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This recently updated, move-in ready home is located in one of Healdsburg's most desirable neighborhoods and offers four bedrooms, including a versatile room ideal as a home office or library, along with 2.5 bathrooms, two of which feature heated floors. The light-filled kitchen is appointed with stainless steel appliances and granite countertops. The fenced backyard is designed for enjoying Wine Country's indoor-outdoor lifestyle, featuring a pool, garden area with raised beds, all while backing to a tranquil open space area. Ideally situated in the heart of Wine Country between Healdsburg's renowned Dry Creek Valley and Alexander Valley, the home is just minutes from Lake Sonoma, offering exceptional fishing, camping, and outdoor recreation. Enjoy a short drive to the vibrant Healdsburg Plaza, home to acclaimed restaurants, tasting rooms, boutique shopping, live music venues, and the popular Farmers Market at the Foley Family Pavilion. With convenient access to Highway 101, San Francisco and the greater Bay Area are within easy reach, and the Sonoma County Airport is just minutes away. Full property photos and video will be on-line on or before 6.13.2026

4 Beds ⋅ 3 Baths ⋅ 326049590 MLS

This recently updated, move-in ready home is located in one of Healdsburg's most desirable neighborhoods and offers four bedrooms, including a versatile room ideal as a home office or library, along with 2.5 bathrooms, two of which feature heated floors. The light-filled kitchen is appointed with stainless steel appliances and granite countertops. The fenced backyard is designed for enjoying Wine Country's indoor-outdoor lifestyle, featuring a pool, garden area with raised beds, all while backing to a tranquil open space area. Ideally situated in the heart of Wine Country between Healdsburg's renowned Dry Creek Valley and Alexander Valley, the home is just minutes from Lake Sonoma, offering exceptional fishing, camping, and outdoor recreation. Enjoy a short drive to the vibrant Healdsburg Plaza, home to acclaimed restaurants, tasting rooms, boutique shopping, live music venues, and the popular Farmers Market at the Foley Family Pavilion. With convenient access to Highway 101, San Francisco and the greater Bay Area are within easy reach, and the Sonoma County Airport is just minutes away. Full property photos and video will be on-line on or before 6.13.2026

1100 Sunnyside Dr, Healdsburg

$2,750,000

Situated amidst the redwoods in Healdsburg's scenic Mill Creek, this nearly 43-acre property blends peace, privacy, and timeless design. Accessed by a private road, the main home is a 4BD/3BA Craftsman built from first-growth redwood from the property, with one bed and bath conveniently located on the main level. A spacious paver patio wraps the home, offering the perfect spot to soak in the views. Inside, the great room features a wood-burning stove, hardwood floors, and expansive picture windows that invite the outside in. The remodeled kitchen boasts a Wedgewood range, built-in Viking fridge, custom cabinetry, and a walk-in pantry. A large mudroom/laundry area sits just off the kitchen for added functionality. All 3 baths remodeled as well. Brand new heating sytem! Down the road, a separate guest cabin offers a full kitchen, wood floors, indoor laundry, wood stove, two bedrooms & full bath, and a wraparound deck that basks in sunlight. An additional secluded redwood deck creates a peaceful escape ideal for art, yoga, or summer fun. Both homes and the well system are powered by owned solar and a Generac generator. Just 15 minutes to downtown Healdsburg's restaurants, tasting rooms, and Hwy 101 this retreat offers complete privacy without sacrificing convenience. **Seller fianancing possible**.

6 Beds ⋅ 4 Baths ⋅ 326026338 MLS

Situated amidst the redwoods in Healdsburg's scenic Mill Creek, this nearly 43-acre property blends peace, privacy, and timeless design. Accessed by a private road, the main home is a 4BD/3BA Craftsman built from first-growth redwood from the property, with one bed and bath conveniently located on the main level. A spacious paver patio wraps the home, offering the perfect spot to soak in the views. Inside, the great room features a wood-burning stove, hardwood floors, and expansive picture windows that invite the outside in. The remodeled kitchen boasts a Wedgewood range, built-in Viking fridge, custom cabinetry, and a walk-in pantry. A large mudroom/laundry area sits just off the kitchen for added functionality. All 3 baths remodeled as well. Brand new heating sytem! Down the road, a separate guest cabin offers a full kitchen, wood floors, indoor laundry, wood stove, two bedrooms & full bath, and a wraparound deck that basks in sunlight. An additional secluded redwood deck creates a peaceful escape ideal for art, yoga, or summer fun. Both homes and the well system are powered by owned solar and a Generac generator. Just 15 minutes to downtown Healdsburg's restaurants, tasting rooms, and Hwy 101 this retreat offers complete privacy without sacrificing convenience. **Seller fianancing possible**.

12076 Cloud Ridge Rd, Healdsburg

$825,000

Priced to sell! Located at 819-821 Center Street, these 2 homes on one lot are a short stroll to downtown, the plaza, wine tasting rooms, the farmer's market and premier shopping. Perfect for multi generational living. Rent or occupy the fully permitted ADU and bring your design ideas for the 1948 vintage fixer. is a diamond in the rough with incredible potential. The site features an original 1948 2 Bedroom home and a brand new 2025 1 Bedroom fully furnished ADU designed for maximum rental income or flexible living space. Sunset views to the West.

3 Beds ⋅ 2 Baths ⋅ 326028182 MLS

Priced to sell! Located at 819-821 Center Street, these 2 homes on one lot are a short stroll to downtown, the plaza, wine tasting rooms, the farmer's market and premier shopping. Perfect for multi generational living. Rent or occupy the fully permitted ADU and bring your design ideas for the 1948 vintage fixer. is a diamond in the rough with incredible potential. The site features an original 1948 2 Bedroom home and a brand new 2025 1 Bedroom fully furnished ADU designed for maximum rental income or flexible living space. Sunset views to the West.

821 Center St, Healdsburg

$1,575,000

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

2 Beds ⋅ 2 Baths ⋅ 326042637 MLS

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

437 North St, Healdsburg

$850,000

Phenomenal opportunity to create your dream home in sought after McDonough Heights! Just minutes from the historic Healdsburg Plaza. This custom, single-story home, was built from the ground-up with quality craftsmanship throughout. The home was designed to take advantage of the valley views through walls of glass, sliding glass doors and the large, elevated deck.

2 Beds ⋅ 2 Baths ⋅ 326018762 MLS

Phenomenal opportunity to create your dream home in sought after McDonough Heights! Just minutes from the historic Healdsburg Plaza. This custom, single-story home, was built from the ground-up with quality craftsmanship throughout. The home was designed to take advantage of the valley views through walls of glass, sliding glass doors and the large, elevated deck.

14885 Mcdonough Heights Rd, Healdsburg

$1,875,000

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

3 Beds ⋅ 2 Baths ⋅ 326048347 MLS

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

412 Fairway Ct, Healdsburg

$350,000

Discover a rare opportunity to build in the heart of Healdsburg. This vacant parcel on Palm Avenue offers approximately 0.17 acres and is zoned RM (Multi Family Residential) per the City of Healdsburg, allowing for development of up to four residential units (buyer to verify with the city). Whether you're envisioning a multi-unit investment property, modern townhomes, or a thoughtfully designed residential compound, this lot provides a flexible canvas in one of Sonoma County's most desirable communities. The property enjoys a convenient location just moments from the scenic Russian River, where outdoor recreation, walking trails, and riverfront relaxation are part of everyday life. It is also positioned near the proposed future station for the Sonoma-Marin Area Rail Transit, offering potential long-term connectivity and accessibility throughout Sonoma and Marin counties. Palm Avenue's setting places you within easy reach of downtown Healdsburg's celebrated dining, wine tasting, boutique shopping, and vibrant community atmosphere while still enjoying the comfort of a residential neighborhood. With strong development potential, proximity to natural amenities, and future transportation improvements on the horizon, this parcel represents a compelling opportunity for builders, investors, or anyone looking to create something special in Healdsburg.

326017853 MLS

Discover a rare opportunity to build in the heart of Healdsburg. This vacant parcel on Palm Avenue offers approximately 0.17 acres and is zoned RM (Multi Family Residential) per the City of Healdsburg, allowing for development of up to four residential units (buyer to verify with the city). Whether you're envisioning a multi-unit investment property, modern townhomes, or a thoughtfully designed residential compound, this lot provides a flexible canvas in one of Sonoma County's most desirable communities. The property enjoys a convenient location just moments from the scenic Russian River, where outdoor recreation, walking trails, and riverfront relaxation are part of everyday life. It is also positioned near the proposed future station for the Sonoma-Marin Area Rail Transit, offering potential long-term connectivity and accessibility throughout Sonoma and Marin counties. Palm Avenue's setting places you within easy reach of downtown Healdsburg's celebrated dining, wine tasting, boutique shopping, and vibrant community atmosphere while still enjoying the comfort of a residential neighborhood. With strong development potential, proximity to natural amenities, and future transportation improvements on the horizon, this parcel represents a compelling opportunity for builders, investors, or anyone looking to create something special in Healdsburg.

Palm Ave Unit #1, Healdsburg

$350,000

Discover a rare opportunity to build in the heart of Healdsburg. This vacant parcel on Palm Avenue offers approximately 0.17 acres and is zoned RM (Multi Family Residential) per the City of Healdsburg, allowing for development of up to four residential units (buyer to verify with the city). Whether you're envisioning a multi-unit investment property, modern townhomes, or a thoughtfully designed residential compound, this lot provides a flexible canvas in one of Sonoma County's most desirable communities. The property enjoys a convenient location just moments from the scenic Russian River, where outdoor recreation, walking trails, and riverfront relaxation are part of everyday life. It is also positioned near the proposed future station for the Sonoma-Marin Area Rail Transit, offering potential long-term connectivity and accessibility throughout Sonoma and Marin counties. Palm Avenue's setting places you within easy reach of downtown Healdsburg's celebrated dining, wine tasting, boutique shopping, and vibrant community atmosphere while still enjoying the comfort of a residential neighborhood. With strong development potential, proximity to natural amenities, and future transportation improvements on the horizon, this parcel represents a compelling opportunity for builders, investors, or anyone looking to create something special in Healdsburg.

326017901 MLS

Discover a rare opportunity to build in the heart of Healdsburg. This vacant parcel on Palm Avenue offers approximately 0.17 acres and is zoned RM (Multi Family Residential) per the City of Healdsburg, allowing for development of up to four residential units (buyer to verify with the city). Whether you're envisioning a multi-unit investment property, modern townhomes, or a thoughtfully designed residential compound, this lot provides a flexible canvas in one of Sonoma County's most desirable communities. The property enjoys a convenient location just moments from the scenic Russian River, where outdoor recreation, walking trails, and riverfront relaxation are part of everyday life. It is also positioned near the proposed future station for the Sonoma-Marin Area Rail Transit, offering potential long-term connectivity and accessibility throughout Sonoma and Marin counties. Palm Avenue's setting places you within easy reach of downtown Healdsburg's celebrated dining, wine tasting, boutique shopping, and vibrant community atmosphere while still enjoying the comfort of a residential neighborhood. With strong development potential, proximity to natural amenities, and future transportation improvements on the horizon, this parcel represents a compelling opportunity for builders, investors, or anyone looking to create something special in Healdsburg.

Palm Ave Unit #2, Healdsburg

$1,575,000

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

5 Beds ⋅ 3 Baths ⋅ 326048500 MLS

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

327 Plaza St, Healdsburg

$1,757,500

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

5 Beds ⋅ 5 Baths ⋅ 326038511 MLS

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

14631 Kinley Dr, Healdsburg

$750,000

Whether you're looking for a versatile multi-family home, a smart investment, or a relaxed second residence, 1421 Spruce delivers a compelling opportunity in one of Sonoma County's most desirable towns.Tucked quietly on a sun-dappled 8,300+/- sq ft lot just north of the bustling Healdsburg plaza, this approximately 1,300+/- sq ft residence carries its 1950s roots with refreshed ease. Recently updated touches, ship-lap textures on walls and ceilings that play with the light, open beams overhead, wood-look flooring, with a designer color palette, create simple, livable comfort. A sliding barn door adds character to one bedroom, and the open layout invites everyday flow. The standout promise lies in what surrounds the home. An existing ADU, 750+/- sq ft, offers immediate versatility for guest space, potential income, or a personal retreat pool house. The mostly blank front and rear yards provide a rare, expansive canvas on this generous lot, ideal for crafting your own Sonoma retreat with a pool and cabana, thoughtful gardens, or simply generous outdoor space few in-town properties allow. Step outside and the story unfolds: first light filtering through the trees, carrying hints of nearby vineyards. Dry Creek and Alexander Valley, celebrated for world-renowned wineries and tasting rooms, sit mere minutes away. The historic plaza pulses gently with farmers' markets, acclaimed local Michelin star dining, and the unhurried cadence of wine country days, Russian River adventures, boutique shops, and farm-to-table experiences all within easy reach. Conveniently located north of the San Francisco Bay Area, Healdsburg offers quick access to Sonoma County Airport (STS) and a scenic drive to San Francisco International Airport (SFO). Here, refreshed possibility meets the timeless draw of Sonoma's vineyards, trails, and community rhythm.

4 Beds ⋅ 3 Baths ⋅ 326033288 MLS

Whether you're looking for a versatile multi-family home, a smart investment, or a relaxed second residence, 1421 Spruce delivers a compelling opportunity in one of Sonoma County's most desirable towns.Tucked quietly on a sun-dappled 8,300+/- sq ft lot just north of the bustling Healdsburg plaza, this approximately 1,300+/- sq ft residence carries its 1950s roots with refreshed ease. Recently updated touches, ship-lap textures on walls and ceilings that play with the light, open beams overhead, wood-look flooring, with a designer color palette, create simple, livable comfort. A sliding barn door adds character to one bedroom, and the open layout invites everyday flow. The standout promise lies in what surrounds the home. An existing ADU, 750+/- sq ft, offers immediate versatility for guest space, potential income, or a personal retreat pool house. The mostly blank front and rear yards provide a rare, expansive canvas on this generous lot, ideal for crafting your own Sonoma retreat with a pool and cabana, thoughtful gardens, or simply generous outdoor space few in-town properties allow. Step outside and the story unfolds: first light filtering through the trees, carrying hints of nearby vineyards. Dry Creek and Alexander Valley, celebrated for world-renowned wineries and tasting rooms, sit mere minutes away. The historic plaza pulses gently with farmers' markets, acclaimed local Michelin star dining, and the unhurried cadence of wine country days, Russian River adventures, boutique shops, and farm-to-table experiences all within easy reach. Conveniently located north of the San Francisco Bay Area, Healdsburg offers quick access to Sonoma County Airport (STS) and a scenic drive to San Francisco International Airport (SFO). Here, refreshed possibility meets the timeless draw of Sonoma's vineyards, trails, and community rhythm.

1421 Spruce Way, Healdsburg

$707,070

Imagine owning a piece of heaven in Healdsburg, California, where your dreams take root on a unique 40 pristine acres. Picture yourself on a sun-kissed knoll, your gaze sweeping over terraced gardens and lush orchards as the valley unfolds below. It's the perfect setting for a sunset picnic, where the sky blazes with color and melts seamlessly into the starlit night. About 25 minutes from the charming Healdsburg Plaza, this secluded retreat feels like a world apart. Once home to a 3-bedroom residence, the property is ready for your imaginative touch. With meticulously maintained landscapes, a few large flat building pads that's been graded with permit, water and electricity on site, and a network of well-kept interior roads, it's a haven for those seeking tranquility and inspiration. The vacant agricultural building stands ready as a refuge for your equipment and farm paraphernalia. The gentle murmur of Mill Creek promises adventure, beckoning you to explore this enchanting escape. Whether you envision a private getaway, glamping, or a vibrant farmstead, the possibilities are as vast as the land itself. Embrace your next chapter in this idyllic setting, where nature's beauty accompanies every moment. Visit in person to explore the many special features this land has to offer.

2 Beds ⋅ 2 Baths ⋅ 326010334 MLS

Imagine owning a piece of heaven in Healdsburg, California, where your dreams take root on a unique 40 pristine acres. Picture yourself on a sun-kissed knoll, your gaze sweeping over terraced gardens and lush orchards as the valley unfolds below. It's the perfect setting for a sunset picnic, where the sky blazes with color and melts seamlessly into the starlit night. About 25 minutes from the charming Healdsburg Plaza, this secluded retreat feels like a world apart. Once home to a 3-bedroom residence, the property is ready for your imaginative touch. With meticulously maintained landscapes, a few large flat building pads that's been graded with permit, water and electricity on site, and a network of well-kept interior roads, it's a haven for those seeking tranquility and inspiration. The vacant agricultural building stands ready as a refuge for your equipment and farm paraphernalia. The gentle murmur of Mill Creek promises adventure, beckoning you to explore this enchanting escape. Whether you envision a private getaway, glamping, or a vibrant farmstead, the possibilities are as vast as the land itself. Embrace your next chapter in this idyllic setting, where nature's beauty accompanies every moment. Visit in person to explore the many special features this land has to offer.

9451 Mill Creek Rd, Healdsburg

$2,225,000

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

326000185 MLS

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

441 Healdsburg Ave, Healdsburg

$1,400,000

979 Lupine Court represents Healdsburg living at its finest. An entertaining oasis, this 4 bedroom, 3 bathroom, fully detached 2,346 sq ft home with spacious bedrooms and bright, airy layout, surrounding the lavish pool area beckons those who want to share in the wine country lifestyle. Entry level features 1 bedroom, 1 full bathroom, large open-plan kitchen with adjoining family room w/ gas fireplace and inviting living and dining rooms. Kitchen opens to expansive pool/outdoor entertaining areas which includes custom electric awning. Dining room accesses the wraparound front porch. Upper floor features 3 bedrooms, including primary bedroom with en-suite w/ lovely basking tub and walk-in shower, additional full bath, and separate laundry room with appliances. Additional features include lovely hardwood and tile flooring, dramatic 2-story entry foyer w/ grand staircase, and grand high ceilings. This wine country retreat also includes 2-car garage w/ ample storage, dual-zone heating and cooling systems. Recently professionally painted throughout. This exceptional home sits atop a generous 7,231 sq ft private-feeling lot adjacent to privately-owned open space for additional privacy. Walking distance to lovely downtown Healdsburg and it's many shops and restaurants.

4 Beds ⋅ 3 Baths ⋅ 326038370 MLS

979 Lupine Court represents Healdsburg living at its finest. An entertaining oasis, this 4 bedroom, 3 bathroom, fully detached 2,346 sq ft home with spacious bedrooms and bright, airy layout, surrounding the lavish pool area beckons those who want to share in the wine country lifestyle. Entry level features 1 bedroom, 1 full bathroom, large open-plan kitchen with adjoining family room w/ gas fireplace and inviting living and dining rooms. Kitchen opens to expansive pool/outdoor entertaining areas which includes custom electric awning. Dining room accesses the wraparound front porch. Upper floor features 3 bedrooms, including primary bedroom with en-suite w/ lovely basking tub and walk-in shower, additional full bath, and separate laundry room with appliances. Additional features include lovely hardwood and tile flooring, dramatic 2-story entry foyer w/ grand staircase, and grand high ceilings. This wine country retreat also includes 2-car garage w/ ample storage, dual-zone heating and cooling systems. Recently professionally painted throughout. This exceptional home sits atop a generous 7,231 sq ft private-feeling lot adjacent to privately-owned open space for additional privacy. Walking distance to lovely downtown Healdsburg and it's many shops and restaurants.

979 Lupine Ct, Healdsburg

$7,900,000

Sited upon a naturally protected contour on 113 acres in one of Northern California's most desirable wine country settings, The Clearview Estate is a luxury vineyard estate near Healdsburg in Sonoma County, offering remarkable privacy, unobstructed sweeping views, and refined living in the heart of wine country. Just minutes from the Michelin-starred dining of Healdsburg, renowned wineries, and Sonoma County Airport, and approximately 1 hour from San Francisco, the property offers a rare balance of privacy and accessibility. The gently rolling landscape includes 7.5 acres of premium Cabernet Sauvignon vineyard under lease, offering the perks of vineyard ownership without the responsibilities of management. A five-mile trail network winds through open meadows, seasonal creeks, and around a tranquil reservoir below the residence, creating an exceptional setting for hiking, mountain biking, horseback riding, and exploring the natural beauty of the land. The 4,288 sq. ft. custom residence, built by respected wine country builder Total Concepts, reflects authentic farmhouse architecture with vaulted ceilings, expansive windows, and seamless indoor-outdoor living. The formal living room flows into the dining room with exposed beams and folding glass doors opening to outdoor spaces and a screened porch with fireplace. The kitchen features a generous butcher-block island, elevated appliance selection, walk-in pantry, and abundant windows framing the surrounding landscape. The entire second level is dedicated to the primary suite, offering vaulted ceilings, fireplace, multiple view balconies, spa-inspired bath with soaking tub, and dual walk-in closets. A private guest wing with its own living area, bedroom, sleeping loft, and covered porch provides comfortable accommodations for visitors. A temperature controlled wine cellar offers ample storage for collectors. Outdoor amenities include an infinity-edge pool and spa, bocce court, fire pit, and multiple gathering areas overlooking the property's inspiring landscape. Resting near converging creeks and heritage oaks, a distinctive party barn offers flexible space for a car collection, studio, workshop, or memorable gatherings. Grid-tied solar, multiple wells, water storage, and fenced pastureland complete this exceptional Healdsburg wine country estate. Experience a lifestyle defined by the land itself.

4 Beds ⋅ 4 Baths ⋅ 326017235 MLS

Sited upon a naturally protected contour on 113 acres in one of Northern California's most desirable wine country settings, The Clearview Estate is a luxury vineyard estate near Healdsburg in Sonoma County, offering remarkable privacy, unobstructed sweeping views, and refined living in the heart of wine country. Just minutes from the Michelin-starred dining of Healdsburg, renowned wineries, and Sonoma County Airport, and approximately 1 hour from San Francisco, the property offers a rare balance of privacy and accessibility. The gently rolling landscape includes 7.5 acres of premium Cabernet Sauvignon vineyard under lease, offering the perks of vineyard ownership without the responsibilities of management. A five-mile trail network winds through open meadows, seasonal creeks, and around a tranquil reservoir below the residence, creating an exceptional setting for hiking, mountain biking, horseback riding, and exploring the natural beauty of the land. The 4,288 sq. ft. custom residence, built by respected wine country builder Total Concepts, reflects authentic farmhouse architecture with vaulted ceilings, expansive windows, and seamless indoor-outdoor living. The formal living room flows into the dining room with exposed beams and folding glass doors opening to outdoor spaces and a screened porch with fireplace. The kitchen features a generous butcher-block island, elevated appliance selection, walk-in pantry, and abundant windows framing the surrounding landscape. The entire second level is dedicated to the primary suite, offering vaulted ceilings, fireplace, multiple view balconies, spa-inspired bath with soaking tub, and dual walk-in closets. A private guest wing with its own living area, bedroom, sleeping loft, and covered porch provides comfortable accommodations for visitors. A temperature controlled wine cellar offers ample storage for collectors. Outdoor amenities include an infinity-edge pool and spa, bocce court, fire pit, and multiple gathering areas overlooking the property's inspiring landscape. Resting near converging creeks and heritage oaks, a distinctive party barn offers flexible space for a car collection, studio, workshop, or memorable gatherings. Grid-tied solar, multiple wells, water storage, and fenced pastureland complete this exceptional Healdsburg wine country estate. Experience a lifestyle defined by the land itself.

2843 Wright Ranch Ln, Healdsburg

$690,000

Just put back on the market after repairing all Section 1 items on pest report, including a brand new composition roof! Discover this inviting 3-bedroom, 2-bath single-level home tucked away on a private flag lot, offering a peaceful retreat just minutes from downtown Healdsburg. This move-in ready property combines comfort and convenience, featuring a spacious two-car garage plus extra parking for an RV, boat, or trailer. Whether you're a first-time buyer or looking for a solid investment, this home is a great find. Relax on the back deck surrounded by mature oak trees or unwind in the hot tub after a day exploring Healdsburg's restaurants, tasting rooms, and shops. With its proven rental history and low-maintenance setup, this property is ready for your next chapter.

3 Beds ⋅ 2 Baths ⋅ 326025149 MLS

Just put back on the market after repairing all Section 1 items on pest report, including a brand new composition roof! Discover this inviting 3-bedroom, 2-bath single-level home tucked away on a private flag lot, offering a peaceful retreat just minutes from downtown Healdsburg. This move-in ready property combines comfort and convenience, featuring a spacious two-car garage plus extra parking for an RV, boat, or trailer. Whether you're a first-time buyer or looking for a solid investment, this home is a great find. Relax on the back deck surrounded by mature oak trees or unwind in the hot tub after a day exploring Healdsburg's restaurants, tasting rooms, and shops. With its proven rental history and low-maintenance setup, this property is ready for your next chapter.

B Mason St, Healdsburg

$705,000

A rare blend of indoor-outdoor living and convenient town access, this thoughtfully designed unit features expansive decks that extend the living spaces beautifully - 3 separate patios, perfect for morning coffee, outdoor dining, or entertaining under the stars. Extensive updates include waterproof laminate flooring throughout, stainless steel appliances, fresh interior paint, recessed lighting, counters and cabinets, custom coffee and wine bar... this home has a polished feel. The main level offers an open living and dining area, featuring a stylish kitchen with a tray ceiling and bar seating, a refreshed half bath, wood-burning fireplace and in-unit full size washer/dryer stack. Upstairs, vaulted ceilings and sliding doors fill both bedrooms with natural light, while an east-facing deck offers beautiful views of Fitch Mountain. A fully remodeled upstairs bath and a charming loft space provides added comfort, character, and extra storage within this boutique 8-unit community.

2 Beds ⋅ 2 Baths ⋅ 326044151 MLS

A rare blend of indoor-outdoor living and convenient town access, this thoughtfully designed unit features expansive decks that extend the living spaces beautifully - 3 separate patios, perfect for morning coffee, outdoor dining, or entertaining under the stars. Extensive updates include waterproof laminate flooring throughout, stainless steel appliances, fresh interior paint, recessed lighting, counters and cabinets, custom coffee and wine bar... this home has a polished feel. The main level offers an open living and dining area, featuring a stylish kitchen with a tray ceiling and bar seating, a refreshed half bath, wood-burning fireplace and in-unit full size washer/dryer stack. Upstairs, vaulted ceilings and sliding doors fill both bedrooms with natural light, while an east-facing deck offers beautiful views of Fitch Mountain. A fully remodeled upstairs bath and a charming loft space provides added comfort, character, and extra storage within this boutique 8-unit community.

409 North St Unit #7, Healdsburg

$7,800,000

Experience the pinnacle of Healdsburg living in this newly constructed, full-floor penthouse where world-class architecture meets the serene beauty of the preserve. Accessible via a private elevator entrance, this residence was designed by the visionary firm Olson Kundig, recently honored in the 2025 AD100, defining modern sophistication within the exclusive Mill District enclave. The expansive single-floor layout is anchored by a true chef's kitchen featuring premium Miele appliances, a high-performance gas range, and a dedicated wine room. For effortless hosting, a discreet butler's pantry provides an additional sink and secondary dishwasher. The heart of the home flows seamlessly from the kitchen through the open-concept dining and living areas, where oversized sliding doors retract to create a breathtaking open wall experience. This merges the interior with a massive private deck spanning over 2,000 square feet. This outdoor sanctuary, complete with a full kitchen, sink, and BBQ, offers the perfect vantage point for golden hour sunsets over the preserve. The primary suite serves as a true retreat with direct terrace access, an oversized walk-in closet, and a spa-like soaking tub. Two additional bedrooms feature private en suite bathrooms, complemented by a dedicated home office and a powder room. Coming in Summer 2026, the Mill District's world-class amenity suite will feature a private lap pool, a designer pool deck, and a sophisticated Residents' Lounge tailored for entertaining. Wellness enthusiasts will appreciate the state-of-the-art Fitness Center and Movement Studio, offering a balanced environment for high-performance training and yoga. Experience this unrivaled sanctuary perfectly positioned just a short stroll from Healdsburg's iconic dining and tasting rooms.

3 Beds ⋅ 4 Baths ⋅ 326040350 MLS

Experience the pinnacle of Healdsburg living in this newly constructed, full-floor penthouse where world-class architecture meets the serene beauty of the preserve. Accessible via a private elevator entrance, this residence was designed by the visionary firm Olson Kundig, recently honored in the 2025 AD100, defining modern sophistication within the exclusive Mill District enclave. The expansive single-floor layout is anchored by a true chef's kitchen featuring premium Miele appliances, a high-performance gas range, and a dedicated wine room. For effortless hosting, a discreet butler's pantry provides an additional sink and secondary dishwasher. The heart of the home flows seamlessly from the kitchen through the open-concept dining and living areas, where oversized sliding doors retract to create a breathtaking open wall experience. This merges the interior with a massive private deck spanning over 2,000 square feet. This outdoor sanctuary, complete with a full kitchen, sink, and BBQ, offers the perfect vantage point for golden hour sunsets over the preserve. The primary suite serves as a true retreat with direct terrace access, an oversized walk-in closet, and a spa-like soaking tub. Two additional bedrooms feature private en suite bathrooms, complemented by a dedicated home office and a powder room. Coming in Summer 2026, the Mill District's world-class amenity suite will feature a private lap pool, a designer pool deck, and a sophisticated Residents' Lounge tailored for entertaining. Wellness enthusiasts will appreciate the state-of-the-art Fitness Center and Movement Studio, offering a balanced environment for high-performance training and yoga. Experience this unrivaled sanctuary perfectly positioned just a short stroll from Healdsburg's iconic dining and tasting rooms.

131 Sawmill Cir Unit #401, Healdsburg

$3,750,000

Rare opportunity to own one of the most iconic retail buildings in the heart of downtown Healdsburg, prominently located on the premier corner of Healdsburg Plaza. 320 Center Street is a beautifully preserved mixed-use property featuring a high-visibility ground-floor retail space and two residential apartments above. Built in 1857, the building offers a compelling blend of historic charm and modern functionality. The ground-floor retail space is currently available and suitable for owner-occupancy and providing flexibility for a variety of uses. The upstairs residential units remain occupied, offering additional income potential. This property is well-suited for investors, 1031 exchange buyers, or end-users seeking a flagship presence in Wine Country.

326001179 MLS

Rare opportunity to own one of the most iconic retail buildings in the heart of downtown Healdsburg, prominently located on the premier corner of Healdsburg Plaza. 320 Center Street is a beautifully preserved mixed-use property featuring a high-visibility ground-floor retail space and two residential apartments above. Built in 1857, the building offers a compelling blend of historic charm and modern functionality. The ground-floor retail space is currently available and suitable for owner-occupancy and providing flexibility for a variety of uses. The upstairs residential units remain occupied, offering additional income potential. This property is well-suited for investors, 1031 exchange buyers, or end-users seeking a flagship presence in Wine Country.

320 Center St, Healdsburg

$1,990,000

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

3 Beds ⋅ 3 Baths ⋅ 326028576 MLS

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

655 W Grant St, Healdsburg

$2,850,000

This beautifully designed custom 4,000 s.f. home is situated on a spacious, fully landscaped, and private .39 acre parcel. An amazing location, just a short distance to downtown Healdsburg and the Plaza. Dozens of upgrades include: Pool, spa, remodeled kitchen and baths, walk in wine cellar, playroom, 3 car garage and multiple designer touches throughout. Additonally, located on the ground level there is bedroom and full bathroom with direct access to the exterior. The floor plan opens to the huge shaded deck, patio and BBQ area. The mature landscaping and trees offer privacy and a perfect backdrop for entertaining and relaxation. The koi pond and pergola also provide additional enhancement to the outdoor experience. This is truly a wonderful opportunity to enjoy all of what the wine country has to offer!

4 Beds ⋅ 4 Baths ⋅ 326016348 MLS

This beautifully designed custom 4,000 s.f. home is situated on a spacious, fully landscaped, and private .39 acre parcel. An amazing location, just a short distance to downtown Healdsburg and the Plaza. Dozens of upgrades include: Pool, spa, remodeled kitchen and baths, walk in wine cellar, playroom, 3 car garage and multiple designer touches throughout. Additonally, located on the ground level there is bedroom and full bathroom with direct access to the exterior. The floor plan opens to the huge shaded deck, patio and BBQ area. The mature landscaping and trees offer privacy and a perfect backdrop for entertaining and relaxation. The koi pond and pergola also provide additional enhancement to the outdoor experience. This is truly a wonderful opportunity to enjoy all of what the wine country has to offer!

433 Tee Ct, Healdsburg

$9,400,000

This is truly a one-of-a-kind Healdsburg Legacy Ranch, first time on the market in many decades. 'Highland Acres Ranch' has an expansive 1,160 acres. The lands of this ranch extend from near 101 & Healdsburg Ave to Alexander Valley with Fitch Mountain & the Russian River near its Northern border & Chalk Hill near its Southern border. It includes very private Russian River frontage below Alexander Valley. There are 2 parcels: 2303 Bailhache Ave with 520 acres & 13000 Los Amigos Rd with 640 acres. You enter this ranch through the beautiful St. Francis vineyards off Los Amigos Rd just South of downtown Healdsburg. There is an existing access road through the vineyards going to its 26-acre building envelope that features panoramic city light views extending to the hills along the Sonoma coast. Before the Kincade fire in 2019, this ranch had a family compound built within the 26- acre building envelope. There are 2 certified septic systems & 2 domestic wells with fully restored PG&E electricity service ready to build with. There were 2 homes, as well as barns & outbuildings, that existed before, which the county's Resiliency Program Guidelines should qualify to replace, saving a substantial amount of $ in permit fees & also shorten the building permit approval time substantially.

325100234 MLS

This is truly a one-of-a-kind Healdsburg Legacy Ranch, first time on the market in many decades. 'Highland Acres Ranch' has an expansive 1,160 acres. The lands of this ranch extend from near 101 & Healdsburg Ave to Alexander Valley with Fitch Mountain & the Russian River near its Northern border & Chalk Hill near its Southern border. It includes very private Russian River frontage below Alexander Valley. There are 2 parcels: 2303 Bailhache Ave with 520 acres & 13000 Los Amigos Rd with 640 acres. You enter this ranch through the beautiful St. Francis vineyards off Los Amigos Rd just South of downtown Healdsburg. There is an existing access road through the vineyards going to its 26-acre building envelope that features panoramic city light views extending to the hills along the Sonoma coast. Before the Kincade fire in 2019, this ranch had a family compound built within the 26- acre building envelope. There are 2 certified septic systems & 2 domestic wells with fully restored PG&E electricity service ready to build with. There were 2 homes, as well as barns & outbuildings, that existed before, which the county's Resiliency Program Guidelines should qualify to replace, saving a substantial amount of $ in permit fees & also shorten the building permit approval time substantially.

13000 Los Amigos Rd, Healdsburg

$1,600,000

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

3 Beds ⋅ 2 Baths ⋅ 326029431 MLS

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

521 Prince Ave, Healdsburg

$1,575,000

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

4 Beds ⋅ 4 Baths ⋅ 326034631 MLS

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

997 Lupine Ct, Healdsburg

$720,000

Finally! The dream rural property you've been dreaming of without the infrastructure headaches! This build-ready 55-acre haven, just over 30 minutes from downtown Healdsburg, is ready for you to start building Imagine panoramic views and all utilities already in place for your dream home. A high-production 30 GPM well, dual 200 AMP electrical services installed, 5-bedroom perc test complete with full septic design ready for permit, fully developed driveway, and a 2-acre building pad already graded. This rare offering provides the perfect opportunity to build your wine country estate without the typical delays of rural development. Enjoy privacy and natural beauty while maintaining convenient access to world-class wineries, dining, and shopping in nearby Healdsburg. Don't miss this chance to own a premium parcel with all the hard work already done for you!

325029324 MLS

Finally! The dream rural property you've been dreaming of without the infrastructure headaches! This build-ready 55-acre haven, just over 30 minutes from downtown Healdsburg, is ready for you to start building Imagine panoramic views and all utilities already in place for your dream home. A high-production 30 GPM well, dual 200 AMP electrical services installed, 5-bedroom perc test complete with full septic design ready for permit, fully developed driveway, and a 2-acre building pad already graded. This rare offering provides the perfect opportunity to build your wine country estate without the typical delays of rural development. Enjoy privacy and natural beauty while maintaining convenient access to world-class wineries, dining, and shopping in nearby Healdsburg. Don't miss this chance to own a premium parcel with all the hard work already done for you!

11250 Skaggs Springs Rd, Healdsburg

$620,000

Ideal 36 acre private parcel has direct access off Mill Creek offering an abundance of flat sunny meadow land and an elevated building pad to accommodate all your development needs. Existing utilities on site include: new power pole plus underground lines, two septic systems, two wells, and a spring. Gray Creek winds through the edge of the property offering riparian rights for a seasonal swimming hole. A rare opportunity to build YOUR dream estate in a relaxed country setting with the ability to access all things amazing in the heart of nearby Healdsburg.

326039468 MLS

Ideal 36 acre private parcel has direct access off Mill Creek offering an abundance of flat sunny meadow land and an elevated building pad to accommodate all your development needs. Existing utilities on site include: new power pole plus underground lines, two septic systems, two wells, and a spring. Gray Creek winds through the edge of the property offering riparian rights for a seasonal swimming hole. A rare opportunity to build YOUR dream estate in a relaxed country setting with the ability to access all things amazing in the heart of nearby Healdsburg.

9440 Mill Creek Rd, Healdsburg

$775,000

Prime In-Town Healdsburg Custom Home Site. Seize the opportunity to build in one of Healdsburg's most coveted new developments along historic Grove Street. This expedited, permit-ready parcel offers mixed-use zoning, allowing for a custom residence with the flexibility of light commercial space. Eastern exposure frames sweeping views of iconic Fitch Mountain, while the nearby Foss Creek Pathway offers easy walking access to nature and downtown. City plans are already in motion to transform Grove Street into one of Healdsburg's premier downtown corridors by 2026, featuring buried power lines, widened sidewalks, lantern-style streetlights, and fresh pavementall designed to enhance its historic charm. From this location, enjoy quick Highway 101 access, effortless walkability to the Plaza, and the benefit of surrounding modern construction within the development. At 1001 Grove Street, the stage is set for a rare blend of prime location, future value, and design freedom in the heart of the World-Class small town of Healdsburg.

325073125 MLS

Prime In-Town Healdsburg Custom Home Site. Seize the opportunity to build in one of Healdsburg's most coveted new developments along historic Grove Street. This expedited, permit-ready parcel offers mixed-use zoning, allowing for a custom residence with the flexibility of light commercial space. Eastern exposure frames sweeping views of iconic Fitch Mountain, while the nearby Foss Creek Pathway offers easy walking access to nature and downtown. City plans are already in motion to transform Grove Street into one of Healdsburg's premier downtown corridors by 2026, featuring buried power lines, widened sidewalks, lantern-style streetlights, and fresh pavementall designed to enhance its historic charm. From this location, enjoy quick Highway 101 access, effortless walkability to the Plaza, and the benefit of surrounding modern construction within the development. At 1001 Grove Street, the stage is set for a rare blend of prime location, future value, and design freedom in the heart of the World-Class small town of Healdsburg.

1001 Grove St, Healdsburg

$325,000

Opportunity awaits to own in Healdsburg just blocks away from the iconic downtown square including world recognized restaurants and shops. Public transit just steps away along with the soon to come smart train station connecting you to Marin or the ferry to the city. Beautiful, original hardwood flooring downstairs. New carpet upstairs, added LVP flooring in bathroom, including laundry area and freshly painted interior.

2 Beds ⋅ 2 Baths ⋅ 326022926 MLS

Opportunity awaits to own in Healdsburg just blocks away from the iconic downtown square including world recognized restaurants and shops. Public transit just steps away along with the soon to come smart train station connecting you to Marin or the ferry to the city. Beautiful, original hardwood flooring downstairs. New carpet upstairs, added LVP flooring in bathroom, including laundry area and freshly painted interior.

29 Front St Unit #C, Healdsburg

$1,300,000

Charming 1920s Home with Modern Upgrades on 3.2 Acres. Experience timeless elegance in this beautifully updated 1920s home, set behind a private iron gate on approx. 3.2 acres. The chef's kitchen features a large island, double ovens, and wine fridgeideal for entertaining. Enjoy cozy living spaces with a rustic fireplace, built-ins, and a Murphy bed in the den. The spacious primary suite offers garden views and a walk-in closet. Modern comforts include updated windows and owned solar. A detached studio with its own porch is perfect for a home office or creative space. Outside, relax in the landscaped English garden with a peaceful fountain. Additional outbuildings add to the property's charmall just minutes from downtown Healdsburg and world-class wineries.

2 Beds ⋅ 2 Baths ⋅ 325040931 MLS

Charming 1920s Home with Modern Upgrades on 3.2 Acres. Experience timeless elegance in this beautifully updated 1920s home, set behind a private iron gate on approx. 3.2 acres. The chef's kitchen features a large island, double ovens, and wine fridgeideal for entertaining. Enjoy cozy living spaces with a rustic fireplace, built-ins, and a Murphy bed in the den. The spacious primary suite offers garden views and a walk-in closet. Modern comforts include updated windows and owned solar. A detached studio with its own porch is perfect for a home office or creative space. Outside, relax in the landscaped English garden with a peaceful fountain. Additional outbuildings add to the property's charmall just minutes from downtown Healdsburg and world-class wineries.

2267 Westside Rd, Healdsburg

$1,330,250

This wonderful home sits on a 9980 s.f. lot with a generous 1877 s.f. floorplan. The entry leads to a formal living room and dining area which flows into a large kitchen with eat-in area plus island, and a family room with fireplace. There are 3 bedrooms, 2 bathrooms, and another room situated just off the entry which is perfectly suited for an office or study, but has a closet and could be used as a 4th bedroom. There is a brand new deck on the back of the house leading to the fenced backyard, also a brand new water heater, a 2020 roof and 2019 furnace. Plenty of room to bring your personal touches to this wonderful home. An excellent choice for family, executives or retirees to reside in a quiet neighborhood about .7 mile from the historic Healdsburg Plaza. Enjoy all the vibrancy Healdsburg has to offer in world-class dining, art galleries, wine tasting, outdoor adventures and Tuesday Concerts in the Plaza.

4 Beds ⋅ 2 Baths ⋅ 325078091 MLS

This wonderful home sits on a 9980 s.f. lot with a generous 1877 s.f. floorplan. The entry leads to a formal living room and dining area which flows into a large kitchen with eat-in area plus island, and a family room with fireplace. There are 3 bedrooms, 2 bathrooms, and another room situated just off the entry which is perfectly suited for an office or study, but has a closet and could be used as a 4th bedroom. There is a brand new deck on the back of the house leading to the fenced backyard, also a brand new water heater, a 2020 roof and 2019 furnace. Plenty of room to bring your personal touches to this wonderful home. An excellent choice for family, executives or retirees to reside in a quiet neighborhood about .7 mile from the historic Healdsburg Plaza. Enjoy all the vibrancy Healdsburg has to offer in world-class dining, art galleries, wine tasting, outdoor adventures and Tuesday Concerts in the Plaza.

421 Tee Dr, Healdsburg

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