Healdsburg CA Real Estate & Homes for Sale

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!

Nestled just four blocks from the renowned Healdsburg Plaza, this charming and timeless 1920's residence offers an extraordinary opportunity to own a piece of the town's rich history. Situated on a large corner lot, with an expansive backyard that provides ample space for outdoor living and potential for a pool or an accessory dwelling unit (ADU), while a detached, rustic garage adds convenience and character. Steeped in elegance of a bygone era, this lovely home has been well preserved with most of its original details intact, ensuring its timeless appeal. Featuring three bedrooms, one and a half bathrooms, and a cozy wood-burning fireplace, the home is a perfect blend of classic charm and modern potential. Homes of this archetectural style and vintage, just steps from the town Plaza, seldom come to market, making this an unparalleled opportunity for the discerning buyer.

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!

Rare sunny side of Fitch Mountain on the Russian River and only 2.4 miles to Healdsburg Plaza. Extensively remodeled in the past 20 years but keeps the vintage charm and craftsmanship from 1927. High open-beamed ceilings. Convenient private off-street parking for 2 vehicles. Between Camp Rose and Del Rio Woods. You can also access the outdoor porch through a double full paned slider, with magnificent views of the river.

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.

Nestled in Healdsburg near the Plaza, modernized with care and precision this 2-bedroom, 3-bath home blends elegance with small-town appeal. Just a short stroll and you'll have easy access to renowned restaurants, boutique shopping, and local attractions. The spacious living and dining room combo is an inviting highlight, with 9.5-foot high ceilings and stunning glass doors that flood the space with natural light. White oak hardwood floors, luxurious quartz countertops, and upgraded kitchen lighting add a touch of sophistication, while the bathrooms boast sleek glass panel enclosures and a towel warmer for ultimate comfort in the primary suite. Outside, the wrap-around porch enhances the home's ambiance, providing the perfect spot to unwind by the built-in fire pit, Viking grill, and heat lamp plumbed with natural gas. Approximately 400 sf of additional outdoor living nearly year-round. The spotless 2-car garage features a Premier epoxy-finished floor, adding durability and style to this versatile space. As part of a welcoming community, you'll also enjoy shared amenities, including a sparkling pool and bocce court. This property is a true gem, ideal for both relaxation and refined living in an unbeatable location.

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.

Imagine a perfect day: sipping world-renowned wines in charming Healdsburg, indulging in a chef-curated dinner on the vibrant Healdsburg Plaza, then cruising approximately 12 minutes back home to unwind with a glass of scotch under the stars. Welcome to 4915 Mill Creek Rd- a stunning mid-century modern retreat tucked into the tranquil mountains, offering unmatched privacy and sweeping panoramic views. Step inside to an open-concept living space bathed in natural light, where expansive windows frame lush, verdant vistas. The flowing layout seamlessly connects the living room, dining area, and kitchen perfect for both intimate evenings and lively gatherings. Need a creative space? The flex room is ready to become your home office, gym, or cozy reading nook. Outdoors, this park-like oasis invites exploration with private hiking trails on the +/-48 acre lot, and includes nearby cycling routes. Whether you're soaking in the quiet of nature or entertaining under the stars, this property offers the ultimate blend of luxury, serenity, and adventure. Your wine country lifestyle starts here. Schedule your private showing today.

Tucked away on a vineyard flanked private lane off renown West Dry Creek Road, this enchanting 1-bedroom, 1-bathroom rustic cabin offers a rare opportunity to own a piece of Healdsburg's famed Dry Creek Valley. Perched atop a secluded wooded knoll, the home boasts breathtaking views of the valley floor and surrounding treetops, creating a peaceful sanctuary in the heart of wine country. The charming rocking chair front porch invites you to unwind and soak in the tranquil surroundings of birds singing and the wind flowing through the trees. A second legal non-conforming building provides additional space for guests, a studio, or creative use. The expansive open space kissed by the sun is perfect for gardening, outdoor entertaining, or simply enjoying the natural beauty of the land. Located just minutes from world-class wineries and acclaimed fine dining, this property offers the best of seclusion and convenience. Whether you're seeking a weekend retreat, vacation rental, or your own private wine country escape, this unique property is a must-see. Project will require rehabilitation and abatement of existing buildings, but your efforts will be rewarded.

Perched on top a scenic hillside, 15 min from the Healdsburg Plaza, this ​10 +/- acres, is an extraordinary retreat that offers breathtaking 360-degree views of the Dry Creek Valley rolling vineyards, majestic mountains, and golden sunsets.​ The 3 bedrooms, 2 bath home is currently an active Vacation Rental and is designed for ultimate relaxation and entertaining. The property boasts a stunning pool and spa, seamlessly blending into the horizon. Expansive outdoor living spaces, including a sun-drenched terrace and lush landscaped gardens, create the perfect setting for wine country living at its finest. Experience unparalleled serenity and privacy, all while being just a short drive from world-class dining, wineries, and the vibrant energy of downtown Healdsburg. Zoning allows for vacation rental permit.