Healdsburg Homes for Sale

Healdsburg Homes for Sale

Welcome to Healdsburg, California – a picturesque gem nestled in the heart of Sonoma County. Known for its stunning vineyards, charming downtown, and vibrant culinary scene, Healdsburg offers a unique blend of small-town charm and sophisticated living. With a population of just over 11,000 residents, this delightful city is surrounded by rolling hills and scenic landscapes, making it an idyllic place to call home.

Healdsburg is celebrated for its world-class wineries, where you can indulge in exquisite tastings and immerse yourself in the art of winemaking. The city’s downtown area is a treasure trove of boutique shops, art galleries, and gourmet restaurants, ensuring that residents enjoy a lively and engaging lifestyle. Whether you’re savoring a meal at a Michelin-starred restaurant or enjoying a leisurely stroll along the Russian River, Healdsburg offers a rich tapestry of experiences.

For those considering a move to this enchanting city, you’ll be pleased to know that there are a variety of homes for sale that cater to diverse tastes and budgets. From charming historic cottages to modern estates with breathtaking vineyard views, Healdsburg’s real estate market has something for everyone. Each property reflects the unique character of the area, providing an opportunity to embrace the relaxed yet sophisticated lifestyle that Healdsburg embodies.

With its stunning natural beauty, vibrant community, and a wealth of amenities, Healdsburg is not just a place to live; it’s a lifestyle waiting to be discovered. Explore the homes for sale today, and let your Healdsburg dream become a reality!

Newest Healdsburg Homes for Sale

$2,195,000
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
$1,200,000
2 Beds ⋅ 2 Baths ⋅ ML82051891 MLS
Some land doesn't ask you to compromise. This one just hands you a blank canvas and gets out of the way. 7.6 private acres of oak-studded hillside along Mill Creek, on one of Healdsburg's most private residential lanes, minutes from the Plaza's restaurants, tasting rooms, and downtown energy; close enough to bike in when you feel like it. The existing 1962 structure conveys as-is and offers the possibility of a full renovation or a clean start, opening the door to a custom-designed home built exactly to your vision. Zoned RRD B6 40 within unincorporated Sonoma County, with OAK and RC50/50 combining zones reflecting its oak habitat and riparian corridor. Offered as-is. Buyer to independently verify water source, septic, well, zoning, and all development potential. This is land that rewards a builder's eye and a clear sense of what could be.

2346 Mill Creek Lane, Healdsburg
$3,895,000
4 Beds ⋅ 2 Baths ⋅ 326044664 MLS
Built in 1868, this striking Greek Revival residence was built by pioneering settler John D. Hassett and quickly became known to locals as Hassett's Ranch, one of the most prestigious homes of its era. 94 W Grant offers the rare combination of historic lineage, modern livability, and an exceptional location in the heart of Sonoma County wine country. Rich in character and architectural significance, the home offers four spacious bedrooms and two baths across gracious living spaces. Period details along with ceiling heights nearing 11-foot tall blend seamlessly with modern features, including air conditioning, hardwood floors, a welcoming living room with a brick fireplace, a formal dining room with built-in cabinetry, and a thoughtfully designed chef's kitchen suited for contemporary living. Situated on nearly half an acre, lush with mature trees, citrus, and flowering gardens, the grounds are as thoughtfully composed as the home itself. Amenities include a heated pool and spa, a putting green, multiple outdoor spaces for entertaining, and a nearly 1000 sqft carriage house, already served by water and electricity, with soaring 15-foot ceilings. Healdsburg's celebrated downtown plaza only moments away, places Michelin-starred dining, world-class wine tasting, art studios, and boutique shopping at your doorstep. A home that has stood for close to 160 years is not simply real estate, it is a piece of California history. Its next chapter awaits. Call for private appointments.

94 W Grant Street, Healdsburg
$2,750,000
3 Beds ⋅ 2 Baths ⋅ 326039501 MLS
An extraordinary opportunity in the heart of Healdsburg's Wine Country, 5091 Dry Creek Road is the kind of property that rarely comes to market, and almost never with this level of potential. Set on approximately 8 acres of beautiful, flat land with 5.5 acres of established vines, this is a compelling blend of lifestyle, vision, and long-term upside in one of Sonoma County's most picturesque settings. At the center of the land sits a beautifully preserved 1,300 sq ft original coach house, currently classified as an ADU, offering immediate charm and flexibility. The possibilities are exceptional: enhance and enjoy the existing structure as a guest house, creative retreat, or income-producing residence, while building a spectacular new main home on the property. With permits already in place for a second well, the groundwork has been laid for something truly special. This is more than just a land offering, it is a canvas for creating a remarkable Wine Country estate. The setting is private, picturesque, and quintessentially beautiful. Surrounded by vines, open skies, and the effortless beauty that defines this stretch of Healdsburg. To help bring that vision to life, the marketing materials also include imagery of the newly built home located at the lower end of the property. While that residence is not included in the sale, it offers a powerful sense of what can be achieved here and the caliber of home this land can support. Rare, flexible, and rich with possibility 5091 Dry Creek Road is a legacy opportunity in one of California's most desirable wine country locations.

5091 Dry Creek Road, Healdsburg
$8,400,000
4 Beds ⋅ 6 Baths ⋅ 326029056 MLS
Rarely does a home of such architectural intention arrive on the market. Conceived by BAR Architects & Interiors a celebrated San Francisco firm whose work runs through the fabric of California's finest resort communities this 5,642 square foot site-responsive residence is expressed with an unmistakable fluency in luxury living. The design is organized under a signature butterfly roof, a floating canopy that intentionally hides the home from the street, revealing the structure only as you descend into a sequence of glass-walled volumes. The Genova Builders 4BR/5.5BA floor plan is anchored by a dramatic central fireplace and a professional kitchen featuring integrated appliances and honed natural stone surfaces. The living spaces flow effortlessly to 1,511 SF of wraparound decking, dissolving the boundary between the natural wood flooring and the rolling hills. Elevated details include premium designer fixtures, a temperature-controlled wine room, soaking tubs, outdoor showers, a media room, and a private pool. THE MONTAGE ADVANTAGE - Offered fully furnished and uniquely set up for the Montage Rental Program, this property is a turn-key hospitality asset from day one. Ownership provides seamless access to the resort spa, zero-edge pools, and a 24-hour concierge, which serve as a literal extension of the home. Located on one of the community's most private homesites, 175 Sycamore Court offers the rare duality of a secluded retreat with world-class resort amenities just steps away.

175 Sycamore Court, Healdsburg
$9,850,000
5 Beds ⋅ 7 Baths ⋅ 325071620 MLS

165 SW Sycamore Court, Healdsburg
$5,750,000
4 Beds ⋅ 5 Baths ⋅ 325037958 MLS
Harvest Home 31 is a fully furnished, Turn-Key four-bedroom Residence on a private corner lot with superb privacy. With 4,527 SF across two levels, 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. Thoughtfully designed to blend seamlessly into the natural landscape, the residential enclave includes Harvest Homes and Estate Homes and Homesites with sweeping views, contemporary architecture, and access to the 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 with a pool, hot tub, fitness center, pickleball courts and a luxury lounge.

100 Sagebrush Court, Healdsburg
$5,685,000
4 Beds ⋅ 5 Baths ⋅ 325031814 MLS
Located within Montage Healdsburg, Montage Residences Healdsburg offers luxury living across 258 acres of vineyards, rolling hills, and preserved valleys in northern Sonoma wine country. Harvest Home #6 occupies one of the community's most elevated sites, offering sweeping views of the Healdsburg Preserve open space and Fitch Mountain. Designed to harmonize contemporary elegance with its natural surroundings, the home includes access to exceptional amenities and five-star services curated by Montage Hotels & Resorts. Homeowners enjoy exclusive access to private residential amenities with thoughtfully designed spaces and personalized services reserved just for residents. The home is eligible for the optional turn-key rental program and carries a rare assumable mortgage at very low rate. For an investor, the combination of below-market debt and built-in rental income on a trophy Sonoma wine country asset is an exceptional opportunity that is nearly impossible to replicate in today's market.

160 Woodlands Drive SE, Healdsburg
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