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

811 Saint Helena Hwy S Unit #203, St. Helena
$650,000
326088864 MLS
This second floor corner office condo is perfectly sized to comfortably accommodate 3 to 6 people. The corner location is enhanced by amazing natural light and tremendous views of V. Sattui Winery and property. This small sized office is rarely available for purchase. Whether you're upsizing or downsizing this space is a professional and convenient upvalley option for your business.

811 Saint Helena Hwy S Unit #203, St. Helena
1336 Oak Ave, St. Helena
$3,100,000
326089369 MLS
A unique Mixed-use commercial property, located just one block off Main Street in downtown St. Helena. The property offers two (2) street-front retail suites plus three (3) additional commercial suites, currently configured for office use. Each suite includes a full bathroom and separate HVAC system. Property also includes 16 total on-site parking spaces. Great potential with flexibility for owner-user or investment as an income producing asset. New Roof completed in 2024.

1336 Oak Ave, St. Helena
270 Pratt Ave, St. Helena
$2,550,000
4 Beds ⋅ 3 Baths ⋅ 326087654 MLS
A single-story mid-century ranch home on nearly half an acre, a short distance from Meadowood and the heart of St. Helena. Rebuilt from the studs up in 2024, this 2,077 sq ft home has four bedrooms, three baths, and a flat, fenced yard. Inside, the open great room flows into a chef-friendly kitchen, where oversized glass doors slide back to expansive decks for easy indoor-outdoor living. Bathrooms feel boutique-hotel polished, with Restoration Hardware vanities and Waterworks tile. The primary retreat has its own deck, a walk-in closet, and a bath with double sinks and heated floors, plus an outdoor shower tucked away for total privacy. The generous lot leaves room to dream: add a pool, a guesthouse, a home gym, or a studio. Then step out and enjoy the newly extended Vine Trail, world-class wineries, acclaimed restaurants, and charming boutiques, all close by.

270 Pratt Ave, St. Helena
481 Crystal Springs Rd, St. Helena
$2,950,000
3 Beds ⋅ 3 Baths ⋅ 326087724 MLS
Set on approximately +/-1.9 acres of beautifully landscaped grounds, this serene St. Helena retreat offers an exceptional sense of privacy and understated wine-country sophistication. Mature oaks, a wooded hillside, and lush gardens create a secluded, park-like setting designed for effortless indoor-outdoor living. Inside, vaulted ceilings, exposed beams, and expansive windows fill the single-level residence with natural light while framing peaceful views of the surrounding landscape. At the heart of the home, an open great room with a striking stacked-stone fireplace flows seamlessly into a beautifully appointed kitchen, where a generous island creates a natural gathering place for entertaining. Two ensuite bedrooms include a tranquil primary suite with direct access to the deck, a walk-in closet, and a spa-inspired bath. Outdoors, an expansive deck with a gazebo, wooden hot tub, fire table, and dining areas provides a private setting for relaxed afternoons and intimate gatherings. Garden paths and wooden footbridges wind through the grounds, connecting the lawn, planted beds, and a separate fire-pit area beneath the trees. A detached two-story barn with a gym, flexible ground-floor space, and finished loft completes this distinctive and exceptionally private St. Helena retreat.

481 Crystal Springs Rd, St. Helena
1262 Allyn Ave, St. Helena
$2,950,000
4 Beds ⋅ 3 Baths ⋅ 326084432 MLS
Two-home West Side compound on 0.30 acres, located a short distance to St. Helena's downtown restaurants and shops. The Front house offers 1,8538 sq. ft with 2 bedrooms and 2 baths, oak flooring, gorgeous chefs kitchen with custom made Walnut topped center island with bar seating. The Kitchen opens up to back deck with built in seating for seamless indoor/outdoor floor. The detached 1669 sq. ft rear house adds two additional sleeping quarters and 3rd bath. Originally a print shop. The house was redone to honor the period and details like polished concrete floors, custom doors and large sewing/craft'' room exemplify its charm and character. Ample room for pool and potential conversion of huge attic.

1262 Allyn Ave, St. Helena
1357 Magnolia Ave, St. Helena
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 326084641 MLS
Beautifully appointed and move-in ready, this inviting St. Helena residence offers an exceptional combination of style, comfort, and proximity to town. The thoughtfully designed floor plan features three spacious bedrooms, including one currently configured as a sophisticated home office with built-in shelves. Filled with natural light, the open-concept kitchen serves as the heart of the home, flowing seamlessly into the living and dining areas and creating an ideal setting for everyday living and effortless entertaining. Designed for gathering, the home invites family and friends to enjoy memorable dinners and relaxed entertaining in true Napa Valley style. Numerous upgrades enhance the property throughout, including updated cabinetry, appliances, lighting, flooring, and more. A welcoming front porch provides the perfect setting for evening cocktails, while the spacious backyard offers ample room for outdoor dining, entertaining, or simply relaxing in the Napa Valley sunshine. Ideally located close to downtown St. Helena and walking distance to The Harvest Inn, this beautifully updated home presents a wonderful opportunity to enjoy turnkey living in one of Napa Valley's most desirable communities.

1357 Magnolia Ave, St. Helena
1291 Rockland Dr, St. Helena
$2,195,000
3 Beds ⋅ 3 Baths ⋅ 326084434 MLS
Exceptional Napa Valley Estate | Panoramic Views | Approved Plans Offered Separately | A rare opportunity to create a truly exceptional Napa Valley estate. Perched above the valley floor, this private hillside property commands sweeping panoramic views of vineyards, rolling hills, and the valley beyond. The approximately 2,800-square-foot existing residence offers immediate enjoyment, while optional paid, permit-approved plans provide a remarkable opportunity to realize an approximately 3,800-square-foot modern architectural estate. Over a year of planning, architectural design, engineering, and coordination with Napa County has been completed by the current owners, offering a significant head start for the next steward of this extraordinary property. Established infrastructure includes a holding tank, pool, septic, power, and new 65 GPM well, Expansive grounds offer potential for vineyard, orchard, or other agricultural pursuits, surrounded by mature natural beauty and exceptional privacy. Ideally located just minutes from downtown St. Helena, renowned dining, wineries, tasting rooms, and the best of Napa Valley. A distinctive legacy property with the rare combination of panoramic views, privacy, substantial infrastructure, an existing residence, and an approved vision for a spectacular modern estate.

1291 Rockland Dr, St. Helena
1910 Silverado Trl N, St. Helena
$500,000
326083698 MLS
Set on 1.14 acres on the desirable east side of St. Helena, this exceptional property offers a rare opportunity to create a private Napa Valley retreat just four minutes from downtown. Sweeping mountain views frame a gently sloping hillside vineyard complemented by mature olive trees, creating an idyllic country setting with easy access to town. A gated entry and paved driveway lead to the ready-to-build site, enhanced by beautiful stone walls, a charming rock staircase and a wood pergola that provides a natural gathering place while taking in the surrounding views. City water is on site. Plans for a residence are available and currently in the process of being finalized with Napa County, offering a significant head start toward realizing your vision. A unique opportunity to build a custom home in one of St. Helena's most sought-after settings.

1910 Silverado Trl N, St. Helena
1500 Voorhees Circle, St, St. Helena
$895,000
2 Beds ⋅ 2 Baths ⋅ 326074165 MLS
Ideally located on the coveted west side of St. Helena, this beautifully updated two-story residence offers a wonderful blend of comfort, style, and privacy. The 2-bedroom, 2-bath home features 1254 sq. f.t of living with a remodeled modern kitchen, hardwood floors, and a light-filled living room with vaulted ceilings and a fireplace. The remodeled primary bathroom adds a fresh, contemporary touch, while a versatile space above the garage provides excellent room for an office, studio, or guest area. Outside, the private fenced backyard offers a peaceful setting for relaxing or entertaining. Residents also enjoy access to a pool and spa maintained by the HOA.

1500 Voorhees Circle, St, St. Helena
258 Via Monte Rd, St. Helena
$2,995,000
3 Beds ⋅ 3 Baths ⋅ 326076111 MLS
Tucked quietly into the hills just minutes from Meadowood and downtown St. Helena, 258 Via Monte captures a quintessential Wine Country way of life private, relaxed and distinctly Napa Valley. There is an understated sense of Americana here: mature trees, established gardens, flowering rose bushes and lemon trees surrounding a beautifully renovated residence designed to live effortlessly between indoors and out. French doors open the light-filled interiors to terraces, gardens and sweeping views across the valley and western hills. The three-bedroom, three-bath home offers approximately 2,210 square feet of warm, inviting living space, including an open kitchen and great room and a wood-paneled media room that provides a more intimate place to gather. Outside, the property unfolds as its own private retreat. A pool and spa sit among the gardens, complemented by an approximately 167 square foot pool house and a charming screened-in porch made for long lunches, summer evenings and quiet mornings overlooking the landscape. Terraced pathways meander through the grounds, creating intimate garden moments and a wonderful sense of discovery throughout the property. An oversized garage adds a layer of versatility. Generous enough for vehicles, storage and equipment, the space also lends itself beautifully to a polished home gym, studio or workshop, with the scale and ceiling height to create something far beyond a traditional garage. Peaceful and secluded without feeling remote, Via Monte offers the increasingly rare luxury of being tucked away while remaining moments from Meadowood, world-class wineries and the restaurants, boutiques and everyday rhythm of St. Helena. A timeless Napa Valley retreat. Gardens, pool, porches and all rooted in the quiet sophistication of Wine Country living.

258 Via Monte Rd, St. Helena
3486 St Helena Hwy, St. Helena
$5,500,000
4 Beds ⋅ 3 Baths ⋅ 326058854 MLS
In northern Napa Valley, where the valley floor meets the mountains, this extraordinary setting feels almost entirely its own. Vineyards stretch in every direction, creating a seamless agricultural landscape, while the Vaca Mountains, Mt. St. Helena, and the Mayacamas rise beyond. From the property, all three mountain ranges unfold in a spectacular panorama - a particularly rare perspective in Napa Valley. At the heart of this landscape is a timeless single-story residence of approximately 3,467 +/- square feet, designed by acclaimed Napa Valley architect Andrew Batey. The four-bedroom home centers around a dramatic 32' x 35' great room with vaulted open-beam ceilings, where living, dining, sitting, kitchen, and library spaces come together around a grand wood-burning fireplace with impressive stone surround. The private primary wing is a peaceful retreat, with a fireplace, beautiful views, and doors opening to an outdoor dining patio and rose garden. A private guest wing features three bedrooms, two baths, and an office, all with vineyard views. Each bedroom connects directly to a bath: two share a Jack-and-Jill bath, while the third adjoins a second bath that also serves as a powder room from the hall. The southwest bedroom and office enjoy direct access to a private patio overlooking gardens and intimate seating areas, creating a peaceful extension of the home into the landscape. A detached two-car garage sits nearby. Approximately 10.26 +/- acres are planted to Cabernet Sauvignon and Zinfandel, further immersing the residence in the vineyard landscape. Buyers have two flexible options for the vineyard: purchase the property with the vineyard leased back to the seller, allowing for ownership without the responsibility of vineyard operations, or purchase at a higher offering price with full control and ownership of the vineyard. The 11.45 +/- acre parcel is being created from a 55-acre ranch through a lot line adjustment application submitted to Napa County, with approval anticipated in early November. Rarely does a Napa Valley property bring together this combination of distinguished architecture, complete immersion in vineyards, expansive mountain views, and the quiet beauty of country living.

3486 St Helena Hwy, St. Helena
960 Conn Valley Rd, St. Helena
$35,000,000
3 Beds ⋅ 7 Baths ⋅ 326072458 MLS
La Herradura Ranch spans 151 acres in St. Helena's Conn Valley, bringing together historic architecture, modern living, vineyard, water, and exceptional infrastructure just four miles from downtown. At the center is a restored 1887 stone winery, now an extraordinary 5,424 sq. ft. gathering space with a grand fireplace, expansive glass doors, catering kitchen, and adjoining lawns. The 2,465 sq. ft. main residence, newly completed in 2024 and designed by Sasha Janev, offers 3 bedrooms, 3 baths, and seamless indoor-outdoor living. Additional structures include: 1,390 sq. ft. dwelling; 980 sq. ft. cottage; 438 sq. ft. lake house; 3,542 sq. ft. horse barn, and additional agricultural buildings. Also benefiting the ranch is a 105 acre-foot private lake used for swimming, fishing, and boating; 25.91 acres of vineyard planted in 2020 to Cabernet Sauvignon, Cabernet Franc, and Sauvignon Blanc; and approximately 47.4 of additional plantable acres. Two access points, wells, lake-fed irrigation and frost protection, underground utilities, generators, updated septic systems, roads, and trails support and enhance the property. Additionally, the property currently has standard homeowner's insurance making this a rare Napa Valley holding where land, water, history, and possibility come together.

960 Conn Valley Rd, St. Helena
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