-bottle wine room, sous vide range, custom cabinetry, and striking copper hood. Additional highlights include surround sound throughout, solar with backup battery, metal roof, and expansive flex space above four-car garage. Outdoor living includes resort-style pool with limestone decking, custom pizza oven, and professional BBQ. Minutes from renowned downtown St. Helena yet privately positioned within gated Madrona Ranch. 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
$2,395,000
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
$1,975,000
2 Beds ⋅ 2 Baths ⋅ 326033902 MLS
Rare in St. Helena: a newly built home on a lot with mature, established landscaping. This 2 bedroom, 2 bathroom farmhouse spans +/- 2,100 square feet on +/- 0.39 acres and pairs clean architectural lines with genuine craftsmanship throughout. A hand-carved solid wood entry sets the tone; vaulted ceilings and polished concrete floors carry it through the main living space. The kitchen is built for real use and real entertaining: a 48" Forno range, Shaw's farmhouse sink, custom plaster hood, Calacatta marble counters, and an oversized island with breakfast bar seating. French doors lead from the vaulted primary suite straight to the pool terrace. Both bathrooms are finished with the same care, including a curbless stone shower with brass rain fixture and marble surfaces. A +/- 600 square foot loft above the garage provides flexible space for an office, studio, or guest use. The backyard functions as a private retreat: a newly built pool and spa with stone coping, a shaded upper deck, and a chef's garden with mature fruit trees and flagstone paths already established, not planted and waiting to grow in. Radiant heat floors, a full laundry room, and an oversized finished garage round out the offering. A new home that reads like it's already been lived in and loved.

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
$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
$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
$999,000
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
$3,200,000
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
$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
$4,950,000
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
$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