St. Helena Real Estate

St. Helena Real Estate

Welcome to St. Helena, a charming gem nestled in the heart of Napa Valley, California. Known for its picturesque landscapes and world-renowned vineyards, St. Helena offers an idyllic blend of small-town charm and sophisticated elegance. With its rich history dating back to the mid-1800s, this vibrant city has evolved into a premier destination for wine enthusiasts, food lovers, and those seeking a serene lifestyle amidst stunning natural beauty.

St. Helena is surrounded by rolling hills and lush vineyards, providing a breathtaking backdrop for outdoor activities. Whether you’re exploring the scenic hiking trails or enjoying a leisurely bike ride through the vineyards, the area's natural beauty is sure to captivate you. The city is also home to a vibrant downtown area, where boutique shops, art galleries, and gourmet restaurants await. Indulge your palate at one of the many acclaimed eateries, or sip on exquisite wines at the numerous tasting rooms that showcase the best of Napa Valley’s offerings.

In addition to its culinary and oenological delights, St. Helena boasts a strong sense of community and a plethora of cultural events throughout the year. From farmers' markets to art festivals, there’s always something happening in this lively town. The friendly residents and welcoming atmosphere make it easy to feel at home.

Whether you’re looking to invest in a stunning vineyard estate, a cozy cottage, or a modern family home, St. Helena offers a diverse range of real estate options. Discover the enchanting lifestyle that awaits you in this beautiful Napa Valley city, where every day feels like a vacation amidst the vines.

Newest Listings in St. Helena

$1,995,000
2 Beds ⋅ 3 Baths ⋅ 326076278 MLS
Welcome to Community Hall Lane in the Deer Park foothills of St Helena, this Napa Farmhouse 2 bedroom, 2.5 bath home delivers indoor-outdoor wine country living at its finest. Spectacular valley views set the tone the moment you arrive, and the location speaks for itself: just minutes from the wineries lining Silverado Trail and the heart of downtown St Helena. This home offers upgrades galore, anchored by over $350,000 in hardscape and landscape work that adds approximately 4,000 square feet extra of outdoor living and entertainment space, designed for a truly seamless indoor-outdoor feel. When the Kitchen/dining room doors open fully to the exterior, it truly blurs the line between inside and out, while three gas fire pits, integrated interior/exterior speakers, a spa, and a custom structure with bed swing set the stage for effortless year round entertaining. Inside, thoughtful details continue with heated bathroom floors, butcher block counters, stainless steel appliances, electric skylights, and a whole-house vacuum system, among other touches. The single car garage has been beautifully converted into a home office featuring new wood laminate flooring, a mini split A/C unit, and canned lighting, ideal for remote work with a view that rivals any office in wine country. The two-car garage is impressive in its own way, finished with polyaspartic flooring, custom metal cabinetry, and canned lighting. Some additional upgrades include; the home is prepped for a car charger/generator system, an engineered septic system with WiFi alarm monitoring, a metal roof, a gas line already done for a outdoor kitchen, and an extended driveway that can accommodates a boat or RV, or potential for an ADU addition. Finished with concrete, pavers, and turf throughout the grounds, this property delivers wine country living built for both grand entertaining and everyday ease, all just moments from downtown St Helena

562 Community Hall Ln, St. Helena
$1,050,000
4 Beds ⋅ 326073226 MLS
Westside St. Helena Opportunity! Ready for your next chapter in Wine Country? This spacious 2,860 sq. ft., 4-bedroom, 3-bath home on St. Helena's coveted westside offers an exceptional opportunity to create your own Wine Country retreat. Freshly painted and filled with potential, 1925 is a clean canvas ready for your vision. With generous living spaces, four bedrooms, and three baths, there's room to reimagine the home for modern living. Ideally situated on St. Helena's westside, this is a rare chance to transform a well-sized property into the retreat you've been dreaming of whether that means a thoughtful renovation, a fresh new design, or simply making the home your own. Bring your vision and make 1925 your next chapter in St. Helena.

1925 Birch Ave, St. Helena
$16,700,000
4 Beds ⋅ 6 Baths ⋅ 326072433 MLS
Tucked into an idyllic private setting between St. Helena and Calistoga, this extraordinary 23.51 +/- acre Napa Valley estate presents an exceptional opportunity to acquire an established vineyard and permitted winery together with a remarkable historic residential compound. Encompassing two legal parcels in the St. Helena AVA, the property brings together a sustainably farmed vineyard, Napa Green certified winery, 5,000 +/- sq ft wine cave, gracious circa-1890 residence, guest house, rustic barn and extraordinary heritage gardens. At the heart of the estate is the 10.97 +/- acre vineyard, planted predominantly to Cabernet Sauvignon with small blocks of Cabernet Franc, Merlot, Malbec, Petit Verdot and Sauvignon Blanc. Recipient of both Fish Friendly Farming environmental certification and Napa Green regenerative vineyard certification, the vineyard reflects a longstanding commitment to thoughtful farming and stewardship of the land. Complementing the vineyard is a Napa Green certified winery permitted for production of up to 10,000 gallons annually. Designed for small-lot winemaking, the approximately 5,000 sq ft underground cave accommodates wine production, barrel and bottle storage, administrative functions and tasting. An additional 1,360 sq ft is permitted as winery area within the property's barn. From the winery motor court, framed by towering palms, a stone pathway leads across the broad front lawn to a residential compound with roots reaching back more than 130 years. Grand oaks, stately palms and heritage plantings frame the 3,360 +/- sq ft home, which blends its origins with the relaxed character of Mediterranean-influenced California architecture. The spectacular gardens preserve the romance of an earlier Napa Valley, with mature trees and historic plantings, a Victorian rose garden encompassing approximately 250 roses, and an extraordinary Lady Banks rose believed to be approximately 150 years old. An exquisitely preserved historic Lord & Burnham greenhouse, the oldest of its kind on the west coast, provides another remarkable connection to the estate's past. An inviting pool and expansive patio with built-in barbecue, charming one-bedroom guest house, wonderful rustic barn with recreation room and indoor car parking, and a 2,880 sq ft storage building complete the offering. Rarely does a Napa Valley property combine this level of residential estate living, with wine making capability, history and natural beauty.

3242 Silverado Trl N, St. Helena
$8,000,000
5 Beds ⋅ 7 Baths ⋅ 326075245 MLS
Architect-designed Spring Mountain estate set down a private lane adjacent to Keenan Vineyard, with panoramic valley and vineyard views from nearly every principal room. Fully renovated from 2003 to 2005, the home combines timeless architecture with exceptional craftsmanship, including custom walnut paneling and hand-finished woodwork throughout. The chef's kitchen features Wolf, Sub-Zero, and Thermador appliances, two dishwashers, generous workspace, a casual dining area, and an adjoining family/TV room for everyday living. The expansive primary suite takes full advantage of the setting with sweeping views, outdoor access, a fireplace, office area, and secret passage to the richly paneled library. A new in-ground pool with hot tub and fire pit creates a private outdoor retreat surrounded by the natural beauty of Spring Mountain. Elsewhere on the property are a paved, full-size tennis court and approximately 1 acre of planted vineyard with room to expand. Additional features include a wine cellar, Savant smart home system, multiple wells, and Culligan water treatment. A rare combination of privacy, architecture, vineyard surroundings, and expansive Napa Valley views, all roughly 10 minutes from downtown St. Helena.

3620 Spring Mountain Rd, St. Helena
$1,900,000
326074667 MLS
This sale can include 204, 232 & 256 Rosebud Lane to be sold together.They are three well-maintained apartment buildings in St. Helena, CA, or they can be sold separately. The purchase price reflects the price of 1 individual Four-plex.The properties consists of two buildings each with four units and one duplex building all 2 story, townhouse-style, totaling ten spacious residences. The units offer a functional layout with a fireplace in the living room, a spacious kitchen with a large island, a laundry room, and a convenient half bath on the main level. Upstairs, you'll find two bedrooms, including a primary suite with a walk-in closet and an ensuite bathroom with double sinks and a walk-in shower. These properties are just moments away from local wineries, dining, and shopping. The units are newer builds (2013) and present a solid investment opportunity in a high-demand area, making them attractive to tenants in one of the most prime locations in Napa Valley.

232 Rosebud Ln, St. Helena
$1,900,000
326074532 MLS
This sale can include 204, 232 & 256 Rosebud Lane to be sold together.They are three well-maintained apartment buildings in St. Helena, CA, or they can be sold separately. The purchase price reflects the price of 1 individual Four-plex. The properties consists of two buildings each with four units and one duplex building all 2 story, townhouse-style, totaling ten spacious residences. The units offer a functional layout with a fireplace in the living room, a spacious kitchen with a large island, a laundry room, and a convenient half bath on the main level. Upstairs, you'll find two bedrooms, including a primary suite with a walk-in closet and an ensuite bathroom with double sinks and a walk-in shower. These properties are just moments away from local wineries, dining, and shopping. The units are newer builds (2013) and present a solid investment opportunity in a high-demand area, making them attractive to tenants in one of the most prime locations in Napa Valley.

204 Rosebud Ln, St. Helena
$3,500,000
4 Beds ⋅ 4 Baths ⋅ 326074649 MLS
Just one block from Main Street in downtown St. Helena, this well-built farmhouse offers privacy, established gardens, and an exceptional in-town setting. Recently refreshed with new interior paint, lighting, a remodeled bathroom, and new front fence, the 3,316 sq ft home features 4 bedrooms, 3.5 bathrooms, high ceilings, crown molding, custom built-ins, abundant natural light, formal living and dining rooms, a separate family room, and attached 2-car garage. Set on 0.35 acres, the beautifully cultivated grounds are a standout, with mature landscaping, a wisteria-draped pergola, expansive deck, built-in BBQ and seating, greenhouse, and tranquil water feature. A private well serves the landscaping, while City water serves the residence. Tesla solar and three backup batteries add efficiency and resilience. A wonderful opportunity for generous indoor-outdoor living just a block from the heart of St. Helena.

1330 Pine St, St. Helena
$19,500,000
6 Beds ⋅ 8 Baths ⋅ 326074851 MLS
A Napa Valley estate of extraordinary scale and beauty. Set on 100 acres with 2 legal parcels just minutes from the Silverado Trail in St. Helena, this remarkable private compound unfolds above Lake Hennessey with sweeping water and vineyard views, exceptional privacy, and an extraordinary collection of residences and amenities. At the heart of the estate is a newly remodeled 8,500 sq. ft. residence, where refined architecture meets relaxed Wine Country living. Four bedrooms, four full and two half baths are complemented by two private offices, a sun-filled solarium dining room, wine cellar, chef's kitchen, and expansive pantry. Venetian plaster walls, floor-to-ceiling Chinkapin oak pocket doors, custom ironwork, walnut hardwood and French limestone floors bring warmth and sophistication throughout. An infinity-edge pool seemingly disappears into the lake beyond, while two detached guest houses approximately 1,000 enjoy their own 60-foot lap pool. Beyond the residences, mature gardens and fountains frame a series of intimate and grand entertaining spaces. A full-size tennis court, bocce court, approximately one acre of coveted Pritchard Hill Cabernet vines, and spectacular Lake Hennessey views complete this one-of-a-kind Napa Valley retreat. Private, timeless and virtually impossible to replicate.

40 Long Ranch Rd, St. Helena
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 326072733 MLS
One of the largest residences in desirable St. Helena Park, this light-filled condominium offers an exceptional combination of space, style, privacy, and convenience. Vaulted ceilings enhance the open-concept living, dining, and kitchen areas, while an expansive enclosed private deck provides an ideal setting for outdoor dining and entertaining. The beautifully remodeled kitchen features an eat-in island and high-end appliances, including a Sub-Zero refrigerator, Wolf range, Viking hood, and farmhouse sink. Recent improvements include smooth-finish walls, updated lighting, and laminate flooring installed throughout the first floor in 2023. The desirable floor plan includes a downstairs primary suite with an ensuite bath, along with two generously sized bedrooms upstairs. An attached two-car garage adds everyday convenience. As an end unit, the home enjoys abundant open and green space, creating a sense of privacy and spaciousness that allows it to live more like a single-family home. Residents also enjoy access to the community pool and spa. Ideally located in close proximity to downtown St. Helena's acclaimed restaurants, shops, and tasting rooms, this beautifully updated home offers easy Wine Country living in one of Napa Valley's most sought-after locations.

1370 Hasty Ct, St. Helena
$2,350,000
3 Beds ⋅ 2 Baths ⋅ 326073157 MLS
Situated on St. Helena's prestigious Westside, 1660 Sylvaner embraces the quintessential Wine Country Lifestyle. Nestled against neighboring vineyards and mature redwoods, the expansive parcel provides a private, serene backdrop for this 2,370 +/- square-foot European-inspired cottage. Custom-built by the current owners in 1984 with updates thru the years, the home reflects an exceptional level of craftsmanship and attention to detail, from its elevated stone terraces and handsome facade to curated artisan-crafted woodwork, open beamed ceilings, and river-rock fireplaces. Expansive French doors and windows bathe the interiors in filtered natural light, while offering a garden view from nearly every room. Gracious entertaining begins at the entry, where a glistening copper bar sets an inviting tone and flows seamlessly outdoors to a series of layered gardens showcasing roses, hydrangeas, ornamental grasses, and fruit trees. Arbor-covered vignettes are framed by mature redwoods, creating intimate spaces for gathering and relaxation, all complemented by tranquil vineyard views.

1660 Sylvaner Ave, St. Helena
$2,195,000
326072736 MLS
Perched on a scenic knoll top overlooking the Napa Valley floor, situated just one minute from Silverado Trail and minutes from downtown St. Helena, this private 8.5-acre view parcel offers a turn-key opportunity for a world-class dream estate. Owners spent over four years to prepare for construction, with full architectural, design and engineering plans for a 3,800 square foot modern farmhouse. Buyer can update the existing plans to make it their own with the potential to be in construction within months vs. years. This is a unique opportunity to significantly accelerate time to occupancy of a custom, luxury Napa Valley estate in a prime view location. The property provides expansive, private open space perfect for a private vineyard or equestrian facilities, all surrounded by world-renowned neighbors like Mending Wall, Reverie, Amulet, and Rombauer.

318 Crystal Springs Rd, St. Helena
$1,995,000
2 Beds ⋅ 2 Baths ⋅ 326059504 MLS
This beautifully reimagined 2-bedroom, 2-bath 1929 California bungalow has been taken down to the studs and thoughtfully transformed for modern wine country living. The renovation seamlessly blends contemporary comfort with the warmth and character of the original home, featuring all-new electrical, plumbing, HVAC, roof, windows, kitchen, and bathrooms, along with a completely redesigned floor plan and extensive new landscaping. Every detail has been considered to create a home that feels fresh, refined, and effortlessly livable, while preserving the charm and proportions that make a classic California bungalow so appealing. A spacious detached garage adds another layer of opportunity, with excellent potential for conversion to an ADU. Whether envisioned as a guest retreat, private office or studio, or income-producing space, it offers valuable flexibility for the future. Ideally situated as a quintessential St. Helena pied--terre, the home is just a couple of blocks from Main Street and the best of the town's celebrated restaurants, coffee shops, boutique shopping, and the beloved Cameo Cinema. With wine country at your doorstep and a thoughtfully renovated home to return to, this is an exceptional opportunity to enjoy St. Helena at its best.

1541 Adams St, St. Helena
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