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$1,975,000
5 Beds ⋅ 5 Baths ⋅ 326026570 MLS
Explore an incredible opportunity with this 56+/- acre vineyard and winery estate situated within the prestigious Sonoma Mountain, Sonoma Valley, and Bennett Valley wine appellations. Now available as a prime redevelopment project, this expansive property offers a rare foundation for a world-class wine program in a coveted Santa Rosa location. The estate features 32+/- acres of historical vineyard land previously planted to Chardonnay and Pinot Noir that is now poised for a full modern replant, allowing a new owner to select clones and rootstocks tailored to the site's unique microclimates. Significant infrastructure provides a massive head start for the serious vintner, including an established 6,000-case winery permit, a large barn for operations, and a dedicated rock wine storage building. While the 2,250 square foot main home and 1,480 square foot guest house require extensive renovation and TLC, the site's elevation and natural beauty offer a premier building envelope for a custom luxury compound. Located just minutes from the amenities of Santa Rosa, Rohnert Park, and Glen Ellen, this estate offers the perfect balance of absolute seclusion and regional accessibility. This is a rare blank slate chance to acquire significant acreage and established permits at a value-driven price point in one of California's most renowned growing regions. Sold as-is.

4889 Grange Rd, Santa Rosa
$2,975,000
3 Beds ⋅ 3 Baths ⋅ 326026380 MLS
Welcome to 3000 Warm Springs Road - Sophisticated and private representing the very best of Sonoma Valley living. Tucked behind a private gate and fully fenced perimeter, 3000 Warm Springs Road offers complete privacy on over an acre of lush grounds. Perched above a serene creek, this unique and magical property effortlessly blends secluded wine country living with high-end entertaining in the heart of Glen Ellen. What truly sets this compound apart is its incredible versatility and connection to the landscape. The property features an architecturally distinct Main House, a fully independent second residence, and a separate detached building ideal for a home office, studio, or gym. The two homes are anchored by a central courtyard, creating a welcoming outdoor hub that is just as perfect for a quiet afternoon or a small dinner party as it is for hosting large groups and events. Whether you envision a multi-generational family retreat or an income-producing investment, the layout accommodates effortlessly. The second home has a proven track record as a successful rental, located in an area supportive of short-term rental permits (buyer to verify with Sonoma County). Inside both residences, open-concept kitchens with premium modern appliances flow seamlessly into bright, inviting dining and living spaces that open directly to the outdoors. Outside, the grounds feel like a private park. A dedicated stairway from the main house leads directly down to the creek, while four distinct garden areas, meandering pathways, and sweeping patios offer endless settings for al fresco living. For those looking to add their own signature touch, the property offers plenty of usable space for a family pool, hobby vineyard, cutting garden, or tasting pavilion.

3000 Warm Springs Rd, Glen Ellen
$1,550,000
3 Beds ⋅ 3 Baths ⋅ 326025285 MLS
This striking modern residence offers a rare opportunity to own a luxury retreat surrounded by the iconic redwoods of the Russian River. Thoughtfully designed across Three levels, the home blends contemporary architecture with the relaxed, nature-driven lifestyle that defines this region. The main living level features an open-concept layout with a high-end kitchen, premium appliances, dining area, office space, and laundry. Expansive windows and glass doors create a seamless connection to the outdoors, opening to a spacious deck set among towering trees perfect for entertaining or unwinding after a day on the river. Upstairs, a private primary suite captures peaceful treetop views, complemented by a versatile media room ideal for relaxation or hosting guests. The lower level includes a separate studio apartment with its own entrance, offering flexible use for extended stays, income potential, or a private guest retreat. Located minutes from the Russian River, this property places you at the center of an unmatched outdoor lifestyle kayaking, swimming, and riverside relaxation just moments away. Explore nearby hiking trails through the redwoods, take a short drive to the Sonoma Coast and Pacific Ocean, or spend the day enjoying world-class wineries throughout Sonoma County's renowned wine country. Per Seller an additional attached commercial parcel presents a unique opportunity for future development, boutique lodging, or creative investment potential. Private, modern, and surrounded by nature, this is a rare chance to own a home in one of the Russian River's most sought-after communities.

14685 Willow Rd, Guerneville
$3,995,000
3 Beds ⋅ 5 Baths ⋅ 326026519 MLS
Tucked into the hills of the desirable Riebli Valley area of Santa Rosa, this private rustic-modern estate is a masterclass in architecture and immersive indoor-outdoor living. Set on approximately 7.68 acres, the 3 bedroom + office, 4.5 bedroom, nearly 4,400 square foot residence embraces its surroundings with walls of glass, vaulted ceilings, and an open layout attuned to the land. Inside, the great room is defined by dramatic cedar beams and expansive views, flowing seamlessly into an impeccably appointed chef's kitchen with high-end appliances, dual sinks and dishwashers, marble backsplash, and a spacious butler's pantry. A retractable wall of glass opens to a resort-inspired terrace with infinity-edge pool and integrated spa. The main-level primary suite offers a private deck, vaulted ceilings, walk-in closet, and a serene, spa-like bath with soaking tub and walk-in shower. A secondary suite also enjoys direct outdoor access, while the lower level features a generous family and entertainment room, custom wet bar, wine vault, full bath, and third bedroom with patio access. Thoughtful infrastructure includes owned solar, a living green roof, whole-home backup generator, private well, automatic irrigation, a large fenced area, and both two- and three-car garages with EV charging and RV parking, with additional potential for an ADU offering flexibility and long-term value. Ideally positioned between Healdsburg and Sonoma Plaza, this exceptional property offers both privacy and access, embodying the essence of an idyllic Wine Country retreat.

4125 Wallace Rd, Santa Rosa
$1,395,000
5 Beds ⋅ 4 Baths ⋅ 326022605 MLS
New construction rarely feels this complete. Designed for effortless living and modern sensibility, this light-filled residence offers a seamless blend of style, function, and flexibility, anchored by wide-plank oak floors, clean architectural lines, and a thoughtful layout that lives beautifully day to day. The heart of the home is a striking open kitchen designed to perform as well as it presents, featuring quartz countertops, an oversized island, and the unexpected luxury of dual dishwashers, a detail that speaks to both entertaining and ease. The adjacent dining area and expansive living space flow naturally to the outdoors, creating a quiet rhythm between indoor comfort and private backyard living. A dedicated entry study provides a refined work-from-home space, while modern lighting and curated fixtures elevate every room. Upstairs, the primary suite is a true retreat, offering a spacious walk-in closet and a beautifully appointed bath with dual sinks and a clean, contemporary finish. What sets this property apart is its versatility. In addition to the 4-bedroom, 2.5-bath main residence, a fully independent studio ADU with its own kitchen and full bath creates opportunity, whether for guests, extended living, or income potential. Framed by low-maintenance landscaping and a welcoming front porch, the property is designed to be both polished and practical. A two-car garage and private outdoor spaces complete the offering. This is not just new construction, it's a home that understands how people want to live today.

109 Paul Wittke Dr, Healdsburg
$1,795,000
2 Beds ⋅ 2 Baths ⋅ 326019135 MLS
Sonoma County Wine Country Estate Opportunity on 15.35 Acres Discover a rare opportunity to own 15.35 private acres in the heart of Sonoma County wine country. Located just minutes from downtown Geyserville and renowned Healdsburg wineries, restaurants, and tasting rooms, 350 Canyon Road offers the ideal blend of privacy, natural beauty, and future potential. Surrounded by mature oak trees, rolling hills, and picturesque vineyard views, this unique property provides multiple possibilities for a luxury estate, vineyard development, equestrian retreat, family compound, or weekend getaway. The existing 1,656 square-foot residence features 2 bedrooms and 1.5 bathrooms, offering comfortable living while you enjoy the property today or plan your future vision. Large windows frame the surrounding landscape, creating a seamless connection to the outdoors and the peaceful setting beyond. Additional improvements include a detached 2-car garage, a classic red barn, storage structures with electrical service, and a charming vintage caboose thoughtfully converted into a private office, studio, or creative retreat. A seasonal spring winds through portions of the property, enhancing the natural setting and attracting abundant wildlife. Higher elevations on the parcel reveal a premier building site with sweeping views toward Geyser Peak and the surrounding wine country landscape, offering an exceptional location for a future custom estate. Steeped in local history and once part of the original Hoffman Grove area that hosted Geyserville's early May Day celebrations, this property represents a unique opportunity to own a meaningful piece of Sonoma County's past while creating your vision for the future. Whether you're seeking a private wine country retreat, legacy family property, vineyard estate, or investment in one of Sonoma County's most desirable regions, 350 Canyon Road offers a truly exceptional canvas with endless possibilities.

350 Canyon Rd, Geyserville
$12,850,000
5 Beds ⋅ 8 Baths ⋅ 326023652 MLS
Less than an hour north of San Francisco, this remarkable 13 acre estate offers a rare opportunity to own a fully renovated private compound in one of Sonoma Valley's most spectacular settings. Located within the exclusive gated enclave of Savannah Estates and bordering the protected Sonoma Land Trust open space and the 5,000-acre Trione-Annadel State Park, the property enjoys sweeping views across the valley to Mount Diablo, east to the Mayacamas Mountain Range, and north to Hood Mountain, while remaining just minutes from Glen Ellen, Kenwood, world-class wineries and acclaimed dining. Thoughtfully reimagined to embrace both luxury and sustainability, the estate blends contemporary architecture with the natural beauty of Wine Country. Meandering pathways connect beautifully landscaped gardens, fruit trees, raised vegetable beds, and outdoor gathering spaces, creating an environment that feels both refined and deeply connected to the land. The main residence is filled with natural light and oriented to capture breathtaking vistas. An elevator provides access between levels, while expansive living and dining spaces flow seamlessly to outdoor terraces. The chef's kitchen is complemented bya1880-bottle wine cellar, multiple fireplaces, and an exquisite primary suite overlooking the valley. Twoadditionalbedroom suites are on the upper level. Exterior patios feature a custom firepit, seatingareas, and a BBQ for outdoorentertaining. Two detached guest residences each offer separate entrances, full kitchens, living rooms, bedrooms, baths, and expansive decks, creating exceptional flexibility for extended family, guests, or caretakers. At the center of the compound, a resort-inspired 60' lap pool and pavilion create an extraordinary setting for gatherings. The pool house features a lounge and entertainingkitchen,full bath, a fully equipped fitness center, and a barn area. Energy-efficient features include a 28 KVA solar array, Tesla batteries, a backup generator, and multiple EV charging stations. Two garages andadditionalparking accommodate residents and guests with ease. Turnkey, and surrounded by protected natural beauty, this is a rare legacy estate offering the scale of a private retreat, the flexibility of a multi-generational compound, and the convenience of being just a short drive from Sonoma's celebrated wine country and the cultural amenities of the Bay Area.

2900 Wild Turkey Run, Santa Rosa
$12,850,000
5 Beds ⋅ 8 Baths ⋅ 326024579 MLS
Less than an hour north of San Francisco, this remarkable 13 acre estate offers a rare opportunity to own a fully renovated private compound in one of Sonoma Valley's most spectacular settings. Located within the exclusive gated enclave of Savannah Estates and bordering the protected Sonoma Land Trust open space and the 5,000-acre Trione-Annadel State Park, the property enjoys sweeping views across the valley to Mount Diablo, east to the Mayacamas Mountain Range, and north to Hood Mountain, while remaining just minutes from Glen Ellen, Kenwood, world-class wineries and acclaimed dining. Thoughtfully reimagined to embrace both luxury and sustainability, the estate blends contemporary architecture with the natural beauty of Wine Country. Meandering pathways connect beautifully landscaped gardens, fruit trees, raised vegetable beds, and outdoor gathering spaces, creating an environment that feels both refined and deeply connected to the land. The main residence is filled with natural light and oriented to capture breathtaking vistas. An elevator provides access between levels, while expansive living and dining spaces flow seamlessly to outdoor terraces. The chef's kitchen is complemented bya1880-bottle wine cellar, multiple fireplaces, and an exquisite primary suite overlooking the valley. Twoadditionalbedroom suites are on the upper level. Exterior patios feature a custom firepit, seatingareas, and a BBQ for outdoorentertaining. Two detached guest residences each offer separate entrances, full kitchens, living rooms, bedrooms, baths, and expansive decks, creating exceptional flexibility for extended family, guests, or caretakers. At the center of the compound, a resort-inspired 60' lap pool and pavilion create an extraordinary setting for gatherings. The pool house features a lounge and entertainingkitchen,full bath, a fully equipped fitness center, and a barn area. Energy-efficient features include a 28 KVA solar array, Tesla batteries, a backup generator, and multiple EV charging stations. Two garages andadditionalparking accommodate residents and guests with ease. Turnkey, and surrounded by protected natural beauty, this is a rare legacy estate offering the scale of a private retreat, the flexibility of a multi-generational compound, and the convenience of being just a short drive from Sonoma's celebrated wine country and the cultural amenities of the Bay Area.

2900 Wild Turkey Run, Santa Rosa
$1,500,000
326024149 MLS
Exceptional Downtown Cloverdale Development Opportunity Located in the heart of Cloverdale's vibrant and expanding downtown district, 115 E 2nd Street presents a rare opportunity to acquire a highly visible corner development parcel at Main Street and 2nd Street, just one block from the historic downtown plaza. The property consists of a prominently positioned lot with CITYCL zoning (Central Commercial), allowing for a wide range of potential uses and significant development flexibility. The site offers the potential for multi-story development of up to three stories, making it ideally suited for a mixed-use project with ground-floor commercial space and residential units above, or a variety of other commercial or residential configurations consistent with downtown zoning. Currently situated on the property is a distinctive Quonset-style structure with a second story, leased to the popular Dahlia & Sage Community Market, a beloved local grocery store serving Cloverdale residents and visitors alike. The tenant has a lease in place through September 2028 with a three-year renewal option, providing stable income and the opportunity to hold the property as a performing investment while planning future development. One of the most compelling aspects of this offering is the potential to develop portions of the site while retaining the existing structure, allowing an investor or developer to generate ongoing rental income during the development process. Creative site planning may allow construction around or adjacent to the current building while preserving the income-producing component. Cloverdale continues to experience renewed economic energy and investment in its downtown corridor, with growing tourism, wineries, restaurants, arts programming, and community events centered around the downtown plaza just steps away. Properties offering both current income and prime redevelopment potential in this location rarely become available. For investors, developers, or visionaries looking to participate in the continued evolution of downtown Cloverdale, this property represents a compelling opportunity to secure a strategic corner parcel in one of Northern Sonoma County's most charming and opportunity-rich communities.

115 E 2nd St, Cloverdale
$2,795,000
3 Beds ⋅ 4 Baths ⋅ 326018606 MLS
Welcome to 807 Wild Oak Drive. A modern retreat tucked away in the prestigious gated enclave of Wild Oak. Set on over an acre of lush, private grounds, this exceptional home exudes sophistication and serenity. Step through the doors and into a masterpiece of design, where a fully renovated interior shines with distinctive architectural details, a sunlit ambiance, and a show-stopping 1,000+ bottle wine room. The sleek, state-of-the-art kitchen, outfitted with premiere appliances, seamlessly connects to the outdoors through an expansive folding glass wall. Outside, an entertainer's dream awaits: a professionally equipped outdoor kitchen featuring an imported Italian pizza oven, luxury grill, and premium appliances, all surrounded by multi-tiered lounging spaces crafted from exquisite Peruvian travertine and limestone. Host unforgettable gatherings beneath the open sky, with outdoor fireplaces, tranquil fountains, and sweeping views of Sugarloaf and Hood Mountain as your backdrop. The resort-inspired amenities continue with a shimmering pool & spa, firepit, and impeccably landscaped grounds that invite relaxation at every turn. New architectural drawings set for adding the perfect separate ADU or pool house/guest suite overlooking the magnificent backyard and best local wildlife nature has to offer. Every detail of this extraordinary home has been artfully designed to deliver an unparalleled lifestyle. Discover the pinnacle of luxury living in the coveted Wild Oak community.

807 Wild Oak Dr, Santa Rosa
$19,995,000
10 Beds ⋅ 11 Baths ⋅ 326024791 MLS
First time offered on the market, 195-247 Fisher Lane presents a rare opportunity to acquire a private, design-forward compound spanning approximately nine acres in the heart of Sonoma Valley. The offering is composed of two distinct yet complementary parcels. 195 Fisher Lane is set on approximately six acres and centers around a thoughtfully updated 1920s residence with three bedrooms and three baths, paired with a separate two-bedroom, one-bath guest cottagean inviting, character-rich retreat grounded in Sonoma's architectural heritage. At 247 Fisher Lane, a newly constructed 2024 residence introduces a contemporary counterpointset across level grounds and designed as a refined composition of architecture, landscape, and light. This property unfolds with a 4,377 sq ft main residence, a 965 sq ft lofted space above the garage, and a 639 sq ft guest house. Interiors precise, balancing modern livability with elevated design. Sustainability and infrastructure have been carefully considered Across both parcels, the property offers significant expansion potential, with infrastructure and septic capacity in place to accommodate up to seventeen bedrooms. A rare, legacy-scale offeringwhere two properties come together to create one of Sonoma's most compelling private estates, defined by vineyard views, architectural contrast, and long-term potential

247 Fisher Ln, Sonoma
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 326024157 MLS
Welcome to 6081 Malcom Lane, a meticulously maintained home nestled in the heart of Penngrove, known for its small-town charm and convenient location within Sonoma County. Set on an expansive ~0.46-acre lot, this 3-bedroom, 2.5-bathroom home offers approximately 2,043 sq ft with a layout that lives like a single level, making it easy and comfortable for everyday living. The main living areas include a spacious living room with a fireplace, a formal dining area with tray ceilings, and a bright kitchen with freshly painted cabinetry and a large pantry. The kitchen opens to an additional family room with a sliding glass door to the patio, creating an easy indoor outdoor flow. The spacious primary suite features a walk-in closet and an ensuite bathroom with a jetted tub, stall shower, and dual sink vanity. Step outside and discover the true showstopper. The private, fully fenced backyard is designed for both relaxing and entertaining, featuring a large patio, built-in fire pit, hot tub, and a waterfall fountain. You'll also find a gazebo with lighting, fruit trees, and garden beds. Additional features include Tesla solar panels, whole-house battery backup, EV charging, a smart thermostat, air conditioning, updated light fixtures, a newer roof and water heater, a laundry room with sink and cabinetry, a finished two-car garage, and a large storage area beneath the home. Enjoy the privacy, space, and small-town lifestyle in Penngrove, recently voted one of Travel + Leisure's 10 best small towns in the United States.

6081 Malcom Ln, Penngrove
$12,995,000
5 Beds ⋅ 8 Baths ⋅ 326024822 MLS
Set across three flat acres in the heart of Sonoma Valley, this private estate unfolds as a refined composition of architecture, landscape, and light just minutes from Sonoma Plaza and approximately forty minutes from San Francisco. A 4,377 sq ft main residence anchors the property, complemented by a 965 sq ft lofted flex space above the garage, a 1,080 sq ft pool house, and a 639 sq ft guest house. Interiors are precise, designed for both quiet retreat and effortless gathering. The primary suite is a private sanctuary, with a spa-like bath featuring a steam and rain shower, soaking tub, and sculptural floating vanity. Three additional guest suites each offer their own sense of privacy and comfort. The kitchen, both functional and expressive, is appointed with Miele and Wolf appliances, quartzite surfaces, European oak cabinetry, and a 100-bottle wine room that reflects the surrounding terrain. Sustainability and infrastructure are seamlessly incorporated, with solar power, a 350-foot private well, advanced water filtration, a 5,000-gallon reservoir, pressurized irrigation, and a natural gas backup generator. Climate is controlled through multi-zone air conditioning and radiant heating. The property was selected for its unique terrainin particular the mature oak trees that shade the three acres and the two natural creeks that flow serenely along the perimeter, offering unparalleled privacy and a deep connection to nature. The uncommon entrance to the estate was designed to create a sense of discovery, with a gated private drive rolling and unfolding amid flourishing landscaping, maples, and olives as it approaches the home. The positioning of the residence preserves as many trees as possible, integrating it with its natural setting and creating a sense of tranquility. With hospitality in mind, the estate was conceived as a multigenerational retreat, planned and arranged to accommodate entertaining on any scalefor eight guests or 80. A composed and quietly striking estate where architecture, land, and lifestyle converge in one of Sonoma's most desirable settings.

247 Fisher Ln, Sonoma
$3,999,000
326024829 MLS
Located in the heart of Santa Rosa's vibrant 4th Street business district, the iconic Kress Building is surrounded by boutique shops, acclaimed restaurants, lively bars, and entertainment, with multiple public parking garages nearby. This landmark property features two structures on one parcel, including retail/restaurant space leased to Darbar Kitchen (with plans to subdivide for a new 1,800 SF retail unit, increasing the projected CAP rate to 6.8 from the current 5.5), retail space at 618 5th Street leased to Clone Digital, and full-service leased office suites with a strong rental history. Professionally managed, with HVAC units less than five years old, the property offers stable income and prime downtown exposure.

613 4th St, Santa Rosa
$2,095,000
4 Beds ⋅ 4 Baths ⋅ 326024573 MLS
Come and enjoy the elegant architecture of this beautiful custom home, set on over 1/2 acre in the heart of Healdsburg's wine country. Upscale amenities include a chef's kitchen with Viking appliances, Brazilian wood floors and solar with 2 battery backups. The open floor plan offers abundant natural light, walk in pantry, spacious laundry and 2 central air and heating systems. The serene grounds offer a natural habitat, built-in barbecue and fire pit, and an amazing heated in-ground pool.

134 Moonlight Dr, Healdsburg
$1,775,000
3 Beds ⋅ 3 Baths ⋅ 326022920 MLS
Located on a quiet street in Kenwood, this updated 3-bedroom, 3.5-bath home sits on approximately 0.5 acres surrounded by 23 mature redwood trees with views of Sugarloaf Ridge and nearby vineyards. Remodeled by Synergy Architects and Designers, the approximately 2,200 sq ft residence features classic contemporary styling and an open living, dining, and kitchen area designed for entertaining. Quartz countertops, textured walls and ceilings, a marble and tile fireplace surround, and a suspended kitchen vent hood create distinctive design elements. Large sliding glass doors provide broad access to the spacious backyard dotted with redwoods and peach trees. The front yard features mound gardens and a long paved driveway with embedded lighting. Additional highlights include an attached 3-car garage with epoxy flooring and built-in storage, Bosch refrigerator (2026), new carpeting (2026), Generic generator (2020), water heater replacement (2019), and Nest smart home features.

49 Hoff Rd, Kenwood
$1,395,000
2 Beds ⋅ 3 Baths ⋅ 326019262 MLS
Introducing The Grove, an exclusive enclave of 23 luxury townhomes in the heart of Healdsburg, just one block from the Foley Family Community Pavilion and three blocks from the iconic Healdsburg Plaza. This thoughtfully redesigned residence blends contemporary sophistication with exceptional craftsmanship across 1,507 square feet, offering a spacious primary suite and a versatile upper-level loft with full bath ideal as a guest retreat, office, or creative studio plus a convenient main-level half bath. Light-filled interiors showcase soaring vaulted ceilings, south-facing windows, white oak flooring, mosaic tile accents, fresh paint, and updated quartz countertops. The chef's kitchen features a gas range and newer, high-end appliances, seamlessly connecting to open living spaces designed for both everyday comfort and effortless entertaining. Step outside to a private deck with a gas log fireplace and tranquil views over a seasonal creek your own serene escape. Set within a peaceful grove yet moments from the energy of downtown, enjoy walkable access to acclaimed dining, boutique tasting rooms featuring Alexander Valley and Dry Creek Valley wines, and vibrant market mornings. Community amenities include a pool, spa, BBQ area, and HOA-maintained grounds, along with a one-car garage offering the perfect balance of luxury, convenience, and Wine Country living.

516 Grove St, Healdsburg
$3,899,000
4 Beds ⋅ 7 Baths ⋅ 326023937 MLS
Modern Home & Pool, Detached ADU - all newer construction. Open Living, Kitchen & Dining Area flows to outdoor entertainment areas. Kitchen features custom painted cabinetry, Thermador appliances, 3' built in refrigerator, 2' built in freezer, quartz counters, clay fire sink and backsplash, dual dishwashers, 10' island with built in beverage refrigerator. 20' ceiling in great room with custom rough sawn beams & lighting. Custom features throughout, expansive primary suite/wing, guest wing, butlers pantry room, upstairs guest apartment adds a second great room, kitchen, hall bath, office and additional suite. Stunning Pool Party Area!

85 W Trinity Rd, Glen Ellen
$1,250,000
326023958 MLS
Welcome to 1311 Prentice Drive in the heart of Healdsburg, a rare duplex opportunity offering versatility, comfort, and prime location all in one. This townhome-style property features two well-designed units, each with its own private entrance, one-car garage, in-unit laundry, and separate backyard; perfect for investors, multi-generational living, or owner-occupants seeking rental income. The front unit is a beautifully remodeled 2-bedroom, 2-bath home showcasing modern finishes, updated fixtures, and a fresh, contemporary feel throughout. Move-in ready and thoughtfully upgraded, it offers stylish living with comfort and functionality. The back unit features 2 bedrooms and 1.5 baths and has been well maintained in its original condition. Clean, comfortable, and full of potential, it provides steady rental appeal or an excellent canvas for future updates. Both units enjoy private backyard spaces ideal for relaxing, entertaining, or gardening, creating a sense of separation and individuality rarely found in duplex properties. Located in a central neighborhood close to shopping, dining, parks, and everything Healdsburg has to offer, this property delivers flexibility, income potential, and long-term value in one of Sonoma County's most desirable communities. A smart investment and a lifestyle opportunity, all under one roof.

1311 Prentice Dr, Healdsburg
$1,195,000
4 Beds ⋅ 4 Baths ⋅ 326023920 MLS
Welcome to 1311 Prentice Drive in the heart of Healdsburg, a rare duplex opportunity offering versatility, comfort, and prime location all in one. This townhome-style property features two well-designed units, each with its own private entrance, one-car garage, in-unit laundry, and separate backyard; perfect for investors, multi-generational living, or owner-occupants seeking rental income. The front unit is a beautifully remodeled 2-bedroom, 2-bath home showcasing modern finishes, updated fixtures, and a fresh, contemporary feel throughout. Move-in ready and thoughtfully upgraded, it offers stylish living with comfort and functionality. The back unit features 2 bedrooms and 1.5 baths and has been well maintained in its original condition. Clean, comfortable, and full of potential, it provides steady rental appeal or an excellent canvas for future updates. Both units enjoy private backyard spaces ideal for relaxing, entertaining, or gardening, creating a sense of separation and individuality rarely found in duplex properties. Located in a central neighborhood close to shopping, dining, parks, and everything Healdsburg has to offer, this property delivers flexibility, income potential, and long-term value in one of Sonoma County's most desirable communities. A smart investment and a lifestyle opportunity, all under one roof.

1311 Prentice Dr, Healdsburg
$8,999,000
4 Beds ⋅ 6 Baths ⋅ 326020180 MLS
Experience the epitome of wine country luxury on this extraordinary 3.9-acre estate, nestled within the prestigious Mayacama Golf and Country Club. Thoughtfully designed with artisan craftsmanship, the home features a chef-inspired kitchen, travertine flooring, wood-clad windows and doors, Lutron lighting and a state-of-the-art sound system. The expansive great room opens effortlessly to the outdoors through sliding doors, creating seamless indoor-outdoor living. The primary suite offers a spa-like bathroom with an outdoor shower and a walk-in closet. A separate main-level guest unit includes a private entrance, kitchenette, and its own loggia perfect for extended stays or hosting. On the lower level, discover a fully equipped movie theater, a wine bar, wine cellar, office, two guest suites, and a game room complete with a golf simulator. Step outside to a stunning loggia with a wood-burning fireplace and a fully appointed outdoor kitchen perfect for alfresco dining. The grand stone patio and vanishing-edge pool showcase sweeping views of the golf course and surrounding mountains. Conveniently located just minutes from downtown Healdsburg and the Santa Rosa Airport, this exceptional property offers a rare opportunity to enjoy the finest in Wine Country living. Welcome home.

6444 Cottage Ridge Rd, Santa Rosa
$1,225,000
5 Beds ⋅ 4 Baths ⋅ 326018671 MLS
Imagine stepping through the door, as the golden rays of sunset spill across your sun-drenched haven, welcoming you, after a long day into over 3,000sqft, 5 bed/4 bath, 2 primary suites(1up/1down), with gleaming designer-painted walls catching the light & warm French Oak-look plank flooring underfoot, sleek updated cabinetry, and stainless steel appliances, beckon with promise. Beyond the kitchen, an inviting covered loggia calls for slow evening spritzers from the lemon/orange trees, while the corner lot offers effortless access to a private rear yard where spring's blooming, walnut & street trees drape soft foliage, whispering of shade, the drought-tolerant landscaping an eco-conscious display. Picture fireside moments as aerodynamic ceiling fan stirs the air, wrapping both indoors and out in gentle, cozy currents; & the great room flows with seamless grace, separation when you crave solitude, continuity when desire draws you together from the island bar, kitchen table, through sliding doors to the covered patio inviting laughter. Upstairs, a versatile flex space waits at the landing, ready to shape itself into your private gym, focused office, cinematic escape, or a possible bedroom for tomorrow's dreams. An abode enhanced by: tailored cabinetry, closet built-ins, mirrored doors, built-in outdoor fireplace, pre-plumbed entertainment systems & more. Nestled in a newer enclave (built 2019, NWSR), this home places the airport, wineries, fine dining, and world-renowned medical facilities within easy reach.

2521 Barley Ln, Santa Rosa
$2,395,000
3 Beds ⋅ 3 Baths ⋅ 326014133 MLS
1000 Siesta Way is a private three-acre retreat in Sonoma's banana belt, where warm weather and natural beauty define daily life. Surrounded by vineyards, trees, and a seasonal creek, the property blends country serenity with artful design. The 2,259 sq ft home features custom blown-glass lighting, artisan ironwork, and expansive windows that fill the interiors with light. A sweeping 1,500 sq ft wraparound deck offers views and comfort in every direction, creating a true extension of the living space. Multiple patios and terraces connect effortlessly to the pool, hot tub, and open-air gym. An imported astronomical observatory, outdoor fireplace, and intricate hardscaping add unique character. Thoughtfully updated with new siding, roof, skylights, and bathrooms, the property also includes an art studio, barns, and a writer's retreat. A rare offering that captures the essence of indoor-outdoor Wine Country living.

1000 Siesta Way, Sonoma
$1,425,000
326017661 MLS
An exceptional opportunity to create your dream estate on +/- 28.5 breathtaking acres along scenic Franz Valley School Road. Situated within the coveted Knights Valley appellation, this property offers the potential for up to 11 acres of vineyard development (buyer to verify). Three distinct building sites, including a stunning knoll-top location showcasing sweeping views of mountains, meadows, and surrounding forest, offer a myriad of possibilities. Design and build a custom main residence, guest house, barn, or equestrian facilities tailored to your vision. There is an abundant water supply (buyer to verify). The property is horse-friendly and offers exceptional privacy, creating a serene retreat in the heart of wine country. Ideally located just minutes from the charming town of Calistoga, renowned for its boutique shopping, acclaimed dining, and world-class luxury resorts, this property combines seclusion with convenience. Also listed as MLS #326037782 in Napa County.

Franz Valley School Road, Calistoga
$1,250,000
2 Beds ⋅ 4 Baths ⋅ 326018482 MLS
Beautiful Sea ranch home with incredible panoramic ocean views. 2 Bedroom plus enclosed loft ,separate office / library space and 2 bath and 2 half bath, This is the dream home you've been searching for. This home has full array of solar panels on roof and in backyard as well as electric car charger in the 2 car garage. High ceilings with open concept. Rock fireplace, Upstairs Loft, tons of master bedroom closet space. This will make a great first or second home as well as excellent income generating vacation rental!! Architect was Douglas Thayer and builder was John K. And Jack Richardson also known for building several Don Jacobs and Ralph Matheson homes in Sea Ranch. Major price reduction makes this the best deal in sea ranch.

36808 Greencroft Close, The Sea Ranch
$2,990,000
326023270 MLS
Rare opportunity to acquire a 10.5-acre agricultural operations campus zoned Diverse Agriculture (DA), featuring a 17,000 SF warehouse equipped with 12-18 ft clear height, four roll-up doors, and 3-phase power. The property also includes a 5,000 SF office building, several additional outbuildings, and existing greenhouse infrastructure, all fully fenced with three separate entrances. An additional building with great exposure at the corner of Irwin and Occidental offers its own entrance and parking and may have potential to be permitted for retail use. The corner location provides strong visibility and may be suitable for a farm stand, retail, or other ag-related commercial uses (buyer to verify with Sonoma County). The property features expansive yard space, providing flexibility for a wide range of uses including agricultural operations, nursery use, vineyard services, contractor yard, equipment storage, agricultural processing, or distribution. Conveniently located along Occidental Road in west Santa Rosa, the property offers easy access to Highway 12, Sebastopol, and the greater Sonoma County agricultural region.

4770 Occidental Rd, Santa Rosa
$2,995,000
326022330 MLS
Gapstone is where lifestyle and income converge in the heart of ultra-premium Sonoma County. Developed in 2017, this meticulously designed vineyard spans 24+/- net vine acres planted to six elite clones of Pinot Noir and two heritage clones of Chardonnay, complemented by Sauvignon Blanc, Viognier, and Semillon. With a 4 year average yield of approximately 100+ tons and a two-year grape purchase contract offered by the current owner at $4,000 per ton, the property presents a clear path to roughly $400,000 in projected annual gross revenue. For lifestyle investors seeking both credibility and cash flow from day one, this structure provides immediate income stability in a market where that is increasingly rare. The elevated building site was previously approved for a six-bedroom mound septic system, requiring only a renewed permit application, offering a streamlined path to creating a legacy residence overlooking your own producing vines. Surrounded by iconic neighbors such as Gap's Crown and Sangiacomo's Roberts Road Vineyard, the pedigree of this site is undeniable.

3340 Lichau Rd, Penngrove
$1,125,000
2 Beds ⋅ 2 Baths ⋅ 326019665 MLS
Tucked into the sunshine crest of Sea Ranch's coveted Unit 30A, this remarkable architectural retreat offers a rare combination of privacy, natural beauty, and artisanal design. Originally designed in 1978 by renowned architect Obie Bowman and thoughtfully expanded by Dan Levin in 2003, the residence embodies the spirit of Sea Ranch living where craftsmanship, nature, and simplicity exist in perfect harmony. Positioned just behind the ridge line, this home enjoys an ideal setting that captures abundant sunlight while remaining protected from prevailing coastal winds. Custom built-in shelving, handcrafted furniture elements, and artisanal architectural details create a warm and inviting atmosphere that feels both timeless and deeply connected to its surroundings. This two-bedroom, two-bathroom residence has been carefully designed to maximize natural light and frame the beauty of the surrounding landscape. Strategically placed windows transform each room into its own private ecological experience, while expansive picture windows in the main living area create a profound sense of stillness, serenity, and connection to the forest beyond. Separate bedroom wings offer privacy and independence, while an additional office/guest room and elevated loft provide flexible spaces for work, creativity, recreation, and hosting guests. In addition to serving as an exceptional private residence, the property has operated successfully as a vacation rental with a proven Airbnb track record, offering both lifestyle enjoyment and income potential.

880 River Beach Rd, The Sea Ranch
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 326011809 MLS
This 5.4 acre property, in the Russian River Valley Wine appellation, includes, two homes, a large garage/barn, and a vineyard. The main home is a completely renovated 120-year-old farmhouse and water tower. The farmhouse features Two bedrooms, Two baths, kitchen, dining, living, & laundry room. The Hickory hardwood floors glow under the fine furnishings. The Iconic, three story, water tower houses the permitted third bedroom with full bath, the second floor functions as an office/game-room or possible kitchenette, and the 3rd floor is a living space (the cocktail suite) featuring wall to wall couches and a 360 degree view of the surrounding vineyards. Farmhouse includes outdoor living spaces, with a pergola dining area, spa, fire pit & front porch swing. It also includes an electric car charger. This home is currently used as a short-term vacation rental with over Fifty, Five Star reviews on Airbnb. It can be sold fully FURNISHED & stocked. The second home is a completely rebuilt 2 bedroom, 1 bath home with a back yard that is currently used as a long-term rental. Separate is a 2-car garage, with a large carport, a workshop plus a large storage area. Also a laundry room for the second home. 4.4 acres are planted in premium Chardonnay vines that have been sold to Flowers for their award-winning Sonoma Coastal Chardonnay for the last 15 years. Located on highly traveled Hwy 116, there is great visibility for possible tasting room or small winery. In the heart of the Sonoma County wine country, Fine restaurants and wine tasting rooms all around. The rentals (not including the garage and workshop) on this property created $104,000. of income in 2025. Three minutes to Forestville, eight minutes to Sebastopol, Twenty-Five minutes to the Pacific Ocean and Fifteen minutes to the Sonoma County Airport.

4605 Gravenstein Hwy N, Sebastopol
$2,995,000
326022216 MLS
Gapstone is where lifestyle and income converge in the heart of ultra-premium Sonoma County. Developed in 2017, this meticulously designed vineyard spans 24+/- net vine acres planted to six elite clones of Pinot Noir and two heritage clones of Chardonnay, complemented by Sauvignon Blanc, Viognier, and Semillon. With a 4 year average yield of approximately 100+ tons and a two-year grape purchase contract offered by the current owner at $4,000 per ton, the property presents a clear path to roughly $400,000 in projected annual gross revenue. For lifestyle investors seeking both credibility and cash flow from day one, this structure provides immediate income stability in a market where that is increasingly rare. The elevated building site was previously approved for a six-bedroom mound septic system, requiring only a renewed permit application, offering a streamlined path to creating a legacy residence overlooking your own producing vines. Surrounded by iconic neighbors such as Gap's Crown and Sangiacomo's Roberts Road Vineyard, the pedigree of this site is undeniable.

3340 Lichau Rd, Penngrove