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

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

Set in the heart of Healdsburg, 117 Grayson Way is a beautifully maintained 3-bedroom, 2.5-bathroom home in turnkey condition, offering the ideal blend of Wine Country charm and modern comfort. Thoughtfully designed for relaxed living and effortless entertaining, the residence features light-filled interiors, an outdoor patio, and a tidy backyard ready for the new owners' personal touches.

John Gray Compass

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 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

Maxx Rifkin Pacaso Inc

Discover a sophisticated retreat at 333 Orangewood, a home that perfectly captures the essence of refined Wine Country living. Situated in Healdsburg's most desirable 55+ community, this single-story residence has been completely reimagined with a focus on modern comfort and timeless style. This property occupies a premium position, facing the serene open space and offering a sense of privacy and

Ryan Styles Engel & Völkers Sonoma

Steps from the legendary Healdsburg Plaza, 362 Piper Street is a rare offering a masterfully reimagined 2-bedroom, 1.5-bath open floor plan condominium where bespoke design and lock-and-leave luxury converge. Luminous Carrara marble surfaces, a showstopping chef's kitchen, spa-caliber primary suite & private garden patio crafted for effortless Wine Country living. Move-in ready: new roof,

Emily Martin Healdsburg Sotheby's Int'l Rea

Surrounded by Michelin-starred restaurants, boutique tasting rooms, artisan coffee shops, and high-end shopping, this residence blends world-class experiences with the privacy and comfort of a modern retreat. Spend your days savoring local wines, farm-to-table dining, and charming boutiques, then come home to your thoughtfully designed space to relax, recharge, and enjoy a gourmet meal in your

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 Internati

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 Internati

Minutes away from Healdsburg. This 40 +acres is the perfect property to build your dream home to live full time or build your weekend getaway. Nestled in the Sonoma County Wine Country, this beautiful property has been in the family for more than 100 years! The orchards & gardens have been worked and flourished for one family. With the fire in 2020 that took the home and orchards, it's time for a

Debbie Regan-Vance Realty ONE Group Complete

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

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 Internati

Less than 2 miles north of Downtown Healdsburg. Single story 3 Bedroom/2 Bath lots of light and open floor plan. Back yard ideal for entertaining with access off dining room/kitchen. Large garage with shop area and stairs to upstairs storage in garage.

Charlene Schnall Golden Gate Sotheby's

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

Stunning 3 bedroom, 2 bath mid-century bungalow perfectly positioned in one of Healdsburg's most coveted locations just one block from Giorgi Park, within walking distance of Healdsburg High School, Junior High, and Middle School, and less than 0.7 miles from the vibrant downtown Plaza where world-class dining, premier wine tasting, and boutique shopping await. This is Healdsburg living at its

Emily Martin Healdsburg Sotheby's Int'l Rea

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

Turnkey and effortlessly stylish, this 2 bed, 1.5 bath residence at The Grove Lofts is your chance to own a refined in-town retreat. Experience modern urban design paired with high-end finishes, from warm bamboo flooring to sleek quartz countertops. The inviting living room features a cozy gas fireplace and French doors that open to your own private patio perfect for indoor-outdoor living. Tucked

Susan Montgomery The Agency

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 Rea

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

Approximately .76 acres at the signalized corner of Shiloh Road & Old Redwood Hwy - Southwest Corner. Zoned Boulevard Commercial, allows for commercial/residential/mixed use development. Across the street from new multi-family residential developments and the planned KOI & Chickasaw Nations Casino & Hotel & Commercial. Conceptual site plans & renderings have been created & submitted to the Town

Rhonda Deringer Keegan & Coppin Company, Inc