Healdsburg Homes for Sale

Healdsburg Homes for Sale

Welcome to Healdsburg, California – a charming gem nestled in the heart of Sonoma County. Known for its picturesque vineyards, vibrant downtown, and a rich history that dates back to the 1850s, Healdsburg offers a unique blend of small-town charm and sophistication. With its stunning landscapes, this community is a haven for wine enthusiasts, food lovers, and outdoor adventurers alike.

As you stroll through the quaint streets of Healdsburg, you'll discover an array of boutique shops, art galleries, and gourmet restaurants that showcase the region's culinary prowess. The town square, adorned with lush greenery and inviting benches, serves as a gathering place for locals and visitors, hosting seasonal events, farmers' markets, and live music performances that celebrate the community's spirit.

For those considering a move to Healdsburg, the real estate market offers a diverse selection of homes for sale, ranging from charming bungalows to luxurious estates. Each property reflects the town's unique character, with many featuring stunning views of the surrounding vineyards and rolling hills. Whether you’re looking for a cozy retreat or a spacious family home, Healdsburg has something to suit every lifestyle.

With its warm community atmosphere, excellent schools, and proximity to world-class wineries, Healdsburg is not just a place to live; it’s a lifestyle choice. Discover your dream home in this idyllic town and immerse yourself in the beauty and culture that Healdsburg has to offer. Your new adventure awaits in this captivating corner of California!

Newest Healdsburg Homes for Sale

220 North St, Healdsburg
$1,950,000
3 Beds ⋅ 2 Baths ⋅ 326090239 MLS
Just steps from the Healdsburg plaza, stands a classic Victorian home built in 1900 with 10-foot ceilings and an abundance of historic character. The generously sized bedrooms are filled with natural light, the expansive kitchen and open floor plan make this the perfect wine country residence. The backyard has plenty of room for gardening while enjoying the above ground lap pool. The attached 628 sq ft ADU is ideal for family, friends or guests. Enjoy your morning coffee on the front porch while you watch the world go by on the peaceful section of North Street.

220 North St, Healdsburg
1575 Foxridge Rd, Geyserville
$2,350,000
3 Beds ⋅ 3 Baths ⋅ 326090080 MLS
Set among the oaks on nearly six acres in Geyserville's coveted Vineyard subdivision, this beautifully remodeled single-level ranch home offers 3,400 square feet of refined country living. The 3 bedroom plus office, 2.5 bath floor plan opens with soaring vaulted ceilings in the living room and flows to a gourmet kitchen anchored by a Wolf 5-burner gas cooktop. A charming circular sitting room adds character, while the great room's floor-to-ceiling windows open to a private deck perched in the treetops. The primary suite is a true retreat with oak tree views, hot tub access, and a spa bath featuring a tiled shower, a soaking tub framed by a window, and a private water closet. Outdoors, wisteria-draped pergolas, raised garden beds, and manicured grounds lead to direct trail and creek access. Optional Vineyard Club membership adds swimming, boating, kayaking, tennis, trails, and a clubhouse with patio and BBQ. Be part of historic Geyserville, with its acclaimed restaurants, tasting rooms, vintage shops, the best spot around for Western wear and a cowboy hat, and the beloved Annual Lighted Tractor Parade. Whether full time or weekends, this is Northern Sonoma County living at its finest.

1575 Foxridge Rd, Geyserville
951 Trentadue Way, Healdsburg
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 326088365 MLS

951 Trentadue Way, Healdsburg
560 Matheson St, Healdsburg
$2,395,000
3 Beds ⋅ 3 Baths ⋅ 326084611 MLS
Half a mile from the Healdsburg Plaza, on one of the most attractive stretches of Matheson Street, this three-bedroom home has been extensively reimagined while keeping its original charm. Light fills every room, and a wraparound porch sets the tone for slow mornings and long evenings outside. The remodeled kitchen anchors the main level with custom cabinetry, a pantry, and a large gathering counter, while a 16-foot slider opens straight to the deck and garden. A new gas fireplace and refinished oak floors warm the living room. Upstairs, all three bedrooms have vaulted ceilings giving a real sense of space, and the primary bath's soaking tub overlooks the garden. New Andersen windows and doors, roof, Hardie siding, heat and air conditioning, and a tankless water heater are just some of the many recent improvements. Set on a very private lot, the professionally designed gardens offer bluestone patios, a sunken garden, and a six-person hot tub. Location, light, and an extensive renovation, all in one. Must see to appreciate.

560 Matheson St, Healdsburg
6697 Westside Rd, Healdsburg
$22,000,000
12 Beds ⋅ 14 Baths ⋅ 326086344 MLS
Set within Healdsburg's famed Russian River Valley, the Flax Estate and Vineyard spans 52 acres of privacy, stunning contemporary architecture, and world-class wine country living. Spanning two private parcels, this secluded retreat seamlessly balances contemporary luxury with its historic farmhouse and its direct Russian River access. The property is anchored by a dramatic, contemporary main residencea four-bedroom, four-and-a-half-bath masterpiece thoughtfully designed around majestic heritage oaks. Floor-to-ceiling glass, frames sweeping, uninterrupted views across the valley floor to the region's iconic peaks: Mount St. Helena, Fitch Mountain, and the Geysers. Steeped in history, the estate's historic six-bedroom, six-bath farmhouse once owned by the acclaimed actor Fred MacMurray exudes timeless Wine Country with interiors by celebrated designer, Ken Fulk. Its grounds feature a resort-style wellness complex complete with a 75-foot swimming pool, oversized spa, stand-alone gym, and sauna. Surrounding this pool area is a tennis court, bocce court, outdoor shower, and manicured fruit orchards alongside vibrant flower and vegetable gardens. A more recently built, unique entertainment barn offers a sophisticated setting for hosting memorable parties. Positioned near the private entrance to the property sits a beautifully rebuilt two-bedroom, one-bath cottage providing flexible accommodations for family, guests, or resident staff. At the heart of the estate lies a 26 acre, organically farmed vineyard producing world-class Pinot Noir and Chardonnay. Exclusively managed and crafted by DuMOL Winery, the vineyard's "Flax Estate" designate consistently produces highly sought-after vintages revered by collectors worldwide. Few properties so effortlessly unite architectural distinction, storied history, world-class viticulture, and the natural beauty o f the Russian River making Flax Estate Vineyard a truly singular offering in the heart of Wine Country. The property is offered turn-key and furnished.

6697 Westside Rd, Healdsburg
1840 Redwood Dr, Healdsburg
$1,160,000
2 Beds ⋅ 2 Baths ⋅ 326084605 MLS
Fitch Mountain Beauty with Endless Possibilities! Set on approximately 1.5 acres, this special Fitch Mountain property offers two homes, beautiful natural light, and lovely views of the Russian River. The main residence features soaring vaulted ceilings, warm wood floors, and a spacious kitchen with double ovens and a stunning farmhouse sink. A separate two-bedroom, one-bath guesthouse provides wonderful flexibility for extended family, guests, or additional living space. With a detached garage, ample parking, storage sheds, and plenty of room to make it your own, this property offers a rare combination of charm, versatility, and potential. A wonderful opportunity in a beautiful Fitch Mountain setting!

1840 Redwood Dr, Healdsburg
119 Chiquita Rd, Healdsburg
$1,050,000
4 Beds ⋅ 4 Baths ⋅ 326084628 MLS
Welcome to 119 Chiquita Rd and 1620 Winding Creek Way! Recently built in 2021, this incredible combination of main residence and ADU opens up endless opportunities when it comes to multi-generational living, rental income or whatever living situation would work best for you! The main residence is a two story 3 bedroom & 3 bathroom craftsman with an open layout and large side yard. The ADU has a separate entrance off of Winding Creek Way and is a 1 bedroom & 1 bathroom with stackable washer and dryer, full kitchen and dining area. All of this just minutes from downtown Healdsburg and the amazing wineries the region has to offer.

119 Chiquita Rd, Healdsburg
318 Mason St, Healdsburg
$1,075,000
2 Beds ⋅ 1 Baths ⋅ 326086217 MLS
Looking for a Vintage home with charm and potential in downtown Healdsburg? This 2-bedroom home plus a versatile bonus room sits on a desirable lot just a few blocks to downtown Healdsburg. Featuring high ceilings, updated windows, a convenient detached garage and a side yard with gardening beds and mature fruit and shade trees. Built in or around 1870 this home has had updates over the years yet captures the historic character of early Healdsburg and is positioned in the path of progress. Mason street is considered a highly desirable local favorite due to the low traffic flow and the close proximity to town. Offering so many possibilities with the option to move right in, make it an amazing restoration project or buy for investment. Now is the time to get into the community and enjoy all that Healdsburg has to offer including boutique shopping, fine dining, seasonal farmers markets, free live music events in the Plaza and quaint coffee shops.

318 Mason St, Healdsburg
250 Monte Vista Ave, Healdsburg
$929,000
3 Beds ⋅ 2 Baths ⋅ 326084301 MLS
Welcome to 250 Monte Vista Avenue, a beautifully updated 3-bedroom, 2-bath home offering approximately 1,450 square feet of comfortable living space. Ideally located on the south side of March Avenue near Lupine, this inviting home is just a quick stroll to downtown. Great curb appeal welcomes you with a newer garage door and front door, while numerous updates throughout provide added peace of mind for the next owner. Improvements include a newer roof, windows, flooring, and additional updates helping minimize many of the major expenses that can come with homeownership. Step outside to a private backyard designed for relaxing and entertaining, complete with a spacious deck, ambient lighting, and hot tub. With no HOA and a convenient location close to town, this move-in-ready home offers an ideal combination of comfort, privacy, and convenience.

250 Monte Vista Ave, Healdsburg
775 Florence Ln, Healdsburg
$1,599,000
3 Beds ⋅ 3 Baths ⋅ 326082598 MLS
775 Florence Lane offers a welcoming blend of comfort, style, and Wine Country living on a peaceful lane just minutes from downtown Healdsburg. This beautifully updated three-bedroom, two-and-one-half-bath home is filled with natural light and features a spacious, functional floor plan with a dedicated dining room and versatile flex space ideal for a home office, reading room, or lounge. The thoughtfully designed kitchen features a Sub-Zero refrigerator, Viking range, and room for a wine refrigerator tucked behind a sliding barn door. The primary suite provides a private retreat with a stylish ensuite bath and walk-in closet. Designed for effortless indoor-outdoor living, the beautifully landscaped and private backyard features an outdoor arbor kitchen area, expansive deck, fire pit, hot tub, and multiple gathering spaces perfect for relaxing or entertaining under the Wine Country sky. The generous backyard also offers room for a pool, providing an exciting opportunity to further enhance the outdoor living experience. A charming front arbor with views of Fitch Mountain provides another peaceful place to unwind. Ideally located near downtown Healdsburg's renowned dining, shopping, tasting rooms, and vibrant Wine Country lifestyle.

775 Florence Ln, Healdsburg
8320 Dry Creek Rd, Geyserville
$2,600,000
2 Beds ⋅ 2 Baths ⋅ 326082596 MLS
Elevated above Dry Creek Road on 26 acres, this private wine country retreat captures sweeping views across the Dry Creek Valley and surrounding landscape. Light and bright with an open, easy-flowing floor plan, the approximately 1,900 square foot home offers two bedrooms and two bathrooms with comfortable single-level living, plus a versatile loft/flex space. Large windows fill the home with natural light and showcase the views, while the kitchen features quartz countertops, an island cooktop, and an open connection to the main living areas. An expansive deck extends the living space outdoors, providing an inviting setting for dining, entertaining, relaxing, and taking in the beauty of the valley. County-approved vineyard replanting plans offer the opportunity to reintroduce vines and further enhance the property's wine country setting. Peaceful and private, the property is conveniently located near the wineries and experiences of Dry Creek Valley and Lake Sonoma, and less than 15 minutes from downtown Healdsburg.

8320 Dry Creek Rd, Geyserville
235 Clear Ridge Dr, Healdsburg
$2,695,000
4 Beds ⋅ 5 Baths ⋅ 326084099 MLS
Healdsburg Living with Views, Character & Room to Gather - This stunning residence offers an expansive, open-concept great room with soaring cathedral ceilings that create a sense of grandeur and openness. The seamless flow between the kitchen, living, and dining areas is perfectly complemented by a large front deck perfect for capturing stunning sunsets. These inviting spaces extend effortlessly to a beautifully landscaped, terraced backyard, where you'll find a luxurious built-in spa, enchanting landscape lighting, expansive green space, and plenty of room to cultivate your own garden. The primary suite, thoughtfully positioned on the main floor, offers both convenience and privacy, while the upper level features two spacious en-suite guest bedrooms and a versatile loft space ideal for a home office or additional living area. For even more flexibility, the remodeled lower level boasts a bedroom, bathroom, den, and its own private entrance, all with great natural light and views. This exceptional property also includes a solar array, a charming hobby vineyard, and a wealth of other amenities, making it a truly unique and remarkable home.

235 Clear Ridge Dr, Healdsburg
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