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Excellent investment opportunity in Healdsburg, conveniently located just minutes from the historic Healdsburg Plaza, with easy access to restaurants, shopping, wineries, and everyday amenities. This freshly updated four-plex features four spacious 2-bedroom, 2-bath units, each offering approximately 850 square feet of living space. Every unit includes in-unit laundry, separate utility meters, and a dedicated carport with private storage. The two ground-floor units enjoy private patios, while the upstairs units feature private balconies. With fresh updates, desirable amenities, and a convenient Healdsburg location, this turnkey property is an excellent opportunity for investors or owner-occupants seeking rental income in Sonoma County.

326066553 MLS ⋅ ACTIVE Status

Excellent investment opportunity in Healdsburg, conveniently located just minutes from the historic Healdsburg Plaza, with easy access to restaurants, shopping, wineries, and everyday amenities. This freshly updated four-plex features four spacious 2-bedroom, 2-bath units, each offering approximately 850 square feet of living space. Every unit includes in-unit laundry, separate utility meters, and a dedicated carport with private storage. The two ground-floor units enjoy private patios, while the upstairs units feature private balconies. With fresh updates, desirable amenities, and a convenient Healdsburg location, this turnkey property is an excellent opportunity for investors or owner-occupants seeking rental income in Sonoma County.

360 March Ave, Healdsburg

$1,350,000

Experience the ultimate Wine Country lifestyle at this chic and stylishly updated 3 bedroom, 2 bathroom ranch-style retreat, ideally situated in the legendary Dry Creek Valley. Tucked peacefully down a private lane along side of a picturesque creek, this property delivers a serene country atmosphere while keeping you just minutes from the vibrant energy of downtown Healdsburg's historic plaza! Set on a sprawling, level 0.65-acre parcel, the property is framed by picturesque rolling hills along one of the region's most iconic stretches for world-class cycling and boutique wine tasting. The interior features a stunning upscale renovation, artistically balancing contemporary style with timeless warmth. The light-filled, single-level layout offers gorgeous flooring, an inviting living area, and a beautifully updated kitchen complete with modern cabinetry, countertops and newer appliances. Out back, you'll find a spacious detached office equipped with a mini-split for year-round heating and cooling. Whether you need a dedicated work-from-home space, a private gym, or a creative studio, this versatile outbuilding adapts effortlessly to your vision. Step outside to discover endless possibilities on the expansive, usable lot, perfect for outdoor entertaining, weekend gatherings, or sprawling gardens. Complete with an attached garage and plenty of extra parking, this turnkey gem offers the rare combination of privacy, acreage, and prime Healdsburg proximity. Your wine country sanctuary awaits!

3 Beds ⋅ 2 Baths ⋅ 326080729 MLS ⋅ ACTIVE Status

Experience the ultimate Wine Country lifestyle at this chic and stylishly updated 3 bedroom, 2 bathroom ranch-style retreat, ideally situated in the legendary Dry Creek Valley. Tucked peacefully down a private lane along side of a picturesque creek, this property delivers a serene country atmosphere while keeping you just minutes from the vibrant energy of downtown Healdsburg's historic plaza! Set on a sprawling, level 0.65-acre parcel, the property is framed by picturesque rolling hills along one of the region's most iconic stretches for world-class cycling and boutique wine tasting. The interior features a stunning upscale renovation, artistically balancing contemporary style with timeless warmth. The light-filled, single-level layout offers gorgeous flooring, an inviting living area, and a beautifully updated kitchen complete with modern cabinetry, countertops and newer appliances. Out back, you'll find a spacious detached office equipped with a mini-split for year-round heating and cooling. Whether you need a dedicated work-from-home space, a private gym, or a creative studio, this versatile outbuilding adapts effortlessly to your vision. Step outside to discover endless possibilities on the expansive, usable lot, perfect for outdoor entertaining, weekend gatherings, or sprawling gardens. Complete with an attached garage and plenty of extra parking, this turnkey gem offers the rare combination of privacy, acreage, and prime Healdsburg proximity. Your wine country sanctuary awaits!

2460 W Dry Creek Rd, Healdsburg

$1,199,000

Completely remodeled and thoughtfully designed, this Healdsburg property offers two separate residences with inviting indoor-outdoor living. The single-level, open-concept main home features 3 bedrooms, 2 beautifully updated bathrooms, new appliances, striking high-beamed ceilings, energy-efficient mini-split systems and indoor laundry. Both residences benefit from newer roofs and windows, new fencing and fresh landscaping. The fully permitted ADU includes 1 bedroom, 1 bathroom and indoor laundry. Expansive folding doors open to its private outdoor living area, creating a welcoming space for relaxing or entertaining. Separate rear access through an automatic gate adds privacy and convenience. With distinct living spaces and outdoor areas, the property offers flexibility for extended family, guests or potential rental use. A distinctive staircase leads to additional flexible space suited to a home office, workout room, yoga studio or creative retreat. Conveniently located within a 5 minute drive to Downtown Healdsburg, wineries, restaurants and near Charles M. Schulz-Sonoma County Airport, this property presents a rare opportunity to enjoy two residences in the heart of Wine Country.

4 Beds ⋅ 3 Baths ⋅ 326081675 MLS ⋅ ACTIVE Status

Completely remodeled and thoughtfully designed, this Healdsburg property offers two separate residences with inviting indoor-outdoor living. The single-level, open-concept main home features 3 bedrooms, 2 beautifully updated bathrooms, new appliances, striking high-beamed ceilings, energy-efficient mini-split systems and indoor laundry. Both residences benefit from newer roofs and windows, new fencing and fresh landscaping. The fully permitted ADU includes 1 bedroom, 1 bathroom and indoor laundry. Expansive folding doors open to its private outdoor living area, creating a welcoming space for relaxing or entertaining. Separate rear access through an automatic gate adds privacy and convenience. With distinct living spaces and outdoor areas, the property offers flexibility for extended family, guests or potential rental use. A distinctive staircase leads to additional flexible space suited to a home office, workout room, yoga studio or creative retreat. Conveniently located within a 5 minute drive to Downtown Healdsburg, wineries, restaurants and near Charles M. Schulz-Sonoma County Airport, this property presents a rare opportunity to enjoy two residences in the heart of Wine Country.

1421 Spruce Way, Healdsburg

$825,000

A rare opportunity to own a vintage creekside cabin in one of Healdsburg's most captivating natural settings. Set on approximately .88 acre along Mill Creek, this 1920 log-style retreat has been held by the same family for generations and offers the kind of character and sense of place that simply can't be recreated. The 2-bedroom, 1-bath cabin is oriented toward the surrounding woods and creek, with mature trees framing the property and creating a peaceful backdrop for weekends away or a more permanent escape. Spend afternoons by the water, evenings in the hot tub beneath the trees, and mornings taking in the quiet of this special setting. A brand-new roof is an important recent improvement, while a detached shed and under-house laundry and storage add practical utility. Served by well and septic. For those who value authenticity, nature and the opportunity to bring their own vision to a property with genuine history, 3323 Mill Creek Road is a sweet piece of old Healdsburg. Probate sale, limited photos have been virtually staged.

2 Beds ⋅ 1 Baths ⋅ 326078865 MLS ⋅ ACTIVE Status

A rare opportunity to own a vintage creekside cabin in one of Healdsburg's most captivating natural settings. Set on approximately .88 acre along Mill Creek, this 1920 log-style retreat has been held by the same family for generations and offers the kind of character and sense of place that simply can't be recreated. The 2-bedroom, 1-bath cabin is oriented toward the surrounding woods and creek, with mature trees framing the property and creating a peaceful backdrop for weekends away or a more permanent escape. Spend afternoons by the water, evenings in the hot tub beneath the trees, and mornings taking in the quiet of this special setting. A brand-new roof is an important recent improvement, while a detached shed and under-house laundry and storage add practical utility. Served by well and septic. For those who value authenticity, nature and the opportunity to bring their own vision to a property with genuine history, 3323 Mill Creek Road is a sweet piece of old Healdsburg. Probate sale, limited photos have been virtually staged.

3323 Mill Creek Rd, Healdsburg

$1,700,000

North side of Healdsburg this 6+ acre property down a country lane sitting on a slight knoll with spectacular views. This is Healdsburg as it was meant to be. Priced to sell

5 Beds ⋅ 4 Baths ⋅ 326079671 MLS ⋅ ACTIVE Status

North side of Healdsburg this 6+ acre property down a country lane sitting on a slight knoll with spectacular views. This is Healdsburg as it was meant to be. Priced to sell

17698 Healdsburg Ave, Healdsburg

$1,395,000

Incredible Opportunity in Healdsburg and a must see. Built brand new in 2018, this thoughtfully designed Healdsburg property presents an exceptional opportunity for multigenerational living, a private space for an adult child, caregiver or nanny, or the potential for additional rental income. The property includes a beautifully appointed 1,708-square-foot, single-level main residence with three bedrooms and two-and-a-half bathrooms, along with a fully permitted 538-square-foot, one-bedroom ADU. Each residence has its own address, separate utilities, and dedicated laundry with washer and dryer included, providing a level of flexibility and independence that is increasingly difficult to find. The main home feels bright and spacious, with high ceilings, custom cabinetry, hardwood flooring, and a welcoming great room anchored by a fireplace. The generous chef's kitchen features quartz countertops and all stainless steel appliances and was designed for gathering, while a separate formal dining room provides additional space for entertaining. Two spacious bedrooms share a well-appointed Jack-and-Jill bathroom, and the private primary suite is tucked toward the back of the home with a walk-in closet and thoughtfully designed bath. The private ADU is equally well appointed, with quartz countertops, its own laundry, a air-conditioning system, new fridge and a new hot water heater, making it comfortable and ready for immediate use. Set on a generous lot with room to create a pool and a wonderful outdoor retreat, the property is ideally located approximately one mile from the Healdsburg Plaza, with acclaimed restaurants, tasting rooms, boutiques and community events just minutes away. Beautifully maintained and essentially turnkey, 445-447 Monte Vista Avenue combines newer construction, comfortable single-level living, and the rare advantage of two distinct residences in one desirable Wine Country property.

4 Beds ⋅ 4 Baths ⋅ 326074275 MLS ⋅ ACTIVE Status

Incredible Opportunity in Healdsburg and a must see. Built brand new in 2018, this thoughtfully designed Healdsburg property presents an exceptional opportunity for multigenerational living, a private space for an adult child, caregiver or nanny, or the potential for additional rental income. The property includes a beautifully appointed 1,708-square-foot, single-level main residence with three bedrooms and two-and-a-half bathrooms, along with a fully permitted 538-square-foot, one-bedroom ADU. Each residence has its own address, separate utilities, and dedicated laundry with washer and dryer included, providing a level of flexibility and independence that is increasingly difficult to find. The main home feels bright and spacious, with high ceilings, custom cabinetry, hardwood flooring, and a welcoming great room anchored by a fireplace. The generous chef's kitchen features quartz countertops and all stainless steel appliances and was designed for gathering, while a separate formal dining room provides additional space for entertaining. Two spacious bedrooms share a well-appointed Jack-and-Jill bathroom, and the private primary suite is tucked toward the back of the home with a walk-in closet and thoughtfully designed bath. The private ADU is equally well appointed, with quartz countertops, its own laundry, a air-conditioning system, new fridge and a new hot water heater, making it comfortable and ready for immediate use. Set on a generous lot with room to create a pool and a wonderful outdoor retreat, the property is ideally located approximately one mile from the Healdsburg Plaza, with acclaimed restaurants, tasting rooms, boutiques and community events just minutes away. Beautifully maintained and essentially turnkey, 445-447 Monte Vista Avenue combines newer construction, comfortable single-level living, and the rare advantage of two distinct residences in one desirable Wine Country property.

447 Monte Vista Ave, Healdsburg

$556,370

Beautiful contemporary townhome with laminate flooring, open spacious kitchen with stone counter tops, gas stove, washer/dryer, refrigerator and a 2 car garage. This home is a Below Market property available to First time home buyers.

2 Beds ⋅ 3 Baths ⋅ 326078995 MLS ⋅ ACTIVE Status

Beautiful contemporary townhome with laminate flooring, open spacious kitchen with stone counter tops, gas stove, washer/dryer, refrigerator and a 2 car garage. This home is a Below Market property available to First time home buyers.

1593 Cali Ln, Healdsburg

$699,000

Comfortable flow and everyday ease at 518 March Avenue in Healdsburg's Fitch Mountain Villas. Kitchen, dining, and living room gather together on the first floor along with a half bath. Bedrooms sit upstairs, with the primary suite set toward the back of the house for a quieter retreat. Natural light moves through the home, and a brand-new roof (December 2025) is already in place. Extra storage in the attic and in a closet that extends under the staircase, plus a spacious double garage. Community amenities include tennis courts, a pool, and a hot tub. An easy Wine Country lifestyle just minutes from Healdsburg Plaza, Fitch Mountain trails, and the Russian River.

3 Beds ⋅ 3 Baths ⋅ 326078501 MLS ⋅ ACTIVE Status

Comfortable flow and everyday ease at 518 March Avenue in Healdsburg's Fitch Mountain Villas. Kitchen, dining, and living room gather together on the first floor along with a half bath. Bedrooms sit upstairs, with the primary suite set toward the back of the house for a quieter retreat. Natural light moves through the home, and a brand-new roof (December 2025) is already in place. Extra storage in the attic and in a closet that extends under the staircase, plus a spacious double garage. Community amenities include tennis courts, a pool, and a hot tub. An easy Wine Country lifestyle just minutes from Healdsburg Plaza, Fitch Mountain trails, and the Russian River.

518 March Ave, Healdsburg

$325,000

Enjoy easy Wine Country living in this inviting 2-bedroom, 1 1/2-bath townhouse in Russian River Pines. This two-story PUD offers a spacious living room, stainless steel appliances in the kitchen, plenty of closet space, dual-pane windows and a dual-pane sliding glass door, plus AC for your comfort. Step outside to a low-maintenance backyard with a nicely finished concrete patio and paver area, creating a comfortable space for outdoor dining, BBQs, morning coffee, or simply relaxing. A detached one-car garage, assigned parking, and street parking add convenience, while the HOA takes care of many exterior maintenance items, including landscaping, roof and gutter care, trash, sewer, and pest control. Located near Memorial Beach and the Russian River, with easy access to Healdsburg restaurants, tasting rooms, shops, and Wine Country attractions, this home offers a comfortable and manageable way to enjoy the area without a lot of upkeep.

2 Beds ⋅ 2 Baths ⋅ 326076230 MLS ⋅ ACTIVE Status

Enjoy easy Wine Country living in this inviting 2-bedroom, 1 1/2-bath townhouse in Russian River Pines. This two-story PUD offers a spacious living room, stainless steel appliances in the kitchen, plenty of closet space, dual-pane windows and a dual-pane sliding glass door, plus AC for your comfort. Step outside to a low-maintenance backyard with a nicely finished concrete patio and paver area, creating a comfortable space for outdoor dining, BBQs, morning coffee, or simply relaxing. A detached one-car garage, assigned parking, and street parking add convenience, while the HOA takes care of many exterior maintenance items, including landscaping, roof and gutter care, trash, sewer, and pest control. Located near Memorial Beach and the Russian River, with easy access to Healdsburg restaurants, tasting rooms, shops, and Wine Country attractions, this home offers a comfortable and manageable way to enjoy the area without a lot of upkeep.

37 Front St Unit #D, Healdsburg

$1,895,000

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

2 Beds ⋅ 3 Baths ⋅ 326077999 MLS ⋅ ACTIVE Status

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

440 Center St, Healdsburg

$1,295,000

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

2 Beds ⋅ 1 Baths ⋅ 326069450 MLS ⋅ ACTIVE Status

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

4565 Mill Creek Rd, Healdsburg

$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 ⋅ ACTIVE UNDER CONTRACT Status

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

$1,795,000

A sweet peach in bucolic and relaxing Healdsburg, California. Located just 8 blocks east of downtown and the vibrant Healdsburg Square, this extremely well maintained and loved home is in the heart of the Sonoma County wine country and the coveted Greens neighborhood. Built in 1989, this 2,648sf, two story home sits on a generous 10,000sf lot and features a beautiful, private, landscaped backyard with an amazing pool and spa. There are 4 bedrooms and 3 full baths. The main level front entry opens to a vaulted, light filled living room, formal dining area, beautifully upgraded kitchen with quartz counters and connected TV / sitting area with wood burning fireplace. There is a bedroom and full guest bathroom on the main level as well. The kitchen and sitting area access the a covered back porch / deck which runs the entire westside of the house. The upper level features the primary bedroom with walk-in closet, and upgraded-remodeled bathroom plus two additional bedrooms and second full bathroom. Relax and enjoy the gorgeous in-ground pool and spa, surrounded by mature landscaping with fruit trees and lush foliage. The back yard is fully fenced and creates a sense of peace and privacy. The thoughtfully landscaped front yard with magnificent peach tree enhances and compliments the well tended and pride of ownership which abounds in the Greens neighborhood. There is an oversized two car garage with ample storage. Greens Drive ends in a cul-de-sac with little car traffic and disruption, and a feeling of sanctuary abounds. The Russian River, Memorial Beach, and Fitch Mountain are right out your back door as well as the legendary dining and amazing wineries Healdsburg is known for world wide.

4 Beds ⋅ 3 Baths ⋅ 326076165 MLS ⋅ ACTIVE Status

A sweet peach in bucolic and relaxing Healdsburg, California. Located just 8 blocks east of downtown and the vibrant Healdsburg Square, this extremely well maintained and loved home is in the heart of the Sonoma County wine country and the coveted Greens neighborhood. Built in 1989, this 2,648sf, two story home sits on a generous 10,000sf lot and features a beautiful, private, landscaped backyard with an amazing pool and spa. There are 4 bedrooms and 3 full baths. The main level front entry opens to a vaulted, light filled living room, formal dining area, beautifully upgraded kitchen with quartz counters and connected TV / sitting area with wood burning fireplace. There is a bedroom and full guest bathroom on the main level as well. The kitchen and sitting area access the a covered back porch / deck which runs the entire westside of the house. The upper level features the primary bedroom with walk-in closet, and upgraded-remodeled bathroom plus two additional bedrooms and second full bathroom. Relax and enjoy the gorgeous in-ground pool and spa, surrounded by mature landscaping with fruit trees and lush foliage. The back yard is fully fenced and creates a sense of peace and privacy. The thoughtfully landscaped front yard with magnificent peach tree enhances and compliments the well tended and pride of ownership which abounds in the Greens neighborhood. There is an oversized two car garage with ample storage. Greens Drive ends in a cul-de-sac with little car traffic and disruption, and a feeling of sanctuary abounds. The Russian River, Memorial Beach, and Fitch Mountain are right out your back door as well as the legendary dining and amazing wineries Healdsburg is known for world wide.

421 Greens Dr, Healdsburg

$860,000

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

3 Beds ⋅ 3 Baths ⋅ 326074223 MLS ⋅ ACTIVE Status

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

114 Lavender Cir, Healdsburg

$1,250,000

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

3 Beds ⋅ 1 Baths ⋅ 326058165 MLS ⋅ ACTIVE Status

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

733 University St, Healdsburg

$1,575,000

Room to Garden, Gather & Enjoy Healdsburg - Set in Healdsburg's desirable Greens neighborhood, this spacious 3-bedroom, 2-bath home offers an exceptional setting with a generous 9,800 sq. ft. lot, mature landscaping, and a peaceful outlook over the Healdsburg Golf Club. Inside, approximately 2,022 sq. ft. of living space provides a comfortable layout with plenty of room to live, gather, and make the home your own. The expansive grounds create a wonderful opportunity for outdoor living, gardening, entertaining, or simply enjoying the tranquility of the setting. With the golf course directly behind the property and Healdsburg Plaza just minutes away, this is a rare combination of privacy, open space, and convenient access to the restaurants, boutiques, galleries, and vibrant community life that make Healdsburg so special.

3 Beds ⋅ 2 Baths ⋅ 326070311 MLS ⋅ ACTIVE UNDER CONTRACT Status

Room to Garden, Gather & Enjoy Healdsburg - Set in Healdsburg's desirable Greens neighborhood, this spacious 3-bedroom, 2-bath home offers an exceptional setting with a generous 9,800 sq. ft. lot, mature landscaping, and a peaceful outlook over the Healdsburg Golf Club. Inside, approximately 2,022 sq. ft. of living space provides a comfortable layout with plenty of room to live, gather, and make the home your own. The expansive grounds create a wonderful opportunity for outdoor living, gardening, entertaining, or simply enjoying the tranquility of the setting. With the golf course directly behind the property and Healdsburg Plaza just minutes away, this is a rare combination of privacy, open space, and convenient access to the restaurants, boutiques, galleries, and vibrant community life that make Healdsburg so special.

424 Greens Dr, Healdsburg

$725,000

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

3 Beds ⋅ 2 Baths ⋅ 326070350 MLS ⋅ ACTIVE Status

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

238 Hummingbird Ct, Healdsburg

$1,495,000

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

2 Beds ⋅ 1 Baths ⋅ 326064866 MLS ⋅ ACTIVE Status

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

5100 W Soda Rock Ln, Healdsburg

$1,295,000

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

3 Beds ⋅ 3 Baths ⋅ 326065513 MLS ⋅ ACTIVE Status

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

14183 Chalk Hill Rd, Healdsburg

$899,000

Spacious Wine Country GEM with four APNs, over 1/2 acre of land and river access! This charmer offers a timeless ambiance with vintage character, modern comfort, and an extraordinary natural setting. The home's two levels each have their own living room and expansive wrap-around decks, showcasing breathtaking panoramic views of the iconic Russian River. Two bedrooms on each level allow for exceptional flexibility for entertaining, working from home, or accommodating guests. Additional highlights include a large, bright kitchen and dining area, abundant windows, and private wine storage. Step outside and enjoy spectacular river vista views and seamless indoor-outdoor living. The generously sized lots provide a peaceful retreat with access to the Russian River beach, perfect for kayaking, swimming, relaxing, or simply enjoying the beauty of Wine Country. Ideally located just minutes from Healdsburg's renowned downtown plaza, world-class wineries, acclaimed restaurants, and boutique shopping. This unique property offers an unparalleled opportunity to own a distinctive riverfront retreat in one of Sonoma County's most sought-after destinations. Don't miss your chance to own this exceptional Vintage Healdsburg home.

4 Beds ⋅ 2 Baths ⋅ 326065240 MLS ⋅ ACTIVE Status

Spacious Wine Country GEM with four APNs, over 1/2 acre of land and river access! This charmer offers a timeless ambiance with vintage character, modern comfort, and an extraordinary natural setting. The home's two levels each have their own living room and expansive wrap-around decks, showcasing breathtaking panoramic views of the iconic Russian River. Two bedrooms on each level allow for exceptional flexibility for entertaining, working from home, or accommodating guests. Additional highlights include a large, bright kitchen and dining area, abundant windows, and private wine storage. Step outside and enjoy spectacular river vista views and seamless indoor-outdoor living. The generously sized lots provide a peaceful retreat with access to the Russian River beach, perfect for kayaking, swimming, relaxing, or simply enjoying the beauty of Wine Country. Ideally located just minutes from Healdsburg's renowned downtown plaza, world-class wineries, acclaimed restaurants, and boutique shopping. This unique property offers an unparalleled opportunity to own a distinctive riverfront retreat in one of Sonoma County's most sought-after destinations. Don't miss your chance to own this exceptional Vintage Healdsburg home.

2031 Madrone Ave, Healdsburg

$850,000

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

3 Beds ⋅ 2 Baths ⋅ 326066241 MLS ⋅ ACTIVE Status

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

243 Theresa Ct, Healdsburg

$1,259,000

Escape to Wine Country with this inviting single-story home, privately set back from the road behind a private gate on 2.4+/- picturesque acres. Featuring 3 bedrooms, 1 full bath, and a single-car garage, this well-proportioned home offers comfortable living with the space and privacy that only acreage can provide. Lovely outdoor patios, a hobby vineyard, raised garden beds, approximately 28 Italian olive trees, and a variety of fruit trees enhance the outdoor experience, creating a peaceful country setting just minutes from the celebrated restaurants, boutique shopping, and vibrant scene of Healdsburg and Geyserville. What makes this property truly special is its potential: the existing home is ideally suited to serve as an accessory dwelling unit (ADU) for a future main residence. An elevated hilltop building site offers a beautiful setting with pastoral views for that next chapter. Your dream home is within reach. This property offers rare flexibility and opportunity in Sonoma County's beautiful Alexander Valley.

3 Beds ⋅ 1 Baths ⋅ 326066461 MLS ⋅ ACTIVE Status

Escape to Wine Country with this inviting single-story home, privately set back from the road behind a private gate on 2.4+/- picturesque acres. Featuring 3 bedrooms, 1 full bath, and a single-car garage, this well-proportioned home offers comfortable living with the space and privacy that only acreage can provide. Lovely outdoor patios, a hobby vineyard, raised garden beds, approximately 28 Italian olive trees, and a variety of fruit trees enhance the outdoor experience, creating a peaceful country setting just minutes from the celebrated restaurants, boutique shopping, and vibrant scene of Healdsburg and Geyserville. What makes this property truly special is its potential: the existing home is ideally suited to serve as an accessory dwelling unit (ADU) for a future main residence. An elevated hilltop building site offers a beautiful setting with pastoral views for that next chapter. Your dream home is within reach. This property offers rare flexibility and opportunity in Sonoma County's beautiful Alexander Valley.

1240 Alexander Valley Rd, Healdsburg

$845,000

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

2 Beds ⋅ 2 Baths ⋅ 326065600 MLS ⋅ ACTIVE Status

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

1914 Redwood Dr, Healdsburg

$829,000

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

5 Beds ⋅ 5 Baths ⋅ 326064237 MLS ⋅ ACTIVE Status

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

2252 W Dry Creek Rd, Healdsburg

$895,000

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

3 Beds ⋅ 3 Baths ⋅ 326062731 MLS ⋅ ACTIVE Status

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

566 March Ave, Healdsburg

$795,000

Beautifully updated 3 bedroom single level home within walking distance to Big John's Market, coffee, restaurants and wineries. The private back yard has room for a pool and possibly an ADU. Enjoy the generous garden area, multiple fruit trees (plum, apple, orange, fig, pear, loquat and olive). Tucked away on a private low use street, this peaceful setting is great for entertaining your family and friends.

3 Beds ⋅ 1 Baths ⋅ 326062859 MLS ⋅ ACTIVE Status

Beautifully updated 3 bedroom single level home within walking distance to Big John's Market, coffee, restaurants and wineries. The private back yard has room for a pool and possibly an ADU. Enjoy the generous garden area, multiple fruit trees (plum, apple, orange, fig, pear, loquat and olive). Tucked away on a private low use street, this peaceful setting is great for entertaining your family and friends.

232 Twin Oaks Way, Healdsburg

$1,150,000

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

1 Beds ⋅ 1 Baths ⋅ 326062255 MLS ⋅ ACTIVE Status

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

8890 Mill Creek Rd, Healdsburg

$1,250,000

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

1 Beds ⋅ 2 Baths ⋅ 326062589 MLS ⋅ ACTIVE Status

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

1229 Grove St Unit #2, Healdsburg

$1,875,500

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

3 Beds ⋅ 2 Baths ⋅ 326060892 MLS ⋅ ACTIVE Status

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

961 Chiquita Rd, Healdsburg

$1,470,000

Elevated above the neighborhood, this ridge top home offers views of vineyards, Mount Saint Helena, and Geyser Peak. Here is an opportunity to own a single level, 4 bedroom, 3 bath, 2,432 square-foot home on over 1/3 of an acre in the Parkland Farms area of Healdsburg. Beautifully updated kitchen with new cabinets, Quartz counters and stainless appliances. The primary suite is privately positioned featuring a soaking tub, separate shower, and generous walk-in closet. A small Cabernet hobby vineyard on the property completes the wine country experience.

4 Beds ⋅ 3 Baths ⋅ 326060906 MLS ⋅ ACTIVE Status

Elevated above the neighborhood, this ridge top home offers views of vineyards, Mount Saint Helena, and Geyser Peak. Here is an opportunity to own a single level, 4 bedroom, 3 bath, 2,432 square-foot home on over 1/3 of an acre in the Parkland Farms area of Healdsburg. Beautifully updated kitchen with new cabinets, Quartz counters and stainless appliances. The primary suite is privately positioned featuring a soaking tub, separate shower, and generous walk-in closet. A small Cabernet hobby vineyard on the property completes the wine country experience.

290 Appaloosa Trl, Healdsburg