$1,798,000 All offers will be considered! A true Napa Valley sanctuary, this refined single-level estate offers 2,423 sq. ft. of sophisticated living on an expansive 1.8-acre flat parcel. Designed with wellness, privacy, and elegance in mind, the 3-bedroom, 2.5-bath residence is more than a home it is an experience. Located just minutes from the culinary scene and boutiques of downtown St. Helena, the world-renowned Meadowood Resort, and a short drive to downtown Napa, this residence offers the rare opportunity to enjoy the best of wine country living in a private, serene environment. With a boutique Cabernet Sauvignon hobby vineyard and a meandering seasonal creek, the setting is both serene and inspiring. A Balinese gazebo invites moments of meditation or intimate gatherings, while fruit trees, raised garden beds, and tranquil landscaping enhance the atmosphere. A detached yoga/art studio offers space for creative expression or meditation, while additional outbuildings provide endless opportunities to curate your own vision of living. The property includes a solar energy system, EV charging station, and a spacious two-car garage with storage. A property where health, nature, and luxury coexist seamlessly, this Napa Valley sanctuary is more than a residenceit is your Napa Valley retreat. 3 Beds ⋅ 3 Baths ⋅ 326062587 MLS All offers will be considered! A true Napa Valley sanctuary, this refined single-level estate offers 2,423 sq. ft. of sophisticated living on an expansive 1.8-acre flat parcel. Designed with wellness, privacy, and elegance in mind, the 3-bedroom, 2.5-bath residence is more than a home it is an experience. Located just minutes from the culinary scene and boutiques of downtown St. Helena, the world-renowned Meadowood Resort, and a short drive to downtown Napa, this residence offers the rare opportunity to enjoy the best of wine country living in a private, serene environment. With a boutique Cabernet Sauvignon hobby vineyard and a meandering seasonal creek, the setting is both serene and inspiring. A Balinese gazebo invites moments of meditation or intimate gatherings, while fruit trees, raised garden beds, and tranquil landscaping enhance the atmosphere. A detached yoga/art studio offers space for creative expression or meditation, while additional outbuildings provide endless opportunities to curate your own vision of living. The property includes a solar energy system, EV charging station, and a spacious two-car garage with storage. A property where health, nature, and luxury coexist seamlessly, this Napa Valley sanctuary is more than a residenceit is your Napa Valley retreat. 109 Glass Mountain Ln, St. Helena
$2,195,000 Quiet and private, yet just a few blocks from the restaurants and shops of St. Helena's Main Street, this home offers the best of both worlds. Set in a peaceful east-side neighborhood, it welcomes you with 10 ft. ceilings and warm hardwood floors throughout the living area. The kitchen is a natural gathering place, with an oversized island, high-end appliances, and built-in bench seating overlooking the lovely backyard. Just off the kitchen, the terrace is built for indoor/outdoor living complete with its own fireplace, BBQ, and covered dining area, perfect for entertaining year-round. The home offers three generous main floor bedrooms, with flexibility to add a fourth, including a primary suite designed as a private retreat with a well-appointed bathroom and direct access to the outdoor spa. A family room and separate living room, each with its own fireplace, provide comfortable spaces for both entertaining and quiet evenings in. The tasting room opens onto the backyard and sits beneath a versatile second-level space suited to a home office or additional bedroom. The grounds are equally impressive: gravel pathways connect a lovely garden, manicured roses, raised vegetable beds, and shaded seating beneath structured trellises a peaceful setting to enjoy through every season. The two car garage offers ample additional storage space. 806 Chiles Avenue offers a rare combination of convenience, comfort, privacy, and classic Napa Valley living. 3 Beds ⋅ 3 Baths ⋅ 326058880 MLS Quiet and private, yet just a few blocks from the restaurants and shops of St. Helena's Main Street, this home offers the best of both worlds. Set in a peaceful east-side neighborhood, it welcomes you with 10 ft. ceilings and warm hardwood floors throughout the living area. The kitchen is a natural gathering place, with an oversized island, high-end appliances, and built-in bench seating overlooking the lovely backyard. Just off the kitchen, the terrace is built for indoor/outdoor living complete with its own fireplace, BBQ, and covered dining area, perfect for entertaining year-round. The home offers three generous main floor bedrooms, with flexibility to add a fourth, including a primary suite designed as a private retreat with a well-appointed bathroom and direct access to the outdoor spa. A family room and separate living room, each with its own fireplace, provide comfortable spaces for both entertaining and quiet evenings in. The tasting room opens onto the backyard and sits beneath a versatile second-level space suited to a home office or additional bedroom. The grounds are equally impressive: gravel pathways connect a lovely garden, manicured roses, raised vegetable beds, and shaded seating beneath structured trellises a peaceful setting to enjoy through every season. The two car garage offers ample additional storage space. 806 Chiles Avenue offers a rare combination of convenience, comfort, privacy, and classic Napa Valley living. 806 Chiles Ave, St. Helena
$4,500,000 Durham Ranch is Ken Fulk's treasured Napa Valley retreat, shared with family and close friends for decades. Set on 76 private acres in the renowned town of St. Helena, the property offers a rare balance of seclusion and access, where open land, ancient oaks, and seasonal streams create a profound sense of escape, yet proximate to restaurants, wineries, and cultural life of Napa Valley. Originally a modest cattle ranch dating to the 1940's, the property was thoughtfully restored and reimagined by celebrated designer Ken Fulk as a place to gather, celebrate, and disconnect. The vision honors the spirit of the classic California ranch while introducing a modern design sensibility. Durham Ranch embodies effortless living, inspired design, and strong provenance in a bucolic setting with the potential to add more dwellings subject to Napa County approval. At the heart of the compound is the restored ranch cottage, 1,200 Sq Ft, with two bedrooms and one-and-a-half baths. Bluestone floors, board-and-batten walls, and open-rafter ceilings create a timeless ranch aesthetic, while reclaimed materials, including historic fence boards used for cabinetry, salvaged tractor springs converted to barstools, and 1920s Parisian lighting, connect the interiors to a deeply rooted history. A screened porch overlooks the pool and surrounding landscape. Nearby, the 3,200 Sq Ft steel barn serves as the ranch's social centerpiece. With soaring 33-foot ceilings, the space was designed for private gatherings and large-scale entertaining, accommodating up to 200 personal guests comfortably. Plans by George Bevan inspire future conversion to living space, offering flexibility for the next steward of the property. Guest experiences extend across the ranch. Two safari-style tent cabins are perched on a wooded hilltop overlooking the valley, while the Cowboy Shack, originally conceived as a traveling art installation, serves as a playful hideaway or entertainment bar. Outdoor living unfolds across thoughtfully designed spaces connected by Ipe boardwalks. A 45x16 ft heated pool with full-length baja shelves anchors the entertaining area, complemented by bocce, terraces, and lawns shaded by magnificent oaks. The landscape includes seasonal streams, a natural spring, and miles of scenic terrain. Offering privacy while remaining within minutes of downtown St. Helena, Durham Ranch represents a rare opportunity to steward a deeply personal and authentic Napa Valley retreat. 2 Beds ⋅ 1 Baths ⋅ 326062530 MLS Durham Ranch is Ken Fulk's treasured Napa Valley retreat, shared with family and close friends for decades. Set on 76 private acres in the renowned town of St. Helena, the property offers a rare balance of seclusion and access, where open land, ancient oaks, and seasonal streams create a profound sense of escape, yet proximate to restaurants, wineries, and cultural life of Napa Valley. Originally a modest cattle ranch dating to the 1940's, the property was thoughtfully restored and reimagined by celebrated designer Ken Fulk as a place to gather, celebrate, and disconnect. The vision honors the spirit of the classic California ranch while introducing a modern design sensibility. Durham Ranch embodies effortless living, inspired design, and strong provenance in a bucolic setting with the potential to add more dwellings subject to Napa County approval. At the heart of the compound is the restored ranch cottage, 1,200 Sq Ft, with two bedrooms and one-and-a-half baths. Bluestone floors, board-and-batten walls, and open-rafter ceilings create a timeless ranch aesthetic, while reclaimed materials, including historic fence boards used for cabinetry, salvaged tractor springs converted to barstools, and 1920s Parisian lighting, connect the interiors to a deeply rooted history. A screened porch overlooks the pool and surrounding landscape. Nearby, the 3,200 Sq Ft steel barn serves as the ranch's social centerpiece. With soaring 33-foot ceilings, the space was designed for private gatherings and large-scale entertaining, accommodating up to 200 personal guests comfortably. Plans by George Bevan inspire future conversion to living space, offering flexibility for the next steward of the property. Guest experiences extend across the ranch. Two safari-style tent cabins are perched on a wooded hilltop overlooking the valley, while the Cowboy Shack, originally conceived as a traveling art installation, serves as a playful hideaway or entertainment bar. Outdoor living unfolds across thoughtfully designed spaces connected by Ipe boardwalks. A 45x16 ft heated pool with full-length baja shelves anchors the entertaining area, complemented by bocce, terraces, and lawns shaded by magnificent oaks. The landscape includes seasonal streams, a natural spring, and miles of scenic terrain. Offering privacy while remaining within minutes of downtown St. Helena, Durham Ranch represents a rare opportunity to steward a deeply personal and authentic Napa Valley retreat. 4553 Chiles Pope Valley Rd, St. Helena
$1,175,000 Located in one of St. Helena's established neighborhoods, this beautifully updated single-level home offers the perfect blend of timeless charm and modern comfort. Featuring three spacious bedrooms and three full bathrooms across a light-filled, open floor plan designed for effortless everyday living. Rich hardwood floors create a warm welcome, while the kitchen shines with quartz countertops, stainless steel appliances and stylish finishes that seamlessly connect to the home's inviting living spaces. Large windows fill the home with natural light, enhancing the bright and airy atmosphere throughout. Designed for peace of mind as well as comfort, the home features a new roof, updated windows, central air conditioning and numerous tasteful upgrades, making it truly move-in ready. Step outside to discover a charming, private backyard patio that truly serves as an extension of the home. Thoughtfully designed for seamless indoor-outdoor living, this inviting space is perfect for everything from quiet mornings with a cup of coffee to lively evenings gathered around the table with friends and family. Whether you're searching for a full-time residence, weekend retreat, or investment in one of Napa Valley's most sought-after communities, this turnkey home delivers comfort, convenience, and the unmistakable charm that defines St. Helena. Beyond the home, the location is truly exceptional. Enjoy neighborhood access to the Napa Valley Vine Trail, making it easy to step outside for a morning walk or bike ride and experience the beauty of the valley. Downtown St. Helena's renowned restaurants, boutiques, tasting rooms, galleries are just minutes away, while world-class wineries and vineyards surround you in every direction. 3 Beds ⋅ 3 Baths ⋅ 326060353 MLS Located in one of St. Helena's established neighborhoods, this beautifully updated single-level home offers the perfect blend of timeless charm and modern comfort. Featuring three spacious bedrooms and three full bathrooms across a light-filled, open floor plan designed for effortless everyday living. Rich hardwood floors create a warm welcome, while the kitchen shines with quartz countertops, stainless steel appliances and stylish finishes that seamlessly connect to the home's inviting living spaces. Large windows fill the home with natural light, enhancing the bright and airy atmosphere throughout. Designed for peace of mind as well as comfort, the home features a new roof, updated windows, central air conditioning and numerous tasteful upgrades, making it truly move-in ready. Step outside to discover a charming, private backyard patio that truly serves as an extension of the home. Thoughtfully designed for seamless indoor-outdoor living, this inviting space is perfect for everything from quiet mornings with a cup of coffee to lively evenings gathered around the table with friends and family. Whether you're searching for a full-time residence, weekend retreat, or investment in one of Napa Valley's most sought-after communities, this turnkey home delivers comfort, convenience, and the unmistakable charm that defines St. Helena. Beyond the home, the location is truly exceptional. Enjoy neighborhood access to the Napa Valley Vine Trail, making it easy to step outside for a morning walk or bike ride and experience the beauty of the valley. Downtown St. Helena's renowned restaurants, boutiques, tasting rooms, galleries are just minutes away, while world-class wineries and vineyards surround you in every direction. 1703 Crinella Dr, St. Helena
$7,500,000 Ultimate St. Helena jewel estate majestically set high on a hilltop, near the Meadowood resort; this French Provencal-style estate on 13+ acres offers panoramic views of St. Helena and is beautifully executed with sweeping slate roofs, curved stone walls, and bow windows throughout. Enter through a leaded-glass double door into a grand foyer that opens to formal living spaces defined by intricate bow windows and Rumford fireplaces. Adjacent to it, the expansive family room is bathed in natural light, with a circle of windows and a fireplace, and overlooks serene estate grounds. The grand formal dining room flows effortlessly into a spacious chef's kitchen featuring a built-in indoor grill, custom cabinets, marble countertops, Wolf appliances, a walk-in pantry, and a large eat-in area for casual family dining. The private primary suite is a sanctuary of luxury, featuring high ceilings, a fireplace, two elegant walk-in closets, and a spa-inspired bath with radiant-heated floors, a tumbled-marble shower, a soaking tub, and a dual vanity. The library, recreation room, and additional bedrooms are generously sized and complemented by beautifully appointed baths, a separate guest house, and an outdoor kitchen. The basement is the ultimate underground man-cave, a modern subterranean luxury space, a cave-like wine cellar, and an art/treasure/collector's sanctuary with a heavy vaulted safe, plus an extensive western salon or high-end lounge, finished with rustic copper & tin-stamped ceilings, dark wood floors, and moody ambient lighting. Outdoor living is equally spectacular, featuring expansive patios, beautiful waterfalls cascading to the pool and spa, meticulously maintained grounds framed by the estate's timeless slate roof and copper gutters, a variety of fruit & olive trees, and extensive walking trails, all of which complete this extraordinary property. 5 Beds ⋅ 6 Baths ⋅ 326049832 MLS Ultimate St. Helena jewel estate majestically set high on a hilltop, near the Meadowood resort; this French Provencal-style estate on 13+ acres offers panoramic views of St. Helena and is beautifully executed with sweeping slate roofs, curved stone walls, and bow windows throughout. Enter through a leaded-glass double door into a grand foyer that opens to formal living spaces defined by intricate bow windows and Rumford fireplaces. Adjacent to it, the expansive family room is bathed in natural light, with a circle of windows and a fireplace, and overlooks serene estate grounds. The grand formal dining room flows effortlessly into a spacious chef's kitchen featuring a built-in indoor grill, custom cabinets, marble countertops, Wolf appliances, a walk-in pantry, and a large eat-in area for casual family dining. The private primary suite is a sanctuary of luxury, featuring high ceilings, a fireplace, two elegant walk-in closets, and a spa-inspired bath with radiant-heated floors, a tumbled-marble shower, a soaking tub, and a dual vanity. The library, recreation room, and additional bedrooms are generously sized and complemented by beautifully appointed baths, a separate guest house, and an outdoor kitchen. The basement is the ultimate underground man-cave, a modern subterranean luxury space, a cave-like wine cellar, and an art/treasure/collector's sanctuary with a heavy vaulted safe, plus an extensive western salon or high-end lounge, finished with rustic copper & tin-stamped ceilings, dark wood floors, and moody ambient lighting. Outdoor living is equally spectacular, featuring expansive patios, beautiful waterfalls cascading to the pool and spa, meticulously maintained grounds framed by the estate's timeless slate roof and copper gutters, a variety of fruit & olive trees, and extensive walking trails, all of which complete this extraordinary property. 1910 Ridgeview Ln, St. Helena
$475,000 Tucked in the Deer Park area just outside St. Helena, this 5.68+/- acre property offers a chance to build in Napa Valley, close to world-renowned wineries and restaurants. This parcel previously supported a 3-bedroom, 2-bathroom main home, a 1-bedroom, 2-bathroom guest house, a detached garage, and a separate workshop, leaving a variety of building sites and infrastructure, including a private well and septic already in place. The setting is the real draw: multiple building sites, a seasonal stream, and views of mountains, vineyard, and woods. Flexible AW zoning allows for a variety of other uses. 326060547 MLS Tucked in the Deer Park area just outside St. Helena, this 5.68+/- acre property offers a chance to build in Napa Valley, close to world-renowned wineries and restaurants. This parcel previously supported a 3-bedroom, 2-bathroom main home, a 1-bedroom, 2-bathroom guest house, a detached garage, and a separate workshop, leaving a variety of building sites and infrastructure, including a private well and septic already in place. The setting is the real draw: multiple building sites, a seasonal stream, and views of mountains, vineyard, and woods. Flexible AW zoning allows for a variety of other uses. 510 Deer Park Rd, St. Helena
$765,000 New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Madrona sits on Madrona Avenue in St. Helena, a completely reimagined home with a stone and dark wood exterior and modern black windows that read as clean and considered against the St. Helena streetscape. The interior has been rebuilt throughout, with dark chevron parquet floors running from room to room and high beamed ceilings anchored by statement chandeliers. The living room centers on a modern fireplace beneath the beamed ceiling, with a second fireplace shared between the dining room and kitchen below. A glass atrium connects the two levels, filling the dining room with natural light. The kitchen has a wall chimney hood, decorative tile backsplash, light stone countertops and a waterfall-edge island with breakfast bar seating. The primary suite opens to the backyard deck and has an en suite bath with a double vanity, rain shower and soaking tub. Two additional bedrooms and a workout room complete the layout. The brick deck, pool, spa and covered lounge area anchor the backyard, with the pool facing a landscaped lawn and garden. Main Street is a block away, putting St. Helena's restaurants, tasting rooms and boutiques within easy walking distance. Madrona is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be, every time. 3 Beds ⋅ 3 Baths ⋅ 326060507 MLS New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Madrona sits on Madrona Avenue in St. Helena, a completely reimagined home with a stone and dark wood exterior and modern black windows that read as clean and considered against the St. Helena streetscape. The interior has been rebuilt throughout, with dark chevron parquet floors running from room to room and high beamed ceilings anchored by statement chandeliers. The living room centers on a modern fireplace beneath the beamed ceiling, with a second fireplace shared between the dining room and kitchen below. A glass atrium connects the two levels, filling the dining room with natural light. The kitchen has a wall chimney hood, decorative tile backsplash, light stone countertops and a waterfall-edge island with breakfast bar seating. The primary suite opens to the backyard deck and has an en suite bath with a double vanity, rain shower and soaking tub. Two additional bedrooms and a workout room complete the layout. The brick deck, pool, spa and covered lounge area anchor the backyard, with the pool facing a landscaped lawn and garden. Main Street is a block away, putting St. Helena's restaurants, tasting rooms and boutiques within easy walking distance. Madrona is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be, every time. 1242 Madrona Ave, St. Helena
$3,400,000 Effortless St. Helena Living-Turnkey, Furnished and Designed for Wine Country Life Just minutes from downtown St. Helena, this beautifully designed 2020 residence offers something increasingly rare in Napa Valley: a sophisticated Wine Country home that is completely finished, furnished and ready to enjoy from day one. Set on nearly a quarter acre, the property combines a stylish main residence with a detached guest retreat and exceptional indoor-outdoor living. Soaring ceilings and abundant natural light define the open great room, while the chef's kitchenwith premium appliances, custom cabinetry and an oversized waterfall islandcreates a natural gathering place for family and friends. The home opens effortlessly to a covered loggia connecting the main residence and guest retreat, creating an intimate private compound equally suited to quiet weekends or entertaining. The landscaped grounds extend the living space outdoors with a full outdoor kitchen, firepit lounge, water feature and private spa. The detached guest accommodations give visitors their own comfortable retreat, while the beautifully finished garagewith painted interior, extensive cabinetry and a history of use as a home gym and officeprovides unusually versatile additional space. Offered fully furnished, 1814 Spring is an ideal lock-and-leave Napa Valley home: newer construction, beautifully finished, easy to maintain and ready for immediate enjoyment. Morning coffee in town. An afternoon of wine tasting. Friends for dinner under the loggia. A walk or bike ride through St. Helena. No renovation. No furnishing project. Just arrive and enjoy Wine Country. 3 Beds ⋅ 4 Baths ⋅ 326059866 MLS Effortless St. Helena Living-Turnkey, Furnished and Designed for Wine Country Life Just minutes from downtown St. Helena, this beautifully designed 2020 residence offers something increasingly rare in Napa Valley: a sophisticated Wine Country home that is completely finished, furnished and ready to enjoy from day one. Set on nearly a quarter acre, the property combines a stylish main residence with a detached guest retreat and exceptional indoor-outdoor living. Soaring ceilings and abundant natural light define the open great room, while the chef's kitchenwith premium appliances, custom cabinetry and an oversized waterfall islandcreates a natural gathering place for family and friends. The home opens effortlessly to a covered loggia connecting the main residence and guest retreat, creating an intimate private compound equally suited to quiet weekends or entertaining. The landscaped grounds extend the living space outdoors with a full outdoor kitchen, firepit lounge, water feature and private spa. The detached guest accommodations give visitors their own comfortable retreat, while the beautifully finished garagewith painted interior, extensive cabinetry and a history of use as a home gym and officeprovides unusually versatile additional space. Offered fully furnished, 1814 Spring is an ideal lock-and-leave Napa Valley home: newer construction, beautifully finished, easy to maintain and ready for immediate enjoyment. Morning coffee in town. An afternoon of wine tasting. Friends for dinner under the loggia. A walk or bike ride through St. Helena. No renovation. No furnishing project. Just arrive and enjoy Wine Country. 1814 Spring St, St. Helena
$2,995,000 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 cellar. Covered front and back porches. Detached garage situated at the back of the property would make a great pool house or ADU, check with the City of St.Helena. 4 Beds ⋅ 5 Baths ⋅ 326056282 MLS 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 cellar. Covered front and back porches. Detached garage situated at the back of the property would make a great pool house or ADU, check with the City of St.Helena. 1213 Stockton St, St. Helena
$395,000 Thoughtfully updated and beautifully maintained, this inviting Wine Country retreat is nestled within St. Helena's highly sought-after Vineyard Valley 55+ community. Designed for effortless living, the home blends quality craftsmanship, meaningful improvements, and inviting indoor-outdoor spaces. Natural light fills the open floor plan through new dual-pane windows, while the kitchen features a new gas range (2024) and flows seamlessly into the living and dining areas. The spacious primary suite includes an updated double vanity with terrazzo stone countertop, creating a comfortable private retreat. A true standout feature is the custom-built wine cellar with storage for more than 1,000 bottles, complemented by extensive built-in cabinetry and storage within the attached carportan exceptional feature rarely found in the community. Outside, a private garden courtyard is enclosed by handcrafted cedar fencing and accented by flagstone planters, creating a peaceful setting for relaxing or entertaining. A separate Trex side deck offers additional low-maintenance outdoor living, function and side access. Extensive capital improvements in recent years including new dual-pane windows, a new front entry door, all-new plumbing and under-sink water filtration system, a new air conditioning system, new gas range, and newer Kohler toilets provide lasting peace of mind. Residents of Vineyard Valley enjoy beautifully landscaped grounds, walking paths, a clubhouse, pool and spa, fitness center, bocce, hobby rooms, and an active social calendar, all just minutes from the renowned restaurants, wineries, boutiques, and charm of downtown St. Helena. 2 Beds ⋅ 2 Baths ⋅ 326057805 MLS Thoughtfully updated and beautifully maintained, this inviting Wine Country retreat is nestled within St. Helena's highly sought-after Vineyard Valley 55+ community. Designed for effortless living, the home blends quality craftsmanship, meaningful improvements, and inviting indoor-outdoor spaces. Natural light fills the open floor plan through new dual-pane windows, while the kitchen features a new gas range (2024) and flows seamlessly into the living and dining areas. The spacious primary suite includes an updated double vanity with terrazzo stone countertop, creating a comfortable private retreat. A true standout feature is the custom-built wine cellar with storage for more than 1,000 bottles, complemented by extensive built-in cabinetry and storage within the attached carportan exceptional feature rarely found in the community. Outside, a private garden courtyard is enclosed by handcrafted cedar fencing and accented by flagstone planters, creating a peaceful setting for relaxing or entertaining. A separate Trex side deck offers additional low-maintenance outdoor living, function and side access. Extensive capital improvements in recent years including new dual-pane windows, a new front entry door, all-new plumbing and under-sink water filtration system, a new air conditioning system, new gas range, and newer Kohler toilets provide lasting peace of mind. Residents of Vineyard Valley enjoy beautifully landscaped grounds, walking paths, a clubhouse, pool and spa, fitness center, bocce, hobby rooms, and an active social calendar, all just minutes from the renowned restaurants, wineries, boutiques, and charm of downtown St. Helena. 3 Laguna Seca Ct, St. Helena
$5,999,000 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 setting with a 38' x 20' pool and spa an outdoor kitchen and fire pit. The primary suite offers a private terrace with Mayacama Mountain views, a spa-inspired bath, and huge walk-in closet. Complete with a flexible office or gym and a fully appointed ADU, this is a rare St. Helena offering for those who want modern style, indoor-outdoor ease, and only blocks from fine dining and fab shopping! 5 Beds ⋅ 5 Baths ⋅ 326057897 MLS 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 setting with a 38' x 20' pool and spa an outdoor kitchen and fire pit. The primary suite offers a private terrace with Mayacama Mountain views, a spa-inspired bath, and huge walk-in closet. Complete with a flexible office or gym and a fully appointed ADU, this is a rare St. Helena offering for those who want modern style, indoor-outdoor ease, and only blocks from fine dining and fab shopping! 1547 Allyn Ave, St. Helena
$3,400,000 Perched on a rare, mostly level promontory just minutes from downtown St. Helena, this 16.02 acre parcel offers an exceptional setting for a private estate. A paved private drive leads directly from Silverado Trail to the plateau, where multiple potential building sites (buyer to verify) provide flexibility to capture the property's remarkable topography and views. Water and electricity are already in place, providing a meaningful head start for future development. Despite its secluded setting, the property is only minutes from the restaurants, boutiques, and amenities of downtown St. Helena, as well as Meadowood Napa Valley. From the plateau, the panorama is extraordinary. A broad sweep of Napa Valley vineyards stretches across the valley floor to the Mayacamas Mountains in the west, while Bell Canyon Reservoir rests high within the Vaca Range to the east above the secluded folds of Italian Valley, creating two distinct and equally compelling vistas from a single homesite. Throughout the day, the landscape transforms from morning fog lifting off the vineyards below to long golden light settling across the valley and surrounding hills each evening. Located along Silverado Trail near Hundred Acre, Failla, Rombauer, and Mending Wall, the parcel offers a rare combination of privacy, panoramic views, existing infrastructure, and immediate access to one of Napa Valley's most distinguished corridors. 326057299 MLS Perched on a rare, mostly level promontory just minutes from downtown St. Helena, this 16.02 acre parcel offers an exceptional setting for a private estate. A paved private drive leads directly from Silverado Trail to the plateau, where multiple potential building sites (buyer to verify) provide flexibility to capture the property's remarkable topography and views. Water and electricity are already in place, providing a meaningful head start for future development. Despite its secluded setting, the property is only minutes from the restaurants, boutiques, and amenities of downtown St. Helena, as well as Meadowood Napa Valley. From the plateau, the panorama is extraordinary. A broad sweep of Napa Valley vineyards stretches across the valley floor to the Mayacamas Mountains in the west, while Bell Canyon Reservoir rests high within the Vaca Range to the east above the secluded folds of Italian Valley, creating two distinct and equally compelling vistas from a single homesite. Throughout the day, the landscape transforms from morning fog lifting off the vineyards below to long golden light settling across the valley and surrounding hills each evening. Located along Silverado Trail near Hundred Acre, Failla, Rombauer, and Mending Wall, the parcel offers a rare combination of privacy, panoramic views, existing infrastructure, and immediate access to one of Napa Valley's most distinguished corridors. 3560 Silverado Trl N, St. Helena
$375,000 Dreaming of living in the Napa Valley? Want a little hide-a-way in the Wine Country? Your dream home has arrived!!! Light and bright, modern with boho vibes - this attractive and open concept home is sure to delight you! Located at the end of a cul-de-sac with no back neighbors - this home is super private with views of the mountains, green-belt and mature trees. At the entrance welcoming covered patio greets you along with mature plants and flowers. Living room & dining room are spacious and open to the kitchen with eat-in area/den area. Kitchen is light and bright with tile countertops,stainless appliances and plenty of storage and oversized breakfast bar. Primary bedroom has en suite bath with dual sinks, stall shower and soaking tub. Second bedroom has jack & jill bath shared with laundry room, so very convenient for guests. Full size laundryroom with washer & dryer. The Vineyard Valley Mobile Home Park is sought after due to the many amenities that it offers to residents (pool, spa,sauna,10,000 square foot recreation hall putting green,gym, bocce, woodwork shop, arts & crafts shop, billard room, card room, extensive library, community garden plus much more. The park is located on 44 tree adorned acres with 2 miles of shaded walkways. There are exceptional Asian designed gardens with manicured ornamental plants, lagoon with meandering paths, benches and foot bridge. The charming and historic downtown area of St. Helena (aka Main St.) is a short drive/bike ride away with quaint shops, gourmet restaurants, wine tasting and yearly events. Welcome to 21 Redondo Court - a place to call home in the Napa Valley! Vineyard Vines is a 55+ community. 2 Beds ⋅ 2 Baths ⋅ 326057188 MLS Dreaming of living in the Napa Valley? Want a little hide-a-way in the Wine Country? Your dream home has arrived!!! Light and bright, modern with boho vibes - this attractive and open concept home is sure to delight you! Located at the end of a cul-de-sac with no back neighbors - this home is super private with views of the mountains, green-belt and mature trees. At the entrance welcoming covered patio greets you along with mature plants and flowers. Living room & dining room are spacious and open to the kitchen with eat-in area/den area. Kitchen is light and bright with tile countertops,stainless appliances and plenty of storage and oversized breakfast bar. Primary bedroom has en suite bath with dual sinks, stall shower and soaking tub. Second bedroom has jack & jill bath shared with laundry room, so very convenient for guests. Full size laundryroom with washer & dryer. The Vineyard Valley Mobile Home Park is sought after due to the many amenities that it offers to residents (pool, spa,sauna,10,000 square foot recreation hall putting green,gym, bocce, woodwork shop, arts & crafts shop, billard room, card room, extensive library, community garden plus much more. The park is located on 44 tree adorned acres with 2 miles of shaded walkways. There are exceptional Asian designed gardens with manicured ornamental plants, lagoon with meandering paths, benches and foot bridge. The charming and historic downtown area of St. Helena (aka Main St.) is a short drive/bike ride away with quaint shops, gourmet restaurants, wine tasting and yearly events. Welcome to 21 Redondo Court - a place to call home in the Napa Valley! Vineyard Vines is a 55+ community. 21 Redondo Ct, St. Helena
$12,000,000 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 kitchen with marble counters, Thermador range and Sub‑Zero appliances, and a primary suite with dual closets and spa bath. A residential elevator serves all levels, including a 4,700‑bottle wine cellar, and an upstairs bonus room with an en suite guest room and two offices (one currently staged as a bedroom). The carriage house offers two en‑suite bedrooms and a kitchenette; the pool pavilion features a full kitchen, changing room, outdoor shower, and half bath beside a heated infinity‑edge pool and spa. Fruit trees, gardens, multiple terraces, bocce court, solar, two wells and extensive infrastructure complete the offering. This is a Napa Valley retreat that gracefully balances comfort, elegance and resort‑style amenities, just eight minutes from downtown St. Helena. 4 Beds ⋅ 8 Baths ⋅ 326049692 MLS 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 kitchen with marble counters, Thermador range and Sub‑Zero appliances, and a primary suite with dual closets and spa bath. A residential elevator serves all levels, including a 4,700‑bottle wine cellar, and an upstairs bonus room with an en suite guest room and two offices (one currently staged as a bedroom). The carriage house offers two en‑suite bedrooms and a kitchenette; the pool pavilion features a full kitchen, changing room, outdoor shower, and half bath beside a heated infinity‑edge pool and spa. Fruit trees, gardens, multiple terraces, bocce court, solar, two wells and extensive infrastructure complete the offering. This is a Napa Valley retreat that gracefully balances comfort, elegance and resort‑style amenities, just eight minutes from downtown St. Helena. 480 Taplin Rd, St. Helena
$3,595,000 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 single-level residence where classic design, abundant natural light, and inviting living spaces create an atmosphere of effortless comfort. Formal living and dining rooms are complemented by a spacious family room and open kitchen, while French doors throughout the home create a seamless connection to the spectacular outdoor setting. The grounds are the true centerpiece of the property. Broad terraces, an expansive lawn, and mature gardens surround an impressive 60-foot heated lap pool and separate spa, creating a private resort-like environment ideal for both entertaining and everyday enjoyment. A trellis-covered dining pavilion, built-in barbecue, and charming poolside recreation room provide exceptional venues for gatherings that effortlessly spill outdoors. The generous primary suite opens directly to the gardens and pool, creating a tranquil retreat, while two additional guest bedrooms provide comfortable accommodations within the main residence. Above the detached garage, a separate guest house offers ideal overflow accommodations for family and friends, a private office, or creative studio. Additional amenities include a temperature-controlled wine room, abundant built-in storage, a two-car garage, and ample off-street parking. Rarely does a property offer this combination of privacy, outdoor living, guest accommodations, and expansive grounds in one of St. Helena's most sought-after in-town neighborhoods. A true westside oasis designed for relaxed Napa Valley living. 4 Beds ⋅ 5 Baths ⋅ 326054526 MLS 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 single-level residence where classic design, abundant natural light, and inviting living spaces create an atmosphere of effortless comfort. Formal living and dining rooms are complemented by a spacious family room and open kitchen, while French doors throughout the home create a seamless connection to the spectacular outdoor setting. The grounds are the true centerpiece of the property. Broad terraces, an expansive lawn, and mature gardens surround an impressive 60-foot heated lap pool and separate spa, creating a private resort-like environment ideal for both entertaining and everyday enjoyment. A trellis-covered dining pavilion, built-in barbecue, and charming poolside recreation room provide exceptional venues for gatherings that effortlessly spill outdoors. The generous primary suite opens directly to the gardens and pool, creating a tranquil retreat, while two additional guest bedrooms provide comfortable accommodations within the main residence. Above the detached garage, a separate guest house offers ideal overflow accommodations for family and friends, a private office, or creative studio. Additional amenities include a temperature-controlled wine room, abundant built-in storage, a two-car garage, and ample off-street parking. Rarely does a property offer this combination of privacy, outdoor living, guest accommodations, and expansive grounds in one of St. Helena's most sought-after in-town neighborhoods. A true westside oasis designed for relaxed Napa Valley living. 1615 Scott St, St. Helena
$1,495,000 Country charm meets contemporary comfort on over an acre of natural Napa Valley beauty in St. Helena's bucolic Deer Park community. Designed for effortless indoor-outdoor living, this expansive single-story residence offers more than 3,000 square feet of flexible living space with multiple areas for entertaining friends, unwinding after a long day, or soaking in the peaceful surroundings. Officially configured as a 2 bedroom, 3 bathroom home, the versatile floor plan includes a generous flex space that easily functions as a spacious primary suite, home office, creative studio, or guest retreat. Thoughtfully designed for the way people live today, the property offers plenty of opportunities for work-from-home employment, multigenerational living and hosting guests. Adding to its exceptional versatility is an attached one bedroom ADU featuring a private entrance with a full kitchen, living room, laundry and bathroom. This is ideal for extended family, guests, caregivers, or to generate rental income. Just minutes from top-rated schools, downtown St. Helena, renowned restaurants, world-class wineries, and all that Napa Valley has to offer, this property blends flexibility and convenience with the relaxed wine country lifestyle. 3 Beds ⋅ 4 Baths ⋅ 326054350 MLS Country charm meets contemporary comfort on over an acre of natural Napa Valley beauty in St. Helena's bucolic Deer Park community. Designed for effortless indoor-outdoor living, this expansive single-story residence offers more than 3,000 square feet of flexible living space with multiple areas for entertaining friends, unwinding after a long day, or soaking in the peaceful surroundings. Officially configured as a 2 bedroom, 3 bathroom home, the versatile floor plan includes a generous flex space that easily functions as a spacious primary suite, home office, creative studio, or guest retreat. Thoughtfully designed for the way people live today, the property offers plenty of opportunities for work-from-home employment, multigenerational living and hosting guests. Adding to its exceptional versatility is an attached one bedroom ADU featuring a private entrance with a full kitchen, living room, laundry and bathroom. This is ideal for extended family, guests, caregivers, or to generate rental income. Just minutes from top-rated schools, downtown St. Helena, renowned restaurants, world-class wineries, and all that Napa Valley has to offer, this property blends flexibility and convenience with the relaxed wine country lifestyle. 750 Deer Park Rd, St. Helena
$1,295,000 Cross a charming bridge and arrive at this private retreat in the heart of St. Helena. Set on approximately 1.7 acres of peaceful, park-like grounds, this beautifully updated single-level home offers a rare blend of tranquility, vineyard views and convenience in Napa Valley. Filled with natural light, the two-bedroom, two-bath residence features expansive windows and three sets of French sliders that create seamless indoor-outdoor living while framing serene landscape views. The spacious primary suite serves as a true sanctuary, complete with a bright, refreshed ensuite bath and a generous walk-in shower. Hardwood floors run throughout, while a wood-burning fireplace anchors the living space, creating a warm and inviting atmosphere. Each room feels effortlessly connected to the outdoors. The grounds are equally captivating, with a seasonal creek providing a soothing backdrop and a mixed orchard offering a variety of fruit trees. A fenced garden with raised beds and native stone accents invites your next gardening venture. The property is supported by a strong well producing over 50 GPM of crystal-clear water. Enjoy the privacy of a country setting just minutes from Main Street St. Helena, where world-class dining, shopping, and wine country charm await. 2 Beds ⋅ 2 Baths ⋅ 326053901 MLS Cross a charming bridge and arrive at this private retreat in the heart of St. Helena. Set on approximately 1.7 acres of peaceful, park-like grounds, this beautifully updated single-level home offers a rare blend of tranquility, vineyard views and convenience in Napa Valley. Filled with natural light, the two-bedroom, two-bath residence features expansive windows and three sets of French sliders that create seamless indoor-outdoor living while framing serene landscape views. The spacious primary suite serves as a true sanctuary, complete with a bright, refreshed ensuite bath and a generous walk-in shower. Hardwood floors run throughout, while a wood-burning fireplace anchors the living space, creating a warm and inviting atmosphere. Each room feels effortlessly connected to the outdoors. The grounds are equally captivating, with a seasonal creek providing a soothing backdrop and a mixed orchard offering a variety of fruit trees. A fenced garden with raised beds and native stone accents invites your next gardening venture. The property is supported by a strong well producing over 50 GPM of crystal-clear water. Enjoy the privacy of a country setting just minutes from Main Street St. Helena, where world-class dining, shopping, and wine country charm await. 471 Crystal Springs Rd, St. Helena
$1,975,000 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 before tasting rooms and crowds transformed the countryside. Anchored by a 2,682 square-foot two-story ranch home, the property includes guest quarters overlooking the pool, the quintessential red barn with five stalls plus a hayloft, and a seasonal pond winding through the landscape. The main residence offers four generously proportioned bedrooms and four baths, including a ground-floor primary suite. Hardwood flooring and a wood-burning brick fireplace set the tone for the home's inviting great room, where rustic character meets modern updates. At its heart is a spacious kitchen with a granite-topped island. Features include custom cabinetry including detailed crown molding, dual sinks, and views overlooking the pool. Open to the family and dining areas, this kitchen is designed to bring family and friends together. French doors open to an inviting outdoor entertaining area overlooking the pool and pond. An outdoor kitchen has been updated beyond any cowboy's dream with fully integrated stainless-steel appliances, grills, and drawers, set into a brick backdrop for an authentic look. Adding to the property's character, a collection of outbuildings gathered beneath the shade of a vintage tin windmill recalling the spirit of an old western town. Stroll along this historic enclave to discover the guest quarters, workshop, henhouse, and fully equipped tack room complete with hitching post. While portions of the property retain the charm of another era, they offer opportunity for those who appreciate authenticity and the chance to make a property their own. Although the setting feels wonderfully removed from the bustle of everyday life, the ranch is just a picturesque drive from Napa Valley's celebrated restaurants and wineries. This ranch property offers a glimpse of California ranch living as it once waswhere the spirit of the Old West endures. 4 Beds ⋅ 4 Baths ⋅ 326052631 MLS 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 before tasting rooms and crowds transformed the countryside. Anchored by a 2,682 square-foot two-story ranch home, the property includes guest quarters overlooking the pool, the quintessential red barn with five stalls plus a hayloft, and a seasonal pond winding through the landscape. The main residence offers four generously proportioned bedrooms and four baths, including a ground-floor primary suite. Hardwood flooring and a wood-burning brick fireplace set the tone for the home's inviting great room, where rustic character meets modern updates. At its heart is a spacious kitchen with a granite-topped island. Features include custom cabinetry including detailed crown molding, dual sinks, and views overlooking the pool. Open to the family and dining areas, this kitchen is designed to bring family and friends together. French doors open to an inviting outdoor entertaining area overlooking the pool and pond. An outdoor kitchen has been updated beyond any cowboy's dream with fully integrated stainless-steel appliances, grills, and drawers, set into a brick backdrop for an authentic look. Adding to the property's character, a collection of outbuildings gathered beneath the shade of a vintage tin windmill recalling the spirit of an old western town. Stroll along this historic enclave to discover the guest quarters, workshop, henhouse, and fully equipped tack room complete with hitching post. While portions of the property retain the charm of another era, they offer opportunity for those who appreciate authenticity and the chance to make a property their own. Although the setting feels wonderfully removed from the bustle of everyday life, the ranch is just a picturesque drive from Napa Valley's celebrated restaurants and wineries. This ranch property offers a glimpse of California ranch living as it once waswhere the spirit of the Old West endures. St. Helena
$2,850,000 A Rare Napa Valley Commercial Offering Opportunities to acquire a highly visible commercial property in St. Helena are exceptionally rare. Located at the southern gateway to St. Helena along Highway 29, 115 Main Street offers investors, owner-users, hospitality groups, wine brands, and 1031 exchange buyers the chance to acquire a distinctive asset in one of California's most desirable markets. Originally built in 1930, the property features approximately 2,880 square feet of improvements on a 0.26-acre parcel. The architecturally distinctive building showcases a Spanish-inspired faade, soaring vaulted ceilings, exposed trusses, and abundant natural light, creating a memorable setting well suited for hospitality, wine tasting, luxury retail, wellness, office, or private club concepts. Property Highlights Prime Main Street and Highway 29 frontage Approximately 2,880 square feet Two commercial suites 0.26-acre parcel Twelve dedicated off-street parking spaces Individual HVAC systems and utility metering Exceptional visibility and signage exposure Distinctive architectural character Adjacent to Capo Restaurant Premier Location Positioned at the entrance to St. Helena, the property benefits from proximity to renowned wineries, luxury resorts, boutique hotels, and acclaimed restaurants. This strategic location places the property within the heart of Napa Valley's luxury hospitality and tourism corridor, attracting affluent visitors from around the world. Investment Opportunity Commercial properties with visibility, parking, and architectural character are increasingly difficult to acquire in St. Helena. The property's flexible layout and prominent location support a wide range of uses, including wine tasting, hospitality, retail, office, wellness, and experiential concepts. The property is currently leased under a two-year agreement generating approximately $12,000 per month NNN (excluding water). Both landlord and tenant have indicated a willingness to discuss an early termination, providing flexibility for a future owner-user. A Legacy Asset 115 Main Street represents a rare opportunity to own a recognizable landmark in one of Napa Valley's most supply-constrained commercial markets. A distinctive St. Helena address. Exceptional visibility. Rare flexibility. 326052739 MLS A Rare Napa Valley Commercial Offering Opportunities to acquire a highly visible commercial property in St. Helena are exceptionally rare. Located at the southern gateway to St. Helena along Highway 29, 115 Main Street offers investors, owner-users, hospitality groups, wine brands, and 1031 exchange buyers the chance to acquire a distinctive asset in one of California's most desirable markets. Originally built in 1930, the property features approximately 2,880 square feet of improvements on a 0.26-acre parcel. The architecturally distinctive building showcases a Spanish-inspired faade, soaring vaulted ceilings, exposed trusses, and abundant natural light, creating a memorable setting well suited for hospitality, wine tasting, luxury retail, wellness, office, or private club concepts. Property Highlights Prime Main Street and Highway 29 frontage Approximately 2,880 square feet Two commercial suites 0.26-acre parcel Twelve dedicated off-street parking spaces Individual HVAC systems and utility metering Exceptional visibility and signage exposure Distinctive architectural character Adjacent to Capo Restaurant Premier Location Positioned at the entrance to St. Helena, the property benefits from proximity to renowned wineries, luxury resorts, boutique hotels, and acclaimed restaurants. This strategic location places the property within the heart of Napa Valley's luxury hospitality and tourism corridor, attracting affluent visitors from around the world. Investment Opportunity Commercial properties with visibility, parking, and architectural character are increasingly difficult to acquire in St. Helena. The property's flexible layout and prominent location support a wide range of uses, including wine tasting, hospitality, retail, office, wellness, and experiential concepts. The property is currently leased under a two-year agreement generating approximately $12,000 per month NNN (excluding water). Both landlord and tenant have indicated a willingness to discuss an early termination, providing flexibility for a future owner-user. A Legacy Asset 115 Main Street represents a rare opportunity to own a recognizable landmark in one of Napa Valley's most supply-constrained commercial markets. A distinctive St. Helena address. Exceptional visibility. Rare flexibility. 115 Main St, St. Helena
$3,500,000 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 rare, beyond the view, is the land itself. Spread across three legal parcels, it offers potential pending county approval--of a lot line adjustment resulting in one or perhaps two additional building sites--making it ideal for a family compound! For the right buyer, this is more than a remarkable place to live. It is a generational hold. Land like this rarely comes on the market 4 Beds ⋅ 3 Baths ⋅ 326047017 MLS 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 rare, beyond the view, is the land itself. Spread across three legal parcels, it offers potential pending county approval--of a lot line adjustment resulting in one or perhaps two additional building sites--making it ideal for a family compound! For the right buyer, this is more than a remarkable place to live. It is a generational hold. Land like this rarely comes on the market 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
$870,000 Tucked away in a serene St. Helena setting, this inviting residence blends timeless charm with comfortable elegance. A welcoming wraparound porch sets the tone for relaxed wine country living, while soaring ceilings create a dramatic sense of space upon entering the great room. Anchored by a striking fireplace, the expansive living area serves as the heart of the home, ideal for both everyday living and entertaining. The thoughtfully designed kitchen features a generous center island, granite countertops, and updated cabinetry, offering both style and functionality for the culinary enthusiast. A short hallway leads to two well-appointed bedrooms, including an impressive primary suite with a spacious sitting area, walk-in closet, and a tranquil retreat-like atmosphere. Just off the dining area, a versatile room provides the perfect space for a home office, library, or creative studio. Completing the property is an attached two-car garage and additional driveway parking for guests. Conveniently located just minutes from downtown St. Helena, enjoy easy access to renowned restaurants, boutique shopping, wineries, and the exceptional lifestyle that defines Napa Valley living. 2 Beds ⋅ 2 Baths ⋅ 326049861 MLS Tucked away in a serene St. Helena setting, this inviting residence blends timeless charm with comfortable elegance. A welcoming wraparound porch sets the tone for relaxed wine country living, while soaring ceilings create a dramatic sense of space upon entering the great room. Anchored by a striking fireplace, the expansive living area serves as the heart of the home, ideal for both everyday living and entertaining. The thoughtfully designed kitchen features a generous center island, granite countertops, and updated cabinetry, offering both style and functionality for the culinary enthusiast. A short hallway leads to two well-appointed bedrooms, including an impressive primary suite with a spacious sitting area, walk-in closet, and a tranquil retreat-like atmosphere. Just off the dining area, a versatile room provides the perfect space for a home office, library, or creative studio. Completing the property is an attached two-car garage and additional driveway parking for guests. Conveniently located just minutes from downtown St. Helena, enjoy easy access to renowned restaurants, boutique shopping, wineries, and the exceptional lifestyle that defines Napa Valley living. 109 Rose Ln, St. Helena
$1,139,000 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
$390,000 In the heart of wine country, a rare opportunity awaits in Napa Valley's premier 55+ community, Vineyard Valley. One of just a few three-bedroom, two-bath homes with a detached garage, this generously proportioned residence offers approximately 1,568 sq ft of living space plus a private side yard and backyard perfect for gardening or outdoor entertaining. Inside, you'll find a spacious kitchen and living room brightened by skylights, a large primary en suite with walk-in closet, laundry room, and two additional sizeable rooms. One of these versatile rooms, also with its own walk-in closet, features a sliding glass door leading to the backyard and can easily serve as a guest room, study, or home office. Vineyard Valley fosters an active, welcoming environment with regular community events, a fitness center, pool, woodworking shop, community garden, and miles of walking paths winding beneath majestic redwood trees. 3 Beds ⋅ 2 Baths ⋅ 326039696 MLS In the heart of wine country, a rare opportunity awaits in Napa Valley's premier 55+ community, Vineyard Valley. One of just a few three-bedroom, two-bath homes with a detached garage, this generously proportioned residence offers approximately 1,568 sq ft of living space plus a private side yard and backyard perfect for gardening or outdoor entertaining. Inside, you'll find a spacious kitchen and living room brightened by skylights, a large primary en suite with walk-in closet, laundry room, and two additional sizeable rooms. One of these versatile rooms, also with its own walk-in closet, features a sliding glass door leading to the backyard and can easily serve as a guest room, study, or home office. Vineyard Valley fosters an active, welcoming environment with regular community events, a fitness center, pool, woodworking shop, community garden, and miles of walking paths winding beneath majestic redwood trees. 2 San Juan Ct, 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
$2,485,000 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
$6,500,000 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 relaxed weekend escapes. Generous living spaces are filled with natural light, while large windows frame the surrounding landscape and bring the beauty of Napa Valley indoors. The home's inviting character, thoughtful layout, and warm wine country atmosphere create a setting that feels both elegant and approachable. Outside, a hobby vineyard enhances the property's sense of place and offers the romance of owning a piece of Napa Valley's agricultural heritage. Whether enjoyed as a personal passion project, a scenic backdrop, or a defining feature of the estate, the vineyard adds authenticity and charm to the property. From sunrise over the valley to golden evenings overlooking the vines, every part of this home is designed to celebrate its remarkable setting. Located moments from St. Helena's renowned restaurants, wineries, and boutiques, the property offers a peaceful retreat with convenient access to the heart of wine country. Additionally, the barn has been converted into a two bedroom guest house 5 Beds ⋅ 6 Baths ⋅ 326030972 MLS 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 relaxed weekend escapes. Generous living spaces are filled with natural light, while large windows frame the surrounding landscape and bring the beauty of Napa Valley indoors. The home's inviting character, thoughtful layout, and warm wine country atmosphere create a setting that feels both elegant and approachable. Outside, a hobby vineyard enhances the property's sense of place and offers the romance of owning a piece of Napa Valley's agricultural heritage. Whether enjoyed as a personal passion project, a scenic backdrop, or a defining feature of the estate, the vineyard adds authenticity and charm to the property. From sunrise over the valley to golden evenings overlooking the vines, every part of this home is designed to celebrate its remarkable setting. Located moments from St. Helena's renowned restaurants, wineries, and boutiques, the property offers a peaceful retreat with convenient access to the heart of wine country. Additionally, the barn has been converted into a two bedroom guest house 1975 Whitehall Ln, St. Helena
$1,595,000 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