Vintage Charm Meets Modern Style in Downtown Healdsburg - Timeless charm meets modern comfort in this beautifully updated 1880 farmhouse, located on one of Healdsburg's most iconic and sought-after streets. Just blocks from the Plaza, Giorgi and Badger parks, the river, and the golf course, this home offers the perfect blend of convenience and Wine Country lifestyle. Set on a thoughtfully designed 4,356 sq. ft. lot, the property maximizes every outdoor space with inviting front, back, and side yards surrounded by lush landscaping and privacy. Inside, natural light fills the 1,288 sq. ft. interior, showcasing 9' ceilings, engineered hardwood floors, and stylish designer lighting. The home features 2 bedrooms, 1.5 bathrooms, a bright living area, and a beautifully upgraded kitchen with high-end appliances and modern finishes. With air conditioning, forced-air heating, dual-pane windows, and inside laundry, comfort meets historic character. A rare find, this property combines vintage farmhouse appeal with contemporary upgrades in an unbeatable downtown Healdsburg location.
This wonderful home sits on a 9980 s.f. lot with a generous 1877 s.f. floorplan. The entry leads to a formal living room and dining area which flows into a large kitchen with eat-in area plus island, and a family room with fireplace. There are 3 bedrooms, 2 bathrooms, and another room situated just off the entry which is perfectly suited for an office or study, but has a closet and could be used as a 4th bedroom. There is a brand new deck on the back of the house leading to the fenced backyard, also a brand new water heater, a 2020 roof and 2019 furnace. Plenty of room to bring your personal touches to this wonderful home. An excellent choice for family, executives or retirees to reside in a quiet neighborhood about .7 mile from the historic Healdsburg Plaza. Enjoy all the vibrancy Healdsburg has to offer in world-class dining, art galleries, wine tasting, outdoor adventures and Tuesday Concerts in the Plaza.
165 Sycamore Court is a newly completed 5-bedroom, 6.5-bathroom custom estate at Montage Residences Healdsburg, set on a private court with panoramic Dry Creek Valley views. Designed by BAR Architects, this 7,899 total sq / ft home offers seamless indoor-outdoor living with dual primary suites, a vaulted great room, media room, display wine storage, and expansive terraces featuring an infinity-edge pool, outdoor shower, and firepit. Located within Montage Healdsburg's 260-acre resort community, owners enjoy personalized Residential Management & Concierge services, exclusive access to the private Residential Clubhouse, and the full suite of resort amenities including Hazel Hill Restaurant, Spa Montage, pools, pickleball, hiking, and more. Please note that current photos listed are renders. The Home is currently being staged, so stay tuned for it's luxurious assets, photography and videos, coming soon!
A Century-Old Legacy and a Rare Opportunity to Build the Future. Tucked along a tree-lined road and just minutes from downtown Healdsburg, this remarkable 17-acre property has remained in the same family for nearly 100 years. Rich in history, full of potential, it's a truly rare offering in the heart of Healdsburg. Bordered by Foss Creek, the land unfolds in a beautiful balance: 8 acres of Chardonnay vines currently in production, plus 8 acres ready for replanting or transformation. Included is a newly constructed 2,400 sq ft barn with 16-foot roll-up doors ideal for agricultural operations; also, 100-year-old original winery building expanded over generations, 6,400 sq ft under roof, full of rustic character; plus, a tall covered carport for tractors and harvesters. But perhaps most compelling of all: This may be one of the last great building sites this close to downtown Healdsburg. With a 4-5 bedroom perk already in place, the property offers a stunning setting for a future estate home. This is more than land. It's a living story rooted in tradition, ripe with possibility, and waiting for its next steward.
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 landing pad. Verizon tower is just to the northwest so one gets good cell coverage. Access the ranch; Out Dry Creek Road to Skaggs Springs Stewarts Point Road then out private gated Wickersham Road, or out Rockpile Road to private and gated Kelly Road. The two access roads have fees that total $ 1,050.00 yearly. Water from spring's. Generator and solar panel's.This is ideal habitat for Wild Boar, Blacktail Deer, Wild Turkey, Quail, and occasional Black Bear.
Discover this updated bungalow at 635 Brown Street, Healdsburg, CA, where timeless charm blends seamlessly with modern convenience. The main house offers 2 spacious bedrooms and 2.5 bathrooms, thoughtfully designed across 1,839 square feet to provide both comfort and style. Relax and entertain on the rear deck or enjoy an evening with friends on the front porch. Additionally, the property features a detached Accessory Dwelling Unit with 1 bedroom and 1 bathroom, offering flexibility and potential-live in one and rent the other. This home combines the charm of classic features with the convenience of modern living, all situated in the friendly community of Healdsburg.
Nestled in Dry Creek, this charming and rustic 1.75-acre farmhouse estate is less than 2.4 miles from the vibrant Healdsburg Plaza. This property combines vineyard living with convenient access to town amenities. The estate features a resort-style pool surrounded by a true outdoor oasis for relaxation and entertainment. Culinary enthusiasts will appreciate the outdoor kitchen prep/BBQ area, perfect for hosting gatherings small and large. Wine aficionados will delight in the 300 established Pinot Noir vines that grace the property, offering an authentic vineyard experience. This property offers diverse revenue potential with proper permits: special events venue for weddings and corporate retreats, luxury farmstay capitalizing on Healdsburg tourism, add a permitted guest house (or use the main home) for hosted rentals, farmstand with nursery operations, or horse-boarding for up to 3 horses. Opportunity awaits as certain infrastructure investments have been completed, including some updated electrical, foundation work, and professional grading and pool updates. 995 Dry Creek offers endless opportunities for the right buyer to realize this property's tremendous potential.
Experience the pinnacle of wine country living at this exceptional Dry Creek Valley estate, set on 25.9 private acres surrounded by world-class vineyards. This stunning home offers 4 bedrooms, one a newly added in-law unit, 4 full baths, and 2 powder rooms, masterfully blending modern sophistication with natural beauty. Expansive terraces, manicured grounds, and panoramic vineyard views create a breathtaking backdrop for entertaining, from al fresco dinners under the stars to poolside lounging and golden hour wine tastings. Every space is designed for both celebration and serenity. Inside, the open-concept Great Room flows seamlessly to the outdoors, ideal for gatherings large or small. A chef's kitchen, soaring ceilings, and a serene primary suite offer elegant comfort. Walls of glass and clean architectural lines bathe the home in light and warmth. Whether hosting a sunset soiree or savoring a quiet glass of wine, this estate embodies the best of the Healdsburg lifestyle--refined, relaxed, and undeniably luxurious.
Possible Owner Financing and potential Lease w/option to buy. MU Zoning MAY allow conversion back to Residential or a combination of Residential and Office. Property had been converted to office in 2008. 13 onsite parking places. ADA ramp. Central HVAC. Perfect for owner user. Outbuildings. Easy access from all locations of Healdsburg. Near Hwy 101 entrances and exits. Just south of the corner of Dry Creek Rd and Grove St. Dry Creek Inn adjoins the northerly property line of 1241 Grove.
Welcome to 9981 West Dry Creek, an exquisite estate and the final residence on this notable road. On the market for the first time in 26 years, this custom-built Santa Barbara-style home offers a unique mix of seclusion and stunning natural surroundings, with rose gardens, olive trees, and more encircling the property. Spanning over approximately 3,300 square feet on 49+/- acres, the residence includes three generously sized bedrooms and 2.5 baths, all thoughtfully designed for modern living. The home's interior is an ode to smart, elegant design, boasting an open-concept kitchen, a cozy breakfast nook, a sophisticated living room, and a formal dining roomideal for both intimate gatherings and grand entertaining. A serene hallway, mirroring a cloister-style covered porch, leads to a convenient half bath, a laundry room, and independent bedroom ensuites, ensuring both comfort and privacy. At the end of the exterior-covered walkway, you'll find a spacious two-car garage, approximately 428 square feet, with an unfinished second floor offering limitless possibilities for a gym, office, media room, or an ADU. With access to seasonal creeks, trails ideal for hiking and ATV rides, this property is ideal for those who value a connection with nature.
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. Possible owner financing.
Harvest the opportunity to own the most premier Chalk Hill winery and estate available for sale in Sonoma County, Medlock Ames, located at beautiful Bell Mountain in Healdsburg with an additional Alexander Valley tasting room. This sprawling vineyard estate sits majestically on 342 acres of which 47 are prime Russian River and Alexander Valley appellation providing the best of the best 92 to 96 point Cabernets and Chardonnays across the valley yielding 8,000 cases with a capacity for 20,000 total. Awarded with regenerative organic certification, this winery has the infrastructure and operations in place for future growth and offers 33 additional plantable acres. Neighboring Verite, Chalk Hill and Roth wineries, this property is uniquely divided into 4 distinct parcels separating the wine operations and hospitality from the three esteemed modern estate homes adorned with organic gardens, multiple pools/terraces, fitness centers and bocce court plus 140 acres with 3 building envelopes sub-dividable for additional development or expansion of hospitality services. The Medlock Ames winery and estate is available for sale as a whole or can be purchased in individual parcels. Conveniently located minutes from the Sonoma airport and posh wine country town of Healdsburg.
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.
Charming 1920s Home with Modern Upgrades on 3.2 Acres. Experience timeless elegance in this beautifully updated 1920s home, set behind a private iron gate on approx. 3.2 acres. The chef's kitchen features a large island, double ovens, and wine fridgeideal for entertaining. Enjoy cozy living spaces with a rustic fireplace, built-ins, and a Murphy bed in the den. The spacious primary suite offers garden views and a walk-in closet. Modern comforts include updated windows and owned solar. A detached studio with its own porch is perfect for a home office or creative space. Outside, relax in the landscaped English garden with a peaceful fountain. Additional outbuildings add to the property's charmall just minutes from downtown Healdsburg and world-class wineries.
Harvest Home 31 is a fully furnished, Turn-Key four-bedroom Residence on a private corner lot with superb privacy. With 4,527 SF across two levels, the home offers a spacious open-concept layout, high-end finishes and seamless indoor-outdoor living. The primary suite is positioned for privacy, with a serene outdoor shower surrounded by mature sycamores and oak trees. Three additional ensuite bedrooms are located on the lower level, offering comfort, peace and relaxation for guests. Additional features include a chef's kitchen with Sub-Zero and Wolf appliances, a dedicated office, covered terraces, a plunge pool, and an outdoor fire pit. Montage Residences Healdsburg is a private, luxury wine country escape located amongst 258 acres of rolling hillsides and over 15 acres of vineyards. Thoughtfully designed to blend seamlessly into the natural landscape, the residential enclave includes Harvest Homes and Estate Homes and Homesites with sweeping views, contemporary architecture, and access to the luxury amenities and experiences of Montage Healdsburg. Owners enjoy personalized service, world-class dining, a signature Spa Montage, and exclusive access to The Residential Club, a private residents-only club with a pool, hot tub, fitness center, pickleball courts and a luxury lounge.
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.
New Roof Installed. Step into a new chapter with this charming single-family home, ideally situated on a spacious corner lot in the picturesque Parkland Farms neighborhood, with No HOA or Mello Roos. 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 backyard—perfect 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.
The lowest price Montage Residence Healdsburg residence for sale until 12-31-25. This is the time to lock in an incredible year end sale. Located within Montage Healdsburg, Montage Residences Healdsburg offers luxury living across 258 acres of vineyards, rolling hills, and preserved valleys in northern Sonoma wine country. Harvest Home #6 occupies one of the community's most elevated sites, offering sweeping views of the Healdsburg Preserve open space and Fitch Mountain. Designed to harmonize contemporary elegance with its natural surroundings, the home includes access to the exceptional amenities and five-star services curated by Montage Hotels & Resorts. Homeowners also enjoy exclusive access to Montage Healdsburg's private residential amenities, enhancing the ownership experience with thoughtfully designed spaces and personalized services reserved just for residents. The home is eligible for the optional turn-key rental program, offering both lifestyle and investment appeal.
Welcome to 528 Sanns Lane, a stunning 4-bedroom, 2-bathroom home located in the heart of Healdsburg. This 2,080-square-foot residence is the perfect blend of modern elegance and an entertainer's paradise, set on a beautifully landscaped .21-acre lot featuring a variety of fruit trees, including Jack Black Fig, Satsuma Mandarin Orange, Gravenstein Apple, Apricots, Fuyu Persimmon, and Navel Orange. As you step inside, the spacious layout flows effortlessly, highlighted by a chef's kitchen featuring a Viking 36 range and wine fridge. The main suite offers an indulgent retreat with a private ensuite bath complete with heated floors, a walk-in closet, and access to the serene backyard, complete with a sun deck and hot tub pad. The home is filled with natural light, enhancing the open and airy feel of the space. Outdoors, a sparkling pool with an electric cover and paid-for solar ensures energy efficiency, while the expansive deck provides ample room for entertaining. The property also features a shed, a large yard with utilities (gas, water, and electricity) ready for a future outdoor kitchen or guest house, and a spacious driveway. A carport offers additional parking, all within a private, peaceful setting perfect for relaxation or hosting gatherings.
A rare opportunity to own two prime lots with multiple income streams, substantial development potential and a successful business in Healdsburg. This turnkey investment features the established and profitable Summer's Market & Deli (1,920 sqft) with a grandfathered conditional use permit and ABC Type 20 license. The residential lot in the back has a fully renovated 2-bedroom, 2-bathroom home (1,100 sq. ft.) with an attached 2 car garage and a detached office. The parcel is very large, fully fenced and gated. The commercial lot has multiple parking spaces, a detached 120 sqft structure for dry storage and all the business equipment is included for a seamless transition. The property offers remarkable options: live on-site while operating the market or rent out the residence or the market. With ample space on the residential lot, there's potential to build a custom main home, add a pool, or further expand the property's capabilities. Located in the heart of wine country, Healdsburg continues to experience strong growth and high demand for both housing and local businesses. This combination of commercial and residential space provides unlimited possibilities for the discerning investor. A property that truly works for you - whether you choose to run it, rent it, or reimagine it.
Enjoy this custom built/one of a kind home with an end-of-court location with an extremely useful and flowing floor plan. Light and bright, with elevated ceilings and two large exterior entertaining areas that extend the indoor/outdoor living space for gathering all of your friends and family. The layout offers 3 bedrooms PLUS an office(with a separate entrance), as well as a Jack-and-Jill configuration for the secondary bedrooms. The elevated home siting provides excellent privacy with its expansive, panoramic views and its large, fully landscaped 1/3-acre lot holding oak trees and ample room for adding a pool, ADU(possible)green house or even some vines. An attached, spacious 3-car garage has an extra storage area(potential wine cellar) and additional off-street parking is possible for up to 4 guest spaces. Conveniently located near Big Johns Market, Plank Coffee and has easy access to Hwy 101. This is a must-see property with an abundance of options for wine country living and entertaining. Great Opportunity.
Located on Westside Rd., one of Sonoma County's premier wine country roads, this 350+ ac. legacy ranch is less than 15 min. from downtown Healdsburg. In the same family since 1958, Bucher Farms is developed with 35 ac. of premium Pinot Noir and Chardonnay wine grapes which have earned consistently high scores in the wine press for some of Sonoma County's most prestigious wineries including Williams Selyem and Merry Edwards. Located in the Middle Reach of the Russian River Valley AVA, this spectacular property has panoramic views from higher elevations; gentle sloping meadows intermixed amongst native oaks, madrone, bay and fir trees; and rock outcroppings and riparian corridors traversing the landscape, providing numerous recreational opportunities. Water resources include (2) wells; recycled water from the City of Healdsburg developed and in use on the property; as well as 120,000 gallons of water storage capacity. Preliminary studies indicate the potential of up to 77.00 acres of additional land suitable for high-quality vineyard development, and the RRD-100 zoning designation from the County of Sonoma allows for the potential to subdivide the ranch into three parcels. In addition, the property is in an Ag Preserve under the Williamson Act allowing for reduced property taxes.
Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information has not been verified, is not guaranteed, and is subject to change. Copyright 2026 Bay Area Real Estate Information Services, Inc. All rights reserved. Copyright 2026 Bay Area Real Estate Information Services, Inc. All rights reserved. |
Barbara Lynn Simmons, License CALBRE 637579, Xome Inc., License CALBRE 1932600, [email protected], 844-400-XOME (9663), 2945 Townsgate Road, Suite 200, Westlake Village, CA 91361
Listings on this page identified as belonging to another listing firm are based upon data obtained from the SFAR MLS, which data is copyrighted by the San Francisco Association of REALTORS®, but is not warranted. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Healdsburg is located in California. Healdsburg, California 95448has a population of 11,439. Healdsburg 95448 is less family-centric than the surrounding county with 24.89% of the households containing married families with children. The county average for households married with children is 29.67%.
The median household income in Healdsburg, California 95448 is $94,375. The median household income for the surrounding county is $91,607 compared to the national median of $69,021. The median age of people living in Healdsburg 95448 is 46.9 years.
The average high temperature in July is 87.5 degrees, with an average low temperature in January of 37.7 degrees. The average rainfall is approximately 41.7 inches per year, with 0 inches of snow per year.