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Step into your own private oasis featuring a brand-new custom-built pool and spa, outdoor kitchen, and covered patio on a flat 1-acre lot. Complete tranquility with this premier Dry Creek Valley location, yet just minutes from downtown Healdsburg with its renowned restaurants, wineries, and boutiques. The meticulously renovated 3-bedroom, 3-full-bathroom main house spans over 2,000 square feet of luxurious living with premium finishes throughout. The chef's kitchen showcases new quartzite countertops and backsplash and high-end Thermador appliances, while new engineered hardwood floors flow seamlessly throughout the home. The primary suite features a generous bathroom with soaking tub and walk-in closet. Your outdoor paradise includes a large covered patio that connects seamlessly with the indoor space through bi-fold doors extending your living space, plus a remodeled pool house with full bathroom, perfect for guests or poolside relaxation. Additional upgrades include a new roof, windows, doors, and more. The mature landscaping features an abundance of fruit trees, adding both beauty and seasonal bounty to this exceptional estate.This turnkey property perfectly balances resort-style luxury with the convenience of wine country living.

3 Beds ⋅ 4 Baths ⋅ 325073271 MLS

Step into your own private oasis featuring a brand-new custom-built pool and spa, outdoor kitchen, and covered patio on a flat 1-acre lot. Complete tranquility with this premier Dry Creek Valley location, yet just minutes from downtown Healdsburg with its renowned restaurants, wineries, and boutiques. The meticulously renovated 3-bedroom, 3-full-bathroom main house spans over 2,000 square feet of luxurious living with premium finishes throughout. The chef's kitchen showcases new quartzite countertops and backsplash and high-end Thermador appliances, while new engineered hardwood floors flow seamlessly throughout the home. The primary suite features a generous bathroom with soaking tub and walk-in closet. Your outdoor paradise includes a large covered patio that connects seamlessly with the indoor space through bi-fold doors extending your living space, plus a remodeled pool house with full bathroom, perfect for guests or poolside relaxation. Additional upgrades include a new roof, windows, doors, and more. The mature landscaping features an abundance of fruit trees, adding both beauty and seasonal bounty to this exceptional estate.This turnkey property perfectly balances resort-style luxury with the convenience of wine country living.

2283 Woodside Way, Healdsburg

$2,450,000

In-Town Healdsburg Farmhouse Estate on 2.16 Acres: Set on a rare 2.16-acre parcel in downtown Healdsburg, this exceptional property offers remarkable flexibility - whether envisioned as a private family compound, future development opportunity, or a turnkey wine country retreat. The thoughtfully designed single-level farmhouse spans approximately 3,326 square feet and features three generously sized bedroom suites, each with its own en suite bath, for a total of 3.5 bathrooms. Vaulted ceilings, warm hardwood floors, and a beautifully appointed chef's kitchen create a refined yet relaxed living environment. A welcoming wraparound porch overlooks the meticulously landscaped grounds, where outdoor living takes center stage. Enjoy a resort-style setting with a large pool and spa, outdoor kitchen, and an expansive entertaining deck designed for gatherings beneath the wine country sky. Above the detached three-car garage you will enjoy a private flex space with full bathroom and laundry. With its rare acreage, prime in-town location, and endless possibilities, this is a truly unique opportunity to own a remarkable piece of Healdsburg wine country.

3 Beds ⋅ 4 Baths ⋅ 326021490 MLS

In-Town Healdsburg Farmhouse Estate on 2.16 Acres: Set on a rare 2.16-acre parcel in downtown Healdsburg, this exceptional property offers remarkable flexibility - whether envisioned as a private family compound, future development opportunity, or a turnkey wine country retreat. The thoughtfully designed single-level farmhouse spans approximately 3,326 square feet and features three generously sized bedroom suites, each with its own en suite bath, for a total of 3.5 bathrooms. Vaulted ceilings, warm hardwood floors, and a beautifully appointed chef's kitchen create a refined yet relaxed living environment. A welcoming wraparound porch overlooks the meticulously landscaped grounds, where outdoor living takes center stage. Enjoy a resort-style setting with a large pool and spa, outdoor kitchen, and an expansive entertaining deck designed for gatherings beneath the wine country sky. Above the detached three-car garage you will enjoy a private flex space with full bathroom and laundry. With its rare acreage, prime in-town location, and endless possibilities, this is a truly unique opportunity to own a remarkable piece of Healdsburg wine country.

15119 Grove St, Healdsburg

$2,400,000

Located on a peaceful cul-de-sac close to downtown Healdsburg, this stunning and spacious home with additional flex space offers both luxury and practicality. Step inside to discover a thoughtful layout, including a downstairs bedroom with a full bath. Dual-zone climate control and two fireplaces ensure comfort year-round, while energy-efficient solar panels combine sustainability with cost savings. Other features include an office, high-end appliances, stunning stone countertops, and acacia flooring. Upstairs, you'll find three additional bedrooms, including the primary suite with a beautifully remodeled ensuite bathroom featuring gorgeous Italian marble and a soaking tub that invites you to unwind after a long day. Outdoors, the .3-acre property is a lush oasis with professionally landscaped yards designed to provide color year-round, and raised beds that make gardening a breeze! Picture weekends spent by the solar-heated pool playing, lounging, and unwinding. Whether hosting friends or enjoying quality time with family, this backyard retreat, complete with an automatic pool cover, delivers the perfect balance of fun and relaxation. To top it all off, the home faces east/west, allowing you to enjoy both the sunrise and sunset. Need extra space? The additional detached one-car garage/flex area offers endless possibilitiesan art studio, gym, or quiet workspace.This is more than a home; it's a lifestyle. Don't miss the opportunity to make it yours!

4 Beds ⋅ 3 Baths ⋅ 325102514 MLS

Located on a peaceful cul-de-sac close to downtown Healdsburg, this stunning and spacious home with additional flex space offers both luxury and practicality. Step inside to discover a thoughtful layout, including a downstairs bedroom with a full bath. Dual-zone climate control and two fireplaces ensure comfort year-round, while energy-efficient solar panels combine sustainability with cost savings. Other features include an office, high-end appliances, stunning stone countertops, and acacia flooring. Upstairs, you'll find three additional bedrooms, including the primary suite with a beautifully remodeled ensuite bathroom featuring gorgeous Italian marble and a soaking tub that invites you to unwind after a long day. Outdoors, the .3-acre property is a lush oasis with professionally landscaped yards designed to provide color year-round, and raised beds that make gardening a breeze! Picture weekends spent by the solar-heated pool playing, lounging, and unwinding. Whether hosting friends or enjoying quality time with family, this backyard retreat, complete with an automatic pool cover, delivers the perfect balance of fun and relaxation. To top it all off, the home faces east/west, allowing you to enjoy both the sunrise and sunset. Need extra space? The additional detached one-car garage/flex area offers endless possibilitiesan art studio, gym, or quiet workspace.This is more than a home; it's a lifestyle. Don't miss the opportunity to make it yours!

446 Tee Ct, Healdsburg

$2,300,000

Ten minutes from the Healdsburg plaza, at the quiet end of Eastside Road, fruit trees scent the air and the energy shifts the moment you turn onto the property. 10936 Eastside Road sits on 3.25 private acres at the end of a dead-end lane a single-level, approximately 1,840-square-foot home with 3 bedrooms plus a bonus room, 3 bathrooms, and a rare blend of privacy, wine-country setting, and resort-style outdoor living. The kitchen anchors the main living space with a generous island at its center, opening into a great room framed by vaulted ceilings and an open-concept layout built for gathering. The primary suite sits apart from the social core of the home quiet and peaceful, the kind of room that delivers a restorative night's sleep. Glass doors dissolve the boundary between the interior and the backyard, drawing the eye through the great room and out to the deck, pool, and grounds beyond. A new pool and spa anchor a backyard built for wine country living, complemented by a covered deck with a hanging swing overlooking the water and a dedicated bocce court set among mature fruit trees and open fields. A second permitted septic system is already in place for a future pool house, offering a clear path to expand the property's usable living space. The 3.25-acre lot delivers the kind of private, wine-country tranquility that feels worlds away while staying minutes from town. Ten minutes to Healdsburg's acclaimed dining and tasting rooms, a short ride to downtown Windsor and the SMART train, and two miles from a neighboring state park with an eligible short-term rental permit in place for buyers interested in occasional rental use. Perfect as a second home, primary residence or as an income property. A true must see to appreciate.

3 Beds ⋅ 3 Baths ⋅ 326034866 MLS

Ten minutes from the Healdsburg plaza, at the quiet end of Eastside Road, fruit trees scent the air and the energy shifts the moment you turn onto the property. 10936 Eastside Road sits on 3.25 private acres at the end of a dead-end lane a single-level, approximately 1,840-square-foot home with 3 bedrooms plus a bonus room, 3 bathrooms, and a rare blend of privacy, wine-country setting, and resort-style outdoor living. The kitchen anchors the main living space with a generous island at its center, opening into a great room framed by vaulted ceilings and an open-concept layout built for gathering. The primary suite sits apart from the social core of the home quiet and peaceful, the kind of room that delivers a restorative night's sleep. Glass doors dissolve the boundary between the interior and the backyard, drawing the eye through the great room and out to the deck, pool, and grounds beyond. A new pool and spa anchor a backyard built for wine country living, complemented by a covered deck with a hanging swing overlooking the water and a dedicated bocce court set among mature fruit trees and open fields. A second permitted septic system is already in place for a future pool house, offering a clear path to expand the property's usable living space. The 3.25-acre lot delivers the kind of private, wine-country tranquility that feels worlds away while staying minutes from town. Ten minutes to Healdsburg's acclaimed dining and tasting rooms, a short ride to downtown Windsor and the SMART train, and two miles from a neighboring state park with an eligible short-term rental permit in place for buyers interested in occasional rental use. Perfect as a second home, primary residence or as an income property. A true must see to appreciate.

10936 Eastside Rd, Healdsburg

$2,225,000

Stunning 4700+ sq ft building rebuilt in 2008 for sale on Healdsburg Ave in Healdsburg. Retail spaces and a Bonded Winery. Beautiful patios, curved windows, stacked glass doors and ADU compliant baths. Four retail spaces plus presently unrented warehouse space for extra income. All are Triple net Leases, tenants pay monthly CAM'S. Fully rented at over $10K per mo with the exception of a large warehouse space with potential additional income of $600-1000 per mo.

326000185 MLS

Stunning 4700+ sq ft building rebuilt in 2008 for sale on Healdsburg Ave in Healdsburg. Retail spaces and a Bonded Winery. Beautiful patios, curved windows, stacked glass doors and ADU compliant baths. Four retail spaces plus presently unrented warehouse space for extra income. All are Triple net Leases, tenants pay monthly CAM'S. Fully rented at over $10K per mo with the exception of a large warehouse space with potential additional income of $600-1000 per mo.

441 Healdsburg Ave, Healdsburg

$2,200,000

Set on 30 idyllic acres just minutes from Healdsburg Plaza, this property offers exceptional privacy, scenic beauty, and multiple living spaces. The 1910 Craftsman main residence spans over 3,000 sq ft and blends vintage character with versatile functionality. Every room is filled with natural light and postcard views. Downstairs, a separate living area with a private entrance includes its own kitchenette and bathroom ideal for guests or extended family. Additional structures include a guest house, and a historic barn. Over 2,000 feet of Felta Creek winds through the land, featuring a seasonal plunge pool at the base of a waterfall. An elevated 24-ft-deep pond with a large wooden deck is perfect for kayaking, fishing, or swimming. The home overlooks a vast meadow with views of Fitch Mountain and Mount Saint Helena. Towering redwoods, open meadows, and multiple outdoor spaces offer endless possibilities from agriculture to recreation. With its rare combination of size, location, and natural beauty, this is a truly unique retreat in the heart of wine country.

4 Beds ⋅ 3 Baths ⋅ 325072775 MLS

Set on 30 idyllic acres just minutes from Healdsburg Plaza, this property offers exceptional privacy, scenic beauty, and multiple living spaces. The 1910 Craftsman main residence spans over 3,000 sq ft and blends vintage character with versatile functionality. Every room is filled with natural light and postcard views. Downstairs, a separate living area with a private entrance includes its own kitchenette and bathroom ideal for guests or extended family. Additional structures include a guest house, and a historic barn. Over 2,000 feet of Felta Creek winds through the land, featuring a seasonal plunge pool at the base of a waterfall. An elevated 24-ft-deep pond with a large wooden deck is perfect for kayaking, fishing, or swimming. The home overlooks a vast meadow with views of Fitch Mountain and Mount Saint Helena. Towering redwoods, open meadows, and multiple outdoor spaces offer endless possibilities from agriculture to recreation. With its rare combination of size, location, and natural beauty, this is a truly unique retreat in the heart of wine country.

1194 Felta Rd, Healdsburg

$2,100,000

Set on approximately 1.5 private acres in the heart of Dry Creek Valley, this historic wine country estate captures the essence of Sonoma living. Timeless, relaxed, and quietly spectacular. Originally designed in a classic Victorian style and thoughtfully renovated, the main residence offers four bedrooms and two and a half baths, filled with natural light, warmth, and character at every turn. Beyond the main home, the property unfolds into a true lifestyle compound. A charming detached ADU, finished entirely in rich knotty pine and complete with its own kitchen and bath, offers an inviting retreat for guests, extended family, or creative pursuits. Entertaining here is effortless and unforgettable. The expansive barn both functional and atmospheric sets the stage for gatherings large or small, from intimate dinners to celebratory events. Outdoors, a 20-person jacuzzi invites evenings under the stars, surrounded by mature trees and sweeping valley views that stretch across the prestigious Dry Creek landscape. Every corner of the property has been curated to embrace the beauty of its surroundings from enchanting gardens and open spaces to peaceful vantage points that take in vineyard and ridge views. Just minutes from the Healdsburg Plaza, yet feeling a world away, this is a rare offering where history, versatility, and wine country lifestyle come together in one extraordinary setting.

4 Beds ⋅ 3 Baths ⋅ 326030457 MLS

Set on approximately 1.5 private acres in the heart of Dry Creek Valley, this historic wine country estate captures the essence of Sonoma living. Timeless, relaxed, and quietly spectacular. Originally designed in a classic Victorian style and thoughtfully renovated, the main residence offers four bedrooms and two and a half baths, filled with natural light, warmth, and character at every turn. Beyond the main home, the property unfolds into a true lifestyle compound. A charming detached ADU, finished entirely in rich knotty pine and complete with its own kitchen and bath, offers an inviting retreat for guests, extended family, or creative pursuits. Entertaining here is effortless and unforgettable. The expansive barn both functional and atmospheric sets the stage for gatherings large or small, from intimate dinners to celebratory events. Outdoors, a 20-person jacuzzi invites evenings under the stars, surrounded by mature trees and sweeping valley views that stretch across the prestigious Dry Creek landscape. Every corner of the property has been curated to embrace the beauty of its surroundings from enchanting gardens and open spaces to peaceful vantage points that take in vineyard and ridge views. Just minutes from the Healdsburg Plaza, yet feeling a world away, this is a rare offering where history, versatility, and wine country lifestyle come together in one extraordinary setting.

801 Dry Creek Rd, Healdsburg

$2,075,000

Nestled in the heart of Healdsburg's world-renowned wine country, this stunning newly built 3,000 sq ft custom home offers the perfect balance of sophistication, comfort, and convenience. With four spacious bedrooms and three and a half baths, including two luxurious primary suites, this residence is designed to accommodate both everyday living and elegant entertaining. Step inside to discover soaring two-story vaulted ceilings that fill the dining and family areas with natural light, while White Oak hardwood floors add warmth and timeless style. The chef's kitchen is a true centerpiece, featuring white quartz countertops, professional-grade Bertazzoni appliances, an oversized island breakfast bar, and a walk-in pantry, creating an effortless flow for cooking and hosting.Each bedroom boasts its own walk-in closet, with spa-inspired bathrooms offering a private retreat for family and guests. Modern conveniences such as EV charging and solar power, already installed and ready to use, make this home as efficient as it is beautiful. Perfectly positioned just moments from Healdsburg's vibrant downtown plaza, renowned wineries, and award-winning restaurants, this property offers a lifestyle of ease and luxury. Owner financing available.

4 Beds ⋅ 4 Baths ⋅ 325002332 MLS

Nestled in the heart of Healdsburg's world-renowned wine country, this stunning newly built 3,000 sq ft custom home offers the perfect balance of sophistication, comfort, and convenience. With four spacious bedrooms and three and a half baths, including two luxurious primary suites, this residence is designed to accommodate both everyday living and elegant entertaining. Step inside to discover soaring two-story vaulted ceilings that fill the dining and family areas with natural light, while White Oak hardwood floors add warmth and timeless style. The chef's kitchen is a true centerpiece, featuring white quartz countertops, professional-grade Bertazzoni appliances, an oversized island breakfast bar, and a walk-in pantry, creating an effortless flow for cooking and hosting.Each bedroom boasts its own walk-in closet, with spa-inspired bathrooms offering a private retreat for family and guests. Modern conveniences such as EV charging and solar power, already installed and ready to use, make this home as efficient as it is beautiful. Perfectly positioned just moments from Healdsburg's vibrant downtown plaza, renowned wineries, and award-winning restaurants, this property offers a lifestyle of ease and luxury. Owner financing available.

1010 Trentadue Way, Healdsburg

$2,000,000

Charming vintage home on a 1.43 acre property that spans from Sanns street to Badger street and offers Fitch Mountain views. The 3 bedroom 1 bath home offers endless opportunities or could make a great 1031 exchange property. Original details with pocket doors, molding and built ins throughout. Bring your ideas and contractor and check out the potential to split it or build a family compound. The City of Healdsburg states this area has a 6000 sf minimum lot size and you can check with them about other possibilities or restrictions. Live in the home while you make your long-term plans.

3 Beds ⋅ 1 Baths ⋅ 325076344 MLS

Charming vintage home on a 1.43 acre property that spans from Sanns street to Badger street and offers Fitch Mountain views. The 3 bedroom 1 bath home offers endless opportunities or could make a great 1031 exchange property. Original details with pocket doors, molding and built ins throughout. Bring your ideas and contractor and check out the potential to split it or build a family compound. The City of Healdsburg states this area has a 6000 sf minimum lot size and you can check with them about other possibilities or restrictions. Live in the home while you make your long-term plans.

1010 University St, Healdsburg

$1,998,750

Serene country living meets city convenience in this highly desirable North Healdsburg neighborhood. A sprawling 1.17-acre lot features a 4-bed, 2.5 bath ranch and guest cottage, just 8 mins from Healdsburg Plaza. The home welcomes you with hardwood floors and vaulted ceilings. Relax in the formal living room with a wood-burning fireplace or the family room with a wood-burning stove. The chef's kitchen boasts a 6-burner range, large island, a double oven, stainless steel appliances, and a pantry. Enjoy indoor-outdoor living via a kitchen slider and family room French doors. Bedrooms are tucked away, including a spacious primary suite with backyard access to the hot tub. The primary bath offers dual vanities, a soaking tub, and a walk-in closet. The expansive patio, mature oaks, and redwoods offer privacy and ambiance. Two lawns, a deck with a fire pit, and fruit trees create a dream backyard with space for a pool, outdoor kitchen, and gardens. The guest house features its own garage, laundry, and driveway. An ideal spot to land in wine country, just add your personal touch to make it the home of your dreams!

4 Beds ⋅ 3 Baths ⋅ 325088921 MLS

Serene country living meets city convenience in this highly desirable North Healdsburg neighborhood. A sprawling 1.17-acre lot features a 4-bed, 2.5 bath ranch and guest cottage, just 8 mins from Healdsburg Plaza. The home welcomes you with hardwood floors and vaulted ceilings. Relax in the formal living room with a wood-burning fireplace or the family room with a wood-burning stove. The chef's kitchen boasts a 6-burner range, large island, a double oven, stainless steel appliances, and a pantry. Enjoy indoor-outdoor living via a kitchen slider and family room French doors. Bedrooms are tucked away, including a spacious primary suite with backyard access to the hot tub. The primary bath offers dual vanities, a soaking tub, and a walk-in closet. The expansive patio, mature oaks, and redwoods offer privacy and ambiance. Two lawns, a deck with a fire pit, and fruit trees create a dream backyard with space for a pool, outdoor kitchen, and gardens. The guest house features its own garage, laundry, and driveway. An ideal spot to land in wine country, just add your personal touch to make it the home of your dreams!

246 Zinfandel Rd, Healdsburg

$1,995,000

Exceptional opportunity in the heart of Healdsburg's historic district - just three blocks from the Plaza. This rare property features two separate homes plus two detached accessory spaces on an ~8,060 SF lot, offering incredible flexibility for multi-generational living, rental income, or a primary residence with guest accommodations. The front home (circa 1939) has been thoughtfully restored, blending timeless character with modern updates. Period details such as coved ceilings, archways, and hardwood floors are complemented by a renovated kitchen, updated windows, and a beautifully preserved vintage bath. A detached studio with full bath and an attached garage add versatility. The newer rear bungalow (built 2010) offers a bright, open-concept layout with 9-foot ceilings, abundant natural light, and seamless indoor-outdoor flow. Features include a well-appointed kitchen, gas fireplace, heated bathroom floors, and its own detached accessory room - ideal for a home office, studio, or guest overflow. Both residences enjoy private outdoor spaces with mature landscaping, patios, grape arbors, and fruit trees, creating a peaceful compound setting just moments from world-class dining, tasting rooms, and the vibrant Healdsburg Plaza. A unique blend of historic charm and modern convenience in an unbeatable in-town location.

4 Beds ⋅ 3 Baths ⋅ 326035415 MLS

Exceptional opportunity in the heart of Healdsburg's historic district - just three blocks from the Plaza. This rare property features two separate homes plus two detached accessory spaces on an ~8,060 SF lot, offering incredible flexibility for multi-generational living, rental income, or a primary residence with guest accommodations. The front home (circa 1939) has been thoughtfully restored, blending timeless character with modern updates. Period details such as coved ceilings, archways, and hardwood floors are complemented by a renovated kitchen, updated windows, and a beautifully preserved vintage bath. A detached studio with full bath and an attached garage add versatility. The newer rear bungalow (built 2010) offers a bright, open-concept layout with 9-foot ceilings, abundant natural light, and seamless indoor-outdoor flow. Features include a well-appointed kitchen, gas fireplace, heated bathroom floors, and its own detached accessory room - ideal for a home office, studio, or guest overflow. Both residences enjoy private outdoor spaces with mature landscaping, patios, grape arbors, and fruit trees, creating a peaceful compound setting just moments from world-class dining, tasting rooms, and the vibrant Healdsburg Plaza. A unique blend of historic charm and modern convenience in an unbeatable in-town location.

519 Johnson St, Healdsburg

$1,990,000

Set on nearly half an acre in the heart of Healdsburg's coveted Dry Creek valley floor, this warm and inviting 3-bedroom, 3-bathroom retreat offers a lifestyle rooted in beauty, comfort, and connection to the land. Surrounded by neighboring vineyards, framed by majestic mountain views, and kissed by mature redwoods, the property feels like a private sanctuary while remaining just minutes from the charm of downtown. Life here unfolds outdoors as much as it does inside. Multiple patios create distinct spaces for gathering, dining, and unwinding, while a wood-fired oven and artful bocce court invite long, laughter-filled evenings. Garden beds and abundant fruit trees offer a farm-to-table experience right at home, and the peaceful setting is accompanied by birdsong, rustling leaves, and breathtaking sunrises and sunsets that paint the sky daily. Inside, the fully remodeled residence blends thoughtful design with effortless indoor-outdoor flow. The main living space is both striking and welcoming, featuring vaulted ceilings, a stunning rock fireplace, and seamless connection to the kitchen, perfect for entertaining or enjoying quiet nights in. Natural materials and textures ground the home in its surroundings, creating a sense of authenticity and calm. A detached workshop and garden shed provide exciting potential for a guest space, studio, or creative retreat, adding flexibility to this already special property. Whether hosting lively gatherings, tending the garden, or simply soaking in the serenity, this is a place to slow down, savor, and truly feel at home. Warm, unique, and beautifully built, this is Healdsburg living at its finest.

3 Beds ⋅ 3 Baths ⋅ 326028576 MLS

Set on nearly half an acre in the heart of Healdsburg's coveted Dry Creek valley floor, this warm and inviting 3-bedroom, 3-bathroom retreat offers a lifestyle rooted in beauty, comfort, and connection to the land. Surrounded by neighboring vineyards, framed by majestic mountain views, and kissed by mature redwoods, the property feels like a private sanctuary while remaining just minutes from the charm of downtown. Life here unfolds outdoors as much as it does inside. Multiple patios create distinct spaces for gathering, dining, and unwinding, while a wood-fired oven and artful bocce court invite long, laughter-filled evenings. Garden beds and abundant fruit trees offer a farm-to-table experience right at home, and the peaceful setting is accompanied by birdsong, rustling leaves, and breathtaking sunrises and sunsets that paint the sky daily. Inside, the fully remodeled residence blends thoughtful design with effortless indoor-outdoor flow. The main living space is both striking and welcoming, featuring vaulted ceilings, a stunning rock fireplace, and seamless connection to the kitchen, perfect for entertaining or enjoying quiet nights in. Natural materials and textures ground the home in its surroundings, creating a sense of authenticity and calm. A detached workshop and garden shed provide exciting potential for a guest space, studio, or creative retreat, adding flexibility to this already special property. Whether hosting lively gatherings, tending the garden, or simply soaking in the serenity, this is a place to slow down, savor, and truly feel at home. Warm, unique, and beautifully built, this is Healdsburg living at its finest.

655 W Grant St, Healdsburg

$1,875,000

Lovely single-level home located in the highly desirable Greens neighborhood. Situated on an approximately 8,900 SF lot backing to Tayman Park Golf Course, 412 Fairway Court offers 2,186 SF of comfortable living space. Nestled on a quiet cul-de-sac, the property features beautiful front landscaping that enhances its curb appeal while providing a welcoming sense of privacy. Despite its peaceful setting, the home enjoys the convenience of being within close proximity of the Healdsburg Plaza, offering easy access to renowned restaurants, tasting rooms, boutiques, and community events. The home features three bedrooms and two full bathrooms, along with both a living room and family room, each highlighted by a cozy wood-burning fireplace. A separate dining room with French doors opens to the rear deck and patio, creating an ideal setting for indoor-outdoor entertaining. The kitchen features a vaulted ceiling and skylight that fills the space with abundant natural light. Beautiful Red Oak hardwood flooring flows throughout the main living areas, adding warmth and character. The spacious primary suite offers a large walk-in closet and an ensuite bathroom complete with both a soaking tub and walk-in shower. A sliding glass door provides direct access from the primary bedroom to the back deck, creating the perfect location for a private hot tub retreat. The expansive backyard offers ample room for a pool, garden, or other outdoor amenities while enjoying the peaceful setting and golf course backdrop of Tayman Park Golf Course and Fitch Mountain.

3 Beds ⋅ 2 Baths ⋅ 326048347 MLS

Lovely single-level home located in the highly desirable Greens neighborhood. Situated on an approximately 8,900 SF lot backing to Tayman Park Golf Course, 412 Fairway Court offers 2,186 SF of comfortable living space. Nestled on a quiet cul-de-sac, the property features beautiful front landscaping that enhances its curb appeal while providing a welcoming sense of privacy. Despite its peaceful setting, the home enjoys the convenience of being within close proximity of the Healdsburg Plaza, offering easy access to renowned restaurants, tasting rooms, boutiques, and community events. The home features three bedrooms and two full bathrooms, along with both a living room and family room, each highlighted by a cozy wood-burning fireplace. A separate dining room with French doors opens to the rear deck and patio, creating an ideal setting for indoor-outdoor entertaining. The kitchen features a vaulted ceiling and skylight that fills the space with abundant natural light. Beautiful Red Oak hardwood flooring flows throughout the main living areas, adding warmth and character. The spacious primary suite offers a large walk-in closet and an ensuite bathroom complete with both a soaking tub and walk-in shower. A sliding glass door provides direct access from the primary bedroom to the back deck, creating the perfect location for a private hot tub retreat. The expansive backyard offers ample room for a pool, garden, or other outdoor amenities while enjoying the peaceful setting and golf course backdrop of Tayman Park Golf Course and Fitch Mountain.

412 Fairway Ct, Healdsburg

$1,800,000

Discover this gracious, single-level 4-bedroom home on an in-town 1.01+/- acre lot. A perfect blend of comfort, functionality, and location. The layout is open and effortless, with vaulted ceilings and large windows that fill the rooms with natural light. The family room and kitchen connect for everyday living and entertaining, with direct access to the outdoors. The spacious primary suite includes a walk-in closet, en suite bath, and French doors leading to the deck. The expansive yard unfolds in every direction with sunny open spaces and the shade of mature redwoods. There is plenty of room to add an ADU, additional gardens, and a pool. A fully paid-for solar system with Tesla backup battery keeps energy costs low while adding lasting value. Another feature is the large 3-car garage. Enjoy the best of both worlds a sense of country privacy with city services, in a beloved and coveted neighborhood.

4 Beds ⋅ 2 Baths ⋅ 326000733 MLS

Discover this gracious, single-level 4-bedroom home on an in-town 1.01+/- acre lot. A perfect blend of comfort, functionality, and location. The layout is open and effortless, with vaulted ceilings and large windows that fill the rooms with natural light. The family room and kitchen connect for everyday living and entertaining, with direct access to the outdoors. The spacious primary suite includes a walk-in closet, en suite bath, and French doors leading to the deck. The expansive yard unfolds in every direction with sunny open spaces and the shade of mature redwoods. There is plenty of room to add an ADU, additional gardens, and a pool. A fully paid-for solar system with Tesla backup battery keeps energy costs low while adding lasting value. Another feature is the large 3-car garage. Enjoy the best of both worlds a sense of country privacy with city services, in a beloved and coveted neighborhood.

219 Burgundy Rd, Healdsburg

$1,800,000

A place to make memories of a lifetime. Less than 5 miles to downtown Healdsburg you will find a beautiful slice of paradise. Sitting on a hillside in West Dry Creek lies this charming 3-bedroom 3-bath farmhouse with a sunlit country kitchen a cozy fireplace and a view from every room. Driving through the gates of Pezzi King Winery to this private 5.56-acre property you feel like you have stepped into a storybook property with a home that was built long ago but it was actually built in 1991. Move right in and enjoy the modern comforts of central heat, wood floors, spacious bedrooms, inviting gathering places and perfectly placed windows to take in the breathtaking views. Relax and or entertain by your pool perched above your own hobby vineyard. Sit outside on the spacious porch overlooking the pool and watch the birds soar and the leaves on the trees and in the vineyards change colors throughout the seasons. In addition, there is a detached garage with a spacious loft above that would make an ideal game room. The two car garage was once used to make wine from the onsite vineyard. If you are looking for that peaceful place with privacy to get away from it all this is the perfect second home or full-time residence.

3 Beds ⋅ 3 Baths ⋅ 324088605 MLS

A place to make memories of a lifetime. Less than 5 miles to downtown Healdsburg you will find a beautiful slice of paradise. Sitting on a hillside in West Dry Creek lies this charming 3-bedroom 3-bath farmhouse with a sunlit country kitchen a cozy fireplace and a view from every room. Driving through the gates of Pezzi King Winery to this private 5.56-acre property you feel like you have stepped into a storybook property with a home that was built long ago but it was actually built in 1991. Move right in and enjoy the modern comforts of central heat, wood floors, spacious bedrooms, inviting gathering places and perfectly placed windows to take in the breathtaking views. Relax and or entertain by your pool perched above your own hobby vineyard. Sit outside on the spacious porch overlooking the pool and watch the birds soar and the leaves on the trees and in the vineyards change colors throughout the seasons. In addition, there is a detached garage with a spacious loft above that would make an ideal game room. The two car garage was once used to make wine from the onsite vineyard. If you are looking for that peaceful place with privacy to get away from it all this is the perfect second home or full-time residence.

3245 W Dry Creek Rd, Healdsburg

$1,795,000

Canopy at Mill District features a superlative collection of luxury residences designed by world renowned AD100 architect Olson Kundig. Located in the heart of Healdsburg, this brand-new enclave is ideally located within walking distance to the charming central square where Michelin starred restaurants, tasting rooms and art galleries abound. C101, a premier two-bedroom, is a two-and-a-half-bathroom luxury condominium spanning 1,915 sqft. The home is an impressive open-plan living space, where the gourmet kitchen flows into the dining room, all framed by large windows. The living room provides direct access to a private patio with an outdoor kitchen. The primary bedroom features a generous walk-in closet and a luxurious, spa-like bathroom. Additionally, the unit includes a dedicated den, perfect for a home office, and a full-size laundry room for ultimate convenience. Canopy offers a limited selection of generously sized studio, 1-, 2- and 3-bedroom homes that effortlessly blend rustic sophistication, urban vibrancy, luxurious finishes, resort-like amenities, and the great outdoors. Interior features include Italian-made MandiCasa cabinetry, Miele appliances, temperature controlled wine storage, and stone countertops. Photos are of a similar unit.

2 Beds ⋅ 3 Baths ⋅ 325081975 MLS

Canopy at Mill District features a superlative collection of luxury residences designed by world renowned AD100 architect Olson Kundig. Located in the heart of Healdsburg, this brand-new enclave is ideally located within walking distance to the charming central square where Michelin starred restaurants, tasting rooms and art galleries abound. C101, a premier two-bedroom, is a two-and-a-half-bathroom luxury condominium spanning 1,915 sqft. The home is an impressive open-plan living space, where the gourmet kitchen flows into the dining room, all framed by large windows. The living room provides direct access to a private patio with an outdoor kitchen. The primary bedroom features a generous walk-in closet and a luxurious, spa-like bathroom. Additionally, the unit includes a dedicated den, perfect for a home office, and a full-size laundry room for ultimate convenience. Canopy offers a limited selection of generously sized studio, 1-, 2- and 3-bedroom homes that effortlessly blend rustic sophistication, urban vibrancy, luxurious finishes, resort-like amenities, and the great outdoors. Interior features include Italian-made MandiCasa cabinetry, Miele appliances, temperature controlled wine storage, and stone countertops. Photos are of a similar unit.

131 Sawmilll Cir Unit #101, Healdsburg

$1,757,500

Set on approximately 4.59 level, usable acres just minutes from downtown Healdsburg, this property offers a rare combination of privacy, flexibility, and long-term potential in the heart of Sonoma County wine country. The approximately 1,938+/- sq ft single-level main residence is thoughtfully designed across two wings, creating both separation and functionality. One wing features a walk-in pantry off the dining area, a secondary en-suite bedroom, and an additional bedroom served by a full hall bath. The opposite wing is anchored by a private primary suite with walk-in closet and ensuite bath, along with a half bath, large storage room, and multiple closets. Living spaces open to an expansive redwood deck overlooking the surrounding valley, offering an easy indoor-outdoor connection. A detached approximately 840+/- sq ft ADU provides a full great room, kitchen, and dining area, along with two bedrooms and one full bath, well suited for extended living, guests, or workspace. The property includes a three-car garage, with the third bay currently utilized as a workout studio and filming space. The land is largely level and fully usable, well suited for agriculture, gardens, animals, or future expansion. A designated building envelope is in place for those considering additional improvements or a second residence (buyer to verify). Owned solar is already installed, supporting long-term efficiency. Located approximately 1.2 miles from the Healdsburg Plaza, with convenient access to wineries, dining, and everyday amenities. Ideal for multi-generational living or compound-style use, this is a rare opportunity to secure usable acreage with flexibility and long-term upside in one of Sonoma County's most sought-after locations.

5 Beds ⋅ 5 Baths ⋅ 326038511 MLS

Set on approximately 4.59 level, usable acres just minutes from downtown Healdsburg, this property offers a rare combination of privacy, flexibility, and long-term potential in the heart of Sonoma County wine country. The approximately 1,938+/- sq ft single-level main residence is thoughtfully designed across two wings, creating both separation and functionality. One wing features a walk-in pantry off the dining area, a secondary en-suite bedroom, and an additional bedroom served by a full hall bath. The opposite wing is anchored by a private primary suite with walk-in closet and ensuite bath, along with a half bath, large storage room, and multiple closets. Living spaces open to an expansive redwood deck overlooking the surrounding valley, offering an easy indoor-outdoor connection. A detached approximately 840+/- sq ft ADU provides a full great room, kitchen, and dining area, along with two bedrooms and one full bath, well suited for extended living, guests, or workspace. The property includes a three-car garage, with the third bay currently utilized as a workout studio and filming space. The land is largely level and fully usable, well suited for agriculture, gardens, animals, or future expansion. A designated building envelope is in place for those considering additional improvements or a second residence (buyer to verify). Owned solar is already installed, supporting long-term efficiency. Located approximately 1.2 miles from the Healdsburg Plaza, with convenient access to wineries, dining, and everyday amenities. Ideal for multi-generational living or compound-style use, this is a rare opportunity to secure usable acreage with flexibility and long-term upside in one of Sonoma County's most sought-after locations.

14631 Kinley Dr, Healdsburg

$1,750,000

Don't miss your chance to make this Healdsburg Mid-Century Modern beauty your own! Offering 3 bedrooms, 2 full baths, and an open-concept layout, this home has an easy, comfortable flow that makes everyday living feel a little like a vacation. A versatile room just off the kitchen and living area offers the perfect space for a home office, cozy family room, hobby space, or whatever fits your lifestyle. Thoughtfully upgraded throughout, this home blends elegant finishes with the ultra-clean lines and timeless design that make Mid-Century Modern homes so special. There are too many upgrades to list, and the home has recently been freshly painted inside and out. Step through the slider and take in the beautiful views of your private backyard oasis, complete with a pool and built-in spa. Designed for both relaxation and everyday enjoyment, the backyard offers plenty of space for lounging, gardening, entertaining, and storage. All of this, just a mile from the Healdsburg Plaza, where you can enjoy some of the area's best restaurants, wineries, tasting rooms, and shopping. Come see this special home for yourself, you just might fall in love at first sight!

3 Beds ⋅ 2 Baths ⋅ 326079913 MLS

Don't miss your chance to make this Healdsburg Mid-Century Modern beauty your own! Offering 3 bedrooms, 2 full baths, and an open-concept layout, this home has an easy, comfortable flow that makes everyday living feel a little like a vacation. A versatile room just off the kitchen and living area offers the perfect space for a home office, cozy family room, hobby space, or whatever fits your lifestyle. Thoughtfully upgraded throughout, this home blends elegant finishes with the ultra-clean lines and timeless design that make Mid-Century Modern homes so special. There are too many upgrades to list, and the home has recently been freshly painted inside and out. Step through the slider and take in the beautiful views of your private backyard oasis, complete with a pool and built-in spa. Designed for both relaxation and everyday enjoyment, the backyard offers plenty of space for lounging, gardening, entertaining, and storage. All of this, just a mile from the Healdsburg Plaza, where you can enjoy some of the area's best restaurants, wineries, tasting rooms, and shopping. Come see this special home for yourself, you just might fall in love at first sight!

804 Josephine Ln, Healdsburg

$1,700,000

Location, Location, Location!!! Charming Home in the Heart of Healdsburg!! Desirable Greens neighborhood at the end of a cul-de-sac. This home features, Entry with high ceiling. Stepdown Formal Living room with fireplace. Formal Dining room with doors leading to back yard. Kitchen with tile countertops, and breakfast bar. Family room with skylight, freestanding fireplace and doors leading to back yard. 4 bedrooms, (one downstairs), 3 full baths, (one downstairs). Indoor Laundry room with additional cabinets. Attached two car garage. Primary Bedroom upstairs has high ceiling, walk in closet and primary bath with double sinks, separate tub and shower. R.V. parking! Large Lot!! Lots of storage! Artificial grass in front for water conservation. Shutters throughout. NO HOA.

4 Beds ⋅ 3 Baths ⋅ 325088467 MLS

Location, Location, Location!!! Charming Home in the Heart of Healdsburg!! Desirable Greens neighborhood at the end of a cul-de-sac. This home features, Entry with high ceiling. Stepdown Formal Living room with fireplace. Formal Dining room with doors leading to back yard. Kitchen with tile countertops, and breakfast bar. Family room with skylight, freestanding fireplace and doors leading to back yard. 4 bedrooms, (one downstairs), 3 full baths, (one downstairs). Indoor Laundry room with additional cabinets. Attached two car garage. Primary Bedroom upstairs has high ceiling, walk in closet and primary bath with double sinks, separate tub and shower. R.V. parking! Large Lot!! Lots of storage! Artificial grass in front for water conservation. Shutters throughout. NO HOA.

401 Fairway Ct, Healdsburg

$1,685,000

Set on a parcel ripe with potential, this 2,600+/- sqft ranch style residence offers two spacious 3BD/2BA units, each with income or multi-generational living potential, a pool and plenty of space for gardening or building a legacy compound. This rare dual-zoned 1.65+/- acres lot (heavy industrial + residential) at the entrance to Healdsburg includes 4,000+/- sq ft / four 1,000+/- sq ft commercial shop spaces ideal for artisans, tradespeople, or boutique production. Whether you're an investor seeking flexible zoning, a builder envisioning future expansion, or an entrepreneur ready to establish roots in Wine Country, this property delivers on location and potential. Just minutes from Healdsburg's vibrant town square and adjacent to future development corridors, 101 Bailhache represents a rare chance to contribute to the town's next chapter while honoring the industrious spirit that built it.

6 Beds ⋅ 8 Baths ⋅ 325102486 MLS

Set on a parcel ripe with potential, this 2,600+/- sqft ranch style residence offers two spacious 3BD/2BA units, each with income or multi-generational living potential, a pool and plenty of space for gardening or building a legacy compound. This rare dual-zoned 1.65+/- acres lot (heavy industrial + residential) at the entrance to Healdsburg includes 4,000+/- sq ft / four 1,000+/- sq ft commercial shop spaces ideal for artisans, tradespeople, or boutique production. Whether you're an investor seeking flexible zoning, a builder envisioning future expansion, or an entrepreneur ready to establish roots in Wine Country, this property delivers on location and potential. Just minutes from Healdsburg's vibrant town square and adjacent to future development corridors, 101 Bailhache represents a rare chance to contribute to the town's next chapter while honoring the industrious spirit that built it.

101 Bailhache Ave, Healdsburg

$1,685,000

An exceptional opportunity on one of Healdsburg's most desirable roads. This rare dual-parcel offering includes two contiguous parcels totaling 1.10 acres, combining a charming single-level home with an adjacent vacant lot. The 3BD/2BA residence at 14771 McDonough Heights Rd (approx. 1,729 sq ft) showcases mid-century character, an inviting U-shaped layout, and a spacious 3-car garage. The adjoining parcel at 14711 McDonough Heights Rd offers level land with mature trees, hillside views, and room for a pool, guest house, or expansion. Just minutes from downtown Healdsburg, this unique property provides flexibility to enjoy as-is, reimagine, or build your dream Wine Country retreat.

3 Beds ⋅ 2 Baths ⋅ 325086844 MLS

An exceptional opportunity on one of Healdsburg's most desirable roads. This rare dual-parcel offering includes two contiguous parcels totaling 1.10 acres, combining a charming single-level home with an adjacent vacant lot. The 3BD/2BA residence at 14771 McDonough Heights Rd (approx. 1,729 sq ft) showcases mid-century character, an inviting U-shaped layout, and a spacious 3-car garage. The adjoining parcel at 14711 McDonough Heights Rd offers level land with mature trees, hillside views, and room for a pool, guest house, or expansion. Just minutes from downtown Healdsburg, this unique property provides flexibility to enjoy as-is, reimagine, or build your dream Wine Country retreat.

14771 Mcdonough Heights Rd, Healdsburg

$1,654,000

Set along one of Healdsburg's most picturesque streets, this rare find features two separate bungalow-style homes on a spacious 1/4 acre parcel just minutes from Healdsburg Plaza. With turn-of-the-century character and a just-remodeled interior, the primary home (#133) is a perfect blend of historic and new. Classic bungalow-styling features two bedrooms and one bathroom, approximately 750 sq.ft. of living space, all updated to please the modern aesthetic. Tall ceilings and windows, LED lighting, an inviting front porch, new cabinetry and appliances, luxury vinyl plank flooring, and an energy-efficient mini-split system make this home ready for you to move right in and enjoy. The second home is set to the back of the parcel with its own private entrance and separate house address. Built in a cottage style, this sweet unit is one bedroom, one bath with approximately 647 square feet of living space. The interior is freshly painted with new lighting fixtures. Both homes have air-conditioning, laundry, separate detached garages, and fully fenced yards. This property is truly unique. Two homes on a 1/4 acre lot, two separate addresses, two electric meters, and two water meters. Whether you're envisioning a private family compound, a wine country getaway with guest accommodations, multi-generational living, or the flexibility of a primary residence paired with a second home, the possibilities are as timeless as the homes themselves. Just 0.7 mile from celebrated Healdsburg Plaza, enjoy the perfect balance of neighborhood charm and world-class dining, wineries, and boutique shopping.

3 Beds ⋅ 2 Baths ⋅ 326064711 MLS

Set along one of Healdsburg's most picturesque streets, this rare find features two separate bungalow-style homes on a spacious 1/4 acre parcel just minutes from Healdsburg Plaza. With turn-of-the-century character and a just-remodeled interior, the primary home (#133) is a perfect blend of historic and new. Classic bungalow-styling features two bedrooms and one bathroom, approximately 750 sq.ft. of living space, all updated to please the modern aesthetic. Tall ceilings and windows, LED lighting, an inviting front porch, new cabinetry and appliances, luxury vinyl plank flooring, and an energy-efficient mini-split system make this home ready for you to move right in and enjoy. The second home is set to the back of the parcel with its own private entrance and separate house address. Built in a cottage style, this sweet unit is one bedroom, one bath with approximately 647 square feet of living space. The interior is freshly painted with new lighting fixtures. Both homes have air-conditioning, laundry, separate detached garages, and fully fenced yards. This property is truly unique. Two homes on a 1/4 acre lot, two separate addresses, two electric meters, and two water meters. Whether you're envisioning a private family compound, a wine country getaway with guest accommodations, multi-generational living, or the flexibility of a primary residence paired with a second home, the possibilities are as timeless as the homes themselves. Just 0.7 mile from celebrated Healdsburg Plaza, enjoy the perfect balance of neighborhood charm and world-class dining, wineries, and boutique shopping.

135 Sherman St, Healdsburg

$1,650,000

Nestled at the end of a serene private lane away from traffic noise and just mile from the downtown Healdsburg Town Square. This great property offers two beautifully remodeled units; each designed with attention to detail. The open kitchen layout caters perfectly to today's lifestyle, and the property's versatility makes it ideal for multi-generational living, an income-producing opportunity, or simply an elegant retreat. Each unit features its own private garage and cozy yards, perfect for relaxing or entertaining. Plus, while the location provides unmatched peace and quiet, you're just minutes from Healdsburg's vibrant downtown, known for its renowned restaurants, charming boutiques, and world-class tasting rooms. It's not just a homeit's an investment in an extraordinary lifestyle.

326021744 MLS

Nestled at the end of a serene private lane away from traffic noise and just mile from the downtown Healdsburg Town Square. This great property offers two beautifully remodeled units; each designed with attention to detail. The open kitchen layout caters perfectly to today's lifestyle, and the property's versatility makes it ideal for multi-generational living, an income-producing opportunity, or simply an elegant retreat. Each unit features its own private garage and cozy yards, perfect for relaxing or entertaining. Plus, while the location provides unmatched peace and quiet, you're just minutes from Healdsburg's vibrant downtown, known for its renowned restaurants, charming boutiques, and world-class tasting rooms. It's not just a homeit's an investment in an extraordinary lifestyle.

437 University St, Healdsburg

$1,600,000

There is an ease to life at 521 Prince Avenue that captures the best of in-town Healdsburg living. Originally built in 1910, this beautifully renovated single-level home blends classic period charm with modern comfort, high-end finishes, and a distinctly Wine Country sense of place. From its inviting exterior, wrap-around porch, and original water tower to its warm, refined interior, the home offers character without compromise. Inside, the three-bedroom, two-bath floor plan is open, comfortable, and thoughtfully designed for everyday living or relaxed weekend escapes. The remodeled kitchen features high-end appliances and flows naturally into the dining and living spaces, where oak flooring, smooth textured walls, updated windows, 8-foot doors, and a gas fireplace with reclaimed timber mantel create a polished yet welcoming atmosphere. The primary suite includes double walk-in closets and direct access to a spacious rear deck, offering a quiet place to begin or end the day. The outdoor spaces are designed for ease, with usable areas to enjoy without the burden of maintaining a large yard. Xeriscaped landscaping, updated fencing, exterior lighting, and a detached one-car garage further support the low-maintenance lifestyle. Set just a few blocks from the Healdsburg Plaza, the home offers exceptional access to downtown restaurants, tasting rooms, boutiques, parks, and the broader Wine Country experience. Whether used as a luxury getaway or a full-time residence, 521 Prince Avenue delivers historic charm, turnkey comfort, and effortless connection to one of Sonoma County's most desirable lifestyle destinations.

3 Beds ⋅ 2 Baths ⋅ 326029431 MLS

There is an ease to life at 521 Prince Avenue that captures the best of in-town Healdsburg living. Originally built in 1910, this beautifully renovated single-level home blends classic period charm with modern comfort, high-end finishes, and a distinctly Wine Country sense of place. From its inviting exterior, wrap-around porch, and original water tower to its warm, refined interior, the home offers character without compromise. Inside, the three-bedroom, two-bath floor plan is open, comfortable, and thoughtfully designed for everyday living or relaxed weekend escapes. The remodeled kitchen features high-end appliances and flows naturally into the dining and living spaces, where oak flooring, smooth textured walls, updated windows, 8-foot doors, and a gas fireplace with reclaimed timber mantel create a polished yet welcoming atmosphere. The primary suite includes double walk-in closets and direct access to a spacious rear deck, offering a quiet place to begin or end the day. The outdoor spaces are designed for ease, with usable areas to enjoy without the burden of maintaining a large yard. Xeriscaped landscaping, updated fencing, exterior lighting, and a detached one-car garage further support the low-maintenance lifestyle. Set just a few blocks from the Healdsburg Plaza, the home offers exceptional access to downtown restaurants, tasting rooms, boutiques, parks, and the broader Wine Country experience. Whether used as a luxury getaway or a full-time residence, 521 Prince Avenue delivers historic charm, turnkey comfort, and effortless connection to one of Sonoma County's most desirable lifestyle destinations.

521 Prince Ave, Healdsburg

$1,600,000

The Pinnacle of West Dry Creek Living awaits your dream estate development. Discover a rare opportunity to craft your masterpiece on one of Healdsburg's most coveted roads. Spanning 6.6 sun-drenched acres, this premier estate site offers the perfect blend of rural serenity and urban convenience located just six minutes from the world-class dining and boutiques of the downtown Healdsburg Plaza. The property features two expansive, flat meadows framed by hillside views and the soothing presence of a year-round flowing river. Whether you envision a modern architectural marvel or a classic vineyard estate, the infrastructure is already in motion with a strong private well, two successful percolation tests, and PG&E on property. Build your dream at 2400 West Dry Creek, where the essence of Wine Country living meets a canvas of endless potential.

326002437 MLS

The Pinnacle of West Dry Creek Living awaits your dream estate development. Discover a rare opportunity to craft your masterpiece on one of Healdsburg's most coveted roads. Spanning 6.6 sun-drenched acres, this premier estate site offers the perfect blend of rural serenity and urban convenience located just six minutes from the world-class dining and boutiques of the downtown Healdsburg Plaza. The property features two expansive, flat meadows framed by hillside views and the soothing presence of a year-round flowing river. Whether you envision a modern architectural marvel or a classic vineyard estate, the infrastructure is already in motion with a strong private well, two successful percolation tests, and PG&E on property. Build your dream at 2400 West Dry Creek, where the essence of Wine Country living meets a canvas of endless potential.

2400 W Dry Creek Rd, Healdsburg

$1,600,000

Welcome to this beautifully updated single-level home, just blocks from the Healdsburg Plaza in a wonderful neighborhood of curving streets. Set on a quarter-acre lot with mature landscaping and fruit trees, the property offers privacy and space, with room to add a pool if you desire. Inside, sunlight fills the living spaces, where a wood-burning fireplace creates a warm centerpiece. The bright white kitchen features new counters, a sleek sink, energy-efficient appliances, including induction range with smart home app connectivity, and a remote-controlled solar-powered skylight with automatic shade. Throughout the home, new engineered SPC luxury flooring provides a modern, durable foundation for everyday living. Recent upgrades bring comfort and peace of mind, including a new roof, a high-efficiency heat pump HVAC system, refreshed bathroom fixtures, doors, and thoughtful wiring enhancements for today's technology needs. From Cat6 cabling and coax connections to pre-wiring for exterior video surveillance, the home is ready for convenience and future possibilities. With three bedrooms, two baths, and an oversized two-car garage, this 1,765 s.f. home combines everyday ease with long-term quality - offering all the character of Healdsburg living, without the worry of major updates.

3 Beds ⋅ 2 Baths ⋅ 325086496 MLS

Welcome to this beautifully updated single-level home, just blocks from the Healdsburg Plaza in a wonderful neighborhood of curving streets. Set on a quarter-acre lot with mature landscaping and fruit trees, the property offers privacy and space, with room to add a pool if you desire. Inside, sunlight fills the living spaces, where a wood-burning fireplace creates a warm centerpiece. The bright white kitchen features new counters, a sleek sink, energy-efficient appliances, including induction range with smart home app connectivity, and a remote-controlled solar-powered skylight with automatic shade. Throughout the home, new engineered SPC luxury flooring provides a modern, durable foundation for everyday living. Recent upgrades bring comfort and peace of mind, including a new roof, a high-efficiency heat pump HVAC system, refreshed bathroom fixtures, doors, and thoughtful wiring enhancements for today's technology needs. From Cat6 cabling and coax connections to pre-wiring for exterior video surveillance, the home is ready for convenience and future possibilities. With three bedrooms, two baths, and an oversized two-car garage, this 1,765 s.f. home combines everyday ease with long-term quality - offering all the character of Healdsburg living, without the worry of major updates.

314 Greens Dr, Healdsburg

$1,600,000

Endless Potential in Healdsburg - Prime Industrial Parcel. Approximately 1.23-acre industrial lot located within Healdsburg city limits. This high-traffic, high-visibility property offers incredible flexibility for a wide range of uses, with city utilities and zoning already in place. Currently permitted for a winery. The site includes:2,400 sq ft industrial building, a separate 600 sq ft office space, two city sewer hookups, 400-Amp/3-phase power, ample parking, and multiple access points. Plenty of room for future expansion! Whether you're looking to grow an existing operation or develop something new, this property is positioned for success. Permitting is handled directly through the City of Healdsburg. Create, expand, or invest, this is a rare opportunity in one of Wine Country's most sought-after communities.

325059835 MLS

Endless Potential in Healdsburg - Prime Industrial Parcel. Approximately 1.23-acre industrial lot located within Healdsburg city limits. This high-traffic, high-visibility property offers incredible flexibility for a wide range of uses, with city utilities and zoning already in place. Currently permitted for a winery. The site includes:2,400 sq ft industrial building, a separate 600 sq ft office space, two city sewer hookups, 400-Amp/3-phase power, ample parking, and multiple access points. Plenty of room for future expansion! Whether you're looking to grow an existing operation or develop something new, this property is positioned for success. Permitting is handled directly through the City of Healdsburg. Create, expand, or invest, this is a rare opportunity in one of Wine Country's most sought-after communities.

1480 Grove St, Healdsburg

$1,575,000

Live, Invest, or Build Your Dream Home in Downtown Healdsburg - Exceptional opportunity in downtown Healdsburg. Located on a sought-after quiet dead-end street just blocks from the Healdsburg Plaza, this single-story duplex offers flexibility, income potential, and an unbeatable location. The property includes two units, each with a private yard and dedicated laundry. Unit 327 features 2 bedrooms, 1 bathroom, and an attached one-car garage, while Unit 329 offers 3 bedrooms, 2 bathrooms, and a garage conversion providing valuable additional living or storage space. With approximately 2,099 square feet on a 6,300 square foot lot, the property presents a variety of possibilities for investors, owner-occupants, and those seeking a premier downtown location. Continue operating as an income-producing duplex, live in one unit while generating rental income from the other, or take advantage of this exceptional in-town setting to create the custom Healdsburg home you've always envisioned. Opportunities to secure a property with this combination of flexibility, location, and future potential are increasingly rare. Just a couple blocks from the vibrant shops, restaurants, tasting rooms, and community events of downtown Healdsburg, this is a unique chance to invest in one of Sonoma County's most desirable neighborhoods.

5 Beds ⋅ 3 Baths ⋅ 326048500 MLS

Live, Invest, or Build Your Dream Home in Downtown Healdsburg - Exceptional opportunity in downtown Healdsburg. Located on a sought-after quiet dead-end street just blocks from the Healdsburg Plaza, this single-story duplex offers flexibility, income potential, and an unbeatable location. The property includes two units, each with a private yard and dedicated laundry. Unit 327 features 2 bedrooms, 1 bathroom, and an attached one-car garage, while Unit 329 offers 3 bedrooms, 2 bathrooms, and a garage conversion providing valuable additional living or storage space. With approximately 2,099 square feet on a 6,300 square foot lot, the property presents a variety of possibilities for investors, owner-occupants, and those seeking a premier downtown location. Continue operating as an income-producing duplex, live in one unit while generating rental income from the other, or take advantage of this exceptional in-town setting to create the custom Healdsburg home you've always envisioned. Opportunities to secure a property with this combination of flexibility, location, and future potential are increasingly rare. Just a couple blocks from the vibrant shops, restaurants, tasting rooms, and community events of downtown Healdsburg, this is a unique chance to invest in one of Sonoma County's most desirable neighborhoods.

327 Plaza St, Healdsburg

$1,575,000

An elegant 1918 craftsman bungalow on one of Healdsburg's most coveted residential streets, just blocks from the Plaza. Few addresses in Healdsburg offer this kind of proximity combined with this much character. Inside, restored original fir floors, built-in cabinetry, and a quartzite kitchen with stainless appliances and a coffee bar nook with an additional sink. Two spacious walk-in closets and a thoughtfully added second full bath make the home as functional as it is charming. Step outside and the property opens up. A beautifully landscaped front and back yard with shaded porches is made for outdoor living. At the back of the property, a finished garage with its own split heating and cooling system offers flexible space ready for a home office, studio, or creative retreat. Newer roof and newer exterior paint complete the picture.

2 Beds ⋅ 2 Baths ⋅ 326042637 MLS

An elegant 1918 craftsman bungalow on one of Healdsburg's most coveted residential streets, just blocks from the Plaza. Few addresses in Healdsburg offer this kind of proximity combined with this much character. Inside, restored original fir floors, built-in cabinetry, and a quartzite kitchen with stainless appliances and a coffee bar nook with an additional sink. Two spacious walk-in closets and a thoughtfully added second full bath make the home as functional as it is charming. Step outside and the property opens up. A beautifully landscaped front and back yard with shaded porches is made for outdoor living. At the back of the property, a finished garage with its own split heating and cooling system offers flexible space ready for a home office, studio, or creative retreat. Newer roof and newer exterior paint complete the picture.

437 North St, Healdsburg

$1,575,000

Fabulous 4 bedroom home on a large .19 acre lot that has been freshly painted inside and out and has easy access to downtown Healdsburg. This spacious home has lots of windows and natural light with the main primary suite downstairs and another 3 bedrooms upstairs including one on suite. Enter the home onto the gorgeous wood floors. Plenty of entertaining spaces with a living room, family room with a fireplace and some built ins and a separate dining room off of the butlers panty. This 2450 square foot home sits on a beautifully landscaped lot with mature trees. A kitchen built for entertaining family and friends, updated lighting and high ceilings make this the perfect place to move right in and start enjoying all that Healdsburg has to offer. In addition this home is on a cul-de-sac and there is a detached garage and room for a pool, gardening and so much more!

4 Beds ⋅ 4 Baths ⋅ 326034631 MLS

Fabulous 4 bedroom home on a large .19 acre lot that has been freshly painted inside and out and has easy access to downtown Healdsburg. This spacious home has lots of windows and natural light with the main primary suite downstairs and another 3 bedrooms upstairs including one on suite. Enter the home onto the gorgeous wood floors. Plenty of entertaining spaces with a living room, family room with a fireplace and some built ins and a separate dining room off of the butlers panty. This 2450 square foot home sits on a beautifully landscaped lot with mature trees. A kitchen built for entertaining family and friends, updated lighting and high ceilings make this the perfect place to move right in and start enjoying all that Healdsburg has to offer. In addition this home is on a cul-de-sac and there is a detached garage and room for a pool, gardening and so much more!

997 Lupine Ct, Healdsburg