Healdsburg Real Estate

Healdsburg Real Estate

Welcome to Healdsburg, California, a charming gem nestled in the heart of Sonoma County. Known for its picturesque landscapes, world-class wineries, and vibrant downtown, Healdsburg offers a unique blend of small-town charm and sophisticated living. With the Russian River meandering through its lush surroundings, this idyllic city invites residents and visitors alike to bask in its natural beauty and enjoy a laid-back lifestyle.

Healdsburg is renowned for its thriving wine culture, boasting over 400 wineries in the surrounding area. Whether you're a connoisseur or simply enjoy the occasional glass, you'll find an abundance of tasting rooms and vineyards that showcase some of the finest wines in California. The annual Healdsburg Wine & Food Experience highlights the region's culinary talents, featuring local chefs and their exquisite pairings.

Beyond its wine, Healdsburg is home to a vibrant arts scene, with galleries, theaters, and live music venues that celebrate the creative spirit of the community. The historic Plaza, lined with charming boutiques and farm-to-table restaurants, is the perfect place to unwind, shop, and savor the flavors of the region.

Outdoor enthusiasts will love the nearby hiking and biking trails, as well as the opportunities for kayaking and fishing along the Russian River. The city's mild Mediterranean climate allows for year-round enjoyment of its natural surroundings.

In Healdsburg, you'll find a welcoming community that values connection, creativity, and sustainability. Whether you're looking to settle down or simply explore, this enchanting city offers a lifestyle that is as rich and diverse as the wines it produces. Come experience the magic of Healdsburg—where every day feels like a getaway!

Newest Listings in Healdsburg

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 326074840 MLS
34 Ward Street is a new collection of six high-efficiency homes designed and built by Samara. Currently under construction and nearing completion, Home B pairs steel-framing and energy-efficient systems with a rare walk-to-everything address in downtown Healdsburg. Home B offers ~1,740 square feet of living space with three bedrooms and two and a half baths. The open main-level layout features nine-foot ceilings, oversized windows, and clean, considered finishes. Details include natural oak tones, Caesarstone quartz countertops, stainless steel appliances, and matte black Emtek hardware. Built-in storage runs throughout, from bedroom wardrobes to hallway closets. Upstairs, the primary suite includes cathedral ceilings, a walk-in closet, and an en-suite bath with radiant heated floors, Kohler fixtures, and a glass-enclosed rain shower. Built for California: noncombustible fiber cement cladding, aluminum-clad windows and doors with wood-finish interiors, and a Class A fire-rated Galvalume steel roof. The home is fully electric with a built-in 10-panel solar array offsetting a share of annual energy use, a battery-ready electrical panel, and a garage pre-wired for EV charging. Whole-home MERV-13 air filtration and filtered water at every tap. An ENERGY STAR variable-speed heat pump provides independent two-zone climate control. Located within Healdsburg's established residential fabric, 34 Ward St. #B offers an in-town alternative to rural wine country living. Coffee shops, restaurants, tasting rooms, the historic Plaza, and the Russian River are all a short stroll away. Future connectivity includes the planned SMART passenger rail extension, with a station slated just steps from the neighborhood, along with a new cycling and walking path. 34 Ward Street delivers a rare combination in wine country: elevated design, low-maintenance durability, and effortless access to one of Sonoma County's best small towns. All images are digital renderings.

34 Ward Street Unit B, Healdsburg
$2,150,000
41146871 MLS
Your Private Wine Country Estate Awaits! Trade the traffic and the tech grind for the vineyard lifestyle. This exceptional Dry Creek acreage puts you at the epicenter of world-class winemaking, offering the rare opportunity to cultivate your own vines, plant an organic olive grove, or build a architectural masterwork. Spend your weekends cycling down quiet country roads, tasting legendary Zinfandels, entertaining friends and sourcing dinner directly from your own soil. This is your chance to stop buying the wine country dream and start building it. Gorgeous vistas and a dreamy bucolic lifestyle just minutes from Healdsburg Central Square.

838 Dry Creek, Healdsburg
$5,750,000
4 Beds ⋅ 5 Baths ⋅ 326068152 MLS
Located within the Forbes Five-Star Luxury Montage Healdsburg Resort, Harvest Home 31 is a fully furnished, Turn-Key four-bedroom Residence on a private corner lot with superb privacy. The home offers a spacious open-concept layout, high-end finishes and seamless indoor-outdoor living. The primary suite is positioned for privacy, with a serene outdoor shower surrounded by mature sycamores and oak trees. Three additional ensuite bedrooms are located on the lower level, offering comfort, peace and relaxation for guests. Additional features include a chef's kitchen with Sub-Zero and Wolf appliances, a dedicated office, covered terraces, a plunge pool, and an outdoor fire pit. Montage Residences Healdsburg is a private, luxury wine country escape located amongst 258 acres of rolling hillsides and over 15 acres of vineyards. Residential ownership gains you access to the many luxury amenities and experiences of Montage Healdsburg. Owners enjoy personalized service, world-class dining, a signature Spa Montage, and exclusive access to The Residential Club, a private residents-only club including a pool, cabanas, sauna, cold plunge, fitness center and owner's lounge. As well as your own dedicated Concierge team!

100 Sagebrush Court, Healdsburg
$2,150,000
326061006 MLS
Discover one of the final opportunities to create a custom legacy estate within Montage Residences Healdsburg, set within the Forbes Five-Star Montage Healdsburg resort in the heart of Sonoma wine country. Estate Homesite 16 encompasses approximately 13,030 square feet in a private setting surrounded by native oak woodlands, offering an exceptional canvas for an architecturally significant Wine Country residence. Ideally positioned within the sought-after north-side Estate Collection, the homesite combines privacy and natural beauty with convenient access to the world-class amenities and services of Montage Healdsburg. Estate Homesite 16 is contiguous to Estate Homesite 15 (MLS #326060965), presenting a rare opportunity to acquire both properties and create an even more substantial private estate within the Montage community. Originally designated for the striking Estate Home F architectural concept, the homesite was envisioned for an approximately 4,206-square-foot contemporary residence featuring four bedrooms plus a den, five-and-one-half baths, dual primary suites, dramatic floor-to-ceiling glass, expansive covered terraces, an extended lap pool and spa, and exceptional indoor-outdoor living spaces designed to embrace the surrounding landscape. Ownership at Montage Residences Healdsburg extends well beyond the residence, with access to the exceptional amenities and services of Montage Healdsburg, including Spa Montage, Hazel Hill restaurant, resort pools, fitness facilities, concierge services, miles of scenic walking trails, and the signature hospitality of the Montage brand. Just minutes from historic Healdsburg Plaza and surrounded by Sonoma County's acclaimed wineries, celebrated dining, and endless outdoor recreation, Estate Homesite 16 represents a rare opportunity to create a truly distinctive residence within one of Northern California's most prestigious luxury resort communities.

125 Woodlands Drive, Healdsburg
$2,150,000
326060965 MLS
Introducing one of the final opportunities to create a legacy estate within Montage Residences Healdsburg, set within the Forbes Five-Star Montage Healdsburg resort in the heart of Sonoma wine country. Arguably one of the finest homesites within the enclave, Estate Homesite 15 encompasses approximately 16,743 square feet and is among the largest offerings within the coveted Estate Collection. Surrounded by mature oak woodlands and thoughtfully positioned for exceptional privacy, the property provides a remarkable setting for a custom Wine Country residence. Estate Homesite 15 is contiguous to Estate Homesite 16 (MLS #326061006), creating a rare opportunity to acquire both properties and establish an even more significant private estate within the Montage community. Originally designated for the striking Estate Home E architectural concept, the homesite was envisioned for an approximately 4,362-square-foot contemporary residence featuring four bedrooms plus a den, four-and-one-half baths, a dramatic detached primary suite, expansive great room, private pool and spa, generous outdoor entertaining areas, and seamless indoor-outdoor living designed to embrace the Sonoma lifestyle. Ownership at Montage Residences Healdsburg extends well beyond the residence, with access to the exceptional amenities and services of Montage Healdsburg, including Spa Montage, Hazel Hill restaurant, resort pools, fitness facilities, concierge services, miles of scenic trails, and the signature hospitality of the Montage brand. Just minutes from historic Healdsburg Plaza and surrounded by acclaimed wineries, celebrated dining, and endless outdoor recreation, Estate Homesite 15 represents one of the last opportunities to create a custom legacy residence within one of Northern California's most prestigious resort communities.

115 Woodlands Drive, Healdsburg
$1,999,500
5 Beds ⋅ 5 Baths ⋅ 326052623 MLS
A newly built wine country retreat at 1071 Trentadue Way pairs a main residence with a fully independent, detached ADU: ~2,540 square feet, five bedrooms, and four and a half baths in all, with room for multigenerational living, a home office, a studio, or long-term guests. The main home offers ~1,740 square feet across three bedrooms and two and a half baths; the detached ADU adds ~800 more, with two bedrooms, two baths, a full kitchen, and its own private entrance. A deck and private yard make indoor-outdoor living and gathering easy. Inside the main home, an open layout sits beneath nine-foot ceilings and oversized windows. The finishes are clean and considered: waterproof stone composite floors, Caesarstone quartz countertops, Bosch appliances, and matte black hardware. Built-in storage runs throughout, from bedroom wardrobes to hallway closets. The primary suite occupies its own private hall, with cathedral ceilings, a walk-in closet, and a bath with radiant heated floors, Kohler fixtures, and a glass-enclosed rain shower. Built with California in mind: a steel frame and Hardie fiber cement siding for wildfire resistance, all-electric systems with built-in solar to keep energy costs low, and a high-efficiency heat pump. Whole-home MERV-13 air filtration and filtered water at every tap. 1071 Trentadue Way is a rare new-construction offering: polished design, lasting durability, and the flexibility of a detached second home in the heart of Healdsburg wine country, where the historic plaza, Michelin-starred dining, tasting rooms, and the wineries of the Dry Creek, Alexander, and Russian River valleys all converge.

1071 Trentadue Way, Healdsburg
$1,100,000
2 Beds ⋅ 2 Baths ⋅ ML82051891 MLS
HEADLINE: THE BLANK CANVAS | 7.6 Acres | Mill Creek | Healdsburg | Just Reduced $100K PROPERTY SUMMARY: Sometimes the best properties aren't the ones with all the answers. They're the ones that ask the right questions. This is 7.6 acres of oak-studded hillside along Mill Creek in one of Healdsburg's most exclusive residential enclaves. Surrounded by estates valued $3M+, this property offers raw potential at an honest price: just reduced to $1,100,000. Eight minutes from downtown Healdsburg. A world away from everything else. You get a clean slate: 1962 structure to reimagine or demolish, development-ready zoning, and no inherited infrastructure complications. What you do with it? That's yours to decide. Septic tested and approved. Water sourcing requires independent verification with Sonoma County and licensed professionals. For the builder who understands land.

2346 Mill Creek Lane, Healdsburg
$2,650,000
3 Beds ⋅ 2 Baths ⋅ 326039501 MLS
A rare opportunity to acquire two separate lots in the heart of Healdsburg's celebrated Wine Country. Together spanning approximately eight acres of beautiful, level land, 5091 Dry Creek Road offers exceptional flexibility, privacy and long-term potential in one of Sonoma County's most picturesque settings. With approximately 5.5 acres of established vines, the property presents a compelling opportunity to create a remarkable Wine Country estate across two distinct parcels. At the heart of the property sits a beautifully preserved, approximately 1,300-square-foot original coach house, currently classified as an ADU. Rich in character and charm, the residence may be enjoyed as a guest house, creative retreat or income-producing property while plans are developed for a spectacular new main residence. The possibilities are considerable. The two-lot configuration provides a level of versatility rarely available in this sought-after location, while permits already secured for a second well further support the property's future potential. Surrounded by vineyards, open skies and the natural beauty for which Dry Creek Valley is renowned, the setting feels private, peaceful and quintessentially Healdsburg. This is more than a land offering; it is a canvas upon which to create an exceptional estate with enduring value. The marketing materials also feature imagery of the newly constructed residence located at the lower end of the property. While that home is not included in the sale, it provides an inspiring illustration of what may be achieved and the caliber of residence this land can support. Rare, flexible and rich with possibility, 5091 Dry Creek Road represents a legacy opportunity to acquire two separate lots in one of California's most desirable Wine Country destinations.

5091 Dry Creek Road, Healdsburg
$8,400,000
4 Beds ⋅ 6 Baths ⋅ 326029056 MLS
Set within the Forbes Five-Star Montage Healdsburg resort, Montage Residences Healdsburg offers an extraordinary expression of wine country living across 258 acres of vineyards, rolling hills, and preserved valleys in the heart of northern Sonoma County. Rarely does a residence of this architectural caliber and setting come to market. Designed by BAR Architects & Interiors, the celebrated San Francisco firm behind some of California's most distinctive resort communities, 175 Sycamore Court is a 5,642-square-foot residence thoughtfully conceived to respond to its natural surroundings. The home is defined by its signature butterfly roof, creating a dramatic floating canopy while allowing the residence to remain remarkably discreet from the street. As you descend onto the property, the architecture gradually reveals itself through a series of glass-walled living spaces that frame the surrounding landscape and bring the outdoors into nearly every room. Built by Genova Builders, the four-bedroom, five-and-a-half-bath residence is anchored by a dramatic central fireplace and expansive great room, complemented by a professional kitchen with integrated appliances and honed natural stone surfaces. Walls of glass open to more than 1,500 square feet of wraparound decking, creating a seamless transition from the interiors to the rolling hills and natural beauty beyond. Elevated details are found throughout, including premium designer fixtures, a temperature-controlled wine room, soaking tubs, outdoor showers, a dedicated media room, and a private poolall designed for an effortless indoor-outdoor lifestyle. The Montage experience extends well beyond the residence. Offered fully furnished and eligible for the Montage Rental Program, the home provides a compelling turn-key opportunity for both personal enjoyment and rental potential. Ownership includes access to the exceptional services and amenities of Montage Healdsburg, including the acclaimed spa, resort pools, dining, and 24-hour concierge, along with private residential amenities and services reserved exclusively for homeowners. Positioned on one of the community's most private homesites, 175 Sycamore Court offers a rare combination: exceptional architecture, complete privacy, and the services and amenities of a Forbes Five-Star resortall in one of Sonoma wine country's most extraordinary settings.

175 Sycamore Court, Healdsburg
$1,495,000
326023313 MLS
Located within the luxurious, esteemed and branded Montage Healdsburg community is one of the best view Homesite's remaining at 105 Juniper Court. This corner homesite boasts of privacy and quintessential Sonoma County rolling hill and distant vineyard views. Tucked away in Heritage Oaks while also allowing inspiring views and ample sunlight. This build-ready corner homesite also allows easy access and is very walkable to the communities exclusive Owner's only Clubhouse as well. Once your home is built, enjoy glimpses of Geyser Peak, sunsets and the beautiful rolling hills of Alexander and Dry Creek Valley.

105 NW Juniper Court, Healdsburg
$450,000
41127274 MLS
HEALDSBURG, CA A sprawling 72-acre parcel of land at 11311 Pine Flat Road has been listed for sale, offering a rare opportunity to create a private sanctuary amidst the rolling hills of Sonoma County. With a diverse landscape of open meadows and mature timber, this property presents a blank canvas for a variety of ventures, from a grand estate home with breathtaking views to a tranquil recreational retreat. The property is situated in a region known for its stunning natural beauty, with the potential for panoramic vistas of the Alexander Valley, the Mayacamas Mountains, and the iconic Mt. St. Helena. The land is zoned for timberland, forest, and agricultural uses, opening the door to possibilities such as a private vineyard, an olive grove, or a sustainable forest habitat. Its generous size and secluded location ensure unparalleled privacy and a deep connection with nature. Located on the scenic Pine Flat Road, a paved, dead-end route that winds through the Audubon Canyon Ranch, the property is a haven for outdoor enthusiasts. The area is renowned for its challenging and picturesque cycling routes and is in close proximity to the recreational opportunities of The Geysers and the Russian River.

11311 Pine Flat, Healdsburg
$1,750,000
326020221 MLS
Estate Homesite North 19, located at 135 Hawthorn Court in Healdsburg, California, within the esteemed and luxurious Montage Residences Healdsburg community presents a rare opportunity to build a custom home in one of Sonoma County's premier luxury resort-style communities. Positioned on a high point in the community and amidst it's rolling hills, this 11,006 sq. ft. luxury homesite sits on an elevated setting with southeast exposure, offering morning and afternoon light and views across vineyards and surrounding hillsides. Located just steps from The Residential Club and Montage Healdsburg amenities, the site features a generous building envelope and flexibility for a custom-designed residence. A home study sketch is included to provide additional architectural inspiration if needed. Owners enjoy access to The Residential Club, featuring a private pool, fitness center, gathering spaces, and a dedicated residential concierge team, along with the services and resort amenities of Montage Healdsburg. Just minutes from downtown Healdsburg's wineries, restaurants, and boutiques, the community offers a distinctive blend of privacy, natural beauty, and resort-style living in Northern Sonoma County.

135 Hawthorn Court, Healdsburg
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