Nestled at the end of a quiet cul-de-sac in one of Healdsburg's desirable residential settings, 801 Samantha Court presents a rare opportunity to reimagine an exceptional property into something truly extraordinary. Set on a private, park-like parcel shaded by majestic oaks, the property enjoys sweeping views, remarkable tranquility, and a seamless connection to nature. Free from HOA restrictions yet bordering two neighboring HOA open spaces, the setting offers a wonderful sense of privacy and serenity. The home offers an expansive chef's kitchen that opens to generous outdoor decks, creating an effortless flow between indoor and outdoor spaces. Whether hosting elegant dinner parties, holiday celebrations, or leisurely weekend gatherings, the home provides an inviting backdrop for every occasion. An additional approximately 1,600 square feet of versatile space offers exceptional flexibility for a variety of lifestyle needs. Two spacious recreation rooms, a dedicated gym/wine cellar, and abundant storage further enhance the property's versatility. For the automotive enthusiast or serious collector, the impressive eight-car garage is a particularly rare and compelling feature, offering extraordinary space to house a prized collection, pursue automotive projects, or accommodate recreational vehicles and hobbies. Outdoors, the beautifully terraced grounds offer endless possibilities for relaxation and entertaining. Natural stone retaining walls define inviting outdoor spaces, while expansive decks provide idyllic settings for dining, lounging, and enjoying the surrounding landscape. An oversized treehouse adds a sense of whimsy and adventure, while a thoughtfully positioned firepit captures picturesque Healdsburg views and provides a front-row seat to Fourth of July fireworks. With its substantial footprint, distinctive architectural elements, exceptional garage capacity, and peaceful natural setting, 801 Samantha Court offers a remarkable canvas for a thoughtful transformation. An opportunity to create a truly special Healdsburg retreat, where privacy, possibility, and an expansive lifestyle come together.
Set within the Forbes Five-Star Montage Healdsburg resort, Montage Residences Healdsburg offers an extraordinary expression of wine country living across 258 acres of vineyards, rolling hills, and preserved valleys in the heart of northern Sonoma County. Rarely does a residence of this architectural caliber and setting come to market. Designed by BAR Architects & Interiors, the celebrated San Francisco firm behind some of California's most distinctive resort communities, 175 Sycamore Court is a 5,642-square-foot residence thoughtfully conceived to respond to its natural surroundings. The home is defined by its signature butterfly roof, creating a dramatic floating canopy while allowing the residence to remain remarkably discreet from the street. As you descend onto the property, the architecture gradually reveals itself through a series of glass-walled living spaces that frame the surrounding landscape and bring the outdoors into nearly every room. Built by Genova Builders, the four-bedroom, five-and-a-half-bath residence is anchored by a dramatic central fireplace and expansive great room, complemented by a professional kitchen with integrated appliances and honed natural stone surfaces. Walls of glass open to more than 1,500 square feet of wraparound decking, creating a seamless transition from the interiors to the rolling hills and natural beauty beyond. Elevated details are found throughout, including premium designer fixtures, a temperature-controlled wine room, soaking tubs, outdoor showers, a dedicated media room, and a private poolall designed for an effortless indoor-outdoor lifestyle. The Montage experience extends well beyond the residence. Offered fully furnished and eligible for the Montage Rental Program, the home provides a compelling turn-key opportunity for both personal enjoyment and rental potential. Ownership includes access to the exceptional services and amenities of Montage Healdsburg, including the acclaimed spa, resort pools, dining, and 24-hour concierge, along with private residential amenities and services reserved exclusively for homeowners. Positioned on one of the community's most private homesites, 175 Sycamore Court offers a rare combination: exceptional architecture, complete privacy, and the services and amenities of a Forbes Five-Star resortall in one of Sonoma wine country's most extraordinary settings.
Own the Altitude. Positioned along Valley View on the preferred side of Fitch Mountain, this approximately 2,200 square foot residence delivers what cannot be recreated: elevation and horizon. The main living level sits upstairs exactly where it belongs so daily life meets open sky. Living room, kitchen, and primary suite are oriented toward expansive views and natural light. Downstairs, a generous family room and two additional bedrooms provide separation and flexibility. Built in the 1980s and offered in original condition, this is not about finishes. It's about fundamentals. In a neighborhood where homes range from approximately $1.2 million to over $3.5 million, this offering represents entry into one of Healdsburg's most compelling ridgeline settings. Front and rear decks extend the footprint outward and invite reinvention. Tucked at the end of an easement, the property offers privacy without isolation within the City of Healdsburg and minutes to downtown. Elevation is permanent. The rest is up to you.
Exceptional Healdsburg! Two 10 acre parcels being sold together are set among utterly noble surrounds and gorgeous panorama of rolling terrain, meticulous vineyard rows, oak woodlands, pastoral and distant mountain views anchored by our silent guardian, Mt St. Helena. This setting remains one of the prettiest you'll see, one of the most serene you'll experience. And yet just 10 minutes away is historic and dynamic downtown Healdsburg , Geyserville's rustic charm, the Dry Creek General Store & Tavern. Lake Sonoma's Recreation is a quick 15 minute drive. This quiet countryside, expressive with an active pollinator garden, fruit orchard - citrus, plum, apples, figs, asian pears and young 2019 cabernet vines planted and nourished in rich Dry Creek benchland soil notable for producing ultra premium wines. The single story home built on a gentle rise commands a 360 vantage point. Vibrant views & seasonal light illuminate every room, this 2600 sq.ft. of comfort can be expanded upon & updated to suit your own stylistic preferences resulting in a countryside haven you won't want to leave! The home's 1988 vintage offers superb building integrity, a separate office, open dining into living with warm wood finished ceilings, 3 bedrooms, 2.5 baths, finished basement for wine and cold storage. The entire property is served by solar. Separately, there's a 850 sq.ft. shop and the original cabin remains with some utilities. Its condition reflective of its age, but it brings great value for potential guest house, ADU or farm stay use. The adjacent 2nd parcel, 1730 Chiquita is separately accessed and improved with a high producing well. Perced (2006) for a 3 bedroom system, possibly 4, it too is planted in premium cabernet for a total of 12.2 acres of vines. A thriving ecosystem of herons and ducks, dragonflies and others find rest on the adjacent one acre foot aerated pond; they're a joy to watch while in flight below the reflecting water. DA zoning and two separate parcels allow for further development potential and other agricultural/equestrian options. The Sonoma County Airport is within a 15 minute proximity. This exquisite 20 acres summons a lifestyle abundant with natural soundscapes, tranquility, starry skies, sunrise's golden light & sunset's liquid fire that also cultivates reciprocity in wine country enterprise. Not to be missed! Property Website: https://910lyttonspringsrd.com/
A truly unique offering tucked between Healdsburg and Calistoga, this one-of-a-kind property blends history, natural beauty, and exceptional versatility. Spanning 10.59 acres across two parcels, the property offers added flexibility and future potential. Enter through a gated private entry and discover a serene, park-like setting featuring open views and a true sense of privacy. The property includes a 1,037 sq ft studio home, detached guest studio, yurt, small art studio, and a tiny home currently operating as a successful Airbnb, creating immediate income potential and endless use possibilities. Maacama Creek borders the edge of the property, offering a beautiful, year-round stream with private access, an ideal backdrop for a peaceful retreat or creative escape. A natural spring on the property further enhances the land's beauty and self-sustaining appeal, adding to the rare and special character of this offering. At the top of the property sits a stunning, flat building site with sweeping views, perfectly positioned to build your dream home in addition to the existing structures. Continuously operated as a camp, retreat center, and school from 1949-2019 with an established use permit, the property carries a long-standing legacy of community, education, and gathering. Most recently home to the Leap Year School from 2002-2019, this special property offers a rare opportunity for a private compound, retreat center, educational space, or investment. Located just seconds from world-class wineries and approximately a 15-minute drive to both downtown Healdsburg and Calistoga, this property offers a private oasis in the heart of Wine Country with exceptional versatility and income potential.
Seize the opportunity to own one of Healdsburg's picture perfect homes! Perfectly positioned on sought-after Sherman Street, just a short distance from the vibrant plaza, this property combines unbeatable location with undeniable charm. Imagine coming home to a sun-filled, thoughtfully updated retreat where every detail is designed for comfortable, stylish living. The versatile barn conversion expands your options host unforgettable gatherings, create an office, or set up a private guest suite. Step inside to discover classic cottage style blended seamlessly with modern upgrades. Wood floors, marble fireplace, and a luminous living room create an inviting space to unwind or entertain. Two serene bedrooms and spa-inspired bathrooms ensure relaxation at every turn. Vintage touches include a bay window, phone niche, and beveled glass doors add authentic character, while the expansive deck and hot tub invite you to savor indoor-outdoor living all year. Skylights and oversized windows bathe the space in natural light. Step outside to your private oasis: landscaping and a tall privacy hedge offer seclusion and tranquility. This is more than just a home; it's a lifestyle upgrade in the heart of Healdsburg. Make it yours today, and start living the life you've always imagined! Staging has been removed
Fall in love with this contemporary and charming upper-level condo, perfectly placed in the heart of Healdsburg one of Sonoma County's most beloved wine country towns. Just a few blocks from the vibrant downtown plaza, you'll enjoy easy access to world-class restaurants, boutique shopping, renowned tasting rooms, and the relaxed yet sophisticated energy that makes Healdsburg so special all while being tucked away from the hustle and bustle. Inside, the open-concept living space is light, bright, and welcoming, highlighted by soaring vaulted ceilings that flood the home with natural light. The spacious kitchen is beautifully designed with modern stainless-steel appliances and timeless granite countertops, ideal for entertaining or easy everyday living. The thoughtfully separated bedroom layout offers privacy, with a bedroom and full bath on each end of the unit perfect for guests or a work-from-home setup. Additional perks include a private one-car garage with extra storage, plus a designated exterior parking space. Community amenities elevate the lifestyle with a pool, patio, and community room, while the nearby Foss Creek Pathway invites you to enjoy scenic walks and outdoor recreation. Whether you're looking for a low-maintenance full-time residence or the perfect wine country getaway, this condo offers an exceptional opportunity to experience the very best of Healdsburg living.
A striking example of modern Wine Country architecture, this custom-designed residence offers a refined balance of luxury with a commitment to design integrity, enduring quality, and livability in downtown Healdsburg. A soaring living room with walls of glass is anchored by a dramatic Shou Sugi Ban fireplace, while a sculptural glass-and-metal staircase and wide-plank white oak floors elevate the interiors. The chef's kitchen is a true showpiece, featuring Miele appliances, custom Crystal cabinetry with motorized uppers, iridescent tile backsplash, and White Macaubus quartzite countertops, all centered around a 12-foot island. Designer fixtures by Kohler, Brizo, Duravit, and more enhance every space, while each bathroom showcases bespoke vanities, statement tile, and refined stone surfaces. The primary suite offers a boutique-style dressing room and a spa bath with soaking tub, glass shower, and Silver Wave quartzite. A beautifully finished 1-bedroom ADU includes vaulted ceilings, KitchenAid appliances, marble and terrazzo bath, and private deck. Outdoors, enjoy patios, garden beds, and a future pool site. With a metal roof, Marvin-clad windows, and gated rear drive, this is turnkey luxury at its finest. Those and all unaltered images are available in the photo gallery.
Major Price Improvement NOW $899,000! Exceptional opportunity for an investor, builder, or buyer looking to create value in the heart of Healdsburg. This charming 1922 cottage is currently configured as a 3-bedroom, 2-bath home with approximately 1,250 sq ft and is being offered with fully approved City of Healdsburg plans for a beautifully redesigned 1,403 sq ft modern residence with an open-concept floor plan. Much of the time and uncertainty of the planning and approval process has already been completedbring your contractor and move forward with the project. At this newly reduced price, the combination of an attractive entry point, approved plans, and an exceptional in-town location creates a compelling value-add opportunity. Set on a quiet street just blocks from the renowned Healdsburg Plaza, world-class dining, tasting rooms, and boutique shopping. Review the plans, run the numbers, and bring the visionthe groundwork has already been done.
Residence A102 boasts exquisite Italian-made MandiCasa cabinetry, premium Miele appliances, temperature-controlled wine storage, Waterworks fixtures, natural stone countertops, and wide-plank hardwood flooring. The home features an impressive 18-foot vaulted ceiling and expansive floor-to-ceiling windows. Sliding glass walls open to reveal a generous 645 sq. ft. terrace, complete with a fully equipped outdoor kitchen and cozy firepit, perfect for gatherings with friends and family. The 10-acre Mill District community will also include a boutique hotel, a swimming pool, and a fitness center, elevating the overall living experience. Residence A102 is ready for immediate move-in, and model homes are now open for tours. Nestled in the heart of Healdsburg, the newly developed Mill District enclave offers a perfect blend of charm and sophistication. Just a short stroll from the picturesque central square bustling with Michelin-starred restaurants, tasting rooms, and vibrant art galleries, Canopy at Mill District presents a curated selection of spacious homes that seamlessly combine rustic elegance with modern urban flair. Enjoy luxurious finishes and resort-style amenities while immersing yourself in the beauty of the outdoors.
Understated luxury in the heart of Healdsburg. This refined wine-country retreat offers spacious, effortless living just a short walk from the Plaza. Warm Douglas fir floors, custom cabinetry, an Italian ILVE range, Fisher & Paykel dual-drawer dishwasher, and a marble island define the chef's kitchen. Comfort features include five-zone mini-split heating and cooling, radiant-heated baths, Toto fixtures, and steam showers. Resort-style outdoor living centers around a saltwater, solar-heated pool and spa with Aqua Link automation. The 550 sq ft pool house/ADU adds radiant-heat floors, a washer/dryer, and a European-style bath. An outdoor kitchen complete with a wood-fired pizza oven, rotisserie barbecue, beverage fridge, ice maker, and sink creates an exceptional entertaining hub. Wrought-iron gates frame the property, which also includes an adjoining lot currently used as a vegetable garden, offering potential for a substantial garage and ADU. Fruit trees, a heritage olive tree, a koi pond, custom planters, and a remote gate complete this serene, modern wine-country estate.
The modern aesthetic of this Healdsburg residence is purposeful, emphasizing craftsmanship, proportion and premium finishes. Thoughtfully conceived and expertly executed, this 4BR home with 1BR/1.5BA ADU is built with metal roof and 2x6 construction. Inside, 10 ' ceilings, wide-plank white oak floors, and a custom metal staircase set a sophisticated tone. The living space is anchored by a striking linear fireplace, 10' x 10'-dimensional tile clad wall and limestone bench hearth. The chef's kitchen is appointed with Miele appliances, touch-to-open refrigeration, quartzite counters, an integrated induction cooktop, full bar area, wine and beverage refrigeration, plus prep area and butler pantry. Upstairs, vaulted ceilings and natural light define a secondary lounge and guest bedrooms. The primary suite opens to a private garden and features a spa bath with freestanding tub, walk-through rain shower, Kohler smart toilet, and a bespoke dressing room with LED-lit makeup station. Bathrooms throughout showcase custom vanities, marble tile, and wall-hung fixtures. Seamless indoor-outdoor living, curated landscaping and gated rear access. Some images have been digitally enhanced. Those and all unaltered images are available in the photo gallery.
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.
Nestled in Dry Creek Valley, this 1.75-acre property sits less than 2.4 miles from downtown Healdsburg Plaza, offering a rustic setting with proximity to town amenities. The estate includes a pool area and adjacent outdoor space designed for entertaining, along with an outdoor kitchen/BBQ prep area. Buyer to verify current condition and functionality of all pool equipment, outdoor kitchen fixtures, and appliances, as these have not been recently inspected or confirmed operational. The property includes a planted vineyard block reported to be approximately 300 Pinot Noir vines; exact vine count, variety, age, and vineyard health/condition are not warranted and should be verified by buyer's own agronomist or vineyard consultant. With appropriate permitting and independent due diligence, the property may offer potential for alternative uses such as event hosting, farmstay/hospitality use, guest accommodations, farmstand/nursery activity, or horse boarding. No representation is made regarding the current permit status, zoning eligibility, or feasibility of any of these uses buyer must independently confirm all permitting requirements with Sonoma County and/or appropriate agencies. Some infrastructure work has reportedly been completed on the property, including electrical, foundation, grading, and pool-related improvements. The scope, permitting status, workmanship, and current condition of any such work is unknown and unverified by Listing Agent. Buyer is strongly advised to obtain independent inspections of all structural, electrical, mechanical, and pool systems prior to close of escrow. Please note: This listing may reflect the property's condition and included items at the time of original marketing/photography. The Seller advises that the physical condition of the property, and/or certain fixtures, features, or personal property previously included, may have changed since that time. Photographs may not reflect current condition. All information herein is derived from Seller and/or public records, is deemed reliable but not guaranteed, and is not warranted by Listing Broker or Agent. Property is offered strictly "AS-IS, WHERE-IS," with no warranties expressed or implied. Buyer is advised to conduct thorough independent investigation, including a full physical inspection, prior to removal of contingencies. 995 Dry Creek Road offers a unique opportunity for a buyer prepared to complete their own due diligence and realize the property's potential.
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. Also included is the Poolhouse. The Poolhouse is a private social, health and wellness facility, located just steps from Canopy. Centered around a private lap pool and expansive pool deck, The Poolhouse is for the exclusive use of Mill District residents a place where they can refresh, relax, socialize, and entertain.
Located within the Forbes Five-Star Montage Healdsburg resort, Montage Residences Healdsburg offers an exceptional luxury lifestyle across 258 acres of vineyards, rolling hills, and preserved valleys in the heart of northern Sonoma wine country. Harvest Home #6 occupies one of the community's most elevated sites, offering sweeping views across the Healdsburg Preserve open space toward Fitch Mountain. Thoughtfully designed to blend contemporary wine country architecture with its natural surroundings, the residence offers effortless indoor-outdoor living in one of Healdsburg's most sought-after resort communities. Ownership includes access to the exceptional amenities and five-star services of Montage Healdsburg, along with exclusive private residential amenities, thoughtfully designed spaces, and personalized services reserved for homeowners. Adding to the opportunity, Harvest Home #6 is eligible for an optional turn-key rental program and carries a rare assumable mortgage at a very low interest rate. For an investor or second-home buyer, the combination of below-market financing, potential rental income, and ownership of a trophy Sonoma wine country residence within a Forbes Five-Star resort creates a compelling opportunity that would be extremely difficult to replicate in today's market.
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 has a population of 11,439. Healdsburg is less family-centric than the surrounding county with 25.75% 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 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 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.