Healdsburg Real Estate

Welcome to Healdsburg, California – a charming gem nestled in the heart of Sonoma County. Known for its stunning vineyards, picturesque landscapes, and vibrant community, Healdsburg is a perfect blend of small-town charm and sophisticated living. With a population of just over 11,000 residents, this idyllic city offers a warm, welcoming atmosphere that captivates both locals and visitors alike.

Healdsburg is renowned for its world-class wineries and tasting rooms, making it a haven for wine enthusiasts. The Dry Creek, Alexander Valley, and Russian River Valley wine regions surround the city, providing an abundance of opportunities to explore and savor exquisite local wines. Whether you’re indulging in a guided vineyard tour or enjoying a leisurely afternoon at a cozy wine bar, the city's rich viticultural heritage is sure to impress.

Beyond its vineyards, Healdsburg boasts a vibrant downtown area filled with eclectic shops, art galleries, and gourmet restaurants. Stroll along the charming streets, where you can discover unique boutiques and savor farm-to-table cuisine crafted from the freshest local ingredients. The city also hosts a variety of events and festivals throughout the year, celebrating everything from art to food, making it a lively hub of culture and community.

For outdoor enthusiasts, Healdsburg offers stunning natural beauty, with nearby parks, hiking trails, and the serene Russian River, perfect for kayaking or picnicking. With its picturesque scenery, rich culture, and a strong sense of community, Healdsburg is not just a place to live; it’s a lifestyle waiting to be embraced. Come and experience the magic of Healdsburg – where every day feels like a getaway!

Newest Listings in Healdsburg

$298,000

41152267 MLS ⋅ Active Status

16 acre land for sale in Healdsburg, CA (Sonoma County) A secluded 16± acre hilltop retreat with panoramic ridge & ocean views. Surrounded by protected land, and only 30 minutes from downtown Healdsburg and Alexander Valley wineries. Property Features: 1) Multiple flat building sites for a home, weekend retreat, or vineyard 2) High-producing well (30 GPM) 3) Two 2,500-gallon water storage tanks 4) Power access at the road 5) Seasonal creek and multiple undeveloped natural springs 6) Existing 20-ft shipping container 7) 2000 Terry 5th wheel trailer This is ideal for hobby vineyard, orchard, or recreational getaway. Please contact the listing agent for exact coordinates to view the land.

12700 Pine Flat Rd, Healdsburg

$2,395,000

3 Beds ⋅ 3 Baths ⋅ 326084611 MLS ⋅ ACTIVE Status

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

$10,650,000

3 Beds ⋅ 4 Baths ⋅ 41151570 MLS ⋅ Active Status

The 40+ acre luxury estate is ideally located five minutes from downtown Healdsburg offering beautifully designed/maintained dwellings/auxiliary buildings, views of the Russian River Valley/Mount Saint Helena, extensive gardens, Arbor, decks, patio and infrastructure, and vast potential, including plentiful water to support agricultural stewardship. Westside Road is home to world-class wineries, vineyards, and estates at the base of the eastern slope of the coastal range enjoying gentle westerly breezes, all while a short drive to the Sonoma County Airport. The property features (1) 2,234 sq ft primary residence connected by a breezeway to 402 sq ft guest quarters/full bath over 748 sq ft 3-car garage, (2) 1,181 sq ft caretaker residence with second-story deck and 713 sq. ft. 2-car garage and workshop below, (3) 336 sq ft office+ with 280 sq ft attached deck, and (4) 2,016 sq ft convertible barn, storage, loft and workshop (approx sq fts). Views: Ridge

3369 Westside RD, Healdsburg

$22,000,000

12 Beds ⋅ 14 Baths ⋅ 326086344 MLS ⋅ ACTIVE Status

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

$1,160,000

2 Beds ⋅ 2 Baths ⋅ 326084605 MLS ⋅ ACTIVE UNDER CONTRACT Status

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

$1,050,000

4 Beds ⋅ 4 Baths ⋅ 326084628 MLS ⋅ ACTIVE Status

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

$1,075,000

2 Beds ⋅ 1 Baths ⋅ 326086217 MLS ⋅ ACTIVE Status

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

$2,925,000

2 Beds ⋅ 2 Baths ⋅ 326086310 MLS ⋅ ACTIVE Status

Experience the pinnacle of Wine Country living in the heart of downtown Healdsburg with this exclusive condo hotel offering at The Residences at Alyvia. This limited collection of 12 luxury residential condominiums is seamlessly integrated within a full-service 53-room hotel within the emerging Mill District community. Each residence is legally mapped as a condominium, governed by a condominium association, and managed by the esteemed Mayacama Hospitality. Owners enjoy a highly personalized lifestyle, including a custom arrival experience in which the team pre-stocks their favorite refreshments, arranges their personal amenities prior to entry, and provides a licensed storage unit for personal belongings. The Alyvia advantage provides a rare connection to the prestigious Mayacama Golf Club. Ownership includes the opportunity to establish a membership with Charter-level access, providing preferred golf privileges for owners, their families, and guests. While in residence, owners enjoy priority spa and restaurant reservations, private cabana opportunities, and full access to the wellness center, including fitness and pool. Designed for both personal enjoyment and effortless ownership, this property under City entitlements utilizes a professional Rental Management Agreement. Revenue is shared through a transparent 50/50 split of net rental income. Monthly HOA dues of $1,386.25 conveniently cover all essential utilities, including water, electricity, gas, and internet. This is a legacy opportunity to own a piece of Healdsburg's finest hospitality. Views are representative of the building's offerings; actual views vary based on unit location.

180 Sawmill Cir Unit #407, Healdsburg

$929,000

3 Beds ⋅ 2 Baths ⋅ 326084301 MLS ⋅ ACTIVE Status

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

$1,599,000

3 Beds ⋅ 3 Baths ⋅ 326082598 MLS ⋅ ACTIVE UNDER CONTRACT Status

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

$2,695,000

4 Beds ⋅ 5 Baths ⋅ 326084099 MLS ⋅ ACTIVE Status

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

$2,350,000

4 Beds ⋅ 4 Baths ⋅ 326082146 MLS ⋅ ACTIVE Status

A rare opportunity in the heart of Alexander Valley, this beautifully updated 3,113 sq. ft. home offers exceptional versatility, two primary suites, owned solar with battery backup, and an impressive four-car garage setup in a sought-after wine country setting. Featuring 4 bedrooms plus an office and 3.5 baths, the thoughtfully designed floor plan includes a primary suite on each level, ideal for multigenerational living, guests, or added privacy. Every bedroom features a spacious walk-in closet, while the upgraded kitchen with pantry opens seamlessly to the dining area, creating an inviting space for everyday living and entertaining. Owned solar with backup battery adds efficiency and convenience. A newly installed reverse osmosis system provides filtered drinking water to the kitchen sink and refrigerator, complemented by an additional water treatment system located behind the original garage. Two separate two-car garages, including a recently built garage with workshop bay, offer outstanding space for vehicles, storage, hobbies, and projects. Set on approximately 5 acres, the property features a gravel access road leading to a flat, elevated area at the top, showcasing beautiful bird's-eye views of the surrounding wine country and offering exciting potential to explore a future ADU, guest house, studio, or other use, subject to approvals. Enjoy the space, flexibility, and beauty of Alexander Valley, all within easy reach of Healdsburg, renowned wineries, exceptional dining, and the best of Sonoma County wine country.

434 Alexander Valley Rd, Healdsburg

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Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.

Healdsburg Real Estate

Newest Listings in Healdsburg

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