Saint Helena, CA Homes for Sale with Pool

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

Erin Lail Coldwell Banker BofV ST Helena

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

Jill Levy Golden Gate Sotheby's

Moments from downtown St. Helena, along a quiet country lane, this private property is defined by a single-level main residence, detached guest house, and a landscape designed for gathering and connection. The main home is designed for everyday living, with light-filled interiors that connect naturally to the outdoors. A living room anchored by a gas fireplace and expansive windows flows into a

Erin Lail Coldwell Banker BofV ST Helena

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

Cyd Greer Coldwell Banker BofV ST Helena

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

Ginger Martin Sotheby's International Realty

This is the home you've been dreaming abouta private retreat where luxury, comfort, and convenience come together effortlessly. From the moment you step inside, you'll appreciate the thoughtful design, including dual primary suites and a chef's kitchen that is truly exceptional, featuring premium Sub-Zero and Wolf appliances that inspire memorable meals and entertaining. Outside, your own

Deborah Russell Broman Coldwell Banker BofV ST Helena

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

David Costello Compass

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

Erin Lail Coldwell Banker BofV ST Helena

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

Joel Toller Coldwell Banker BofV ST Helena

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

Josh Dempsey Vanguard Properties

Owner financing available. Priced for value. Perched atop prestigious Spring Mountain, this 38.18 acre Napa Valley estate offers sweeping valley views, privacy, and exceptional upside. Approximately 1 acre is planted to Bordeaux varietals, with ~9 additional acres deemed plantable per Crop Care Associates. Private well producing ~15 GPM plus backup spring. Land has never been treated with

Jeff Warren Sotheby's International Realty

Premier Alexander Valley estate with Stunning Views nestled along a peaceful, paved country lane, this exceptional ranch estate offers breathtaking panoramic views of Mt. St. Helena, the Russian River Valley, the Mayacamas Mountains, vineyards and iconic Chalk Hill valley. The property features a spacious 3,006 sq. ft. (+/-) multi-level ranch residence, complemented by a sparkling inground

Jeff Bounsall Coldwell Banker Realty

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

Jennifer Klingbeil Golden Gate Sotheby's

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

Ginger Martin Sotheby's International Realty

On coveted Fir Hill Drive - a quiet west-side country lane with rare ownership turnover - this thoughtfully reimagined home offers a combination of privacy, scale, and valley floor setting seldom found so close to town. Surrounded by vineyards, neighboring estates, and mature trees across nearly two landscaped acres, the property captures the serenity of country living while remaining moments

Erin Lail Coldwell Banker BofV ST Helena

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

Joel Toller Coldwell Banker BofV ST Helena

Gandona Wine Estate is located on prestigious Pritchard Hill and represents a rare opportunity to steward one of Napa Valley's most significant mountain vineyard estates. Sited up the very private middle driveway of Pritchard Hill Gandona enjoys glorious, elevated views over Lake Hennessey. The over 100+ acre estate boasts +/- 18 acres of Cabernet Sauvignon and Cabernet Franc, offering scale,

Will Densberger Engel & Völkers St. Helena

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

Federico Parlagreco Sotheby's International Realty

New co-ownership opportunity by Pacaso: Own one-eighth of Jade, a professionally managed, turnkey home.Jade is a 3-bedroom, 2-bath home in St. Helena that blends clean architectural lines with warm natural materials. Beamed vaulted ceilings rise above hardwood floors, while crisp plaster walls and matte black fixtures create a modern aesthetic throughout. The open kitchen and dining area features

Maxx Rifkin Pacaso Inc

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

Cyd Greer Coldwell Banker BofV ST Helena

Located on the valley floor and set among vineyards just north of St. Helena, 1181 York Lane offers a private, four-structure compound (main house, studio, cottage, and office/gym) with a flexible layout in a relaxed setting. The two-story main residence is thoughtfully arranged with two bedrooms on the lower level, while the upper floor is dedicated to daily living, an open kitchen, dining, and

Erin Lail Coldwell Banker BofV ST Helena

Introducing a St. Helena custom-built estate, the extraordinary expression of refined Wine Country living. Set on approximately 3.2 acres with sweeping views of acclaimed Newton Vineyard, this newly constructed residence blends contemporary sophistication with natural beauty, showcasing exceptional architectural details and curated finishes throughout. A private drive winds through the scenic

Monica Cline Compass

Located on the west side of St. Helena and a close distance to downtown, one finds a nicely remodeled 2 bedroom/2 bathroom single level home overlooking an adjacent vineyard. A spacious lot with pool awaits the next owner who looks for a turn key living experience!

Joel Toller Coldwell Banker BofV ST Helena

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

Dexter Hoelle Sotheby's International Realty

In one of Napa Valley's most iconic winegrowing regions, this distinctive Rutherford property captures panoramic vineyard views and a profound sense of seclusion. Encompassing approximately 0.33 acres and surrounded by premium Cabernet Sauvignon vines, it occupies a rare position within the heart of the renowned Rutherford AVA. The residence is a bold yet refined interpretation of agrarian

Matt Bjorner Vanguard Properties

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

Cyd Greer Coldwell Banker BofV ST Helena

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

Sarah Richards-Gansa W Real Estate

A unique opportunity to acquire a distinguished property in Napa Valley. This expansive parcel, over an acre in size is ideally located near downtown St. Helena. The estate features a landscaped vineyard with a variety of grapes, including Cabernet Sauvignon, Sauvignon Blanc , Zinfandel and Chardonnay, complemented by a driveway lined with assorted fruit trees. The single story residence offers

Liz Manfree Reserve Properties

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

Amber Payne Corcoran Icon Properties

Thoughtfully crafted custom built home is ideal for indoor and outdoor entertaining. 4 bedrooms plus a den finished with the finest materials from marble and granite to gleaming dark oak floors. Soaring ceilings in great room with dramatic open staircase to upper and lower levels. Pool and Spa, outdoor kitchen with fireplace and alfresco dining area. Full basement with office, den and wine

Brian Durnian Calistoga Realty Co Inc

Featured in Architectural Digest and completed in 2023, this exceptional custom-built home is located on one of St. Helena's most desirable country lanes and enjoys panoramic vineyard and mountain views. Designed by Joseph Farrell Architecture, interiors by Lindsay Gerber Design and construction by Trainor Builders, the residence is positioned just above the vineyards, offering sweeping views to

Josh Dempsey Vanguard Properties

Resort-style living awaits in this sophisticated single-level home on St. Helena's coveted west side, tucked at the end of a quiet cul-de-sac just minutes from downtown. Fully remodeled in 2019, this 3-bedroom, 2-bathroom contemporary home is built for the indoor-outdoor wine country lifestyle. Inside, floor-to-ceiling La Cantina folding glass doors open the living space directly to the gardens.

Joel Toller Coldwell Banker BofV ST Helena

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

Rene Barrett Compass

AUCTION - Seller offering property via online auction. Bid online beginning Tuesday, July 21st with a starting bid of $3.5M. Preview weekend begins Friday, July 17th to view this spectacular estate. Perched atop Spring Mountain above the beautiful town of St. Helena, this private, gated 14.94+- acre vineyard estate commands breathtaking views over Napa Valley. The Spring Mountain Road offering

Stephanie Domenichelli The Agency

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

Jeff Warren Sotheby's International Realty

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

Jeff Warren Sotheby's International Realty

New construction with a true St. Helena sensibility, 753 Sunnyside Road brings together modern craftsmanship, thoughtful design, and an established Napa Valley garden setting. Set on +/- 0.39 acres, the +/- 2,100 square foot, 2 bedroom, 2 bathroom contemporary farmhouse was designed with careful attention to detail and a strong connection to outdoor living. Inside, vaulted ceilings, polished

Pavi Micheli Engel & Völkers St. Helena

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

Pavi Micheli Engel & Völkers St. Helena

Tucked away on the coveted west side of St. Helena, this private and quiet single-level retreat offers the ideal blend of modern comfort and wine country living. Set on a generous .23-acre parcel, the thoughtfully remodeled 3-bedroom, 2-bathroom home spans 1,786 sq. ft. and is designed for seamless indoor-outdoor living. The heart of the home features a chef's kitchen with poured-in-place

Joel Toller Coldwell Banker BofV ST Helena