Healdsburg, CA Homes for Sale under $1,000,000

A completely reimagined single-story home in Healdsburg's most sought-after 55+ community, and one of the best options in the market for Wine Country living. Positioned to face open space, every detail has been thoughtfully updated high-end flooring, crown molding, custom fireplace, remodeled kitchen with new appliances, wine bar with built-in refrigerator, and remodeled bathrooms. New windows,

Ryan Styles Engel & Volkers Sonoma

New co-ownership opportunity by Pacaso: Own one-eighth this professionally managed, turnkey home. Olive Grove is set along a private driveway on West Dry Creek Road in Healdsburg, where ancient olive and fruit trees frame the approach to a renovated hillside compound. The board and batten exterior with a metal roof reads as modern and grounded against the surrounding hillside, with a main

Maxx Rifkin Pacaso Inc

New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. The Hollow occupies 3.3 acres on West Dry Creek Road in Healdsburg, where the H-shaped single-level floor plan and distinctive butterfly roof give the property an architectural identity that stands apart in Dry Creek Valley. The sustainable design integrates natural materials and passive light

Maxx Rifkin Pacaso Inc

Imagine having a place in Healdsburg that's always ready for you. Your clothes are already there. Your favorite wine glasses are in the cabinet. Your bed is waiting. Your morning coffee is a short jaunt to the Plaza in the beautifully crisp Healdsburg morning air. No packing. No checking in. No checking out. Just arrive. This beautifully designed studio at Mill District was created for exactly

Samantha Marquis Compass

Discover effortless Wine Country living in the highly sought after Fitch Mountain Villas. This beautifully maintained 3 bedroom, 2.5 bath townhome offers approximately 1,724 square feet of thoughtfully updated living space just minutes from the Healdsburg Plaza, renowned wineries, exceptional dining, and boutique shopping. Thoughtfully refreshed with today's buyer in mind, the home features new

Ryan Anderton Sonoma Realty Group

Great site to build your new home in Healdsburg. 12,901 sf. Flat and ready to build . All underground utilities. 1.0 mile to Healdsburg Plaza by car and near trailhead of Foss Creek Pathway with one mile of offroad bicycle and walking path to get to the Plaza and another mile to the Russian River - an 8' wide paved pathway.

Eric Drew Healdsburg Sotheby's International Realty

Welcome to the desirable Riverside 55+ community! This beautifully renovated 2 bedroom, 2 full bath home is completely move-in ready with stylish updates throughout. Enjoy fabulous tiled bathrooms, a beautifully updated kitchen, spacious living areas, and a large yard perfect for relaxing or gardening. Located in a peaceful neighborhood, 309 Mountain View Drive offers comfort, charm, and easy

Mary Curran Compass

BIG RIDGE Highlands ~ High above the Dry Creek Valley ~ A serene ridge top retreat located near the charming town of Healdsburg ~ 254 Acres ~ Expansive scenic views, ready for your wine country retreat ~ The upper portion of the property has access from Big Ridge Road with gentle usable areas and a well ~ The lower portion has access from Wallace Creek Road ~ The property features several

Martin Humphrey Healdsburg Sotheby's International Realty

Light-filled and impeccably finished, this three-bedroom, two-and-a-half-bath residence offers refined living just minutes from the Healdsburg Plaza. The main level opens as a single, gracious expanse, where kitchen, living, and dining spaces flow together beneath rich hardwood floors. A full suite of upgraded appliances, custom cabinetry, and quartz countertops anchor the kitchen, with designer

Emily Martin Healdsburg Sotheby's Int'l Realty

Discover one of Healdsburg's best-kept secrets. Tucked away on the sunny side of South Fitch Mountain, just across from the Russian River and county beach, this remarkable property offers a rare combination of year-round sunshine, exceptional privacy, and timeless character just ten minutes from Healdsburg Plaza. Lovingly shaped by the same artist for more than 45 years, the home showcases

Bob Pennypacker Sotheby's International Realty

A rare opportunity to own a vintage creekside cabin in one of Healdsburg's most captivating natural settings. Set on approximately .88 acre along Mill Creek, this 1920 log-style retreat has been held by the same family for generations and offers the kind of character and sense of place that simply can't be recreated. The 2-bedroom, 1-bath cabin is oriented toward the surrounding woods and creek,

Jennifer Jacobs HomeSmart Advantage Realty

Price Improvement! Exceptional opportunity in the heart of Healdsburg. Just moments from the vibrant downtown Plaza, this charming 1922 cottage offers the perfect blend of character, location, and future potential. Currently configured as a 3-bedroom, 2-bath home with approximately 1,250 sq ft, the property is being sold with fully approved plans for a beautifully redesigned 1,403 sq ft modern

Jake Romanow Luxe Places International

Beautifully updated 3 bedroom single level home within walking distance to Big John's Market, coffee, restaurants and wineries. The private back yard has room for a pool and possibly an ADU. Enjoy the generous garden area, multiple fruit trees (plum, apple, orange, fig, pear, loquat and olive). Tucked away on a private low use street, this peaceful setting is great for entertaining your family

Michael Tremont Dayton & Tremont Real Estate

40 Acres with vistas stretching from Mt St Helena to Geyser Peak. Magnificent natural views from several building sites. Previously had a 5 BR perc test +and vesting which has expired. Bring your imagination and be inspired here.

Eric Drew Healdsburg Sotheby's International Realty

Welcome to 238 Hummingbird Place, a charming single-story home nestled in the desirable Rio Vista Estates community of Healdsburg. This 3-bedroom, 2-full-bath PUD offers approximately 1,122 square feet of comfortable living space with an inviting layout and the ease of single-level living. As a resident of Rio Vista Estates, enjoy access to community amenities including the clubhouse, swimming

Alexandra Docherty Rihl Timely Properties, Inc,

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

Jess Young Golden Thread Real Estate

Discover an unparalleled sanctuary on 160 acres of pristine natural beauty along Austin Creek. Dating back to 1929 and purchased directly from the original homesteaders, this historic legacy property has been a cherished family retreat since 1991. The contractor-owner has meticulously maintained and upgraded the estate as a true labor of love.Offering the pinnacle of luxury glamping, the property

Chris Getchell Sonoma West Real Estate Inc

Step outside, and the story unfolds in soft morning light filtering through the trees, carrying the fragrant breath of nearby vineyards. Welcome to charming Parkland Farms in coveted Healdsburg, where rolling hills embrace surrounding vineyards and Barbieri Park adds a serene touch of neighborhood beauty. Imagine coming home to this enchanting two-story residencenearly 2,000 square feet of warmth

Michael Williams Excellerate Real Estate

Beyond the vineyards and tucked into the rolling hills above Healdsburg lies a rare opportunity to create something truly extraordinary. Set on approximately 61.36 acres across four assessor parcel numbers ( possibly splittable buyer to verify) 2365 Sweetwater Springs Road offers the privacy, beauty, and infrastructure that discerning buyers seek when envisioning a legacy estate in Sonoma County

Anthony Ford Compass

A Rare Wine Country Sanctuary in the Heart of Chalk Hill AVA: Hidden at the end of a quiet country lane, where the gentle waters of Pool Creek wind through ancient oaks and rolling hills, this remarkable 20-acre estate parcel offers an extraordinary opportunity to create a legacy property in one of Sonoma County's most sought-after wine-growing regions. Nestled within the prestigious Chalk Hill

Sean Gaynor-Rousseau Luxe Places International

Nestled at the end of a quiet cul-de-sac and just a few minutes' walk from the Healdsburg Plaza, this polished 2-bedroom, 1.5-bath condominium punches well above its square footage. Whether you're planting roots in Sonoma County, searching for a seamless second home, or adding a smart asset to your portfolio, 366 Piper delivers on all fronts. Natural light pours through every window, and the

Emily Martin Healdsburg Sotheby's Int'l Realty

A beautiful ranch that is totally secluded. 178 +/- acres, two parcels with many inner ranch private roads. No records of when the hunting cabin with a deck was built, has been well maintained. Has a detached bathroom along with a large barn. Fronts on both the Wheatfield Fork of the Gualala River and Tombs Creek. Incredible views, an abundance of wildlife, and many varieties of trees. Helicopter

Hunter Sikes Golden Gate Sotheby's International Realty

Beautifully rebuilt and move-in ready, this stunning 2-bedroom, 2-bath cottage home offers the perfect blend of luxury finishes, thoughtful craftsmanship, and an unbeatable Healdsburg location. Situated directly across the street from Russian River access, enjoy the best of outdoor living while being minutes from downtown Healdsburg's world-class restaurants, renowned wineries, and boutique

Todd Sheppard Sotheby's International Realty