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

4 Beds ⋅ 4 Baths ⋅ 326056166 MLS

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

5519 Dry Creek Rd, Healdsburg

$1,850,000

Thoughtfully crafted by JMA Construction and maintained with pride, this graceful 3-bedroom, 2-bathroom Healdsburg residence pairs warmth and convenience with timeless style, within 2,186 square feet indoor space flowing easily to delightful outdoor spaces. An artfully crafted landscape shelters a hidden deck at the front, leading you inside to discover warm and welcoming rooms with lovely red oak hardwood floors throughout the main area. Abundant natural light pours in from a strategically placed skylight over the kitchen making the contemporary counter tops and stainless steel appliances shine. A desk area between the kitchen and dining room meshes good workspace with additional pantry storage. Choose from one of many options for formal or informal meals, from the ample kitchen bar area, to the cozy breakfast nook, formal dining room or outside on one of the decks. The spacious formal dining room and cozy family room both open to the central deck with views of the hills, Fitch Mountain, and the adjacent golf course. The primary suite features a walk-in closet and an updated bathroom with a soaking tub, perfect for unwinding after a long day. The sliding door extends this bedroom to its own outdoor deck, a private space for rest and reflection. When you are ready, pop around for golf at Tayman Park or head downtown for the best of Healdsburg's cafes, restaurants, the Farmer's Market, Tuesday Concerts in the Plaza or the True West Cinema offerings. Become part of an exceptional Healdsburg neighborhood!

3 Beds ⋅ 2 Baths ⋅ 326076503 MLS

Thoughtfully crafted by JMA Construction and maintained with pride, this graceful 3-bedroom, 2-bathroom Healdsburg residence pairs warmth and convenience with timeless style, within 2,186 square feet indoor space flowing easily to delightful outdoor spaces. An artfully crafted landscape shelters a hidden deck at the front, leading you inside to discover warm and welcoming rooms with lovely red oak hardwood floors throughout the main area. Abundant natural light pours in from a strategically placed skylight over the kitchen making the contemporary counter tops and stainless steel appliances shine. A desk area between the kitchen and dining room meshes good workspace with additional pantry storage. Choose from one of many options for formal or informal meals, from the ample kitchen bar area, to the cozy breakfast nook, formal dining room or outside on one of the decks. The spacious formal dining room and cozy family room both open to the central deck with views of the hills, Fitch Mountain, and the adjacent golf course. The primary suite features a walk-in closet and an updated bathroom with a soaking tub, perfect for unwinding after a long day. The sliding door extends this bedroom to its own outdoor deck, a private space for rest and reflection. When you are ready, pop around for golf at Tayman Park or head downtown for the best of Healdsburg's cafes, restaurants, the Farmer's Market, Tuesday Concerts in the Plaza or the True West Cinema offerings. Become part of an exceptional Healdsburg neighborhood!

412 Fairway Ct, Healdsburg

$750,000

Imagine having a place in Healdsburg that's always ready for you. Your clothes are already there. Your favorite wine glasses are in the cabinet. Your bed is waiting. Your morning coffee is a short jaunt to the Plaza in the beautifully crisp Healdsburg morning air. No packing. No checking in. No checking out. Just arrive. This beautifully designed studio at Mill District was created for exactly that kind of life. A custom Murphy bed disappears when you want more living space. Custom storage keeps everything organized. Upgraded lighting, designer wallpaper, elevated kitchen finishes and tailored window shades give the residence the feeling of a private boutique suite rather than a traditional studio. And now the experience extends beyond the front door. The newly opened resident pool house brings a private pool, fitness and movement spaces, sauna, clubhouse and outdoor gathering spaces just steps from home. Mill District's redwood-lined grounds and downtown location make it possible to leave the car behind and spend the weekend exactly as you intended. Come for the weekend. Stay for the lifestyle.

1 Baths ⋅ 326033811 MLS

Imagine having a place in Healdsburg that's always ready for you. Your clothes are already there. Your favorite wine glasses are in the cabinet. Your bed is waiting. Your morning coffee is a short jaunt to the Plaza in the beautifully crisp Healdsburg morning air. No packing. No checking in. No checking out. Just arrive. This beautifully designed studio at Mill District was created for exactly that kind of life. A custom Murphy bed disappears when you want more living space. Custom storage keeps everything organized. Upgraded lighting, designer wallpaper, elevated kitchen finishes and tailored window shades give the residence the feeling of a private boutique suite rather than a traditional studio. And now the experience extends beyond the front door. The newly opened resident pool house brings a private pool, fitness and movement spaces, sauna, clubhouse and outdoor gathering spaces just steps from home. Mill District's redwood-lined grounds and downtown location make it possible to leave the car behind and spend the weekend exactly as you intended. Come for the weekend. Stay for the lifestyle.

151 Sawmill Cir Unit #103, Healdsburg

$1,550,000

Nestled atop the gentle rolling hills of Healdsburg, this home has sweeping views of the world-renowned Dry Creek Valley and within 10 mins of the downtown area. Expansive windows throughout echo the natural splendor of the landscape with vistas of the lush valley beyond, while ensuring each room is illuminated by abundant natural light. This tasteful newly updated home creates a sanctuary of comfort and casual elegance set by the tone of the natural beauty that surrounds this residence. Moving through the home the large open concept living area is accented by Fir wood floors, contemporary fireplace, vaulted ceiling & dining area. The inviting kitchen features quartz countertops, breakfast bar, maple cabinetry, and new appliances. Three bedrooms (two with ensuite bathrooms), 3 bathrooms total. The multiple glass doors throughout the home invite you to step out and relax on the large wooden decks or enjoy the gentle 5.29 usable acres surrounding the home, where many possibilities await; horses, agriculture, livestock, and ADU. Oversized three car detached garage.

3 Beds ⋅ 3 Baths ⋅ 325088101 MLS

Nestled atop the gentle rolling hills of Healdsburg, this home has sweeping views of the world-renowned Dry Creek Valley and within 10 mins of the downtown area. Expansive windows throughout echo the natural splendor of the landscape with vistas of the lush valley beyond, while ensuring each room is illuminated by abundant natural light. This tasteful newly updated home creates a sanctuary of comfort and casual elegance set by the tone of the natural beauty that surrounds this residence. Moving through the home the large open concept living area is accented by Fir wood floors, contemporary fireplace, vaulted ceiling & dining area. The inviting kitchen features quartz countertops, breakfast bar, maple cabinetry, and new appliances. Three bedrooms (two with ensuite bathrooms), 3 bathrooms total. The multiple glass doors throughout the home invite you to step out and relax on the large wooden decks or enjoy the gentle 5.29 usable acres surrounding the home, where many possibilities await; horses, agriculture, livestock, and ADU. Oversized three car detached garage.

1676 Chiquita Rd, Healdsburg

$2,770,000

Resort Living, Reimagined in Healdsburg - Experience the best of Wine Country living at this exceptional estate, set on 1.07 beautifully landscaped acres in Healdsburg's sought-after Vintage Hills community. Designed for effortless indoor-outdoor living, this home offers an inviting blend of comfort, privacy, and resort-style amenities. The home currently offers two bedrooms, with the third bedroom thoughtfully reimagined as a stunning custom dressing room. Complementing the primary suite, this boutique-inspired space features exceptional storage and organization while remaining easily adaptable as a bedroom should future needs change. The Pool Lounge serves as the centerpiece of the outdoor experience, featuring a walk-up bar and expansive bi-fold doors that open to a sparkling pool, cascading waterfall, fire pit, and lush gardens. An oversized two-car garage with a rear automatic roll-up door provides convenient access to the backyard and raised garden beds, adding functionality to the property's thoughtful design. Just minutes from the Healdsburg Plaza, acclaimed wineries, Lake Sonoma, and countless outdoor adventures, this remarkable property offers the privacy and relaxed sophistication that define Wine Country living.

3 Beds ⋅ 5 Baths ⋅ 326067322 MLS

Resort Living, Reimagined in Healdsburg - Experience the best of Wine Country living at this exceptional estate, set on 1.07 beautifully landscaped acres in Healdsburg's sought-after Vintage Hills community. Designed for effortless indoor-outdoor living, this home offers an inviting blend of comfort, privacy, and resort-style amenities. The home currently offers two bedrooms, with the third bedroom thoughtfully reimagined as a stunning custom dressing room. Complementing the primary suite, this boutique-inspired space features exceptional storage and organization while remaining easily adaptable as a bedroom should future needs change. The Pool Lounge serves as the centerpiece of the outdoor experience, featuring a walk-up bar and expansive bi-fold doors that open to a sparkling pool, cascading waterfall, fire pit, and lush gardens. An oversized two-car garage with a rear automatic roll-up door provides convenient access to the backyard and raised garden beds, adding functionality to the property's thoughtful design. Just minutes from the Healdsburg Plaza, acclaimed wineries, Lake Sonoma, and countless outdoor adventures, this remarkable property offers the privacy and relaxed sophistication that define Wine Country living.

1524 Chablis Rd, Healdsburg

$875,000

New price and fully furnished, this 2 bed, 1.5 bath residence at The Grove Lofts is your chance to own a refined in-town retreat. Experience modern urban design paired with high-end finishes, from warm bamboo flooring to sleek quartz countertops. The inviting living room features a cozy gas fireplace and French doors that open to your own private patio perfect for indoor-outdoor living. Tucked within a serene redwood grove, yet just a short stroll to Healdsburg's vibrant plaza, this home offers the ultimate blend of tranquility and convenience. Whether you're looking for full-time living or the perfect wine country escape, this is sophisticated Healdsburg living at its finest.

2 Beds ⋅ 2 Baths ⋅ 326031807 MLS

New price and fully furnished, this 2 bed, 1.5 bath residence at The Grove Lofts is your chance to own a refined in-town retreat. Experience modern urban design paired with high-end finishes, from warm bamboo flooring to sleek quartz countertops. The inviting living room features a cozy gas fireplace and French doors that open to your own private patio perfect for indoor-outdoor living. Tucked within a serene redwood grove, yet just a short stroll to Healdsburg's vibrant plaza, this home offers the ultimate blend of tranquility and convenience. Whether you're looking for full-time living or the perfect wine country escape, this is sophisticated Healdsburg living at its finest.

544 Grove St, Healdsburg

$735,000

Healdsburg Fixer with Vintage Charm & Private Backyard Opportunity awaits in much-desired Healdsburg! This 1955-era 3-bedroom, 1-bath home is ready for your vision and creativity. Original hardwood floors add warmth and character, while the backyard offers a peaceful outdoor retreat with plenty of potential for gardening, entertaining, or relaxing. A classic Healdsburg fixer with a great opportunity to restore, remodel, and create a home that reflects your own style. Bring your imagination and make this property your own in one of Sonoma County's most sought-after communities.

3 Beds ⋅ 1 Baths ⋅ 326080787 MLS

Healdsburg Fixer with Vintage Charm & Private Backyard Opportunity awaits in much-desired Healdsburg! This 1955-era 3-bedroom, 1-bath home is ready for your vision and creativity. Original hardwood floors add warmth and character, while the backyard offers a peaceful outdoor retreat with plenty of potential for gardening, entertaining, or relaxing. A classic Healdsburg fixer with a great opportunity to restore, remodel, and create a home that reflects your own style. Bring your imagination and make this property your own in one of Sonoma County's most sought-after communities.

409 Lincoln St, 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

$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

$675,000

3-Bedrooms, 2-1/2 Baths Home close to Healdsburg Golf Course, Russian River, Downtown Healdsburg Plaza. Located near Clubhouse and Pool with Russian River Access, Close to Badger Park which has a Dog Park, Community Gardens.

3 Beds ⋅ 3 Baths ⋅ 326062554 MLS

3-Bedrooms, 2-1/2 Baths Home close to Healdsburg Golf Course, Russian River, Downtown Healdsburg Plaza. Located near Clubhouse and Pool with Russian River Access, Close to Badger Park which has a Dog Park, Community Gardens.

849 Falcon Way, Healdsburg

$975,000

Welcome to the desirable Riverside 55+ community! This beautifully renovated 2 bedroom, 2 full bath home is completely move-in ready with stylish updates throughout. Enjoy fabulous tiled bathrooms, a beautifully updated kitchen, spacious living areas, and a large yard perfect for relaxing or gardening. Located in a peaceful neighborhood, 309 Mountain View Drive offers comfort, charm, and easy living all in one perfect package.

2 Beds ⋅ 2 Baths ⋅ 326039529 MLS

Welcome to the desirable Riverside 55+ community! This beautifully renovated 2 bedroom, 2 full bath home is completely move-in ready with stylish updates throughout. Enjoy fabulous tiled bathrooms, a beautifully updated kitchen, spacious living areas, and a large yard perfect for relaxing or gardening. Located in a peaceful neighborhood, 309 Mountain View Drive offers comfort, charm, and easy living all in one perfect package.

309 Mountain View Dr, Healdsburg

$1,545,000

Prime Healdsburg Living Meets Incredible Potential. Nestled in the coveted Greens neighborhood, 410 Tee Drive presents a rare opportunity to secure a substantial 2,686 square foot residence in one of Healdsburg's most established enclaves. Featuring a classic wrap around porch and a floor plan designed for effortless flow, this home serves as the perfect canvas for your modern vision. The main level offers multiple living spaces designed for flexibility, anchored by a fireplace that adds warmth to the home's original character. The kitchen flows seamlessly to the backyard, making it an ideal setup for indoor-outdoor entertaining. Upstairs you will find the primary suite with a spacious bathroom featuring a shower and soaking tub, plus a walk-in closet. Two additional bedrooms and a second full bathroom also live upstairs. The oversized two-car garage includes a built-in workshop, while a separate mudroom and utility room complete with a full bathroom is conveniently located between the garage and the main house. The expansive backyard is a gardener's dream, featuring established citrus and fruit trees, a large deck, and dedicated space for a farm-to-table kitchen garden. Whether you are enjoying everything the Healdsburg Plaza has to offer, teeing off at Tayman Park, or exploring the Russian River or trails of Fitch Mountain, the location is truly second to none. Live comfortable in this home or bring your vision to transform this spacious property into your dream home.

3 Beds ⋅ 3 Baths ⋅ 326036825 MLS

Prime Healdsburg Living Meets Incredible Potential. Nestled in the coveted Greens neighborhood, 410 Tee Drive presents a rare opportunity to secure a substantial 2,686 square foot residence in one of Healdsburg's most established enclaves. Featuring a classic wrap around porch and a floor plan designed for effortless flow, this home serves as the perfect canvas for your modern vision. The main level offers multiple living spaces designed for flexibility, anchored by a fireplace that adds warmth to the home's original character. The kitchen flows seamlessly to the backyard, making it an ideal setup for indoor-outdoor entertaining. Upstairs you will find the primary suite with a spacious bathroom featuring a shower and soaking tub, plus a walk-in closet. Two additional bedrooms and a second full bathroom also live upstairs. The oversized two-car garage includes a built-in workshop, while a separate mudroom and utility room complete with a full bathroom is conveniently located between the garage and the main house. The expansive backyard is a gardener's dream, featuring established citrus and fruit trees, a large deck, and dedicated space for a farm-to-table kitchen garden. Whether you are enjoying everything the Healdsburg Plaza has to offer, teeing off at Tayman Park, or exploring the Russian River or trails of Fitch Mountain, the location is truly second to none. Live comfortable in this home or bring your vision to transform this spacious property into your dream home.

410 Tee Dr, Healdsburg

$795,000

Just minutes from the Healdsburg Plaza with its exceptional dining, boutique shopping and distinguished wineries this beautifully maintained 3 bedroom, 2.5 bathroom home offers comfortable living spaces, thoughtful updates and inviting private backyard. The well appointed kitchen features granite countertops, updated cabinetry, stainless steel appliances and a charming breakfast nook. Hardwood floors add warmth and character while abundant storage throughout the home provides plenty of room for everyday living and organization. Upstairs, the spacious primary bedroom and two additional generously sized bedrooms are complemented by two full bathrooms. Residents of this desirable community enjoy beautifully landscaped common areas and an exceptional collection of amenities, including a sparkling pool and spa, tennis courts, pickleball and bocce all just steps from home. Comfortable, well cared for and ideally suited for today's lifestyle, this inviting home offers a rare combination of outdoor privacy, convenience and resort style community amenities, all just minutes from the best of Healdsburg.

3 Beds ⋅ 3 Baths ⋅ 326072647 MLS

Just minutes from the Healdsburg Plaza with its exceptional dining, boutique shopping and distinguished wineries this beautifully maintained 3 bedroom, 2.5 bathroom home offers comfortable living spaces, thoughtful updates and inviting private backyard. The well appointed kitchen features granite countertops, updated cabinetry, stainless steel appliances and a charming breakfast nook. Hardwood floors add warmth and character while abundant storage throughout the home provides plenty of room for everyday living and organization. Upstairs, the spacious primary bedroom and two additional generously sized bedrooms are complemented by two full bathrooms. Residents of this desirable community enjoy beautifully landscaped common areas and an exceptional collection of amenities, including a sparkling pool and spa, tennis courts, pickleball and bocce all just steps from home. Comfortable, well cared for and ideally suited for today's lifestyle, this inviting home offers a rare combination of outdoor privacy, convenience and resort style community amenities, all just minutes from the best of Healdsburg.

554 March Ave, Healdsburg

$3,300,000

Come see what everyone is talking about! Rare Healdsburg Opportunity! Character, Space & Possibility. Opportunities like this rarely come to market in the heart of Healdsburg. Set on nearly one-third of an acre on one of Healdsburg's most desirable streets, this unique property offers an exceptional combination of location, character, privacy, and versatility. Bordering Tucker Street and Alley 2, the quintessential single-level Craftsman features 3 bedrooms, 1.5 bathrooms, laundry room, mudroom, and basement, root cellar.'' Enjoy classic front-porch living and a private backyard with an established orchard. Privately accessed from Alley 2, the detached 840-square-foot, 1-bedroom, 1-bath ADU, built in 2004, offers its own entrance, parking, and full-length deck overlooking the orchard, perfect for guests, family, or a private retreat. And the possibilities continue: the property may have the potential to become two separate lots. The combination of nearly one-third acre, alley access, an existing ADU, and a prime downtown location is exceptionally rare. Whether you envision a family compound, multigenerational living, a guest retreat, or exploring the potential of two properties, this is a truly special opportunity to create your own Healdsburg lifestyle. Rarely does a property with this location, land, and potential become available. Come experience it for yourself.

4 Beds ⋅ 3 Baths ⋅ 326075117 MLS

Come see what everyone is talking about! Rare Healdsburg Opportunity! Character, Space & Possibility. Opportunities like this rarely come to market in the heart of Healdsburg. Set on nearly one-third of an acre on one of Healdsburg's most desirable streets, this unique property offers an exceptional combination of location, character, privacy, and versatility. Bordering Tucker Street and Alley 2, the quintessential single-level Craftsman features 3 bedrooms, 1.5 bathrooms, laundry room, mudroom, and basement, root cellar.'' Enjoy classic front-porch living and a private backyard with an established orchard. Privately accessed from Alley 2, the detached 840-square-foot, 1-bedroom, 1-bath ADU, built in 2004, offers its own entrance, parking, and full-length deck overlooking the orchard, perfect for guests, family, or a private retreat. And the possibilities continue: the property may have the potential to become two separate lots. The combination of nearly one-third acre, alley access, an existing ADU, and a prime downtown location is exceptionally rare. Whether you envision a family compound, multigenerational living, a guest retreat, or exploring the potential of two properties, this is a truly special opportunity to create your own Healdsburg lifestyle. Rarely does a property with this location, land, and potential become available. Come experience it for yourself.

425 Tucker St, Healdsburg

$850,000

Wine Country living doesn't get better than this. 346 Piper Street is a stunning 2BD/1.5BA smart home just steps from the Healdsburg Plaza and it's everything. Chef's kitchen with pro-grade appliances, quartz countertops & custom cabinetry. Cozy gas fireplace. Bamboo floors throughout. And the backyard. Professionally designed by Jake Moss Designs and featured on DIY Network's Yardcore complete with a hot tub that's included in the sale. 1,180 sq. ft. of meticulously upgraded, move-in ready Wine Country bliss. Low-maintenance HOA living with recent roof, gutters & systems all updated.

2 Beds ⋅ 2 Baths ⋅ 326068869 MLS

Wine Country living doesn't get better than this. 346 Piper Street is a stunning 2BD/1.5BA smart home just steps from the Healdsburg Plaza and it's everything. Chef's kitchen with pro-grade appliances, quartz countertops & custom cabinetry. Cozy gas fireplace. Bamboo floors throughout. And the backyard. Professionally designed by Jake Moss Designs and featured on DIY Network's Yardcore complete with a hot tub that's included in the sale. 1,180 sq. ft. of meticulously upgraded, move-in ready Wine Country bliss. Low-maintenance HOA living with recent roof, gutters & systems all updated.

346 Piper St, Healdsburg

$538,000

Discover the potential of this rare Fitch Mountain property, featuring 0.29 acres with 125' of Russian River Frontage. For the first time in decades, this unique riverfront property presents the chance to reimagine a ~1,000+ SqFt home on a rare, oversized parcel in one of Sonoma County's most coveted natural settings. Tucked away on a quiet lane and framed by towering redwoods, the property enjoys abundant year-round sunlight and private access to a secluded stretch of the Russian River shoreline. Formerly owned by a renowned local artist, the home retains its vintage character and offers a blank canvas for your vision. The spacious primary bedroom includes an adjoining closet area, while the central living room opens to a covered deck and bonus room. Formerly the artist's studio, this flexible space offers deck access and river views, ideal for a second bedroom or creative retreat. Nestled between the protected river corridor and Fitch Mountain Open Space Preserve, the property is immersed in a truly serene landscape, while just minutes from the historic Healdsburg Plaza, acclaimed restaurants, and tasting rooms. This is a rare opportunity to create a riverside retreat of your own, with the best of Wine Country on your doorstep.

1 Beds ⋅ 1 Baths ⋅ 326066998 MLS

Discover the potential of this rare Fitch Mountain property, featuring 0.29 acres with 125' of Russian River Frontage. For the first time in decades, this unique riverfront property presents the chance to reimagine a ~1,000+ SqFt home on a rare, oversized parcel in one of Sonoma County's most coveted natural settings. Tucked away on a quiet lane and framed by towering redwoods, the property enjoys abundant year-round sunlight and private access to a secluded stretch of the Russian River shoreline. Formerly owned by a renowned local artist, the home retains its vintage character and offers a blank canvas for your vision. The spacious primary bedroom includes an adjoining closet area, while the central living room opens to a covered deck and bonus room. Formerly the artist's studio, this flexible space offers deck access and river views, ideal for a second bedroom or creative retreat. Nestled between the protected river corridor and Fitch Mountain Open Space Preserve, the property is immersed in a truly serene landscape, while just minutes from the historic Healdsburg Plaza, acclaimed restaurants, and tasting rooms. This is a rare opportunity to create a riverside retreat of your own, with the best of Wine Country on your doorstep.

2001 Redwood Dr, Healdsburg

$205,100

This beautifully renovated 2 bedroom, 2 bath home is located in the all age Riverside Mobile Park in the heart of Healdsburg, offering a rare combination of style, comfort, and affordability. Extensively updated down to the studs, the home is nearly new throughout with updated drywall, subflooring, roofing, electrical, plumbing, exterior siding, paint, windows, appliances, laminate flooring, and a custom deck. The thoughtfully designed interior features a gas range, farmhouse apron sink, multiple mini split systems for efficient heating and cooling, an in unit washer and dryer, and approximately 800 sq. ft. of comfortable living space. Even better, the home is being sold fully furnished, with all furniture shown in the photos included, making it truly turn key. Enjoy a peaceful setting just minutes from the Healdsburg Plaza, local shops, restaurants, wine country amenities, and the river for outdoor recreation. With a low space rent of $861 per month, this move in ready home is an excellent opportunity for anyone seeking a low maintenance primary residence, weekend retreat, or affordable way to enjoy the Healdsburg lifestyle.

2 Beds ⋅ 2 Baths ⋅ 326046153 MLS

This beautifully renovated 2 bedroom, 2 bath home is located in the all age Riverside Mobile Park in the heart of Healdsburg, offering a rare combination of style, comfort, and affordability. Extensively updated down to the studs, the home is nearly new throughout with updated drywall, subflooring, roofing, electrical, plumbing, exterior siding, paint, windows, appliances, laminate flooring, and a custom deck. The thoughtfully designed interior features a gas range, farmhouse apron sink, multiple mini split systems for efficient heating and cooling, an in unit washer and dryer, and approximately 800 sq. ft. of comfortable living space. Even better, the home is being sold fully furnished, with all furniture shown in the photos included, making it truly turn key. Enjoy a peaceful setting just minutes from the Healdsburg Plaza, local shops, restaurants, wine country amenities, and the river for outdoor recreation. With a low space rent of $861 per month, this move in ready home is an excellent opportunity for anyone seeking a low maintenance primary residence, weekend retreat, or affordable way to enjoy the Healdsburg lifestyle.

541 Mason St Unit #8, Healdsburg

$1,395,000

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

2 Beds ⋅ 3 Baths ⋅ 326019262 MLS

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

516 Grove St, Healdsburg

$2,850,000

Wine Country living at its finest. Experience the best of Wine Country living from this beautifully appointed Eastside Road property, ideally situated at the end of a private lane on 2.11 acres. Surrounded by mature trees and backing to a neighboring vineyard, the setting feels peaceful and tucked away while remaining just minutes from Healdsburg and Windsor. The 3,474 sq. ft. home offers 4 bedrooms and 3.5 baths and lives like a single level, with the primary suite and dedicated office on the main floor. The primary bath adds a touch of luxury with heated floors and a steam shower. At the heart of the home is a spacious open kitchen designed for gathering and entertaining, featuring a marble island with five-burner gas cooktop, farmhouse sink, built-in refrigerator and freezer, double ovens, built-in espresso machine, microwave drawer and 48-bottle wine refrigerator. The open layout offers generous entertaining space, while large windows frame the surrounding greenery and bring the Wine Country setting indoors. A custom four-panel NanaWall accordion door opens the living space to the outdoors, creating a seamless connection for indoor-outdoor entertaining. Outside, enjoy the fully fenced PebbleTec pool and spa, bocce ball court and plenty of room to relax, gather and take in the Wine Country setting. Additional features include temperature-controlled wine storage, solar panels and a Tesla charger. Whether enjoyed as a full-time residence, second home or with an eye toward potential vacation rental use, this Eastside Road property offers exceptional Wine Country versatility. Peaceful and tucked away, yet close to acclaimed wineries, restaurants, shopping and all that Healdsburg and Windsor have to offer, with convenient access to the greater Bay Area.

4 Beds ⋅ 4 Baths ⋅ 326073904 MLS

Wine Country living at its finest. Experience the best of Wine Country living from this beautifully appointed Eastside Road property, ideally situated at the end of a private lane on 2.11 acres. Surrounded by mature trees and backing to a neighboring vineyard, the setting feels peaceful and tucked away while remaining just minutes from Healdsburg and Windsor. The 3,474 sq. ft. home offers 4 bedrooms and 3.5 baths and lives like a single level, with the primary suite and dedicated office on the main floor. The primary bath adds a touch of luxury with heated floors and a steam shower. At the heart of the home is a spacious open kitchen designed for gathering and entertaining, featuring a marble island with five-burner gas cooktop, farmhouse sink, built-in refrigerator and freezer, double ovens, built-in espresso machine, microwave drawer and 48-bottle wine refrigerator. The open layout offers generous entertaining space, while large windows frame the surrounding greenery and bring the Wine Country setting indoors. A custom four-panel NanaWall accordion door opens the living space to the outdoors, creating a seamless connection for indoor-outdoor entertaining. Outside, enjoy the fully fenced PebbleTec pool and spa, bocce ball court and plenty of room to relax, gather and take in the Wine Country setting. Additional features include temperature-controlled wine storage, solar panels and a Tesla charger. Whether enjoyed as a full-time residence, second home or with an eye toward potential vacation rental use, this Eastside Road property offers exceptional Wine Country versatility. Peaceful and tucked away, yet close to acclaimed wineries, restaurants, shopping and all that Healdsburg and Windsor have to offer, with convenient access to the greater Bay Area.

10934 Eastside Rd, Healdsburg

$175,000

Tucked inside Riverside Community in the heart of Healdsburg, this single-wide manufactured home offers one of Sonoma County's most sought-after towns. With approximately 595 square feet of living space, two bedrooms, a flex front room, and in-unit laundry, the layout makes the most of every square foot. A clean, updated kitchen anchors the home, with stainless appliances and an island made for quick meals or morning coffee. A side and back outdoor area provides a bit of private outdoor space to enjoy. A newer heater and private storage shed add everyday practicality. Space rent of $850 per month includes water and gas. Whether you're looking for a primary residence, a peaceful weekend retreat, or simply a foothold in Healdsburg, this is a rare opportunity.

2 Beds ⋅ 1 Baths ⋅ 326050458 MLS

Tucked inside Riverside Community in the heart of Healdsburg, this single-wide manufactured home offers one of Sonoma County's most sought-after towns. With approximately 595 square feet of living space, two bedrooms, a flex front room, and in-unit laundry, the layout makes the most of every square foot. A clean, updated kitchen anchors the home, with stainless appliances and an island made for quick meals or morning coffee. A side and back outdoor area provides a bit of private outdoor space to enjoy. A newer heater and private storage shed add everyday practicality. Space rent of $850 per month includes water and gas. Whether you're looking for a primary residence, a peaceful weekend retreat, or simply a foothold in Healdsburg, this is a rare opportunity.

541 Mason St Unit #6, Healdsburg

$1,030,000

Built circa 1870 in the Homestead Cottage style, this home features three bedrooms, one bath in the main section of house and a one bedroom, one bath attached guest addition in the rear of home. The extra large lot and floor plan of the home provides opportunities for expansion and modernization. The parcel slopes gently from Grant Street to the South creating privacy and a wonderful shaded rear yard with mature trees which include avocado and lemon trees. The location of this vintage home is ideal and a short distance to many of Healdsburg's best amenities.

4 Beds ⋅ 2 Baths ⋅ 326070618 MLS

Built circa 1870 in the Homestead Cottage style, this home features three bedrooms, one bath in the main section of house and a one bedroom, one bath attached guest addition in the rear of home. The extra large lot and floor plan of the home provides opportunities for expansion and modernization. The parcel slopes gently from Grant Street to the South creating privacy and a wonderful shaded rear yard with mature trees which include avocado and lemon trees. The location of this vintage home is ideal and a short distance to many of Healdsburg's best amenities.

216 Grant St, Healdsburg

$805,000

This pristine, 9-year-old turnkey home offers more than exceptional Wine Country living it presents an opportunity to own a tangible asset in one of Northern California's most sought-after destinations. Combining lock-and-leave convenience with a premium location just moments from the renowned Healdsburg Plaza, the home is equally well suited as a primary residence, weekend retreat, or long-term addition to a diversified real estate portfolio. Beautifully maintained, the 3-bedroom, 2.5-bathroom residence blends modern design with everyday comfort. Light-filled interiors create a warm and inviting atmosphere, while the thoughtfully designed floor plan offers spaces ideal for both relaxed daily living and effortless entertaining. An inviting outdoor patio extends the living space, and the tidy backyard provides an ideal canvas for gardening, outdoor dining, or adding your own personal touches. Beyond the front door, the very best of Healdsburg is just minutes away. Enjoy easy access to the historic Healdsburg Plaza, celebrated restaurants, boutique shopping, farmers markets, art galleries, and world-class wineries that have made this one of California's premier Wine Country destinations. Whether your goal is to enjoy an exceptional lifestyle today while building long-term real estate holdings, or simply own a low-maintenance home in an irreplaceable location, 117 Grayson Way offers a rare combination of lifestyle, flexibility, and enduring value.

3 Beds ⋅ 3 Baths ⋅ 326045975 MLS

This pristine, 9-year-old turnkey home offers more than exceptional Wine Country living it presents an opportunity to own a tangible asset in one of Northern California's most sought-after destinations. Combining lock-and-leave convenience with a premium location just moments from the renowned Healdsburg Plaza, the home is equally well suited as a primary residence, weekend retreat, or long-term addition to a diversified real estate portfolio. Beautifully maintained, the 3-bedroom, 2.5-bathroom residence blends modern design with everyday comfort. Light-filled interiors create a warm and inviting atmosphere, while the thoughtfully designed floor plan offers spaces ideal for both relaxed daily living and effortless entertaining. An inviting outdoor patio extends the living space, and the tidy backyard provides an ideal canvas for gardening, outdoor dining, or adding your own personal touches. Beyond the front door, the very best of Healdsburg is just minutes away. Enjoy easy access to the historic Healdsburg Plaza, celebrated restaurants, boutique shopping, farmers markets, art galleries, and world-class wineries that have made this one of California's premier Wine Country destinations. Whether your goal is to enjoy an exceptional lifestyle today while building long-term real estate holdings, or simply own a low-maintenance home in an irreplaceable location, 117 Grayson Way offers a rare combination of lifestyle, flexibility, and enduring value.

117 Grayson Way, Healdsburg

$450,000

Set at the end of Limerick Lane in a peaceful country setting, this 1.18-acre parcel offers a wonderful opportunity to build just minutes from the Healdsburg Plaza and surrounding wine country. The lot is level and open, providing an easy canvas for a custom home, outdoor living spaces, or gardens. It has been pre-perc'd for a 3-bedroom mound system or a 7-bedroom drip irrigation system, allowing for a range of building possibilities. An added benefit is the adjacent parcel, also available for purchase. Whether you're looking for added privacy, space to spread out, or the option to create a shared family retreat, this offering gives you flexibility to grow over time.

326024690 MLS

Set at the end of Limerick Lane in a peaceful country setting, this 1.18-acre parcel offers a wonderful opportunity to build just minutes from the Healdsburg Plaza and surrounding wine country. The lot is level and open, providing an easy canvas for a custom home, outdoor living spaces, or gardens. It has been pre-perc'd for a 3-bedroom mound system or a 7-bedroom drip irrigation system, allowing for a range of building possibilities. An added benefit is the adjacent parcel, also available for purchase. Whether you're looking for added privacy, space to spread out, or the option to create a shared family retreat, this offering gives you flexibility to grow over time.

12 Limerick Ln, Healdsburg

$860,000

Less than 2 miles north of Downtown Healdsburg. Single story 3 Bedroom/2 Bath lots of light and open floor plan. Back yard ideal for entertaining with access off dining room/kitchen. Large garage with shop area and stairs to upstairs storage in garage.

3 Beds ⋅ 2 Baths ⋅ 325014268 MLS

Less than 2 miles north of Downtown Healdsburg. Single story 3 Bedroom/2 Bath lots of light and open floor plan. Back yard ideal for entertaining with access off dining room/kitchen. Large garage with shop area and stairs to upstairs storage in garage.

111 Philip Dr, Healdsburg

$1,150,000

Ideally located in Healdsburg's highly desirable Parkland Farms neighborhood, this spacious 5-bedroom, 3-bath home offers approximately 2,500 sq ft just minutes from the Healdsburg Plaza, renowned wineries, restaurants, shopping, parks, and scenic walking trails. Designed with both comfort and functionality in mind, the flexible floor plan features a full bedroom and bathroom on the main level, formal living and dining rooms, fresh interior paint, updated flooring, plantation shutters, and an open-concept kitchen, dining, and family room centered around a cozy gas fireplace. French doors lead to the backyard, creating seamless indoor-outdoor living. Upstairs, the generous primary suite offers a walk-in closet, soaking tub, and dual-sink vanity, while three additional bedrooms and an upstairs laundry room provide plenty of space for family or guests. Outside, enjoy a low-maintenance backyard complete with a built-in BBQ, outdoor kitchen, paver patio, detached two-car garage, and gated driveway, perfect for entertaining and everyday living. With its unbeatable location, versatile layout, and easy access to everything Healdsburg has to offer, this home is the perfect place to enjoy Wine Country living.

5 Beds ⋅ 3 Baths ⋅ 326043689 MLS

Ideally located in Healdsburg's highly desirable Parkland Farms neighborhood, this spacious 5-bedroom, 3-bath home offers approximately 2,500 sq ft just minutes from the Healdsburg Plaza, renowned wineries, restaurants, shopping, parks, and scenic walking trails. Designed with both comfort and functionality in mind, the flexible floor plan features a full bedroom and bathroom on the main level, formal living and dining rooms, fresh interior paint, updated flooring, plantation shutters, and an open-concept kitchen, dining, and family room centered around a cozy gas fireplace. French doors lead to the backyard, creating seamless indoor-outdoor living. Upstairs, the generous primary suite offers a walk-in closet, soaking tub, and dual-sink vanity, while three additional bedrooms and an upstairs laundry room provide plenty of space for family or guests. Outside, enjoy a low-maintenance backyard complete with a built-in BBQ, outdoor kitchen, paver patio, detached two-car garage, and gated driveway, perfect for entertaining and everyday living. With its unbeatable location, versatile layout, and easy access to everything Healdsburg has to offer, this home is the perfect place to enjoy Wine Country living.

367 Arabian Way, Healdsburg

$1,050,000

9206 Chalk Hill Road offers a thoughtful expression of Wine Country living, where natural surroundings, everyday comfort and careful stewardship come together. Set on approximately 1.38 acres, the property follows the natural contours of the hillside, with mature native oaks, a seasonal creek and a landscape that changes beautifully with the seasons. Inside, the home has an open, natural flow with soaring vaulted ceilings, expansive windows and abundant natural light. The kitchen, dining and living areas connect seamlessly, while the bedrooms and primary living spaces are arranged on one level for an easy, functional floor plan once inside. An expansive deck extends the living space into the surrounding landscape and an fenced-in patio off the kitchen completes the ease for this property's indoor-outdoor lifestyle. Outdoor living continues to unfold throughout the property. A lower terrace with cafe lighting and a custom wet bar has become a favorite gathering place, while the upper deck offers a different perspective among the oaks. A versatile loft adjoining the garage provides additional flexibility for an office, art studio, fitness room or hobby space. Owned solar, an EV charger and new appliances reflect the attentive ownership and thoughtful care that has been poured into this home for years. Just minutes from both Windsor and Healdsburg, this is a beautiful, well-maintained home for buyers who appreciate room to breathe, natural surroundings and the character of the Chalk Hill setting.

3 Beds ⋅ 2 Baths ⋅ 326068867 MLS

9206 Chalk Hill Road offers a thoughtful expression of Wine Country living, where natural surroundings, everyday comfort and careful stewardship come together. Set on approximately 1.38 acres, the property follows the natural contours of the hillside, with mature native oaks, a seasonal creek and a landscape that changes beautifully with the seasons. Inside, the home has an open, natural flow with soaring vaulted ceilings, expansive windows and abundant natural light. The kitchen, dining and living areas connect seamlessly, while the bedrooms and primary living spaces are arranged on one level for an easy, functional floor plan once inside. An expansive deck extends the living space into the surrounding landscape and an fenced-in patio off the kitchen completes the ease for this property's indoor-outdoor lifestyle. Outdoor living continues to unfold throughout the property. A lower terrace with cafe lighting and a custom wet bar has become a favorite gathering place, while the upper deck offers a different perspective among the oaks. A versatile loft adjoining the garage provides additional flexibility for an office, art studio, fitness room or hobby space. Owned solar, an EV charger and new appliances reflect the attentive ownership and thoughtful care that has been poured into this home for years. Just minutes from both Windsor and Healdsburg, this is a beautiful, well-maintained home for buyers who appreciate room to breathe, natural surroundings and the character of the Chalk Hill setting.

9206 Chalk Hill Rd, Healdsburg

$785,000

Nestled on prestigious Chalk Hill Road, this private 6.78-acre parcel offers a rare opportunity to create a custom estate in one of Sonoma County's most desirable rural settings. Surrounded by large acreage properties and scenic countryside, the land provides an exceptional balance of privacy, natural beauty, and convenience. The property includes access to 58 acres of shared open space, creating an expansive feel and preserving the area's rural character. Ideally situated near the Mayacama Golf Club, Charles M. Schulz-Sonoma County Airport, and the downtown districts of Healdsburg, Windsor, and Santa Rosa, the location offers easy access to shopping, dining, recreation, and everyday amenities while maintaining a peaceful country atmosphere. A significant portion of the groundwork has already been completed, including an issued 4-bedroom septic permit and a strong-producing well rated at 25.6 GPM. Whether your vision is a primary residence, weekend retreat, or family compound, this exceptional parcel provides a ready foundation in one of Healdsburg's most sought-after locations.

326048848 MLS

Nestled on prestigious Chalk Hill Road, this private 6.78-acre parcel offers a rare opportunity to create a custom estate in one of Sonoma County's most desirable rural settings. Surrounded by large acreage properties and scenic countryside, the land provides an exceptional balance of privacy, natural beauty, and convenience. The property includes access to 58 acres of shared open space, creating an expansive feel and preserving the area's rural character. Ideally situated near the Mayacama Golf Club, Charles M. Schulz-Sonoma County Airport, and the downtown districts of Healdsburg, Windsor, and Santa Rosa, the location offers easy access to shopping, dining, recreation, and everyday amenities while maintaining a peaceful country atmosphere. A significant portion of the groundwork has already been completed, including an issued 4-bedroom septic permit and a strong-producing well rated at 25.6 GPM. Whether your vision is a primary residence, weekend retreat, or family compound, this exceptional parcel provides a ready foundation in one of Healdsburg's most sought-after locations.

841 Leslie Rd, Healdsburg

$1,320,000

Discover the best of Healdsburg living in this beautifully refreshed 3-bedroom, 2.5-bathroom home offering 2,208 square feet on nearly half an acre. Tucked away on a peaceful dead-end street, this inviting property is just minutes from the iconic Healdsburg Plaza, placing exceptional dining, wine tasting, shopping, and entertainment close at hand. Thoughtfully updated with fresh interior and exterior paint, a remodeled kitchen, new flooring, and numerous additional improvements, the home offers a stylish, comfortable, and move-in-ready setting. Views add another special dimension, creating a beautiful backdrop and a wonderful connection to the surrounding Wine Country landscape. Outside, the property truly shines as a private backyard retreat. An in-ground pool and spa are complemented by a spacious patio, creating the perfect setting for sunny afternoons, evening swims, outdoor dining, and entertaining with friends and family. Garden beds and generous yard space offer plenty of room for gardening and enjoying the outdoors. With its peaceful setting, expansive lot, inviting views, resort-like backyard, and proximity to downtown Healdsburg, this home offers a rare combination of privacy and convenience. Enjoy the space and tranquility of a residential retreat while being just minutes from everything that makes Healdsburg one of Wine Country's most desirable destinations.

3 Beds ⋅ 3 Baths ⋅ 326071481 MLS

Discover the best of Healdsburg living in this beautifully refreshed 3-bedroom, 2.5-bathroom home offering 2,208 square feet on nearly half an acre. Tucked away on a peaceful dead-end street, this inviting property is just minutes from the iconic Healdsburg Plaza, placing exceptional dining, wine tasting, shopping, and entertainment close at hand. Thoughtfully updated with fresh interior and exterior paint, a remodeled kitchen, new flooring, and numerous additional improvements, the home offers a stylish, comfortable, and move-in-ready setting. Views add another special dimension, creating a beautiful backdrop and a wonderful connection to the surrounding Wine Country landscape. Outside, the property truly shines as a private backyard retreat. An in-ground pool and spa are complemented by a spacious patio, creating the perfect setting for sunny afternoons, evening swims, outdoor dining, and entertaining with friends and family. Garden beds and generous yard space offer plenty of room for gardening and enjoying the outdoors. With its peaceful setting, expansive lot, inviting views, resort-like backyard, and proximity to downtown Healdsburg, this home offers a rare combination of privacy and convenience. Enjoy the space and tranquility of a residential retreat while being just minutes from everything that makes Healdsburg one of Wine Country's most desirable destinations.

620 Alta Vista Dr, 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

$6,700,000

Perched atop a sun-kissed knoll in the rolling hills of Healdsburg just minutes from the famed Plaza, this breathtaking gated estate radiates the timeless romance of the Italian countryside. Sweeping 360 views of vine-draped valleys and golden hills create a setting straight from a Tuscan dream. The main residence is a harmonious blend of rustic charm and modern luxury, with warm stucco walls, clay tile roof, and stone paths winding through fragrant gardens and olive trees. Inside, soaring ceilings, a private elevator, butler's kitchen, and wine cellar evoke refined living. French doors open to patios perfect for dining under the stars, while the sparkling pool, spa, and full bath changing room invite leisurely afternoons. A 1-bedroom guest cottage offers serene vineyard views and private repose. Across 23.5 acres, life flourishes with vegetable and flower gardens, fruit trees, and two chicken coops. This is a place to gather, savor, and dream where every detail whispers romance, rooted in the heart of wine country.

4 Beds ⋅ 6 Baths ⋅ 326018994 MLS

Perched atop a sun-kissed knoll in the rolling hills of Healdsburg just minutes from the famed Plaza, this breathtaking gated estate radiates the timeless romance of the Italian countryside. Sweeping 360 views of vine-draped valleys and golden hills create a setting straight from a Tuscan dream. The main residence is a harmonious blend of rustic charm and modern luxury, with warm stucco walls, clay tile roof, and stone paths winding through fragrant gardens and olive trees. Inside, soaring ceilings, a private elevator, butler's kitchen, and wine cellar evoke refined living. French doors open to patios perfect for dining under the stars, while the sparkling pool, spa, and full bath changing room invite leisurely afternoons. A 1-bedroom guest cottage offers serene vineyard views and private repose. Across 23.5 acres, life flourishes with vegetable and flower gardens, fruit trees, and two chicken coops. This is a place to gather, savor, and dream where every detail whispers romance, rooted in the heart of wine country.

Healdsburg

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