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$4,995,000
4 Beds 4 Baths 326054241 MLS
Designed by renowned architect Sandy Walker, this timeless contemporary country retreat is gracefully sited on 1.32 acres +/-in a private park-like setting framed by neighboring vineyards. Ideally positioned between St. Helena and Calistoga, the property offers exceptional privacy, architectural distinction, and effortless wine-country living. The luminous 2939 +/- sq ft 3BR 3 BA with office main residence centers around a dramatic open great room featuring beautifully finished concrete floors, soaring ceilings, floor-to-ceiling walls of glass with views and access to the stunning grounds. Glass-enclosed sunroom transforms into a covered loggia, creating a seamless year-round connection to the resort-like grounds with heated pool, spa, tennis court, outdoor dining & living pavilion, outdoor kitchen with pizza oven, firepit and more. The thoughtfully designed main house floor plan includes 3 spacious ensuites, an efficient office, and a loft that opens to a deck with seating area & beautiful views. Elevator access serves the upper levels, enhancing both comfort and convenience. 1st floor ensuite which can also flex as a den features built-in cabinetry & custom shelving. A charming 420 sq ft +/- 2 BR 1 BA guest house offers private accommodations with kitchenette and a Juliet balcony overlooking the central courtyard, mountains, and picturesque grounds. Designed for both intimate enjoyment and grand entertaining, the outdoor spaces feature an array of sunlit terraces, verdant grounds and additional room to create a hobby vineyard or fruit orchard all surrounded by mature landscaping and vineyard views. This exceptional lifestyle property embodies the perfect balance of contemporary architecture, natural beauty, and relaxed Napa Valley elegance.

1110 Bale Ln, Calistoga

$4,995,000
3 Beds 4 Baths 326043600 MLS
Welcome to this beautifully updated private estate on Denmark Street in the heart of Sonoma's wine country and just five minutes' drive from the historic Sonoma Plaza. The home is set on an expansive five flat acres with pool, stone surrounded basketball court, barn with 3-garage bays, large enclosed carport and additional storage. The recently installed 6-bedroom septic system offers many possibilities for expansion. There is a strong producing domestic well. Upon entering the home, eyes are drawn past the spacious great room through a wall of glass doors to the pool, ptanque court and vineyards beyond. The great room features a beautifully designed kitchen with dining and living area with fireplace. The primary suite, conveniently located on the ground floor, provides seclusion and comfort, complemented by a private enclosed yard plumbed for a spa. Upstairs is a 2nd spacious bedroom, full bathroom. The 3rd bedroom is presently used as an art studio and can be converted back to a bedroom. Both rooms have access to a spacious terrace. Every element of this residence speaks of quality and style, from major renovation completed within the last eight years to the sweeping views and local convenience.

585 Denmark St, Sonoma

$4,995,000
4 Beds 5 Baths 326008225 MLS
A truly one-of-a-kind Wine Country estate set in The Ranch, one of Sonoma's most coveted enclaves just off 7th Street East. Privately positioned yet moments from the Plaza, this property offers the rare combination of seclusion, acreage, and immediate access to town a location that simply cannot be replicated. The hacienda-style main residence is rich in character and scale, featuring soaring nearly 20-foot ceilings, multiple fireplaces, and expansive French doors that open to a sweeping veranda with sweeping vineyard and valley views. Designed for both everyday living and effortless entertaining, the home is anchored by a generous farm-style kitchen with high-end appliances and classic Shaker cabinetry. The primary suite offers a private retreat with spa-inspired bath and tranquil outlooks. Set across more than five acres of vineyard and mature landscape is an iconic 1840s barn reimagined as an extraordinary entertaining and gathering space with stalls, workshop, wine cellar, and an upper-level loft with great room, kitchen, bedroom, and bath. A separate two-bedroom guest cottage with full kitchen provides ideal accommodations for guests or extended stays. The property also includes a separate two-bedroom guest cottage with full kitchen, providing comfortable accommodations for guests or extended stays. The grounds are equally compelling, featuring multiple patios and pergolas, a pool and cabana, and long vineyard views that define true Sonoma Valley living. A rare legacy offering in a premier east-side location private, timeless, and irreplaceable.

969 Rachael Rd, Sonoma

$4,986,000
5 Beds 6 Baths 326046571 MLS
29.33 Acres+2 Homes+Vineyard+Panoramic View+No Napa restrictions+No Napa Traffic. Situated about 500 feet above the valley floor in the acclaimed Suisun Valley AVA only minutes to Napa Valley. The ultimate Napa-Adjacent Private Compound. Perched on a commanding, ultra-private 29.33-acre ridge in the heart of Suisun Valley. Helicopter friendly acreage! Located just minutes from Napa Valley, this fully gated, secure dual-residence compound offers panoramic 360-degree views of rolling hills, vineyard valleys, and Mt. Diablo. The PRIMARY ESTATE is designed with an open-concept architectural flow, soaring high ceilings, and expansive wall of glass positioned to capture the morning mist rising over the valley and dramatic golden-hour sunsets. Features premium, refined finishes and seamless indoor-outdoor transition areas. The GUEST RESIDENCE/LUXURY ADU is equally refined and completely independent. Positioned to ensure privacy from the main house, this second home is ideal for multigenerational living.

4266 Stonefield Ln, Fairfield

$4,975,000
4 Beds 4 Baths 326034406 MLS
Nestled in the heart of Sonoma County's renowned Dry Creek Valley, this exceptional 67-acre ranch offers a rare combination of premier vineyards, a boutique winery open for public tastings and limited events, and complete privacy on sought-after benchland with premium southwestern exposure. Perched atop a scenic knoll, the estate residence 3200 Sq ft +/- commands sweeping panoramic views over the valley, lush vineyards, and on-site 3K case winery. The property features a dedicated wine tasting building/conversion to 2nd residence, a comfortable apartment, a fully equipped wine-making facility, and ample storage everything needed for a turnkey wine country operation with valuable Dry Creek Road frontage, the estate enjoys direct paved access while maintaining seclusion. Of the 67 total acres +/- approximately precisely 33.02 acres per current vineyard map are planted to premium vineyards, including historic old-vine Zinfandel blocks dating to the 1910s, along with Cabernet Sauvignon, Petite Verdot, Cabernet Franc, and Malbec. These vines thrive on the ideal bench land terroir. Paved roads wind throughout the property, providing effortless internal access while preserving the natural beauty.Tranquil creeks meander through the remaining mature oak and madrone woodlands, complemented by a picturesque small pond that enhances the serene setting. The property strikes a perfect balance between productive agriculture and a peaceful, private retreat. Possible 20 +/- acre subdivision potential for three parcels (See zoning). Conveniently located just minutes from the historic Dry Creek General Store, Lake Sonoma, and the vibrant restaurants, wineries, and boutique shopping of Healdsburg. Sonoma County Airport is only a 15-minute drive away, making this an effortlessly accessible yet wonderfully secluded wine country gem.This is a truly rare opportunity to own a private, productive, and breathtaking 67-acre estate with Dry Creek Road frontage in one of California's most prestigious wine growing regions.

5143 Dry Creek Rd, Healdsburg

$4,950,000
6 Beds 2 Baths 326045900 MLS
Seven Springs Ranch offers 2,100 pristine acres of rolling oak-studded hills, hidden canyons, and spring-fed meadows in the coastal mountain range north of Boonville, California, within the Upper Indian Creek Basin. This premier private hunting enclave features an authentic 1,850-square-foot, six-bedroom, two-bath off-grid lodge powered by generator and abundant spring water, with a generous wrap-around deck, substantial barn, and fully equipped game-processing shed. The property is legendary for record-class California blacktail deer, wild boar, black bear, and wild turkey, supported by diverse habitat and enrollment in California's Private Land Management (PLM) program, delivering extended July-November deer seasons and a conservative harvest of that has produced trophy-quality game. Originally the Rawles Ranch with sheep grazing from the mid-1800s and ancestral Pomo hunting grounds, the land has been thoughtfully stewarded since the 1980s by its founding seven-member hunting club. Accessed via a quiet country road through redwood and fir forests and crossed by a year-round steelhead creek, the ranch lies just 35 minutes from Boonville and Philo amenities yet offers complete privacy and solitude in a mild Pacific-influenced microclimate. This turnkey legacy property is ready for the next generation of discerning sportsmen to continue its conservation-focused tradition.

10500 Peachland Rd, Boonville

$4,950,000
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

$4,950,000
3 Beds 5 Baths 326011751 MLS
Set on 40 private acres above Bennett Valley, 295 Sonoma Ridge Road is a 6,107 sq ft vineyard estate blending timeless craftsmanship with refined Wine Country living. Built in 2002, the 3-bed, 4.5-bath home features vaulted ceilings, handcrafted woodwork, and French doors opening to terraces, gardens, and a pool with panoramic mountain views. The property includes 9.5 acres of organically farmed vineyards producing high-quality grapes for long-standing boutique vineyard clients. Additional highlights include a 2,500-bottle wine cellar, remodeled primary suite with heated floors, media and game rooms, multiple fireplaces, and recent upgrades such as new irrigation, water systems, a 5,000-gallon tank, and Generac backup. A rare vineyard-zoned estate offering privacy, production, and resort-style amenities just minutes from Glen Ellen and Santa Rosa.

295 Sonoma Ridge Rd, Santa Rosa

$4,900,000
4 Beds 3 Baths 226100254 MLS
Nestled on approximately 157.96 acres within the prestigious Shenandoah Valley AVA, Cooper Vineyards and Winery offers an unparalleled blend of natural beauty, refined winemaking, and accessibility over two parcels. The estate boasts approximately 73.28 acres of meticulously maintained vineyards, complemented by charming walnut and olive orchards, creating a harmonious agricultural landscape. Key property highlights include a winery, a dedicated case goods storage facility, an inviting tasting room with a picnic area for guests, a residence, and versatile outbuildings for storage and operational needs. Strategically located in the heart of Shenandoah Valley, Cooper Vineyards is a premier destination for wine enthusiasts from Sacramento, Lake Tahoe and the surrounding regions, home to over 2 million residents. Its proximity to the capital city makes it a sought-after location for day trips, special events, and immersive wine experiences. Don't miss this opportunity to own a piece of history. [INCLUDES 2 PARCELS:21215 (~40.05ac) and 21365 (~117.9ac) SHENANDOAH SCHOOL ROAD]

21215 Shenandoah School Rd, Plymouth

$4,895,000
7 Beds 8 Baths 326076022 MLS
A rare opportunity to create a private Wine Country compound across approximately 17 contiguous acres. Offered together, 1626 and 1636 Abramson Road provide two distinctive residences on separate legal parcels, plus private guest accommodationscreating flexibility for multigenerational living, extended stays or simply more room for the people and pursuits that matter most. Life here can be shared without sacrificing independence. Each residence offers its own sense of place, while the grounds bring everyone together. Spend afternoons in the pool, take on the waterslide, relax in the spa, or play tennis, pickleball and basketball on the lighted regulation size courts. Expansive lawns and patios offer room to spread out, while a covered pavilion, outdoor kitchen and courtside Snack Shack create a gathering place for long lunches, celebrations and evenings that continue after sunset. The 3 bedroom, 2.5 bath residence at 1626 connects directly to the outdoors, with a kitchen picture window overlooking the lawn, pool and entertaining areas. Features include Fisher & Paykel appliances, quartzite counters, custom cabinetry, a primary suite with its own salon, and an upstairs media and cigar room accessed by elevator. A separate 1 bedroom carriage house above a 3 car garage includes a full kitchen and private living space. At 1636, the transformed single level residence combines warmth and craftsmanship with vaulted cedar lined beam ceilings, hand finished woodwork, tumbled marble floors, a stone fireplace and a generous kitchen featuring Wolf appliances, Miele refrigeration, leathered granite and a butler's pantry. Patios, a pergola, fountain and another fully equipped outdoor kitchen extend living into the landscape. A pristine, climate controlled barn, offers approximately 2475+/- sq ft of space for race cars, boats, ATVs, equipment and gear. A finished upstairs lounge and balcony overlooking the land make it as much a clubhouse as a barn. Approximately 11.5+/- acres of open agricultural ground offer possibilities for horses, livestock, gardens, farming, an orchard or vineyard. More than two neighboring properties, this is an opportunity to create a personal oasis where generations can live independently, gather often and build traditions together.

1636 Abramson Rd, Santa Rosa

$4,875,000
4 Beds 7 Baths 326035090 MLS
Set in the heart of prestigious Dry Creek Valley, just minutes from downtown Healdsburg, 1099 Dry Creek Road is a newly built modern estate that redefines wine country luxury. Designed for seamless indoor-outdoor living, this private 1.6 acre retreat is surrounded by vineyard and mountain views, offering both tranquility and convenience. The main residence spans approximately 3,753 sq ft with 3 bedrooms and 4.5 baths, complemented by a beautifully appointed 1,200 sq ft ADU with 1 bedroom and 1.5 baths, ideal for guests, extended stays, or flexible living. Thoughtfully curated with elevated materials and craftsmanship throughout, the home features French oak flooring, bespoke white oak cabinetry, and marble surfaces including Arabescato Corchia countertops and Bianco Carrara baths. A chef's kitchen with premium appliances anchors the open-concept great room, where walls of glass frame the surrounding landscape and create a seamless connection to the outdoors. Designed for both everyday living and elevated entertaining, the property offers a glass-enclosed wine display, butler's pantry, game room, and library/office. Smart home integration includes Lutron lighting, automated shades, Sonos audio, and whole-home connectivity. Resort-style outdoor living is highlighted by a heated pool and spa, expansive patio areas, curated landscaping, and a turf lawn, perfect for entertaining or relaxing in a serene wine country setting. A rare offering combining modern design, luxury finishes, and an exceptional location just one mile from Healdsburg Plaza, this is turnkey wine country living at its finest.

1099 Dry Creek Rd, Healdsburg

$4,875,000
3 Beds 4 Baths 326035397 MLS
Set in the heart of Healdsburg's coveted Dry Creek Valley, this 40+/- acre vineyard estate offers a rare blend of natural beauty and understated elegance. The 3,678+/- square-foot main residence is perfectly positioned to capture sweeping, unobstructed views of Geyser Peak and Mount St. Helena, with vineyards, rolling hills, and the valley floor nestled in between. A charming approximately 650 square foot guest cottage provides a welcoming space for family and friends. The setting is tranquil and secluded with two gated entries and surrounded by gently rolling terrain that evokes a sense of timeless ownership. A dramatic great room anchors the upper level with vaulted ceilings, exposed beams, a floor-to-ceiling stone gas fireplace, and built-in cabinetry. The kitchen is both functional and inviting, designed to connect naturally with guests or offer a quiet place to begin the day. High-end appliances, generous counter space, ample storage, and natural light define the space. The main level also includes the primary suite, guest bedroom, and full bathroom. The primary suite is positioned to take advantage of the views, with access to a private deck. The primary bathroom is spa-inspired with a soaking tub, glass-enclosed shower, and dual sink vanity. The lower level offers a relaxed and flexible living environment, including a spacious family or media room with wet bar and direct access to a deck. A private guest suite with en suite bath, separate entrance, and its own driveway provides ideal accommodations. A wine storage room, laundry, and additional full bath complete this level. Outdoors, a 50-foot saltwater pool and spa are complemented by mature olive trees, fruit trees, raised garden beds, and open grounds. The 13+/- acre vineyard features a curated selection of European varietals. The fruit is currently spoken for by a known brand, and this arrangement can continue. Infrastructure includes an owned solar system, domestic and agricultural wells, generator backup, and a water filtration system. This is a property for those seeking quiet sophistication and an unpretentious yet extraordinary retreat in one of Sonoma County's most desirable vineyard regions.

6355 Mountain View Ranch Rd, Healdsburg

$4,850,000
4 Beds 5 Baths 326006985 MLS
Designed for those who live fully and entertain effortlessly, a curated sanctuary where timeless craftsmanship meets effortless living. Reimagined by Kirsten Bennett Interiors, the architecture harmonizes classic Modern elegance with Farmhouse sensibility and invites you to savor moments both grand & intimate. Reclaimed wood beams, polished plaster walls, one-of-a-kind antique French doors, & custom wrought iron details create a warm, textured ambiance throughout. Wide-plank white oak floors & limestone accents invite natural warmth, effortless style and continuity through the home. The chef's kitchen & scullery, alive with artisan tile & gleaming brass, inspires both culinary creativity and heartfelt gatherings. Indoor and outdoor living flow seamlessly, offering multiple gathering spaces framed by sweeping views of historic Three Palms Vineyard and Diamond Mountain. Entertain beside the outdoor kitchen or fireplace near the pool & spa. Enjoy pickleball, horseshoes, outdoor prepared feasts and multiple patios surrounded by mature gardens, and 600 vines. Two separate guest suites complete this extraordinary home and echo the rhythm of life hererooted in connection, a testament to the beauty that embraces the soul and elevates everyday moments.

4189 Silverado Trl, Calistoga

$4,800,000
4 Beds 4 Baths 326054301 MLS
Set atop a private ridge overlooking Alexander Valley, this gated 44.08 acre estate captures sweeping views of Mount St. Helena, vineyards, and rolling hillsides from nearly every room. The 4,630 sq ft residence is designed to embrace its surroundings with floor-to-ceiling windows, expansive living spaces, and seamless indoor-outdoor flow. The chef's kitchen features custom walnut cabinetry and granite countertops, while the main-level primary suite offers a private retreat with soaring ceilings, separate entrance, soaking tub, and travertine shower. Upstairs are three additional bedrooms, two full baths, and a flexible media room. Outdoor amenities include expansive entertaining decks, a built-in cook station, open-air fireplace, and custom saltwater pool. The property features approximately 8 acres of vineyard, an olive orchard, two private wells, solar power with battery backup, fire-safe water storage, and a detached garage/workshop. Offering privacy, sustainability, and breathtaking scenery just minutes from Healdsburg, this exceptional Alexander Valley estate embodies the best of Sonoma County wine country living.

5232 Maacama Ridge Rd, Healdsburg

$4,775,000
4 Beds 4 Baths 326073213 MLS
Set in Old Town Tiburon, this inviting view residence captures sweeping views spanning the East Bay, Angel Island, Raccoon Strait, San Francisco, Sausalito, the Bay, and the Golden Gate Bridge. Designed to take full advantage of its spectacular setting, offering light-filled living spaces, hardwood floors, expansive windows, exceptional outdoor living, and mature gardens. The open-concept great room is the heart of the home, with expansive windows framing the panoramic Bay views from the living and dining areas. The spacious living room features hardwood floors and a fireplace with a gas starter, while sliding glass doors open to the entertainment deck. Framed by oversized windows, the adjoining dining area enjoys an equally impressive outlook across the Bay. The expansive entertainment deck is positioned to capture the home's panoramic Bay views, offering multiple areas for outdoor living and entertaining. With access from the great room, kitchen, and bedroom three, the deck features a spa and sweeping views spanning the East Bay, Angel Island, Raccoon Strait, San Francisco, Sausalito, and the Golden Gate Bridge. The updated kitchen features soft blue cabinetry, quartz countertops, a peninsula with counter seating, a farmhouse sink, subway tile backsplash, and stainless steel appliances. A skylight fills the space with natural light, while an adjoining breakfast area offers built-in cabinetry and a desk. Sliding glass doors provide access to the large entertainment deck. The main-level primary suite features hardwood floors, a built-in window bench, a private balcony, access to the rear yard and gardens, a spa-like bathroom, and oversized windows framing beautiful views of the Bay and Angel Island. Two additional bedrooms and two full bathrooms are located on the main level. The lower level features a spacious family room that can also serve as a fourth bedroom, with hardwood floors, an office area, a walk-in closet, and sliding glass doors opening to the lower patio. A full bath and dedicated laundry room with a stacked washer and dryer, utility sink, and cabinetry complete this level. The outdoor spaces include a terraced rear yard surrounded by mature landscaping and colorful gardens. A lower patio provides an additional outdoor area with access from the lower-level family room, while pathways connect the different areas of the property. An attached two-car garage and spacious motor court provide ample parking.

2349 Spanish Trail Rd, Tiburon

$4,775,000
4 Beds 5 Baths 326000754 MLS
Nestled above St. Helena on nearly 4 acres with jaw-dropping & sweeping views of almost the entire Napa Valley. A luxurious modern contemporary estate with every amenity imaginable and designed to be a flawless meld of family living & large-scale Napa Valley style entertaining. Grand living room with soaring 20' ceilings, formal dining room & spacious updated modern chef's kitchen that embodies the heart of the home - centrally located and flowing into the family room. The main-level primary suite enjoys total privacy and has access to the deck. The lower level offers three additional bedrooms, a home theater, a library/recreation room, & cave-style wine cellar. French doors open to the resort-style grounds with an infinity-edged pool, outdoor kitchen, pizza oven, heated patio, & beautiful grounds with putting green. Boutique vineyard & elegant garden paths surround this magnificent resort-style estate. It is impossible to duplicate this sizeable property based on quality construction, two solar systems for the entire house & a pool heater, and a new backup generator. Within minutes of downtown St. Helena, affording all the conveniences and luxuries. Lease/Lease Option available at $15K per month.

1340 Crestmont Dr, Angwin

$4,750,000
4 Beds 3 Baths 326070679 MLS
From the moment you enter the drive, the property's estate-like setting makes a striking impression. Its dignified facade feels remarkably private, yet it sits just moments from the heart of Mill Valley. Perfectly positioned on a beautifully landscaped half-acre plus, this exceptional home is truly one of a kind. Generous, elegant living spaces include a formal living room with a high coved ceiling, an expansive dining room, and a relaxed family room that opens to the large remodeled eat-in kitchen with a breakfast bar and dining nook. These inviting rooms connect seamlessly to a beautiful deck and yard- ideal for dining, lounging, bird watching, and play. A spacious main-level bedroom also offers access from the side patio. The top floor is dedicated to the primary suite, featuring dramatic ceilings, sweeping views from the private deck, a large spa-like bathroom, a generous walk-in closet, and convenient suitcase storage. The lower level offers two additional bedrooms, a full bath, and abundant storage, also appropriate for wine storage. Just off the kitchen, a mudroom and laundry area provide easy access to the oversized-and rare-three-car garage. Peaceful views and a serene setting make it easy to forget that this property is just moments from Mill Valley's vibrant center. Don't miss the rare and captivating offering.

50 Summit Ave, Mill Valley

$4,750,000
6 Beds 6 Baths 326052558 MLS
Tucked behind private gates in the prestigious Dominican neighborhood, 133 Deer Park Ave is a masterfully custom-built estate that captures the effortless elegance of a Montecito retreat. This is one of those rare properties that manages to feel both grand and incredibly intimate, offering sweeping views of the San Francisco Bay and the iconic silhouette of Mt. Tamalpais. With over 7,700 square feet of thoughtfully designed living space, the home's Spanish tile flooring, Venetian plaster walls, and soaring ceilings create an atmosphere of timeless sophistication. The layout is a dream for multi-generational living or hosting guests in total comfort. The main residence features five spacious bedrooms, including a primary suite that serves as a true sanctuary. Occupying its own wing upstairs, the primary retreat boasts a cozy fireplace, dual walk-in closets, separate vanities, a steam room, a private gym area, and a sun-drenched office that opens onto a roof deck with stunning vistas. Three additional bedrooms on the main level are smartly designed with built-in desks and ample storage, ensuring everyone has their own dedicated space. Three full baths are smartly located nearby. For those who love to entertain, the flow between the formal living, dining, and lounge areas is seamless, with each room opening to its own private outdoor patio. The home also includes a temperature-controlled wine room and a secondary upstairs ensuite bedroom. Just steps from the main house, the separate Casita offers ultimate flexibility. Complete with a full kitchen, living area, bedroom, and balcony, it's perfect as a long-term guest residence or a high-end pool house. The grounds are nothing short of a private resort. Set on an expansive lot, the property features a sparkling pool and sun deck, a sports court, lush lawns, and manicured garden areas. Whether you're hosting a large-scale event or enjoying a quiet evening watching the sunset over the bay, the outdoor spaces provide a spectacular backdrop. Held by the same owner for over 40 years, this is a once-in-a-generation opportunity to own a legacy estate that perfectly blends Santa Barbara style with the very best of Marin living.

133 Deer Park Ave, San Rafael

$4,750,000
5 Beds 3 Baths 326038094 MLS
Set on an acre along coveted Darms Lane in the heart of Napa Valley, this stunning resort-style compound blends modern design, Wine Country charm, and exceptional indoor-outdoor living just minutes from Yountville and Napa. Featured in Dwell magazine and the St. Helena Garden Tour, the property offers three distinct residences totaling 4485 sq ft +/- with 5 BR and 3 BA, all framed by vineyard and mountain views and steps from the Vine Trail. Designed for quintessential farm-to-table living, the grounds by renowned landscape architect Josh Chandler feature over 50 fruit trees, raised vegetable/herb beds and a private Cabernet Sauvignon vineyard. Outdoor amenities include a solar-heated pool and spa, outdoor kitchen, firepit, dining pavilion, and an illuminated bocce court with built-in seating. The Modern House: Tucked at the back of the property in a seasonal creekside setting, this residence by Matthew Stannard of Stillwater Dwellings (2 BR 1 BA 1120 sq ft +/-) features an intelligently designed open floor plan with vaulted exposed-beam ceilings and floor-to-ceiling glass walls. The modern kitchen boasting a Wolf range and Caesarstone counters flows into a sun-drenched family room and dining alcove. Two well-proportioned bedrooms offer serene views of the curated grounds. The Farmhouse Cottage: Nestled behind the vineyard, this inviting cottage (2 BR + Office 1 BA 1195 sq ft +/-) features a light-filled family room and kitchen with quartz countertops and stainless appliances. Glass doors open to a perfectly scaled dining patio and an outdoor entertaining area centered around a majestic oak tree. The Modern Barn: This versatile 1,020 sq ft +/- structure is ideal for entertaining or a car collection, featuring a bar, performance stage, and temperature-controlled wine cellar. The upper level houses a chic 1,160 sq ft +/- guest house (1 BR, 1 BA) with a private kitchenette, ensuite bath and views of the stunning grounds. Additional features include City water, natural gas & smart home technology controlling security, climate, lighting, and irrigation systems remotely, creating a turnkey Napa Valley retreat that is both sophisticated and effortlessly livable.

1069 Darms Ln, Napa

$4,750,000
4 Beds 3 Baths 326044008 MLS
Rarely does a property of this caliber & natural beauty become available. Spanning approximately 128 acres with over 3,000 feet of year-round Putah Creek frontage, this extraordinary ranch combines luxury country living, income-producing agriculture, significant tax advantages, and unmatched recreational enjoyment in one remarkable offering. With an incredible stretch of Putah Creek flowing through the property, this ranch offers a lifestyle rarely found in Northern California and so close to the SF Bay Area. The year-round water frontage creates a private sanctuary ideal for fishing, kayaking, wildlife viewing, or simply relaxing beside the flowing creek. Opportunities to own this amount of accessible Putah Creek frontage are exceptionally rare. Towering trees, open agricultural land, and the peaceful sound of the creek create a setting that feels worlds away while remaining highly functional as a productive agricultural investment. The ranch is planted with a diversified mix of young orchards designed for long-term production and future income potential, including: 72 acres of Almonds, 23 acres of Chandler Walnuts and over 100 Olive trees. The young orchards offer years of future production while also presenting potential depreciation advantages and agricultural tax benefits associated with farm ownership and income production. The property is enrolled in the Williamson Act, providing reduced property taxes and enhancing the long-term value of this agricultural investment. The ranch benefits from adjudicated riparian water rights from Putah Creek, an invaluable asset for long-term agricultural sustainability. An electric pump and filtration system is installed and set up to efficiently irrigate the orchards, the most inexpensive irrigation water available. The primary residence offers approximately 3402 sq ft 4 bedrooms of comfortable living space designed for both everyday living and entertaining. Second residence is ideal for extended family guest, rental income. there is also a nice 1 bedroom caretakers house connected to the barn. This is more than a ranch, it is a rare lifestyle property that blends recreation, agricultural, multi-generational living and long-term investment potential. Whether you envision a private family retreat, working orchard operation, equestrian or rec ranch, or a legacy investment property, this exceptional Putah Creek estate offers possibilities that are increasingly difficult to find. Proforma for the orchard is available.

3442 Sackett Ln, Winters

$4,695,000
4 Beds 4 Baths 326029964 MLS
Nestled on one of Healdsburg's most coveted streets, just a short stroll from the vibrant Plaza, 438 Matheson St. is a stunning example of early 20th-century charm paired with modern-day versatility. Set on a generous corner lot spanning approximately a quarter acre, this property boasts a serene oasis with formal gardens, a sparkling pool, and room to expand with additional flower or vegetable beds. Steeped in character, the over 3,000 sq. ft. home (+/-) spans three thoughtfully designed levels. The main floor has a formal parlor and dining room, a beautifully remodeled gourmet kitchen, and a cozy media room, all anchored by timeless details and abundant natural light. Upstairs, two spacious bedrooms plus an office and two bathrooms share the spotlight with a delightful covered porch, perfect for enjoying quiet moments overlooking the picturesque street below. The versatile lower level opens up endless possibilities, offering space for one to two additional bedrooms, a home office, or even a private theater. Complete with a full bath and laundry room, it's a flexible haven for evolving needs. Outside, a detached garage sparks inspiration with its potentialimagine transforming it into a summer kitchen, guest quarters, or an ADU. Recent upgrades, including fresh interior and exterior paint, a brand-new roof, and a solar system, make this home as efficient as it is enchanting. 438 Matheson seamlessly blends timeless elegance with modern functionality, offering an unparalleled opportunity to live in one of Healdsburg's most desirable locations.

438 Matheson St, Healdsburg

$4,650,000
3 Beds 6 Baths 326006150 MLS
Iconic Queen Anne-style Victorian located in the heart of Napa. This award-winning home masterfully marries 19th-century craftsmanship with modern luxury, offering approximately 4,317 +/- Sq Ft of combined interior living space, plus additional space with a full basement and attic. Known as the Ackerman Heritage House, this landmark estate showcases exceptional historic detailing, meticulously preserved through an extensive six year restoration starting in 2010. Originally built in 1888, the residence features classic Victorian architecture with ornate detailing, 17 original and eight authentic stained glass windows, intricate heart redwood woodwork, and a grand staircase that reflects its rich heritage. The comprehensive restoration honored historic integrity while seamlessly integrating modern infrastructure, including updated electrical and plumbing systems, central heating and air conditioning, and foundation improvements. The state-of-the-art, chef designed custom kitchen is designed for both everyday living and elevated entertaining, featuring a Lacanche eight-burner stovetop with dual ovens and warming shelves, two additional Wolf ovens, a separate warming drawer, a microwave drawer, two Sub-Zero refrigerators (one with a freezer section), two wine refrigerators, two dishwashers, and a Hobart glasswasher. The kitchen flows effortlessly into the formal dining room and parlor, creating an elegant setting for gatherings and special occasions. The estate also includes a fully restored 1910 carriage house, offering a beautifully appointed bar and tasting room, two sets of French doors, a half bathroom, and ADA-compliant access. There is also a refrigerated area for wine storage. This versatile space provides exceptional flexibility for entertaining. Outdoor living areas are thoughtfully designed with cafe bistro seating, antique fountains, stone flooring, and culinary gardens, creating charming and tranquil spaces for outdoor dining and relaxation. Enrolled in the Mills Act, this historic property benefits from substantial property tax reductions (roughly fifty percent) while ensuring its architectural legacy is preserved for generations to come. An unparalleled downtown location just moments from world-class dining, tasting rooms, shopping, and entertainment. This is a rare opportunity to own a meticulously restored Victorian estate that seamlessly blends historic elegance with modern luxury - ideal as a private residence or investment opportunity.

608 Randolph St, Napa

$4,598,000
6 Beds 5 Baths 326043629 MLS
Rare opportunity to own a Mediterranean-inspired gem in Sausalito with breathtaking views and an unbeatable location! Perched above the Golden Gate Market near the 2nd Street garden stairs, this stunning triplex offers panoramic vistas of hillside homes, the Bay, and the San Francisco skyline. Just moments from the Ferry and Sausalito's charming downtown, this property delivers vacation vibes every day.Perfect for investors or those seeking flexibility, the options are endless: live in luxury while earning income from the other two units, host extended family or guests, or create dedicated office spaces. There's even potential to reimagine it as a family compound or a single-family estate.The primary residence spans approximately 2,230 sq. ft. across two levels (currently rented for $10,000/month). The first floor boasts open living and dining spaces, a deck, a bedroom, and level access from a two-car garage. Upstairs, the primary suite features a fireplace, spa-like bath, office/additional bedroom, and a large deck with sweeping views.The garden-level 2BR/2BA unit (approx. 950 sq. ft., rented for $4,500/month) includes a private deck and terraced yard access. The street-level 1BR/1BA unit (approx. 600 sq. ft., rented for $3,500/month) offers high ceilings, a new kitchen/bath, and its own deck with stunning views.Extensively updated since 2019, this property combines modern comfort with timeless elegance. Don't miss this rare Sausalito treasure!

307 North St, Sausalito

$4,500,000
5 Beds 4 Baths 326074340 MLS
Welcome to 120 Ricardo, a remodeled residence located in the sought-after Strawberry Manor neighborhood of Mill Valley. This 5-bedroom, 3.5 bath home sits on a large, corner, sunny lot and features a spacious thought out floor plan. Through the front door, you are welcomed into the foyer with views out to the lush terraced backyard. The living room features walls of glass with southern exposure for year-round natural light and a cozy wood burning fireplace. Off the living room is the intimate dining room with French doors leading out to the patio. The brand-new kitchen features stainless steel appliances including a Fisher & Paykel Refrigerator, a breakfast counter and wall to wall windows looking out at the foliage. The expansive family room with separate seating areas flows the entire width of the home and includes a powder room for guests. Upstairs is the ultimate primary suite nearly 800 square feet is size, with vaulted exposed beam ceilings, a sitting area, closet, home office or gym (or room to build out a 150 sq ft closet) and a spa-like bathroom with soaking tub and walk-in shower. Two large bedrooms are located on the main floor in the east wing as well as a full bathroom. The lower level of the home is perfect for family or guests on longer visits or for an Au Pair. With its own entrance, two more bedrooms, a full bath and second living room with kitchenette, the lower level provides a flexibility that most homes do not. When you step outside to the back yard, it feels like you are transported to Provence, with light stucco walls planted with lavender and multiple outdoor lounging areas. There is a large stone patio for entertaining and dining al fresco, a wood burning brick grill, lush lawn and terraces for sitting by the fire, sun bathing and enjoying the California weather with peak-a-boo water views. The home includes a detached two-car garage, additonal off-street parking for guests and is close to everything. Twelve minutes by car to San Francisco, a two-minute stroll to Strawberry Rec with tennis, swimming and sports fields, four minutes to Harbor Cove for shoreline access and near shops, grocery stores and restaurants, inlcuding the brand new Tartine Bakery.

120 Ricardo Rd, Mill Valley

$4,500,000
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

$4,500,000
6 Beds 6 Baths 326054306 MLS
Discover 24 sun-drenched acres in West County, just minutes from downtown Sebastopol. Boasting premier southern exposure and privacy, this scalable estate perfectly blends modern luxury with a vibrant country lifestyle, offering an unprecedented head start in the heart of wine country. The primary residencea modern contemporary dream homeis already well underway, allowing you to skip years of permitting and heavy groundwork. This permitted build site features completed grading, drainage, foundation, road access, plumbing, and electrical, alongside both residential and agricultural power. Supported by a high-producing well and a 4-bedroom septic system, the site also boasts a fully completed underground wine cellar. Ready for drywall and your custom finishes, this structure offers a blank canvas to finalize the current architectural vision or pivot to your own, with ample room remaining to add a custom pool and luxury landscaping. Located across the property and over Blucher Creek for excellent privacy, the estate features a second, remodeled, single-level home tucked into the pastoral landscape. Offering three bedrooms and two bathrooms, this move-in-ready residence is supported by its own independent well and septic system, making it ideal for a guest house, rental income, or agricultural housing. A large view deck is perfect for entertaining against a backdrop of sweeping views, while the surrounding grounds feature a lush vegetable garden, three paddocks, a small feed barn, a chicken enclosure, and expansive space for horses, agricultural projects, or recreational toys. The property's southern-facing slopes are highly productive, featuring 10 prime acres within the prestigious Russian River Valley AVA (and unofficial Sebastopol Hills AVA. Six of these acres are already staked and have successfully completed the VESCO process, leaving them completely ready for you to plant the vines of your choice. Furthermore, the property is uniquely zoned to be eligible for an agricultural farmstay, offering an incredible avenue to capitalize on wine country agritourism and build a multi-faceted estate. Whether you what to grow your own grapes, or just have pastoral views for horses or privacy, the options are endless here. Come see this beautiful property for yourself!

3006 Bloomfield Rd, Sebastopol

$4,500,000
5 Beds 7 Baths 326051539 MLS
Tucked away at the end of a cul-de-sac in the prestigious enclave of Peacock Gap, this extraordinary European-inspired estate offers a rare blend of timeless elegance and resort-like living. Bordering open space and framed by sweeping hillside views, the property unfolds across spectacular grounds featuring mature gardens, expansive terraces, and an exceptional sense of seclusion. The residence balances grand architectural scale with refined warmth. Soaring cathedral ceilings, dramatic walls of glass, and rich walnut hardwood floors create interiors bathed in natural light. The home flows effortlessly between elegant gathering spaces, including a gracious living room and an inviting lounge area, each anchored by its own fireplace. With Five bedrooms and six-and-a-half baths, the floor plan offers remarkable flexibility. Each secondary bedroom is ensuite with generous closet space, while a private one-bedroom apartment provides ideal accommodations for guests, a home office, or long-term visitors. The primary suite is a luxurious retreat featuring vaulted ceilings, three closets, a private patio, and a spa-inspired stone bath with a soaking tub and oversized shower. The outdoor spaces are equally unforgettable, centered around a shimmering pool, separate pool house, and sun-filled terraces designed for both grand entertaining and quiet relaxation. Adding to the home's lasting appeal is a classic slate roofan architectural statement that provides notable durability and fire-resistant benefits, offering peace of mind and long-term value. Just moments from Peacock Gap Golf Club, McNear's Beach, China Camp trails, and waterfront recreation, this is a truly rare offeringan elegant lifestyle estate in one of San Rafael's most sought-after locations.

82 Mcnear Dr, San Rafael

$4,500,000
7 Beds 7 Baths 326047173 MLS
In the heart of Alexander Valley, just past Jim town Store, we are pleased to present an exceptional compound offering endless possibilities. Whether envisioned as a full-time residence, a weekend retreat, or an income-producing property with space for guest accommodations or on-site management, this estate delivers both flexibility and charm. The main residence showcases a contemporary open floor plan with soaring ceilings and abundant natural light. The expansive primary suite, located on the main level, offers ultimate privacy and opens seamlessly to sweeping valley views, complete with its own serene fountain garden. Above, an open mezzanine with a full bath connects to a striking tower element, overlooking the grounds and the stunning 75-foot pool--truly the architectural centerpiece of the property. A spacious motor court anchors the compound, accompanied by a detached carport with a guest suite above, perfectly positioned to capture the surrounding views. Nearby, a charming Tutu's Cottage, a favorite among visiting grandchildren, offers a private, ground-level retreat. At the front of the property sits a fully independent, recently remodeled two-bedroom, one-bath cottage, currently tenant-occupied and ideal for rental income or extended guest use. On the other side of the main driveway, a grand vintage redwood barn on foundation is complemented by a separate tool shed, offering incredible potential for a car collection, workshop, storage, or game room. Across from the barn, a picturesque 1930s shingle cottage reminiscent of coastal homes in Mendocino features a formal garden and an inviting summer dining area. Just beyond, a charming standalone office provides a peaceful setting for work or creative pursuits. Completing the property are thoughtfully designed outdoor amenities, including a greenhouse, fenced vegetable garden, and an expansive steel pergola ideal for hosting gatherings, complete with a summer kitchen. Toward the rear, a partially shaded petanque court invites leisurely afternoons and abundant entertaining. Set across two parcels totaling just under 1.5 acres, this remarkable property offers a rare blend of character, versatility, and manageable scale in one of Wine Country's most desirable locations.

6017 Red Winery Rd, Healdsburg