St Helena CA Real Estate & Homes for Sale

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Beds:
6
Baths:
8.00
Sq.Ft.:
10,700
Status:
Active
MLS#:
326004097
Type:
Single Family
Lot size:
40.66 Acres
Year built:
2003
Courtesy: Sotheby's International Realty Ginger Martin 415-516-3939
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ADDITIONAL INFORMATION

Prepare to be dazzled. Only minutes from the Silverado Trail in St. Helena, this extraordinary 40 acre landscaped compound captures sweeping views over Lake Hennessey. The estate includes an 8,500 sq. ft. main residence and 2 detached guest houses of 1,000 and 1,200 sq. ft. offering the ultimate in privacy and flexibility. Recently remodeled by Hurley Hafen, the 4-bedroom, 4 full baths and 2 half-bath the main residence is a beautifully designed. Highlights include an infinity-edge pool overlooking the lake, Venetian plaster walls, floor-to-ceiling oak pocket doors, custom ironwork doors and windows, walnut hardwood and French limestone floors, 2 offices, a wine cellar, a chef's kitchen, with new catering kitchen. The grounds are equally compelling, featuring multiple pools including a stunning 60-foot lap pool at the guest houses, mature gardens, approximately one acre of Pritchard Hill Cabernet vines, expansive entertaining areas, a full-size tennis court, bocce court, fountains, and panoramic lake views throughout. An adjacent 60 acre parcel with 11 plantable acres is available separately for $3.5M, or both parcels may be acquired together for $21.5M, reflecting a $500K combined offering value.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,626
Status:
Active
MLS#:
326019222
Type:
Single Family
Lot size:
18.87 Acres
Year built:
1982
Courtesy: Engel & Volkers St. Helena Pavi Micheli 707-738-2219
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
6.00
Sq.Ft.:
3,993
Status:
Active
MLS#:
326019152
Type:
Single Family
Lot size:
0.46 Acres
Year built:
2022
Courtesy: Coldwell Banker Brokers of the Valley Deborah Russell Broman 707-963-1152
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ADDITIONAL INFORMATION

Do you dream of owning a $7,000,000 house in St. Helena? The one with all the luxurious amenities from dual primary suites to the fully equipped chef's kitchen stocked with Subzero and Wolf appliances but the price is just a bit out of your reach? Or, maybe even a $5,000,000 house with a sparkling, built in pool and outdoor kitchen with lush landscaping? And how about beautiful, clear water without the expensive filtration system that always needs cleaning? Soaking in your free-standing tub now is such a guilty pleasure! And you like the idea of being in town, but don't want the neighbors knowing all your business? Then 16 Upland is the home for you. Priced below downtown prices at $3,600,000, yet 6 minutes from the fantastic restaurants and shopping, this home offers everything and more than you could ever dream of. Perfect as a second home, it's easy to come and go as you please and have everything perfect and waiting. As a family home you have the benefit of St. Helena Schools. And the St. Helena Hospital water system is affordable and delicious to drink. You should hear all the different birds chirping and singing as you sit in your completed and beautiful backyard. Disclosures link: https://app.disclosures.io/link/16-Upland-Road-32xemnfkf

Beds:
2
Baths:
2.00
Sq.Ft.:
2,324
Status:
Active
MLS#:
326018924
Type:
Single Family
Lot size:
2.85 Acres
Year built:
1932
Courtesy: Engel & Volkers St. Helena William Densberger 707-483-7889
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,733
Status:
Active
MLS#:
326018266
Type:
Multi-Family
Lot size:
0.13 Acres
Year built:
1940
Courtesy: Compass Madelyn Gast 707-708-6687
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ADDITIONAL INFORMATION

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

Beds:
6
Baths:
5.00
Sq.Ft.:
4,191
Status:
Active
MLS#:
326011863
Type:
Single Family
Lot size:
0.38 Acres
Year built:
1905
Courtesy: Coldwell Banker Brokers of the Valley Cyd Greer 707-963-1152
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,600
Status:
Active
MLS#:
326016935
Type:
Single Family
Lot size:
0.52 Acres
Year built:
1981
Courtesy: Sotheby's International Realty Kristi Muhic 707-227-8086
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,535
Status:
Active
MLS#:
326017037
Type:
Mobile Home
Year built:
1986
Courtesy: Compass Heather Dene 949-322-9780
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ADDITIONAL INFORMATION

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

Beds:
5
Baths:
8.00
Sq.Ft.:
6,226
Status:
Active
MLS#:
326016601
Type:
Single Family
Lot size:
15.44 Acres
Year built:
1980
Courtesy: Coldwell Banker Brokers of the Valley Cyd Greer 707-963-1152
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ADDITIONAL INFORMATION

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

Beds:
3
Baths:
3.00
Sq.Ft.:
3,144
Status:
Active
MLS#:
326007119
Type:
Single Family
Lot size:
1 Acres
Year built:
1974
Courtesy: Sotheby's International Realty Arthur Goodrich 415-735-8779
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ADDITIONAL INFORMATION

Set along a coveted stretch of the Napa River just moments from downtown St. Helena, this updated single-level ranch offers a rare trifecta: one usable acre, river frontage, and a boutique hobby vineyard framed by mature oaks and silvery olive treestimeless Wine Country at its most authentic. Recently refreshed with a new kitchen, updated baths, and new flooring throughout, the home balances relaxed California living with refined modern comfort. Clean lines and an intuitive layout create natural separation: the primary suite and media room occupy one wing, while two additional bedrooms are positioned oppositeideal for guests or family. At the heart of the home, the dining room opens to an expansive rear deck also accessed from the media room and a guest bedroom, creating seamless indoor-outdoor flow. Beyond, a broad manicured lawn gently meets the riverbank, making the landscape feel integral rather than adjacent. The grounds embody Napa Valley's enduring appeal: estate-grown fruit from a manageable hobby vineyard, mature olive trees with Mediterranean character, towering oaks for shade and presence, and an expansive lawn designed for gatherings or quiet evenings by the water. A two-car garage and generous parcel offer practicality and future flexibility. Whether as a full-time residence, refined second home, or legacy riverfront retreat, 201 Silverado Trail North captures the essence of St. Helena livingagricultural authenticity, natural beauty, and understated luxury in one of Napa Valley's most desirable settings. The home has been raised to local flood mitigation standards. A rare opportunity to live on the river, surrounded by vines, just minutes from world-class dining, tasting rooms, and boutiques.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,541
Status:
Active
MLS#:
326012118
Type:
Single Family
Lot size:
0.56 Acres
Year built:
1979
Courtesy: Compass 415-660-9955
View additional info

ADDITIONAL INFORMATION

Welcome to 2501 Pinot Way in the heart of St. Helena, CA. This extensively renovated single-story contemporary home offers the ultimate in modern design and luxurious amenities, making it the epitome of Wine Country living. With 5 bedrooms and 3.5 baths, this 3,541 sq ft estate sits on a generous 24,293 sq ft lot offering the ultimate in privacy and tranquility. The brand new kitchen boasts upgraded appliances, perfect for the culinary enthusiast. Enjoy the expansive landscaped backyard on more than half an acre, complete with an oversized pool, spa, and a Tahitian style 3-roof cabana featuring a shaded seating area and fire pit. The primary bedroom suite offers a ensuite bathroom with a jetted tub and walk-in closet, while the formal entry leads to light-filled living spaces throughout. The U-shaped floor plan layout allows for direct access to the outdoor garden courtyard, creating a seamless indoor-outdoor flow providing ample room for entertainment and relaxation. The two gas fireplaces add warmth and ambiance to the modern interior. Experience the best of St. Helena living in this meticulously remodeled home. Conveniently located on a quiet cul-de-sac, this serene retreat is just a short walk to downtown St. Helena's charming shops and upscale restaurants and wine bars.

Open House:

Sunday, 7/5 11:00-1:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,254
Status:
Active
MLS#:
326010775
Type:
Single Family
Lot size:
0.02 Acres
Year built:
1984
Courtesy: Coldwell Banker Brokers of the Valley Angeline Ritter 510-861-5110
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ADDITIONAL INFORMATION

Exceptional opportunity at 1530 Voorhees Circle, just moments from the vibrant heart of downtown St. Helena. This beautifully renovated 2-bedroom, 2-bath residence blends refined finishes with effortless Wine Country living. The thoughtfully redesigned kitchen showcases modern updates and quality craftsmanship, while both bathrooms have been stylishly remodeled with contemporary elegance. New flooring flows seamlessly throughout, complemented by brand-new windows that fill the home with natural light. Ideally situated within walking distance to world-class dining, boutique shopping, and renowned tasting rooms, this turnkey property offers the perfect combination of luxury, comfort, and an unparalleled downtown lifestyle.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,423
Status:
Active
MLS#:
326001607
Type:
Single Family
Lot size:
1.84 Acres
Year built:
1951
Courtesy: Homestead Real Estate Ervin Hechavarria 917-674-9007
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ADDITIONAL INFORMATION

All offers will be considered! A true Napa Valley sanctuary, this refined single-level estate offers 2,423 sq. ft. of sophisticated living on an expansive 1.8-acre flat parcel. Designed with wellness, privacy, and elegance in mind, the 3-bedroom, 2.5-bath residence is more than a home it is an experience. Located just minutes from the culinary scene and boutiques of downtown St. Helena, the world-renowned Meadowood Resort, and a short drive to downtown Napa, this residence offers the rare opportunity to enjoy the best of wine country living in a private, serene environment. With a boutique Cabernet Sauvignon hobby vineyard and a meandering seasonal creek, the setting is both serene and inspiring. A Balinese gazebo invites moments of meditation or intimate gatherings, while fruit trees, raised garden beds, and tranquil landscaping enhance the atmosphere. A detached yoga/art studio offers space for creative expression or meditation, while additional outbuildings provide endless opportunities to curate your own vision of living. The property includes a solar energy system, EV charging station, and a spacious two-car garage with storage. A property where health, nature, and luxury coexist seamlessly, this Napa Valley sanctuary is more than a residenceit is your Napa Valley retreat.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,645
Status:
Active
MLS#:
326008103
Type:
Single Family
Lot size:
0.16 Acres
Year built:
1978
Courtesy: Compass Monica Cline 707-208-3041
View additional info

ADDITIONAL INFORMATION

A fully reimagined west side St. Helena residence where thoughtful design meets effortless Wine Country living. Meticulously remodeled inside and out, this turnkey three-bedroom, two-bath home offers light-filled living space and an easy, intuitive flow that celebrates both comfort and connection. Step through the front door and immediately experience the elevated yet relaxed approach to designfrom rich hardwood floors to modern fixtures and curated finishes that create a fresh, welcoming presence throughout. Fully updated bathrooms reflect the same level of thoughtful design, offering clean lines, modern materials, and a spa-inspired feel. The heart of the home is the remodeled chef's kitchen: bright, open, and perfectly centered for entertaining. A standout pass-through window creates a seamless bridge between indoor and outdoor living, making serving, socializing, and everyday gatherings feel completely effortless. Whether preparing a casual lunch or hosting a sunset soire, this layout enhances every moment. The adjacent living and dining areas open to a generous outdoor settinga private yard designed for play, entertaining, and true Wine Country enjoyment. There is ample room for a future pool and outdoor kitchen, both of which have been thoughtfully rendered to showcase the incredible potential of this space. Young privet hedges have already been planted and will mature into a lush living wall, creating beautiful natural screening and enhanced privacy over time. A bocce court invites fun and friendly competition, while a spacious deck provides the perfect setting for outdoor dining and lounging. The primary suite offers direct access to the outdoors, creating a seamless connection between the bedroom and the surrounding landscapeideal for morning coffee or quiet evenings under the Napa sky. A dedicated dog washing station adds a charming and highly practical touchperfect for true dog lovers who appreciate both style and convenience. All of this is just moments from downtown St. Helena's celebrated restaurants, tasting rooms, boutique shopping, and vibrant community events. Whether you're seeking a full-time residence, a weekend escape, or a lock-and-leave Wine Country retreat, this beautifully transformed property delivers timeless style, comfort, and lifestyle in one of Napa Valley's most coveted neighborhoods.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,020
Status:
Active
MLS#:
326007591
Type:
Multi-Family
Lot size:
2.57 Acres
Year built:
1957
Courtesy: Vanguard Properties Joshua Dempsey 707-637-6123
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ADDITIONAL INFORMATION

Set within a private country setting, this exceptional orchard ranch features over 200 mature olive trees spread across 2.57 acres of serene landscape. Offering a perfect balance of rural charm and modern comfort, the property includes an updated single-level main residence, a separate single-level second dwelling, and additional structures, together creating a peaceful, self-contained compound. Located less than 10 minutes from downtown St. Helena and only 2.5 miles from Lake Hennessey, the setting feels worlds away while remaining conveniently close to town. The main residence includes approximately 2,110 square feet and offers 2 bedrooms and 2.5 bathrooms with a spacious, inviting layout. Rustic hardwood and large-format stone floors, paired with a wood-burning fireplace, add warmth and character, while expansive sliding glass doors create an easy connection between indoor and outdoor living. The kitchen is both charming and functional, featuring a breakfast nook, granite countertops, high-end appliances, bar-top seating, and a generous walk-in pantry. A private flex room with a separate entrance provides versatility for a home office, gym, or creative space. Outdoors, the property truly shines. A covered back patio offers the perfect setting for entertaining or quiet relaxation, taking in sweeping views of the manicured olive orchard, neighboring vineyards, and surrounding mountains. A charming, updated 910 square-foot guest house and an 805 square-foot storage building are accessed via a gravel pathway or a separate entrance off Rossi Road, enhancing both privacy and usability. This olive orchard ranch offers a rare blend of peaceful country living just minutes from town. Whether you choose to cultivate and harvest your own olive oil or simply slow down and enjoy the privacy and bucolic surroundings, the setting invites a more intentional way of life.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,316
Status:
Active
MLS#:
326007892
Type:
Single Family
Lot size:
0.35 Acres
Year built:
2002
Courtesy: Coldwell Banker Brokers of the Valley Erin Lail 707-333-5596
View additional info

ADDITIONAL INFORMATION

Nestled just a block from downtown St. Helena's Main Street, the charming yellow two-story farmhouse, built in 2002, sits on a serene 0.35-acre lot with beautiful landscaping and lots of privacy. The property has a well drilled in 2002 perfect for maintaining the lush surroundings - and City water for domestic use. Inside, the 3316 sq ft home offers a spacious layout with 4 bedrooms, 3.5 baths, living room, family room and formal dining room with an attached 2-car garage. With its warm ambiance and sprawling communal areas, it's ideal for a few people or a larger family. The high ceilings, crown molding, abundant natural light, and custom built-ins throughout are nice features and a nod to more traditional architecture. The backyard is designed for entertaining or just relaxing, featuring a large pergola-covered deck (seasonally laden with wisteria), long-bench seating and a built-in BBQ grill. The grounds are beautiful with decades of love that went into the gardens and a must see of the property. A greenhouse and a lovely water feature adorn the backyard that accentuates the quiet serenity found here at 1330 Pine. The home has Tesla solar and three back up batteries.

Beds:
6
Baths:
8.00
Sq.Ft.:
6,800
Status:
Active
MLS#:
326003015
Type:
Single Family
Lot size:
6.07 Acres
Year built:
2001
Courtesy: Coldwell Banker Brokers of the Valley Erin Lail 707-333-5596
View additional info

ADDITIONAL INFORMATION

Welcome to Daisy Hill, a stunning retreat nestled in the serene beauty of St. Helena 2 miles from downtown and one mile from Meadowood Resort that sleeps up to 16 people. The main house with space for 12 and the two casitas for another 4! With its exquisite craftsmanship, breathtaking landscapes designed by Johnathan Plant, and luxurious amenities, it offers an unparalleled experience for those seeking a tranquil and private haven just minutes from shopping and dining. Sited on a bucolic country lane and originally custom-built in 2001, the two-story Craftsman-style home of stucco and wood siding showcases its timeless elegance. Designed for an elevated style of family living and entertaining, Daisy Hill includes the primary residence with 4 bedrooms, 4.5 baths, an outdoor dining pavilion and kitchen, a parlor/gym with a full bath, two guest casitas ensuite with private entrances, a pool with waterfall edge, bocce ball court, lighting and sound throughout, walking trails and seemingly endless, mature, lush gardens and tranquil nooks. Heavenly retreat.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,463
Status:
Active
MLS#:
326003020
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1997
Courtesy: Coldwell Banker Brokers of the Valley David Wright 707-299-9843
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ADDITIONAL INFORMATION

Experience the quintessential Napa Valley lifestyle from this beautiful single-level residence in St. Helena's desirable and peaceful Signorelli neighborhood. Only a few level blocks from world-class dining, boutique shops, and tempting tasting rooms, this well-appointed 3 bedroom (option for a fourth bedroom), 2.5-bath home is ready for you to enjoy. Inside, soaring ceilings and warm hardwood floors create an inviting open-concept layout. The gourmet kitchen is a true centerpiece, featuring an oversized island, high-end appliances, and built-in bench seating with inspiring views of the backyard sanctuary. The private primary suite is a true retreat, offering a luxurious bathroom and direct exterior access to the spa. The family and living rooms each have a cozy fireplace, making them ideal for intimate gatherings or a relaxing night with a good book. A dramatic tasting room is located under a second level space that could be an office, fourth bedroom, or private retreat. Outside, the meticulously landscaped grounds beckon, featuring multiple seating areas beneath structured trellises, an English garden, and manicured roses all connected by charming gravel pathways. This is 806 Chiles Avenue, where luxury meets tranquility.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,671
Status:
Active
MLS#:
326002739
Type:
Single Family
Lot size:
0.8 Acres
Year built:
1950
Courtesy: Coldwell Banker Brokers of the Valley Cyd Greer 707-963-1152
View additional info

ADDITIONAL INFORMATION

This prime property, located at the end of a quiet lane, just south of downtown St. Helena, enjoys vast vineyard and mountain views, along with a wealth of development and improvement opportunities. The 2BR/1.5BA classic mid-century ranch style home features a spacious living room with fireplace, remodeled kitchen and a versatile dining/office space, all of which overlook the property's expansive 0.8 acres. The residential compound includes a 2-car garage with laundry facility and a 2-story barn, perfect for parties, exercise, yoga, wood working or overflow parking. Water is plentiful here, sourced from both an on-site well and city water. The property's sizable spread provides space to add all kinds of outdoor amenities that one might imagine: vineyard, vegetable gardens, fruit trees, a chicken coop, pool, pickle ball court. The possibilities are many. An approved wet weather septic perc affords multiple options for expanding the existing residence or building from scratch. Whether you love it as is, or as a place to manifest your Napa Valley vision, this offering, unique for its location, size and views, is a rare Wine Country gem.

Beds:
4
Baths:
6.00
Sq.Ft.:
5,595
Status:
Active
MLS#:
326000752
Type:
Single Family
Lot size:
13.8 Acres
Courtesy: Yvonne Rich Real Estate Yvonne Rich 707-486-9229
View additional info

ADDITIONAL INFORMATION

An incredible opportunity to acquire this shockingly beautiful Napa Valley estate. Exquisitely updated modern contemporary residence, unquestionably one of the most striking and elegant estates in St. Helena. It is truly the ultimate retreat for individuals who value privacy. This entertainer's dream will exceed any expectations for Napa Valley luxury living. Experience unsurpassed & breathtaking views from its magnificent mountain perch on nearly 14 acres of solitude and grandeur. A spectacular great room accented with soaring ceilings & massive fireplace, compelling interior spaces for museum-quality art, stunning light fixtures, fabulous primary suite adjacent to office/library, gym/recreation/media room, & luxurious private guest suites. Grand and modern epicurean-style kitchen with commercial-grade appliances to curate exquisite Napa Valley fine dining at home. Banks of French doors allow direct access to a striking pool veranda, expansive lawns, sports court, gorgeous lavender gardens, & a spacious courtyard for outdoor dining & entertaining.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,351
Status:
Active
MLS#:
326001799
Type:
Single Family
Lot size:
0.09 Acres
Year built:
1998
Courtesy: Engel & Volkers St. Helena Pavi Micheli 707-738-2219
View additional info

ADDITIONAL INFORMATION

Located just three blocks from the heart of downtown St. Helena, 921 Chiles Avenue offers an exceptional opportunity to enjoy wine country living with close-to-town convenience. Built in 1998, this well-maintained residence features +/-1,351 sq ft with three bedrooms and two and a half baths in a thoughtfully designed layout. The main level includes light-filled living spaces with a welcoming fireplace, an open flow ideal for everyday living, and a functional kitchen with ample cabinetry and workspace. All bedrooms are situated upstairs, including a comfortable primary suite with en-suite bath and generous closet space. The private side yard provides an outdoor setting for entertaining, gardening, or quiet relaxation, while the two-car garage offers convenient parking and storage. Situated in one of St. Helena's most desirable in-town neighborhoods, this home is moments from renowned restaurants, tasting rooms, shops, and the weekly farmers market. Well suited as a primary residence, weekend retreat, or investment property, 921 Chiles Avenue combines location, livability, and classic Napa Valley appeal in a rarely available downtown setting.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,317
Status:
Active
MLS#:
326000923
Type:
Single Family
Lot size:
0.17 Acres
Year built:
1880
Courtesy: UBS Realty Advisors Mara Pilotti 707-486-9697
View additional info

ADDITIONAL INFORMATION

Renovated 1880 home. Door and door knocker are original. This home has been carefully renovated, preserving entry parlor. Fantastic wine celler or small basement. Modern addition of central heat/air, and tankless water heater. One could add thier own touches, possible ADU addition, check with the City of St. Helena. Back yard is ample, and includes original artist studio, or storage area. Beautiful large backyard deck. Easy walk to many ameneties; The olive oil factory, Gotts, Charter oak restaurant. Quiet and loved neighborhood.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,789
Status:
Active
MLS#:
325103760
Type:
Single Family
Lot size:
1 Acres
Year built:
1954
Courtesy: Compass Michelle Barrett 707-967-1340
View additional info

ADDITIONAL INFORMATION

NEW PRICE! Welcome to a private Valley-floor retreat in the heart of St. Helena, where timeless elegance meets effortless indoor-outdoor living. This exceptional 4-bedroom, 4.5-bath residence spans approximately 4,789 square feet and is thoughtfully designed for both refined entertaining and everyday comfort. A dramatic great room with soaring ceilings anchors the home, flowing seamlessly into the gourmet kitchen featuring a generous center island, premium appliances, and an adjacent dining area ideal for hosting gatherings large or small. Natural light fills the interior, creating a warm and inviting atmosphere throughout. The primary suite is a true sanctuary, offering a private balcony, expansive walk-in closet, and a spa-inspired bathroom complete with steam shower and Jacuzzi tub. Two additional bedrooms feature en-suite baths, while a fourth bedroom is conveniently located near a full bathideal for guests, an office, or flexible living arrangements. Outdoors, enjoy a below-ground pool, multiple patio spaces, and the tranquil setting that defines Valley-floor livingperfect for relaxed afternoons and memorable evenings. Additional features include central heating and air conditioning, a whole-home sound system, and a fireplace for cozy nights. Approved ADU plans provide future flexibility and added value. Located just moments from downtown St. Helena's renowned dining, shopping, and wineries, this home offers an exceptional Wine Country lifestyle.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,662
Status:
Active
MLS#:
325084399
Type:
Single Family
Lot size:
0.35 Acres
Year built:
1978
Courtesy: Coldwell Banker Brokers of the Valley Erin Lail 707-333-5596
View additional info

ADDITIONAL INFORMATION

A magnificent 3662 sq ft, 4 beds, 3.5 baths, three-level custom home in a quiet west-side St. Helena neighborhood just blocks from downtown. Divided between three levels, each floor encompasses a refined balance of contemporary living and familial comforts. The main floor features a large great room, dining area, modern kitchen with quartzite countertops, contemporary cabinets, sub-zero refrigerator, wolf range, and modern finishes. Warming both atmosphere and ambiance, the great room features an oversized wood-burning fireplace and floor to ceiling windows. Optimizing privacy, the master bedroom is located on the main floor with its own private patio access separated from the 2nd-floor guest bedrooms. The media room, fully redone large garage, and ample storage complete the bottom floor. The home's beautiful decks have been refinished. Upgrades include Tesla solar for efficiency.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,658
Status:
Active
MLS#:
325080357
Type:
Single Family
Lot size:
0.18 Acres
Year built:
1964
Courtesy: RE/MAX Gold Anthony Pereira 707-326-1324
View additional info

ADDITIONAL INFORMATION

This home located in a great area of St. Helena is a charming single-family home built in 1964. It offers 3 bedrooms and 2.5 bathrooms across 1,658 square feet of living space. The property sits on a 7,927 square foot lot and features a wood-frame construction with an attached garage. Inside, you'll find a fireplace and central heating, adding comfort and character to the home. Close to schools and shopping this home is located in the heart of Napa Valley, this residence blends classic design with a prime locationperfect for enjoying wine country living. Large rear yard with additional storage or shop building. Potential ADU

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Barbara Simmons, Xome Inc., CalBRE #637579, [email protected] , 844-400-9663 2945 Townsgate Road, Suite 200, Westlake Village, CA 91361


Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information has not been verified, is not guaranteed, and is subject to change. Copyright 2026 Bay Area Real Estate Information Services, Inc. All rights reserved. Copyright 2026 Bay Area Real Estate Information Services, Inc. All rights reserved.

Barbara Lynn Simmons, License CALBRE 637579, Xome Inc., License CALBRE 1932600, [email protected], 844-400-XOME (9663), 2945 Townsgate Road, Suite 200, Westlake Village, CA 91361

Listings on this page identified as belonging to another listing firm are based upon data obtained from the SFAR MLS, which data is copyrighted by the San Francisco Association of REALTORS®, but is not warranted. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.




St Helena Real Estate

St Helena is located in California. St Helena, California has a population of 5,530. St Helena is less family-centric than the surrounding county with 31% of the households containing married families with children. The county average for households married with children is 32.08%.

The median household income in St Helena, California is $122,348. The median household income for the surrounding county is $97,498 compared to the national median of $69,021. The median age of people living in St Helena is 47.9 years.

St Helena Weather

The average high temperature in July is 88.8 degrees, with an average low temperature in January of 37.6 degrees. The average rainfall is approximately 37.1 inches per year, with 0 inches of snow per year.

St Helena Map

St Helena Real Estate Market Conditions

  • Median sales price

    N/A
  • # Active listings

    107
    30-day change

St Helena Schools and Demographics

Education near St Helena, CA

City County
High School Graduates 91.68 85.24
College Degree - 2 year 8.15 9.05
College Degree - 4 year 57.83 37
Graduate Degree 11.52 7.97
Expenditures per Student 18,219 18,219
Students per Teacher 23 23

Elementary Schools near St Helena, CA

Grades Students P/T Ratio ZIP
Bel Aire Park Elementary School KG - 05 466 24.8 94558
Browns Valley Elementary School KG - 05 559 25.4 94558
El Centro Elementary School KG - 05 251 20.9 94558
Howell Mountain Elementary School KG - 08 101 13.7 94508
McPherson Elementary School KG - 05 533 22.9 94558
Mt. George International KG - 05 255 26 94558
NAPA Valley Language Academy KG - 06 705 26.3 94558
Northwood Elementary School KG - 05 355 24.3 94558
Pope Valley Elementary School KG - 08 50 12.5 94567
Pueblo Vista Elementary School KG - 05 286 23.8 94558
Saint Helena Elementary 03 - 05 236 18.1 94574
Saint Helena Primary KG - 02 238 18.3 94574
Salvador Elementary School KG - 05 260 20 94558
Snow Elementary School KG - 05 514 23.4 94558
Stone Bridge School KG - 08 266 22.2 94558
Vichy Elementary School KG - 05 374 26.3 94558
West Park Elementary School KG - 05 351 24.2 94558
Yountville Elementary School KG - 05 127 21.2 94599

Middle Schools near St Helena, CA

Grades Students P/T Ratio ZIP
Harvest Middle School 06 - 08 676 21.6 94558
Redwood Middle School 06 - 08 1,080 22.2 94558
River Charter School 06 - 08 361 21.7 94558
Robert Louis Stevenson Intermediate School 06 - 08 288 13.7 94574
Silverado Middle School 06 - 08 808 20.7 94558

High Schools near St Helena, CA

Grades Students P/T Ratio ZIP
Napa High School 09 - 12 1,916 22.3 94558
Saint Helena High 09 - 12 507 15.9 94574
Vintage High School 09 - 12 1,808 22.4 94558

Ungraded Schools near St Helena, CA

Grades Students P/T Ratio ZIP
* Valley Oak High School 10 - 12 160 13.3 94558

Demographics near St Helena, CA

City County
Neighborhood Type Small town
Population 5,530 138,795
Population Density 1,116 186
Median Age 47.9 42.1
People per Household 2.2 2.8
Median Household Income 122,348 97,498
Average Income per Capita 93,674 49,641

Real estate near St Helena