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$5,999,000
5 Beds ⋅ 5 Baths ⋅ 326057897 MLS
Summer splash pad! Let's party! In the heart of St. Helena, Newly built modern retreat pairs fine design with effortless living. 3,800 SF main residence and ADU! Beautifully landscaped in-town lot. With 5 bedrooms and 5 baths, the home showcases white oak cabinetry and floors, 11-foot ceilings, and bespoke finishes throughout.Sweeping sliding glass wall opens the great room to a beautiful outdoor setting with a 38' x 20' pool and spa an outdoor kitchen and fire pit. The primary suite offers a private terrace with Mayacama Mountain views, a spa-inspired bath, and huge walk-in closet. Complete with a flexible office or gym and a fully appointed ADU, this is a rare St. Helena offering for those who want modern style, indoor-outdoor ease, and only blocks from fine dining and fab shopping!

1547 Allyn Ave, St. Helena
$12,000,000
4 Beds ⋅ 8 Baths ⋅ 326049692 MLS
Set on approximately 14 acres near Joseph Phelps Winery, 480 Taplin Road is a Cape Cod-inspired estate designed for entertaining and multi-generational living. The main residence, detached carriage and pool houses provide 7,900 sq ft of conditioned space surrounding a heritage black oak. Interiors showcase wide‑plank floors, a sunken living room with fireplace, formal dining room, a chef's kitchen with marble counters, Thermador range and Sub‑Zero appliances, and a primary suite with dual closets and spa bath. A residential elevator serves all levels, including a 4,700‑bottle wine cellar, and an upstairs bonus room with an en suite guest room and two offices (one currently staged as a bedroom). The carriage house offers two en‑suite bedrooms and a kitchenette; the pool pavilion features a full kitchen, changing room, outdoor shower, and half bath beside a heated infinity‑edge pool and spa. Fruit trees, gardens, multiple terraces, bocce court, solar, two wells and extensive infrastructure complete the offering. This is a Napa Valley retreat that gracefully balances comfort, elegance and resort‑style amenities, just eight minutes from downtown St. Helena.

480 Taplin Rd, St. Helena
$3,595,000
4 Beds ⋅ 5 Baths ⋅ 326054526 MLS
Tucked away on an exceptionally rare 0.48 +/- acre parcel in St. Helena's coveted westside, this gracious property offers the privacy, scale, and indoor-outdoor lifestyle more commonly found on country properties, yet just moments from the restaurants, shops, and wineries of downtown. Rebuilt in 1987 and thoughtfully updated over time, the property centers around a beautifully proportioned single-level residence where classic design, abundant natural light, and inviting living spaces create an atmosphere of effortless comfort. Formal living and dining rooms are complemented by a spacious family room and open kitchen, while French doors throughout the home create a seamless connection to the spectacular outdoor setting. The grounds are the true centerpiece of the property. Broad terraces, an expansive lawn, and mature gardens surround an impressive 60-foot heated lap pool and separate spa, creating a private resort-like environment ideal for both entertaining and everyday enjoyment. A trellis-covered dining pavilion, built-in barbecue, and charming poolside recreation room provide exceptional venues for gatherings that effortlessly spill outdoors. The generous primary suite opens directly to the gardens and pool, creating a tranquil retreat, while two additional guest bedrooms provide comfortable accommodations within the main residence. Above the detached garage, a separate guest house offers ideal overflow accommodations for family and friends, a private office, or creative studio. Additional amenities include a temperature-controlled wine room, abundant built-in storage, a two-car garage, and ample off-street parking. Rarely does a property offer this combination of privacy, outdoor living, guest accommodations, and expansive grounds in one of St. Helena's most sought-after in-town neighborhoods. A true westside oasis designed for relaxed Napa Valley living.

1615 Scott St, St. Helena
$1,495,000
3 Beds ⋅ 4 Baths ⋅ 326054350 MLS
Country charm meets contemporary comfort on over an acre of natural Napa Valley beauty in St. Helena's bucolic Deer Park community. Designed for effortless indoor-outdoor living, this expansive single-story residence offers more than 3,000 square feet of flexible living space with multiple areas for entertaining friends, unwinding after a long day, or soaking in the peaceful surroundings. Officially configured as a 2 bedroom, 3 bathroom home, the versatile floor plan includes a generous flex space that easily functions as a spacious primary suite, home office, creative studio, or guest retreat. Thoughtfully designed for the way people live today, the property offers plenty of opportunities for work-from-home employment, multigenerational living and hosting guests. Adding to its exceptional versatility is an attached one bedroom ADU featuring a private entrance with a full kitchen, living room, laundry and bathroom. This is ideal for extended family, guests, caregivers, or to generate rental income. Just minutes from top-rated schools, downtown St. Helena, renowned restaurants, world-class wineries, and all that Napa Valley has to offer, this property blends flexibility and convenience with the relaxed wine country lifestyle.

750 Deer Park Rd, St. Helena
$1,295,000
2 Beds ⋅ 2 Baths ⋅ 326053901 MLS
Cross a charming bridge and arrive at this private retreat in the heart of St. Helena. Set on approximately 1.7 acres of peaceful, park-like grounds, this beautifully updated single-level home offers a rare blend of tranquility, vineyard views and convenience in Napa Valley. Filled with natural light, the two-bedroom, two-bath residence features expansive windows and three sets of French sliders that create seamless indoor-outdoor living while framing serene landscape views. The spacious primary suite serves as a true sanctuary, complete with a bright, refreshed ensuite bath and a generous walk-in shower. Hardwood floors run throughout, while a wood-burning fireplace anchors the living space, creating a warm and inviting atmosphere. Each room feels effortlessly connected to the outdoors. The grounds are equally captivating, with a seasonal creek providing a soothing backdrop and a mixed orchard offering a variety of fruit trees. A fenced garden with raised beds and native stone accents invites your next gardening venture. The property is supported by a strong well producing over 50 GPM of crystal-clear water. Enjoy the privacy of a country setting just minutes from Main Street St. Helena, where world-class dining, shopping, and wine country charm await.

471 Crystal Springs Rd, St. Helena
$1,975,000
4 Beds ⋅ 4 Baths ⋅ 326052631 MLS
Welcome to a different side of Napa Valley where horses roam, sunsets linger, and life moves at a gentler pace. This distinctive ranch property is set amidst the rolling hills of Pope Valley on approximately 12.8 acres yet offers a coveted St. Helena address. Neighboring vineyards and mature trees create a picturesque backdrop, while the land itself evokes a simpler era reminiscent of Napa Valley before tasting rooms and crowds transformed the countryside. Anchored by a 2,682 square-foot two-story ranch home, the property includes guest quarters overlooking the pool, the quintessential red barn with five stalls plus a hayloft, and a seasonal pond winding through the landscape. The main residence offers four generously proportioned bedrooms and four baths, including a ground-floor primary suite. Hardwood flooring and a wood-burning brick fireplace set the tone for the home's inviting great room, where rustic character meets modern updates. At its heart is a spacious kitchen with a granite-topped island. Features include custom cabinetry including detailed crown molding, dual sinks, and views overlooking the pool. Open to the family and dining areas, this kitchen is designed to bring family and friends together. French doors open to an inviting outdoor entertaining area overlooking the pool and pond. An outdoor kitchen has been updated beyond any cowboy's dream with fully integrated stainless-steel appliances, grills, and drawers, set into a brick backdrop for an authentic look. Adding to the property's character, a collection of outbuildings gathered beneath the shade of a vintage tin windmill recalling the spirit of an old western town. Stroll along this historic enclave to discover the guest quarters, workshop, henhouse, and fully equipped tack room complete with hitching post. While portions of the property retain the charm of another era, they offer opportunity for those who appreciate authenticity and the chance to make a property their own. Although the setting feels wonderfully removed from the bustle of everyday life, the ranch is just a picturesque drive from Napa Valley's celebrated restaurants and wineries. This ranch property offers a glimpse of California ranch living as it once waswhere the spirit of the Old West endures.

St. Helena
$3,500,000
4 Beds ⋅ 3 Baths ⋅ 326047017 MLS
Few properties stop you in your tracks. This one does. Perched on nine private acres in the heart of Napa Valley, the estate looks out over a sweeping, unobstructed down-valley panorama the kind of view that makes you understand why people fall in love with this place. A four-bedroom, three-bathroom main residence, a guest house, and a swimming pool complete the setting. What makes this property rare, beyond the view, is the land itself. Spread across three legal parcels, it offers potential pending county approval--of a lot line adjustment resulting in one or perhaps two additional building sites--making it ideal for a family compound! For the right buyer, this is more than a remarkable place to live. It is a generational hold. Land like this rarely comes on the market

3393 Saint Helena Hwy N, St. Helena
$1,600,000
2 Beds ⋅ 2 Baths ⋅ 326050634 MLS
Set on a 1.14 acre parcel along the Napa River with riverside views and rolling hillside vistas, this exquisitely curated turnkey income-producing retreat blends organic textures, refined finishes, and indoor-outdoor harmony. Just a short mile to downtown St. Helena and tucked at the end of a private driveway, the fully furnished main residence features a seamless open-concept layout, grounded by engineered French oak floors and smooth plaster walls. The living room, with vaulted ceilings and a walnut fan, centers around a gas-start fireplace and a custom designed modular sofa. A formal dining area under a wrought iron chandelier opens to a spacious entertaining deck, while the chef's kitchen pairs French lime-plaster countertops with top-tier appliances, brass accents, and a generous island with seating for five. The two en suite bedrooms offer custom designed beds, propeller fans, and spa-inspired limestone bathrooms with Kohler fixtures. Outdoors, enjoy a private entertainer's haven with an oversized patio, hot tub, beautifully landscaped entry leading to sitting areas covered with coconut fiber sunshades, firepit, dining and lounge zones, a water feature, and a small olive grove with established trees. This home exudes warmth and relaxation and an ideal investment property.

691 Silverado Trl S, St. Helena
$870,000
2 Beds ⋅ 2 Baths ⋅ 326049861 MLS
Tucked away in a serene St. Helena setting, this inviting residence blends timeless charm with comfortable elegance. A welcoming wraparound porch sets the tone for relaxed wine country living, while soaring ceilings create a dramatic sense of space upon entering the great room. Anchored by a striking fireplace, the expansive living area serves as the heart of the home, ideal for both everyday living and entertaining. The thoughtfully designed kitchen features a generous center island, granite countertops, and updated cabinetry, offering both style and functionality for the culinary enthusiast. A short hallway leads to two well-appointed bedrooms, including an impressive primary suite with a spacious sitting area, walk-in closet, and a tranquil retreat-like atmosphere. Just off the dining area, a versatile room provides the perfect space for a home office, library, or creative studio. Completing the property is an attached two-car garage and additional driveway parking for guests. Conveniently located just minutes from downtown St. Helena, enjoy easy access to renowned restaurants, boutique shopping, wineries, and the exceptional lifestyle that defines Napa Valley living.

109 Rose Ln, St. Helena
$1,139,000
3 Beds ⋅ 2 Baths ⋅ 326049710 MLS
Nestled in the heart of St. Helena and bordering picturesque vineyard views, this charming single-story residence offers the relaxed lifestyle that defines quintessential Wine Country living. Set on a generous lot, the home features beautiful wood flooring, three comfortable bedrooms, and two full bathrooms designed for easy everyday living. The light-filled kitchen showcases granite countertops and enjoys lovely views of the neighboring vines, creating a welcoming space for cooking and gathering. The primary suite also captures the beauty of the surrounding vineyard landscape, providing a peaceful retreat at the end of the day. French doors off the dining area open seamlessly to the private backyard, inviting indoor-outdoor living and entertaining. Whether enjoying a quiet morning coffee, hosting friends, or dining al fresco under the stars, the outdoor space is perfectly suited to enjoy the relaxed California wine country lifestyle. Ideally located, the property offers easy access to downtown St. Helena's boutiques, restaurants, and tasting rooms, as well as nearby Crane Park. Enjoy scenic walks or bike rides through vineyard-lined paths right from your doorstep. Additional highlights include mature fruit trees, a spacious yard, and an attached two-car garage. Combining comfort, convenience, and the beauty of its vineyard setting, this home presents a wonderful opportunity to experience the charm of St. Helena living in the Wine Country.

1121 Valley View St, St. Helena
$100,000,000
14 Beds ⋅ 10 Baths ⋅ 326048295 MLS
Once in a lifetime, an opportunity emerges that transcends the ordinary definition of real estate. Glendale Ranch, a property spanning over 2,000 acres just 3 miles from Main Street, St. Helena, is one of Napa Valley's last great private estates, a self-contained world of rolling oak woodlands, ancient Douglas fir forests, cascading waterways, and heritage vineyards that have produced legendary Napa wine for over a century. Glendale offers absolute seclusion and world-class accessibility. A sanctuary that has sheltered visionary stewards from the Younts to the Rutherfords. Astounding ecological diversity rivals any protected parkland in the region, making Glendale one of the most biodiverse private landholdings remaining in the Napa Valley. At the center of it all is the historic White House, built in the 1880s, perched atop a grassy knoll with soaring ceilings, wrap-around porches, and timeless grandeur. Three additional homes across 17 parcels make this an extraordinary opportunity for a private family compound. Water is among Glendale's most extraordinary assets. A 7-acre private lake, ponds, wells, and the year-round Conn Creek with secured water rights collectively form one of the most robust water systems in Napa. Infrastructure, from 1.5 miles of paved roads to 5.5 miles of improved dirt roads and an extensive network of utilities and water, offers countless possibilities bound only by imagination. You are invited to become the next steward of Napa Valley's largest and most irreplaceable estate.

750 Conn Valley Rd, St. Helena
$5,295,000
4 Beds ⋅ 6 Baths ⋅ 326047202 MLS
A 1910 Edwardian on the west side of St. Helena, two blocks from Main Street, remodeled with period appropriate restraint. Four bedrooms, a wrap-around porch, private pool and spa area and a separate guest apartment with private entrance. The income entitlement is what makes it singular. A buyer acquires a residence and a working hospitality asset on the same deed. Few in-town properties offer the option to live, host, or earn, and fewer still let an owner choose between them year to year. The property introduces itself with a meticulously landscaped front yard, greeting the guest with the vibrancy and color of roses, the structure of manicured hedges and the aromas of several fruit trees. A formal staircase leads to the wraparound porch landing, into the main level, which has been thoughtfully renovated to integrate 1910 sophistication with contemporary comforts. Two ensuite bedrooms, an additional powder room, a chef kitchen and living room/dining room combo sit on this level. Through an internal staircase, the descent to the floor level brings access to the bottom bedroom suites, a large sliding door leading to the private pool area and a second kitchen. It is uncommon for a single address to accommodate so many ways of living. A family home or a quiet investment held for the season, all within two blocks of Main Street, and all at the owner's discretion.

1417 Kearney St, St. Helena
$2,485,000
5 Beds ⋅ 4 Baths ⋅ 326047527 MLS
Tucked away on a quiet cul-de-sac in downtown St. Helena, this expansive 5-bedroom, 3.5-bathroom residence offers 3,093 sq. ft. of thoughtfully designed living on a generous 0.26 acre parcel. High ceilings and refined crown molding create an elevated sense of space, while multiple living areas provide flexibility for both everyday living and entertaining. The remodeled kitchen is a true centerpiece, featuring an oversized island, Thermador stainless steel appliances, and a distinctive cement floor with wood inlay. It opens seamlessly to an inviting eat-in area and adjacent family room with a gas fireplace framed by a striking stone surround. A separate living room offers an additional gathering space, complete with its own gas fireplace. The primary suite is a private retreat with hardwood floors, plantation shutters, and dual walk-in closets. Outdoors, the property transforms into an entertainer's haven with a pool and spa, built-in stone surround, pergola-covered lounge areas, and an outdoor shower. An automatic gate provides privacy, while the converted garagenow a stylish party barn with a separate bedroomadds versatility for guests, recreation, or creative use. The discerning buyer will appreciate this well-appointed home, ideally located just moments from the charm of downtown St. Helena.

1120 Paulson Ct, St. Helena
$1,400,000
3 Beds ⋅ 3 Baths ⋅ 326045587 MLS
Beautifully reimagined from top to bottom, this 3-bedroom, 2.5-bath St. Helena home delivers the ease and aesthetic of wine country living in a sought-after in-town location. Thoughtfully renovated with high-design intent, the +/- 1,351 sq ft two-story residence is move-in ready with an extensive list of upgrades throughout. The open main level flows from a soaring living room anchored by a custom-designed fireplace, new oak hardwood floors, and vaulted ceilings through the remodeled kitchen and into a sun-drenched dining area. The kitchen features new cabinetry, new appliances, and subway tile, while steel French Dutch-style doors by Steelworks dissolve the boundary between indoors and the pergola-covered back deck an idyllic setting for al fresco dining beneath string lights and mature canopy. The home has been comprehensively updated: new roof and gutters, Tesla Powerwall and car charger, motorized shades, custom linen drapery throughout, all-new solid wood doors and trim, and updated lighting. The primary suite captures new western hills views through a thoughtfully placed window and new custom curtains. A mature landscaped front yard anchored by a striking purple-leaf plum tree, a water-wise back garden with agave and native plantings, and a Tesla energy system complete the picture.

849 Signorelli Circle, St, 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
$2,100,000
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