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Nine Rare Acres, Sweeping Down-Valley Views, and Room to Grow in St. Helena. Nine private acres above St. Helena, with sweeping views down Napa Valley and the rare opportunity to create a family compound or a generational retreat. The view changes with the seasons: new green in spring, full canopies in summer, harvest gold in fall, and morning fog and yellow mustard in winter. The four-bedroom main residence, guest house, and swimming pool are suited as much to a quiet weekend as to a summer of visiting family. The house frames the valley rather than competing with it. What makes this property particularly unusual is the land itself. Spanning three legal parcels, it offers the potential, subject to county approval, for a lot line adjustment that could create one or two additional building sites. In St. Helena, where acreage of this scale rarely comes on the market, it's an opportunity to create something that can be enjoyed for generations. Listing includes AI-generated images illustrating the property's potential.

4 Beds ⋅ 3 Baths ⋅ 326047017 MLS

Nine Rare Acres, Sweeping Down-Valley Views, and Room to Grow in St. Helena. Nine private acres above St. Helena, with sweeping views down Napa Valley and the rare opportunity to create a family compound or a generational retreat. The view changes with the seasons: new green in spring, full canopies in summer, harvest gold in fall, and morning fog and yellow mustard in winter. The four-bedroom main residence, guest house, and swimming pool are suited as much to a quiet weekend as to a summer of visiting family. The house frames the valley rather than competing with it. What makes this property particularly unusual is the land itself. Spanning three legal parcels, it offers the potential, subject to county approval, for a lot line adjustment that could create one or two additional building sites. In St. Helena, where acreage of this scale rarely comes on the market, it's an opportunity to create something that can be enjoyed for generations. Listing includes AI-generated images illustrating the property's potential.

3393 Saint Helena Hwy N, St. Helena

$1,600,000

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

2 Beds ⋅ 2 Baths ⋅ 326050634 MLS

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

691 Silverado Trl S, St. Helena

$1,100,000

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

3 Beds ⋅ 2 Baths ⋅ 326049710 MLS

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

1121 Valley View St, St. Helena

$100,000,000

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

14 Beds ⋅ 10 Baths ⋅ 326048295 MLS

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

750 Conn Valley Rd, St. Helena

$5,295,000

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

4 Beds ⋅ 6 Baths ⋅ 326047202 MLS

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

1417 Kearney St, St. Helena

$2,350,000

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

5 Beds ⋅ 4 Baths ⋅ 326047527 MLS

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

1120 Paulson Ct, St. Helena

$1,400,000

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

3 Beds ⋅ 3 Baths ⋅ 326045587 MLS

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

849 Signorelli Circle, St, St. Helena

$1,549,000

This meticulously updated 3-bedroom, 2-bath west side St. Helena residence offers 1,511 sq. ft. of light-filled living in a thoughtfully designed layout. The open living and dining area features wood floors, breakfast nook, gas fireplace and French doors that lead seamlessly to a private backyard retreat, creating ideal indoor-outdoor flow. The recently remodeled kitchen showcases updated countertops, a gas range, recessed and flush pendant lighting. The primary suite offers a calming escape with custom pull-down shades and a spa-inspired bathroom featuring a walk-in shower, floating wood vanity, and striking black trough faucet. Step outside to a completely private and fenced backyard with newly installed landscaping and automatic irrigation, centered around a heated saltwater pool and spa with automatic cover and elegant limestone surroundperfect for entertaining or relaxing year-round. Additional highlights include a 2-car garage, Solar Tesla back-up batteries, hallway storage, and abundant natural light throughout.

3 Beds ⋅ 2 Baths ⋅ 326044415 MLS

This meticulously updated 3-bedroom, 2-bath west side St. Helena residence offers 1,511 sq. ft. of light-filled living in a thoughtfully designed layout. The open living and dining area features wood floors, breakfast nook, gas fireplace and French doors that lead seamlessly to a private backyard retreat, creating ideal indoor-outdoor flow. The recently remodeled kitchen showcases updated countertops, a gas range, recessed and flush pendant lighting. The primary suite offers a calming escape with custom pull-down shades and a spa-inspired bathroom featuring a walk-in shower, floating wood vanity, and striking black trough faucet. Step outside to a completely private and fenced backyard with newly installed landscaping and automatic irrigation, centered around a heated saltwater pool and spa with automatic cover and elegant limestone surroundperfect for entertaining or relaxing year-round. Additional highlights include a 2-car garage, Solar Tesla back-up batteries, hallway storage, and abundant natural light throughout.

1291 Sylvaner Ave, St. Helena

$1,995,000

Tucked quietly just three blocks from Main Street and moments from the Silverado Trail, 708 Hunt Avenue marries peaceful mid‑town living with crisp contemporary design. Built in 2000 and thoughtfully updated, the 2,408 sq ft tri‑level home offers light‑filled interiors and effortless indoor‑outdoor flow. The main level is devoted to gathering: a gourmet kitchen with Wolf range, Sub‑Zero refrigeration, built‑in wine storage, and a generous island opens into an airy living area anchored by a gas fireplace. A formal dining room, light‑filled reception area, and dedicated office round out the space. A partial wraparound porch, rear deck and inviting lawn extend the living areas outside. Upstairs, the entire top floor is a secluded primary suite with picture-perfect views of vineyards and Mount St. Helena, a cozy sitting area with second fireplace, walk‑in closet, and spa‑like bath. A few steps down from the main level, a quiet wing houses two guest bedrooms, a full bath, laundry, and direct access to the deck and lawn area. Set on approximately 0.24 acres with filtered vineyard and hillside views, this low‑maintenance property is perfectly positioned for those who want to be close to downtown yet relish a sense of retreat. Whether as a primary residence, Napa getaway, or a 1031 exchange opportunity, 708 Hunt offers a refined, turnkey lifestyle in the heart of the valley.

3 Beds ⋅ 3 Baths ⋅ 326038502 MLS

Tucked quietly just three blocks from Main Street and moments from the Silverado Trail, 708 Hunt Avenue marries peaceful mid‑town living with crisp contemporary design. Built in 2000 and thoughtfully updated, the 2,408 sq ft tri‑level home offers light‑filled interiors and effortless indoor‑outdoor flow. The main level is devoted to gathering: a gourmet kitchen with Wolf range, Sub‑Zero refrigeration, built‑in wine storage, and a generous island opens into an airy living area anchored by a gas fireplace. A formal dining room, light‑filled reception area, and dedicated office round out the space. A partial wraparound porch, rear deck and inviting lawn extend the living areas outside. Upstairs, the entire top floor is a secluded primary suite with picture-perfect views of vineyards and Mount St. Helena, a cozy sitting area with second fireplace, walk‑in closet, and spa‑like bath. A few steps down from the main level, a quiet wing houses two guest bedrooms, a full bath, laundry, and direct access to the deck and lawn area. Set on approximately 0.24 acres with filtered vineyard and hillside views, this low‑maintenance property is perfectly positioned for those who want to be close to downtown yet relish a sense of retreat. Whether as a primary residence, Napa getaway, or a 1031 exchange opportunity, 708 Hunt offers a refined, turnkey lifestyle in the heart of the valley.

708 Hunt Ave, St. Helena

$1,100,000

The Hardin Schoolhouse, Circa 1900: A Masterful Napa Valley Restoration Set on 2 private acres in the scenic eastern hills of Napa Valley, the historic Hardin Schoolhouse offers a rare blend of pioneer heritage and polished Wine Country style. This 1875 landmark has been meticulously refreshed into a perfected getaway, featuring an open-concept Great Room, bespoke kitchen and bath, and updates to the HVAC, electrical, and gallery lighting. The residence flows seamlessly to curated grounds designed for both relaxation and entertaining, anchored by a redesigned outdoor area featuring a lap pool, a walnut grove, and a hobby vineyard of 100+ Cabernet Sauvignon vines. As a designated historic landmark under a Mills Act contract, the property offers a unique opportunity for potential property tax advantages. Perfectly situated for seclusion and a short drive away from downtown St. Helena, this is an incomparable, turnkey opportunity to own a storied sanctuary in the heart of Wine Country.

2 Beds ⋅ 1 Baths ⋅ 326042277 MLS

The Hardin Schoolhouse, Circa 1900: A Masterful Napa Valley Restoration Set on 2 private acres in the scenic eastern hills of Napa Valley, the historic Hardin Schoolhouse offers a rare blend of pioneer heritage and polished Wine Country style. This 1875 landmark has been meticulously refreshed into a perfected getaway, featuring an open-concept Great Room, bespoke kitchen and bath, and updates to the HVAC, electrical, and gallery lighting. The residence flows seamlessly to curated grounds designed for both relaxation and entertaining, anchored by a redesigned outdoor area featuring a lap pool, a walnut grove, and a hobby vineyard of 100+ Cabernet Sauvignon vines. As a designated historic landmark under a Mills Act contract, the property offers a unique opportunity for potential property tax advantages. Perfectly situated for seclusion and a short drive away from downtown St. Helena, this is an incomparable, turnkey opportunity to own a storied sanctuary in the heart of Wine Country.

1785 Pope Canyon Rd, St. Helena

$5,500,000

Nestled on 10.3 acres +/- in a private gated oasis at the base of Glass Mountain, this modern Mediterranean villa embodies the quintessential Napa Valley lifestyle. Surrounded by sweeping vineyards and renowned for the region's rich volcanic soil and obsidian rock with neighbors such as Hundred Acre, the property is located just minutes from downtown St. Helena. Designed for seamless indoor-outdoor living and a true farm-to-table experience, the property features a total of 4,660 sq ft +/- with 4 BR, a loft, and 3 BA across the main residence and guest house. A series of French doors open to intimate courtyards and expansive outdoor entertaining areas, including an 80-foot solar-heated pool with pergola, outdoor fireplace lounge, al fresco dining courtyard with built-in BBQ and tranquil water feature, and magestically landscaped olive and fruit tree orchards including white & mission fig, peach, pear, apple, nectarine, lemon & lime. The main residence spans 3,552 sq ft +/- and offers 2 BR plus a loft and 2 BA. Expansive great room style living areas, including family room with fireplace & gourmet kitchen, open to a wrap-around veranda with views of the stunning grounds. Spacious and luxurious main ensuite with fireplace & seating area open to private courtyard with outdoor fireplace. The detached guest house provides 1,108 sq ft +/- with 2 BR, 1 BA, and full kitchen ideal for guests, extended family, or a private retreat. At the heart of the property is a 4-acre +/- Cabernet Sauvignon vineyard, with additional plantable acreage available. Additional amenities include a high-producing 98 GPM +/- well, owned solar system, temperature-controlled wine cellar with capacity for approximately 3,000 bottles, and a 5-car garage with workshop. Detached exercise/art studio and equestrian facilities complete the estate with a 4-stall barn, tack room, riding arena, paddocks, stable, and chicken coop offering the perfect balance of luxury living, winemaking potential, and country lifestyle in the heart of Napa Valley.

4 Beds ⋅ 3 Baths ⋅ 326040631 MLS

Nestled on 10.3 acres +/- in a private gated oasis at the base of Glass Mountain, this modern Mediterranean villa embodies the quintessential Napa Valley lifestyle. Surrounded by sweeping vineyards and renowned for the region's rich volcanic soil and obsidian rock with neighbors such as Hundred Acre, the property is located just minutes from downtown St. Helena. Designed for seamless indoor-outdoor living and a true farm-to-table experience, the property features a total of 4,660 sq ft +/- with 4 BR, a loft, and 3 BA across the main residence and guest house. A series of French doors open to intimate courtyards and expansive outdoor entertaining areas, including an 80-foot solar-heated pool with pergola, outdoor fireplace lounge, al fresco dining courtyard with built-in BBQ and tranquil water feature, and magestically landscaped olive and fruit tree orchards including white & mission fig, peach, pear, apple, nectarine, lemon & lime. The main residence spans 3,552 sq ft +/- and offers 2 BR plus a loft and 2 BA. Expansive great room style living areas, including family room with fireplace & gourmet kitchen, open to a wrap-around veranda with views of the stunning grounds. Spacious and luxurious main ensuite with fireplace & seating area open to private courtyard with outdoor fireplace. The detached guest house provides 1,108 sq ft +/- with 2 BR, 1 BA, and full kitchen ideal for guests, extended family, or a private retreat. At the heart of the property is a 4-acre +/- Cabernet Sauvignon vineyard, with additional plantable acreage available. Additional amenities include a high-producing 98 GPM +/- well, owned solar system, temperature-controlled wine cellar with capacity for approximately 3,000 bottles, and a 5-car garage with workshop. Detached exercise/art studio and equestrian facilities complete the estate with a 4-stall barn, tack room, riding arena, paddocks, stable, and chicken coop offering the perfect balance of luxury living, winemaking potential, and country lifestyle in the heart of Napa Valley.

391 Crystal Springs Rd, St. Helena

$899,000

Discover a side of Napa Valley few people ever experience. Tucked behind a private gated entrance and surrounded by more than 41 acres of breathtaking natural beauty, this secluded Napa Valley retreat offers the rare combination of privacy, recreation, and wide-open space. Just 15 minutes from Silverado Trail, you'll feel worlds away from the hustle while remaining within easy reach of world-class wineries, dining, and shopping. The charming Tahoe-inspired A-frame cottage is perfectly positioned to capture spectacular canyon views and serves as the ideal home base for embracing the outdoors. Spend your days lounging beside the sparkling 20' x 40' in-ground pool with automatic cover, entertaining on the expansive poolside terrace, exploring your own private acreage, or simply enjoying the peace and quiet that only a property of this scale can provide. The grounds feature lush lawn areas, custom rock-wall artistry, a fenced garden, detached garage/shop with loft and bathroom (permitted agricultural building), whimsical treehouse, year-round creek, natural springs, and ample room for animals, recreational pursuits, or future agricultural endeavors. Seller indicates portions of the upper acreage may offer potential for horses or additional agricultural use. The 2-bedroom, 2-bath residence offers approximately 1,487 square feet of comfortable living space and includes central heat and air, solar, a newer roof (approximately four years old), private well and septic, and a swim spa. Whether you're seeking a weekend escape, full-time residence, recreational ranch, equestrian retreat, or private Napa Valley sanctuary, this unique property offers endless possibilities. A rare opportunity to own your own slice of Napa Valley where privacy, views, and adventure come together.

3 Beds ⋅ 3 Baths ⋅ 326037007 MLS

Discover a side of Napa Valley few people ever experience. Tucked behind a private gated entrance and surrounded by more than 41 acres of breathtaking natural beauty, this secluded Napa Valley retreat offers the rare combination of privacy, recreation, and wide-open space. Just 15 minutes from Silverado Trail, you'll feel worlds away from the hustle while remaining within easy reach of world-class wineries, dining, and shopping. The charming Tahoe-inspired A-frame cottage is perfectly positioned to capture spectacular canyon views and serves as the ideal home base for embracing the outdoors. Spend your days lounging beside the sparkling 20' x 40' in-ground pool with automatic cover, entertaining on the expansive poolside terrace, exploring your own private acreage, or simply enjoying the peace and quiet that only a property of this scale can provide. The grounds feature lush lawn areas, custom rock-wall artistry, a fenced garden, detached garage/shop with loft and bathroom (permitted agricultural building), whimsical treehouse, year-round creek, natural springs, and ample room for animals, recreational pursuits, or future agricultural endeavors. Seller indicates portions of the upper acreage may offer potential for horses or additional agricultural use. The 2-bedroom, 2-bath residence offers approximately 1,487 square feet of comfortable living space and includes central heat and air, solar, a newer roof (approximately four years old), private well and septic, and a swim spa. Whether you're seeking a weekend escape, full-time residence, recreational ranch, equestrian retreat, or private Napa Valley sanctuary, this unique property offers endless possibilities. A rare opportunity to own your own slice of Napa Valley where privacy, views, and adventure come together.

3955 E Hwy 128th Hwy, St. Helena

$7,499,999

Rare opportunity to own a newly constructed custom masterpiece on 3.2 acres in prestigious Madrona Ranch. This architectural gem seamlessly blends contemporary sophistication with Wine Country elegance, featuring soaring ceilings and cathedral wood coffered details framing sweeping views of acclaimed Newton Vineyard. A private drive winds through scenic western hills lined with handcrafted stone walls, the property's own hobby cabernet vineyard, and olive grove. Inside, light-filled spaces showcase custom millwork, warm natural textures, and uncompromising attention to detail. The primary suite transcends luxury with floor-to-ceiling vineyard views and spa-inspired bath, while three additional en-suite bedrooms, dedicated office, and flexible media space provide refined comfort. The gourmet kitchen is an architectural statementLG Signature appliances, 800-bottle wine room, sous vide range, custom cabinetry, and striking copper hood. Additional highlights include surround sound throughout, solar with backup battery, metal roof, and expansive flex space above four-car garage. Outdoor living includes resort-style pool with limestone decking, custom pizza oven, and professional BBQ. Minutes from renowned downtown St. Helena yet privately positioned within gated Madrona Ranch. Be the first to call 2509 home.

4 Beds ⋅ 5 Baths ⋅ 326038405 MLS

Rare opportunity to own a newly constructed custom masterpiece on 3.2 acres in prestigious Madrona Ranch. This architectural gem seamlessly blends contemporary sophistication with Wine Country elegance, featuring soaring ceilings and cathedral wood coffered details framing sweeping views of acclaimed Newton Vineyard. A private drive winds through scenic western hills lined with handcrafted stone walls, the property's own hobby cabernet vineyard, and olive grove. Inside, light-filled spaces showcase custom millwork, warm natural textures, and uncompromising attention to detail. The primary suite transcends luxury with floor-to-ceiling vineyard views and spa-inspired bath, while three additional en-suite bedrooms, dedicated office, and flexible media space provide refined comfort. The gourmet kitchen is an architectural statementLG Signature appliances, 800-bottle wine room, sous vide range, custom cabinetry, and striking copper hood. Additional highlights include surround sound throughout, solar with backup battery, metal roof, and expansive flex space above four-car garage. Outdoor living includes resort-style pool with limestone decking, custom pizza oven, and professional BBQ. Minutes from renowned downtown St. Helena yet privately positioned within gated Madrona Ranch. Be the first to call 2509 home.

2509 Madrona Ave, St. Helena

$2,150,000

Rarely does an opportunity arise to claim @10.5 acres on prime Silverado Trail frontage in this prestigious St. Helena upvalley corridor. Framed by legendary neighbors like Rombauer, Chateau Boswell and Failla, this property offers a front-row seat to the rolling vineyard vistas that define the region. With luxury French Country house plans in process with the county, the stage is set for a world-class retreat. Reclaim the hillside homesite, restore the poolside oasis, and immerse yourself in the chic culture of St. Helena just 10 minutes from your front gate. At 10.5 acres, this property has winery potential (confirm with Napa County) with great visibility along the Silverado Trail. Gorgeous vineyard and winery views await. The property boasts 2 wells -- approximately 12 and 16 GPM, respectively, per recent reports, plus a slope survey with approximately 3 acres plantable to vineyard. Vineyard previously existed on property. Caretaker apartment (3502 Silverado Tr -- approximately 1066 of livable sq ft) above 3-car garage on driveway close to Silverado Trail. Come build your dream Napa Valley retreat or potential wine estate here!

1 Beds ⋅ 1 Baths ⋅ 326037783 MLS

Rarely does an opportunity arise to claim @10.5 acres on prime Silverado Trail frontage in this prestigious St. Helena upvalley corridor. Framed by legendary neighbors like Rombauer, Chateau Boswell and Failla, this property offers a front-row seat to the rolling vineyard vistas that define the region. With luxury French Country house plans in process with the county, the stage is set for a world-class retreat. Reclaim the hillside homesite, restore the poolside oasis, and immerse yourself in the chic culture of St. Helena just 10 minutes from your front gate. At 10.5 acres, this property has winery potential (confirm with Napa County) with great visibility along the Silverado Trail. Gorgeous vineyard and winery views await. The property boasts 2 wells -- approximately 12 and 16 GPM, respectively, per recent reports, plus a slope survey with approximately 3 acres plantable to vineyard. Vineyard previously existed on property. Caretaker apartment (3502 Silverado Tr -- approximately 1066 of livable sq ft) above 3-car garage on driveway close to Silverado Trail. Come build your dream Napa Valley retreat or potential wine estate here!

3500 Silverado Trl N, St. Helena

$11,000,000

1135 Galleron is 23.4+/- acres of potential in one of St. Helena's most coveted enclaves. This rare offering includes six legal non-conforming homes dating to 1940, creating an exceptional canvas for multi-generational living, income opportunities, or a reimagined estate compound. One residence, built in 1920 with 2,848 sq. ft., may be relocated and replaced with a main home of any scale, an ADU, pool, tennis court, or an agricultural barn, offering extraordinary freedom to design your Napa Valley retreat. The additional 5 existing homes span a range of sizes, including one at approximately 1,962 sq. ft., three at 1,544 sq. ft. each, and one at 604 sq. ft., built in approximately 1953. Five of the homes must remain in place but may be remodeled within their current footprints. The vineyard, planted in 2000, features approximately 11+/- acres of Sauvignon Blanc, 2+/- acres of Semillon, and 7.6+/- acres of Cabernet Sauvignon. Four of the homes are connected to City of St. Helena water, plus there is a substantial well that serves the property. Galleron Road is known for its quiet prestige, ideal proximity just south of town, and is surrounded by some of St. Helena's most desirable estates. Whether it's the rarity of six homes on one parcel, the promise of an exceptional agricultural setting, or the opportunity to craft a private Wine Country compound, 1135 Galleron invites vision, scale, and imagination.

3 Beds ⋅ 1 Baths ⋅ 326037598 MLS

1135 Galleron is 23.4+/- acres of potential in one of St. Helena's most coveted enclaves. This rare offering includes six legal non-conforming homes dating to 1940, creating an exceptional canvas for multi-generational living, income opportunities, or a reimagined estate compound. One residence, built in 1920 with 2,848 sq. ft., may be relocated and replaced with a main home of any scale, an ADU, pool, tennis court, or an agricultural barn, offering extraordinary freedom to design your Napa Valley retreat. The additional 5 existing homes span a range of sizes, including one at approximately 1,962 sq. ft., three at 1,544 sq. ft. each, and one at 604 sq. ft., built in approximately 1953. Five of the homes must remain in place but may be remodeled within their current footprints. The vineyard, planted in 2000, features approximately 11+/- acres of Sauvignon Blanc, 2+/- acres of Semillon, and 7.6+/- acres of Cabernet Sauvignon. Four of the homes are connected to City of St. Helena water, plus there is a substantial well that serves the property. Galleron Road is known for its quiet prestige, ideal proximity just south of town, and is surrounded by some of St. Helena's most desirable estates. Whether it's the rarity of six homes on one parcel, the promise of an exceptional agricultural setting, or the opportunity to craft a private Wine Country compound, 1135 Galleron invites vision, scale, and imagination.

1135 Galleron Rd, St. Helena

$2,395,000

Steeped in St. Helena charm and built to the highest standards, 977 Pratt Avenue is a rare Craftsman-style residence where an artist's touch and eye are felt at every level. Reconstructed in 2010 by William McInerney, and designed by architect Sasha Janev, the 3-bedroom, 3-bath main residence showcases vaulted ceilings with exposed wooden beams, hand-scraped Heritage Woodcraft acacia hardwood floors, Velux skylights, and knotty alder doors. The chef's kitchen is an entertainer's centerpiece anchored by a hammered bronze Fratelli Onofri 5-burner range, copper farmhouse sink, St. Martins limestone, Serengeti gold granite, and custom cherry cabinetry from Napa Kitchen & Bath. The primary suite features a spa-inspired bath with Restoration Hardware double vanity, jetted soaking tub, and travertine floors. The suite opens to the spacious backyard patio through French doors. The Jack Chandler-designed entry gate sets the tone for a lush .28-acre landscape fed by an irrigation well and adorned with mature fruit trees, roses, citrus, and a serene fountain with plenty of space for a pool framed by new redwood fencing and vineyard views. The 854 sq ft ADU features its own entrance and utilities delivering exceptional income potential or multigenerational flexibility.

4 Beds ⋅ 4 Baths ⋅ 326035177 MLS

Steeped in St. Helena charm and built to the highest standards, 977 Pratt Avenue is a rare Craftsman-style residence where an artist's touch and eye are felt at every level. Reconstructed in 2010 by William McInerney, and designed by architect Sasha Janev, the 3-bedroom, 3-bath main residence showcases vaulted ceilings with exposed wooden beams, hand-scraped Heritage Woodcraft acacia hardwood floors, Velux skylights, and knotty alder doors. The chef's kitchen is an entertainer's centerpiece anchored by a hammered bronze Fratelli Onofri 5-burner range, copper farmhouse sink, St. Martins limestone, Serengeti gold granite, and custom cherry cabinetry from Napa Kitchen & Bath. The primary suite features a spa-inspired bath with Restoration Hardware double vanity, jetted soaking tub, and travertine floors. The suite opens to the spacious backyard patio through French doors. The Jack Chandler-designed entry gate sets the tone for a lush .28-acre landscape fed by an irrigation well and adorned with mature fruit trees, roses, citrus, and a serene fountain with plenty of space for a pool framed by new redwood fencing and vineyard views. The 854 sq ft ADU features its own entrance and utilities delivering exceptional income potential or multigenerational flexibility.

977 Pratt Ave, St. Helena

$1,975,000

Rare in St. Helena: a newly built home on a lot with mature, established landscaping. This 2 bedroom, 2 bathroom farmhouse spans +/- 2,100 square feet on +/- 0.39 acres and pairs clean architectural lines with genuine craftsmanship throughout. A hand-carved solid wood entry sets the tone; vaulted ceilings and polished concrete floors carry it through the main living space. The kitchen is built for real use and real entertaining: a 48" Forno range, Shaw's farmhouse sink, custom plaster hood, Calacatta marble counters, and an oversized island with breakfast bar seating. French doors lead from the vaulted primary suite straight to the pool terrace. Both bathrooms are finished with the same care, including a curbless stone shower with brass rain fixture and marble surfaces. A +/- 600 square foot loft above the garage provides flexible space for an office, studio, or guest use. The backyard functions as a private retreat: a newly built pool and spa with stone coping, a shaded upper deck, and a chef's garden with mature fruit trees and flagstone paths already established, not planted and waiting to grow in. Radiant heat floors, a full laundry room, and an oversized finished garage round out the offering. A new home that reads like it's already been lived in and loved.

2 Beds ⋅ 2 Baths ⋅ 326033902 MLS

Rare in St. Helena: a newly built home on a lot with mature, established landscaping. This 2 bedroom, 2 bathroom farmhouse spans +/- 2,100 square feet on +/- 0.39 acres and pairs clean architectural lines with genuine craftsmanship throughout. A hand-carved solid wood entry sets the tone; vaulted ceilings and polished concrete floors carry it through the main living space. The kitchen is built for real use and real entertaining: a 48" Forno range, Shaw's farmhouse sink, custom plaster hood, Calacatta marble counters, and an oversized island with breakfast bar seating. French doors lead from the vaulted primary suite straight to the pool terrace. Both bathrooms are finished with the same care, including a curbless stone shower with brass rain fixture and marble surfaces. A +/- 600 square foot loft above the garage provides flexible space for an office, studio, or guest use. The backyard functions as a private retreat: a newly built pool and spa with stone coping, a shaded upper deck, and a chef's garden with mature fruit trees and flagstone paths already established, not planted and waiting to grow in. Radiant heat floors, a full laundry room, and an oversized finished garage round out the offering. A new home that reads like it's already been lived in and loved.

753 Sunnyside Rd, St. Helena

$2,700,000

Located on storied Kearney Street, this 1912 Napa Valley home blends Craftsman charm with nearly half an acre of in-town living. The quiet, tree-lined street is two blocks from Main Street yet feels like small-town California. The 1,752 sq ft residence has three bedrooms, two full baths, a powder room, a full unfinished basement, deep porches, and mature landscaping that create a sense of privacy on a rare 0.44-acre lot. A two-bedroom, two-bath, 662 sq. ft. single-story ADU built in 1991 adds flexibility for guests or family. The gardens, outdoor living, expanse, and charm make this property unique in downtown St. Helena. Appreciate world-class dining, the Friday Farmers Market, top schools, and simply enjoy this home's historic warmth and character.

3 Beds ⋅ 3 Baths ⋅ 326031741 MLS

Located on storied Kearney Street, this 1912 Napa Valley home blends Craftsman charm with nearly half an acre of in-town living. The quiet, tree-lined street is two blocks from Main Street yet feels like small-town California. The 1,752 sq ft residence has three bedrooms, two full baths, a powder room, a full unfinished basement, deep porches, and mature landscaping that create a sense of privacy on a rare 0.44-acre lot. A two-bedroom, two-bath, 662 sq. ft. single-story ADU built in 1991 adds flexibility for guests or family. The gardens, outdoor living, expanse, and charm make this property unique in downtown St. Helena. Appreciate world-class dining, the Friday Farmers Market, top schools, and simply enjoy this home's historic warmth and character.

1533 Kearney St, St. Helena

$40,000,000

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, credibility, quality and scarcity that define the very best of Napa Valley. Existing entitlements and turn-key improvements consist of a 20,000-gallon production permit, anchored by a +/- 3,500-square-foot winery and tasting room, together with a newly expanded +/- 8,000-square-foot cave, crush pad, and infrastructure thoughtfully designed to support future expansion. The Estate provides an established ultra-luxury platform for continued production and long-term growth from one of Napa Valley's most coveted terroirs. The +/- 5,000-square-foot main residence captivate the lake views beautifully. Construction materials include large stones sourced from on site vineyard and cave development, large scale steel sturctural elements, concrete, limestone and imported Portuguese tile. There are four luxurious en-suite bedrooms. The guest house and cottage are located in the vines providing separation and privacy yet offer the same lake views. Throughout the Estate, majestic oak trees, dramatic natural boulders, and sweeping views create a setting that is both striking and unmistakably Pritchard Hill/Napa Valley. An opportunity of this prestige, scale, and infrastructure rarely becomes available. Gandona, at this moment provides a rare opportunity to join Napa Valley's enduring legacy of world-class wine producers. www.napawinelegacy.com

326027157 MLS

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, credibility, quality and scarcity that define the very best of Napa Valley. Existing entitlements and turn-key improvements consist of a 20,000-gallon production permit, anchored by a +/- 3,500-square-foot winery and tasting room, together with a newly expanded +/- 8,000-square-foot cave, crush pad, and infrastructure thoughtfully designed to support future expansion. The Estate provides an established ultra-luxury platform for continued production and long-term growth from one of Napa Valley's most coveted terroirs. The +/- 5,000-square-foot main residence captivate the lake views beautifully. Construction materials include large stones sourced from on site vineyard and cave development, large scale steel sturctural elements, concrete, limestone and imported Portuguese tile. There are four luxurious en-suite bedrooms. The guest house and cottage are located in the vines providing separation and privacy yet offer the same lake views. Throughout the Estate, majestic oak trees, dramatic natural boulders, and sweeping views create a setting that is both striking and unmistakably Pritchard Hill/Napa Valley. An opportunity of this prestige, scale, and infrastructure rarely becomes available. Gandona, at this moment provides a rare opportunity to join Napa Valley's enduring legacy of world-class wine producers. www.napawinelegacy.com

1535 Sage Canyon Rd, St. Helena

$40,000,000

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, credibility, quality and scarcity that define the very best of Napa Valley. Existing entitlements and turn-key improvements consist of a 20,000-gallon production permit, anchored by a +/- 3,500-square-foot winery and tasting room, together with a newly expanded +/- 8,000-square-foot cave, crush pad, and infrastructure thoughtfully designed to support future expansion. The Estate provides an established ultra-luxury platform for continued production and long-term growth from one of Napa Valley's most coveted terroirs. The +/- 5,000-square-foot main residence captivate the lake views beautifully. Construction materials include large stones sourced from on site vineyard and cave development, large scale steel sturctural elements, concrete, limestone and imported Portuguese tile. Four luxurious en-suite bedrooms provide comfort and privacy. The guest house and cottage are located in the vines provide separation and privacy yet offer the same lake views. Throughout the Estate, majestic oak trees, dramatic natural boulders, and sweeping views create a setting that is both striking and unmistakably Pritchard Hill/Napa Valley. An opportunity of this prestige, scale, and infrastructure rarely becomes available. Gandona, at this moment provides a rare opportunity to join Napa Valley's enduring legacy of world-class wine producers.

4 Beds ⋅ 5 Baths ⋅ 326027159 MLS

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, credibility, quality and scarcity that define the very best of Napa Valley. Existing entitlements and turn-key improvements consist of a 20,000-gallon production permit, anchored by a +/- 3,500-square-foot winery and tasting room, together with a newly expanded +/- 8,000-square-foot cave, crush pad, and infrastructure thoughtfully designed to support future expansion. The Estate provides an established ultra-luxury platform for continued production and long-term growth from one of Napa Valley's most coveted terroirs. The +/- 5,000-square-foot main residence captivate the lake views beautifully. Construction materials include large stones sourced from on site vineyard and cave development, large scale steel sturctural elements, concrete, limestone and imported Portuguese tile. Four luxurious en-suite bedrooms provide comfort and privacy. The guest house and cottage are located in the vines provide separation and privacy yet offer the same lake views. Throughout the Estate, majestic oak trees, dramatic natural boulders, and sweeping views create a setting that is both striking and unmistakably Pritchard Hill/Napa Valley. An opportunity of this prestige, scale, and infrastructure rarely becomes available. Gandona, at this moment provides a rare opportunity to join Napa Valley's enduring legacy of world-class wine producers.

1535 Sage Canyon Rd, St. Helena

$489,000

New co-ownership opportunity by Pacaso: Own one-eighth this professionally managed, turnkey home. Jade is a three-bedroom, two-bath home in St. Helena where clean architectural lines and warm natural materials find an easy balance. Beamed vaulted ceilings rise over hardwood floors, and the interior palette of crisp plaster walls and matte black fixtures carries a quiet confidence throughout every room. The open kitchen and dining space is the gravitational center of the home, anchored by a chef's kitchen with a waterfall-edge island designed for long meals and unhurried gathering. A gas fireplace frames the dining area, and a few steps down, a second fireplace warms the living room, which opens directly onto the back patio and garden. Outside, a pool, covered outdoor kitchen, and generous lounge space draw the living area into the California air, offering the kind of backyard that makes it easy to lose an afternoon entirely. St. Helena occupies a particular place in Napa Valley, quieter and more considered than its neighbors, with a pace that rewards those who seek it out. Main Street's independent restaurants, acclaimed tasting rooms, and the weekly farmers' market are walkable from the door, while the valley's most storied vineyards stretch out in every direction just beyond. Every Pacaso home is fully designed, furnished, and professionally managed, and Jade is no exception. Owners arrive to find the home at its best, every time, without lifting a finger.

3 Beds ⋅ 2 Baths ⋅ 326022873 MLS

New co-ownership opportunity by Pacaso: Own one-eighth this professionally managed, turnkey home. Jade is a three-bedroom, two-bath home in St. Helena where clean architectural lines and warm natural materials find an easy balance. Beamed vaulted ceilings rise over hardwood floors, and the interior palette of crisp plaster walls and matte black fixtures carries a quiet confidence throughout every room. The open kitchen and dining space is the gravitational center of the home, anchored by a chef's kitchen with a waterfall-edge island designed for long meals and unhurried gathering. A gas fireplace frames the dining area, and a few steps down, a second fireplace warms the living room, which opens directly onto the back patio and garden. Outside, a pool, covered outdoor kitchen, and generous lounge space draw the living area into the California air, offering the kind of backyard that makes it easy to lose an afternoon entirely. St. Helena occupies a particular place in Napa Valley, quieter and more considered than its neighbors, with a pace that rewards those who seek it out. Main Street's independent restaurants, acclaimed tasting rooms, and the weekly farmers' market are walkable from the door, while the valley's most storied vineyards stretch out in every direction just beyond. Every Pacaso home is fully designed, furnished, and professionally managed, and Jade is no exception. Owners arrive to find the home at its best, every time, without lifting a finger.

1629 Hillview Pl, St. Helena

$425,000

Build Your Napa Valley home, opportunity to craft the wine country retreat you've always envisioned. This nearly half-acre parcel sits just three miles from the coveted heart of downtown St. Helena, placing world-class dining, boutique shopping, acclaimed wineries and schools within minutes of your front door. The land is ready to work with you: an existing well and septic plan has been started, with reports available. A peaceful seasonal stream graces the rear of the property, adding a natural, serene boundary. Building plans were in process with Napa County for a thoughtfully designed two-story home featuring a garage with an ADU guest suite above, maximizing every inch of the parcel to create both generous living space and income or hosting potential. Whether you're dreaming of a full-time residence, a wine country escape, or a legacy property to pass down, this is your canvas.

326021670 MLS

Build Your Napa Valley home, opportunity to craft the wine country retreat you've always envisioned. This nearly half-acre parcel sits just three miles from the coveted heart of downtown St. Helena, placing world-class dining, boutique shopping, acclaimed wineries and schools within minutes of your front door. The land is ready to work with you: an existing well and septic plan has been started, with reports available. A peaceful seasonal stream graces the rear of the property, adding a natural, serene boundary. Building plans were in process with Napa County for a thoughtfully designed two-story home featuring a garage with an ADU guest suite above, maximizing every inch of the parcel to create both generous living space and income or hosting potential. Whether you're dreaming of a full-time residence, a wine country escape, or a legacy property to pass down, this is your canvas.

420 Glass Mountain Rd, St. Helena

$959,000

Charming St. Helena Retreat with Timeless Woodwork & Dual Living Spaces. Nestled in the heart of St. Helena, this inviting Napa Valley home blends classic craftsmanship with comfortable living. Rich woodwork throughout creates a warm, sophisticated atmosphere that embodies wine country charm. The thoughtfully designed layout features two spacious living roomsideal for both relaxed everyday living and effortless entertaining. Natural light fills the home, highlighting the detailed finishes and enhancing its welcoming feel. Located just minutes from downtown St. Helena's renowned restaurants, boutiques, and wineries, the property offers the perfect balance of tranquility and convenience. Ideal as a full-time residence, weekend retreat, or Napa Valley getaway.**New roof in 2025 and home is completely earthquake retrofitted**

3 Beds ⋅ 2 Baths ⋅ 326016663 MLS

Charming St. Helena Retreat with Timeless Woodwork & Dual Living Spaces. Nestled in the heart of St. Helena, this inviting Napa Valley home blends classic craftsmanship with comfortable living. Rich woodwork throughout creates a warm, sophisticated atmosphere that embodies wine country charm. The thoughtfully designed layout features two spacious living roomsideal for both relaxed everyday living and effortless entertaining. Natural light fills the home, highlighting the detailed finishes and enhancing its welcoming feel. Located just minutes from downtown St. Helena's renowned restaurants, boutiques, and wineries, the property offers the perfect balance of tranquility and convenience. Ideal as a full-time residence, weekend retreat, or Napa Valley getaway.**New roof in 2025 and home is completely earthquake retrofitted**

1143 Hudson Ave, St. Helena

$1,650,000

Exceptional opportunity to own a rare income property in the heart of Napa Valley wine country. Perfectly positioned just blocks from downtown St. Helena, this four-unit complex offers an unbeatable location surrounded by world-class vineyards, valley views, and rolling hills. Set against a scenic vineyard backdrop, the property enjoys peaceful wine country ambiance while remaining moments from renowned restaurants, boutique shopping, and charming downtown attractions. Walking paths, tasting rooms, and local amenities are all nearby, creating a truly desirable St. Helena investment property. The complex features four spacious units, each thoughtfully designed with 2 bedrooms and 2 bathrooms. Interiors include a generous living room, dining area, and a sizeable kitchen ideal for comfortable everyday living. Each residence also offers an inside laundry room, primary suite with walk-in closet, and the convenience of central heating and air conditioning. Parking is abundant with a 4-car carport plus four additional guest parking spaces, an uncommon amenity for properties this close to downtown. The building remains in its original condition, presenting a fantastic opportunity to refresh and modernize while adding significant value.

326019265 MLS

Exceptional opportunity to own a rare income property in the heart of Napa Valley wine country. Perfectly positioned just blocks from downtown St. Helena, this four-unit complex offers an unbeatable location surrounded by world-class vineyards, valley views, and rolling hills. Set against a scenic vineyard backdrop, the property enjoys peaceful wine country ambiance while remaining moments from renowned restaurants, boutique shopping, and charming downtown attractions. Walking paths, tasting rooms, and local amenities are all nearby, creating a truly desirable St. Helena investment property. The complex features four spacious units, each thoughtfully designed with 2 bedrooms and 2 bathrooms. Interiors include a generous living room, dining area, and a sizeable kitchen ideal for comfortable everyday living. Each residence also offers an inside laundry room, primary suite with walk-in closet, and the convenience of central heating and air conditioning. Parking is abundant with a 4-car carport plus four additional guest parking spaces, an uncommon amenity for properties this close to downtown. The building remains in its original condition, presenting a fantastic opportunity to refresh and modernize while adding significant value.

1328 Monte Vista Ave, St. Helena

$2,950,000

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.

3 Beds ⋅ 4 Baths ⋅ 326019222 MLS

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.

1740 Conn Valley Rd, St. Helena

$895,000

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.

3 Beds ⋅ 2 Baths ⋅ 326016935 MLS

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.

807 Deer Park Rd, St. Helena

$195,000

Buildable corner lot - Opportunity awaits on this 7,400 sq ft corner lot in beautiful St. Helena, near the Deer Park neighborhood. Cleared and ready for construction, the property offers a fantastic chance to create your custom Napa Valley retreat. Nice panoramic views of the hills! Utilities are within reach: electricity is available at the street, water is serviced by the St. Helena Hospital Water District, and a recent septic report is on file. The lot sits on a quiet, desirable street and offers scenic views of the surrounding hills, providing a peaceful setting for your future home. The property previously featured a 3-bedroom, 1-bath residence with a detached garage, which was lost in the 2020 fire. Today, the lot presents a blank canvas for your vision. Disclosure package and reports available via Disclosure IO. This is a great opportunity to build in one of Napa Valley's most desirable communities.

326017039 MLS

Buildable corner lot - Opportunity awaits on this 7,400 sq ft corner lot in beautiful St. Helena, near the Deer Park neighborhood. Cleared and ready for construction, the property offers a fantastic chance to create your custom Napa Valley retreat. Nice panoramic views of the hills! Utilities are within reach: electricity is available at the street, water is serviced by the St. Helena Hospital Water District, and a recent septic report is on file. The lot sits on a quiet, desirable street and offers scenic views of the surrounding hills, providing a peaceful setting for your future home. The property previously featured a 3-bedroom, 1-bath residence with a detached garage, which was lost in the 2020 fire. Today, the lot presents a blank canvas for your vision. Disclosure package and reports available via Disclosure IO. This is a great opportunity to build in one of Napa Valley's most desirable communities.

101 Pine Pl, St. Helena

$369,000

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.

2 Beds ⋅ 2 Baths ⋅ 326017037 MLS

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.

2 La Cuesta Ct, St. Helena

$6,995,000

Set against the spectacular backdrop of Napa Valley's western hills, this 15.44 +/- acre vineyard estate offers something increasingly rare: extraordinary views, abundant space, two legal parcels and the freedom to imagine an even more expansive wine country compound. The setting is breathtaking. A 6.44 +/- acre terraced Cabernet Sauvignon and Sauvignon Blanc vineyard sweeps away from the residence, opening to panoramic views across the valley and to the Vaca Mountains beyond. Located on the cooler western slope, the property feels wonderfully removed from the world, yet downtown St. Helena is just eight minutes away. Two legal parcels create exceptional possibilities for the future. With the ability to adjust the lot line, the second parcel offers the potential for another main residence, guest house and ADU, subject to applicable approvals - an extraordinary opportunity to create a multi-generational estate with separate residences for family and friends. Already, the property lives as a relaxed and welcoming compound. The 3,856 +/- sq ft main residence includes four bedroom suites and opens extensively to the landscape through tall French doors. A soaring great room with cathedral ceiling and wood-burning fireplace provides a natural gathering place, while the remarkably spacious kitchen was designed for many hands to cook, visit and linger together. Nearby, the original stone cottage has evolved into a charming guest house with an en-suite bedroom, game room and additional flexible spaces. Beyond the residences, the estate becomes a private playground. Hike the acreage, wander through the vineyard and beneath magnificent oaks, keep horses, play tennis, swim in the 45-foot pool, explore the seasonal creek or head up the gentle hillside to the stream-fed pond. An expansive wraparound deck and broad lawn overlook the vineyard, creating an extraordinary setting for outdoor dining, celebrations and long afternoons with family and friends. A spa, tennis court with viewing patio and approximately 1,000 sq ft barn add to the possibilities. Old stone walls, towering cypress, fruit trees and mature landscaping give the property a sense of permanence and character that cannot be newly created. The Cabernet Sauvignon vineyard has contributed to wine awarded 97 points by Robert Parker. Part vineyard estate, part family compound and part private playground, this is a place to gather, explore and create an entirely personal Napa Valley legacy.

5 Beds ⋅ 8 Baths ⋅ 326016601 MLS

Set against the spectacular backdrop of Napa Valley's western hills, this 15.44 +/- acre vineyard estate offers something increasingly rare: extraordinary views, abundant space, two legal parcels and the freedom to imagine an even more expansive wine country compound. The setting is breathtaking. A 6.44 +/- acre terraced Cabernet Sauvignon and Sauvignon Blanc vineyard sweeps away from the residence, opening to panoramic views across the valley and to the Vaca Mountains beyond. Located on the cooler western slope, the property feels wonderfully removed from the world, yet downtown St. Helena is just eight minutes away. Two legal parcels create exceptional possibilities for the future. With the ability to adjust the lot line, the second parcel offers the potential for another main residence, guest house and ADU, subject to applicable approvals - an extraordinary opportunity to create a multi-generational estate with separate residences for family and friends. Already, the property lives as a relaxed and welcoming compound. The 3,856 +/- sq ft main residence includes four bedroom suites and opens extensively to the landscape through tall French doors. A soaring great room with cathedral ceiling and wood-burning fireplace provides a natural gathering place, while the remarkably spacious kitchen was designed for many hands to cook, visit and linger together. Nearby, the original stone cottage has evolved into a charming guest house with an en-suite bedroom, game room and additional flexible spaces. Beyond the residences, the estate becomes a private playground. Hike the acreage, wander through the vineyard and beneath magnificent oaks, keep horses, play tennis, swim in the 45-foot pool, explore the seasonal creek or head up the gentle hillside to the stream-fed pond. An expansive wraparound deck and broad lawn overlook the vineyard, creating an extraordinary setting for outdoor dining, celebrations and long afternoons with family and friends. A spa, tennis court with viewing patio and approximately 1,000 sq ft barn add to the possibilities. Old stone walls, towering cypress, fruit trees and mature landscaping give the property a sense of permanence and character that cannot be newly created. The Cabernet Sauvignon vineyard has contributed to wine awarded 97 points by Robert Parker. Part vineyard estate, part family compound and part private playground, this is a place to gather, explore and create an entirely personal Napa Valley legacy.

1626 Whitehall Ln, St. Helena

$775,500

New Price - Great Opportunity! This lovely property offers even more value at its newly reduced price. Experience the best of Wine Country living in this beautifully updated St. Helena home, thoughtfully renovated with today's buyer in mind. Recent improvements include a new roof and windows (May 2026), a stunning newly remodeled kitchen, beautifully newly updated bathrooms, new flooring throughout, and fresh interior paint making this home truly move-in ready. The functional floor plan features a private primary suite with an ensuite bathroom upstairs, while a second bedroom on the main level offers the flexibility of a guest room, home office, or den. Step outside to a spacious deck that's perfect for entertaining friends, enjoying outdoor dining, or simply relaxing with your favorite glass of Napa Valley wine. Located just a short stroll from charming downtown St. Helena, you'll have easy access to acclaimed restaurants, boutique shopping, art galleries, and world-class wineries. Whether you're looking for a primary residence, a weekend escape from the city, or an investment opportunity, this home offers the ideal combination of modern updates, comfort, and an exceptional Wine Country location.

2 Beds ⋅ 2 Baths ⋅ 326010775 MLS

New Price - Great Opportunity! This lovely property offers even more value at its newly reduced price. Experience the best of Wine Country living in this beautifully updated St. Helena home, thoughtfully renovated with today's buyer in mind. Recent improvements include a new roof and windows (May 2026), a stunning newly remodeled kitchen, beautifully newly updated bathrooms, new flooring throughout, and fresh interior paint making this home truly move-in ready. The functional floor plan features a private primary suite with an ensuite bathroom upstairs, while a second bedroom on the main level offers the flexibility of a guest room, home office, or den. Step outside to a spacious deck that's perfect for entertaining friends, enjoying outdoor dining, or simply relaxing with your favorite glass of Napa Valley wine. Located just a short stroll from charming downtown St. Helena, you'll have easy access to acclaimed restaurants, boutique shopping, art galleries, and world-class wineries. Whether you're looking for a primary residence, a weekend escape from the city, or an investment opportunity, this home offers the ideal combination of modern updates, comfort, and an exceptional Wine Country location.

1530 Voorhees Circle, St, St. Helena

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