Healdsburg Real Estate

Healdsburg Real Estate

Welcome to Healdsburg, California – a hidden gem nestled in the heart of Sonoma County that perfectly blends small-town charm with world-class amenities. Known for its picturesque vineyards and rolling hills, Healdsburg offers a delightful escape for those seeking a vibrant community and a taste of the good life.

As you stroll through the quaint downtown area, you'll discover an array of boutique shops, art galleries, and cozy cafés, all radiating a welcoming atmosphere that invites exploration. The town is renowned for its culinary scene, boasting award-winning restaurants that celebrate farm-to-table cuisine and showcase the region's rich agricultural bounty. Whether you're indulging in a gourmet meal or sipping on a glass of locally-produced wine, Healdsburg tantalizes the senses.

Outdoor enthusiasts will find their paradise here, with the Russian River providing ample opportunities for kayaking, fishing, and leisurely picnics along its banks. The surrounding vineyards and wineries present a chance to savor some of the best wines in the country, making Healdsburg a must-visit destination for wine lovers.

Community events, such as farmers' markets and art festivals, foster a sense of belonging and connection among residents and visitors alike. With a mild climate and stunning natural beauty, Healdsburg is not just a place to live; it's a lifestyle.

Whether you're looking to settle down or simply seeking a weekend getaway, Healdsburg offers a unique blend of tranquility and vibrancy that captures the heart. Come and discover why this charming town is one of California's best-kept secrets!

Newest Listings in Healdsburg

434 Alexander Valley Rd, Healdsburg
$2,350,000
4 Beds ⋅ 4 Baths ⋅ 326082146 MLS
A rare opportunity in the heart of Alexander Valley, this beautifully updated 3,113 sq. ft. home combines generous living space, approximately 5 acres, and exceptional flexibility in a sought-after wine country setting. With 4 bedrooms plus an office, 3.5 baths, and two primary suites, one on the main level and one upstairs, the home is designed for comfortable everyday living, entertaining, guests, and working from home. Every bedroom features its own spacious walk-in closet. The upgraded kitchen with pantry opens to the dining area, while owned solar with backup battery adds efficiency and peace of mind. Two separate two-car garages including a recently built garage with workshop bay offer outstanding space for vehicles, storage, hobbies, and projects. At the top of the property, a flat, elevated area with a gravel access road already cut in offers beautiful bird's-eye views and an exciting opportunity to explore a future ADU, guest house, studio, or other use. All within easy reach of Healdsburg, renowned wineries, dining, and the best of Sonoma County wine country.

434 Alexander Valley Rd, Healdsburg
231 Zinfandel Rd, Healdsburg
$2,650,000
4 Beds ⋅ 5 Baths ⋅ 326082790 MLS
An extraordinary opportunity to own this spacious custom-built home in Healdsburg's sought-after Vintage Hills, thoughtfully designed for comfortable living, entertaining, and indoor-outdoor enjoyment. Set on a private 1-acre, fully useable parcel at the end of a cul-de-sac, this 4-bedroom, 3.5 bath home offers approximately 3,400 sq. ft. of living space, abundant natural light, beautiful views overlooking the westerly hills and a wonderful blend of comfort and privacy. The main level lives like a single-story home, featuring a formal living and dining area with fireplace, chef's kitchen with breakfast area, adjoining family room, separate laundry room with sink and half bath, and a gracious oversized primary en-suite with walk-in closet. Two additional bedrooms and a full bathroom complete the main level. Also included is a spacious lower level with a private entrance that offers incredible flexibility with a large game room, kitchenette and an additional bedroom and full bath. Perfect for overnight guests and entertaining. Step outside to a full-length ground-level deck with multiple entertaining areas overlooking the built-in pool and spa with cascading waterfall. The expansive grounds with a firepit, mature landscaping, raised garden beds and fruit trees offer plenty of room to entertain, relax and enjoy the peaceful country setting. An oversized detached shop/barn with its own half bath provides excellent space for hobbies, storage, projects, or additional workspace. This property offers the convenience of city services while maintaining a private, country-like setting, all just minutes from the Healdsburg Plaza.

231 Zinfandel Rd, Healdsburg
234 Lincoln St, Healdsburg
$2,395,000
3 Beds ⋅ 3 Baths ⋅ 326083089 MLS
When only something extra-special will do... enter 234 Lincoln Street. Charming, sweet, surprising... understated warmth with a designer touch throughout. Strollable to the Plaza in one direction, or to Summer's Market in the other. Old-Healdsburg combines with 'new' Healdsburg here to create a blend that just may capture your heart. Experience natural light, elegance, a private, heated lap pool, room to play, garden, add-on/re-create, or simply be -- in the company of some of Healdsburg's finest assets...her beloved 'old'-growth trees. This reenvisioned home is a host's delight with the kitchen as the centerpiece. Come together with ease inside or outside. Or, retreat to a unique sanctuary separateness, as desired. 2 of the 3 bedrooms are en-suites, promising comfort and practical living. The attic space, complete with a skylight, offers intriguing possibilities. A detached 1-car garage near the pool invites imagination. Beloved by the current owners for more than 30 years, the baton awaits. Come home to Healdsburg.

234 Lincoln St, Healdsburg
330 Plaza St, Healdsburg
$2,675,000
2 Beds ⋅ 2 Baths ⋅ 326082644 MLS
Of all the streets in Healdsburg, Plaza Street is the most sought after. Located at the end of a street with no through traffic, 330 Plaza Street offers a rare pairing: the stillness of a quiet, unpassed address and a front door just a couple short blocks from the world-famous Healdsburg Plaza. Restaurants, tasting rooms, boutique shopping, music, and the livelihood of downtown, all just a few short steps from your door. This is not old Healdsburg simply refreshed. In 2016 this home was taken down to the studs, lifted and moved, and set onto an entirely new foundation, then rebuilt by hand, slowly, meticulously, and completely. All new plumbing, electrical, HVAC, insulation, drywall, windows, roof, cabinetry, tile, stone, flooring, appliances, stucco, driveway pavers, hardscaping and landscaping. The detached casita was built ground up new in 2018 to the same standard and lives as a true second master suite, opening through a LaCantina folding glass wall to the private travertine garden patio with fire pit and hot tub. Effectively new construction in the heart of downtown, a rarity with no real equal in the Plaza core district. The kitchen is crowned by a striking custom range hood and finished with a Viking 7 Series gas range with pot filler, Sub-Zero refrigeration, U-Line wine refrigerator, Fisher & Paykel dish drawer, Wolf microwave, granite counters, a large farmhouse apron sink, and a walk-in pantry. A sunny breakfast nook looks into the garden, perfect for morning coffee and hummingbirds. The master bath is dressed in Calacatta Borghini marble with an oversized curbless shower, dual shower heads, and radiant floor heat. Marvin Ultimate windows with disappearing screens, rich hardwood floors throughout, central air conditioning, a Mendota gas fireplace, tankless hot water, and an emergency generator cutover complete the home. A 50-amp EV charging outlet sits ready just off one of the largest private driveways on Plaza Street. Offered completely furnished as a turnkey residence, professionally decorated and curated in 2025, with a virtually untouched interior, even the small appliances handpicked in coordinated designer colors. All personal property conveys at close of escrow. Pre-listing home and pest inspections are complete, with reports available on request. Approximately 1,536 total square feet across the main house and detached casita. Just bring your clothes... the rest is done.

330 Plaza St, Healdsburg
360 March Ave, Healdsburg
$1,895,000
326066553 MLS
Excellent investment opportunity in Healdsburg, conveniently located just minutes from the historic Healdsburg Plaza, with easy access to restaurants, shopping, wineries, and everyday amenities. This freshly updated four-plex features four spacious 2-bedroom, 2-bath units, each offering approximately 850 square feet of living space. Every unit includes in-unit laundry, separate utility meters, and a dedicated carport with private storage. The two ground-floor units enjoy private patios, while the upstairs units feature private balconies. With fresh updates, desirable amenities, and a convenient Healdsburg location, this turnkey property is an excellent opportunity for investors or owner-occupants seeking rental income in Sonoma County.

360 March Ave, Healdsburg
2460 W Dry Creek Rd, Healdsburg
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 326080729 MLS
Experience the ultimate Wine Country lifestyle at this chic and stylishly updated 3 bedroom, 2 bathroom ranch-style retreat, ideally situated in the legendary Dry Creek Valley. Tucked peacefully down a private lane along side of a picturesque creek, this property delivers a serene country atmosphere while keeping you just minutes from the vibrant energy of downtown Healdsburg's historic plaza! Set on a sprawling, level 0.65-acre parcel, the property is framed by picturesque rolling hills along one of the region's most iconic stretches for world-class cycling and boutique wine tasting. The interior features a stunning upscale renovation, artistically balancing contemporary style with timeless warmth. The light-filled, single-level layout offers gorgeous flooring, an inviting living area, and a beautifully updated kitchen complete with modern cabinetry, countertops and newer appliances. Out back, you'll find a spacious detached office equipped with a mini-split for year-round heating and cooling. Whether you need a dedicated work-from-home space, a private gym, or a creative studio, this versatile outbuilding adapts effortlessly to your vision. Step outside to discover endless possibilities on the expansive, usable lot, perfect for outdoor entertaining, weekend gatherings, or sprawling gardens. Complete with an attached garage and plenty of extra parking, this turnkey gem offers the rare combination of privacy, acreage, and prime Healdsburg proximity. Your wine country sanctuary awaits!

2460 W Dry Creek Rd, Healdsburg
1421 Spruce Way, Healdsburg
$1,199,000
4 Beds ⋅ 3 Baths ⋅ 326081675 MLS
Completely remodeled and thoughtfully designed, this Healdsburg property offers two separate residences with inviting indoor-outdoor living. The single-level, open-concept main home features 3 bedrooms, 2 beautifully updated bathrooms, new appliances, striking high-beamed ceilings, energy-efficient mini-split systems and indoor laundry. Both residences benefit from newer roofs and windows, new fencing and fresh landscaping. The fully permitted ADU includes 1 bedroom, 1 bathroom and indoor laundry. Expansive folding doors open to its private outdoor living area, creating a welcoming space for relaxing or entertaining. Separate rear access through an automatic gate adds privacy and convenience. With distinct living spaces and outdoor areas, the property offers flexibility for extended family, guests or potential rental use. A distinctive staircase leads to additional flexible space suited to a home office, workout room, yoga studio or creative retreat. Conveniently located within a 5 minute drive to Downtown Healdsburg, wineries, restaurants and near Charles M. Schulz-Sonoma County Airport, this property presents a rare opportunity to enjoy two residences in the heart of Wine Country.

1421 Spruce Way, Healdsburg
620 Coghlan Rd, Healdsburg
$8,250,000
326080900 MLS
A rare opportunity to acquire six legal parcels totaling 10.48 acres in an elevated setting above Healdsburg, offering exceptional scale, privacy, panoramic views, and long-term flexibility. With multiple parcels already in place, the property presents a compelling opportunity for future resubdivision, investment, or a multi-generational vision, subject to applicable approvals. At the heart of the offering is an approximately 4,000 sq ft, 4-bedroom, 3 full/2 half bath residence positioned at the top of the property and surrounded by sweeping valley and mountain views. Thoughtfully designed, the home features a main entry floor with the primary suite, great room, chef's kitchen, dining area, and spacious laundry room, all oriented toward the extraordinary vistas. Walls of glass fill the interiors with natural light, while French doors open to a wraparound covered porch for seamless indoor-outdoor living. The chef's kitchen features premium appliances and a built-in espresso station, flowing into a dining area with dramatic glass-front wine display. The primary suite offers a gas fireplace, generous walk-in closet, hidden storage, and direct access to the laundry room, while the lower level features a spacious family room with fireplace and wet bar, three bedrooms, two full baths, and covered patio. Gated and private, this six-parcel offering combines an exceptional existing residence with significant land and future potential, all just minutes from downtown Healdsburg. Whether envisioned as a private estate, long-term investment, or future development opportunity, the property offers a rare chance to shape an expansive piece of Sonoma County real estate while enjoying a remarkable home and setting today. Also includes APNs 002-610-018, 002-610-020, 002-610-023, 002-610-024, & 002-392-026. Just the house and its parcel are listed separately in Residential as 775 Benjamin Way, listing #326080943.

620 Coghlan Rd, Healdsburg
775 Benjamin Way, Healdsburg
$4,500,000
4 Beds ⋅ 5 Baths ⋅ 326080943 MLS
Perched above Healdsburg, this exceptional private estate property captures sweeping valley and mountain views that stretch for miles. Set on its own approximately 1.2-acre parcel, the 4-bedroom, 3 full bath/2 half bath residence is thoughtfully designed for the owners to live primarily on a single level, with expansive windows and walls of glass framing the extraordinary scenery and filling the interiors with natural light. The main entry floor includes the primary suite, great room, chef's kitchen, dining area, half bath, and spacious laundry room, all positioned to take full advantage of the panoramic vistas. The chef's kitchen features premium appliances and a built-in espresso station, flowing seamlessly into the dining area with its dramatic glass-front wine display. French doors open to a wraparound covered porch, creating effortless indoor-outdoor living against a backdrop of mountains and valley. The primary suite is a private sanctuary with its own gas fireplace, generous walk-in closet, hidden storage, and direct access to the laundry room. Downstairs, a spacious family room with gas fireplace and wet bar opens to a covered patio overlooking the surrounding landscape. A flexible space near the attached two-car garage offers versatility for a gym, office, or walk-in pantry. Gated and private, the property offers a rare combination of elevated views, privacy, and proximity to downtown Healdsburg. A distinctive Sonoma County setting for enjoying the landscape, entertaining, and embracing the best of wine country living. Property also listed in combination with 5 vacant land parcels in Land, 620 Coghlan Road, listing #326080900.

775 Benjamin Way, Healdsburg
33 S University St S, Healdsburg
$2,550,000
326080246 MLS
Single Tenant Leased Investment or Owner-User Opportunity. Well suited for a Tax Deferred 1031 Exchange, Investor, or Owner-User. Very clean, well located, and secure light industrial property currently occupied by a long term credit Tenant. The Subject Property is leased to Santa Rosa Lead Products, a division of Mayco Industries, the largest manufacturer of fabricated lead-based products in the United States, who has occupied this light industrial Property since 2003, executed their fifth lease extension on a 5 year extension which now runs through March 31, 2028. The current Tenant has expressed a desire to occupy the Subject Property on a longer term basis depending on the desires and plans of a New Owner.

33 S University St S, Healdsburg
3323 Mill Creek Rd, Healdsburg
$825,000
2 Beds ⋅ 1 Baths ⋅ 326078865 MLS
A rare opportunity to own a vintage creekside cabin in one of Healdsburg's most captivating natural settings. Set on approximately .88 acre along Mill Creek, this 1920 log-style retreat has been held by the same family for generations and offers the kind of character and sense of place that simply can't be recreated. The 2-bedroom, 1-bath cabin is oriented toward the surrounding woods and creek, with mature trees framing the property and creating a peaceful backdrop for weekends away or a more permanent escape. Spend afternoons by the water, evenings in the hot tub beneath the trees, and mornings taking in the quiet of this special setting. A brand-new roof is an important recent improvement, while a detached shed and under-house laundry and storage add practical utility. Served by well and septic. For those who value authenticity, nature and the opportunity to bring their own vision to a property with genuine history, 3323 Mill Creek Road is a sweet piece of old Healdsburg. Probate sale, limited photos have been virtually staged.

3323 Mill Creek Rd, Healdsburg
17698 Healdsburg Ave, Healdsburg
$1,700,000
5 Beds ⋅ 4 Baths ⋅ 326079671 MLS
North side of Healdsburg this 6+ acre property down a country lane sitting on a slight knoll with spectacular views. This is Healdsburg as it was meant to be. Priced to sell

17698 Healdsburg Ave, Healdsburg
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