Healdsburg Homes For Sale | Healdsburg, CA Real Estate

Healdsburg Homes For Sale | Healdsburg, CA Real Estate

2590 N Fitch Mountain Rd, Healdsburg
$299,000
2 Beds ⋅ 1 Baths ⋅ 326089919 MLS
Opportunity knocks with this diamond in the rough. A unique opportunity with 2-units in the highly desirable Fitch Mountain neighborhood of Healdsburg. Bring your toolbelt to make this property shine as a river retreat, fix and flip, or future rental property. Bring your creativity and unlock the potential in one of Sonoma County's most sought after locations.

2590 N Fitch Mountain Rd, Healdsburg
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
951 Trentadue Way, Healdsburg
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 326088365 MLS
Meticulously designed with attention to every detail in this 4 bedroom, 4 bathroom home, including auxiliary dwelling unit. Finely crafted finishes, and bathed in natural light, showcasing the very best of Healdsburg. A short walk or bike ride to the Healdsburg Square Plaza. As you enter the property, you are greeted by a canopy of Heritage olive trees, and enter through the 10' custom French iron entry door, to 12' ceilings and a sophisticated entry flanked by the bespoke beamed ceiling dining room, featuring built-in cabinetry and a wine refrigerator on your right. To the left is an amply sized office or bedroom. A climate controlled wine storage wall built to store up to 21 cases of your favorite wine provides a sleek transition to the main living areas. The chef style kitchen is perfect for culinary enthusiasts, and connects to the great room, featuring a marble fireplace and a continuation of ceiling beams. Your eyes are drawn to yet another Heritage olive tree, ripe and ready to harvest in the backyard entertaining space, boasting stacking doors for a seamless continuity from indoor to outdoor living. Professionally landscaped, manicured grounds, created for little to no maintenance. Celebrate each entertaining space including outdoor covered dining patio , BBQ kitchen, cozy lounge area with fire pit, and a tranquil fountain rounding out this private retreat. Designed with attention to every detail, this residence embodies contemporary sophistication. Close to world class wineries and dining, Sonoma County Airport and the coast. Less than an hour to San Francisco.

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
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Healdsburg Homes for Sale & Real Estate

Explore Healdsburg homes for sale in one of Sonoma County’s most celebrated wine country towns. From cottages near the Plaza and Russian River to hilltop estates, vineyard properties, and modern wine country homes, Berghof Realty helps you find the right Healdsburg home with confidence.

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Living in Healdsburg, CA

Healdsburg combines small-town charm with world-class food, wine, and hospitality. Centered around the historic Plaza, you will find restaurants, wine tasting rooms, boutique hotels, galleries, and shops—all within a walkable downtown core. Just beyond town, vineyard-lined roads lead into Dry Creek Valley, Alexander Valley, and the Russian River Valley.

Many residents choose Healdsburg for its relaxed pace, strong sense of community, and proximity to outdoor recreation along the Russian River and surrounding hills. Whether you are looking for a lock-and-leave in-town home, a second home, or a full-time wine country residence, Healdsburg offers a lifestyle that is hard to match.

For a broader view of inventory and pricing, explore Sonoma County homes for sale and review the latest data in our Sonoma County real estate market report.

Why Work With Berghof Realty for Healdsburg Real Estate

Berghof Realty is a Sonoma County–based brokerage that helps buyers and sellers with Healdsburg homes for sale and wine country properties across northern Sonoma County. We understand the nuances between in-town neighborhoods near the Plaza, properties along the Russian River, hillside homes with views, and vineyard or country properties in Dry Creek and Alexander Valleys.

Our team pairs deep local knowledge with a clear, step-by-step process so you can move confidently in a competitive Healdsburg real estate market. Whether you are a first-time buyer, a Bay Area transplant, a second-home or pied-à-terre buyer, or shopping for a vineyard or estate property, we help you make decisions based on data, experience, and your long-term goals.

Berghof Realty is a Sonoma County–based real estate brokerage led by Broker/CEO Ernest Berghof. We specialize in helping buyers and sellers of Healdsburg and Sonoma County homes, luxury estates, country properties, and vineyard real estate. From in-town homes near the Plaza to multi-million-dollar wine country estates, we provide expert guidance, local market insight, and a proven system to help you buy or sell with confidence.

Healdsburg Real Estate Market Snapshot

Healdsburg is one of Sonoma County’s premier wine country markets, and home prices often reflect that. Median prices are typically higher than the county as a whole, especially for homes close to the Plaza, view properties in the hills, and turnkey vineyard or estate homes. Well-presented properties can attract strong interest and, in some cases, multiple offers.

At the same time, market conditions vary by price point, property type, and location. In-town homes, river or view properties, and vineyard holdings each behave differently. If you would like a custom update for your price range or neighborhood, contact Berghof Realty for a detailed Healdsburg home value review.

Whether you are comparing in-town cottages, newer construction, or vineyard and country properties, we help you understand current values and trends so you can make smart decisions. For more detail, visit our Healdsburg real estate market report or contact us for a custom analysis.

Healdsburg Homes for Sale for Every Lifestyle

Healdsburg real estate offers options for many different types of buyers. In and around town you will find:

  • Cottages, bungalows, and updated vintage homes near the Plaza
  • Townhomes and low-maintenance properties close to restaurants and shops
  • Modern wine country homes and architectural properties in the hills
  • Country homes, farmhouses, and small ranches on acreage
  • Vineyard and estate properties in Dry Creek Valley, Alexander Valley, and along the Russian River
  • Second homes and lock-and-leave properties ideal for weekend or seasonal use

We regularly help:

  • Bay Area buyers purchasing a primary or second home in Healdsburg
  • Local move-up buyers trading into larger or better-located homes
  • Downsizers seeking an in-town home with walkability to the Plaza
  • Buyers looking for vineyard, country, or estate properties with land and views
  • Investors and second-home buyers evaluating short- and long-term opportunities

If you are just beginning to explore homes for sale in Healdsburg, we will help you compare neighborhoods, areas, commute routes, and price ranges so your search is focused and efficient from day one.

Nearby Sonoma County Areas to Compare

If you love Healdsburg but want to compare inventory, price points, or lifestyle, these nearby Sonoma County areas are worth exploring:

Want the data view first? Start with the Sonoma County real estate market report.

Our Simple Plan for Buying a Home in Healdsburg

Step 1
Schedule a Call

We will talk through your goals, budget, timing, and ideal Healdsburg or wine country locations so you know what is realistic in today’s market.

Step 2
Create a Custom Search

We set up a tailored Healdsburg home search, review the best opportunities with you, and prepare a strategy for writing competitive offers on homes for sale in Healdsburg, CA.

Step 3
Buy With Confidence

When you find a home you love, we handle the details—offer, negotiation, inspections, and closing—so you can move into your new Healdsburg home with confidence.

Schedule a Healdsburg Buyer Consultation

Want to learn more about the process? Visit our Home Buying Success System or our Home Selling Success System for Sonoma County.

Browse Healdsburg Homes for Sale

Below, you will see the newest Healdsburg homes for sale pulled directly from the Sonoma County MLS and updated regularly. Use the search links above to refine by price, neighborhood, property type, or features such as proximity to the Plaza, vineyard views, or acreage. If you see a Healdsburg property you like, contact us and we will arrange a private showing or video tour.

Looking for more areas? Explore Santa Rosa homes for sale, Sebastopol homes for sale, or browse Sonoma County homes for sale.

Healdsburg Real Estate FAQs

Get quick answers to common questions about buying a home in Healdsburg, CA.

What types of homes are for sale in Healdsburg, CA?
Healdsburg has a diverse mix of homes. You will find cottages and bungalows near the Plaza, updated vintage homes, townhomes, architect-designed wine country homes, and country properties with vineyards, orchards, or open land. We will help you focus on the Healdsburg home types and areas that best fit your lifestyle.
Is now a good time to buy a home in Healdsburg?
Depending on your situation, it can be an excellent time to buy a Healdsburg home. The market is often competitive, but shifting interest rates, motivated sellers, and seasonal patterns can create opportunities. We will walk you through current Healdsburg market conditions so you understand your options before you start writing offers.
How competitive is the Healdsburg real estate market?
Healdsburg is one of Sonoma County’s most sought-after wine country markets. Well-priced homes in desirable locations—especially near the Plaza, along the river, or with vineyard or view settings—can attract strong interest. Our team uses local data, neighborhood expertise, and proven strategies to help you write strong offers while still protecting your budget.
Which Healdsburg neighborhoods or areas should I consider?
Many buyers focus on being close to the Healdsburg Plaza for walkability. Others prefer hillside or country settings, or nearby valleys such as Dry Creek and Alexander Valley. During your consultation, we will match specific Healdsburg and northern Sonoma County areas to your lifestyle, commute, and budget so you can target the locations that truly fit.
Do you work with buyers relocating to Healdsburg from the Bay Area?
Yes. A large portion of our Healdsburg clients are relocating from San Francisco, Marin, the East Bay, or Silicon Valley. We help you understand commute options, neighborhood character, and property types, then set up efficient in-person or virtual tours so you can make decisions with clarity and confidence.
Do you help first-time buyers and second-home buyers in Healdsburg?
Absolutely. We guide first-time buyers, move-up buyers, and second-home buyers through each step of purchasing in Healdsburg—from financing and pre-approval to inspections and closing. You will always know what is happening, why it matters, and what your options are at each step.
Can you help with vineyard, luxury, or country properties near Healdsburg?
Yes. Berghof Realty has substantial experience with vineyard, luxury, and country properties throughout Dry Creek Valley, Alexander Valley, and the greater Healdsburg area. We understand wells, septics, access, zoning, and agricultural or vineyard considerations, and we coordinate with the right experts so you can purchase with confidence.
How do I start working with Berghof Realty to buy a Healdsburg home?
The best way to start is with a short, no-obligation consultation. We will answer your questions, talk through your timing and budget, and outline a clear plan tailored to buying in Healdsburg. From there, we set up your custom search and walk alongside you from first tour to closing.

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