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On a small private drive, surrounded by the natural beauty of Dry Creek Valley, Tre Torrente estate invites a slower pace and a deeper connection to Wine Country living. Thoughtfully remodeled, the approximately 3,896-square-foot main residence exemplifies exceptional craftsmanship and high-end finishes. The heart of the home unfolds through curated living spaces, offering four bedrooms, four baths, and a dedicated office designed for both inspiration and productivity. Sunlight pours through expansive windows, framing serene peek-a-boo views and creating a seamless connection between indoors and out. Imagine standing at the kitchen sink while overlooking rows of vines and stately oaks. Beyond the main residence, the expansive agricultural barn offers a charming, and well-appointed guest cottage on one end and a substantial office space on the other; ideal for remote work, creative pursuits, or managing a vineyard lifestyle. Outside, the enchanting property reveals its true magic. Meandering walking trails wind through the grounds, inviting morning strolls along one of the three seasonal streams and evening walks as the sun sets over the valley. Abundant water resources nurture lush landscaping, flourishing lawns, and raised planting beds ready for bountiful harvests. At the center of it all, a sparkling pool provides the perfect setting for warm afternoons, where golden light lingers a little longer and vineyard breezes drift through the trees. Loved ones gather around the firepit and lasting memories are made.

4 Beds ⋅ 4 Baths ⋅ 326056166 MLS

On a small private drive, surrounded by the natural beauty of Dry Creek Valley, Tre Torrente estate invites a slower pace and a deeper connection to Wine Country living. Thoughtfully remodeled, the approximately 3,896-square-foot main residence exemplifies exceptional craftsmanship and high-end finishes. The heart of the home unfolds through curated living spaces, offering four bedrooms, four baths, and a dedicated office designed for both inspiration and productivity. Sunlight pours through expansive windows, framing serene peek-a-boo views and creating a seamless connection between indoors and out. Imagine standing at the kitchen sink while overlooking rows of vines and stately oaks. Beyond the main residence, the expansive agricultural barn offers a charming, and well-appointed guest cottage on one end and a substantial office space on the other; ideal for remote work, creative pursuits, or managing a vineyard lifestyle. Outside, the enchanting property reveals its true magic. Meandering walking trails wind through the grounds, inviting morning strolls along one of the three seasonal streams and evening walks as the sun sets over the valley. Abundant water resources nurture lush landscaping, flourishing lawns, and raised planting beds ready for bountiful harvests. At the center of it all, a sparkling pool provides the perfect setting for warm afternoons, where golden light lingers a little longer and vineyard breezes drift through the trees. Loved ones gather around the firepit and lasting memories are made.

5519 Dry Creek Rd, Healdsburg

$7,295,000

B402 is the final opportunity to acquire a penthouse within Mill District's luxury residential community. Masterfully envisioned by Olson Kundig, the architecture prioritizes elevated design, privacy, and a seamless indoor-outdoor cadence, beautifully capturing dual East and West exposures that bathe the interiors in natural light from sunrise to sunset. The centerpiece of the expansive living space is a professional-grade chef's kitchen, anchored by an oversized kitchen island that comfortably accommodates seating for six stools. This culinary hub is equipped with integrated Miele appliances and complemented by a dedicated connoisseur's wine room. Adjacent to the kitchen, a grand living room centers around a striking contemporary fireplace, where floor-to-ceiling glass transitions effortlessly to an expansive private terrace featuring a premium outdoor kitchen tailored for sophisticated al fresco entertaining. Meticulously composed for both grand hosting and daily retreats, the residence offers three generous en-suite bedrooms, a refined private study, and a separate laundry room with a side-by-side washer and dryer. As owners at Mill District, residents have access to The Poolhouse, a private social, health, and wellness facility located just steps from Canopy. Centered around a private lap pool and expansive pool deck, it features a state-of-the-art gym and a Residents' Lounge complete with a demonstration kitchen, a catering kitchen, a fireplace, and generous spaces for socializing, entertaining, and hosting events. The lounge seamlessly opens onto a large terrace with an outdoor barbecue and dining areas overlooking the pool, perfectly integrating the indoors and outdoors to best enjoy the temperate wine country climate. Located just a short stroll from Healdsburg's iconic central square, this home offers immediate access to Michelin-starred dining and world-class tasting rooms.

3 Beds ⋅ 4 Baths ⋅ 326056014 MLS

B402 is the final opportunity to acquire a penthouse within Mill District's luxury residential community. Masterfully envisioned by Olson Kundig, the architecture prioritizes elevated design, privacy, and a seamless indoor-outdoor cadence, beautifully capturing dual East and West exposures that bathe the interiors in natural light from sunrise to sunset. The centerpiece of the expansive living space is a professional-grade chef's kitchen, anchored by an oversized kitchen island that comfortably accommodates seating for six stools. This culinary hub is equipped with integrated Miele appliances and complemented by a dedicated connoisseur's wine room. Adjacent to the kitchen, a grand living room centers around a striking contemporary fireplace, where floor-to-ceiling glass transitions effortlessly to an expansive private terrace featuring a premium outdoor kitchen tailored for sophisticated al fresco entertaining. Meticulously composed for both grand hosting and daily retreats, the residence offers three generous en-suite bedrooms, a refined private study, and a separate laundry room with a side-by-side washer and dryer. As owners at Mill District, residents have access to The Poolhouse, a private social, health, and wellness facility located just steps from Canopy. Centered around a private lap pool and expansive pool deck, it features a state-of-the-art gym and a Residents' Lounge complete with a demonstration kitchen, a catering kitchen, a fireplace, and generous spaces for socializing, entertaining, and hosting events. The lounge seamlessly opens onto a large terrace with an outdoor barbecue and dining areas overlooking the pool, perfectly integrating the indoors and outdoors to best enjoy the temperate wine country climate. Located just a short stroll from Healdsburg's iconic central square, this home offers immediate access to Michelin-starred dining and world-class tasting rooms.

151 Sawmill Cir Unit #402, Healdsburg

$899,000

Step outside, and the story unfolds in soft morning light filtering through the trees, carrying the fragrant breath of nearby vineyards. Welcome to charming Parkland Farms in coveted Healdsburg, where rolling hills embrace surrounding vineyards and Barbieri Park adds a serene touch of neighborhood beauty. Imagine coming home to this enchanting two-story residencenearly 2,000 square feet of warmth and possibility. A graceful 4-bedroom, 2.5-bath haven with wood-look flooring and soft carpeting, thoughtful original touches, and a inviting fireplace glowing in the great room. Natural light pours generously through the windows, while a versatile landing at the top of the stairs awaits your vision as flex-space. A spacious cement patio with open beams overlooks a blank-slate yard, ready for you to craft your personal Sonoma County oasis. Nestled mid-block and just minutes from the historic plaza, this home offers the perfect blend of comfort and connection. Whether you seek a cherished starter home, a wise investment, or a peaceful second residence, its move-in ready, brimming with immediate potential. Beyond your door, Dry Creek and Alexander Valley beckon with world-renowned wineries and intimate tasting rooms. The plaza pulses gently with farmers' markets, acclaimed Michelin-starred dining, and the unhurried cadence of wine country days. Russian River adventures, boutique shops, and farm-to-table experiences lie within easy reach. Conveniently located north of the San Francisco Bay Area, Healdsburg provides swift access to Sonoma County Airport (STS) and a scenic drive to San Francisco International (SFO). Here, refreshed possibility meets the timeless romance of Sonoma's vineyards, trails, and heartfelt community rhythman invitation to breathe deeper, create lasting memories, and let this special place write the next beautiful chapter of your story.

4 Beds ⋅ 3 Baths ⋅ 326055787 MLS

Step outside, and the story unfolds in soft morning light filtering through the trees, carrying the fragrant breath of nearby vineyards. Welcome to charming Parkland Farms in coveted Healdsburg, where rolling hills embrace surrounding vineyards and Barbieri Park adds a serene touch of neighborhood beauty. Imagine coming home to this enchanting two-story residencenearly 2,000 square feet of warmth and possibility. A graceful 4-bedroom, 2.5-bath haven with wood-look flooring and soft carpeting, thoughtful original touches, and a inviting fireplace glowing in the great room. Natural light pours generously through the windows, while a versatile landing at the top of the stairs awaits your vision as flex-space. A spacious cement patio with open beams overlooks a blank-slate yard, ready for you to craft your personal Sonoma County oasis. Nestled mid-block and just minutes from the historic plaza, this home offers the perfect blend of comfort and connection. Whether you seek a cherished starter home, a wise investment, or a peaceful second residence, its move-in ready, brimming with immediate potential. Beyond your door, Dry Creek and Alexander Valley beckon with world-renowned wineries and intimate tasting rooms. The plaza pulses gently with farmers' markets, acclaimed Michelin-starred dining, and the unhurried cadence of wine country days. Russian River adventures, boutique shops, and farm-to-table experiences lie within easy reach. Conveniently located north of the San Francisco Bay Area, Healdsburg provides swift access to Sonoma County Airport (STS) and a scenic drive to San Francisco International (SFO). Here, refreshed possibility meets the timeless romance of Sonoma's vineyards, trails, and heartfelt community rhythman invitation to breathe deeper, create lasting memories, and let this special place write the next beautiful chapter of your story.

1715 Spur Ridge Ln, Healdsburg

$1,995,000

Under 15 minutes from the Healdsburg Plaza yet a world away in feel, this 6-acre retreat sits on West Dry Creek Road, one of the region's most coveted stretches. Turn off the road and the quiet settles in your chest. Taken down to the studs and rebuilt, it lives like new construction inside a true Wine Country setting. Inside, open-plan living looks out to the valley yet still feels warm and intimate the kind of space that gathers everyone in one place and never feels cavernous. The custom kitchen is built for real cooking and entertaining, with a Thermador suite, a 100-bottle wine fridge, and storage everywhere you look, from the deep drawers to the generous walk-in pantry and a mud room that keeps daily life tidy. The primary suite is a quiet escape with its own spa-like bath and heated floors, while three additional bedrooms give family and guests room to spread out. Dog lovers will appreciate the dedicated dog-wash room one of many thoughtful touches. Outside, 6 acres give rare room to roam with genuine privacy and an outdoor entertaining area framed by valley views. A turnkey blend of total renovation, real acreage, and true privacy, all just minutes from the Healdsburg Plaza!

4 Beds ⋅ 3 Baths ⋅ 326054444 MLS

Under 15 minutes from the Healdsburg Plaza yet a world away in feel, this 6-acre retreat sits on West Dry Creek Road, one of the region's most coveted stretches. Turn off the road and the quiet settles in your chest. Taken down to the studs and rebuilt, it lives like new construction inside a true Wine Country setting. Inside, open-plan living looks out to the valley yet still feels warm and intimate the kind of space that gathers everyone in one place and never feels cavernous. The custom kitchen is built for real cooking and entertaining, with a Thermador suite, a 100-bottle wine fridge, and storage everywhere you look, from the deep drawers to the generous walk-in pantry and a mud room that keeps daily life tidy. The primary suite is a quiet escape with its own spa-like bath and heated floors, while three additional bedrooms give family and guests room to spread out. Dog lovers will appreciate the dedicated dog-wash room one of many thoughtful touches. Outside, 6 acres give rare room to roam with genuine privacy and an outdoor entertaining area framed by valley views. A turnkey blend of total renovation, real acreage, and true privacy, all just minutes from the Healdsburg Plaza!

3229 W Dry Creek Rd, Healdsburg

$1,750,000

Located within Montage Residences Healdsburg, set within the Forbes Five-Star Montage Healdsburg resort in the heart of Sonoma wine country, Estate Homesite 12 offers sweeping views, generous building space, and an exceptional private setting. The homesite was originally designated for Estate Home A, an elegant contemporary design defined by clean architectural lines and expansive walls of glass that fill the residence with natural light and connect the interiors to the surrounding landscape. Alternatively, homeowners may pursue a custom residence with an architect of their choosing, subject to the community's architectural vision and design standards. North-facing views extend toward the distant ridgelines of the Mayacamas, framed by the lush canopy of mature native oaks. Estate Homesite 12 is also contiguous to Homesite 11 (MLS #326046087), creating a rare opportunity to acquire both properties. Together, the combined approximately one-third acre provides an exceptional canvas for a significant custom estate within one of Northern California's most prestigious luxury resort communities.

326046070 MLS

Located within Montage Residences Healdsburg, set within the Forbes Five-Star Montage Healdsburg resort in the heart of Sonoma wine country, Estate Homesite 12 offers sweeping views, generous building space, and an exceptional private setting. The homesite was originally designated for Estate Home A, an elegant contemporary design defined by clean architectural lines and expansive walls of glass that fill the residence with natural light and connect the interiors to the surrounding landscape. Alternatively, homeowners may pursue a custom residence with an architect of their choosing, subject to the community's architectural vision and design standards. North-facing views extend toward the distant ridgelines of the Mayacamas, framed by the lush canopy of mature native oaks. Estate Homesite 12 is also contiguous to Homesite 11 (MLS #326046087), creating a rare opportunity to acquire both properties. Together, the combined approximately one-third acre provides an exceptional canvas for a significant custom estate within one of Northern California's most prestigious luxury resort communities.

130 Big Leaf Ct, Healdsburg

$1,750,000

Located within The Montage Residences Healdsburg, Estate Homesite 11 boasts lush surrounding foliage that includes elderberry and oak trees, as well as stunning north-facing vistas. North-facing views sweep across acres of hillside vineyards, forested valleys and glimpse the majestic Mayacamas in the distance. This lot is contiguous to Homesite 12 (MLS #326046070), and when acquired together, the combined one-third acre presents an exceptional canvas for a proper estate home build.

326046087 MLS

Located within The Montage Residences Healdsburg, Estate Homesite 11 boasts lush surrounding foliage that includes elderberry and oak trees, as well as stunning north-facing vistas. North-facing views sweep across acres of hillside vineyards, forested valleys and glimpse the majestic Mayacamas in the distance. This lot is contiguous to Homesite 12 (MLS #326046070), and when acquired together, the combined one-third acre presents an exceptional canvas for a proper estate home build.

140 Big Leaf Ct, Healdsburg

$800,000

Beyond the vineyards and tucked into the rolling hills above Healdsburg lies a rare opportunity to create something truly extraordinary. Set on approximately 61.36 acres across four assessor parcel numbers ( possibly splittable buyer to verify) 2365 Sweetwater Springs Road offers the privacy, beauty, and infrastructure that discerning buyers seek when envisioning a legacy estate in Sonoma County wine country. Just 14 minutes from the historic Healdsburg Plaza, this remarkable property feels worlds away. Follow the paved road through the ranch and discover breathtaking mountain vistas, open meadows, and sun-drenched ridgelines that provide a stunning backdrop for a future custom residence. Whether your vision includes a modern wine country retreat, an equestrian ranch, a family compound, or a private luxury estate, the possibilities here are as expansive as the views. As the seasons change, black-tailed deer wander the hillsides and wild turkeys roam the meadows, creating a daily connection to the natural beauty of Sonoma County. From quiet mornings watching wildlife move across the landscape to evenings beneath starlit skies, this is the kind of peaceful ranch setting that reminds you why people dream of owning acreage in wine country. The property benefits from valuable existing infrastructure including underground power, a vested 3-bedroom septic system, three shares in a private mutual water association, and your own sweet water spring located on the ranch itself. Water resources and development groundwork are already in place, creating a strong foundation for future improvements. A 3,600 square foot structure currently permitted as an agricultural barn occupies a prominent site on the property. Buyers may explore the possibility of conversion through Sonoma County (buyer to verify and satisfy themselves regarding all future uses), or choose to build a new residence positioned to capture the property's most spectacular views. Adding to the appeal is an existing radio/cell tower located near the rear of the property, generating approximately $1,100 per month in passive income to the owner. Properties of this scale, privacy, and proximity to downtown Healdsburg are increasingly difficult to find. Surrounded by world-renowned wineries, acclaimed restaurants, and the timeless beauty of Sonoma County, this is more than vacant landit is a blank canvas for a dream years in the making. Bring your architect, your vision, and your imagination.

326053400 MLS

Beyond the vineyards and tucked into the rolling hills above Healdsburg lies a rare opportunity to create something truly extraordinary. Set on approximately 61.36 acres across four assessor parcel numbers ( possibly splittable buyer to verify) 2365 Sweetwater Springs Road offers the privacy, beauty, and infrastructure that discerning buyers seek when envisioning a legacy estate in Sonoma County wine country. Just 14 minutes from the historic Healdsburg Plaza, this remarkable property feels worlds away. Follow the paved road through the ranch and discover breathtaking mountain vistas, open meadows, and sun-drenched ridgelines that provide a stunning backdrop for a future custom residence. Whether your vision includes a modern wine country retreat, an equestrian ranch, a family compound, or a private luxury estate, the possibilities here are as expansive as the views. As the seasons change, black-tailed deer wander the hillsides and wild turkeys roam the meadows, creating a daily connection to the natural beauty of Sonoma County. From quiet mornings watching wildlife move across the landscape to evenings beneath starlit skies, this is the kind of peaceful ranch setting that reminds you why people dream of owning acreage in wine country. The property benefits from valuable existing infrastructure including underground power, a vested 3-bedroom septic system, three shares in a private mutual water association, and your own sweet water spring located on the ranch itself. Water resources and development groundwork are already in place, creating a strong foundation for future improvements. A 3,600 square foot structure currently permitted as an agricultural barn occupies a prominent site on the property. Buyers may explore the possibility of conversion through Sonoma County (buyer to verify and satisfy themselves regarding all future uses), or choose to build a new residence positioned to capture the property's most spectacular views. Adding to the appeal is an existing radio/cell tower located near the rear of the property, generating approximately $1,100 per month in passive income to the owner. Properties of this scale, privacy, and proximity to downtown Healdsburg are increasingly difficult to find. Surrounded by world-renowned wineries, acclaimed restaurants, and the timeless beauty of Sonoma County, this is more than vacant landit is a blank canvas for a dream years in the making. Bring your architect, your vision, and your imagination.

2365 Sweetwater Springs Rd, Healdsburg

$7,995,000

Falcon Highlands Ranch is a remarkable 270-acre legacy estate overlooking Lake Sonoma, where extraordinary privacy, protected landscapes, and decades of thoughtful stewardship create an offering rarely found in Northern California. Bordering thousands of acres of protected public lands, the ranch enjoys an exceptional sense of open space and seclusion while remaining within easy reach of Healdsburg's celebrated wineries, restaurants, and amenities. This property includes 3 legal parcels offering flexibility to add to what is already here and create your own compound or retreat. This ranch offers over a mile of Lake Sonoma frontage with direct lake access, gentle oak-studded meadows, redwood forests, panoramic views, a permitted pond, miles of all-weather ranch roads, and extensive infrastructure developed over generations. Improvements include a barn with spacious living quarters, a guest house, yoga studio, equipment barn, horse facilities, productive wells, and a sophisticated off-grid power system utilizing solar energy, battery storage, generators, and wind-powered water systems. This property is completely self-sufficient, off-grid & fully independent of the outside world with all the modern conveniences that you are accustomed to. Falcon Highlands Ranch was intentionally designed for privacy, total independence, and long-term land stewardship. More than 40,000 redwood trees have been planted as part of an ongoing forest management plan created by the owner, reflecting a decades-long commitment to caring for the land while creating a truly self-sufficient mountain estate. Whether envisioned as a private family compound, nature retreat, recreational ranch, or exceptional long-term land investment, Falcon Highlands Ranch offers an opportunity to for you carry the legacy forward with one of Sonoma County's most remarkable private & self-sufficient estates.

6 Beds ⋅ 4 Baths ⋅ 326054898 MLS

Falcon Highlands Ranch is a remarkable 270-acre legacy estate overlooking Lake Sonoma, where extraordinary privacy, protected landscapes, and decades of thoughtful stewardship create an offering rarely found in Northern California. Bordering thousands of acres of protected public lands, the ranch enjoys an exceptional sense of open space and seclusion while remaining within easy reach of Healdsburg's celebrated wineries, restaurants, and amenities. This property includes 3 legal parcels offering flexibility to add to what is already here and create your own compound or retreat. This ranch offers over a mile of Lake Sonoma frontage with direct lake access, gentle oak-studded meadows, redwood forests, panoramic views, a permitted pond, miles of all-weather ranch roads, and extensive infrastructure developed over generations. Improvements include a barn with spacious living quarters, a guest house, yoga studio, equipment barn, horse facilities, productive wells, and a sophisticated off-grid power system utilizing solar energy, battery storage, generators, and wind-powered water systems. This property is completely self-sufficient, off-grid & fully independent of the outside world with all the modern conveniences that you are accustomed to. Falcon Highlands Ranch was intentionally designed for privacy, total independence, and long-term land stewardship. More than 40,000 redwood trees have been planted as part of an ongoing forest management plan created by the owner, reflecting a decades-long commitment to caring for the land while creating a truly self-sufficient mountain estate. Whether envisioned as a private family compound, nature retreat, recreational ranch, or exceptional long-term land investment, Falcon Highlands Ranch offers an opportunity to for you carry the legacy forward with one of Sonoma County's most remarkable private & self-sufficient estates.

13451 Rockpile Rd, Healdsburg

$4,800,000

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

4 Beds ⋅ 4 Baths ⋅ 326054301 MLS

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

5232 Maacama Ridge Rd, Healdsburg

$1,199,000

Welcome to 835 Dry Creek! 7.42+/- beautiful acres, part of the Old Time Healdsburg Farming Generation Ground. This portion of the historic Mariani Ranch is situated off a secluded county lane (Provence Lane), you will find yourself literally minutes from the famed Downtown Healdsburg. This property includes a preliminary design for an 8 BEDROOM PERC (feasibly can build up to an 8 bedroom home), 133 gallon per minute ag/domestic combination well, PG&E power is currently being brought to the property, VESCO replant permit, and 7.42+/- acres of flat, usable/arable land- perfect to build your primary residence and ADU or farm. Surrounded by vineyards and seclusion- this bucolic property has endless opportunities. Check out the video- https://youtu.be/DGIYZtARWy8

326054656 MLS

Welcome to 835 Dry Creek! 7.42+/- beautiful acres, part of the Old Time Healdsburg Farming Generation Ground. This portion of the historic Mariani Ranch is situated off a secluded county lane (Provence Lane), you will find yourself literally minutes from the famed Downtown Healdsburg. This property includes a preliminary design for an 8 BEDROOM PERC (feasibly can build up to an 8 bedroom home), 133 gallon per minute ag/domestic combination well, PG&E power is currently being brought to the property, VESCO replant permit, and 7.42+/- acres of flat, usable/arable land- perfect to build your primary residence and ADU or farm. Surrounded by vineyards and seclusion- this bucolic property has endless opportunities. Check out the video- https://youtu.be/DGIYZtARWy8

835 Dry Creek Rd, Healdsburg

$695,000

Best site to build your new home in Healdsburg. 9,201 sf. Flat and ready to build on compacted pad. All underground utilities. 1.0 mile to Healdsburg Plaza by car and near trail head of Foss Creek Pathway with one mile of offroad bicycle and walking path to get to the Plaza and another mile to the Russian River - an 8' wide paved pathway.

326054639 MLS

Best site to build your new home in Healdsburg. 9,201 sf. Flat and ready to build on compacted pad. All underground utilities. 1.0 mile to Healdsburg Plaza by car and near trail head of Foss Creek Pathway with one mile of offroad bicycle and walking path to get to the Plaza and another mile to the Russian River - an 8' wide paved pathway.

1081 Trentadue Way, Healdsburg

$850,000

Great site to build your new home in Healdsburg. 12,901 sf. Flat and ready to build . All underground utilities. 1.0 mile to Healdsburg Plaza by car and near trailhead of Foss Creek Pathway with one mile of offroad bicycle and walking path to get to the Plaza and another mile to the Russian River - an 8' wide paved pathway.

326054633 MLS

Great site to build your new home in Healdsburg. 12,901 sf. Flat and ready to build . All underground utilities. 1.0 mile to Healdsburg Plaza by car and near trailhead of Foss Creek Pathway with one mile of offroad bicycle and walking path to get to the Plaza and another mile to the Russian River - an 8' wide paved pathway.

1021 Grove St, Healdsburg

$759,000

A completely reimagined single-story home in Healdsburg's most sought-after 55+ community, and one of the best options in the market for Wine Country living. Positioned to face open space, every detail has been thoughtfully updated high-end flooring, crown molding, custom fireplace, remodeled kitchen with new appliances, wine bar with built-in refrigerator, and remodeled bathrooms. New windows, shutters, and an eight-foot sliding glass door open to the back patio. Fresh paint inside and out, new irrigation systems, and a true lock-and-leave lifestyle. With a recent price improvement and a per-square-foot cost well below the Healdsburg average, this turnkey home offers exceptional value in a community with a newly resurfaced pool, clubhouse, and direct Russian River access..all just minutes from the Healdsburg Plaza.

2 Beds ⋅ 2 Baths ⋅ 326019417 MLS

A completely reimagined single-story home in Healdsburg's most sought-after 55+ community, and one of the best options in the market for Wine Country living. Positioned to face open space, every detail has been thoughtfully updated high-end flooring, crown molding, custom fireplace, remodeled kitchen with new appliances, wine bar with built-in refrigerator, and remodeled bathrooms. New windows, shutters, and an eight-foot sliding glass door open to the back patio. Fresh paint inside and out, new irrigation systems, and a true lock-and-leave lifestyle. With a recent price improvement and a per-square-foot cost well below the Healdsburg average, this turnkey home offers exceptional value in a community with a newly resurfaced pool, clubhouse, and direct Russian River access..all just minutes from the Healdsburg Plaza.

333 Orangewood Dr, Healdsburg

$8,495,000

Perched above the celebrated Dry Creek Valley, this extraordinary 55-acre estate commands sweeping panoramic views of Mount St. Helena, Fitch Mountain, and Geyser Peak. The elegant 6,300+ sq ft residence offers 4 bedrooms, 4 full bathrooms, 2 powder rooms thoughtfully designed to capture the breathtaking surroundings at every turn. The main residence also features a private first-floor one-bedroom, one-bathroom ADU complete with its own kitchen, dining room, and living room ideal for guests, a property manager, or extended family. A dedicated wine cellar rounds out this self-contained retreat, offering the perfect marriage of comfort and wine country living. Resort-style amenities include a sparkling pool, tennis and bocce court, with 9 acres of certified organic and biodynamically farmed vines and 800 olive trees speak to a true agrarian lifestyle. A 5,000 sq ft winery building with a 5,000-case permit completes this rare wine country offering all powered by solar energy. Freshly updated with a new roof and newly painted interior and exterior, this is Sonoma County wine country living at its finest. Sale includes home, attached ADU, 5K Sq foot Winery Production Building, Winery Equipment Seller's would like to lease back some of the vineyards for their wine brand.

4 Beds ⋅ 6 Baths ⋅ 326026293 MLS

Perched above the celebrated Dry Creek Valley, this extraordinary 55-acre estate commands sweeping panoramic views of Mount St. Helena, Fitch Mountain, and Geyser Peak. The elegant 6,300+ sq ft residence offers 4 bedrooms, 4 full bathrooms, 2 powder rooms thoughtfully designed to capture the breathtaking surroundings at every turn. The main residence also features a private first-floor one-bedroom, one-bathroom ADU complete with its own kitchen, dining room, and living room ideal for guests, a property manager, or extended family. A dedicated wine cellar rounds out this self-contained retreat, offering the perfect marriage of comfort and wine country living. Resort-style amenities include a sparkling pool, tennis and bocce court, with 9 acres of certified organic and biodynamically farmed vines and 800 olive trees speak to a true agrarian lifestyle. A 5,000 sq ft winery building with a 5,000-case permit completes this rare wine country offering all powered by solar energy. Freshly updated with a new roof and newly painted interior and exterior, this is Sonoma County wine country living at its finest. Sale includes home, attached ADU, 5K Sq foot Winery Production Building, Winery Equipment Seller's would like to lease back some of the vineyards for their wine brand.

2355 W Dry Creek Rd, Healdsburg

$1,895,000

Welcome to 208 acres of inspiration. With two APNs 3200 sf shop - Open meadows - Pond - redwoods - headwaters of Mill Creek 20+ ac grapes. Experience the luxury of privacy, open space, and natural beauty, with ample room to grow and create. Just 20 minutes from the charm of downtown Healdsburg and within easy reach of Charles M Schulz-Sonoma County Airport. Escape to the countryside while remaining connected to the cultural and business centers of the Bay Area. Miles of old ranch roads - two approved perk fields (10 BR and 11 BR) Two sets of water storage on each parcel. 3200 sf shop (40'X80') two approved perc fields (10 and 11 BR design) - multiple wells

326051385 MLS

Welcome to 208 acres of inspiration. With two APNs 3200 sf shop - Open meadows - Pond - redwoods - headwaters of Mill Creek 20+ ac grapes. Experience the luxury of privacy, open space, and natural beauty, with ample room to grow and create. Just 20 minutes from the charm of downtown Healdsburg and within easy reach of Charles M Schulz-Sonoma County Airport. Escape to the countryside while remaining connected to the cultural and business centers of the Bay Area. Miles of old ranch roads - two approved perk fields (10 BR and 11 BR) Two sets of water storage on each parcel. 3200 sf shop (40'X80') two approved perc fields (10 and 11 BR design) - multiple wells

8717 Mill Creek Rd, Healdsburg

$7,750,000

Welcome to a unique opportunity at 3150 Mill Creek Road, located just minutes from downtown Healdsburg. This expansive 570 plus-acre property is a rare find, having been cherished by the same family for generations. Imagine owning one of the largest parcels available so close to vibrant Healdsburg! The estate is a natural wonderland, featuring two serene lakes and two ponds, providing endless opportunities for outdoor activities. Felta Creek meanders through the land, enhancing its role in the Mill Creek Watershed. Majestic redwoods and Douglas firs frame the scenery, offering a private retreat within nature's embrace. Explore the acres of lush pasture, perfect for grazing, and take in panoramic views that stretch to Mount St. Helena and Sonoma Valley. The vast expanse of this property ensures ultra privacy, making it an ideal setting to build your own secluded compound, away from the hustle and bustle. Whether you're dreaming of developing a personal estate, preserving a natural habitat, or starting a new venture, this property offers the canvas. Don't miss your chance to own a piece of Healdsburg history and a slice of California paradise.

326048475 MLS

Welcome to a unique opportunity at 3150 Mill Creek Road, located just minutes from downtown Healdsburg. This expansive 570 plus-acre property is a rare find, having been cherished by the same family for generations. Imagine owning one of the largest parcels available so close to vibrant Healdsburg! The estate is a natural wonderland, featuring two serene lakes and two ponds, providing endless opportunities for outdoor activities. Felta Creek meanders through the land, enhancing its role in the Mill Creek Watershed. Majestic redwoods and Douglas firs frame the scenery, offering a private retreat within nature's embrace. Explore the acres of lush pasture, perfect for grazing, and take in panoramic views that stretch to Mount St. Helena and Sonoma Valley. The vast expanse of this property ensures ultra privacy, making it an ideal setting to build your own secluded compound, away from the hustle and bustle. Whether you're dreaming of developing a personal estate, preserving a natural habitat, or starting a new venture, this property offers the canvas. Don't miss your chance to own a piece of Healdsburg history and a slice of California paradise.

3150 Mill Creek Rd, Healdsburg

$1,495,000

Expansive Wine Country Getaway offering serenity & seclusion ~ This ranch spans 213+/- Acres in 2 Parcels ~ A 3rd Parcel of 254+/- Acres is offered at $795,000 ~ The home site offers 360-degree views that stretch to Mount St. Helena and beyond ~ Great Solar Power Exposure Site ~ Surrounded by hills and breathtaking vistas, every moment here feels like a painting coming to life ~ Privacy is paramount on this expansive property, inviting you to craft your perfect sanctuary. A cleared building pad, accompanied by an existing well, water tank and septic system location, this property is prepared for your architectural vision ~ The spacious 2-car garage has an artist's studio ~ There is a garden for growing your fresh produce and vibrant blooms ~ Enjoy the abundance of recreational pursuits, from leisurely walks to invigorating cycling on nearby roads, or immerse yourself in the unparalleled beauty of the night sky ~ Located via a scenic drive from the charming town of Healdsburg, with its world-class restaurants and renowned wineries, this property blends convenience and tranquility ~ Whether strolling through wildflowers, enjoying wine tasting at nearby wineries or simply relishing the peace of nature, this property offers a lifestyle of limitless possibilities ~ A Rare Offering

326048629 MLS

Expansive Wine Country Getaway offering serenity & seclusion ~ This ranch spans 213+/- Acres in 2 Parcels ~ A 3rd Parcel of 254+/- Acres is offered at $795,000 ~ The home site offers 360-degree views that stretch to Mount St. Helena and beyond ~ Great Solar Power Exposure Site ~ Surrounded by hills and breathtaking vistas, every moment here feels like a painting coming to life ~ Privacy is paramount on this expansive property, inviting you to craft your perfect sanctuary. A cleared building pad, accompanied by an existing well, water tank and septic system location, this property is prepared for your architectural vision ~ The spacious 2-car garage has an artist's studio ~ There is a garden for growing your fresh produce and vibrant blooms ~ Enjoy the abundance of recreational pursuits, from leisurely walks to invigorating cycling on nearby roads, or immerse yourself in the unparalleled beauty of the night sky ~ Located via a scenic drive from the charming town of Healdsburg, with its world-class restaurants and renowned wineries, this property blends convenience and tranquility ~ Whether strolling through wildflowers, enjoying wine tasting at nearby wineries or simply relishing the peace of nature, this property offers a lifestyle of limitless possibilities ~ A Rare Offering

7781 Mill Creek Rd, Healdsburg

$795,000

BIG RIDGE Highlands ~ High above the Dry Creek Valley ~ A serene ridge top retreat located near the charming town of Healdsburg ~ 254 Acres ~ Expansive scenic views, ready for your wine country retreat ~ The upper portion of the property has access from Big Ridge Road with gentle usable areas and a well ~ The lower portion has access from Wallace Creek Road ~ The property features several potential building sites and well maintained access roads There is a spring at the beginning of Wallace Creek ~ Part of this property was touched by the Walbridge Fire in 2020 but is recovering nicely ~ 2 Contiguous parcels are also For Sale at 7781 Mill Creek Road (APN 111-090-044 is 73+/- Acres & APN 111-090-067 is 140+/- Acres fir a total of 213+/- Acres ~ A Rare Offering

326048621 MLS

BIG RIDGE Highlands ~ High above the Dry Creek Valley ~ A serene ridge top retreat located near the charming town of Healdsburg ~ 254 Acres ~ Expansive scenic views, ready for your wine country retreat ~ The upper portion of the property has access from Big Ridge Road with gentle usable areas and a well ~ The lower portion has access from Wallace Creek Road ~ The property features several potential building sites and well maintained access roads There is a spring at the beginning of Wallace Creek ~ Part of this property was touched by the Walbridge Fire in 2020 but is recovering nicely ~ 2 Contiguous parcels are also For Sale at 7781 Mill Creek Road (APN 111-090-044 is 73+/- Acres & APN 111-090-067 is 140+/- Acres fir a total of 213+/- Acres ~ A Rare Offering

2100 Big Ridge Rd, Healdsburg

$1,100,000

A rare West Dry Creek retreat spanning three parcels and 146.53 acres, perched atop one of the area's highest points in a stretch some locals call the Healdsburg Highlands, with sweeping views over Healdsburg and the surrounding vineyards. Accessible by multiple routes via either Brack Road or Chemise Road the property features an infinity-edge pool, permitted pool house, outdoor soaking tub, and dedicated garden areas. Infrastructure includes PG&E power, a connected well and holding tank, septic system, natural springs, and a full perimeter dirt road. Offered at $1,100,000 for all three parcels totaling 146.53 acres, this unique listing is priced at a discount for a cooperating Life Estate buyer, accommodating occasional scheduled visits from the departing sellers.

326048530 MLS

A rare West Dry Creek retreat spanning three parcels and 146.53 acres, perched atop one of the area's highest points in a stretch some locals call the Healdsburg Highlands, with sweeping views over Healdsburg and the surrounding vineyards. Accessible by multiple routes via either Brack Road or Chemise Road the property features an infinity-edge pool, permitted pool house, outdoor soaking tub, and dedicated garden areas. Infrastructure includes PG&E power, a connected well and holding tank, septic system, natural springs, and a full perimeter dirt road. Offered at $1,100,000 for all three parcels totaling 146.53 acres, this unique listing is priced at a discount for a cooperating Life Estate buyer, accommodating occasional scheduled visits from the departing sellers.

1401 Big Ridge Rd, Healdsburg

$4,250,000

Set amidst approximately 25 picturesque acres in the heart of Healdsburg wine country, this exceptional gated estate offers an unparalleled blend of luxury, recreation, and agricultural beauty. Designed for those who appreciate the Sonoma County lifestyle, the property combines vineyard living, resort-inspired amenities, and thoughtfully curated outdoor spaces into one remarkable offering. The single-story residence features five bedrooms and 3.5 bathrooms providing comfortable living and effortless indoor-outdoor flow. Numerous windows frame views of the surrounding vineyards, gardens, and rolling countryside, creating a sense of tranquility and connection to the land. Outdoor amenities abound. A stunning pool and spa create a private retreat for relaxation, while the brand-new pickleball/sport court invites friendly competition and active living. Gather with friends for a game of ptanque, stroll through the rose garden, or enjoy the fragrance and beauty of more than 200 newly planted lavender plants that enhance the property's charm. For those with agricultural interests, the estate offers approximately three acres of Zinfandel vines, a productive garden, greenhouse, and an innovative rainwater capture system designed to support sustainable farming and landscape irrigation. The grounds present an ideal setting for cultivating a boutique wine country lifestyle while enjoying the benefits of rural living. Additional improvements include a barn, temperature-controlled wine tasting room, and a detached two-car garage topped by a private one-bedroom ADU, perfect for guests, extended family, a caretaker, or a home office. The gated entrance provides privacy and security while creating a grand arrival experience. Whether hosting memorable gatherings, enjoying peaceful mornings overlooking the vines, or embracing the recreational amenities that make this property truly unique, this estate offers a rare opportunity to experience the very best of Healdsburg living. Surrounded by the natural beauty of Sonoma County and conveniently located near world-class wineries, restaurants, and the vibrant Healdsburg Plaza, this is more than a homeit is a lifestyle destination. A rare offering where luxury, sustainability, agriculture, and recreation come together on one extraordinary wine country estate.

4 Beds ⋅ 6 Baths ⋅ 326046452 MLS

Set amidst approximately 25 picturesque acres in the heart of Healdsburg wine country, this exceptional gated estate offers an unparalleled blend of luxury, recreation, and agricultural beauty. Designed for those who appreciate the Sonoma County lifestyle, the property combines vineyard living, resort-inspired amenities, and thoughtfully curated outdoor spaces into one remarkable offering. The single-story residence features five bedrooms and 3.5 bathrooms providing comfortable living and effortless indoor-outdoor flow. Numerous windows frame views of the surrounding vineyards, gardens, and rolling countryside, creating a sense of tranquility and connection to the land. Outdoor amenities abound. A stunning pool and spa create a private retreat for relaxation, while the brand-new pickleball/sport court invites friendly competition and active living. Gather with friends for a game of ptanque, stroll through the rose garden, or enjoy the fragrance and beauty of more than 200 newly planted lavender plants that enhance the property's charm. For those with agricultural interests, the estate offers approximately three acres of Zinfandel vines, a productive garden, greenhouse, and an innovative rainwater capture system designed to support sustainable farming and landscape irrigation. The grounds present an ideal setting for cultivating a boutique wine country lifestyle while enjoying the benefits of rural living. Additional improvements include a barn, temperature-controlled wine tasting room, and a detached two-car garage topped by a private one-bedroom ADU, perfect for guests, extended family, a caretaker, or a home office. The gated entrance provides privacy and security while creating a grand arrival experience. Whether hosting memorable gatherings, enjoying peaceful mornings overlooking the vines, or embracing the recreational amenities that make this property truly unique, this estate offers a rare opportunity to experience the very best of Healdsburg living. Surrounded by the natural beauty of Sonoma County and conveniently located near world-class wineries, restaurants, and the vibrant Healdsburg Plaza, this is more than a homeit is a lifestyle destination. A rare offering where luxury, sustainability, agriculture, and recreation come together on one extraordinary wine country estate.

22200 Puccioni Rd, Healdsburg

$1,895,000

Rare downtown retail with parking and two upstairs apartments with current CUP (conditional Use permit) for vacation rental. 3,348 square feet total comprises 1627 square feet of retail or office space below, 914 square feet front apartment and an 807 square feet rear apartment above. Enjoy this ideal location, just a short stroll to Healdsburg Plaza, local markets, and award-winning restaurants. 2 to 4 blocks from more than 10 restaurants. Plus, recently installed fire sprinklers system for added safety. Or live above your shop.

326048492 MLS

Rare downtown retail with parking and two upstairs apartments with current CUP (conditional Use permit) for vacation rental. 3,348 square feet total comprises 1627 square feet of retail or office space below, 914 square feet front apartment and an 807 square feet rear apartment above. Enjoy this ideal location, just a short stroll to Healdsburg Plaza, local markets, and award-winning restaurants. 2 to 4 blocks from more than 10 restaurants. Plus, recently installed fire sprinklers system for added safety. Or live above your shop.

440 Center St, Healdsburg

$580,000

Rare opportunity to own a turnkey, fully permitted office in the heart of Healdsburg wine country. This prime corner positioned 1,200 sq ft double unit at 465 March Ave, Unit B was remodeled with permits into a smart, move-in-ready floor plan: three private office rooms, a welcoming reception and waiting area, an open exam space, and large open-concept room that adapts to whatever your business needs gym, boardroom, studio, or collaborative workspace. Thoughtful upgrades throughout include rich cherry cabinetry, in-room sink and wet-bar stations with stone counters, fresh designer paint, recessed LED lighting, and durable commercial carpet, all brightened by natural light from garden-view windows. A permitted ADA-compliant restroom, an on-site laundry area, and generous storage round out the practical details. Zoned Medical/Professional, the space is currently configured as a physical therapy practice but is not limited to medical use. The flexible, permitted layout caters equally well to a financial planning firm, real estate office, attorney's office, podcast or content studio, counseling or wellness practice, med spa, or boutique fitness/pilates studio. Set in a well-maintained professional complex next door to Healdsburg District Hospital and minutes from the Healdsburg Plaza you'll be near award-winning restaurants, luxury hotels, and a community of young families, Bay Area remote professionals, and active retirees. CAM fees are $574.14/month and include exterior building insurance. Establish your practice or business in one of Northern California's most coveted wine country towns.

326047917 MLS

Rare opportunity to own a turnkey, fully permitted office in the heart of Healdsburg wine country. This prime corner positioned 1,200 sq ft double unit at 465 March Ave, Unit B was remodeled with permits into a smart, move-in-ready floor plan: three private office rooms, a welcoming reception and waiting area, an open exam space, and large open-concept room that adapts to whatever your business needs gym, boardroom, studio, or collaborative workspace. Thoughtful upgrades throughout include rich cherry cabinetry, in-room sink and wet-bar stations with stone counters, fresh designer paint, recessed LED lighting, and durable commercial carpet, all brightened by natural light from garden-view windows. A permitted ADA-compliant restroom, an on-site laundry area, and generous storage round out the practical details. Zoned Medical/Professional, the space is currently configured as a physical therapy practice but is not limited to medical use. The flexible, permitted layout caters equally well to a financial planning firm, real estate office, attorney's office, podcast or content studio, counseling or wellness practice, med spa, or boutique fitness/pilates studio. Set in a well-maintained professional complex next door to Healdsburg District Hospital and minutes from the Healdsburg Plaza you'll be near award-winning restaurants, luxury hotels, and a community of young families, Bay Area remote professionals, and active retirees. CAM fees are $574.14/month and include exterior building insurance. Establish your practice or business in one of Northern California's most coveted wine country towns.

465 March Ave Unit #B, Healdsburg

$324,900

Own your office in one of Healdsburg's most desirable business locations. Just minutes from the bustling downtown plaza, this well-maintained 780 sq. ft. commercial condominium offers a professional setting with exceptional versatility. The thoughtfully designed layout includes three private offices, a welcoming reception area, a dedicated waiting room, and a convenient half bath, making it ideal for a variety of professional uses. Recent improvements include new flooring, a newer HVAC system installed in 2022 and updated carpeting in the front office, creating a polished and comfortable environment for both clients and staff. Located within a well-established 19-unit professional complex, the property benefits from ample on-site parking and easy accessibility. Whether you're launching a new practice, expanding your business, or seeking an investment in Healdsburg's thriving commercial market, this turnkey office space presents an outstanding opportunity in a highly sought-after location.

326047661 MLS

Own your office in one of Healdsburg's most desirable business locations. Just minutes from the bustling downtown plaza, this well-maintained 780 sq. ft. commercial condominium offers a professional setting with exceptional versatility. The thoughtfully designed layout includes three private offices, a welcoming reception area, a dedicated waiting room, and a convenient half bath, making it ideal for a variety of professional uses. Recent improvements include new flooring, a newer HVAC system installed in 2022 and updated carpeting in the front office, creating a polished and comfortable environment for both clients and staff. Located within a well-established 19-unit professional complex, the property benefits from ample on-site parking and easy accessibility. Whether you're launching a new practice, expanding your business, or seeking an investment in Healdsburg's thriving commercial market, this turnkey office space presents an outstanding opportunity in a highly sought-after location.

455 March Ave Unit #C, Healdsburg

$4,500,000

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 ⋅ 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

$700,000

Excellent opportunity to own a clean, well-maintained commercial warehouse in a quiet, low-traffic setting. Built in 2009 and in excellent condition, this approximately 1,500 sq. ft. warehouse offers a spacious 29' x 49' interior, impressive 26' high ceilings, and a 12' x 14' roll-up door for easy access. The property also includes a bathroom, ample parking, and an existing car lift, making it highly functional for a variety of uses. Ideal for storage, office, light industrial, automotive, hobby use, or other flexible business needs, this warehouse provides a rare combination of utility, condition, and privacy. With generous ceiling height, easy access, and a quiet surrounding area, this is a versatile property well-suited for an owner-user or investor seeking a practical and move-in-ready commercial space.

326046072 MLS

Excellent opportunity to own a clean, well-maintained commercial warehouse in a quiet, low-traffic setting. Built in 2009 and in excellent condition, this approximately 1,500 sq. ft. warehouse offers a spacious 29' x 49' interior, impressive 26' high ceilings, and a 12' x 14' roll-up door for easy access. The property also includes a bathroom, ample parking, and an existing car lift, making it highly functional for a variety of uses. Ideal for storage, office, light industrial, automotive, hobby use, or other flexible business needs, this warehouse provides a rare combination of utility, condition, and privacy. With generous ceiling height, easy access, and a quiet surrounding area, this is a versatile property well-suited for an owner-user or investor seeking a practical and move-in-ready commercial space.

1229 Grove St Unit #5, Healdsburg

$325,000

Healdsburg Highlands ~ Serene Getaway above the Dry Creek Valley ~ Redwoods, Firs, Oaks, Madrones, etc ~ Nicely forested with a large buildable area located in the middle of the property ~ Seasonal Crane Creek

326046196 MLS

Healdsburg Highlands ~ Serene Getaway above the Dry Creek Valley ~ Redwoods, Firs, Oaks, Madrones, etc ~ Nicely forested with a large buildable area located in the middle of the property ~ Seasonal Crane Creek

2300 Big Ridge Rd, Healdsburg

$715,000

Nestled at the end of a quiet cul-de-sac and just a few minutes' walk from the Healdsburg Plaza, this polished 2-bedroom, 1.5-bath condominium punches well above its square footage. Whether you're planting roots in Sonoma County, searching for a seamless second home, or adding a smart asset to your portfolio, 366 Piper delivers on all fronts. Natural light pours through every window, and the interior has been finished with a level of care you don't often see at this price point. The living room centers around a gas fireplace with a custom concrete mantel understated, warm, and genuinely stylish. In-wall TV wiring and a hydraulic wall mount handle the tech side without cluttering the space. The primary suite is calm and well-considered, with a ceiling fan, recessed lighting, and a full bathroom. A full-size vented washer and dryer are tucked neatly within the suite a small detail that makes a big difference day-to-day. Out back, a low-maintenance patio gives you an outdoor perch without the upkeep ideal if you're splitting time between properties and don't want a yard demanding your attention. The big-ticket items have already been handled: new roof, gutters, and hot water heater (all 2020), plus central air conditioning. The HOA replaced roofs and gutters community-wide in 2019 and has exterior improvements on the horizon, fully funded through reserves. Additional storage sits above the parking area. HOA fees cover management, exterior maintenance, and grounds so your weekends stay yours. Healdsburg's best restaurants, tasting rooms, and boutiques are a short walk away. This is the kind of place that just makes life a little easier.

2 Beds ⋅ 2 Baths ⋅ 326043516 MLS

Nestled at the end of a quiet cul-de-sac and just a few minutes' walk from the Healdsburg Plaza, this polished 2-bedroom, 1.5-bath condominium punches well above its square footage. Whether you're planting roots in Sonoma County, searching for a seamless second home, or adding a smart asset to your portfolio, 366 Piper delivers on all fronts. Natural light pours through every window, and the interior has been finished with a level of care you don't often see at this price point. The living room centers around a gas fireplace with a custom concrete mantel understated, warm, and genuinely stylish. In-wall TV wiring and a hydraulic wall mount handle the tech side without cluttering the space. The primary suite is calm and well-considered, with a ceiling fan, recessed lighting, and a full bathroom. A full-size vented washer and dryer are tucked neatly within the suite a small detail that makes a big difference day-to-day. Out back, a low-maintenance patio gives you an outdoor perch without the upkeep ideal if you're splitting time between properties and don't want a yard demanding your attention. The big-ticket items have already been handled: new roof, gutters, and hot water heater (all 2020), plus central air conditioning. The HOA replaced roofs and gutters community-wide in 2019 and has exterior improvements on the horizon, fully funded through reserves. Additional storage sits above the parking area. HOA fees cover management, exterior maintenance, and grounds so your weekends stay yours. Healdsburg's best restaurants, tasting rooms, and boutiques are a short walk away. This is the kind of place that just makes life a little easier.

366 Piper St, Healdsburg

$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

$3,200,000

Positioned at the gateway to Alexander Valley at the prominent corner of Highway 128 and Alexander Valley Road, this highly visible commercial property offers exceptional exposure in one of Sonoma County's most recognized wine country corridors. Formerly home to the Medlock Ames Historic Healdsburg Tasting Room & Alexander Valley Bar, the property benefits from flexible C1 Neighborhood Commercial zoning allowing a broad range of retail, hospitality, food & beverage, wellness, office, and visitor-serving commercial uses (buyer to verify). Originally renovated in 2010, the improvements blend rustic wine country character with modern functionality and include tasting and meeting areas, restrooms, kitchen facilities, and inviting indoor/outdoor hospitality spaces. The beautifully landscaped outdoor areas feature expansive decking, patio seating, and entertainment space designed to capture the relaxed Alexander Valley lifestyle. Rare opportunity for an owner-user, hospitality operator, retailer, or investor seeking a premier commercial location with strong identity, visibility, and adaptive reuse potential in the heart of Wine Country.

326042238 MLS

Positioned at the gateway to Alexander Valley at the prominent corner of Highway 128 and Alexander Valley Road, this highly visible commercial property offers exceptional exposure in one of Sonoma County's most recognized wine country corridors. Formerly home to the Medlock Ames Historic Healdsburg Tasting Room & Alexander Valley Bar, the property benefits from flexible C1 Neighborhood Commercial zoning allowing a broad range of retail, hospitality, food & beverage, wellness, office, and visitor-serving commercial uses (buyer to verify). Originally renovated in 2010, the improvements blend rustic wine country character with modern functionality and include tasting and meeting areas, restrooms, kitchen facilities, and inviting indoor/outdoor hospitality spaces. The beautifully landscaped outdoor areas feature expansive decking, patio seating, and entertainment space designed to capture the relaxed Alexander Valley lifestyle. Rare opportunity for an owner-user, hospitality operator, retailer, or investor seeking a premier commercial location with strong identity, visibility, and adaptive reuse potential in the heart of Wine Country.

3487 Alexander Valley Rd, Healdsburg