Healdsburg CA Real Estate & Homes for Sale

Step into the heart of Sonoma County. 1019 Westside Road is a prime opportunity to aquire a wine country classic. Kitchen features custom white oak cabinetry with loads of functional storage. Existing site plan and flat 1 acre parcel is ideal for a family compound. With room to expand, the property includes a separate building, a blank slate to develop a luxury ADU or entertainment-centric pool house. With space to add a pool this is screaming destination property. Property features include mature landscaping. Gardens are bursting with lemon, orange, lime, fig and apple trees. Strawberries, artichoke, blueberry, tomatoes, squash and herbs. Lovely views from inside and outside the home round out this park-like setting. A very clean, well-cared for property that is both move-in ready and a prime value-add with substantial upside. One of the best locations in Healdsburg. Located in sought after Madrona Knolls, just up the hill from The Madrona, this private collection of estate properties with no HOA is a rare find. If what you want is a country property close to town, this is about as close as you will get. Buyer to verify square footage, permits, zoning and all other details.

This exquisite French Country home offers sophisticated charm in a fantastic neighborhood of multi-million dollar estates. Featuring dramatic high ceilings with stunning windows that flood the interior with natural light, this residence combines luxury with comfortable living. The thoughtfully designed open floor plan seamlessly connects cooking, dining, and living spaces, perfect for both everyday enjoyment and entertaining. Enjoy the convenience of main-level living with the primary bedroom suite, garage, and all essential living spaces on the first floor. Upstairs offers two additional bedrooms, a private office, and a versatile bonus room ideal for a fitness area, playroom, or hobby space. The private yard provides a serene outdoor retreat with a dedicated BBQ area and ample space for a future pool. Located in one of Healdsburg's most coveted neighborhoods this home is not to be missed.

Private Healdsburg Haven with Expansive Landscaping and Timeless Charm - This peaceful and sunny haven feels a world away, yet it's just minutes from downtown Healdsburg. Set on 1.21 acres, the property offers privacy, beautifully curated outdoor spaces, and effortless indoor-outdoor flow. The home includes 2 spacious bedrooms - an upstairs primary with en suite and a downstairs bedroom with a murphy bed for flexibility - a formal living room, a family room with an open-concept kitchen, a dedicated office, a separate laundry room, and downstairs full bath - thoughtfully laid out for both daily living and work-from-home flexibility. French doors open from the family room to a large deck overlooking the landscaped yard, where crushed granite walkways wind through Sonoma fieldstone boulders, a graceful maple tree, and lush garden beds. It's a setting designed for peaceful mornings, al fresco dining, or evenings under the stars. A detached 3-car garage includes a flex space above - ideal for a studio, workspace, or creative retreat. This is the kind of property that balances calm and connection - nature, space, and town all within easy reach.

Perched on the scenic slopes of Fitch Mountain, this classic Healdsburg cabin offers rustic charm, modern flexibility, and breathtaking views of the Russian River and rolling countryside. With three inviting decks, two showcasing stunning vistas, this is a home designed for outdoor living and peaceful relaxation. The main living space is warm and cozy, complemented by a flex room below, ideal for extra storage, a hobby room, or other uses. Adding even more versatility, a detached room offers a private space that can be tailored to whatever the heart desires - yoga studio, art space, workshop, or quiet retreat. The property also includes rare and convenient 3-car parking, making hosting and daily life a breeze. Located near river access and scenic trails, and just minutes from downtown Healdsburg (1.5 miles from Healdsburg Plaza), only 100 feet outside city limits, this one-of-a-kind property is the perfect wine country getaway or full-time haven, blending nature, charm, and opportunity in one remarkable setting.

This little charmer is a keeper, offering a perfect blend of comfort and convenience in the heart of the All-Age Riverside Mobile Park. Step inside this turn-key ready mobile home and be greeted by a fully renovated space featuring two cozy bedrooms and two sparkling bathrooms. With 800 square feet of thoughtfully designed living area, you'll enjoy every inch of this delightful abode. The home boasts modern amenities, including air conditioning to keep you cool during those warm summer days, and a washer/dryer unit for ultimate convenience. The new appliances add a fresh touch to the already inviting atmosphere. One of the standout features of this home is the custom deck, providing an excellent spot for relaxation and enjoying the great outdoors. Whether you're sipping your morning coffee or unwinding with a good book, this outdoor space is perfect for soaking up the tranquility. Just minutes away from the plaza, you'll have easy access to local shops, dining, and entertainment. Plus, being a short 3-minute jaunt to the river means you'll have plenty of opportunities for recreational activities and taking in the scenic views. Don't miss out on this fantastic opportunity to own a charming, move-in ready home in a prime location!

Nestled in the heart of the Russian River Appellation just minutes from downtown Healdsburg, Flora Vina captures the true essence of approachable luxury. This spacious, single-story home is set on over 2.5 acres surrounded by mature landscape & vineyards, offering a private, serene retreat perfect for wine country living. Approximately 2 acres are planted with premium Pinot Noir vines, enhancing the property's wine country charm. Light-filled, open-concept great room perfect for gathering and entertaining. Primary suite with spa-inspired ensuite featuring a soaking tub, separate shower, and heated tile floors, plus a private hot tub just off the suite. Expansive outdoor living spaces designed for relaxation and fun; outdoor kitchen and dining area under glowing globe lights, fire pit for cozy evenings under the stars, Bocce ball court, seasonal herb and vegetable gardens. Inside and out, the home is designed for easy living and effortless entertaining, with vineyard views that will tempt you to linger longer at every turn.

What an opportunity! First time on the market in over 50 years! Own your own business? Looking to own your own building? Original main home(built in 1947) was converted into an office in the late 60's then back in the mid 80's- An addition was built onto the original main home/office Allowing for the option to split the office into 2 separate spaces with separate entrances AND 2 additional detached units were built on the rear portion of the parcel. Three units in total- One zoned ORM with mulitiple uses and two units zoned residential-Each unit is 2 bedroom 1.5 baths approx 966 Sq Ft,Indoor laundry,central air/heat,separate rear yards and both with an attached 1 car garage. 803 unit was just renovated!! So many options- Operate your business in the front- Live in one unit-rent out one to an employee? Rent out two units-operate your business in front? Rent out all 3 units and collect the rents! All this just blocks from the vibrant Healdsburg downtown resturants/tasting rooms/shopping.

Located in Healdsburg's premier Mill District neighborhood, this impeccably designed studio in the Canopy collection offers an exceptional blend of style, function, and convenience just steps from the historic town plaza. Nestled among a preserved grove of redwoods and adjacent to a community park, this luxury residence is part of a one-of-a-kind development by world-renowned architects Olson Kundig. Inside, the space has been thoughtfully upgraded with a custom Murphy bed and built-in cabinetry that seamlessly integrates into the modern design, a mounted flat-screen TV with soundbar and subwoofer for a premium home entertainment experience, and electric car charging in the secure underground parking garage. Soaring ceilings and floor-to-ceiling windows bathe the home in natural light and offer tranquil views of the redwoods and park. Everything here is brand new, with high-speed internet, Wi-Fi, and refined finishes that elevate everyday living. Outside your door, enjoy immediate access to Healdsburg's celebrated food, wine, and outdoor lifestyle. Whether you're seeking a stylish wine country getaway or a turnkey pied-a-terre in one of Sonoma County's most desirable communities, Unit 203 at 131 Sawmill Circle offers an unmatched opportunity to live in the heart of it.

Discover timeless elegance blended with contemporary comforts in this beautifully updated 1920s home, nestled on approximately 3.2 acres of serene landscape. Enter through a private iron electric gate and step into a world where vintage charm meets modern luxury. The chef's kitchen is a show-stopper featuring a spacious island, double ovens, a wine fridge, and updated finishes ideal for entertaining. Enjoy cozy evenings by the rustic fireplace in the inviting living room or unwind in the den complete with built-in bookshelves and a Murphy bed for guests. The primary suite boasts a large walk-in closet and views of the lush garden. Updated windows and owned solar add comfort and efficiency throughout. A detached studio with a front porch provides a perfect retreat or creative space, while the beautifully landscaped English garden with a peaceful fountain offers a tranquil escape. You'll also find a charming animal shelter adding to the property's idyllic country feel. Located just minutes from downtown Healdsburg, local wineries, and tasting rooms, this one-of-a-kind property thats a perfect blend of privacy, elegance, and convenience. This unique property truly has it all.

Nestled within the sought-after Verandas enclave in the heart of downtown Healdsburg, this impeccably maintained residence offers timeless appeal and enduring quality. Built in 1997 by Christopherson Homes, this charming two-story home blends classic design with modern comfort, ready to be cherished by its next discerning owner.Thoughtfully oriented to capture natural light, the south-facing sun deck invites tranquil mornings and effortless relaxation while the low-maintenance garden flourishes with vibrant flowers and mature fruit trees offering a serene escape just moments from the town center. Additional highlights include an expansive, unfinished attic with potential for future customization, and a spacious two-car, side-by-side garage. Ideally located within comfortable proximity to top-rated schools, boutique shopping, and the acclaimed Healdsburg Plaza, this home is a rare opportunity to enjoy refined wine country living in one of Sonoma County's most beloved communities.

This charming 3-bedroom, 2.5-bathroom home spanning 2,208 square feet and situated on nearly half an acre! This property, located on a peaceful dead-end street just a 5-minute drive from downtown Healdsburg, presents a unique chance to own the home of your dreams. Step into your own private backyard retreat, featuring an in-ground pool, spa, and a spacious patio perfect for sunbathing, evening swims, and barbecues with loved ones. For those with a green thumb, you'll appreciate the lovely garden beds and ample space for gardening. Conveniently located near excellent schools, parks, shopping, and dining options, this property is a fantastic opportunity for first-time homebuyers and those looking to invest in their ideal home. This is one you won't want to miss!

Sweet, charming cottage with picturesque views of the Russian River and located out of the flood plain. Enjoy close proximity to Healdsburg's downtown square, offering some of Sonoma County's finest dining, wine tasting, and local events. Soak in the sunshine while relaxing on your own private porch overlooking the water. This property offers access to Camp Rose and is near Memorial Beach for your nearby activities. There is a detached studio with electricity with the potential to be transformed into your vision. The cottage features include open-concept living, a large primary bedroom, a tub/spa bath, and an indoor laundry room. The front yard is a blank canvas perfect for your inspiration. This home is the perfect vacation getaway or a comfy place to call home!

A contemporary masterpiece nestled in the heart of Healdsburg, a town celebrated for its charm & character. Visually striking & eminently livable, the Glass Pavilion is an architecturally significant home, designed by AIA award-winning architect Stanley Saitowitz - his considerable accomplishments have earned him both the American Institute of Architecture's Innovation Award (2017) & the Cooper Hewitt National Design Award, issued by the Smithsonian Design Museum in 2006. In 1997, his Transvaal House was declared a National Monument by South Africa. Major museums, including SFMoMA, hold Saitowitz's works on paper in their collections. Many innovative recent buildings in San Francisco showcase his particular style. The Glass Pavilions afford the opportunity to experience such a carefully composed environment at one's leisure as the flawless setting for one's day-to-day life. A stunning residence, spanning 2,170+/- SF & 640+/- ADU (50%ownership), offering a seamless blend of sophistication & comfort while bringing modern design language to the Wine Country lifestyle. Rigorously modern w sharp lines & a rectilinear profile it stands out as an architectural showpiece on Historic Tucker St. w a gridded lattice facade & immense glass lines showing off expansive space & in/out living

Perched on a gentle knoll with mountain views, this fully remodeled 5 bed/4 bath home offers the perfect blend of vintage charm and modern style just under a mile from Healdsburg's historic Plaza. Thoughtfully updated throughout, the home features a warm, modern aesthetic with preserved architectural details, a sleek chef's kitchen, and updated bathrooms. The spacious layout offers flexibility for entertaining, working from home, or hosting guests. Step outside to your private backyard oasis with a brand-new in-ground pool, mature landscaping, and an upper deck ideal for sunset lounging or firework viewing. Enjoy the best of Sonoma County living in this turnkey property combining timeless character, luxury upgrades, and an unbeatable location.

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 idyllic setting is just 10 minutes from charming Healdsburg. 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 design elements with functionality. Glass doors open to the beautifully landscaped front and rear terraced decks. Light pours into the great room, kitchen and bedrooms. The primary bedroom and bath have access to private outdoor spaces. The resort-style pool faces a two-suite guest casita, a pool house with a second full kitchen, a cabana and an outdoor kitchen with a pizza oven. Small vineyards grace the front and back yards. A private office, full bath and studio is located adjacent to the detached 2-car garage, and are accessed via a separate entrance. The property is on West Dry Creek Road, renowned for biking among vineyards and wineries.

Stunning views from this 3 bedroom single story home with large windows and expansive decking. Front brick courtyard with built in barbeque for easy entertaining and direct access to the kitchen. Hardwood floors throughout, refinished in August 2020. Second bedroom with private bath, third bedroom with built in murphy bed makes a great office across from the master bedroom. 2 car garage. Indoor laundry room with wine refrigerator.

Exceptional opportunity in Healdsburg's highly sought-after downtown walking district. This rare 13,000 sq ft parcel offers the ideal setting to build a signature residence in Wine Country's most desirable location. The generous lot size allows for flexibility in design with room for a spacious home, pool, guest unit, and curated outdoor spaces. Located just blocks from acclaimed restaurants, tasting rooms, and boutique shops, this property blends lifestyle and location. Buyers are encouraged to explore the potential for a lot split, subject to city approval. Making this a unique opportunity for development or investment in Healdsburg's thriving real estate market. Don't miss this rare chance to create an iconic property in the heart of Healdsburg.

Nestled in the stunning hills of Healdsburg, this exquisite property offers a unique blend of luxury and natural beauty. Spanning 1.5 acres, this estate home features breathtaking valley views and is adorned with 300 syrah and zinfandel vines, perfect for the wine enthusiast. The impressive residence boasts 4 bedrooms and 4 bathrooms, providing ample space for relaxation and entertaining. The property is enveloped by lush flora and diverse fauna, creating a serene and private oasis, and designed with inspiration from Hawaiian and Balinese aesthetics. Enter through an impressive gated courtyard that leads to a sparkling pool, ideal for enjoying the private swim days and the warm California sun. On cool evenings, the spacious lanai provides many relaxation areas for wine sipping and dining. Inside, the open main living floorplan seamlessly connects the indoor and outdoor spaces, perfect for both intimate family gatherings and lavish entertaining. A variety of fruit trees dot the landscape, adding to the property's charm and sustainability. Experience a harmonious blend of elegance and nature in this extraordinary Healdsburg estate, where every detail has been thoughtfully curated for a truly luxurious living experience.

Live/Work/Garden/Play on Half Acre in Prime Healdsburg Location 0.7 miles to the Plaza - easy bike ride. Half Acre - Mixed Use - times Five - (1) 1,176 sf profession office includes large reception area and 4 private offices and 2 half baths. (2) 504 sf Studio Apt w Kitchen and bath. (3) 1,120 sf lower floor finished area includes kitchen, bath, exercise room and great room for art and games. (4) 560 sf lower level workshop/storage, (5) 13,000 sf (third acre) of extra land for gardening, playing or future ADU + Jr ADU. Just moments from renowned restaurants, charming shops, and world-class wineries, this rare mixed-use property offers flexible options for live/work or income generation. Ideal for an owner-occupant, rental income, or guest quarters. A generous lot extends behind the structure, offering potential for expansion, outdoor gardening or play, or additional parking. Don't miss this unique opportunity to own a property that blends lifestyle and investment in one of Sonoma County's most desirable locations. Multigenerational potential. Major remodel in 2008 and 2014. New roof in 2017. 6 skylights and 4 light tubes reduce need for electric lights.

Discover the charm of this quaint 2-bed, 1-bath rustic log home, nestled among picturesque oak trees on N.Fitch Mountain. This serene property spans over 11,000 square feet of land, including two parcels, creating a peaceful retreat just 2.5 miles from Healdsburg's Downtown Plaza and offering convenient access to the Russian River. The home features a cozy living room with fireplace, central heat and built-in bookshelves. Also included is a spacious kitchen with dishwasher, refrigerator and electric range. Outdoors you will find a wraparound deck and a walk-in basement below, which is ideal for storage. The home also includes a single-car detached garage with additional outdoor parking. The 5,800 square foot parcel next door at 1960 N. Fitch Mt. Rd is also included with this sale offering numerous possibilities for gardening or simply enjoying the great outdoors. This gem is the perfect blend of privacy, charm, and just a 1/4 mile stroll to the Russian River! Healdsburg's vibrant offerings are a just a few minutes drive to the plaza. Don't miss the chance to call this your home!

Idyllic country home, on 2.4+/- acres in the heart of Dry Creek Valley, blends rustic charm w/refined elegance. Board & batten siding, vaulted ceilings with exposed trusses, white shiplap walls, and vintage heart pine floors channels quintessential farmhouse inspiration. Expansive folding glass doors opens from the light-filled living area to screened porch framing vineyard & hillside views. The kitchen is a study in modern efficiency where every detail feels purposeful. Highlights include La Cornue gas range, large island w/honed marble surface, warm woods, open shelving, built-in dining banquette, and barn-style door pantry closets enhance both function and style. Serene primary suite features vaulted ceiling, soaking tub, & peaceful garden vistas. Charming 1BR/1BA cottage w/screened sleeping porch & office is tucked into lush gardens. Lap pool, hot tub, sauna, & alfresco dining on deck w/stone fireplace. Pathways lead through mature olive & fruit trees, raised garden beds with charming shed, hobby vineyard, & lounging areas. Temp-controlled wine cellar. Remarkable retreat captures the essence of Healdsburg living, where country charm meets the region's vibrant energy. Designed for all seasons where the beauty of the countryside becomes an extension of home.

Escape. Entertain. Establish Roots. A Chalk Hill estate that redefines wine country living. Located in the prestigious Chalk Hill AVA, this extraordinary 268 acre estate offers scale, privacy and a rare opportunity to create a generational legacy in one of Sonoma County's most sought-after settings. With two legal parcels, it presents the flexibility to retain the property as a grand private compound or thoughtfully subdivide and sell off a portion while keeping the rest. The estate features a 5,549 sq ft main residence, an attached guest house with exercise room and wine cellar (approx. 2,000 sq ft), a charming pool house and a spacious barn with an attached caretaker's unit, perfect for multi-generational living, entertaining, or reimagining as a vineyard or equestrian retreat. Enjoy 13 acres of established vineyard, wide open pastures and ideal trails for horseback riding or ATV exploration. Two gated entrances offer ease of access and a sense of arrival, while long view corridors elevate the experience. Zoned for vacation rental use an exceptionally rare designation in this area. This is a true legacy estate with versatility, income potential and timeless beauty.

WELCOME HOME! First time on the market in over 40 years, your charming, move-in ready retreat awaits. Bring your ideas to this 2 bdrm/2 bath, 1,284 Sq Ft home (2nd largest in Riverside) on a large 4,797 sq ft lot in the Riverside Senior Community. The home offers privacy plus fabulous views of Fitch Mountain and the hills beyond. The home features a spacious living room with fireplace and adjoining dining area. Newly painted interior and fresh carpet and plank flooring. Kitchen recently renovated with new sink and countertops. Very convenient indoor laundry area. Primary bedroom suite features en-suite with stall shower and spacious closet. Other features include 2nd guest bath with tub, central heat & AC, rear patio w/ adjacent storage shed off the living room, 2-car side-by-side attached garage with storage. This is a golden opportunity to secure your own private retreat in sought after' Healdsburg and the active 55 + HOA community with its own clubhouse, pool/spa and private access to the Russian River. Very near clubhouse. Quiet neighborhood. Municipal golf course 2 blocks away, 1 mile walk to the Plaza in town, with fabulous restaurants, shops, vineyards, fun shops amd more. Easy access to Hwy 101, Kaiser, Sutter. Only 45 minutes to the coast.

This charming remodeled and updated detached SFD is located right in the path of progress in Healdsburg's quickly developing Southside. It is conveniently situated between the highly acclaimed Mill District residential/commercial development; and the Historic Train Depot District where the SMART train promises to begin running in 2028. This easy-to-manage 2 BR, 1 BA single-level home is accessed by a private, off-street courtyard and is ideal for a commuter/live-work/or potential short-term rental.

Situated amidst the redwoods in Healdsburg's scenic Mill Creek, this nearly 43-acre property blends peace, privacy, and timeless design. Accessed by a private road, the main home is a 4BD/3BA Craftsman built from first-growth redwood, with one bed and bath conveniently located on the main level. A spacious paver patio wraps the home, offering the perfect spot to soak in the views. Inside, the great room features a wood-burning stove, hardwood floors, and expansive picture windows that invite the outside in. The remodeled kitchen boasts a Wedgewood range, built-in Viking fridge, custom cabinetry, and a walk-in pantry. A large mudroom/laundry area sits just off the kitchen for added functionality. Down the road, a separate guest cabin offers a full kitchen, wood floors, indoor laundry, wood stove, two bedrooms & full bath, and a wraparound deck that basks in sunlight. A third structure a tent cabin on a redwood deck creates a peaceful escape ideal for art, yoga, or summer fun. Both homes and the well system are powered by owned solar and a Generac generator. Just 15 minutes to downtown Healdsburg's restaurants, tasting rooms, and Hwy 101 this retreat offers complete privacy without sacrificing convenience.