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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.

2 Beds ⋅ 3 Baths ⋅ 326077999 MLS ⋅ ACTIVE Status

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

$2,300,000

Rare opportunity in the heart of Downtown Healdsburg! This unique property offers a flexible layout and an exceptional location just moments from the Healdsburg Plaza, including restaurants, shops, and all that downtown Healdsburg has to offer. The main building, was previously a single family home, but was split and is currently configured as a office (previously a dentist office) including a separate 1 bedroom 1 bath apartment. Also including an semi attached duplex which provides a one-bedroom, one-bath unit and a two-bedroom, one-bath unit. Ready for its next chapter, this distinctive property offers an exciting opportunity for a buyer with vision. Bring your imagination and explore the potential of this special downtown offering. A tour is truly the best way to appreciate the property, it's layout, and it's location. Property also listed under Multi Unit Income MLS # 326076960

4 Beds ⋅ 4 Baths ⋅ 326077589 MLS ⋅ ACTIVE Status

Rare opportunity in the heart of Downtown Healdsburg! This unique property offers a flexible layout and an exceptional location just moments from the Healdsburg Plaza, including restaurants, shops, and all that downtown Healdsburg has to offer. The main building, was previously a single family home, but was split and is currently configured as a office (previously a dentist office) including a separate 1 bedroom 1 bath apartment. Also including an semi attached duplex which provides a one-bedroom, one-bath unit and a two-bedroom, one-bath unit. Ready for its next chapter, this distinctive property offers an exciting opportunity for a buyer with vision. Bring your imagination and explore the potential of this special downtown offering. A tour is truly the best way to appreciate the property, it's layout, and it's location. Property also listed under Multi Unit Income MLS # 326076960

224 Matheson St, Healdsburg

$2,300,000

Rare opportunity in the heart of Downtown Healdsburg! This unique property offers a flexible layout and an exceptional location just moments from the Healdsburg Plaza, including restaurants, shops, and all that downtown Healdsburg has to offer. The main building, is currently configured as a office (previously a dentist office) including a separate 1 bedroom 1 bath apartment. It was a previously a single family home that was separated into 2 units. Also including an attached duplex which includes a one-bedroom, one-bath unit and a two-bedroom, one-bath unit. Ready for its next chapter, this distinctive property offers an exciting opportunity for a buyer with vision. Bring your imagination and explore the potential of this special downtown offering. A tour is truly the best way to appreciate the property, it's layout, and it's location. Property also listed under Residential MLS #326076960

326076960 MLS ⋅ ACTIVE Status

Rare opportunity in the heart of Downtown Healdsburg! This unique property offers a flexible layout and an exceptional location just moments from the Healdsburg Plaza, including restaurants, shops, and all that downtown Healdsburg has to offer. The main building, is currently configured as a office (previously a dentist office) including a separate 1 bedroom 1 bath apartment. It was a previously a single family home that was separated into 2 units. Also including an attached duplex which includes a one-bedroom, one-bath unit and a two-bedroom, one-bath unit. Ready for its next chapter, this distinctive property offers an exciting opportunity for a buyer with vision. Bring your imagination and explore the potential of this special downtown offering. A tour is truly the best way to appreciate the property, it's layout, and it's location. Property also listed under Residential MLS #326076960

224 Matheson St, Healdsburg

$1,295,000

Escape to a one-of-a-kind retreat on approximately 11.5 secluded acres in the hills above Healdsburg. With no neighboring homes in sight, this peaceful property offers exceptional privacy and sweeping views across forested hills and distant ridgelines. Designed for indoor-outdoor living, expansive decking, a swimming pool, hot tub and outdoor shower create an inviting setting for entertaining, unwinding and enjoying the surrounding natural beauty. Fruit and citrus trees further enhance the relaxed country atmosphere. The home features two bedrooms and one bathroom with a steam shower, along with a detached office ideal for working from home or pursuing creative projects. A whole-property automatic generator provides additional peace of mind. An architecturally distinctive barn, already plumbed for sewer and water, offers flexible space for storage, equipment, a workshop or recreation, along with intriguing potential for conversion into additional living space, subject to applicable permits and approvals. A rare private sanctuary just outside Healdsburg.

2 Beds ⋅ 1 Baths ⋅ 326069450 MLS ⋅ ACTIVE Status

Escape to a one-of-a-kind retreat on approximately 11.5 secluded acres in the hills above Healdsburg. With no neighboring homes in sight, this peaceful property offers exceptional privacy and sweeping views across forested hills and distant ridgelines. Designed for indoor-outdoor living, expansive decking, a swimming pool, hot tub and outdoor shower create an inviting setting for entertaining, unwinding and enjoying the surrounding natural beauty. Fruit and citrus trees further enhance the relaxed country atmosphere. The home features two bedrooms and one bathroom with a steam shower, along with a detached office ideal for working from home or pursuing creative projects. A whole-property automatic generator provides additional peace of mind. An architecturally distinctive barn, already plumbed for sewer and water, offers flexible space for storage, equipment, a workshop or recreation, along with intriguing potential for conversion into additional living space, subject to applicable permits and approvals. A rare private sanctuary just outside Healdsburg.

4565 Mill Creek Rd, Healdsburg

$250,000

Beautiful sun drenched 1 acre (+) property located south of the town of Healdsburg. This spacious parcel comes with the end of the road privacy, beautiful native oaks, pasture views and room to breathe. Come see what it feels like to be on this special property, near world class wineries and restaurants, and enjoy the space. Explore the possibilities.

326076980 MLS ⋅ ACTIVE UNDER CONTRACT Status

Beautiful sun drenched 1 acre (+) property located south of the town of Healdsburg. This spacious parcel comes with the end of the road privacy, beautiful native oaks, pasture views and room to breathe. Come see what it feels like to be on this special property, near world class wineries and restaurants, and enjoy the space. Explore the possibilities.

659 Red Tail Rd, Healdsburg

$2,295,000

Exceptional 5-acre Wine Country retreat sits on a quiet country lane just five minutes from the Historic Healdsburg Plaza. One of four estate parcels with established CCR's, featuring a private, beautifully updated single-story home surrounded by a 3.5-acre Petite Sirah vineyard, 20+ mature olive trees, and a charming redwood grove. Detailing a 6-bedroom standard septic system, plans for a 2-bedroom ADU, existing Short-Term Rental (STR) permit, 90 GPM shared well, underground utilities including natural gas, and AT&T fiber optic service. Recent improvements include a newer roof, HVAC system, and tankless water heater. An exceptional opportunity to enjoy the best of Wine Country living with outstanding flexibility as a primary residence, weekend retreat, or income-producing investment.

4 Beds ⋅ 3 Baths ⋅ 326060632 MLS ⋅ ACTIVE Status

Exceptional 5-acre Wine Country retreat sits on a quiet country lane just five minutes from the Historic Healdsburg Plaza. One of four estate parcels with established CCR's, featuring a private, beautifully updated single-story home surrounded by a 3.5-acre Petite Sirah vineyard, 20+ mature olive trees, and a charming redwood grove. Detailing a 6-bedroom standard septic system, plans for a 2-bedroom ADU, existing Short-Term Rental (STR) permit, 90 GPM shared well, underground utilities including natural gas, and AT&T fiber optic service. Recent improvements include a newer roof, HVAC system, and tankless water heater. An exceptional opportunity to enjoy the best of Wine Country living with outstanding flexibility as a primary residence, weekend retreat, or income-producing investment.

531 Limerick Ln, Healdsburg

$1,795,000

A mere 8 blocks east of the vibrant Healdsburg Plaza, 421 Greens Drive offers you a tranquil respite, complete with resort style pool and spa in an oversized, sun-splashed back yard. Here you can recharge and restore to face the world again, fortified by world class, farm to table dining and wine, sophisticated shopping and convivial surroundings. 421 Greens has been meticulously maintained, smartly upgraded and is peacefully located on a tranquil street with minimal through traffic--one of the characteristics that have made the coveted Greens neighborhood so special over the years. Built in 1989, this 2,648sf, two story home sits on a generous 10,000 sf lot, featuring fresh drought resistant landscaping, raised garden beds and thriving fruit trees. The main level front entry opens to a vaulted, light filled living room, formal dining area, beautifully upgraded kitchen with quartz counters and newer stainless appliances. The kitchen opens to a comfortable sitting area with a wood burning fireplace, all overlooking the lush backyard and pool. A covered back porch extends the living area to the entire west side of the house. The kitchen and sitting area offer access to the porch and backyard. The upper level features a gracious primary bedroom suite with walk-in closet and upgraded bathroom. Two additional bedrooms and second full bathroom complete this level. The main level contains a fourth bedroom and full bath. Relax and enjoy the gorgeous in-ground pool and spa, surrounded by mature landscaping with fruit trees, raised garden beds and lush foliage. The back yard was recently fully re-fenced and creates a sense of peace and privacy. The thoughtfully landscaped drought resistant front yard complements the well tended pride of ownership which abounds in the Greens neighborhood. An oversized two car garage with ample storage plus driveway provide pleanty of parking for you and your visitors. Greens Drive ends in a cul-de-sac with little car traffic and disruption, completing the feeling of sanctuary. In addition to the Healdsburg Plaza, the Russian River, Memorial Beach and Fitch Mountain are right out your back door as well as the legendary dining and amazing wineries Healdsburg is known for world wide.

4 Beds ⋅ 3 Baths ⋅ 326076165 MLS ⋅ ACTIVE Status

A mere 8 blocks east of the vibrant Healdsburg Plaza, 421 Greens Drive offers you a tranquil respite, complete with resort style pool and spa in an oversized, sun-splashed back yard. Here you can recharge and restore to face the world again, fortified by world class, farm to table dining and wine, sophisticated shopping and convivial surroundings. 421 Greens has been meticulously maintained, smartly upgraded and is peacefully located on a tranquil street with minimal through traffic--one of the characteristics that have made the coveted Greens neighborhood so special over the years. Built in 1989, this 2,648sf, two story home sits on a generous 10,000 sf lot, featuring fresh drought resistant landscaping, raised garden beds and thriving fruit trees. The main level front entry opens to a vaulted, light filled living room, formal dining area, beautifully upgraded kitchen with quartz counters and newer stainless appliances. The kitchen opens to a comfortable sitting area with a wood burning fireplace, all overlooking the lush backyard and pool. A covered back porch extends the living area to the entire west side of the house. The kitchen and sitting area offer access to the porch and backyard. The upper level features a gracious primary bedroom suite with walk-in closet and upgraded bathroom. Two additional bedrooms and second full bathroom complete this level. The main level contains a fourth bedroom and full bath. Relax and enjoy the gorgeous in-ground pool and spa, surrounded by mature landscaping with fruit trees, raised garden beds and lush foliage. The back yard was recently fully re-fenced and creates a sense of peace and privacy. The thoughtfully landscaped drought resistant front yard complements the well tended pride of ownership which abounds in the Greens neighborhood. An oversized two car garage with ample storage plus driveway provide pleanty of parking for you and your visitors. Greens Drive ends in a cul-de-sac with little car traffic and disruption, completing the feeling of sanctuary. In addition to the Healdsburg Plaza, the Russian River, Memorial Beach and Fitch Mountain are right out your back door as well as the legendary dining and amazing wineries Healdsburg is known for world wide.

421 Greens Dr, Healdsburg

$3,399,000

Establish your own wine country headquarters on approximately 15 acres in one of Sonoma County's most compelling settings. Perfectly positioned in the countryside yet just minutes from downtown Healdsburg and Geyserville, the property offers the rare combination of privacy, tranquility, and effortless access to two of Wine Country's most celebrated destinations. The residence is defined by soaring exposed-beam ceilings, abundant natural light, and a warm, refined aesthetic in touch with its surroundings. An expansive deck extends the living space outdoors, with sweeping views across Dry Creek Valley and the surrounding hillsides. The land invites a life well lived. A vanishing-edge pool enjoys full sun, while a majestic oak creates a natural canopy for outdoor dining and relaxation. Fruit trees, raised garden beds, expansive lawn, pizza oven, and approximately 4.5 acres of Zinfandel, Petite Sirah, and Sauvignon Blanc vines further root the estate in its authentic wine country setting. Inside, natural materials and exposed wood create warmth and permanence, while a central hearth anchors the home and its gathering spaces. The qualities that are nearly impossible to recreate - the setting, privacy, orientation, panoramic views, and connection to the surrounding landscape are already here and exceptional. The substantial barn provides a welcoming entertainment space and remarkable flexibility, with room to gather, spread out, and imagine a variety of uses. Combined with the property's rare 4,000-case winery production permit, it expands the possibilities for enjoying the property and creating a truly personalized Wine Country experience. A vacation rental permit provides further versatility. Private and immersive yet remarkably convenient, 1750 Lytton Springs Road offers something increasingly difficult to find: a property where residence, vineyard, recreation, hospitality, and wine country lifestyle come together in one extraordinary setting.

3 Beds ⋅ 3 Baths ⋅ 326072729 MLS ⋅ ACTIVE Status

Establish your own wine country headquarters on approximately 15 acres in one of Sonoma County's most compelling settings. Perfectly positioned in the countryside yet just minutes from downtown Healdsburg and Geyserville, the property offers the rare combination of privacy, tranquility, and effortless access to two of Wine Country's most celebrated destinations. The residence is defined by soaring exposed-beam ceilings, abundant natural light, and a warm, refined aesthetic in touch with its surroundings. An expansive deck extends the living space outdoors, with sweeping views across Dry Creek Valley and the surrounding hillsides. The land invites a life well lived. A vanishing-edge pool enjoys full sun, while a majestic oak creates a natural canopy for outdoor dining and relaxation. Fruit trees, raised garden beds, expansive lawn, pizza oven, and approximately 4.5 acres of Zinfandel, Petite Sirah, and Sauvignon Blanc vines further root the estate in its authentic wine country setting. Inside, natural materials and exposed wood create warmth and permanence, while a central hearth anchors the home and its gathering spaces. The qualities that are nearly impossible to recreate - the setting, privacy, orientation, panoramic views, and connection to the surrounding landscape are already here and exceptional. The substantial barn provides a welcoming entertainment space and remarkable flexibility, with room to gather, spread out, and imagine a variety of uses. Combined with the property's rare 4,000-case winery production permit, it expands the possibilities for enjoying the property and creating a truly personalized Wine Country experience. A vacation rental permit provides further versatility. Private and immersive yet remarkably convenient, 1750 Lytton Springs Road offers something increasingly difficult to find: a property where residence, vineyard, recreation, hospitality, and wine country lifestyle come together in one extraordinary setting.

1750 Lytton Springs Rd, Healdsburg

$860,000

Light-filled and impeccably finished, this three-bedroom, two-and-a-half-bath residence offers refined living just minutes from the Healdsburg Plaza. The main level opens as a single, gracious expanse, where kitchen, living, and dining spaces flow together beneath rich hardwood floors. A full suite of upgraded appliances, custom cabinetry, and quartz countertops anchor the kitchen, with designer fixtures throughout the bathrooms and a pedestal sink lends the powder room a note of understated elegance. A coveted main-level primary suite offers everyday ease with its en suite bath and walk-in closet. Beyond the interior space, a private patio has been transformed by extensive landscape enhancements into a true outdoor sanctuary with a gas grill, dining table for evenings that unfold without hurry. It is the rare space that makes an ordinary Tuesday feel like an occasion. Two additional bedrooms and a full bath await upstairs. An attached one-car garage and a designated parking space just steps from the front door complete the picture. Residents of Sorrento Square enjoy a bocce court, barbecue area, and a tranquil fountain with bench seating. Beyond the gates, Healdsburg's celebrated wineries, restaurants, and shops are all within easy reach, with public transportation close at hand.

3 Beds ⋅ 3 Baths ⋅ 326074223 MLS ⋅ ACTIVE Status

Light-filled and impeccably finished, this three-bedroom, two-and-a-half-bath residence offers refined living just minutes from the Healdsburg Plaza. The main level opens as a single, gracious expanse, where kitchen, living, and dining spaces flow together beneath rich hardwood floors. A full suite of upgraded appliances, custom cabinetry, and quartz countertops anchor the kitchen, with designer fixtures throughout the bathrooms and a pedestal sink lends the powder room a note of understated elegance. A coveted main-level primary suite offers everyday ease with its en suite bath and walk-in closet. Beyond the interior space, a private patio has been transformed by extensive landscape enhancements into a true outdoor sanctuary with a gas grill, dining table for evenings that unfold without hurry. It is the rare space that makes an ordinary Tuesday feel like an occasion. Two additional bedrooms and a full bath await upstairs. An attached one-car garage and a designated parking space just steps from the front door complete the picture. Residents of Sorrento Square enjoy a bocce court, barbecue area, and a tranquil fountain with bench seating. Beyond the gates, Healdsburg's celebrated wineries, restaurants, and shops are all within easy reach, with public transportation close at hand.

114 Lavender Cir, Healdsburg

$2,150,000

Your Private Wine Country Estate Awaits! Trade the traffic and the tech grind for the vineyard lifestyle. This exceptional Dry Creek acreage puts you at the epicenter of world-class winemaking, offering the rare opportunity to cultivate your own vines, plant an organic olive grove, or build a architectural masterwork. Spend your weekends cycling down quiet country roads, tasting legendary Zinfandels, entertaining friends and sourcing dinner directly from your own soil. This is your chance to stop buying the wine country dream and start building it. Gorgeous vistas and a dreamy bucolic lifestyle just minutes from Healdsburg Central Square.

41146871 MLS ⋅ Active Status

Your Private Wine Country Estate Awaits! Trade the traffic and the tech grind for the vineyard lifestyle. This exceptional Dry Creek acreage puts you at the epicenter of world-class winemaking, offering the rare opportunity to cultivate your own vines, plant an organic olive grove, or build a architectural masterwork. Spend your weekends cycling down quiet country roads, tasting legendary Zinfandels, entertaining friends and sourcing dinner directly from your own soil. This is your chance to stop buying the wine country dream and start building it. Gorgeous vistas and a dreamy bucolic lifestyle just minutes from Healdsburg Central Square.

838 Dry Creek, Healdsburg

$1,250,000

Build Your Healdsburg Dream Home: Approved Plans in Hand. An exceptional and rare chance to build new in the heart of Healdsburg. This .17-acre lot sits at the highest point on University Street, offering elevated positioning in one of the city's most established residential neighborhoods. A 3-bedroom, 1-bath home (781 sq ft) currently sits on the lot and is tenant-occupied. Offered at $1,250,000, the price reflects the lot value plus buyer-ready deliverables: a full set of drawn plans and approved city permits. You're stepping into a project that's ready to build. Just 0.9 miles from Healdsburg's iconic downtown Plaza, you're moments from renowned restaurants, acclaimed wine tasting rooms, and artisan boutiques that have made this small city a Wine Country destination. Outdoor enthusiasts will love being 1.2 miles from Fitch Mountain Preserve. Close to Healdsburg's medical facilities and top-rated schools within Healdsburg Unified. This property truly offers it all: lifestyle, convenience, and community. New construction opportunities in established Healdsburg neighborhoods are exceedingly rare. A buyer can move directly to choosing their builder and breaking ground, saving months of time and tens of thousands in pre-construction costs. Shovel-ready in Healdsburg doesn't come up often. This is your moment.

3 Beds ⋅ 1 Baths ⋅ 326058165 MLS ⋅ ACTIVE Status

Build Your Healdsburg Dream Home: Approved Plans in Hand. An exceptional and rare chance to build new in the heart of Healdsburg. This .17-acre lot sits at the highest point on University Street, offering elevated positioning in one of the city's most established residential neighborhoods. A 3-bedroom, 1-bath home (781 sq ft) currently sits on the lot and is tenant-occupied. Offered at $1,250,000, the price reflects the lot value plus buyer-ready deliverables: a full set of drawn plans and approved city permits. You're stepping into a project that's ready to build. Just 0.9 miles from Healdsburg's iconic downtown Plaza, you're moments from renowned restaurants, acclaimed wine tasting rooms, and artisan boutiques that have made this small city a Wine Country destination. Outdoor enthusiasts will love being 1.2 miles from Fitch Mountain Preserve. Close to Healdsburg's medical facilities and top-rated schools within Healdsburg Unified. This property truly offers it all: lifestyle, convenience, and community. New construction opportunities in established Healdsburg neighborhoods are exceedingly rare. A buyer can move directly to choosing their builder and breaking ground, saving months of time and tens of thousands in pre-construction costs. Shovel-ready in Healdsburg doesn't come up often. This is your moment.

733 University St, Healdsburg

$2,195,000

Trade the fog for sunshine and discover your own private Wine Country retreat. Perched above Sonoma County's Dry Creek Valley on 1.76 acres, this exceptional property captures breathtaking views, abundant natural light, & the relaxed lifestyle that draws so many to Wine Country. Tucked at the end of a private road with no neighbors in sight, the property offers remarkable privacy while remaining just minutes from renowned wineries, acclaimed dining, & outdoor recreation. This offering features a mid-century modern main residence & a detached cottage surrounded by terraced gardens, a hobby vineyard, mature oak woodlands, & a seasonal creek. Expansive floor-to-ceiling windows frame panoramic valley views & fill the home with natural light. Warm wood finishes and an open-concept design create a seamless connection between indoor and outdoor living. The spacious view deck is perfect for morning coffee, sunset dinners, or an evening glass of wine overlooking Dry Creek Valley & Mt. St. Helena. The primary suite is a peaceful retreat with a spa-inspired bath, walk-in closet, & opens to the deck that invites in the stunning views. A den & guest room share a full bath, while the lower level offers flexible space for an office, studio, fitness room, or media room, plus a wine cellar, laundry area, and attached two-car garage with workshop. The detached cottage sits away from the main house at the entrance of the property, offering a bright, inspiring space with vaulted ceilings, a covered porch, a tiered deck, and sweeping valley views, perfect for creative pursuits, quiet reflection, or simply enjoying the beauty of Wine Country. Outdoor living takes center stage with an alfresco kitchen featuring a BBQ, wood-fired pizza oven, and handcrafted live-edge dining table for entertaining beneath the stars. Meandering paths lead through beautifully landscaped gardens and an orchard with citrus, plum, fig, apple, and olive trees. The hobby vineyard, planted with Zinfandel and Carignan, adds authentic Wine Country character, while a seasonal creek, chicken coop, and storage shed complete the property. Located just 20 minutes from Healdsburg Plaza, 15 minutes to Highway 101, and about 90 minutes from the Golden Gate Bridge, this is your opportunity to leave the fog behind and embrace the sunshine, privacy, and beauty of Sonoma County.

3 Beds ⋅ 2 Baths ⋅ 326070662 MLS ⋅ ACTIVE Status

Trade the fog for sunshine and discover your own private Wine Country retreat. Perched above Sonoma County's Dry Creek Valley on 1.76 acres, this exceptional property captures breathtaking views, abundant natural light, & the relaxed lifestyle that draws so many to Wine Country. Tucked at the end of a private road with no neighbors in sight, the property offers remarkable privacy while remaining just minutes from renowned wineries, acclaimed dining, & outdoor recreation. This offering features a mid-century modern main residence & a detached cottage surrounded by terraced gardens, a hobby vineyard, mature oak woodlands, & a seasonal creek. Expansive floor-to-ceiling windows frame panoramic valley views & fill the home with natural light. Warm wood finishes and an open-concept design create a seamless connection between indoor and outdoor living. The spacious view deck is perfect for morning coffee, sunset dinners, or an evening glass of wine overlooking Dry Creek Valley & Mt. St. Helena. The primary suite is a peaceful retreat with a spa-inspired bath, walk-in closet, & opens to the deck that invites in the stunning views. A den & guest room share a full bath, while the lower level offers flexible space for an office, studio, fitness room, or media room, plus a wine cellar, laundry area, and attached two-car garage with workshop. The detached cottage sits away from the main house at the entrance of the property, offering a bright, inspiring space with vaulted ceilings, a covered porch, a tiered deck, and sweeping valley views, perfect for creative pursuits, quiet reflection, or simply enjoying the beauty of Wine Country. Outdoor living takes center stage with an alfresco kitchen featuring a BBQ, wood-fired pizza oven, and handcrafted live-edge dining table for entertaining beneath the stars. Meandering paths lead through beautifully landscaped gardens and an orchard with citrus, plum, fig, apple, and olive trees. The hobby vineyard, planted with Zinfandel and Carignan, adds authentic Wine Country character, while a seasonal creek, chicken coop, and storage shed complete the property. Located just 20 minutes from Healdsburg Plaza, 15 minutes to Highway 101, and about 90 minutes from the Golden Gate Bridge, this is your opportunity to leave the fog behind and embrace the sunshine, privacy, and beauty of Sonoma County.

6341 W Dry Creek Rd, Healdsburg

$725,000

Welcome to 238 Hummingbird Place, a charming single-story home nestled in the desirable Rio Vista Estates community of Healdsburg. This 3-bedroom, 2-full-bath PUD offers approximately 1,122 square feet of comfortable living space with an inviting layout and the ease of single-level living. As a resident of Rio Vista Estates, enjoy access to community amenities including the clubhouse, swimming pool, and private beach'' accessperfect for relaxing, entertaining, or enjoying warm Sonoma County days. Beyond the community, you'll find all that makes Healdsburg such a special place to call home. Known for its picturesque setting, historic downtown plaza, acclaimed restaurants, boutique shopping, and world-renowned wineries, Healdsburg offers a wonderful blend of small-town charm and sophisticated wine-country living. Spend the afternoon exploring local tasting rooms, enjoy dinner in the heart of downtown, or simply take in the beauty of Sonoma County. Whether you're looking for a comfortable primary residence, a wine-country getaway, or an opportunity to become part of the Healdsburg community, 238 Hummingbird Place offers an appealing combination of comfort, amenities, and location.

3 Beds ⋅ 2 Baths ⋅ 326070350 MLS ⋅ ACTIVE Status

Welcome to 238 Hummingbird Place, a charming single-story home nestled in the desirable Rio Vista Estates community of Healdsburg. This 3-bedroom, 2-full-bath PUD offers approximately 1,122 square feet of comfortable living space with an inviting layout and the ease of single-level living. As a resident of Rio Vista Estates, enjoy access to community amenities including the clubhouse, swimming pool, and private beach'' accessperfect for relaxing, entertaining, or enjoying warm Sonoma County days. Beyond the community, you'll find all that makes Healdsburg such a special place to call home. Known for its picturesque setting, historic downtown plaza, acclaimed restaurants, boutique shopping, and world-renowned wineries, Healdsburg offers a wonderful blend of small-town charm and sophisticated wine-country living. Spend the afternoon exploring local tasting rooms, enjoy dinner in the heart of downtown, or simply take in the beauty of Sonoma County. Whether you're looking for a comfortable primary residence, a wine-country getaway, or an opportunity to become part of the Healdsburg community, 238 Hummingbird Place offers an appealing combination of comfort, amenities, and location.

238 Hummingbird Ct, Healdsburg

$1,470,000

Experience the quintessential Alexander Valley lifestyle at 5100 W Soda Rock Lane. Tucked away in the heart of Sonoma County wine country, this property offers a rare front-row seat to rolling vineyard vistas and the dramatic peaks of the Mayacamas Mountains. A modest floor plan with 2 bedrooms and 1 updated bathroom flows to the inviting backyard. The outdoor living space is designed for pure relaxation and seamless entertaining. Spend your afternoons lounging by the sparkling pool or firing up the pizza oven for an al fresco meal while taking in the surrounding beauty. Whether you're hosting dinner under the stars or simply soaking in the calm just moments from Healdsburg's world-class dining and tasting rooms, this address delivers the perfect blend of relaxed elegance and natural beauty. There's an effortless sense of ease that comes with calling W Soda Rock Lane your home. We have included some digitally altered photos to give a buyer ideas on the potential of this home.

2 Beds ⋅ 1 Baths ⋅ 326064866 MLS ⋅ ACTIVE UNDER CONTRACT Status

Experience the quintessential Alexander Valley lifestyle at 5100 W Soda Rock Lane. Tucked away in the heart of Sonoma County wine country, this property offers a rare front-row seat to rolling vineyard vistas and the dramatic peaks of the Mayacamas Mountains. A modest floor plan with 2 bedrooms and 1 updated bathroom flows to the inviting backyard. The outdoor living space is designed for pure relaxation and seamless entertaining. Spend your afternoons lounging by the sparkling pool or firing up the pizza oven for an al fresco meal while taking in the surrounding beauty. Whether you're hosting dinner under the stars or simply soaking in the calm just moments from Healdsburg's world-class dining and tasting rooms, this address delivers the perfect blend of relaxed elegance and natural beauty. There's an effortless sense of ease that comes with calling W Soda Rock Lane your home. We have included some digitally altered photos to give a buyer ideas on the potential of this home.

5100 W Soda Rock Ln, Healdsburg

$1,275,000

Set within a valley of rolling hills, at the end of a private lane less than a mile from Chalk Hill Road. PG&E onsite, a well, and pond, plus approved and permitted septic plans. This extraordinary 14.68-acre Healdsburg property is fully fenced and gated. The property offers remarkable versatility, with multiple flat building sites, most which are south facing and ideal for multi-generational living, a family compound, or a thoughtfully designed estate. The dam, which creates the pond is officially permitted and holds up to 3.5 acre-feet of water and stands 25 feet high. The property offers abundant spaces for gardens, orchard, a hobby vineyard, and livestock. Just beyond the hills lies the vibrant heart of Healdsburg, offering world-class dining, boutique shopping, wellness experiences, and internationally acclaimed wineries. This is more than land, it's an opportunity to create a legacy property, a private sanctuary, and a timeless estate. A rare Wine Country offering in California's Sonoma County Franz Valley within the Chalk Hill AVA, a region situated adjacent to the Mayacama Mountains.

326066726 MLS ⋅ ACTIVE Status

Set within a valley of rolling hills, at the end of a private lane less than a mile from Chalk Hill Road. PG&E onsite, a well, and pond, plus approved and permitted septic plans. This extraordinary 14.68-acre Healdsburg property is fully fenced and gated. The property offers remarkable versatility, with multiple flat building sites, most which are south facing and ideal for multi-generational living, a family compound, or a thoughtfully designed estate. The dam, which creates the pond is officially permitted and holds up to 3.5 acre-feet of water and stands 25 feet high. The property offers abundant spaces for gardens, orchard, a hobby vineyard, and livestock. Just beyond the hills lies the vibrant heart of Healdsburg, offering world-class dining, boutique shopping, wellness experiences, and internationally acclaimed wineries. This is more than land, it's an opportunity to create a legacy property, a private sanctuary, and a timeless estate. A rare Wine Country offering in California's Sonoma County Franz Valley within the Chalk Hill AVA, a region situated adjacent to the Mayacama Mountains.

1477 Leslie Rd, Healdsburg

$1,195,000

Tucked along the banks of a year-round creek, this fully remodeled 2,178 sq ft retreat blends thoughtful design with the kind of privacy that's increasingly rare in wine country. Set on a .55-acre lot, the property has been re-envisioned from the studs up, balancing warm, contemporary finishes with an easy connection to the land around it. The main house offers 2 bedrooms and 2 bathrooms in a serene setting with a usable yard, abundant deck space, and oak trees surrounding the property. Extensively renovated to feel timeless and elegant in wine country. Features include extensive use of fire resistant metal siding on the exterior, newer cabinetry, slab countertops, new appliances, hardwood floors, fully remodeled bathrooms and a fully functional interior elevator. Attached yet fully separate, the guest quarters add a private 1-bedroom, 1-bathroom living space ideal for visiting family, a home office, or rental income potential. Step outside and the creek frontage becomes the true centerpiece of the property, offering a rare sense of seclusion and a direct connection to nature just minutes from town. Whether you're looking for a full-time residence, weekend escape, or multigenerational setup, 14183 Chalk Hill Rd delivers a rare combination of privacy, water frontage, and move-in-ready polish.

3 Beds ⋅ 3 Baths ⋅ 326065513 MLS ⋅ ACTIVE Status

Tucked along the banks of a year-round creek, this fully remodeled 2,178 sq ft retreat blends thoughtful design with the kind of privacy that's increasingly rare in wine country. Set on a .55-acre lot, the property has been re-envisioned from the studs up, balancing warm, contemporary finishes with an easy connection to the land around it. The main house offers 2 bedrooms and 2 bathrooms in a serene setting with a usable yard, abundant deck space, and oak trees surrounding the property. Extensively renovated to feel timeless and elegant in wine country. Features include extensive use of fire resistant metal siding on the exterior, newer cabinetry, slab countertops, new appliances, hardwood floors, fully remodeled bathrooms and a fully functional interior elevator. Attached yet fully separate, the guest quarters add a private 1-bedroom, 1-bathroom living space ideal for visiting family, a home office, or rental income potential. Step outside and the creek frontage becomes the true centerpiece of the property, offering a rare sense of seclusion and a direct connection to nature just minutes from town. Whether you're looking for a full-time residence, weekend escape, or multigenerational setup, 14183 Chalk Hill Rd delivers a rare combination of privacy, water frontage, and move-in-ready polish.

14183 Chalk Hill Rd, Healdsburg

$2,900,000

Nestled in the heart of Healdsburg's highly sought-after West Dry Creek Valley, this exceptional Wine Country retreat offers the perfect blend of privacy, natural beauty, and relaxed luxury. Set on approximately 3.04 acres and surrounded by renowned vineyards and wineries, the property captures the essence of Wine Country living. The single-level residence features 3 bedrooms and 2 bathrooms with the potential for future expansion, offering the possibility of adding up to two additional bedrooms (buyer to verify). Designed for effortless indoor-outdoor living, the beautifully landscaped grounds provide an idyllic setting for entertaining family and friends. Enjoy warm summer days by the sparkling in-ground pool and spa, host memorable barbecues on the expansive outdoor living areas, or simply relax while taking in the picturesque vineyard views that border two sides of the property. Whether you're seeking a full-time residence, weekend escape, or Wine Country getaway, this rare West Dry Creek offering combines an unbeatable location with exceptional potential in one of Sonoma County's most coveted destinations.

3 Beds ⋅ 2 Baths ⋅ 326065911 MLS ⋅ ACTIVE Status

Nestled in the heart of Healdsburg's highly sought-after West Dry Creek Valley, this exceptional Wine Country retreat offers the perfect blend of privacy, natural beauty, and relaxed luxury. Set on approximately 3.04 acres and surrounded by renowned vineyards and wineries, the property captures the essence of Wine Country living. The single-level residence features 3 bedrooms and 2 bathrooms with the potential for future expansion, offering the possibility of adding up to two additional bedrooms (buyer to verify). Designed for effortless indoor-outdoor living, the beautifully landscaped grounds provide an idyllic setting for entertaining family and friends. Enjoy warm summer days by the sparkling in-ground pool and spa, host memorable barbecues on the expansive outdoor living areas, or simply relax while taking in the picturesque vineyard views that border two sides of the property. Whether you're seeking a full-time residence, weekend escape, or Wine Country getaway, this rare West Dry Creek offering combines an unbeatable location with exceptional potential in one of Sonoma County's most coveted destinations.

5968 W Dry Creek Rd, Healdsburg

$13,800,000

Matrix Winery is a landmark 44-acre winery estate situated along Healdsburg's iconic Westside Road corridor in the heart of the Russian River Valley. Anchored by a valuable 50,000-case winery permit, the property features an established tasting room open for tours and tastings with wine warehouse-office and extensive paved parking area. Beautiful landscaped grounds, winery production facility, and approximately 20 acres of premier estate hillside vineyards planted primarily to Pinot Noir, Chardonnay, Zinfandel, and Petite Sirah. The turnkey grounds boast two scenic reservoirs, an extensive paved internal road network, and panoramic valley views. Located just minutes from downtown Healdsburg and the Plaza, the parcel presents rare development upside with potential subdivision into two ~20-acre parcels, each offering multiple prime building sites for a legacy compound or custom estate residence. Two certificate of compliance have been submitted to county planning for a 22.40 & 21.63 acre parcels. See certificate map in photo's and attachments.

2 Beds ⋅ 2 Baths ⋅ 326066203 MLS ⋅ ACTIVE Status

Matrix Winery is a landmark 44-acre winery estate situated along Healdsburg's iconic Westside Road corridor in the heart of the Russian River Valley. Anchored by a valuable 50,000-case winery permit, the property features an established tasting room open for tours and tastings with wine warehouse-office and extensive paved parking area. Beautiful landscaped grounds, winery production facility, and approximately 20 acres of premier estate hillside vineyards planted primarily to Pinot Noir, Chardonnay, Zinfandel, and Petite Sirah. The turnkey grounds boast two scenic reservoirs, an extensive paved internal road network, and panoramic valley views. Located just minutes from downtown Healdsburg and the Plaza, the parcel presents rare development upside with potential subdivision into two ~20-acre parcels, each offering multiple prime building sites for a legacy compound or custom estate residence. Two certificate of compliance have been submitted to county planning for a 22.40 & 21.63 acre parcels. See certificate map in photo's and attachments.

3291 Westside Rd, Healdsburg

$2,250,000

Sweeping Dry Creek Valley views, 6.5 acres, and a coveted West Dry Creek Road address set the stage for this special Healdsburg Wine Country property, just minutes from Healdsburg Plaza. Surrounded by vineyards and mature redwoods, the setting offers privacy and a remarkable connection to one of Sonoma County's most celebrated destinations for cycling, wine tasting, dining, and outdoor recreation. The single-level main residence features three bedrooms plus a flex room and three full bathrooms, with an open kitchen, spacious great room, expansive windows that take full advantage of the surrounding views, and an easy connection to the outdoor spaces. Fresh exterior paint, updated interior light fixtures, and refreshed landscaping give the property a renewed feel while leaving it ready for your personal touches and vision. An unfinished two-story ADU offers additional space and future possibilities, while an agricultural barn provides added flexibility for vineyard operations, equipment, storage, a workshop, or other agricultural uses. Two separate access points provide convenient entry to the residential and vineyard areas. Approximately two acres are planted with Zinfandel vines, further connecting the property to the landscape and character of Dry Creek Valley. With world-renowned wineries and scenic cycling routes nearby, along with the restaurants, boutiques, tasting rooms, and energy of Healdsburg Plaza just minutes away, this is a rare opportunity to own a substantial Wine Country property in one of Healdsburg's most sought-after locations.

3 Beds ⋅ 3 Baths ⋅ 326066250 MLS ⋅ ACTIVE Status

Sweeping Dry Creek Valley views, 6.5 acres, and a coveted West Dry Creek Road address set the stage for this special Healdsburg Wine Country property, just minutes from Healdsburg Plaza. Surrounded by vineyards and mature redwoods, the setting offers privacy and a remarkable connection to one of Sonoma County's most celebrated destinations for cycling, wine tasting, dining, and outdoor recreation. The single-level main residence features three bedrooms plus a flex room and three full bathrooms, with an open kitchen, spacious great room, expansive windows that take full advantage of the surrounding views, and an easy connection to the outdoor spaces. Fresh exterior paint, updated interior light fixtures, and refreshed landscaping give the property a renewed feel while leaving it ready for your personal touches and vision. An unfinished two-story ADU offers additional space and future possibilities, while an agricultural barn provides added flexibility for vineyard operations, equipment, storage, a workshop, or other agricultural uses. Two separate access points provide convenient entry to the residential and vineyard areas. Approximately two acres are planted with Zinfandel vines, further connecting the property to the landscape and character of Dry Creek Valley. With world-renowned wineries and scenic cycling routes nearby, along with the restaurants, boutiques, tasting rooms, and energy of Healdsburg Plaza just minutes away, this is a rare opportunity to own a substantial Wine Country property in one of Healdsburg's most sought-after locations.

3025 W Dry Creek Rd, Healdsburg

$850,000

Excellent neighborhood (with no pesky HOA dues to pay or association to have looking over your shoulder:), easy walk to downtown. Access to bicycle trail that routes down Johnson St. to Healdsburg Plaza and businesses in the area. Quiet cul-de-sac location. Owner is a quality contractor who has built many custom homes in the Healdsburg area. Short walk to the City Pool which adjoins the high school.

3 Beds ⋅ 2 Baths ⋅ 326066241 MLS ⋅ ACTIVE Status

Excellent neighborhood (with no pesky HOA dues to pay or association to have looking over your shoulder:), easy walk to downtown. Access to bicycle trail that routes down Johnson St. to Healdsburg Plaza and businesses in the area. Quiet cul-de-sac location. Owner is a quality contractor who has built many custom homes in the Healdsburg area. Short walk to the City Pool which adjoins the high school.

243 Theresa Ct, Healdsburg

$845,000

Beautifully rebuilt and move-in ready, this stunning 2-bedroom, 2-bath cottage home offers the perfect blend of luxury finishes, thoughtful craftsmanship, and an unbeatable Healdsburg location. Situated directly across the street from Russian River access, enjoy the best of outdoor living while being minutes from downtown Healdsburg's world-class restaurants, renowned wineries, and boutique shopping. This fully permitted renovation features elegant marble countertops, designer Ann Sacks tiles, premium Waterworks faucets, and sophisticated Visual Comfort lighting. The cottage is equipped with high-end Fisher & Paykel appliances (refrigerator, microwave/convection oven, and dishwasher), a Viking gas range and a stacked interior washer and dryer. The yard boasts river views and a newly completed river rock retaining wall, poured driveway and walkways, with an outdoor patio. Additional highlights include engineered hardwood floors, Pella aluminum-clad windows, WUl-compliant exterior Hardie shingles and TruExterior trim, spray foam insulated walls and ceiling throughout the house and garage and off-street parking for up to four cars plus an attached single-car garage. An exceptional opportunity to own a beautifully finished home in one of wine country's most desirable locations.

2 Beds ⋅ 2 Baths ⋅ 326065600 MLS ⋅ ACTIVE Status

Beautifully rebuilt and move-in ready, this stunning 2-bedroom, 2-bath cottage home offers the perfect blend of luxury finishes, thoughtful craftsmanship, and an unbeatable Healdsburg location. Situated directly across the street from Russian River access, enjoy the best of outdoor living while being minutes from downtown Healdsburg's world-class restaurants, renowned wineries, and boutique shopping. This fully permitted renovation features elegant marble countertops, designer Ann Sacks tiles, premium Waterworks faucets, and sophisticated Visual Comfort lighting. The cottage is equipped with high-end Fisher & Paykel appliances (refrigerator, microwave/convection oven, and dishwasher), a Viking gas range and a stacked interior washer and dryer. The yard boasts river views and a newly completed river rock retaining wall, poured driveway and walkways, with an outdoor patio. Additional highlights include engineered hardwood floors, Pella aluminum-clad windows, WUl-compliant exterior Hardie shingles and TruExterior trim, spray foam insulated walls and ceiling throughout the house and garage and off-street parking for up to four cars plus an attached single-car garage. An exceptional opportunity to own a beautifully finished home in one of wine country's most desirable locations.

1914 Redwood Dr, Healdsburg

$2,575,000

Outdoor living is the whole point at this Alexander Valley retreat, thirteen minutes from the Healdsburg Plaza. Behind a private gate, three flat acres open to a saltwater pool and spa, a built-in outdoor kitchen and barbecue, a fire pit, and a covered patio wired with heaters for year-round evenings looking out over the vineyard. A converted barn - bar, shuffleboard, ping pong - turns any evening into a party, and the acreage is fully fenced and private. Beyond the lawns, roughly two and a half acres of professionally farmed estate vineyard pour your very own bottle of Silver Oak-adjacent wine - turn-key and at no cost to you! Inside, recently remodelled bathrooms and kitchen leaves nothing to do. The reimagined kitchen anchors the main level with quartz counters, a walk-in pantry, and a gas range, while two stone fireplaces warm the sun-filled living and family rooms. The primary suite opens to its own outdoor shower, and walls of glass dissolve the line between inside and the grounds beyond. Coffee and a beer at Jimtown & Then Sum are minutes away, numerous wineries including Medlock Ames and Robert Young are around the corner. Pine Flat, Red Winery, and Geysers Roads deliver some of the county's best cycling, running, and hiking straight from the door. Turn-key and move-in ready, this is the place to trade a busy life elsewhere for slow mornings and long Wine Country evenings - a second home, or a full-time move into the Alexander Valley Elementary district. A true must see to appreciate

3 Beds ⋅ 3 Baths ⋅ 326058448 MLS ⋅ ACTIVE Status

Outdoor living is the whole point at this Alexander Valley retreat, thirteen minutes from the Healdsburg Plaza. Behind a private gate, three flat acres open to a saltwater pool and spa, a built-in outdoor kitchen and barbecue, a fire pit, and a covered patio wired with heaters for year-round evenings looking out over the vineyard. A converted barn - bar, shuffleboard, ping pong - turns any evening into a party, and the acreage is fully fenced and private. Beyond the lawns, roughly two and a half acres of professionally farmed estate vineyard pour your very own bottle of Silver Oak-adjacent wine - turn-key and at no cost to you! Inside, recently remodelled bathrooms and kitchen leaves nothing to do. The reimagined kitchen anchors the main level with quartz counters, a walk-in pantry, and a gas range, while two stone fireplaces warm the sun-filled living and family rooms. The primary suite opens to its own outdoor shower, and walls of glass dissolve the line between inside and the grounds beyond. Coffee and a beer at Jimtown & Then Sum are minutes away, numerous wineries including Medlock Ames and Robert Young are around the corner. Pine Flat, Red Winery, and Geysers Roads deliver some of the county's best cycling, running, and hiking straight from the door. Turn-key and move-in ready, this is the place to trade a busy life elsewhere for slow mornings and long Wine Country evenings - a second home, or a full-time move into the Alexander Valley Elementary district. A true must see to appreciate

7616 Hwy 128, Healdsburg

$829,000

New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. The Hollow occupies 3.3 acres on West Dry Creek Road in Healdsburg, where the H-shaped single-level floor plan and distinctive butterfly roof give the property an architectural identity that stands apart in Dry Creek Valley. The sustainable design integrates natural materials and passive light throughout, with glass doors on both sides of the structure connecting every room to the terraced decks and gardens beyond. The great room has vaulted beamed ceilings, light tile floors and a statement chandelier, with the open plan living and dining areas flowing naturally toward the outdoors. The kitchen has dark hardwood floors, a wall chimney hood, stainless steel appliances and a large island with bar seating. Five bedrooms each have their own private outdoor access and en suite baths, with the primary suite opening directly to the rear terrace. The pool, hot tub, outdoor kitchen and pergola anchor the rear terraced deck, with the surrounding acreage giving the property a quiet, private quality that is rare this close to Healdsburg's town square. Downtown Healdsburg's restaurant row on the plaza, the Saturday Healdsburg Farmers Market and the tasting rooms of Dry Creek Valley are all within easy reach. The Hollow is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be, every time.

5 Beds ⋅ 5 Baths ⋅ 326064237 MLS ⋅ ACTIVE Status

New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. The Hollow occupies 3.3 acres on West Dry Creek Road in Healdsburg, where the H-shaped single-level floor plan and distinctive butterfly roof give the property an architectural identity that stands apart in Dry Creek Valley. The sustainable design integrates natural materials and passive light throughout, with glass doors on both sides of the structure connecting every room to the terraced decks and gardens beyond. The great room has vaulted beamed ceilings, light tile floors and a statement chandelier, with the open plan living and dining areas flowing naturally toward the outdoors. The kitchen has dark hardwood floors, a wall chimney hood, stainless steel appliances and a large island with bar seating. Five bedrooms each have their own private outdoor access and en suite baths, with the primary suite opening directly to the rear terrace. The pool, hot tub, outdoor kitchen and pergola anchor the rear terraced deck, with the surrounding acreage giving the property a quiet, private quality that is rare this close to Healdsburg's town square. Downtown Healdsburg's restaurant row on the plaza, the Saturday Healdsburg Farmers Market and the tasting rooms of Dry Creek Valley are all within easy reach. The Hollow is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be, every time.

2252 W Dry Creek Rd, Healdsburg

$2,799,995

Experience a modern Wine Country retreat designed for effortless weekends, extended stays, and entertaining in Healdsburg. This exceptional custom-built home offers the rare opportunity to own new construction in one of Northern California's most desirable destinations, pairing contemporary design with a relaxed setting just minutes from downtown. Offering 4 bedrooms, 3.5 bathrooms, and 2,843 square feet, the home provides the space and flexibility to gather with friends, host family, work remotely, or simply escape the pace of the city. The dramatic great room features soaring cathedral ceilings, a sleek fireplace, and expansive windows framing peaceful hillside views. French oak flooring, contemporary lighting, and curated designer details create a warm, sophisticated aesthetic throughout. At the heart of the home, the kitchen features a 48-inch double-oven gas range, two additional wall ovens, a butler's pantry, custom cabinetry, and a waterfall island with bar seating. The adjoining dining and living areas open to a spacious view balcony, creating a seamless connection to the outdoors. A climate-controlled wine alcove offers an elegant display for your collection, with additional lower-level space providing room for expanded wine storage. The flexible floor plan includes a spacious en suite bedroom on the main level, ideal for guests, multigenerational living, or a private office. Upstairs, the primary suite is a peaceful retreat with a large private balcony, soaking tub, oversized shower, and walk-in closet. Two additional bedrooms provide comfortable accommodations for family and guests. Outside, the natural landscape offers a serene backdrop and the opportunity to make the property your own, whether that means a pool, expanded patios, or terraced gardens. Additional highlights include owned solar, several fruit trees, and a three-car garage. With new construction, modern systems, generous entertaining spaces, and the flexibility to lock up and leave when life calls you back to the city, the home is particularly well suited to a Wine Country lifestyle without the upkeep and renovation demands of an older property. Downtown Healdsburg's celebrated restaurants, tasting rooms, boutiques, and vibrant energy are just minutes away, making it easy to arrive for the weekend and immediately settle into everything that makes Northern Sonoma County such a compelling place to be.

4 Beds ⋅ 4 Baths ⋅ 326063620 MLS ⋅ ACTIVE Status

Experience a modern Wine Country retreat designed for effortless weekends, extended stays, and entertaining in Healdsburg. This exceptional custom-built home offers the rare opportunity to own new construction in one of Northern California's most desirable destinations, pairing contemporary design with a relaxed setting just minutes from downtown. Offering 4 bedrooms, 3.5 bathrooms, and 2,843 square feet, the home provides the space and flexibility to gather with friends, host family, work remotely, or simply escape the pace of the city. The dramatic great room features soaring cathedral ceilings, a sleek fireplace, and expansive windows framing peaceful hillside views. French oak flooring, contemporary lighting, and curated designer details create a warm, sophisticated aesthetic throughout. At the heart of the home, the kitchen features a 48-inch double-oven gas range, two additional wall ovens, a butler's pantry, custom cabinetry, and a waterfall island with bar seating. The adjoining dining and living areas open to a spacious view balcony, creating a seamless connection to the outdoors. A climate-controlled wine alcove offers an elegant display for your collection, with additional lower-level space providing room for expanded wine storage. The flexible floor plan includes a spacious en suite bedroom on the main level, ideal for guests, multigenerational living, or a private office. Upstairs, the primary suite is a peaceful retreat with a large private balcony, soaking tub, oversized shower, and walk-in closet. Two additional bedrooms provide comfortable accommodations for family and guests. Outside, the natural landscape offers a serene backdrop and the opportunity to make the property your own, whether that means a pool, expanded patios, or terraced gardens. Additional highlights include owned solar, several fruit trees, and a three-car garage. With new construction, modern systems, generous entertaining spaces, and the flexibility to lock up and leave when life calls you back to the city, the home is particularly well suited to a Wine Country lifestyle without the upkeep and renovation demands of an older property. Downtown Healdsburg's celebrated restaurants, tasting rooms, boutiques, and vibrant energy are just minutes away, making it easy to arrive for the weekend and immediately settle into everything that makes Northern Sonoma County such a compelling place to be.

1580 Clear Ridge Dr, Healdsburg

$870,000

Discover effortless Wine Country living in the highly sought after Fitch Mountain Villas. This beautifully maintained 3 bedroom, 2.5 bath townhome offers approximately 1,724 square feet of thoughtfully updated living space just minutes from the Healdsburg Plaza, renowned wineries, exceptional dining, and boutique shopping. Thoughtfully refreshed with today's buyer in mind, the home features new exterior paint, a new driveway, newer luxury vinyl plank flooring, fresh interior paint, freshly painted kitchen and wet bar cabinetry, new quartz countertops in both the kitchen and wet bar, a new stainless steel sink, stainless steel appliances, updated interior light fixtures, new exterior light fixtures, and accent landscape lighting. Together, these improvements create a move in ready home with timeless appeal. Designed for both everyday living and entertaining, the spacious floor plan offers generous living and dining areas complemented by a convenient wet bar. Upstairs, the vaulted primary suite provides a bright and inviting retreat with a walk in closet and abundant natural light. Step outside to your own private, fully fenced backyard retreat featuring a large wood deck with built in bench seating, mature trees, and exceptional privacy, an ideal setting for morning coffee, outdoor dining, entertaining, or relaxing with a glass of local wine. In years past, the deck has also provided a memorable vantage point for Healdsburg's Fourth of July fireworks. Residents of Fitch Mountain Villas enjoy the ease of low maintenance living, with front yard landscaping maintained by the HOA, along with resort style amenities including a swimming pool, spa, tennis and pickleball courts, bocce ball, scenic walking trails, and beautifully maintained grounds, all with one of Healdsburg's most affordable HOA dues. Whether you're searching for a full time residence, a weekend Wine Country getaway, or an investment opportunity, this is a rare opportunity to own a thoughtfully updated home in one of Healdsburg's most desirable communities, offering the perfect blend of move in ready comfort, low maintenance living, and Wine Country charm.

3 Beds ⋅ 3 Baths ⋅ 326062731 MLS ⋅ ACTIVE Status

Discover effortless Wine Country living in the highly sought after Fitch Mountain Villas. This beautifully maintained 3 bedroom, 2.5 bath townhome offers approximately 1,724 square feet of thoughtfully updated living space just minutes from the Healdsburg Plaza, renowned wineries, exceptional dining, and boutique shopping. Thoughtfully refreshed with today's buyer in mind, the home features new exterior paint, a new driveway, newer luxury vinyl plank flooring, fresh interior paint, freshly painted kitchen and wet bar cabinetry, new quartz countertops in both the kitchen and wet bar, a new stainless steel sink, stainless steel appliances, updated interior light fixtures, new exterior light fixtures, and accent landscape lighting. Together, these improvements create a move in ready home with timeless appeal. Designed for both everyday living and entertaining, the spacious floor plan offers generous living and dining areas complemented by a convenient wet bar. Upstairs, the vaulted primary suite provides a bright and inviting retreat with a walk in closet and abundant natural light. Step outside to your own private, fully fenced backyard retreat featuring a large wood deck with built in bench seating, mature trees, and exceptional privacy, an ideal setting for morning coffee, outdoor dining, entertaining, or relaxing with a glass of local wine. In years past, the deck has also provided a memorable vantage point for Healdsburg's Fourth of July fireworks. Residents of Fitch Mountain Villas enjoy the ease of low maintenance living, with front yard landscaping maintained by the HOA, along with resort style amenities including a swimming pool, spa, tennis and pickleball courts, bocce ball, scenic walking trails, and beautifully maintained grounds, all with one of Healdsburg's most affordable HOA dues. Whether you're searching for a full time residence, a weekend Wine Country getaway, or an investment opportunity, this is a rare opportunity to own a thoughtfully updated home in one of Healdsburg's most desirable communities, offering the perfect blend of move in ready comfort, low maintenance living, and Wine Country charm.

566 March Ave, Healdsburg

$1,150,000

Escape to your own private mountain retreat on 240 breathtaking acres designed for self-sufficient living, recreation, and unmatched privacy. This exceptional off-grid property is a rare opportunity for survivalists, outdoor enthusiasts, hunters, or anyone seeking a peaceful escape from the everyday. The property features a rustic 1-bedroom cabin with a loft, freshly painted inside and out, offering a comfortable base camp with spectacular mountain views. Powered by a solar energy system with battery storage, the property is designed for sustainable, independent living. A reliable spring-fed water system supplies multiple storage tanks, providing a reliable water source. A lookout tower offers sweeping views of the surrounding landscape, making it ideal for wildlife observation, security, or simply taking in the quiet. Whether you're looking to establish a working ranch, build a legacy retreat, enjoy outdoor adventures, or create the ultimate off-grid homestead, this remarkable property offers endless possibilities. Experience the freedom, privacy, and beauty that only a property of this scale can provide. Schedule your private tour today and discover this one-of-a-kind mountain sanctuary.

1 Beds ⋅ 1 Baths ⋅ 326062255 MLS ⋅ ACTIVE Status

Escape to your own private mountain retreat on 240 breathtaking acres designed for self-sufficient living, recreation, and unmatched privacy. This exceptional off-grid property is a rare opportunity for survivalists, outdoor enthusiasts, hunters, or anyone seeking a peaceful escape from the everyday. The property features a rustic 1-bedroom cabin with a loft, freshly painted inside and out, offering a comfortable base camp with spectacular mountain views. Powered by a solar energy system with battery storage, the property is designed for sustainable, independent living. A reliable spring-fed water system supplies multiple storage tanks, providing a reliable water source. A lookout tower offers sweeping views of the surrounding landscape, making it ideal for wildlife observation, security, or simply taking in the quiet. Whether you're looking to establish a working ranch, build a legacy retreat, enjoy outdoor adventures, or create the ultimate off-grid homestead, this remarkable property offers endless possibilities. Experience the freedom, privacy, and beauty that only a property of this scale can provide. Schedule your private tour today and discover this one-of-a-kind mountain sanctuary.

8890 Mill Creek Rd, Healdsburg

$1,250,000

A truly one-of-a-kind offering in Healdsburg, this striking commercial condominium combines sophisticated design, exceptional functionality, and a versatile loft-style layout unlike anything else currently on the market. A full-size garage door and separate pedestrian entrance open to an expansive ground-level space equipped with a commercial-grade car lift rated for up to 9,000 pounds, ideal for an automotive enthusiast, contractor, collector, creative studio, showroom, or private workspace. Upstairs, the beautifully designed loft features an ultra-modern interior finished with European oak flooring, custom lighting, and an impressive collection of brand-new appliances, including a Fisher & Paykel range and Miele dishwasher. The sleek kitchen also includes a reverse-osmosis water filtration faucet, while the shower is finished with distinctive brick-red McIntyre Tile sourced locally in Healdsburg. Thoughtful upgrades continue throughout with central HVAC, Lutron dimmable LED lighting, and an integrated high-end security and automation system installed by Healdsburg-based Lavish Automation. Through the Nice app, the owner can conveniently manage lighting, climate control, video surveillance, and additional smart-home features. Bold, refined, and exceptionally versatile, this rare Healdsburg property presents an extraordinary opportunity for a buyer seeking a highly customized commercial space with elevated loft-style amenities.

1 Beds ⋅ 2 Baths ⋅ 326062589 MLS ⋅ ACTIVE Status

A truly one-of-a-kind offering in Healdsburg, this striking commercial condominium combines sophisticated design, exceptional functionality, and a versatile loft-style layout unlike anything else currently on the market. A full-size garage door and separate pedestrian entrance open to an expansive ground-level space equipped with a commercial-grade car lift rated for up to 9,000 pounds, ideal for an automotive enthusiast, contractor, collector, creative studio, showroom, or private workspace. Upstairs, the beautifully designed loft features an ultra-modern interior finished with European oak flooring, custom lighting, and an impressive collection of brand-new appliances, including a Fisher & Paykel range and Miele dishwasher. The sleek kitchen also includes a reverse-osmosis water filtration faucet, while the shower is finished with distinctive brick-red McIntyre Tile sourced locally in Healdsburg. Thoughtful upgrades continue throughout with central HVAC, Lutron dimmable LED lighting, and an integrated high-end security and automation system installed by Healdsburg-based Lavish Automation. Through the Nice app, the owner can conveniently manage lighting, climate control, video surveillance, and additional smart-home features. Bold, refined, and exceptionally versatile, this rare Healdsburg property presents an extraordinary opportunity for a buyer seeking a highly customized commercial space with elevated loft-style amenities.

1229 Grove St Unit #2, Healdsburg

$1,250,000

A truly one-of-a-kind offering in Healdsburg, this striking commercial condominium combines sophisticated design, exceptional functionality, and a versatile loft-style layout unlike anything else currently on the market. A full-size garage door and separate pedestrian entrance open to an expansive ground-level space equipped with a commercial-grade car lift rated for up to 9,000 pounds, ideal for an automotive enthusiast, contractor, collector, creative studio, showroom, or private workspace. Upstairs, the beautifully designed loft features an ultra-modern interior finished with European oak flooring, custom lighting, and an impressive collection of brand-new appliances, including a Fisher & Paykel range and Miele dishwasher. The sleek kitchen also includes a reverse-osmosis water filtration faucet, while the shower is finished with distinctive brick-red McIntyre Tile sourced locally in Healdsburg. Thoughtful upgrades continue throughout with central HVAC, Lutron dimmable LED lighting, and an integrated high-end security and automation system installed by Healdsburg-based Lavish Automation. Through the Nice app, the owner can conveniently manage lighting, climate control, video surveillance, and additional smart-home features. Bold, refined, and exceptionally versatile, this rare Healdsburg property presents an extraordinary opportunity for a buyer seeking a highly customized commercial space with elevated loft-style amenities.

326061795 MLS ⋅ ACTIVE Status

A truly one-of-a-kind offering in Healdsburg, this striking commercial condominium combines sophisticated design, exceptional functionality, and a versatile loft-style layout unlike anything else currently on the market. A full-size garage door and separate pedestrian entrance open to an expansive ground-level space equipped with a commercial-grade car lift rated for up to 9,000 pounds, ideal for an automotive enthusiast, contractor, collector, creative studio, showroom, or private workspace. Upstairs, the beautifully designed loft features an ultra-modern interior finished with European oak flooring, custom lighting, and an impressive collection of brand-new appliances, including a Fisher & Paykel range and Miele dishwasher. The sleek kitchen also includes a reverse-osmosis water filtration faucet, while the shower is finished with distinctive brick-red McIntyre Tile sourced locally in Healdsburg. Thoughtful upgrades continue throughout with central HVAC, Lutron dimmable LED lighting, and an integrated high-end security and automation system installed by Healdsburg-based Lavish Automation. Through the Nice app, the owner can conveniently manage lighting, climate control, video surveillance, and additional smart-home features. Bold, refined, and exceptionally versatile, this rare Healdsburg property presents an extraordinary opportunity for a buyer seeking a highly customized commercial space with elevated loft-style amenities.

1229 Grove St Unit #2, Healdsburg

$4,250,000

Location, Location, Location! The Subject Property is located in the vibrant and dynamic downtown core in the town of Healdsburg. This high identity space features high ceilings, natural light, and prime Healdsburg Avenue frontage exposure making this building perfectly situated to take advantage of high foot traffic from both locals and visitors, with an abundance of nearby amenities including boutiques, cafes, weekly Farmer's Market, and a consistent flow of weekend visitors exploring Healdsburg's unique charm. 452 Healdsburg Avenue is a 14,840 square foot retail/commercial property perfect for an Investor as a Leased Investment or for an Owner-User along with the added potential for redevelopment in the near future. Modern Antiquarium, an antique store and showroom, has occupied the Property since Dec. 2016 providing sustained income and longevity. The antique business currently occupies 8,415sf in the Property, and there exists the possibility of further expansion into additional square footage (6,425sf +/-) in the future, if desired. The momentum of neighboring developments such as the Mill District development (to the south) paired with pro-density municipal planning (the SMART Specific Plan) positions this site to support a medium-density, mixed-use project that capitalizes on Healdsburg Avenue's pedestrian traffic and regional transit connectivity.

326060421 MLS ⋅ ACTIVE Status

Location, Location, Location! The Subject Property is located in the vibrant and dynamic downtown core in the town of Healdsburg. This high identity space features high ceilings, natural light, and prime Healdsburg Avenue frontage exposure making this building perfectly situated to take advantage of high foot traffic from both locals and visitors, with an abundance of nearby amenities including boutiques, cafes, weekly Farmer's Market, and a consistent flow of weekend visitors exploring Healdsburg's unique charm. 452 Healdsburg Avenue is a 14,840 square foot retail/commercial property perfect for an Investor as a Leased Investment or for an Owner-User along with the added potential for redevelopment in the near future. Modern Antiquarium, an antique store and showroom, has occupied the Property since Dec. 2016 providing sustained income and longevity. The antique business currently occupies 8,415sf in the Property, and there exists the possibility of further expansion into additional square footage (6,425sf +/-) in the future, if desired. The momentum of neighboring developments such as the Mill District development (to the south) paired with pro-density municipal planning (the SMART Specific Plan) positions this site to support a medium-density, mixed-use project that capitalizes on Healdsburg Avenue's pedestrian traffic and regional transit connectivity.

452 Healdsburg Ave, Healdsburg

$1,875,500

Experience the timeless beauty of Sonoma County at this idyllic ranch-style farmhouse, gracefully set on approximately 1.47 acres just beyond the Healdsburg city limits. Surrounded by neighboring vineyards and a picturesque pond, this beautifully maintained property offers the perfect blend of country living, privacy, and close proximity to Downtown Healdsburg. The single-level residence features 3 bedrooms, 2 bathrooms, and 1,742+/- square feet of thoughtfully designed living space. The spacious living room is anchored by a fireplace and uniquely flows into the glass greenhouse that brings the outdoors in throughout every season. The generous kitchen and dining room are filled with natural light and overlook the lush grounds, creating an inviting space for everyday living and entertaining. The primary suite enjoys an en suite bathroom and access to the backyard and pool. Several outbuildings provide additional spaces that can be used in a variety of ways. Outside, every corner of the property has been thoughtfully cultivated. Towering redwoods provide a dramatic backdrop to the sparkling pool and expansive patio, while beautifully landscaped gardens, raised planting beds, and winding pathways invite exploration. Enjoy evenings beneath the pergola with the outdoor barbecue and dining area, or enjoy a cup of coffee under the redwoods. The fenced pasture, charming chicken enclosure, and mature gardens create an authentic Sonoma County lifestyle rarely found this close to town. Located just minutes from the renowned Healdsburg Plaza, world-class wineries, acclaimed restaurants, and boutique shopping, this exceptional property offers the tranquility of country living with the convenience of one of Wine Country's most sought-after destinations.

3 Beds ⋅ 2 Baths ⋅ 326060892 MLS ⋅ ACTIVE Status

Experience the timeless beauty of Sonoma County at this idyllic ranch-style farmhouse, gracefully set on approximately 1.47 acres just beyond the Healdsburg city limits. Surrounded by neighboring vineyards and a picturesque pond, this beautifully maintained property offers the perfect blend of country living, privacy, and close proximity to Downtown Healdsburg. The single-level residence features 3 bedrooms, 2 bathrooms, and 1,742+/- square feet of thoughtfully designed living space. The spacious living room is anchored by a fireplace and uniquely flows into the glass greenhouse that brings the outdoors in throughout every season. The generous kitchen and dining room are filled with natural light and overlook the lush grounds, creating an inviting space for everyday living and entertaining. The primary suite enjoys an en suite bathroom and access to the backyard and pool. Several outbuildings provide additional spaces that can be used in a variety of ways. Outside, every corner of the property has been thoughtfully cultivated. Towering redwoods provide a dramatic backdrop to the sparkling pool and expansive patio, while beautifully landscaped gardens, raised planting beds, and winding pathways invite exploration. Enjoy evenings beneath the pergola with the outdoor barbecue and dining area, or enjoy a cup of coffee under the redwoods. The fenced pasture, charming chicken enclosure, and mature gardens create an authentic Sonoma County lifestyle rarely found this close to town. Located just minutes from the renowned Healdsburg Plaza, world-class wineries, acclaimed restaurants, and boutique shopping, this exceptional property offers the tranquility of country living with the convenience of one of Wine Country's most sought-after destinations.

961 Chiquita Rd, Healdsburg

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