Healdsburg CA Real Estate & Homes for Sale

Just minutes from the famed Healdsburg Plaza, this stunning property offers luxury living on 1/3 of an acre. A large, usable yard features a pool with built-in spa, covered indoor/outdoor living, outdoor fireplace, and mature landscaping for privacy. Fully rebuilt in 2018, the home blends high-end modern finishes with timeless design. Enjoy engineered wood flooring, slab stone countertops, custom cabinetry, designer lighting, and custom tile work throughout. Expansive windows and bifold doors open seamlessly to the rear yard and pool, creating a true indoor/outdoor lifestyle. Offering 4 bedrooms, 2.5 baths, and two separate offices, the layout is perfect for both entertaining and working from home. Located near some of the world's top restaurants, wineries, and tasting rooms, this is a rare opportunity to own a turnkey, designer home in one of Wine Country's most sought-after locations.

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.

Step into a new chapter with this charming single-family home, ideally situated on a spacious corner lot in the picturesque Parkland Farms neighborhood. Surrounded by a tranquil, park-like setting, this 4-bedroom, 2.5-bath residence blends comfort and serenity. The thoughtfully designed layout features a cozy nook, expansive great room, and convenient lower-level powder room. The master suite offers a private retreat with dual sinks, a walk-in closet, and en-suite bath. Upstairs, three additional bedrooms and a full bathroom provide ample space for family or guests. Enjoy outdoor living in the generous backyardperfect for gardening, entertaining, or simply unwinding. Whether you're a renter, investor, or weekend escape-seeker, this home delivers comfort, potential, and charm. All just minutes from shopping, world-class dining, scenic trails, and renowned wineries.

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.

Tucked away in a quiet cul-de-sac, this lovingly maintained three-bedroom duet offers comfort, light, and charm in every corner. A sunny front porch welcomes you home, leading into a bright and open living/dining combo with easy access to a delightful entertaining patio perfect for gatherings or relaxing evenings.The kitchen features granite countertops, a gas range and a practical layout for everyday living. A convenient half bath is located on the main level, while all three bedrooms and a full bath are upstairs. Enjoy picturesque views of the surrounding hills from every window. With garden-ready spaces in both the front and backyard, plus generous storage throughout the home and garage, this home truly has it all. Discover easy living in one of Healdsburg's most desirable family friendly neighborhoods! Only minutes to the vibrant downtown Healdsburg square offering award winning wine experiences, dining and entertainment.

Welcome to 813 Sparrow Court - a charming single-level home nestled in one of Healdsburg's desirable neighborhoods. This 3-bedroom, 2-bathroom property offers a thoughtful layout with a spacious living room, a dedicated dining area, and a kitchen that seamlessly opens to the family room - ideal for entertaining or everyday living. The roof was replaced just 5 years ago, offering peace of mind for years to come. Enjoy a low-maintenance backyard featuring a covered deck, space for gardening, and a perfect spot to relax on weekend getaways or summer evenings. Located just blocks from downtown Healdsburg, you'll love the proximity to the community pool, Badger Park, and scenic Russian River trails. Whether you're looking for a full-time residence or a wine country escape, this home offers the best of Sonoma living. Don't miss your chance to own a slice of Healdsburg!

This is not a drive-by...You must see inside! Tucked at the end of a lane, this 3-bed, 2-bath home offers the perfect blend of comfort & privacy. Surrounded by natural beauty, this property provides a tranquil retreat while being just moments away from the vibrant downtown area, renowned wineries, & all that Healdsburg has to offer. Inside, you'll find a light-filled living area with an open-concept design that flows seamlessly between the kitchen & the dining area. The well-appointed kitchen is perfect for preparing meals & entertaining guests, incl. a breakfast bar & a temp-controlled wine room. All 3 bedrooms are generously sized w/ large closets, providing ample space for rest, relaxation, & storage. The primary bathroom incl a garden tub, dual vanity, glass-enclosed shower, & private toilet room. There is also an upstairs laundry room so you don't need to schlep the laundry up & down the stairs. The beautifully landscaped yard offers ample room for outdoor enjoyment, whether it's relaxing on the patio listening to the fountain, gardening, or barbecuing for friends & family. Gather around the firepit on those chilly CA nights surrounded by the twinkling market lights. With the lush landscape around you, you would be amazed at just how many conveniences are steps away.

This beautifully designed custom 4,000 s.f. home is situated on a spacious, fully landscaped, and private .39 acre parcel. An amazing location, just a short distance to downtown Healdsburg and the Plaza. Dozens of upgrades include: Pool, spa, remodeled kitchen and baths, walk in wine cellar, playroom, 3 car garage and multiple designer touches throughout. Additonally, located on the ground level there is bedroom and full bathroom with direct access to the exterior. The floor plan opens to the huge shaded deck, patio and BBQ area. The mature landscaping and trees offer privacy and a perfect backdrop for entertaining and relaxation. The koi pond and pergola also provide additional enhancement to the outdoor experience. This is truly a wonderful opportunity to enjoy all of what the wine country has to offer!

This classic 1920s 3BR/3BA Healdsburg home blends vintage charm w/ modern elegance for timeless appeal. Located on coveted Tucker Street - known for its quiet charm & walkability to the vibrant town plaza - this home features iconic architectural details paired w/ thoughtful updates, offering the ideal setting for enjoying in-town living. Set on nearly .25 acre, the home welcomes you with a gracious foyer & a single-level layout emphasizing fluid open spaces, natural light, & indoor/outdoor living. The sophisticated & inviting living room boasts modern custom casework, a striking gas fireplace, & beautiful hardwood floors throughout. The primary bedroom suite features a large walk-in closet & an elegant dual vanity bathroom. 2 additional bedrooms & baths, laundry room, & eat-in kitchen complete the desirable floorplan. French doors from the living room, kitchen & primary suite open to an expansive outdoor terrace & deck, perfect for dining & lounging. Set back from the street, the lush front lawn & wide porch enhance its curb appeal. The serene backyard features mature trees, Japanese maples, stone patios, built-in BBQ, water feature, citrus & avocado trees, & raised beds. Room for a pool. A detached garage & studio w/full bath is ideal as guest suite, office, or art studio.

Rare Find on coveted Chalk Hill Rd. nestled between elegant wine estates and vineyards. This quiet, park-like setting has a charming 2 bedroom log cottage with generous decks overlooking the seasonal creek and oak grove. This property includes 2 art studios, a large patio/BBQ area, plus one tiny house. The seasonal creek provides a calming sound of water, enhanced by birdsong and the scent of flowers. There is a private well, newer septic and roof, newer AC/Heat mini split, and a wood stove for those cozy evenings by the fire. The neighbor even has buffalo grazing in their pasture! Close to all Healdsburg has to offer: fine dining, elegant shopping, superb wineries, hiking, fishing and boating activities abound. Enjoy this home as a retreat or use it for VRBO.

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 fully finished basement boasts a bedroom, bathroom, den, and its own private entranceall 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.

Beautiful Garden Home at Canopy at Mill District, previously listed at $6,250,000, now offered at a $600,000 price reduction. Nestled in the heart of Healdsburg, the brand-new Mill District enclave is just a short stroll from the charming central square, home to Michelin-starred restaurants, tasting rooms, and vibrant art galleries. Canopy offers a limited selection of spacious homes that perfectly blend rustic sophistication with urban vibrancy. Enjoy luxurious finishes and resort-like amenities while embracing the beauty of the great outdoors. Residence A105 features exquisite Italian-made MandiCasa cabinetry, top-of-the-line Miele appliances, temperature-controlled wine storage, Waterworks fixtures, natural stone countertops, and wide-plank hardwood flooring. Showcasing an impressive 18-foot vaulted ceiling and floor-to-ceiling windows, the sliding glass walls open to reveal a generous 645 sq. ft. terrace, complete with a fully equipped outdoor kitchen and cozy firepit, inviting you to indulge in the stunning surroundings. The 10-acre Mill District development will also include a high-end boutique hotel, a pool, and a fitness center, enhancing the community experience. Residence #105 is available for immediate move-in. Model homes now open.

Situated just three blocks from the charming downtown Healdsburg Plaza, this luxurious condominium offers an ideal blend of sophisticated living in the heart of Wine Country. Featuring two bedrooms and two and a half bathrooms, the home is a perfect retreat with impeccable design and attention to detail. Within walking distance to world-class dining, shopping, and renowned wineries, this residence ensures a lifestyle of convenience and elegance. The open, airy space is enhanced by soaring vaulted ceilings and south-facing windows, bathing the home in natural light throughout the day. Step outside to the private deck, complete with a gas fireplace, offering a serene setting for enjoying a glass of wine on a warm summer evening. The modern kitchen, equipped with a gas stove and newer appliances, is both functional and stylish, perfect for both cooking and entertaining. Additional features include a one-car garage and access to the community's swimming pool and spa, completing this exceptional offering. A rare opportunity to experience Healdsburg living at its finest.