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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.

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

$35,000,000

Featured by The Wall Street Journal and Architectural Digest, Ghost Donkey Ranch was envisioned as a place where the landscape would lead and architecture would follow quietly behind. Spanning 227 acres in the coveted enclave of Knights Valley, set between Calistoga and Healdsburg at the convergence of Napa and Sonoma's most celebrated wine regions, the ranch unfolds from the valley floor to rolling hills beneath a canopy of native oaks. Redwood Creek traces one boundary, while surrounding ranches and storied vineyards reinforce a sense of pastoral seclusion. Set discreetly behind neighboring properties, the ranch is remarkably private. The residence appears almost as a mirage, a refined steel and glass structure clad in stone, rising from wild grasslands. Both grounded and ethereal, it evokes the feeling of a glass walled tent, dissolving the boundary between interior and landscape. Two dramatic hydraulic, airplane hangar style windows open the home entirely to its surroundings, transforming walls into horizons. The estate includes a 4,200 sq ft main house with three bedrooms, two full baths, and one half bath, along with two detached guest casitas, a 10 car motor court, and a four car garage at the main house. More than a residence, Ghost Donkey Ranch is a living system grounded in regenerative principles, a place to live lightly, responsibly, and in harmony with the natural world. The land is home to an assortment of animals, including donkeys, and is maintained without pesticides or chemical agents, water usage is minimal, and native ecosystems are preserved. Ghost Donkey Ranch is a private world of architectural restraint, natural beauty, and a profound sense of place, designed not to be noticed but to be felt.

5 Beds ⋅ 6 Baths ⋅ 326038485 MLS

Featured by The Wall Street Journal and Architectural Digest, Ghost Donkey Ranch was envisioned as a place where the landscape would lead and architecture would follow quietly behind. Spanning 227 acres in the coveted enclave of Knights Valley, set between Calistoga and Healdsburg at the convergence of Napa and Sonoma's most celebrated wine regions, the ranch unfolds from the valley floor to rolling hills beneath a canopy of native oaks. Redwood Creek traces one boundary, while surrounding ranches and storied vineyards reinforce a sense of pastoral seclusion. Set discreetly behind neighboring properties, the ranch is remarkably private. The residence appears almost as a mirage, a refined steel and glass structure clad in stone, rising from wild grasslands. Both grounded and ethereal, it evokes the feeling of a glass walled tent, dissolving the boundary between interior and landscape. Two dramatic hydraulic, airplane hangar style windows open the home entirely to its surroundings, transforming walls into horizons. The estate includes a 4,200 sq ft main house with three bedrooms, two full baths, and one half bath, along with two detached guest casitas, a 10 car motor court, and a four car garage at the main house. More than a residence, Ghost Donkey Ranch is a living system grounded in regenerative principles, a place to live lightly, responsibly, and in harmony with the natural world. The land is home to an assortment of animals, including donkeys, and is maintained without pesticides or chemical agents, water usage is minimal, and native ecosystems are preserved. Ghost Donkey Ranch is a private world of architectural restraint, natural beauty, and a profound sense of place, designed not to be noticed but to be felt.

13800 Hwy 128, Calistoga

$1,370,000

Character, Charm and Value!! This is a perfect second home or county comforts of full-time living with small acreage and easy maintenance. Welcome to the charming town of Geyserville. Just minutes from potential opportunity to membership of a private lake among other recreational possibilities in Geyserville. Pass through the gate into a sun-drenched private courtyard, perfectly suited for morning coffee or evening entertaining, before stepping through a beautiful arched front door into this hidden oasis among the trees. Tucked on a lush .62 acre lot. This Alexander Valley gem draws you in with warm materials and an effortless indoor-outdoor flow. Inside, white oak hardwood floors run throughout beneath vaulted ceilings. The combination living and dining room is anchored by a fireplace and framed by expansive windows with Alexander Valley views expands onto private deck. The kitchen features updated cabinetry, an island and peninsula, ample storage, and a built-in wine cooler, with thoughtful built-in cabinetry woven throughout the home adding both character and practicality. Each bedroom has its own personality. The first opens via French doors directly to the garden, while the second features custom built-in storage and a reading nook framed by windows looking out. A dedicated office leads into the primary suite, where vaulted ceilings with gorgeous, exposed beams and breathtaking views set a serene tone. The primary bathroom is finished entirely in marble, with a generous tiled shower, freestanding soaking tub, and double vanity with a custom marble countertop. Outside, a wraparound porch extends your living space into the landscape, while a hot tub shaded by a sprawling fig tree and a picturesque neighboring barn evoke the very best of rural Sonoma living. A detached studio with a half bathroom and pellet stove offers exceptional flexibility as a guest suite, gym, or private office, outdoor shower and a separate storage shed adds further versatility to this truly special property.

3 Beds ⋅ 2 Baths ⋅ 326043225 MLS

Character, Charm and Value!! This is a perfect second home or county comforts of full-time living with small acreage and easy maintenance. Welcome to the charming town of Geyserville. Just minutes from potential opportunity to membership of a private lake among other recreational possibilities in Geyserville. Pass through the gate into a sun-drenched private courtyard, perfectly suited for morning coffee or evening entertaining, before stepping through a beautiful arched front door into this hidden oasis among the trees. Tucked on a lush .62 acre lot. This Alexander Valley gem draws you in with warm materials and an effortless indoor-outdoor flow. Inside, white oak hardwood floors run throughout beneath vaulted ceilings. The combination living and dining room is anchored by a fireplace and framed by expansive windows with Alexander Valley views expands onto private deck. The kitchen features updated cabinetry, an island and peninsula, ample storage, and a built-in wine cooler, with thoughtful built-in cabinetry woven throughout the home adding both character and practicality. Each bedroom has its own personality. The first opens via French doors directly to the garden, while the second features custom built-in storage and a reading nook framed by windows looking out. A dedicated office leads into the primary suite, where vaulted ceilings with gorgeous, exposed beams and breathtaking views set a serene tone. The primary bathroom is finished entirely in marble, with a generous tiled shower, freestanding soaking tub, and double vanity with a custom marble countertop. Outside, a wraparound porch extends your living space into the landscape, while a hot tub shaded by a sprawling fig tree and a picturesque neighboring barn evoke the very best of rural Sonoma living. A detached studio with a half bathroom and pellet stove offers exceptional flexibility as a guest suite, gym, or private office, outdoor shower and a separate storage shed adds further versatility to this truly special property.

22549 River Rd, Geyserville

$13,500,000

Located just minutes from downtown Healdsburg, this stunning architectural Wine Country estate crowns 20 acres at the gateway to Dry Creek Valley. A scenic drive leads to a dramatic arrival courtyard framed by fountains and gardens designed by Roche + Roche Landscape Architects. Masterfully designed by acclaimed architect Jeffrey Trapold and built in 2008 by award-winning builder JMA Jim Murphy & Associates, the estate artfully blends rural vernacular architecture with contemporary craftsmanship, positioned to capture cinematic views of Dry Creek Valley, Mount Saint Helena, Geyser Peak, and the surrounding vineyards. Soaring cathedral ceilings, expansive walls of glass, and seamless indoor-outdoor living define the residence throughout. Resort-inspired amenities include a swimming pool, spa, bocce court, fountains and beautifully curated gardens. Guests and family are comfortably accommodated in two detached poolside guest suites and a separate two bedroom guest cottage privately set along the drive. An extraordinary architectural estate where privacy, design significance, and breathtaking natural beauty converge in one exceptional Dry Creek Valley setting.

4 Beds ⋅ 5 Baths ⋅ 326040209 MLS

Located just minutes from downtown Healdsburg, this stunning architectural Wine Country estate crowns 20 acres at the gateway to Dry Creek Valley. A scenic drive leads to a dramatic arrival courtyard framed by fountains and gardens designed by Roche + Roche Landscape Architects. Masterfully designed by acclaimed architect Jeffrey Trapold and built in 2008 by award-winning builder JMA Jim Murphy & Associates, the estate artfully blends rural vernacular architecture with contemporary craftsmanship, positioned to capture cinematic views of Dry Creek Valley, Mount Saint Helena, Geyser Peak, and the surrounding vineyards. Soaring cathedral ceilings, expansive walls of glass, and seamless indoor-outdoor living define the residence throughout. Resort-inspired amenities include a swimming pool, spa, bocce court, fountains and beautifully curated gardens. Guests and family are comfortably accommodated in two detached poolside guest suites and a separate two bedroom guest cottage privately set along the drive. An extraordinary architectural estate where privacy, design significance, and breathtaking natural beauty converge in one exceptional Dry Creek Valley setting.

437 W Dry Creek Rd, Healdsburg

$15,500,000

Bell Mountain Ranch - A rare Sonoma wine country compound where luxury, terroir, and stewardship converge. Set at the base of Bell Mountain in the heart of Sonoma County, this extraordinary estate offers a complete wine country lifestyle across approximately 19 acres of Regenerative Organic Certified vineyard at the intersection of the Alexander Valley, Russian River Valley, and Chalk Hill AVAs. A private estate residence is perched on a knoll with expansive vineyard and valley views, complemented by a pool, guest accommodations, and outdoor living spaces designed for both relaxation and entertainment. At the entrance to the property, a separate five-bedroom residence currently serves as an office and meeting space, offering flexibility for extended living, staff housing, or additional guest use. The gated property unfolds through vineyard blocks, meadows, heritage oaks, and scenic natural landscapes, with three ponds, a seasonal creek, established water resources, and solar infrastructure supporting both sustainability and agricultural operations. Anchoring the estate is a purpose-built, +/-18,000 sq ft, three-level winery featuring full production infrastructure, a barrel cellar, and cave, supporting small-lot premium winemaking with approved capacity for up to 30,000 cases annually. Thoughtfully designed hospitality entitlements allow for by-appointment tastings, vineyard tours, and private events centered around a scenic tasting barn beneath mature oaks overlooking a tranquil pond. Bell Mountain Ranch represents a rare opportunity to acquire a fully integrated wine country estate that seamlessly combines luxury living, premium vineyard land, hospitality, and winemaking in one exceptional offering. As you'll see in the digitally altered photos and video-be sure to watch to the very end-Bell Mountain Ranch invites a broader vision. Imagine a private putting green overlooking Mount St. Helena, the tasting barn transformed into a clubhouse, and the winery reimagined as a climate-controlled gallery for a luxury car collection. Picture pickleball, tennis, and bocce courts nestled among the vineyards and heritage oaks. The residences could become a private members' retreat, creating an extraordinary destination in Sonoma Wine Country. Bell Mountain Ranch isn't just what it is today-it's what it's uniquely positioned to become.

3 Beds ⋅ 5 Baths ⋅ 326041867 MLS

Bell Mountain Ranch - A rare Sonoma wine country compound where luxury, terroir, and stewardship converge. Set at the base of Bell Mountain in the heart of Sonoma County, this extraordinary estate offers a complete wine country lifestyle across approximately 19 acres of Regenerative Organic Certified vineyard at the intersection of the Alexander Valley, Russian River Valley, and Chalk Hill AVAs. A private estate residence is perched on a knoll with expansive vineyard and valley views, complemented by a pool, guest accommodations, and outdoor living spaces designed for both relaxation and entertainment. At the entrance to the property, a separate five-bedroom residence currently serves as an office and meeting space, offering flexibility for extended living, staff housing, or additional guest use. The gated property unfolds through vineyard blocks, meadows, heritage oaks, and scenic natural landscapes, with three ponds, a seasonal creek, established water resources, and solar infrastructure supporting both sustainability and agricultural operations. Anchoring the estate is a purpose-built, +/-18,000 sq ft, three-level winery featuring full production infrastructure, a barrel cellar, and cave, supporting small-lot premium winemaking with approved capacity for up to 30,000 cases annually. Thoughtfully designed hospitality entitlements allow for by-appointment tastings, vineyard tours, and private events centered around a scenic tasting barn beneath mature oaks overlooking a tranquil pond. Bell Mountain Ranch represents a rare opportunity to acquire a fully integrated wine country estate that seamlessly combines luxury living, premium vineyard land, hospitality, and winemaking in one exceptional offering. As you'll see in the digitally altered photos and video-be sure to watch to the very end-Bell Mountain Ranch invites a broader vision. Imagine a private putting green overlooking Mount St. Helena, the tasting barn transformed into a clubhouse, and the winery reimagined as a climate-controlled gallery for a luxury car collection. Picture pickleball, tennis, and bocce courts nestled among the vineyards and heritage oaks. The residences could become a private members' retreat, creating an extraordinary destination in Sonoma Wine Country. Bell Mountain Ranch isn't just what it is today-it's what it's uniquely positioned to become.

13414 Chalk Hill Rd, Healdsburg

$1,095,000

Downtown Healdsburg Gem | Blocks to Healdsburg Plaza Location is everything, but privacy is the ultimate luxury. Tucked back from the street, this 3-bedroom, 2-bathroom residence offers an unexpected level of seclusion and quiet just blocks from the Healdsburg Plaza and everything it has to offer. The interior is defined by an effortless, open-concept flow. The kitchen offers a versatile layout with the perfect footprint to add a custom center island, and transitions seamlessly into a generous common room. This flexible space easily accommodates a large dining table or additional lounge seating, while dual doors lead to the exteriorallowing the home to live much larger than its footprint and pulling natural light into every corner. Both guest bedrooms are situated off the front living area, while the primary suite is thoughtfully tucked away at the rear of the home to ensure maximum privacy. Twin patios lead directly off the kitchen, creating a seamless transition for indoor-outdoor living. An additional slightly elevated concrete patio near the garden beds, providing many spaces for lounging and outdoor dining. A spacious driveway ensures effortless arrivals and complements the oversized two-car garage.

3 Beds ⋅ 2 Baths ⋅ 326041198 MLS

Downtown Healdsburg Gem | Blocks to Healdsburg Plaza Location is everything, but privacy is the ultimate luxury. Tucked back from the street, this 3-bedroom, 2-bathroom residence offers an unexpected level of seclusion and quiet just blocks from the Healdsburg Plaza and everything it has to offer. The interior is defined by an effortless, open-concept flow. The kitchen offers a versatile layout with the perfect footprint to add a custom center island, and transitions seamlessly into a generous common room. This flexible space easily accommodates a large dining table or additional lounge seating, while dual doors lead to the exteriorallowing the home to live much larger than its footprint and pulling natural light into every corner. Both guest bedrooms are situated off the front living area, while the primary suite is thoughtfully tucked away at the rear of the home to ensure maximum privacy. Twin patios lead directly off the kitchen, creating a seamless transition for indoor-outdoor living. An additional slightly elevated concrete patio near the garden beds, providing many spaces for lounging and outdoor dining. A spacious driveway ensures effortless arrivals and complements the oversized two-car garage.

824 Prince Ave, Healdsburg

$475,000

Cute as a button! A perfect vacation house or starter home tucked away by the Russian River on Fitch Mountain, this 1946 cottage has been restored and updated for easy living. Walking distance to the river and hiking trails, close to everything Healdsburg has to offer. One bedroom, one bath, 650 square feet on the main level, plus a loft that adds real living space beyond the listed square footage. With a new roof, recent paint, new carpet, and tile bathroom with a claw-foot tub, the work's already done. Enjoy the covered porch wrapped in fragrant star jasmine. The back doors open to a private, fenced yard with decks, a picnic spot, and an outdoor shower for rinsing off after a day at the river. Forced-air heat and an on-demand water heater cover the essentials. No HOA and no shared walls - just easy living in an eclectic river community. A place to steal away for vacation or to enjoy every day.

1 Beds ⋅ 1 Baths ⋅ 326040326 MLS

Cute as a button! A perfect vacation house or starter home tucked away by the Russian River on Fitch Mountain, this 1946 cottage has been restored and updated for easy living. Walking distance to the river and hiking trails, close to everything Healdsburg has to offer. One bedroom, one bath, 650 square feet on the main level, plus a loft that adds real living space beyond the listed square footage. With a new roof, recent paint, new carpet, and tile bathroom with a claw-foot tub, the work's already done. Enjoy the covered porch wrapped in fragrant star jasmine. The back doors open to a private, fenced yard with decks, a picnic spot, and an outdoor shower for rinsing off after a day at the river. Forced-air heat and an on-demand water heater cover the essentials. No HOA and no shared walls - just easy living in an eclectic river community. A place to steal away for vacation or to enjoy every day.

2167 Redwood Dr, Healdsburg

$4,400,000

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.

7 Beds ⋅ 7 Baths ⋅ 326038612 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, Geyserville

$2,399,000

Just 2.5 blocks from the heart of the Healdsburg Plaza, the iconic A.W. Garrett House is a rare offering an exquisitely restored 1895 Queen Anne Victorian that blends timeless architectural beauty with modern luxury. Recognized as one of the most ornate and notable examples of Queen Anne cottage architecture in the area, this single-story residence showcases extraordinary period craftsmanship, including a signature turret, gabled rooflines, decorative bargeboard and gable bracing, stained glass windows, intricate sawn detailing, turned columns, and an expansive wraparound verandah that defines its striking curb appeal. Inside, soaring ceilings, rich oak hardwood floors, and beautifully preserved historic character are complemented by thoughtful updates throughout. The chef's kitchen features quartz perimeter countertops, black granite on the island, a 36'' Viking gas range, KitchenAid Professional built-in refrigerator and dishwasher, and elegant finishes designed for both everyday living and entertaining. Updated bathrooms offer quartz countertops and Hansgrohe fixtures, while additional highlights include a full basement, laundry room, beautifully landscaped grounds, a detached two-car garage, and a versatile flex space above the garage ideal for a studio, office, or guest overflow. Lovingly restored with today's conveniences while honoring its architectural legacy, this exceptional downtown Healdsburg property offers a truly rare opportunity to own a landmark home in one of wine country's most sought-after locations.

3 Beds ⋅ 2 Baths ⋅ 326037963 MLS

Just 2.5 blocks from the heart of the Healdsburg Plaza, the iconic A.W. Garrett House is a rare offering an exquisitely restored 1895 Queen Anne Victorian that blends timeless architectural beauty with modern luxury. Recognized as one of the most ornate and notable examples of Queen Anne cottage architecture in the area, this single-story residence showcases extraordinary period craftsmanship, including a signature turret, gabled rooflines, decorative bargeboard and gable bracing, stained glass windows, intricate sawn detailing, turned columns, and an expansive wraparound verandah that defines its striking curb appeal. Inside, soaring ceilings, rich oak hardwood floors, and beautifully preserved historic character are complemented by thoughtful updates throughout. The chef's kitchen features quartz perimeter countertops, black granite on the island, a 36'' Viking gas range, KitchenAid Professional built-in refrigerator and dishwasher, and elegant finishes designed for both everyday living and entertaining. Updated bathrooms offer quartz countertops and Hansgrohe fixtures, while additional highlights include a full basement, laundry room, beautifully landscaped grounds, a detached two-car garage, and a versatile flex space above the garage ideal for a studio, office, or guest overflow. Lovingly restored with today's conveniences while honoring its architectural legacy, this exceptional downtown Healdsburg property offers a truly rare opportunity to own a landmark home in one of wine country's most sought-after locations.

401 Matheson St, Healdsburg

$1,745,000

Just over a mile from the historic Healdsburg Plaza, 620 Dry Creek Road is a rare compound at the entrance to one of Sonoma County's most celebrated wine valleys. Set on 1.27 level, peaceful acres bordered by redwood trees and open pasture, the property brings together four distinct structures: a 3-bedroom, 2-bath main house with a loft, skylights, fireplaces, and southern views of vineyards and rolling hills; a charming 1-bedroom, 1-bath ADU with its own full kitchen and private yard; a pool house; and a game barn with electricity and soaring ceilings that genuinely surprises. An in-ground pool, hot tub, covered patio, solar panels, Tesla Powerwall battery backup, and a new 200-amp electrical panel round out a property built for living well and entertaining generously. The fully fenced open-sky pasture and ample open parking make this as practical as it is beautiful.

4 Beds ⋅ 4 Baths ⋅ 326037487 MLS

Just over a mile from the historic Healdsburg Plaza, 620 Dry Creek Road is a rare compound at the entrance to one of Sonoma County's most celebrated wine valleys. Set on 1.27 level, peaceful acres bordered by redwood trees and open pasture, the property brings together four distinct structures: a 3-bedroom, 2-bath main house with a loft, skylights, fireplaces, and southern views of vineyards and rolling hills; a charming 1-bedroom, 1-bath ADU with its own full kitchen and private yard; a pool house; and a game barn with electricity and soaring ceilings that genuinely surprises. An in-ground pool, hot tub, covered patio, solar panels, Tesla Powerwall battery backup, and a new 200-amp electrical panel round out a property built for living well and entertaining generously. The fully fenced open-sky pasture and ample open parking make this as practical as it is beautiful.

620 Dry Creek Rd, Healdsburg

$3,950,000

Located in the heart of Sonoma County's renowned southern Alexander Valley AVA, this turn-key 25,000-case winery on 36 acres +/- offers a rare opportunity to own a fully operational, charming wine estate with significant upside potential. The property features a quaint tasting room with inviting outdoor seating, perfect for hosting public tastings, private events, and memorable winery gatherings. A premier elevated estate building site overlooks sweeping panoramic views of Mt. St. Helena and the Mayacamas Mountains, creating an idyllic setting for future expansion or a signature estate home. The winery includes an existing 2,861 sq ft () building, a 4,600 sq ft () crush pad and tank area, and a 12,000 sq ft Sonoma County-approved expansion permit complete with architectural plans. The estate encompasses 23.79 acres +/- of premium vineyards planted to Cabernet Sauvignon, Cabernet Franc, and Chardonnay, with 13.24 acres of new plantings and 10.55 acres of mature vines. Additional improvements include a 1,250 sq ft +/- manager's residence, a 2,500 sq ft +/- farm worker bunkhouse, and fully landscaped grounds. Situated on a peaceful, paved country lane, the property enjoys convenient proximity to Downtown Healdsburg with its world-class shopping, dining, and amenities. It is also close to Lake Sonoma, the Russian River, Sonoma County Airport, and just 20 minutes from Napa County. This is a rare chance to acquire a productive, event-ready winery in one of California's most prestigious wine growing regions ideal for a passionate winemaker, investor, or family seeking a lifestyle property in the heart of wine country.

4 Beds ⋅ 4 Baths ⋅ 326034879 MLS

Located in the heart of Sonoma County's renowned southern Alexander Valley AVA, this turn-key 25,000-case winery on 36 acres +/- offers a rare opportunity to own a fully operational, charming wine estate with significant upside potential. The property features a quaint tasting room with inviting outdoor seating, perfect for hosting public tastings, private events, and memorable winery gatherings. A premier elevated estate building site overlooks sweeping panoramic views of Mt. St. Helena and the Mayacamas Mountains, creating an idyllic setting for future expansion or a signature estate home. The winery includes an existing 2,861 sq ft () building, a 4,600 sq ft () crush pad and tank area, and a 12,000 sq ft Sonoma County-approved expansion permit complete with architectural plans. The estate encompasses 23.79 acres +/- of premium vineyards planted to Cabernet Sauvignon, Cabernet Franc, and Chardonnay, with 13.24 acres of new plantings and 10.55 acres of mature vines. Additional improvements include a 1,250 sq ft +/- manager's residence, a 2,500 sq ft +/- farm worker bunkhouse, and fully landscaped grounds. Situated on a peaceful, paved country lane, the property enjoys convenient proximity to Downtown Healdsburg with its world-class shopping, dining, and amenities. It is also close to Lake Sonoma, the Russian River, Sonoma County Airport, and just 20 minutes from Napa County. This is a rare chance to acquire a productive, event-ready winery in one of California's most prestigious wine growing regions ideal for a passionate winemaker, investor, or family seeking a lifestyle property in the heart of wine country.

4951 W Soda Rock Ln, Healdsburg

$14,500,000

Premier southern Alexander Valley estate, winery, vineyards, cattle ranch along the Russian River in Sonoma County's renowned southern Alexander Valley AVA comprises approximately 320 acres across three parcels, offering an exceptional turn-key wine country property that combines a fully operational 25,000-case winery, productive vineyards, and expansive ranch potential with stunning panoramic views of Mt. St. Helena, the Mayacamas Mountains, Russian River Valley, and Chalk Hill. The holdings include a spacious 3,006 sq. ft. multi-level ranch residence with pool, tennis court, and wine cellar; a charming wine tasting room with outdoor seating; a 2,861 sq. ft. winery building, crush pad, and approved 12,000 sq. ft. expansion; plus manager's residence, large bunkhouse, shop, and livestock facilities. Approximately 120 +/- acres are planted to premium vineyards featuring Cabernet Sauvignon, Chardonnay, Zinfandel, Malbec, Petite Verdot, Cabernet Franc and Sauvignon Blanc, with additional prime acreage ideally suited for further vineyard development. Significant water resources include a large reservoir, irrigation wells, and nearly half a mile of Russian River frontage with beach access. A dramatic ridge-top building site commands sweeping views, while mature forests, oak woodlands, and lush landscaping provide privacy and natural beauty. Zoning supports potential subdivision, and the generous acreage accommodates grazing or other agricultural uses. Conveniently located on a peaceful paved lane just minutes from downtown Healdsburg's acclaimed restaurants and shops, the property offers easy access to Lake Sonoma, the Russian River, Sonoma County Airport, and is only 20 minutes from Napa Valley representing a rare legacy opportunity for a family estate, wine production expansion, or investment in one of Northern California's most prestigious wine growing region.

4 Beds ⋅ 3 Baths ⋅ 326036977 MLS

Premier southern Alexander Valley estate, winery, vineyards, cattle ranch along the Russian River in Sonoma County's renowned southern Alexander Valley AVA comprises approximately 320 acres across three parcels, offering an exceptional turn-key wine country property that combines a fully operational 25,000-case winery, productive vineyards, and expansive ranch potential with stunning panoramic views of Mt. St. Helena, the Mayacamas Mountains, Russian River Valley, and Chalk Hill. The holdings include a spacious 3,006 sq. ft. multi-level ranch residence with pool, tennis court, and wine cellar; a charming wine tasting room with outdoor seating; a 2,861 sq. ft. winery building, crush pad, and approved 12,000 sq. ft. expansion; plus manager's residence, large bunkhouse, shop, and livestock facilities. Approximately 120 +/- acres are planted to premium vineyards featuring Cabernet Sauvignon, Chardonnay, Zinfandel, Malbec, Petite Verdot, Cabernet Franc and Sauvignon Blanc, with additional prime acreage ideally suited for further vineyard development. Significant water resources include a large reservoir, irrigation wells, and nearly half a mile of Russian River frontage with beach access. A dramatic ridge-top building site commands sweeping views, while mature forests, oak woodlands, and lush landscaping provide privacy and natural beauty. Zoning supports potential subdivision, and the generous acreage accommodates grazing or other agricultural uses. Conveniently located on a peaceful paved lane just minutes from downtown Healdsburg's acclaimed restaurants and shops, the property offers easy access to Lake Sonoma, the Russian River, Sonoma County Airport, and is only 20 minutes from Napa Valley representing a rare legacy opportunity for a family estate, wine production expansion, or investment in one of Northern California's most prestigious wine growing region.

5520 W Soda Rock Ln, Healdsburg

$5,850,000

Premier Alexander Valley estate with Stunning Views nestled along a peaceful, paved country lane, this exceptional ranch estate offers breathtaking panoramic views of Mt. St. Helena, the Russian River Valley, the Mayacamas Mountains, vineyards and iconic Chalk Hill valley. The property features a spacious 3,006 sq. ft. (+/-) multi-level ranch residence, complemented by a sparkling inground swimming pool, lush lawns, tennis court, professional landscaping, wine cellar and majestic clusters of redwood trees. Additional improvements include a manager's residence/office, a large shop, livestock shelter, and corrals.The estate is enhanced by approximately 10 +/- acres of premium vineyards planted to Cabernet Sauvignon, Zinfandel, Chardonnay, Petite Verdot, and Sauvignon Blanc. An additional 25 acres (+/-) of prime land are ideally suited for future estate vineyard development. A dramatic ridge-top estate building site offers sweeping, unobstructed views of Mt. St. Helena and the surrounding grassland/oak tree countryside. Zoning allows potential subdivision of the property, while generous acreage supports grazing for cattle or other farm animals. Mature fir, oak, and madrone forests and redwood tree lined meadow provide natural beauty and privacy throughout the property. Conveniently located, the estate is just minutes from the vibrant shops, acclaimed restaurants, and world-class amenities of downtown Healdsburg. It also enjoys easy access to Lake Sonoma, Russian River, Sonoma County Airport, and is only 20 minutes from Napa County.This rare offering combines productive vineyards, expansive ranch potential, and spectacular natural beauty in one of Northern California's most sought-after wine country locations. Website: https://5520wsodarocklane.jmbland.com

3 Beds ⋅ 2 Baths ⋅ 326034895 MLS

Premier Alexander Valley estate with Stunning Views nestled along a peaceful, paved country lane, this exceptional ranch estate offers breathtaking panoramic views of Mt. St. Helena, the Russian River Valley, the Mayacamas Mountains, vineyards and iconic Chalk Hill valley. The property features a spacious 3,006 sq. ft. (+/-) multi-level ranch residence, complemented by a sparkling inground swimming pool, lush lawns, tennis court, professional landscaping, wine cellar and majestic clusters of redwood trees. Additional improvements include a manager's residence/office, a large shop, livestock shelter, and corrals.The estate is enhanced by approximately 10 +/- acres of premium vineyards planted to Cabernet Sauvignon, Zinfandel, Chardonnay, Petite Verdot, and Sauvignon Blanc. An additional 25 acres (+/-) of prime land are ideally suited for future estate vineyard development. A dramatic ridge-top estate building site offers sweeping, unobstructed views of Mt. St. Helena and the surrounding grassland/oak tree countryside. Zoning allows potential subdivision of the property, while generous acreage supports grazing for cattle or other farm animals. Mature fir, oak, and madrone forests and redwood tree lined meadow provide natural beauty and privacy throughout the property. Conveniently located, the estate is just minutes from the vibrant shops, acclaimed restaurants, and world-class amenities of downtown Healdsburg. It also enjoys easy access to Lake Sonoma, Russian River, Sonoma County Airport, and is only 20 minutes from Napa County.This rare offering combines productive vineyards, expansive ranch potential, and spectacular natural beauty in one of Northern California's most sought-after wine country locations. Website: https://5520wsodarocklane.jmbland.com

2 W Soda Rock Ln, Healdsburg

$1,675,000

Welcome to your private Sonoma County retreat, set on approximately 1.4 acres of flat, usable land in the heart of California Wine Country. This 3 bedroom, 2 bath home, offers 1,890 square feet of warm, inviting living space with timeless chalet-inspired design and exceptional versatility. Upon entry, your gaze is immediately drawn to soaring cathedral ceilings and striking exposed wood beams that create a dramatic yet welcoming great room. Anchored by a centrally located wood-burning stove, this open-concept living space is ideal for both relaxing and entertaining. A designated dining area flows seamlessly into the kitchen, offering comfort and connection for everyday living. The primary suite is a true retreat, featuring vaulted ceilings, an en-suite bathroom, and a walk-in closet. Two additional bedrooms are thoughtfully positioned on the opposite side of the home with a shared full bath, providing privacy and flexibility for guests or family. The property continues to impress outdoors with expansive, level acreage offering endless possibilitiesfrom gardening and recreation to simply enjoying the peaceful surroundings. An attached two-car garage is complemented by a substantial detached Barn/Shop with over 2,500 square feet of space, ideal for car enthusiasts, hobbyists, or creative pursuits. Additional finished flex space and game room areas provide even more room to work, play, or entertain. Ideally located just up from Merriam Vineyards and minutes from both downtown Healdsburg and Windsor, this property offers the perfect balance of privacy and convenience. Healdsburg is widely recognized as a premier wine and culinary destination, centered around a charming plaza filled with tasting rooms, restaurants, and boutique shops. Surrounded by world-class wineries and celebrated dining, the area delivers the very best of Sonoma County living. A rare opportunity to enjoy space, character, and lifestyle in one of Northern California's most sought-after locations.

3 Beds ⋅ 2 Baths ⋅ 326036719 MLS

Welcome to your private Sonoma County retreat, set on approximately 1.4 acres of flat, usable land in the heart of California Wine Country. This 3 bedroom, 2 bath home, offers 1,890 square feet of warm, inviting living space with timeless chalet-inspired design and exceptional versatility. Upon entry, your gaze is immediately drawn to soaring cathedral ceilings and striking exposed wood beams that create a dramatic yet welcoming great room. Anchored by a centrally located wood-burning stove, this open-concept living space is ideal for both relaxing and entertaining. A designated dining area flows seamlessly into the kitchen, offering comfort and connection for everyday living. The primary suite is a true retreat, featuring vaulted ceilings, an en-suite bathroom, and a walk-in closet. Two additional bedrooms are thoughtfully positioned on the opposite side of the home with a shared full bath, providing privacy and flexibility for guests or family. The property continues to impress outdoors with expansive, level acreage offering endless possibilitiesfrom gardening and recreation to simply enjoying the peaceful surroundings. An attached two-car garage is complemented by a substantial detached Barn/Shop with over 2,500 square feet of space, ideal for car enthusiasts, hobbyists, or creative pursuits. Additional finished flex space and game room areas provide even more room to work, play, or entertain. Ideally located just up from Merriam Vineyards and minutes from both downtown Healdsburg and Windsor, this property offers the perfect balance of privacy and convenience. Healdsburg is widely recognized as a premier wine and culinary destination, centered around a charming plaza filled with tasting rooms, restaurants, and boutique shops. Surrounded by world-class wineries and celebrated dining, the area delivers the very best of Sonoma County living. A rare opportunity to enjoy space, character, and lifestyle in one of Northern California's most sought-after locations.

1084 Red Tail Rd, Healdsburg

$4,495,000

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.

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

Discover an extraordinary Wine Country retreat where peaceful seclusion, natural beauty, and understated luxury come together in Healdsburg's coveted Dry Creek Valley. The 3,678 square-foot main residence and charming 650 square-foot guest cottage provide an ideal setting for weekend retreats, remote work, and entertaining. Spanning approximately 40 acres of rolling vineyards and scenic hills, this private sanctuary offers breathtaking views of Geyser Peak, Mount St. Helena, and the valley below. A place to escape the demands of urban living, reconnect with nature, and embrace tranquility. Two gated entrances ensure privacy and serenity. Inside, vaulted ceilings, exposed beams, a floor-to-ceiling stone fireplace, and expansive windows create an inviting atmosphere. A well appointed kitchen with professional-grade appliances complements the home's effortless elegance. The main-level primary suite offers a wellness hub with a private view deck and spa-inspired bathroom. Additional bedrooms, a spacious family room, wet bar, utility room, and dedicated wine storage provide comfort and flexibility. Outdoors, a spectacular 50-foot saltwater pool and spa invite relaxation. Imagine mornings spent meditating overlooking the vineyards, meandering among olive and fruit trees, and quiet evenings beneath the Wine Country sky. Approximately 13.16 acres of farmed vineyards feature European varietals, with an established winery relationship offering continuity and ease of management. Whether seeking a luxurious second home, an ideal remote-work setting, or a beautiful primary residence, this exceptional estate offers space to recharge, reflect, and reconnect. A rare opportunity to experience intentional living in the Sonoma County wine country.

3 Beds ⋅ 4 Baths ⋅ 326035397 MLS

Discover an extraordinary Wine Country retreat where peaceful seclusion, natural beauty, and understated luxury come together in Healdsburg's coveted Dry Creek Valley. The 3,678 square-foot main residence and charming 650 square-foot guest cottage provide an ideal setting for weekend retreats, remote work, and entertaining. Spanning approximately 40 acres of rolling vineyards and scenic hills, this private sanctuary offers breathtaking views of Geyser Peak, Mount St. Helena, and the valley below. A place to escape the demands of urban living, reconnect with nature, and embrace tranquility. Two gated entrances ensure privacy and serenity. Inside, vaulted ceilings, exposed beams, a floor-to-ceiling stone fireplace, and expansive windows create an inviting atmosphere. A well appointed kitchen with professional-grade appliances complements the home's effortless elegance. The main-level primary suite offers a wellness hub with a private view deck and spa-inspired bathroom. Additional bedrooms, a spacious family room, wet bar, utility room, and dedicated wine storage provide comfort and flexibility. Outdoors, a spectacular 50-foot saltwater pool and spa invite relaxation. Imagine mornings spent meditating overlooking the vineyards, meandering among olive and fruit trees, and quiet evenings beneath the Wine Country sky. Approximately 13.16 acres of farmed vineyards feature European varietals, with an established winery relationship offering continuity and ease of management. Whether seeking a luxurious second home, an ideal remote-work setting, or a beautiful primary residence, this exceptional estate offers space to recharge, reflect, and reconnect. A rare opportunity to experience intentional living in the Sonoma County wine country.

6355 Mountain View Ranch Rd, Healdsburg

$2,199,000

Set on a generous 1.27 acre lot in a peaceful, private setting, 695 Chiquita Road offers an exceptional opportunity to enjoy the best of Healdsburg living just minutes from Healdsburg Plaza. The 2,767 square foot residence has been completely remodeled, blending modern design and finishes with a warm, inviting Wine Country aesthetic. The home is thoughtfully updated to provide comfortable everyday living as well as effortless entertaining, with light-filled interiors and a seamless connection to the surrounding landscape. Positioned to capture scenic views, the property feels like a true retreat, offering privacy, quiet, and a strong sense of place. The expansive 1.27 acre parcel provides a rare amount of usable land this close to town. There is ample space for outdoor living areas, gardens, a pool, or future expansion. The property also offers excellent potential for an ADU, creating flexibility for guest accommodations, extended family, or supplemental income. Located near the Healdsburg Bike Path, the property provides easy access to biking and walking routes that connect you to the charm and energy of Healdsburg. Just minutes away, the Plaza offers world-class restaurants, tasting rooms, boutique shopping, and a vibrant community atmosphere. With its rare combination of privacy, views, acreage, and a fully remodeled home in a highly desirable location, 695 Chiquita Road presents a compelling opportunity as a full-time residence, weekend retreat, or investment property in the heart of Sonoma County Wine Country.

3 Beds ⋅ 3 Baths ⋅ 326033684 MLS

Set on a generous 1.27 acre lot in a peaceful, private setting, 695 Chiquita Road offers an exceptional opportunity to enjoy the best of Healdsburg living just minutes from Healdsburg Plaza. The 2,767 square foot residence has been completely remodeled, blending modern design and finishes with a warm, inviting Wine Country aesthetic. The home is thoughtfully updated to provide comfortable everyday living as well as effortless entertaining, with light-filled interiors and a seamless connection to the surrounding landscape. Positioned to capture scenic views, the property feels like a true retreat, offering privacy, quiet, and a strong sense of place. The expansive 1.27 acre parcel provides a rare amount of usable land this close to town. There is ample space for outdoor living areas, gardens, a pool, or future expansion. The property also offers excellent potential for an ADU, creating flexibility for guest accommodations, extended family, or supplemental income. Located near the Healdsburg Bike Path, the property provides easy access to biking and walking routes that connect you to the charm and energy of Healdsburg. Just minutes away, the Plaza offers world-class restaurants, tasting rooms, boutique shopping, and a vibrant community atmosphere. With its rare combination of privacy, views, acreage, and a fully remodeled home in a highly desirable location, 695 Chiquita Road presents a compelling opportunity as a full-time residence, weekend retreat, or investment property in the heart of Sonoma County Wine Country.

695 Chiquita Rd, Healdsburg

$2,995,000

Stunning Dry Creek Valley estate set on 11.91 acres with sweeping views of Mount St. Helena and the Dry Creek ridgeline. This 1,920 SF Mediterranean-style residence is thoughtfully designed for relaxed Wine Country living and effortless entertaining, featuring an open floor plan, vaulted ceilings, and expansive windows that frame the surrounding landscape. Spanish tile floors run throughout the single-story 2BD/2BA home, with the second bedroom opening to a serene courtyard perfect for morning coffee or quiet evenings. At the heart of the home, a well-appointed chef's kitchen with a generous island and abundant storage invites gathering and connection. Outdoors, the property unfolds into a private oasis with multiple entertaining areas, manicured gardens, a tranquil pond, fruit trees, raised garden beds, and meandering pathways leading to a lower patio and pool. While currently surrounded by Zinfandel & Petite Sirah vine, this sustainably farmed property offers exceptional versatility for those who may not wish to maintain vines. With its rich soil and established infrastructure, it presents an ideal opportunity to create your own agricultural vision whether planting olive trees, cultivating fruits and vegetables, or bringing in animals for a small hobby farm or sustainable homestead. The estate is supported by impressive infrastructure, including a high-producing 125+ GPM well, a 4-bedroom installed septic system, owned solar panels, a roof sprinkler system, underground utilities, and four 5,000-gallon water storage tanks. Located just minutes from downtown Healdsburg, 1633 Dry Creek Road offers privacy, flexibility, and the quintessential Wine Country lifestyle. Only 15 minutes from Sonoma County Airport and approximately one hour north of San Francisco, this is a rare opportunity to enjoy both tranquility and convenience in one exceptional property.

2 Beds ⋅ 3 Baths ⋅ 326033984 MLS

Stunning Dry Creek Valley estate set on 11.91 acres with sweeping views of Mount St. Helena and the Dry Creek ridgeline. This 1,920 SF Mediterranean-style residence is thoughtfully designed for relaxed Wine Country living and effortless entertaining, featuring an open floor plan, vaulted ceilings, and expansive windows that frame the surrounding landscape. Spanish tile floors run throughout the single-story 2BD/2BA home, with the second bedroom opening to a serene courtyard perfect for morning coffee or quiet evenings. At the heart of the home, a well-appointed chef's kitchen with a generous island and abundant storage invites gathering and connection. Outdoors, the property unfolds into a private oasis with multiple entertaining areas, manicured gardens, a tranquil pond, fruit trees, raised garden beds, and meandering pathways leading to a lower patio and pool. While currently surrounded by Zinfandel & Petite Sirah vine, this sustainably farmed property offers exceptional versatility for those who may not wish to maintain vines. With its rich soil and established infrastructure, it presents an ideal opportunity to create your own agricultural vision whether planting olive trees, cultivating fruits and vegetables, or bringing in animals for a small hobby farm or sustainable homestead. The estate is supported by impressive infrastructure, including a high-producing 125+ GPM well, a 4-bedroom installed septic system, owned solar panels, a roof sprinkler system, underground utilities, and four 5,000-gallon water storage tanks. Located just minutes from downtown Healdsburg, 1633 Dry Creek Road offers privacy, flexibility, and the quintessential Wine Country lifestyle. Only 15 minutes from Sonoma County Airport and approximately one hour north of San Francisco, this is a rare opportunity to enjoy both tranquility and convenience in one exceptional property.

1633 Dry Creek Rd, Healdsburg

$4,495,000

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.

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

$1,995,000

Set on approximately 4.62 acres along desirable Alexander Valley Road, this versatile wine country property offers a rare combination of usable land, multiple living spaces, and functional improvements. The mostly level parcel features a small old vine Zinfandel vineyard with room for potential expansion, along with ample space for gardens, animals, or additional agricultural use. The main residence includes 2 bedrooms and 2 baths, complemented by an attached 2-bedroom, 1-bath ADU with a separate entrance, ideal for extended living, guests, or rental income. A newly built rectangular pool creates a striking outdoor focal point, perfect for entertaining and enjoying the surrounding valley setting. Additional improvements include an approximately 1,500 sq ft shop, well-suited for storage, hobbies, or workspace needs. Located in the heart of Alexander Valley, just minutes from Healdsburg and near the emerging North Village, this property offers a blend of rural charm, functionality, and convenient access to wine country amenities.

2 Beds ⋅ 2 Baths ⋅ 326033954 MLS

Set on approximately 4.62 acres along desirable Alexander Valley Road, this versatile wine country property offers a rare combination of usable land, multiple living spaces, and functional improvements. The mostly level parcel features a small old vine Zinfandel vineyard with room for potential expansion, along with ample space for gardens, animals, or additional agricultural use. The main residence includes 2 bedrooms and 2 baths, complemented by an attached 2-bedroom, 1-bath ADU with a separate entrance, ideal for extended living, guests, or rental income. A newly built rectangular pool creates a striking outdoor focal point, perfect for entertaining and enjoying the surrounding valley setting. Additional improvements include an approximately 1,500 sq ft shop, well-suited for storage, hobbies, or workspace needs. Located in the heart of Alexander Valley, just minutes from Healdsburg and near the emerging North Village, this property offers a blend of rural charm, functionality, and convenient access to wine country amenities.

317 Alexander Valley Rd, Healdsburg

$4,195,000

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.

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

$1,400,000

Eight minutes from the Healdsburg plaza, Mill Creek Road gives way to a forest canopy and the kind of quiet that makes you exhale. That's the setting for 2563 & 2560 Mill Creek Rd combined to offer an almost 1 acre property, modern designed 2 bedroom, 2.5 bathroom 1,409 sqft home, genuine nature immersion, and one of the most compelling income opportunities in Healdsburg today. A striking modern home with floor-to-ceiling windows, warm oak plank floors, and an open-concept layout built for living well. The kitchen anchors the main level with a large island, wine fridge, stainless appliances, and floating shelves. Multiple glass sliders dissolve the boundary between inside and out, opening to an expansive deck for dining and entertaining, gravel path, dedicated patio, hot tub, cold plunge, and sauna the kind of amenity stack that earns five-star reviews or creates quality memories. Both ensuite bedrooms sit upstairs, framed by forest views on every side. Cross Mill Creek Road to the south parcel: a fully fenced half-acre with Mill Creek frontage, mature trees, flat open terrain, and a large storage shed ideal for recreation or leisure. Must see to appreciate this unique offering.

2 Beds ⋅ 3 Baths ⋅ 326032489 MLS

Eight minutes from the Healdsburg plaza, Mill Creek Road gives way to a forest canopy and the kind of quiet that makes you exhale. That's the setting for 2563 & 2560 Mill Creek Rd combined to offer an almost 1 acre property, modern designed 2 bedroom, 2.5 bathroom 1,409 sqft home, genuine nature immersion, and one of the most compelling income opportunities in Healdsburg today. A striking modern home with floor-to-ceiling windows, warm oak plank floors, and an open-concept layout built for living well. The kitchen anchors the main level with a large island, wine fridge, stainless appliances, and floating shelves. Multiple glass sliders dissolve the boundary between inside and out, opening to an expansive deck for dining and entertaining, gravel path, dedicated patio, hot tub, cold plunge, and sauna the kind of amenity stack that earns five-star reviews or creates quality memories. Both ensuite bedrooms sit upstairs, framed by forest views on every side. Cross Mill Creek Road to the south parcel: a fully fenced half-acre with Mill Creek frontage, mature trees, flat open terrain, and a large storage shed ideal for recreation or leisure. Must see to appreciate this unique offering.

2563 Mill Creek Rd, Healdsburg

$2,350,000

Set behind gates on Westside Road and tucked along a private lane in the sought-after Madrona Knolls neighborhood, this Healdsburg residence offers a rare combination of privacy, natural beauty, and close-to-town convenience. Surrounded by mature landscaping with dogwoods, citrus and plum trees, azaleas, rhododendrons, roses, and seasonal color, the setting feels peaceful and established while remaining just minutes from Healdsburg Plaza, acclaimed dining, tasting rooms, and boutique shopping. Inside, soaring approximately 25-foot windows in the great room frame sweeping southern valley views, distant mountains, memorable sunrises, and the changing light across the landscape. Abundant natural light, rich hardwood flooring, and generous living spaces create an atmosphere that is both comfortable and refined. Designed for everyday living as well as entertaining, the home offers four bedrooms and three baths, including two spacious primary suites positioned on opposite ends for privacy and flexibility. At the center of the home, the kitchen, dining, and great room connect naturally and flow to expansive view decks and outdoor gathering spaces. A private wine cellar with tasting area adds to the wine country setting, while the gated grounds provide a sense of retreat. A distinctive offering in one of Healdsburg's most desirable hillside neighborhoods.

4 Beds ⋅ 4 Baths ⋅ 326031365 MLS

Set behind gates on Westside Road and tucked along a private lane in the sought-after Madrona Knolls neighborhood, this Healdsburg residence offers a rare combination of privacy, natural beauty, and close-to-town convenience. Surrounded by mature landscaping with dogwoods, citrus and plum trees, azaleas, rhododendrons, roses, and seasonal color, the setting feels peaceful and established while remaining just minutes from Healdsburg Plaza, acclaimed dining, tasting rooms, and boutique shopping. Inside, soaring approximately 25-foot windows in the great room frame sweeping southern valley views, distant mountains, memorable sunrises, and the changing light across the landscape. Abundant natural light, rich hardwood flooring, and generous living spaces create an atmosphere that is both comfortable and refined. Designed for everyday living as well as entertaining, the home offers four bedrooms and three baths, including two spacious primary suites positioned on opposite ends for privacy and flexibility. At the center of the home, the kitchen, dining, and great room connect naturally and flow to expansive view decks and outdoor gathering spaces. A private wine cellar with tasting area adds to the wine country setting, while the gated grounds provide a sense of retreat. A distinctive offering in one of Healdsburg's most desirable hillside neighborhoods.

1017 Westside Rd, Healdsburg

$2,795,000

Imagine waking up at 280 Long Acres Place, where the morning sun clears the peak of the Mayacamas Mountains and pours through the home's soaring ceilings. The sheer volume of the great room reflects the vastness of the rolling eastern ridges just outside your window, creating an atmosphere of effortless, airy luxury. This isn't just a house; it's a lifestyle curated for the connoisseur. After a day exploring local vineyards, you return to the Sunset Breeze estate to select a vintage from one of your two professional wine cellars. With a 1,000+ bottle capacity, your collection finally has a gallery of its own. The main residence is both grand and functional, featuring 3 spacious bedrooms and 4 bathrooms, plus a private office designed for quiet focus. When the weekend arrives, the party naturally flows from the high-volume interiors onto the expansive entertaining deck, where the mountain views provide a dramatic backdrop for starlit dinners. For your guests, the 480 sq. ft. detached casita offers total autonomy with its own kitchenette and full baththough it's equally suited as a high-end home gym or creative studio. Moments from the world-class dining of Healdsburg Plaza, this estate offers the rare balance of away from it all and in the heart of it.

4 Beds ⋅ 5 Baths ⋅ 326031086 MLS

Imagine waking up at 280 Long Acres Place, where the morning sun clears the peak of the Mayacamas Mountains and pours through the home's soaring ceilings. The sheer volume of the great room reflects the vastness of the rolling eastern ridges just outside your window, creating an atmosphere of effortless, airy luxury. This isn't just a house; it's a lifestyle curated for the connoisseur. After a day exploring local vineyards, you return to the Sunset Breeze estate to select a vintage from one of your two professional wine cellars. With a 1,000+ bottle capacity, your collection finally has a gallery of its own. The main residence is both grand and functional, featuring 3 spacious bedrooms and 4 bathrooms, plus a private office designed for quiet focus. When the weekend arrives, the party naturally flows from the high-volume interiors onto the expansive entertaining deck, where the mountain views provide a dramatic backdrop for starlit dinners. For your guests, the 480 sq. ft. detached casita offers total autonomy with its own kitchenette and full baththough it's equally suited as a high-end home gym or creative studio. Moments from the world-class dining of Healdsburg Plaza, this estate offers the rare balance of away from it all and in the heart of it.

280 Long Acres Pl, Healdsburg

$6,500,000

Price improvement! Exceptional opportunity to own an established 10-room inn in the heart of internationally acclaimed Healdsburg, Sonoma County. Set on over an acre, this inviting property blends timeless charm with modern comfort. Guests enjoy serene garden settings, welcoming common areas and a short walk to the vibrant town plaza offering boutique shops, art galleries, acclaimed restaurants and wine tasting. As well as a vibrant mix of year-round special events, live music and community gatherings. Ideally situated near the airport, Lake Sonoma, and the Russian river, providing both convenience and access to outdoor recreation. Rarely found in this prime location, the expansive grounds offer significant potential for future expansion or enhancement, appealing to investors, developers, or owner-operators seeking a lifestyle hospitality. A turnkey operation with strong appeal as a boutique lodging destination, private retreat or corporate getaway.

10 Beds ⋅ 11 Baths ⋅ 326030556 MLS

Price improvement! Exceptional opportunity to own an established 10-room inn in the heart of internationally acclaimed Healdsburg, Sonoma County. Set on over an acre, this inviting property blends timeless charm with modern comfort. Guests enjoy serene garden settings, welcoming common areas and a short walk to the vibrant town plaza offering boutique shops, art galleries, acclaimed restaurants and wine tasting. As well as a vibrant mix of year-round special events, live music and community gatherings. Ideally situated near the airport, Lake Sonoma, and the Russian river, providing both convenience and access to outdoor recreation. Rarely found in this prime location, the expansive grounds offer significant potential for future expansion or enhancement, appealing to investors, developers, or owner-operators seeking a lifestyle hospitality. A turnkey operation with strong appeal as a boutique lodging destination, private retreat or corporate getaway.

25 W Grant St, Healdsburg

$3,850,000

Nestled on 40 acres in the heart of Alexander Valley, this Wine Country Estate combines vineyard elegance with private serenity. Six acres of Cabernet vines frame the property, while heirloom-style hewn woodwork and stained concrete floors set a timeless, artisanal tone. The living room centers on a commanding two-story fireplace and floor-to-ceiling windows that overlook the 60-foot Pebble Tec pool and sweeping hillside-delivering dramatic, ever-changing views. On the main level, you'll find an inviting entertaining room with a bar, two bedrooms and two baths, a gourmet kitchen with soapstone countertops, stainless appliances, and a Viking range, plus a pantry and a generous dining area. The upper level is home to the primary suite with an ensuite spa-like bath and a private office/sitting area. French doors open to an entertainer's outdoor experience where you can dine and sip wine beneath a star filled sky. Outside, olive and fruit trees, raised garden beds, and a chicken niche complete this rural oasis, privately positioned behind the Marietta Winery for ample seclusion. Just minutes from Highway 101, the quaint town of Geyserville, and the chic destination of Healdsburg.

3 Beds ⋅ 3 Baths ⋅ 326029329 MLS

Nestled on 40 acres in the heart of Alexander Valley, this Wine Country Estate combines vineyard elegance with private serenity. Six acres of Cabernet vines frame the property, while heirloom-style hewn woodwork and stained concrete floors set a timeless, artisanal tone. The living room centers on a commanding two-story fireplace and floor-to-ceiling windows that overlook the 60-foot Pebble Tec pool and sweeping hillside-delivering dramatic, ever-changing views. On the main level, you'll find an inviting entertaining room with a bar, two bedrooms and two baths, a gourmet kitchen with soapstone countertops, stainless appliances, and a Viking range, plus a pantry and a generous dining area. The upper level is home to the primary suite with an ensuite spa-like bath and a private office/sitting area. French doors open to an entertainer's outdoor experience where you can dine and sip wine beneath a star filled sky. Outside, olive and fruit trees, raised garden beds, and a chicken niche complete this rural oasis, privately positioned behind the Marietta Winery for ample seclusion. Just minutes from Highway 101, the quaint town of Geyserville, and the chic destination of Healdsburg.

22355 Chianti Rd, Geyserville

$6,690,000

Thoughtfully designed & extensively reimagined, this striking contemporary home blends architectural precision w/warm modern materials & refined livability. A tiered approach creates a dramatic sense of reveal of the residence, framed by curated landscaping and soft, integrated lighting. An earthen-hued stucco facade pairs with natural wood panels and expansive glass, forming a timeless interplay of geometry, scale, and light. A sun-filled great room with 14' ceilings anchors the home, centered around a striking see-through fireplace set against a book-matched granite wall. Expansive folding doors create seamless indoor-outdoor flow, while a sculptural floating staircase with thick wood treads and glass railings serves as a functional work of art. Custom interiors feature quarter-sawn white oak floors and curated walnut casework. Integrated technology includes Control4 automation, Lutron lighting, electric shades, and Sonos sound throughout. The kitchen delivers serious performance; outfitted with Miele appliances, including induction cooktop, multiple ovens, and coffee system, along with Thermador refrigeration, Leicht cabinetry, and quartz surfaces, all complemented by a generous pantry and workspace. A den and media room with 20' ceilings and wood-burning fireplace adds versatility, while the private primary suite displays exposed ceiling trusses, with integrated LED uplighting, custom walnut built-ins, and a tailored closet system. Outdoor living unfolds across a heated three-season screened porch, resort-style lap pool and Caldera spa, and an enclosed dining terrace with built-in grill, pizza oven, and pergola. Fire pit, fountain, and curated landscaping create an immersive setting for relaxation and entertainment. A companion structure, beautifully finished to the same standard as the main residence, offers a 2BR/2BA ADU with private deck and views. The lower level includes a private office, gym with full bath & laundry, and a 3-car garage with storage. Completing the property is a modern agricultural barn with workshop, loft, additional home office and rainwater collection, set among an olive orchard producing estate oil, fruit and citrus groves, raised garden beds, greenhouse, & walking trails. With PV solar, backup generator, private wells and entire property automation, the estate performs equally as a full-time or a lock-and-leave retreat. Ultimate in wine country living...elevated, intentional, and deeply connected to the land.

4 Beds ⋅ 6 Baths ⋅ 326028945 MLS

Thoughtfully designed & extensively reimagined, this striking contemporary home blends architectural precision w/warm modern materials & refined livability. A tiered approach creates a dramatic sense of reveal of the residence, framed by curated landscaping and soft, integrated lighting. An earthen-hued stucco facade pairs with natural wood panels and expansive glass, forming a timeless interplay of geometry, scale, and light. A sun-filled great room with 14' ceilings anchors the home, centered around a striking see-through fireplace set against a book-matched granite wall. Expansive folding doors create seamless indoor-outdoor flow, while a sculptural floating staircase with thick wood treads and glass railings serves as a functional work of art. Custom interiors feature quarter-sawn white oak floors and curated walnut casework. Integrated technology includes Control4 automation, Lutron lighting, electric shades, and Sonos sound throughout. The kitchen delivers serious performance; outfitted with Miele appliances, including induction cooktop, multiple ovens, and coffee system, along with Thermador refrigeration, Leicht cabinetry, and quartz surfaces, all complemented by a generous pantry and workspace. A den and media room with 20' ceilings and wood-burning fireplace adds versatility, while the private primary suite displays exposed ceiling trusses, with integrated LED uplighting, custom walnut built-ins, and a tailored closet system. Outdoor living unfolds across a heated three-season screened porch, resort-style lap pool and Caldera spa, and an enclosed dining terrace with built-in grill, pizza oven, and pergola. Fire pit, fountain, and curated landscaping create an immersive setting for relaxation and entertainment. A companion structure, beautifully finished to the same standard as the main residence, offers a 2BR/2BA ADU with private deck and views. The lower level includes a private office, gym with full bath & laundry, and a 3-car garage with storage. Completing the property is a modern agricultural barn with workshop, loft, additional home office and rainwater collection, set among an olive orchard producing estate oil, fruit and citrus groves, raised garden beds, greenhouse, & walking trails. With PV solar, backup generator, private wells and entire property automation, the estate performs equally as a full-time or a lock-and-leave retreat. Ultimate in wine country living...elevated, intentional, and deeply connected to the land.

23200 Dutcher Creek Rd, Cloverdale

$1,795,000

Off-Grid Oasis | 75+/- Acres of Serenity & Self-Sufficiency. Escape to this rare 75-acre off-grid sanctuary with sweeping views of Black Mountain and beyond. Designed for sustainable, multi-family living, the property features a spacious main home with an open floor plan, large view deck, and BBQ area ideal for outdoor entertaining. A separate guest house offers privacy for visitors or extended family, while a well-equipped workshop and barn provide space for projects, storage, or homesteading. Enjoy established hiking trails, forested paths, open meadows and fruit bearing trees though out property. Solar-powered, this retreat blends comfort with eco-conscious living. A separate 4-acre parcel is included, enhancing both privacy and potential, totaling 80+/- acres. Whether you seek a family compound, creative escape, an independent lifestyle in nature, or a prepared site for future estate, this secluded mountain haven invites you to unplug, unwind, and thrive.

2 Beds ⋅ 1 Baths ⋅ 326028639 MLS

Off-Grid Oasis | 75+/- Acres of Serenity & Self-Sufficiency. Escape to this rare 75-acre off-grid sanctuary with sweeping views of Black Mountain and beyond. Designed for sustainable, multi-family living, the property features a spacious main home with an open floor plan, large view deck, and BBQ area ideal for outdoor entertaining. A separate guest house offers privacy for visitors or extended family, while a well-equipped workshop and barn provide space for projects, storage, or homesteading. Enjoy established hiking trails, forested paths, open meadows and fruit bearing trees though out property. Solar-powered, this retreat blends comfort with eco-conscious living. A separate 4-acre parcel is included, enhancing both privacy and potential, totaling 80+/- acres. Whether you seek a family compound, creative escape, an independent lifestyle in nature, or a prepared site for future estate, this secluded mountain haven invites you to unplug, unwind, and thrive.

10957 Westside Rd, Healdsburg

$3,195,000

A Rare Canvas with Expansive Views and Ultimate Privacy on Fitch Mountain. This is a one of a kind opportunity within the town of Healdsburg. Situated on almost an acre lot, 1212 N Fitch Mountain Road is the ultimate foundation for a legacy estate. Drawing directly from the understated elegance of renowned British architect C.F.A. Voysey, this 3,298 sq. ft. main residence and 814 sf one-bedroom ADU have been meticulously restored and expanded over three decades by the founding principal of AXIA Architects. With exacting sympathy for Voysey's signature aesthetic. Divided lite steel windows are strategically placed on at least two sides of every living space, saturating the interiors with natural light and framing picturesque views from every vantage point. The interior details serve as a gallery of artisan craftsmanship, from the living room beams featuring a hand-painted poppy motif to a curated collection of lighting including Italian pendants and handmade sconces. The kitchen has hand-painted Italian wildflower tiles, while both bathrooms feature premium McIntyre tiles with traditional trim. The primary bedroom opens to stunning views, lush garden back patio. Spacious primary bathroom with tub, walk-in shower and double sinks. There is an ensuite guest bedroom downstairs. Upstairs are three enchanting bedrooms featuring built-in bookshelves and cabinets plus a full bathroom. The residence is bookended by stunning vistas: a southern terrace overlooks Healdsburg and the Russian River Valley, while the north patio, complete with fireplace and fishpond, looks over a spacious lawn to Alexander Valley and the Mayacama Mountains. Surrounded by a curated garden paradise with fruit trees, a vegetable garden, and rose gardens along with a petanque court and multiple outdoor dining spaces, the property is a private sanctuary just minutes to The Plaza and easy access to the Fitch Mountain park and trails and the dog park. The zoning accommodates a pool and pool house and several expansion options. This is the foundation for your wine country home. SEE VIDEO at end of FACTS and FEATURES

5 Beds ⋅ 3 Baths ⋅ 326025290 MLS

A Rare Canvas with Expansive Views and Ultimate Privacy on Fitch Mountain. This is a one of a kind opportunity within the town of Healdsburg. Situated on almost an acre lot, 1212 N Fitch Mountain Road is the ultimate foundation for a legacy estate. Drawing directly from the understated elegance of renowned British architect C.F.A. Voysey, this 3,298 sq. ft. main residence and 814 sf one-bedroom ADU have been meticulously restored and expanded over three decades by the founding principal of AXIA Architects. With exacting sympathy for Voysey's signature aesthetic. Divided lite steel windows are strategically placed on at least two sides of every living space, saturating the interiors with natural light and framing picturesque views from every vantage point. The interior details serve as a gallery of artisan craftsmanship, from the living room beams featuring a hand-painted poppy motif to a curated collection of lighting including Italian pendants and handmade sconces. The kitchen has hand-painted Italian wildflower tiles, while both bathrooms feature premium McIntyre tiles with traditional trim. The primary bedroom opens to stunning views, lush garden back patio. Spacious primary bathroom with tub, walk-in shower and double sinks. There is an ensuite guest bedroom downstairs. Upstairs are three enchanting bedrooms featuring built-in bookshelves and cabinets plus a full bathroom. The residence is bookended by stunning vistas: a southern terrace overlooks Healdsburg and the Russian River Valley, while the north patio, complete with fireplace and fishpond, looks over a spacious lawn to Alexander Valley and the Mayacama Mountains. Surrounded by a curated garden paradise with fruit trees, a vegetable garden, and rose gardens along with a petanque court and multiple outdoor dining spaces, the property is a private sanctuary just minutes to The Plaza and easy access to the Fitch Mountain park and trails and the dog park. The zoning accommodates a pool and pool house and several expansion options. This is the foundation for your wine country home. SEE VIDEO at end of FACTS and FEATURES

1212 N Fitch Mountain Rd, Healdsburg

$740,000

New co-ownership opportunity by Pacaso: Own one-eighth this professionally managed, turnkey home. Olive Grove is set along a private driveway on West Dry Creek Road in Healdsburg, where ancient olive and fruit trees frame the approach to a renovated hillside compound. The board and batten exterior with a metal roof reads as modern and grounded against the surrounding hillside, with a main residence, a detached bedroom suite and a detached office and gym arranged across more than three private acres. The great room is Olive Grove's centerpiece, with a dramatic wood-plank vaulted ceiling, an oversized gas fireplace and walls of glass that frame the private orchard and West Dry Creek Valley beyond. Sliding doors open the full width of the living space to the outdoors. The kitchen has white cabinetry, stainless appliances and an 11-foot island lit by weathered zinc pendant lights. The primary suite has a walk-in closet and an en suite bath with a soaking tub, dual vanity and marble shower. Two additional bedrooms and baths complete the main residence. The pool and hot tub sit among the ancient trees with hillside views behind, and the outdoor kitchen and fire pit extend the entertaining spaces across the broad decks. Downtown Healdsburg is a short drive away, with the town's celebrated restaurant row on the plaza, the Saturday Healdsburg Farmers Market and the tasting rooms of Dry Creek Valley all within easy reach. Olive Grove is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be, every time.

4 Beds ⋅ 4 Baths ⋅ 326024033 MLS

New co-ownership opportunity by Pacaso: Own one-eighth this professionally managed, turnkey home. Olive Grove is set along a private driveway on West Dry Creek Road in Healdsburg, where ancient olive and fruit trees frame the approach to a renovated hillside compound. The board and batten exterior with a metal roof reads as modern and grounded against the surrounding hillside, with a main residence, a detached bedroom suite and a detached office and gym arranged across more than three private acres. The great room is Olive Grove's centerpiece, with a dramatic wood-plank vaulted ceiling, an oversized gas fireplace and walls of glass that frame the private orchard and West Dry Creek Valley beyond. Sliding doors open the full width of the living space to the outdoors. The kitchen has white cabinetry, stainless appliances and an 11-foot island lit by weathered zinc pendant lights. The primary suite has a walk-in closet and an en suite bath with a soaking tub, dual vanity and marble shower. Two additional bedrooms and baths complete the main residence. The pool and hot tub sit among the ancient trees with hillside views behind, and the outdoor kitchen and fire pit extend the entertaining spaces across the broad decks. Downtown Healdsburg is a short drive away, with the town's celebrated restaurant row on the plaza, the Saturday Healdsburg Farmers Market and the tasting rooms of Dry Creek Valley all within easy reach. Olive Grove is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be, every time.

6165 W Dry Creek Rd, Healdsburg

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