$1,223,057Average Value$854Average Price per Sq Ft77Homes For Sale
Historic Healdsburg evolves into a wine and dining hotspot
At the junction of three gorgeous wine valleys – Russian River, Dry Creek, and Alexander – rural-suburban Healdsburg might as well be listed under “wine country" in the dictionary. Named for its mid-19th-century founder, Harmon Heald, Healdsburg has long been home to historic houses, a lively central plaza, and small-town vibe that welcomes families and retirees. Today, though, this is a popular tourist destination with some of the most celebrated wineries and restaurants in California, much less Sonoma County. “Looking at it now, it’s amazing to think this used to be a simple redneck town, as anyone who grew up here would tell you,” says Julia Lander, who’s lived and worked in Healdsburg since 1996. “There are still farmers and families who’ve lived here for generations, but the nature of the town, from who lives here to what you can spend your money on, has changed a whole darn lot since I arrived.”
Healdsburg Jazz Festival is a week-long event including the plaza for performances.
Healdsburg Plaza is a popular thoroughfare for locals spending the day downtown.
The Healdsburg Farmer's Market offers many produce options.
Challenge your friends to a game of basketball at Giorgi Park.
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Luxury homes and hobby vineyards shape Healdsburg’s market
Overall, Healdsburg real estate prices average $1.7 million, while a well-preserved Craftsman or Victorian within walking distance of charming Healdsburg Plaza averages $2.8 million. Elsewhere in town, there are modest midcentury ranch-style houses; contemporary model homes from the 1980s; Craftsman-style homes from the 1990s through right about now; and the occasional jaw-dropping villa. Subdivision developments have generally gotten smaller, while individual estates have gotten larger, often topping 4,000 square feet. Along winery byways like Dry Creek Road, there are plenty of hobby vineyards, high-end custom kitchens, wine cellars and infinity pools, as recent transplants create their own wine-country resorts at home. To the rural north, housing includes attached townhouses, suburban subdivisions and brand new mansions; some of the latter dot the 258-acre sprawl of the Montage Healdsburg resort, which includes super-modern homes (and homesites) rimmed by low-water plantings and long-mature trees.
Condo developments like Foss Creek enable living near downtown at a relative bargain, while construction is ongoing at downtown’s Mill District, a 10-acre mixed-use development set just east of the Plaza. "Mill District is coming together fast,” says Lander [in May 2023], “and is already driving up area real estate prices. The Canopy building is already up, with luxury apartment condos that are almost $2 million for a one-bedroom, one-bath,” continues Lander. “The low-income apartment building is almost done, too, which is much needed.”
Modern Craftsman-style homes can be found in parts of Healdsburg, CA.
Gorgeous front lawns and modern-day living make Healdsburg, CA the place to be.
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Michelin-starred meals and casual eats share the spotlight
Downtown Healdsburg has been a desirable address since the railroad arrived in 1872, but today it’s full of lauded restaurants and top-notch winery tasting rooms and upscale galleries and boutiques — almost all of them locally owned. “Long ago, the Healdsburg City Council decided that almost no big box stores or chains would be allowed here,” says Lander, “which gave small, locally owned businesses a fighting chance. That decision has paid off, because we're now famous for some of those businesses.”
Big-ticket restaurants include Michelin-starred Single Thread, acclaimed for its multi-course menus using produce harvested from their own Dry Creek farm, and The Matheson, a gleaming, multi-level California-cuisine and sushi hotspot from local chef/restaurateur Dustin Valette. Slightly more budget-friendly fare is at weeknight favorites like Bravas Bar de Tapas, with its cava sangria and light-strung, tree-shaded patio; and Oaxacan-style El Farolito, part of a local dynasty of Mexican restaurants. Lander asserts that “Flying Goat Coffee makes the best espresso in town — period,” while watering holes range from casually upscale Duke’s Spirited Cocktails to rough-and-tumble dive bar John & Zeke’s. “Just know that if you don’t drink or aren’t up for a $200 dinner, the sidewalks here roll up at 6 p.m.," says Brooke Wright, who vacationed in Healdsburg for years before moving here in 2016. “Fortunately, though, the parklets that popped up during Covid are staying, which makes it feel even more friendly and social during daylight hours.”
Downtown winery tasting rooms are part of that charm offensive, from exclusive respites to de facto living rooms. “Portalupi is my favorite,” says Wright, “because it’s distinctly non-snooty. The staff is so friendly, and they always remember their customers’ names; it’s fun to see people light up and feel special there.” Local wines are ubiquitous on the Healdsburg Plaza during summertime Tuesday nights, when locals gather for live music on the bandstand and picnics on the lawns. As for day-to-day shopping, Safeway is in Vineyard Plaza.
Vineyards stretch for miles across Healdsburg.
Healdsburg shoppers enjoy a bite and a conversation.
Many dining options are available throughout Healdsburg.
Enjoy breathtaking views and countless wineries in Healdsburg, California.
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Veterans Beach and Parkland Farms offer active escapes
Aside from wine, there’s plenty to do. Head to Healdsburg Veterans Memorial Beach for a kayak, SUP or float session on the river (followed by a frozen treat from Amy’s Wicked Slush) or tee off at the Healdsburg Golf Club. In the Parkland Farms subdivision, the peaceful, 150-acre Healdsburg Open Space Preserve offers challenging, dirt-packed hiking trails up grove-shaded hills and across grassy fields.
Healdsburg High supports both AP and vocational students
Local public schools include Healdsburg Elementary, highly rated for its students’ strong academic progress and test scores; and Healdsburg High, which earns average marks for its test scores but a whopping 9/10 from GreatSchools for students’ college readiness. About the high school, Wright cautions, “Having sent two of my kids there, I’d say it’s great for AP students who are driven to succeed, and kids who plan on pursuing culinary, vineyard or construction jobs; the work-training programs are really strong.” Private local options include The Healdsburg School, where focused K-8 classes are no larger than 10 students.
Students are the highest priority at Healdsburg High School.
Educational opportunities abound at Healdsburg High School.
Healdsburg High School is an award-winning school in athletics.
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Written By
Tina Davis
Photography Contributed By
Luke George
Interested in learning more about homes in this area?
Reach out to
Tony Pereira,
an experienced agent in this area.
GreatSchools:
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On average, homes in Healdsburg, CA sell after 76 days on the market compared to the national average of 56 days. The median sale price for homes in Healdsburg, CA over the last 12 months is $977,000, down 2% from the median home sale price over the previous 12 months.
Set on approximately 4.62 acres along desirable Alexander Valley Road, this versatile wine country property offers a rare combination of usable land, multiple living spaces, and functional improvements. The mostly level parcel features a small old vine Zinfandel vineyard with room for potential expansion, along with ample space for gardens, animals, or additional agricultural use. The main
Steps from the legendary Healdsburg Plaza, 362 Piper Street is a rare offering a masterfully reimagined 2-bedroom, 1.5-bath open floor plan condominium where bespoke design and lock-and-leave luxury converge. Luminous Carrara marble surfaces, a showstopping chef's kitchen, spa-caliber primary suite & private garden patio crafted for effortless Wine Country living. Move-in ready: new roof,
Elevated above the neighborhood, this ridge top home offers views of vineyards, Mount Saint Helena, and Geyser Peak. Here is an opportunity to own a single level, 4 bedroom, 3 bath, 2,432 square-foot home on over 1/3 of an acre in the Parkland Farms area of Healdsburg. Beautifully updated kitchen with new cabinets, Quartz counters and stainless appliances. The primary suite is privately
Off-Grid Oasis | 75+/- Acres of Serenity & Self-Sufficiency. Escape to this rare 75-acre off-grid sanctuary with sweeping views of Black Mountain and beyond. Designed for sustainable, multi-family living, the property features a spacious main home with an open floor plan, large view deck, and BBQ area ideal for outdoor entertaining. A separate guest house offers privacy for visitors or extended
Fall in love with this contemporary and charming upper-level condo, perfectly placed in the heart of Healdsburg one of Sonoma County's most beloved wine country towns. Just a few blocks from the vibrant downtown plaza, you'll enjoy easy access to world-class restaurants, boutique shopping, renowned tasting rooms, and the relaxed yet sophisticated energy that makes Healdsburg so special all while
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
Located just minutes from downtown Healdsburg, this stunning architectural Wine Country estate crowns 20 acres at the gateway to Dry Creek Valley. A scenic drive leads to a dramatic arrival courtyard framed by fountains and gardens designed by Roche + Roche Landscape Architects. Masterfully designed by acclaimed architect Jeffrey Trapold and built in 2008 by award-winning builder JMA Jim Murphy &
Set in the heart of Healdsburg, 117 Grayson Way is a beautifully maintained 3-bedroom, 2.5-bathroom home in turnkey condition, offering the ideal blend of Wine Country charm and modern comfort. Thoughtfully designed for relaxed living and effortless entertaining, the residence features light-filled interiors, an outdoor patio, and a tidy backyard ready for the new owners' personal touches.
New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. Nestled on 3.3 acres in Sonoma's wine country, this 5-bedroom, 5-bath home embraces sustainable architecture. The H-shaped, single-level floor plan is anchored by a great room positioned under a distinctive butterfly-shaped roof. The home's chic design integrates sustainable construction and
Set amidst approximately 25 picturesque acres in the heart of Healdsburg wine country, this exceptional gated estate offers an unparalleled blend of luxury, recreation, and agricultural beauty. Designed for those who appreciate the Sonoma County lifestyle, the property combines vineyard living, resort-inspired amenities, and thoughtfully curated outdoor spaces into one remarkable offering. The
Set on approximately 4.62 acres along desirable Alexander Valley Road, this versatile wine country property offers a rare combination of usable land, multiple living spaces, and functional improvements. The mostly level parcel features a small old vine Zinfandel vineyard with room for potential expansion, along with ample space for gardens, animals, or additional agricultural use. The main
Discover a sophisticated retreat at 333 Orangewood, a home that perfectly captures the essence of refined Wine Country living. Situated in Healdsburg's most desirable 55+ community, this single-story residence has been completely reimagined with a focus on modern comfort and timeless style. This property occupies a premium position, facing the serene open space and offering a sense of privacy and
New co-ownership opportunity by Pacaso: Own one-eighth this professionally managed, turnkey home. Olive Grove is set along a private driveway on West Dry Creek Road in Healdsburg, where ancient olive and fruit trees frame the approach to a renovated hillside compound. The board and batten exterior with a metal roof reads as modern and grounded against the surrounding hillside, with a main
Located on Westside Rd., one of Sonoma County's premier wine country roads, this 350+ ac. legacy ranch is less than 15 min. from downtown Healdsburg. In the same family since 1958, Bucher Farms is developed with 35 ac. of premium Pinot Noir and Chardonnay wine grapes which have earned consistently high scores in the wine press for some of Sonoma County's most prestigious wineries including
The Waltenspiel Ranch offers 1019+/- acre haven just 30 minutes from downtown Healdsburg. This generational ranch is a nature lover's paradise, nestled among rolling hills and majestic oak trees, offering breathtaking views at every turn. Miles of well-maintained trails wind through the property, perfect for hiking, biking, and horseback riding. Water is abundant, with numerous natural springs
Our beautiful property was built in 2018 and was recently awarded a gold nugget for architecture in the affordable housing category. LOCATION, LOCATION, LOCATION!!! Healdsburg is one of the biggest travel destinations in the world and we are a quick walk or bike ride to the delicious culinary treats and world-class wineries of the Dry Creek, Alexander and Russian River Valleys. Enjoy
Welcome to your new home in the charming district of Healdsburg, CA! This property offers a wonderful opportunity to experience the warmth and beauty of this vibrant community.Key Property Features include a comfortable living space with central heating and cooling to ensure year-round comfort. Enjoy the convenience of air conditioning and a ceiling fan, making it easy to relax in your
The advertised rate of $26,491/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 4, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
The advertised rate of $12,000/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 4, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
The advertised rate of $8,821/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 8, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed
Studio apartment available on historic Fitch Mountain Road in fabulous Healdsburg, California. Furnished or not. This studio has private access to the Russian River and is minutes away from downtown Healdsburg and in close proximity to world class wineries and Michelin starred restaurants.Features include:Large Studio Deck; private entrance; parking; utilities included; new appliances;
Furnished estate lease opportunity on 4 private acres in the heart of Dry Creek Valley. Designed by architect Steven Kubitschek, this Hamptons-inspired residence offers a blend of classic architecture and Wine Country living just minutes from Healdsburg, renowned wineries, dining, and shopping. Behind electronic gates, the property welcomes with a sweeping motor court, mature landscaping, and
Property Id: 2773785 Tucked onto a prime corner lot in a desirable 55+ community of Healdsburg, this beautifully updated two-bedroom single-level home offers comfort, charm, and easy living. Mature fruit trees, a spacious backyard, and a lovely patio shaded by a majestic redwood create an idyllic outdoor retreat. A serene community greenbelt behind the home means no neighbors, just peace and
Escape to the tranquility of 4980 Dry Creek Road, where the beauty of Wine Country surrounds you, yet you're just minutes from the vibrant Healdsburg Plaza with its acclaimed restaurants, boutique shopping, wine tasting, and summer concerts in the park. Nestled in the heart of the prestigious Dry Creek Valley, surrounded by hundreds of acres of vineyards and world-class wineries, this exceptional
The advertised rate of $4,163/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 10, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
Contemporary townhouse located two blocks from the Town Plaza. AIA Award winning design by renowned architect Stanley Saitowitz, completed in fall 2021, and recently published. Large private courtyard with pool. Exquisite finishes. Top of the line appliances. Ready to move in.
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