$5,500,000 Located on the valley floor and set among vineyards just north of St. Helena, 1181 York Lane offers a private, four-structure compound (main house, studio, cottage, and office/gym) with a flexible layout in a relaxed setting. The two-story main residence is thoughtfully arranged with two bedrooms on the lower level, while the upper floor is dedicated to daily living, an open kitchen, dining, and living room, along with the primary suite plus powder room. The kitchen features marble countertops, Sub-Zero refrigerator, and Viking gas range with hood. Interiors are oriented toward the property's landscaped grounds, creating a calm, private atmosphere. Detached guest and studio spaces capture vineyard and hillside views, providing separation for visitors, extended living, or creative use. A converted garage, currently used as an office, offers additional flexibility as a workspace, studio, or gym. Outdoor areas include deck spaces, mature landscaping, and a pool set naturally within the grounds. The property offers convenient access to St. Helena while maintaining a more private, country setting. 3 Beds ⋅ 3 Baths ⋅ 326023994 MLS Located on the valley floor and set among vineyards just north of St. Helena, 1181 York Lane offers a private, four-structure compound (main house, studio, cottage, and office/gym) with a flexible layout in a relaxed setting. The two-story main residence is thoughtfully arranged with two bedrooms on the lower level, while the upper floor is dedicated to daily living, an open kitchen, dining, and living room, along with the primary suite plus powder room. The kitchen features marble countertops, Sub-Zero refrigerator, and Viking gas range with hood. Interiors are oriented toward the property's landscaped grounds, creating a calm, private atmosphere. Detached guest and studio spaces capture vineyard and hillside views, providing separation for visitors, extended living, or creative use. A converted garage, currently used as an office, offers additional flexibility as a workspace, studio, or gym. Outdoor areas include deck spaces, mature landscaping, and a pool set naturally within the grounds. The property offers convenient access to St. Helena while maintaining a more private, country setting. 1181 York Ln, St. Helena
$2,800,000 Perched atop Spring Mountain, this custom Euro-Craftsman home feels magical and is full of soul. Meticulous craftsmanship is evident in its field-stone walls, custom wood doors, beams and posts throughout. Beautiful gardens, a little bridge and a koi pond greet you upon arrival. The main house spans 2,544 sq. ft., featuring four bedrooms, all with lofts and three full bathroom. The large deck spills out from the dining room and features a covered area for year round living outside. Expansive entertaining areas with different venues are bountiful. Plentiful water from the mutual neighborhood well and a backup Generac generator make living on the hill with views like living in town. The detached income producing ADU offers 1 bedroom, 1 bathroom and complete privacy. There are two garages, one currently outfitted with barrel storage and a wine cellar behind it. A Cabernet Sauvignon Gentleman's vineyard complement the compound on 2.03 acres. With stunning views and meticulous craftsmanship, this retreat offers an unparalleled opportunity to live amidst Napa Valley's wine country. 4 Beds ⋅ 3 Baths ⋅ 326031166 MLS Perched atop Spring Mountain, this custom Euro-Craftsman home feels magical and is full of soul. Meticulous craftsmanship is evident in its field-stone walls, custom wood doors, beams and posts throughout. Beautiful gardens, a little bridge and a koi pond greet you upon arrival. The main house spans 2,544 sq. ft., featuring four bedrooms, all with lofts and three full bathroom. The large deck spills out from the dining room and features a covered area for year round living outside. Expansive entertaining areas with different venues are bountiful. Plentiful water from the mutual neighborhood well and a backup Generac generator make living on the hill with views like living in town. The detached income producing ADU offers 1 bedroom, 1 bathroom and complete privacy. There are two garages, one currently outfitted with barrel storage and a wine cellar behind it. A Cabernet Sauvignon Gentleman's vineyard complement the compound on 2.03 acres. With stunning views and meticulous craftsmanship, this retreat offers an unparalleled opportunity to live amidst Napa Valley's wine country. 4034 Spring Mountain Rd, St. Helena
$699,000 This is pied-a-terre living elevated. This mini compound was significantly renovated in 2023, it is set on a quarter acre minutes from downtown St. Helena. A single-level one bedroom 595 sq ft cottage anchors the property with the quiet confidence of a true retreat. Steps away, 214 sq ft studio shed offers complete independence: a creative escape, media room or a private office. The Cottage, Case Del Sol, is painted inside and out with a striking yellow front door and is move-in ready. The kitchen has been thoughtfully reimagined: white shaker cabinetry, a butcher block countertop for prep and a full suite of stainless steel appliances. The bathroom is equally considered, with a walk-in subway tile shower, matte black hardware throughout, and a high-end exhaust fan with integrated heat. The studio has modern board-and-batten siding. Step onto the weathered wood deck outfitted with yellow lounge chairs and potted planters. Inside, a bright open studio with a dedicated desk, task lighting, and a mini-split system for year-round comfort. New insulation and drywall make it as functional as it is appealing. The third structure is the laundry unit, 103 sqft, which also includes an abundance of storage space. Square footage includes all 3 structures. The grounds consist of landscaping that frames the property with intention: native shrubs, olive trees, white crepe myrtle, ginkgo, and maple trees. Gravel, bark mulch, and statement boulders minimize upkeep. Classic brick and paver pathways connect the structures. A large sail shade canopy shades the patio seating area. A freestanding hammock awaits. Solar lighting animates the garden at dusk, controlled via Wi-Fi. Valley and Mountain Views meet you at the end of the road, this neighborhood is tucked off of Hwy 29 and Zinfandel and is surrounded by the beauty of Napa Valley. 1 Beds ⋅ 1 Baths ⋅ 326027478 MLS This is pied-a-terre living elevated. This mini compound was significantly renovated in 2023, it is set on a quarter acre minutes from downtown St. Helena. A single-level one bedroom 595 sq ft cottage anchors the property with the quiet confidence of a true retreat. Steps away, 214 sq ft studio shed offers complete independence: a creative escape, media room or a private office. The Cottage, Case Del Sol, is painted inside and out with a striking yellow front door and is move-in ready. The kitchen has been thoughtfully reimagined: white shaker cabinetry, a butcher block countertop for prep and a full suite of stainless steel appliances. The bathroom is equally considered, with a walk-in subway tile shower, matte black hardware throughout, and a high-end exhaust fan with integrated heat. The studio has modern board-and-batten siding. Step onto the weathered wood deck outfitted with yellow lounge chairs and potted planters. Inside, a bright open studio with a dedicated desk, task lighting, and a mini-split system for year-round comfort. New insulation and drywall make it as functional as it is appealing. The third structure is the laundry unit, 103 sqft, which also includes an abundance of storage space. Square footage includes all 3 structures. The grounds consist of landscaping that frames the property with intention: native shrubs, olive trees, white crepe myrtle, ginkgo, and maple trees. Gravel, bark mulch, and statement boulders minimize upkeep. Classic brick and paver pathways connect the structures. A large sail shade canopy shades the patio seating area. A freestanding hammock awaits. Solar lighting animates the garden at dusk, controlled via Wi-Fi. Valley and Mountain Views meet you at the end of the road, this neighborhood is tucked off of Hwy 29 and Zinfandel and is surrounded by the beauty of Napa Valley. 1171 Mountain View Ave, 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
$6,750,000 Moments from downtown St. Helena, along a quiet country lane, this private property is defined by a single-level main residence, detached guest house, and a landscape designed for gathering and connection. The main home is designed for everyday living, with light-filled interiors that connect naturally to the outdoors. A living room anchored by a gas fireplace and expansive windows flows into a thoughtfully equipped kitchen with Viking range, wine storage, dual dishwashers, and an island with prep sink and seating. The dining room, complete with a built-in bar, offers direct access to the outdoors, reinforcing the home's indoor-outdoor rhythm. Additional spaces include a media room, private office, and flexible-use areas. The primary suite opens to the rear patio and pool, with an adjoining space suited for an office, or gym. A second bedroom and multiple baths complete the main residence, while the detached guest house offers additional living spaces. Outdoors, mature redwoods and cedar frame the setting, with a broad lawn, bocce court, pool and spa, and multiple gathering areas. A well-equipped outdoor kitchen with fire feature and covered seating extends the living experience. This is a property designed for gathering, defined by privacy, and quietly positioned where Napa Valley begins to slow. 5 Beds ⋅ 5 Baths ⋅ 326023976 MLS Moments from downtown St. Helena, along a quiet country lane, this private property is defined by a single-level main residence, detached guest house, and a landscape designed for gathering and connection. The main home is designed for everyday living, with light-filled interiors that connect naturally to the outdoors. A living room anchored by a gas fireplace and expansive windows flows into a thoughtfully equipped kitchen with Viking range, wine storage, dual dishwashers, and an island with prep sink and seating. The dining room, complete with a built-in bar, offers direct access to the outdoors, reinforcing the home's indoor-outdoor rhythm. Additional spaces include a media room, private office, and flexible-use areas. The primary suite opens to the rear patio and pool, with an adjoining space suited for an office, or gym. A second bedroom and multiple baths complete the main residence, while the detached guest house offers additional living spaces. Outdoors, mature redwoods and cedar frame the setting, with a broad lawn, bocce court, pool and spa, and multiple gathering areas. A well-equipped outdoor kitchen with fire feature and covered seating extends the living experience. This is a property designed for gathering, defined by privacy, and quietly positioned where Napa Valley begins to slow. 1670 Cabernet Ln, St. Helena
$1,200,000 Located on the west side of St. Helena and a close distance to downtown, one finds a nicely remodeled 2 bedroom/2 bathroom single level home overlooking an adjacent vineyard. A spacious lot with pool awaits the next owner who looks for a turn key living experience! 2 Beds ⋅ 2 Baths ⋅ 326024234 MLS Located on the west side of St. Helena and a close distance to downtown, one finds a nicely remodeled 2 bedroom/2 bathroom single level home overlooking an adjacent vineyard. A spacious lot with pool awaits the next owner who looks for a turn key living experience! 1040 Valley View St, 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
$999,000 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
$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
$3,200,000 This is the home you've been dreaming abouta private retreat where luxury, comfort, and convenience come together effortlessly. From the moment you step inside, you'll appreciate the thoughtful design, including dual primary suites and a chef's kitchen that is truly exceptional, featuring premium Sub-Zero and Wolf appliances that inspire memorable meals and entertaining. Outside, your own backyard oasis awaits. Relax beside the sparkling built-in pool, host friends in the fully equipped outdoor kitchen, and unwind amid beautifully landscaped gardens. The peaceful setting is made even more special by the chorus of birdsong that fills the air each morning and evening. One of the home's hidden luxuries is its crystal-clear waterdelicious to drink and naturally exceptional, without the expense and maintenance of a filtration system. After a long day, there's nothing quite like soaking in the elegant freestanding tub and enjoying the serenity of your surroundings. If you've been searching for the perfect balance of convenience and privacy, you'll find it here. Located just six minutes from St. Helena's renowned restaurants, boutiques, and wineries, 16 Upland offers the best of in-town living while providing a peaceful, secluded setting where you can truly relax without feeling overlooked. Whether you're looking for an easy lock-and-leave second home or a full-time residence, this property is designed to fit your lifestyle. Families will appreciate access to St. Helena schools, while everyone will enjoy the affordable, great-tasting water supplied by the St. Helena Hospital water system. 16 Upland isn't just a beautiful homeit's the lifestyle you've been waiting for. Disclosures link: https://app.disclosures.io/link/16-Upland-Road-32xemnfkf 4 Beds ⋅ 6 Baths ⋅ 326019152 MLS This is the home you've been dreaming abouta private retreat where luxury, comfort, and convenience come together effortlessly. From the moment you step inside, you'll appreciate the thoughtful design, including dual primary suites and a chef's kitchen that is truly exceptional, featuring premium Sub-Zero and Wolf appliances that inspire memorable meals and entertaining. Outside, your own backyard oasis awaits. Relax beside the sparkling built-in pool, host friends in the fully equipped outdoor kitchen, and unwind amid beautifully landscaped gardens. The peaceful setting is made even more special by the chorus of birdsong that fills the air each morning and evening. One of the home's hidden luxuries is its crystal-clear waterdelicious to drink and naturally exceptional, without the expense and maintenance of a filtration system. After a long day, there's nothing quite like soaking in the elegant freestanding tub and enjoying the serenity of your surroundings. If you've been searching for the perfect balance of convenience and privacy, you'll find it here. Located just six minutes from St. Helena's renowned restaurants, boutiques, and wineries, 16 Upland offers the best of in-town living while providing a peaceful, secluded setting where you can truly relax without feeling overlooked. Whether you're looking for an easy lock-and-leave second home or a full-time residence, this property is designed to fit your lifestyle. Families will appreciate access to St. Helena schools, while everyone will enjoy the affordable, great-tasting water supplied by the St. Helena Hospital water system. 16 Upland isn't just a beautiful homeit's the lifestyle you've been waiting for. Disclosures link: https://app.disclosures.io/link/16-Upland-Road-32xemnfkf 16 Upland Rd, St. Helena
$995,000 A rare close-to-town view parcel just minutes from downtown St. Helena and only two minutes to Meadowood, this +/- 2.85-acre wooded hillside setting offers exceptional privacy, dramatic topography, and inspiring valley-facing outlooks. The property is connected to St. Helena city water, a valuable convenience rarely found on parcels of this scale in the surrounding hills. An authentic circa-1932 cottage (+/- 2,324 sq. ft. per assessor) remains on the property and may be reduced to a +/- 1,200 sq. ft. guest house under Napa County guidelines, creating a clear path for a new modern main residence designed to capture the views. Mature trees, natural contours, and multiple potential building areas make this an ideal canvas for a design-driven retreat or a spec builder seeking a compelling land-value opportunity. With its proximity to town, privacy, and architectural potential, this is a rare chance to create a contemporary St. Helena estate where nature, convenience, and vision align. 2 Beds ⋅ 2 Baths ⋅ 326018924 MLS A rare close-to-town view parcel just minutes from downtown St. Helena and only two minutes to Meadowood, this +/- 2.85-acre wooded hillside setting offers exceptional privacy, dramatic topography, and inspiring valley-facing outlooks. The property is connected to St. Helena city water, a valuable convenience rarely found on parcels of this scale in the surrounding hills. An authentic circa-1932 cottage (+/- 2,324 sq. ft. per assessor) remains on the property and may be reduced to a +/- 1,200 sq. ft. guest house under Napa County guidelines, creating a clear path for a new modern main residence designed to capture the views. Mature trees, natural contours, and multiple potential building areas make this an ideal canvas for a design-driven retreat or a spec builder seeking a compelling land-value opportunity. With its proximity to town, privacy, and architectural potential, this is a rare chance to create a contemporary St. Helena estate where nature, convenience, and vision align. 1830 Howell Mountain Rd, St. Helena
$4,950,000 Inspired by the architecture of the Edwardian era, this historic beauty was built in 1905 by the MacKinder family and later became the home of Starr Baldwin, past publisher of the St. Helena Star. It holds a prominent place among the grand residences on the notable first block of Spring Mountain Road, just moments from downtown on St. Helena's coveted west side. The classic white shiplap exterior and generous wrap-around front porch sit gracefully beyond an expansive front yard and welcoming landscape. From the street, the home conveys the quiet presence and proportion characteristic of its era. Inside, the 3,506 sq. ft. residence offers the spacious public rooms, refined architectural detail, and tall, well-placed windows one expects of a distinguished early 20th-century home. High ceilings, original millwork, and oak and fir floors reflect the craftsmanship of the period. The four-bedroom layout includes a formal entry, an elegant double parlor with wood-burning fireplace, and a formal dining room with original built-in buffet. A light-filled breakfast room/den and a bright kitchen with white cabinetry overlook the gardens and pool. The four upstairs bedrooms retain their historic detailing and generous proportions Below, an old-fashioned basement includes a temperature-controlled wine cellar, adding both character and function. A detached 685 sq. ft. ADU, converted from a former barn, provides two additional bedrooms, a full bath, and flexible lounge spacewell suited for guests, extended family, or a private office. Outdoors, a broad and sunny back porch opens to a heated pool with integral spa and safety cover, surrounded by established landscaping. Boxwood hedges, crepe myrtle trees, and mature plantings frame the property, creating privacy and a garden setting that complements the home's historic architecture. Substantial in scale yet comfortable in feel, this offering is a rare opportunity to own a significant piece of St. Helena's architectural heritage in one of Napa Valley's most desirable residential neighborhoods. 6 Beds ⋅ 5 Baths ⋅ 326011863 MLS Inspired by the architecture of the Edwardian era, this historic beauty was built in 1905 by the MacKinder family and later became the home of Starr Baldwin, past publisher of the St. Helena Star. It holds a prominent place among the grand residences on the notable first block of Spring Mountain Road, just moments from downtown on St. Helena's coveted west side. The classic white shiplap exterior and generous wrap-around front porch sit gracefully beyond an expansive front yard and welcoming landscape. From the street, the home conveys the quiet presence and proportion characteristic of its era. Inside, the 3,506 sq. ft. residence offers the spacious public rooms, refined architectural detail, and tall, well-placed windows one expects of a distinguished early 20th-century home. High ceilings, original millwork, and oak and fir floors reflect the craftsmanship of the period. The four-bedroom layout includes a formal entry, an elegant double parlor with wood-burning fireplace, and a formal dining room with original built-in buffet. A light-filled breakfast room/den and a bright kitchen with white cabinetry overlook the gardens and pool. The four upstairs bedrooms retain their historic detailing and generous proportions Below, an old-fashioned basement includes a temperature-controlled wine cellar, adding both character and function. A detached 685 sq. ft. ADU, converted from a former barn, provides two additional bedrooms, a full bath, and flexible lounge spacewell suited for guests, extended family, or a private office. Outdoors, a broad and sunny back porch opens to a heated pool with integral spa and safety cover, surrounded by established landscaping. Boxwood hedges, crepe myrtle trees, and mature plantings frame the property, creating privacy and a garden setting that complements the home's historic architecture. Substantial in scale yet comfortable in feel, this offering is a rare opportunity to own a significant piece of St. Helena's architectural heritage in one of Napa Valley's most desirable residential neighborhoods. 1651 Spring Mountain 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
$7,995,000 Located on the cooler western slope of Napa Valley, this stunning vineyard retreat offers the perfect blend of tranquility and luxury. A beloved venue for family weddings and exclusive events, it has attracted notable guests, including famous golfers Arnold Palmer and Billy Casper who were entertained there during Transamerica Golf Tournaments at Silverado in the 1980s and 1990s. Spanning 15.44 +/- acres across two legal parcels, the contemporary country compound is framed by breathtaking views of its 6.44 +/- acre terraced Cabernet Sauvignon and Sauvignon Blanc vineyard and to the Vaca Mountains beyond. The main residence features four bedroom suites, a spacious kitchen with sitting and casual dining areas, and a great room with cathedral ceiling and wood-burning fireplace. French doors throughout offer strong indoor-outdoor flow. The charming guest house, created from the property's original stone cottage, features an en-suite bedroom with a separate entrance, a game room with a striking stone wall interior, an attached bath, plus additional spaces providing options for versatile living. Other features include a 45-foot-long pool, spa, 5000 +/- sq ft deck, an expansive lawn, pond, tennis court, barn, mature landscaping, and a seasonal creek. 5 Beds ⋅ 8 Baths ⋅ 326016601 MLS Located on the cooler western slope of Napa Valley, this stunning vineyard retreat offers the perfect blend of tranquility and luxury. A beloved venue for family weddings and exclusive events, it has attracted notable guests, including famous golfers Arnold Palmer and Billy Casper who were entertained there during Transamerica Golf Tournaments at Silverado in the 1980s and 1990s. Spanning 15.44 +/- acres across two legal parcels, the contemporary country compound is framed by breathtaking views of its 6.44 +/- acre terraced Cabernet Sauvignon and Sauvignon Blanc vineyard and to the Vaca Mountains beyond. The main residence features four bedroom suites, a spacious kitchen with sitting and casual dining areas, and a great room with cathedral ceiling and wood-burning fireplace. French doors throughout offer strong indoor-outdoor flow. The charming guest house, created from the property's original stone cottage, features an en-suite bedroom with a separate entrance, a game room with a striking stone wall interior, an attached bath, plus additional spaces providing options for versatile living. Other features include a 45-foot-long pool, spa, 5000 +/- sq ft deck, an expansive lawn, pond, tennis court, barn, mature landscaping, and a seasonal creek. 1626 Whitehall Ln, St. Helena
$799,500 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
$1,643,000 A fully reimagined west side St. Helena residence where thoughtful design meets effortless Wine Country living. Meticulously remodeled inside and out, this turnkey three-bedroom, two-bath home offers light-filled living space and an easy, intuitive flow that celebrates both comfort and connection. Step through the front door and immediately experience the elevated yet relaxed approach to designfrom rich hardwood floors to modern fixtures and curated finishes that create a fresh, welcoming presence throughout. Fully updated bathrooms reflect the same level of thoughtful design, offering clean lines, modern materials, and a spa-inspired feel. The heart of the home is the remodeled chef's kitchen: bright, open, and perfectly centered for entertaining. A standout pass-through window creates a seamless bridge between indoor and outdoor living, making serving, socializing, and everyday gatherings feel completely effortless. Whether preparing a casual lunch or hosting a sunset soire, this layout enhances every moment. The adjacent living and dining areas open to a generous outdoor settinga private yard designed for play, entertaining, and true Wine Country enjoyment. There is ample room for a future pool and outdoor kitchen, both of which have been thoughtfully rendered to showcase the incredible potential of this space. Young privet hedges have already been planted and will mature into a lush living wall, creating beautiful natural screening and enhanced privacy over time. A bocce court invites fun and friendly competition, while a spacious deck provides the perfect setting for outdoor dining and lounging. The primary suite offers direct access to the outdoors, creating a seamless connection between the bedroom and the surrounding landscapeideal for morning coffee or quiet evenings under the Napa sky. A dedicated dog washing station adds a charming and highly practical touchperfect for true dog lovers who appreciate both style and convenience. All of this is just moments from downtown St. Helena's celebrated restaurants, tasting rooms, boutique shopping, and vibrant community events. Whether you're seeking a full-time residence, a weekend escape, or a lock-and-leave Wine Country retreat, this beautifully transformed property delivers timeless style, comfort, and lifestyle in one of Napa Valley's most coveted neighborhoods. 3 Beds ⋅ 2 Baths ⋅ 326008103 MLS A fully reimagined west side St. Helena residence where thoughtful design meets effortless Wine Country living. Meticulously remodeled inside and out, this turnkey three-bedroom, two-bath home offers light-filled living space and an easy, intuitive flow that celebrates both comfort and connection. Step through the front door and immediately experience the elevated yet relaxed approach to designfrom rich hardwood floors to modern fixtures and curated finishes that create a fresh, welcoming presence throughout. Fully updated bathrooms reflect the same level of thoughtful design, offering clean lines, modern materials, and a spa-inspired feel. The heart of the home is the remodeled chef's kitchen: bright, open, and perfectly centered for entertaining. A standout pass-through window creates a seamless bridge between indoor and outdoor living, making serving, socializing, and everyday gatherings feel completely effortless. Whether preparing a casual lunch or hosting a sunset soire, this layout enhances every moment. The adjacent living and dining areas open to a generous outdoor settinga private yard designed for play, entertaining, and true Wine Country enjoyment. There is ample room for a future pool and outdoor kitchen, both of which have been thoughtfully rendered to showcase the incredible potential of this space. Young privet hedges have already been planted and will mature into a lush living wall, creating beautiful natural screening and enhanced privacy over time. A bocce court invites fun and friendly competition, while a spacious deck provides the perfect setting for outdoor dining and lounging. The primary suite offers direct access to the outdoors, creating a seamless connection between the bedroom and the surrounding landscapeideal for morning coffee or quiet evenings under the Napa sky. A dedicated dog washing station adds a charming and highly practical touchperfect for true dog lovers who appreciate both style and convenience. All of this is just moments from downtown St. Helena's celebrated restaurants, tasting rooms, boutique shopping, and vibrant community events. Whether you're seeking a full-time residence, a weekend escape, or a lock-and-leave Wine Country retreat, this beautifully transformed property delivers timeless style, comfort, and lifestyle in one of Napa Valley's most coveted neighborhoods. 1830 Spring Mountain Rd, St. Helena
$1,995,000 Set within a private country setting, this exceptional orchard ranch features over 200 mature olive trees spread across 2.57 acres of serene landscape. Offering a perfect balance of rural charm and modern comfort, the property includes an updated single-level main residence, a separate single-level second dwelling, and additional structures, together creating a peaceful, self-contained compound. Located less than 10 minutes from downtown St. Helena and only 2.5 miles from Lake Hennessey, the setting feels worlds away while remaining conveniently close to town. The main residence includes approximately 2,110 square feet and offers 2 bedrooms and 2.5 bathrooms with a spacious, inviting layout. Rustic hardwood and large-format stone floors, paired with a wood-burning fireplace, add warmth and character, while expansive sliding glass doors create an easy connection between indoor and outdoor living. The kitchen is both charming and functional, featuring a breakfast nook, granite countertops, high-end appliances, bar-top seating, and a generous walk-in pantry. A private flex room with a separate entrance provides versatility for a home office, gym, or creative space. Outdoors, the property truly shines. A covered back patio offers the perfect setting for entertaining or quiet relaxation, taking in sweeping views of the manicured olive orchard, neighboring vineyards, and surrounding mountains. A charming, updated 910 square-foot guest house and an 805 square-foot storage building are accessed via a gravel pathway or a separate entrance off Rossi Road, enhancing both privacy and usability. This olive orchard ranch offers a rare blend of peaceful country living just minutes from town. Whether you choose to cultivate and harvest your own olive oil or simply slow down and enjoy the privacy and bucolic surroundings, the setting invites a more intentional way of life. 3 Beds ⋅ 3 Baths ⋅ 326007591 MLS Set within a private country setting, this exceptional orchard ranch features over 200 mature olive trees spread across 2.57 acres of serene landscape. Offering a perfect balance of rural charm and modern comfort, the property includes an updated single-level main residence, a separate single-level second dwelling, and additional structures, together creating a peaceful, self-contained compound. Located less than 10 minutes from downtown St. Helena and only 2.5 miles from Lake Hennessey, the setting feels worlds away while remaining conveniently close to town. The main residence includes approximately 2,110 square feet and offers 2 bedrooms and 2.5 bathrooms with a spacious, inviting layout. Rustic hardwood and large-format stone floors, paired with a wood-burning fireplace, add warmth and character, while expansive sliding glass doors create an easy connection between indoor and outdoor living. The kitchen is both charming and functional, featuring a breakfast nook, granite countertops, high-end appliances, bar-top seating, and a generous walk-in pantry. A private flex room with a separate entrance provides versatility for a home office, gym, or creative space. Outdoors, the property truly shines. A covered back patio offers the perfect setting for entertaining or quiet relaxation, taking in sweeping views of the manicured olive orchard, neighboring vineyards, and surrounding mountains. A charming, updated 910 square-foot guest house and an 805 square-foot storage building are accessed via a gravel pathway or a separate entrance off Rossi Road, enhancing both privacy and usability. This olive orchard ranch offers a rare blend of peaceful country living just minutes from town. Whether you choose to cultivate and harvest your own olive oil or simply slow down and enjoy the privacy and bucolic surroundings, the setting invites a more intentional way of life. 601 Rossi Rd, St. Helena
$5,500,000 Welcome to Daisy Hill, a stunning retreat nestled in the serene beauty of St. Helena 2 miles from downtown and one mile from Meadowood Resort that sleeps up to 16 people. The main house with space for 12 and the two casitas for another 4! With its exquisite craftsmanship, breathtaking landscapes designed by Johnathan Plant, and luxurious amenities, it offers an unparalleled experience for those seeking a tranquil and private haven just minutes from shopping and dining. Sited on a bucolic country lane and originally custom-built in 2001, the two-story Craftsman-style home of stucco and wood siding showcases its timeless elegance. Designed for an elevated style of family living and entertaining, Daisy Hill includes the primary residence with 4 bedrooms, 4.5 baths, an outdoor dining pavilion and kitchen, a parlor/gym with a full bath, two guest casitas ensuite with private entrances, a pool with waterfall edge, bocce ball court, lighting and sound throughout, walking trails and seemingly endless, mature, lush gardens and tranquil nooks. Heavenly retreat. 6 Beds ⋅ 8 Baths ⋅ 326003015 MLS Welcome to Daisy Hill, a stunning retreat nestled in the serene beauty of St. Helena 2 miles from downtown and one mile from Meadowood Resort that sleeps up to 16 people. The main house with space for 12 and the two casitas for another 4! With its exquisite craftsmanship, breathtaking landscapes designed by Johnathan Plant, and luxurious amenities, it offers an unparalleled experience for those seeking a tranquil and private haven just minutes from shopping and dining. Sited on a bucolic country lane and originally custom-built in 2001, the two-story Craftsman-style home of stucco and wood siding showcases its timeless elegance. Designed for an elevated style of family living and entertaining, Daisy Hill includes the primary residence with 4 bedrooms, 4.5 baths, an outdoor dining pavilion and kitchen, a parlor/gym with a full bath, two guest casitas ensuite with private entrances, a pool with waterfall edge, bocce ball court, lighting and sound throughout, walking trails and seemingly endless, mature, lush gardens and tranquil nooks. Heavenly retreat. 1250 Oakwood Ln, St. Helena
$2,995,000 This prime property, located at the end of a quiet lane, just south of downtown St. Helena, enjoys vast vineyard and mountain views, along with a wealth of development and improvement opportunities. The 2BR/1.5BA classic mid-century ranch style home features a spacious living room with fireplace, remodeled kitchen and a versatile dining/office space, all of which overlook the property's expansive 0.8 acres. The residential compound includes a 2-car garage with laundry facility and a 2-story barn, perfect for parties, exercise, yoga, wood working or overflow parking. Water is plentiful here, sourced from both an on-site well and city water. The property's sizable spread provides space to add all kinds of outdoor amenities that one might imagine: vineyard, vegetable gardens, fruit trees, a chicken coop, pool, pickle ball court. The possibilities are many. An approved wet weather septic perc affords multiple options for expanding the existing residence or building from scratch. Whether you love it as is, or as a place to manifest your Napa Valley vision, this offering, unique for its location, size and views, is a rare Wine Country gem. 2 Beds ⋅ 2 Baths ⋅ 326002739 MLS This prime property, located at the end of a quiet lane, just south of downtown St. Helena, enjoys vast vineyard and mountain views, along with a wealth of development and improvement opportunities. The 2BR/1.5BA classic mid-century ranch style home features a spacious living room with fireplace, remodeled kitchen and a versatile dining/office space, all of which overlook the property's expansive 0.8 acres. The residential compound includes a 2-car garage with laundry facility and a 2-story barn, perfect for parties, exercise, yoga, wood working or overflow parking. Water is plentiful here, sourced from both an on-site well and city water. The property's sizable spread provides space to add all kinds of outdoor amenities that one might imagine: vineyard, vegetable gardens, fruit trees, a chicken coop, pool, pickle ball court. The possibilities are many. An approved wet weather septic perc affords multiple options for expanding the existing residence or building from scratch. Whether you love it as is, or as a place to manifest your Napa Valley vision, this offering, unique for its location, size and views, is a rare Wine Country gem. 1234 Davis Ln, St. Helena
$3,995,000 Significant Price Improvement! Welcome to a private Valley-floor retreat in the heart of St. Helena, where timeless elegance meets effortless indoor-outdoor living. This exceptional 4-bedroom, 4.5-bath residence spans approximately 4,789 square feet and is thoughtfully designed for both refined entertaining and everyday comfort. A dramatic great room with soaring ceilings anchors the home, flowing seamlessly into the gourmet kitchen featuring a generous center island, premium appliances, and an adjacent dining area ideal for hosting gatherings large or small. Natural light fills the interior, creating a warm and inviting atmosphere throughout. The primary suite is a true sanctuary, offering a private balcony, expansive walk-in closet, and a spa-inspired bathroom complete with steam shower and Jacuzzi tub. Two additional bedrooms feature en-suite baths, while a fourth bedroom is conveniently located near a full bathideal for guests, an office, or flexible living arrangements. Outdoors, enjoy a below-ground pool, multiple patio spaces, and the tranquil setting that defines Valley-floor livingperfect for relaxed afternoons and memorable evenings. Additional features include central heating and air conditioning, a whole-home sound system, and a fireplace for cozy nights. Approved ADU plans provide future flexibility and added value. Located just moments from downtown St. Helena's renowned dining, shopping, and wineries, this home offers an exceptional Wine Country lifestyle. 4 Beds ⋅ 5 Baths ⋅ 325103760 MLS Significant Price Improvement! Welcome to a private Valley-floor retreat in the heart of St. Helena, where timeless elegance meets effortless indoor-outdoor living. This exceptional 4-bedroom, 4.5-bath residence spans approximately 4,789 square feet and is thoughtfully designed for both refined entertaining and everyday comfort. A dramatic great room with soaring ceilings anchors the home, flowing seamlessly into the gourmet kitchen featuring a generous center island, premium appliances, and an adjacent dining area ideal for hosting gatherings large or small. Natural light fills the interior, creating a warm and inviting atmosphere throughout. The primary suite is a true sanctuary, offering a private balcony, expansive walk-in closet, and a spa-inspired bathroom complete with steam shower and Jacuzzi tub. Two additional bedrooms feature en-suite baths, while a fourth bedroom is conveniently located near a full bathideal for guests, an office, or flexible living arrangements. Outdoors, enjoy a below-ground pool, multiple patio spaces, and the tranquil setting that defines Valley-floor livingperfect for relaxed afternoons and memorable evenings. Additional features include central heating and air conditioning, a whole-home sound system, and a fireplace for cozy nights. Approved ADU plans provide future flexibility and added value. Located just moments from downtown St. Helena's renowned dining, shopping, and wineries, this home offers an exceptional Wine Country lifestyle. 466 Pratt Ave, St. Helena
$1,199,000 ***Priced To SELL*** at an unbelievable value, this property is an absolute must-see. Go ahead and pick your favorite superlative: stunning, magical, or unrivaled. Honestly, none of them do justice to this 5-acre view property perched in the western hills overlooking the wine country of St. Helena, CA. The heart of the home is a vaulted living room where floor-to-ceiling windows frame sweeping vineyard and valley views, flooding the space with natural light. This sense of openness flows seamlessly to the expansive decks, offering a variety of vantage points to enjoy your morning coffee or a sunset glass of wine. While the semi-attached 2-car garage adds everyday convenience, the home's core infrastructure provides peace of mind; featuring a 40-year comp shingle roof (2019), a newer HVAC system, and a whole-house on-demand generator (2024). A solid foundation for modern updates in a world-class location. Welcome to the Napa Valley lifestyle! 2 Beds ⋅ 2 Baths ⋅ 325066579 MLS ***Priced To SELL*** at an unbelievable value, this property is an absolute must-see. Go ahead and pick your favorite superlative: stunning, magical, or unrivaled. Honestly, none of them do justice to this 5-acre view property perched in the western hills overlooking the wine country of St. Helena, CA. The heart of the home is a vaulted living room where floor-to-ceiling windows frame sweeping vineyard and valley views, flooding the space with natural light. This sense of openness flows seamlessly to the expansive decks, offering a variety of vantage points to enjoy your morning coffee or a sunset glass of wine. While the semi-attached 2-car garage adds everyday convenience, the home's core infrastructure provides peace of mind; featuring a 40-year comp shingle roof (2019), a newer HVAC system, and a whole-house on-demand generator (2024). A solid foundation for modern updates in a world-class location. Welcome to the Napa Valley lifestyle! 3880 Spring Mountain Rd, St. Helena
$3,200,000 Owner financing available. Priced for value. Perched atop prestigious Spring Mountain, this 38.18 acre Napa Valley estate offers sweeping valley views, privacy, and exceptional upside. Approximately 1 acre is planted to Bordeaux varietals, with ~9 additional acres deemed plantable per Crop Care Associates. Private well producing ~15 GPM plus backup spring. Land has never been treated with chemical sprays and is organically maintained. The property includes a main residence (4 BD / 4.5 BA), a pool house (1 BD / 1 BA), and a converted barn with multiple bedrooms and flexible use. Outdoor living is equally compelling, with a pool and numerous surrounding patios ideally positioned for quiet relaxation and sunrise-to-sunset views over the valley. With abundant water, vineyard expansion potential, multiple stunning residences, and strong underlying value, this is a rare opportunity to acquire a legacy Spring Mountain property at an attractive price point. 5 Beds ⋅ 6 Baths ⋅ 325026054 MLS Owner financing available. Priced for value. Perched atop prestigious Spring Mountain, this 38.18 acre Napa Valley estate offers sweeping valley views, privacy, and exceptional upside. Approximately 1 acre is planted to Bordeaux varietals, with ~9 additional acres deemed plantable per Crop Care Associates. Private well producing ~15 GPM plus backup spring. Land has never been treated with chemical sprays and is organically maintained. The property includes a main residence (4 BD / 4.5 BA), a pool house (1 BD / 1 BA), and a converted barn with multiple bedrooms and flexible use. Outdoor living is equally compelling, with a pool and numerous surrounding patios ideally positioned for quiet relaxation and sunrise-to-sunset views over the valley. With abundant water, vineyard expansion potential, multiple stunning residences, and strong underlying value, this is a rare opportunity to acquire a legacy Spring Mountain property at an attractive price point. 4040 Spring Mountain Rd, St. Helena
$2,400,000 A magnificent 3662 sq ft, 4 beds, 3.5 baths, three-level custom home in a quiet west-side St. Helena neighborhood just blocks from downtown. Divided between three levels, each floor encompasses a refined balance of contemporary living and familial comforts. The main floor features a large great room, dining area, modern kitchen with quartzite countertops, contemporary cabinets, sub-zero refrigerator, wolf range, and modern finishes. Warming both atmosphere and ambiance, the great room features an oversized wood-burning fireplace and floor to ceiling windows. Optimizing privacy, the master bedroom is located on the main floor with its own private patio access separated from the 2nd-floor guest bedrooms. The media room, fully redone large garage, and ample storage complete the bottom floor. The home's beautiful decks have been refinished. Upgrades include Tesla solar for efficiency. 4 Beds ⋅ 4 Baths ⋅ 325084399 MLS A magnificent 3662 sq ft, 4 beds, 3.5 baths, three-level custom home in a quiet west-side St. Helena neighborhood just blocks from downtown. Divided between three levels, each floor encompasses a refined balance of contemporary living and familial comforts. The main floor features a large great room, dining area, modern kitchen with quartzite countertops, contemporary cabinets, sub-zero refrigerator, wolf range, and modern finishes. Warming both atmosphere and ambiance, the great room features an oversized wood-burning fireplace and floor to ceiling windows. Optimizing privacy, the master bedroom is located on the main floor with its own private patio access separated from the 2nd-floor guest bedrooms. The media room, fully redone large garage, and ample storage complete the bottom floor. The home's beautiful decks have been refinished. Upgrades include Tesla solar for efficiency. 1590 Sylvaner Ave, St. Helena
$1,129,000 This home located in a great area of St. Helena is a charming single-family home built in 1964. It offers 3 bedrooms and 2.5 bathrooms across 1,658 square feet of living space. The property sits on a 7,927 square foot lot and features a wood-frame construction with an attached garage. Inside, you'll find a fireplace and central heating, adding comfort and character to the home. Close to schools and shopping this home is located in the heart of Napa Valley, this residence blends classic design with a prime locationperfect for enjoying wine country living. Large rear yard with additional storage or shop building. Potential ADU 3 Beds ⋅ 3 Baths ⋅ 325080357 MLS This home located in a great area of St. Helena is a charming single-family home built in 1964. It offers 3 bedrooms and 2.5 bathrooms across 1,658 square feet of living space. The property sits on a 7,927 square foot lot and features a wood-frame construction with an attached garage. Inside, you'll find a fireplace and central heating, adding comfort and character to the home. Close to schools and shopping this home is located in the heart of Napa Valley, this residence blends classic design with a prime locationperfect for enjoying wine country living. Large rear yard with additional storage or shop building. Potential ADU 2040 Olive Ave, St. Helena
$1,250,000 Tucked away in a serene west-side enclave just moments from St. Helena's vibrant Main Street, this thoughtfully refreshed single-level residence offers everyday ease and plenty of charm. The 3-bedroom, 2-bathroom home spans 1,663 square feet of light-filled interiors, anchored by a spacious open-concept kitchen that flows effortlessly into the living and dining spaces, designed with both connection and comfort in mind. Outdoors, mature landscaping frames inviting spaces to gather, dine, and unwind offering a seamless extension of Napa Valley living in one of St. Helena's most sought-after neighborhoods. 3 Beds ⋅ 2 Baths ⋅ 325036481 MLS Tucked away in a serene west-side enclave just moments from St. Helena's vibrant Main Street, this thoughtfully refreshed single-level residence offers everyday ease and plenty of charm. The 3-bedroom, 2-bathroom home spans 1,663 square feet of light-filled interiors, anchored by a spacious open-concept kitchen that flows effortlessly into the living and dining spaces, designed with both connection and comfort in mind. Outdoors, mature landscaping frames inviting spaces to gather, dine, and unwind offering a seamless extension of Napa Valley living in one of St. Helena's most sought-after neighborhoods. 1819 Spring Mountain Ct, St. Helena
$1,995,000 A sanctuary in the heart of St. Helena, 850 Conn Valley Road offers something increasingly rare in Napa Valley: genuine privacy, unspoiled views, and the quiet that only twenty surrounding acres can guarantee. Set above the Valley floor and shielded by its own natural topography, this retreat is defined by the environmental beauty that encompasses the property. The neighbors are farther apart for serenity in your own space as you embrace the tranquility of nature. The land's existence is a permanent reminder of peace and harmony within the lush greenery a protected frame for a life lived quietly and well. The residence itself is thoughtfully scaled at +/- 2,979 square feet, with three bedrooms and three baths. Light-filled rooms open to views in every direction. The flow is easy and familiar. This is the home that welcomes you. It is a home designed for life in wine country with peace and harmony a most welcoming retreat for those who are drawn to the natural world but still desire the lifestyle that wine country brings. One of the property's most exceptional features is the beautifully designed detached guest house, offering outstanding versatility and value. Perfect as an in-law suite, private guest quarters, home office, or artist's retreat, it provides comfort, privacy, and endless possibilities. Nestled among lush landscaping overlooking the peaceful creek, the guest house features a cozy fireplace, a private bathroom with a shower, a convenient kitchenette, and a spacious deck for relaxing or entertaining. Guests also enjoy easy access to the property's charming bridge and private hiking trail, making it easy to experience the estate's tranquil natural beauty. This rare detached guest house is a distinctive amenity that enhances both the property's lifestyle and overall appeal. Outside, the wrap-around terraces and lush landscaping invite unhurried mornings and long evenings. The approach to the property winding, private and tranquil sets the tone before you ever step inside. Ten minutes from downtown St. Helena, you have the best of both worlds. A rare offering for the buyer seeking natural beauty: a Napa Valley retreat that prioritizes balance with privacy and Mother Nature. 3 Beds ⋅ 3 Baths ⋅ 325047489 MLS A sanctuary in the heart of St. Helena, 850 Conn Valley Road offers something increasingly rare in Napa Valley: genuine privacy, unspoiled views, and the quiet that only twenty surrounding acres can guarantee. Set above the Valley floor and shielded by its own natural topography, this retreat is defined by the environmental beauty that encompasses the property. The neighbors are farther apart for serenity in your own space as you embrace the tranquility of nature. The land's existence is a permanent reminder of peace and harmony within the lush greenery a protected frame for a life lived quietly and well. The residence itself is thoughtfully scaled at +/- 2,979 square feet, with three bedrooms and three baths. Light-filled rooms open to views in every direction. The flow is easy and familiar. This is the home that welcomes you. It is a home designed for life in wine country with peace and harmony a most welcoming retreat for those who are drawn to the natural world but still desire the lifestyle that wine country brings. One of the property's most exceptional features is the beautifully designed detached guest house, offering outstanding versatility and value. Perfect as an in-law suite, private guest quarters, home office, or artist's retreat, it provides comfort, privacy, and endless possibilities. Nestled among lush landscaping overlooking the peaceful creek, the guest house features a cozy fireplace, a private bathroom with a shower, a convenient kitchenette, and a spacious deck for relaxing or entertaining. Guests also enjoy easy access to the property's charming bridge and private hiking trail, making it easy to experience the estate's tranquil natural beauty. This rare detached guest house is a distinctive amenity that enhances both the property's lifestyle and overall appeal. Outside, the wrap-around terraces and lush landscaping invite unhurried mornings and long evenings. The approach to the property winding, private and tranquil sets the tone before you ever step inside. Ten minutes from downtown St. Helena, you have the best of both worlds. A rare offering for the buyer seeking natural beauty: a Napa Valley retreat that prioritizes balance with privacy and Mother Nature. 850 Conn Valley Rd, St. Helena