Refine Search
Map
Sort by
951 Trentadue Way, Healdsburg
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 326088365 MLS ⋅ ACTIVE Status

951 Trentadue Way, Healdsburg
12700 Pine Flat Rd, Healdsburg
$298,000
41152267 MLS ⋅ Active Status
16 acre land for sale in Healdsburg, CA (Sonoma County) A secluded 16± acre hilltop retreat with panoramic ridge & ocean views. Surrounded by protected land, and only 30 minutes from downtown Healdsburg and Alexander Valley wineries. Property Features: 1) Multiple flat building sites for a home, weekend retreat, or vineyard 2) High-producing well (30 GPM) 3) Two 2,500-gallon water storage tanks 4) Power access at the road 5) Seasonal creek and multiple undeveloped natural springs 6) Existing 20-ft shipping container 7) 2000 Terry 5th wheel trailer This is ideal for hobby vineyard, orchard, or recreational getaway. Please contact the listing agent for exact coordinates to view the land.

12700 Pine Flat Rd, Healdsburg
560 Matheson St, Healdsburg
$2,395,000
3 Beds ⋅ 3 Baths ⋅ 326084611 MLS ⋅ ACTIVE Status
Half a mile from the Healdsburg Plaza, on one of the most attractive stretches of Matheson Street, this three-bedroom home has been extensively reimagined while keeping its original charm. Light fills every room, and a wraparound porch sets the tone for slow mornings and long evenings outside. The remodeled kitchen anchors the main level with custom cabinetry, a pantry, and a large gathering counter, while a 16-foot slider opens straight to the deck and garden. A new gas fireplace and refinished oak floors warm the living room. Upstairs, all three bedrooms have vaulted ceilings giving a real sense of space, and the primary bath's soaking tub overlooks the garden. New Andersen windows and doors, roof, Hardie siding, heat and air conditioning, and a tankless water heater are just some of the many recent improvements. Set on a very private lot, the professionally designed gardens offer bluestone patios, a sunken garden, and a six-person hot tub. Location, light, and an extensive renovation, all in one. Must see to appreciate.

560 Matheson St, Healdsburg
3369 Westside RD, Healdsburg
$10,650,000
3 Beds ⋅ 4 Baths ⋅ 41151570 MLS ⋅ Active Status
The 40+ acre luxury estate is ideally located five minutes from downtown Healdsburg offering beautifully designed/maintained dwellings/auxiliary buildings, views of the Russian River Valley/Mount Saint Helena, extensive gardens, Arbor, decks, patio and infrastructure, and vast potential, including plentiful water to support agricultural stewardship. Westside Road is home to world-class wineries, vineyards, and estates at the base of the eastern slope of the coastal range enjoying gentle westerly breezes, all while a short drive to the Sonoma County Airport. The property features (1) 2,234 sq ft primary residence connected by a breezeway to 402 sq ft guest quarters/full bath over 748 sq ft 3-car garage, (2) 1,181 sq ft caretaker residence with second-story deck and 713 sq. ft. 2-car garage and workshop below, (3) 336 sq ft office+ with 280 sq ft attached deck, and (4) 2,016 sq ft convertible barn, storage, loft and workshop (approx sq fts). Views: Ridge

3369 Westside RD, Healdsburg
6697 Westside Rd, Healdsburg
$22,000,000
12 Beds ⋅ 14 Baths ⋅ 326086344 MLS ⋅ ACTIVE Status
Set within Healdsburg's famed Russian River Valley, the Flax Estate and Vineyard spans 52 acres of privacy, stunning contemporary architecture, and world-class wine country living. Spanning two private parcels, this secluded retreat seamlessly balances contemporary luxury with its historic farmhouse and its direct Russian River access. The property is anchored by a dramatic, contemporary main residencea four-bedroom, four-and-a-half-bath masterpiece thoughtfully designed around majestic heritage oaks. Floor-to-ceiling glass, frames sweeping, uninterrupted views across the valley floor to the region's iconic peaks: Mount St. Helena, Fitch Mountain, and the Geysers. Steeped in history, the estate's historic six-bedroom, six-bath farmhouse once owned by the acclaimed actor Fred MacMurray exudes timeless Wine Country with interiors by celebrated designer, Ken Fulk. Its grounds feature a resort-style wellness complex complete with a 75-foot swimming pool, oversized spa, stand-alone gym, and sauna. Surrounding this pool area is a tennis court, bocce court, outdoor shower, and manicured fruit orchards alongside vibrant flower and vegetable gardens. A more recently built, unique entertainment barn offers a sophisticated setting for hosting memorable parties. Positioned near the private entrance to the property sits a beautifully rebuilt two-bedroom, one-bath cottage providing flexible accommodations for family, guests, or resident staff. At the heart of the estate lies a 26 acre, organically farmed vineyard producing world-class Pinot Noir and Chardonnay. Exclusively managed and crafted by DuMOL Winery, the vineyard's "Flax Estate" designate consistently produces highly sought-after vintages revered by collectors worldwide. Few properties so effortlessly unite architectural distinction, storied history, world-class viticulture, and the natural beauty o f the Russian River making Flax Estate Vineyard a truly singular offering in the heart of Wine Country. The property is offered turn-key and furnished.

6697 Westside Rd, Healdsburg
1840 Redwood Dr, Healdsburg
$1,160,000
2 Beds ⋅ 2 Baths ⋅ 326084605 MLS ⋅ ACTIVE UNDER CONTRACT Status
Fitch Mountain Beauty with Endless Possibilities! Set on approximately 1.5 acres, this special Fitch Mountain property offers two homes, beautiful natural light, and lovely views of the Russian River. The main residence features soaring vaulted ceilings, warm wood floors, and a spacious kitchen with double ovens and a stunning farmhouse sink. A separate two-bedroom, one-bath guesthouse provides wonderful flexibility for extended family, guests, or additional living space. With a detached garage, ample parking, storage sheds, and plenty of room to make it your own, this property offers a rare combination of charm, versatility, and potential. A wonderful opportunity in a beautiful Fitch Mountain setting!

1840 Redwood Dr, Healdsburg
119 Chiquita Rd, Healdsburg
$1,050,000
4 Beds ⋅ 4 Baths ⋅ 326084628 MLS ⋅ ACTIVE Status
Welcome to 119 Chiquita Rd and 1620 Winding Creek Way! Recently built in 2021, this incredible combination of main residence and ADU opens up endless opportunities when it comes to multi-generational living, rental income or whatever living situation would work best for you! The main residence is a two story 3 bedroom & 3 bathroom craftsman with an open layout and large side yard. The ADU has a separate entrance off of Winding Creek Way and is a 1 bedroom & 1 bathroom with stackable washer and dryer, full kitchen and dining area. All of this just minutes from downtown Healdsburg and the amazing wineries the region has to offer.

119 Chiquita Rd, Healdsburg
318 Mason St, Healdsburg
$1,075,000
2 Beds ⋅ 1 Baths ⋅ 326086217 MLS ⋅ ACTIVE Status
Looking for a Vintage home with charm and potential in downtown Healdsburg? This 2-bedroom home plus a versatile bonus room sits on a desirable lot just a few blocks to downtown Healdsburg. Featuring high ceilings, updated windows, a convenient detached garage and a side yard with gardening beds and mature fruit and shade trees. Built in or around 1870 this home has had updates over the years yet captures the historic character of early Healdsburg and is positioned in the path of progress. Mason street is considered a highly desirable local favorite due to the low traffic flow and the close proximity to town. Offering so many possibilities with the option to move right in, make it an amazing restoration project or buy for investment. Now is the time to get into the community and enjoy all that Healdsburg has to offer including boutique shopping, fine dining, seasonal farmers markets, free live music events in the Plaza and quaint coffee shops.

318 Mason St, Healdsburg
180 Sawmill Cir Unit #407, Healdsburg
$2,925,000
2 Beds ⋅ 2 Baths ⋅ 326086310 MLS ⋅ ACTIVE Status
Experience the pinnacle of Wine Country living in the heart of downtown Healdsburg with this exclusive condo hotel offering at The Residences at Alyvia. This limited collection of 12 luxury residential condominiums is seamlessly integrated within a full-service 53-room hotel within the emerging Mill District community. Each residence is legally mapped as a condominium, governed by a condominium association, and managed by the esteemed Mayacama Hospitality. Owners enjoy a highly personalized lifestyle, including a custom arrival experience in which the team pre-stocks their favorite refreshments, arranges their personal amenities prior to entry, and provides a licensed storage unit for personal belongings. The Alyvia advantage provides a rare connection to the prestigious Mayacama Golf Club. Ownership includes the opportunity to establish a membership with Charter-level access, providing preferred golf privileges for owners, their families, and guests. While in residence, owners enjoy priority spa and restaurant reservations, private cabana opportunities, and full access to the wellness center, including fitness and pool. Designed for both personal enjoyment and effortless ownership, this property under City entitlements utilizes a professional Rental Management Agreement. Revenue is shared through a transparent 50/50 split of net rental income. Monthly HOA dues of $1,386.25 conveniently cover all essential utilities, including water, electricity, gas, and internet. This is a legacy opportunity to own a piece of Healdsburg's finest hospitality. Views are representative of the building's offerings; actual views vary based on unit location.

180 Sawmill Cir Unit #407, Healdsburg
250 Monte Vista Ave, Healdsburg
$929,000
3 Beds ⋅ 2 Baths ⋅ 326084301 MLS ⋅ ACTIVE Status
Welcome to 250 Monte Vista Avenue, a beautifully updated 3-bedroom, 2-bath home offering approximately 1,450 square feet of comfortable living space. Ideally located on the south side of March Avenue near Lupine, this inviting home is just a quick stroll to downtown. Great curb appeal welcomes you with a newer garage door and front door, while numerous updates throughout provide added peace of mind for the next owner. Improvements include a newer roof, windows, flooring, and additional updates helping minimize many of the major expenses that can come with homeownership. Step outside to a private backyard designed for relaxing and entertaining, complete with a spacious deck, ambient lighting, and hot tub. With no HOA and a convenient location close to town, this move-in-ready home offers an ideal combination of comfort, privacy, and convenience.

250 Monte Vista Ave, Healdsburg
775 Florence Ln, Healdsburg
$1,599,000
3 Beds ⋅ 3 Baths ⋅ 326082598 MLS ⋅ ACTIVE UNDER CONTRACT Status
775 Florence Lane offers a welcoming blend of comfort, style, and Wine Country living on a peaceful lane just minutes from downtown Healdsburg. This beautifully updated three-bedroom, two-and-one-half-bath home is filled with natural light and features a spacious, functional floor plan with a dedicated dining room and versatile flex space ideal for a home office, reading room, or lounge. The thoughtfully designed kitchen features a Sub-Zero refrigerator, Viking range, and room for a wine refrigerator tucked behind a sliding barn door. The primary suite provides a private retreat with a stylish ensuite bath and walk-in closet. Designed for effortless indoor-outdoor living, the beautifully landscaped and private backyard features an outdoor arbor kitchen area, expansive deck, fire pit, hot tub, and multiple gathering spaces perfect for relaxing or entertaining under the Wine Country sky. The generous backyard also offers room for a pool, providing an exciting opportunity to further enhance the outdoor living experience. A charming front arbor with views of Fitch Mountain provides another peaceful place to unwind. Ideally located near downtown Healdsburg's renowned dining, shopping, tasting rooms, and vibrant Wine Country lifestyle.

775 Florence Ln, Healdsburg
235 Clear Ridge Dr, Healdsburg
$2,695,000
4 Beds ⋅ 5 Baths ⋅ 326084099 MLS ⋅ ACTIVE Status
Healdsburg Living with Views, Character & Room to Gather - 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 remodeled lower level boasts a bedroom, bathroom, den, and its own private entrance, all 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.

235 Clear Ridge Dr, Healdsburg
434 Alexander Valley Rd, Healdsburg
$2,350,000
4 Beds ⋅ 4 Baths ⋅ 326082146 MLS ⋅ ACTIVE Status
A rare opportunity in the heart of Alexander Valley, this beautifully updated 3,113 sq. ft. home offers exceptional versatility, two primary suites, owned solar with battery backup, and an impressive four-car garage setup in a sought-after wine country setting. Featuring 4 bedrooms plus an office and 3.5 baths, the thoughtfully designed floor plan includes a primary suite on each level, ideal for multigenerational living, guests, or added privacy. Every bedroom features a spacious walk-in closet, while the upgraded kitchen with pantry opens seamlessly to the dining area, creating an inviting space for everyday living and entertaining. Owned solar with backup battery adds efficiency and convenience. A newly installed reverse osmosis system provides filtered drinking water to the kitchen sink and refrigerator, complemented by an additional water treatment system located behind the original garage. Two separate two-car garages, including a recently built garage with workshop bay, offer outstanding space for vehicles, storage, hobbies, and projects. Set on approximately 5 acres, the property features a gravel access road leading to a flat, elevated area at the top, showcasing beautiful bird's-eye views of the surrounding wine country and offering exciting potential to explore a future ADU, guest house, studio, or other use, subject to approvals. Enjoy the space, flexibility, and beauty of Alexander Valley, all within easy reach of Healdsburg, renowned wineries, exceptional dining, and the best of Sonoma County wine country.

434 Alexander Valley Rd, Healdsburg
231 Zinfandel Rd, Healdsburg
$2,650,000
4 Beds ⋅ 5 Baths ⋅ 326082790 MLS ⋅ ACTIVE Status
An extraordinary opportunity to own this spacious custom-built home in Healdsburg's sought-after Vintage Hills, thoughtfully designed for comfortable living, entertaining, and indoor-outdoor enjoyment. Set on a private 1-acre, fully useable parcel at the end of a cul-de-sac, this 4-bedroom, 3.5 bath home offers approximately 3,400 sq. ft. of living space, abundant natural light, beautiful views overlooking the westerly hills and a wonderful blend of comfort and privacy. The main level lives like a single-story home, featuring a formal living and dining area with fireplace, chef's kitchen with breakfast area, adjoining family room, separate laundry room with sink and half bath, and a gracious oversized primary en-suite with walk-in closet. Two additional bedrooms and a full bathroom complete the main level. Also included is a spacious lower level with a private entrance that offers incredible flexibility with a large game room, kitchenette and an additional bedroom and full bath. Perfect for overnight guests and entertaining. Step outside to a full-length ground-level deck with multiple entertaining areas overlooking the built-in pool and spa with cascading waterfall. The expansive grounds with a firepit, mature landscaping, raised garden beds and fruit trees offer plenty of room to entertain, relax and enjoy the peaceful country setting. An oversized detached shop/barn with its own half bath provides excellent space for hobbies, storage, projects, or additional workspace. This property offers the convenience of city services while maintaining a private, country-like setting, all just minutes from the Healdsburg Plaza.

231 Zinfandel Rd, Healdsburg
234 Lincoln St, Healdsburg
$2,095,000
3 Beds ⋅ 3 Baths ⋅ 326083089 MLS ⋅ ACTIVE Status
Charming, sweet, surprising, with understated warmth and a designer touch throughout. Rest easy with a brand new roof as of October 16th. Strollable to the Plaza in one direction, or to Summer's Market in the other. Old-Healdsburg combines with 'new' Healdsburg here to create a blend that just may capture your heart. Experience natural light, elegance, a private, heated lap pool, room to play, garden, add-on/re-create, or simply be -- in the company of some of Healdsburg's finest assets...her beloved trees. Verify with the City, but have been told the grand front yard tree may be removed if the eventual new owner elects to. This reenvisioned home is a host's delight with the kitchen as the centerpiece. Come together with ease inside or outside. Or, retreat to a unique sanctuary separateness, as desired. 2 of the 3 bedrooms are en-suites, promising comfort and practical living. A portion of the attic space is sheet rocked, and offers 2 skylights, a window, lights/outlets, and approximately 8 feet of head space at its peak. This area totals approximately 120 sqft (not reflected in the tax roll square footage noted - buyer to verify). A detached 1-car garage near the pool invites imagination. Beloved by the current owners for more than 30 years, the baton awaits. Come home to Healdsburg.

234 Lincoln St, Healdsburg
330 Plaza St, Healdsburg
$2,675,000
2 Beds ⋅ 2 Baths ⋅ 326082644 MLS ⋅ ACTIVE UNDER CONTRACT Status
Of all the streets in Healdsburg, Plaza Street is the most sought after. Located at the end of a street with no through traffic, 330 Plaza Street offers a rare pairing: the stillness of a quiet, unpassed address and a front door just a couple short blocks from the world-famous Healdsburg Plaza. Restaurants, tasting rooms, boutique shopping, music, and the livelihood of downtown, all just a few short steps from your door. This is not old Healdsburg simply refreshed. In 2016 this home was taken down to the studs, lifted and moved, and set onto an entirely new foundation, then rebuilt by hand, slowly, meticulously, and completely. All new plumbing, electrical, HVAC, insulation, drywall, windows, roof, cabinetry, tile, stone, flooring, appliances, stucco, driveway pavers, hardscaping and landscaping. The detached casita was built ground up new in 2018 to the same standard and lives as a true second master suite, opening through a LaCantina folding glass wall to the private travertine garden patio with fire pit and hot tub. Effectively new construction in the heart of downtown, a rarity with no real equal in the Plaza core district. The kitchen is crowned by a striking custom range hood and finished with a Viking 7 Series gas range with pot filler, Sub-Zero refrigeration, U-Line wine refrigerator, Fisher & Paykel dish drawer, Wolf microwave, granite counters, a large farmhouse apron sink, and a walk-in pantry. A sunny breakfast nook looks into the garden, perfect for morning coffee and hummingbirds. The master bath is dressed in Calacatta Borghini marble with an oversized curbless shower, dual shower heads, and radiant floor heat. Marvin Ultimate windows with disappearing screens, rich hardwood floors throughout, central air conditioning, a Mendota gas fireplace, tankless hot water, and an emergency generator cutover complete the home. A 50-amp EV charging outlet sits ready just off one of the largest private driveways on Plaza Street. Offered completely furnished as a turnkey residence, professionally decorated and curated in 2025, with a virtually untouched interior, even the small appliances handpicked in coordinated designer colors. All personal property conveys at close of escrow. Pre-listing home and pest inspections are complete, with reports available on request. Approximately 1,536 total square feet across the main house and detached casita. Just bring your clothes... the rest is done.

330 Plaza St, Healdsburg
360 March Ave, Healdsburg
$1,895,000
326066553 MLS ⋅ ACTIVE Status
Excellent investment opportunity in Healdsburg, conveniently located just minutes from the historic Healdsburg Plaza, with easy access to restaurants, shopping, wineries, and everyday amenities. This freshly updated four-plex features four spacious 2-bedroom, 2-bath units, each offering approximately 850 square feet of living space. Every unit includes in-unit laundry, separate utility meters, and a dedicated carport with private storage. The two ground-floor units enjoy private patios, while the upstairs units feature private balconies. With fresh updates, desirable amenities, and a convenient Healdsburg location, this turnkey property is an excellent opportunity for investors or owner-occupants seeking rental income in Sonoma County.

360 March Ave, Healdsburg
2460 W Dry Creek Rd, Healdsburg
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 326080729 MLS ⋅ ACTIVE Status
Experience the ultimate Wine Country lifestyle at this chic and stylishly updated 3 bedroom, 2 bathroom ranch-style retreat, ideally situated in the legendary Dry Creek Valley. Tucked peacefully down a private lane along side of a picturesque creek, this property delivers a serene country atmosphere while keeping you just minutes from the vibrant energy of downtown Healdsburg's historic plaza! Set on a sprawling, level 0.65-acre parcel, the property is framed by picturesque rolling hills along one of the region's most iconic stretches for world-class cycling and boutique wine tasting. The interior features a stunning upscale renovation, artistically balancing contemporary style with timeless warmth. The light-filled, single-level layout offers gorgeous flooring, an inviting living area, and a beautifully updated kitchen complete with modern cabinetry, countertops and newer appliances. Out back, you'll find a spacious detached office equipped with a mini-split for year-round heating and cooling. Whether you need a dedicated work-from-home space, a private gym, or a creative studio, this versatile outbuilding adapts effortlessly to your vision. Step outside to discover endless possibilities on the expansive, usable lot, perfect for outdoor entertaining, weekend gatherings, or sprawling gardens. Complete with an attached garage and plenty of extra parking, this turnkey gem offers the rare combination of privacy, acreage, and prime Healdsburg proximity. Your wine country sanctuary awaits!

2460 W Dry Creek Rd, Healdsburg
1421 Spruce Way, Healdsburg
$1,174,000
4 Beds ⋅ 3 Baths ⋅ 326081675 MLS ⋅ ACTIVE Status
Completely remodeled and thoughtfully designed, this Healdsburg property offers two separate residences with inviting indoor-outdoor living. The single-level, open-concept main home features 3 bedrooms, 2 beautifully updated bathrooms, new appliances, striking high-beamed ceilings, energy-efficient mini-split systems and indoor laundry. Both residences benefit from newer roofs and windows, new fencing and fresh landscaping. The fully permitted ADU includes 1 bedroom, 1 bathroom and indoor laundry. Expansive folding doors open to its private outdoor living area, creating a welcoming space for relaxing or entertaining. Separate rear access through an automatic gate adds privacy and convenience. With distinct living spaces and outdoor areas, the property offers flexibility for extended family, guests or potential rental use. A distinctive staircase leads to additional flexible space suited to a home office, workout room, yoga studio or creative retreat. Conveniently located within a 5 minute drive to Downtown Healdsburg, wineries, restaurants and near Charles M. Schulz-Sonoma County Airport, this property presents a rare opportunity to enjoy two residences in the heart of Wine Country.

1421 Spruce Way, Healdsburg
620 Coghlan Rd, Healdsburg
$7,745,000
326080900 MLS ⋅ ACTIVE Status
A rare opportunity to acquire six legal parcels totaling 10.48 acres in an elevated setting above Healdsburg, offering exceptional scale, privacy, panoramic views, and long-term flexibility. With multiple parcels already in place, the property presents a compelling opportunity for future resubdivision, investment, or a multi-generational vision, subject to applicable approvals. At the heart of the offering is an approximately 4,000 sq ft, 4-bedroom, 3 full/2 half bath residence positioned at the top of the property and surrounded by sweeping valley and mountain views. Thoughtfully designed, the home features a main entry floor with the primary suite, great room, chef's kitchen, dining area, and spacious laundry room, all oriented toward the extraordinary vistas. Walls of glass fill the interiors with natural light, while French doors open to a wraparound covered porch for seamless indoor-outdoor living. The chef's kitchen features premium appliances and a built-in espresso station, flowing into a dining area with dramatic glass-front wine display. The primary suite offers a gas fireplace, generous walk-in closet, hidden storage, and direct access to the laundry room, while the lower level features a spacious family room with fireplace and wet bar, three bedrooms, two full baths, and covered patio. Gated and private, this six-parcel offering combines an exceptional existing residence with significant land and future potential, all just minutes from downtown Healdsburg. Whether envisioned as a private estate, long-term investment, or future development opportunity, the property offers a rare chance to shape an expansive piece of Sonoma County real estate while enjoying a remarkable home and setting today. Also includes APNs 002-610-018, 002-610-020, 002-610-023, 002-610-024, & 002-392-026. Just the house and its parcel are listed separately in Residential as 775 Benjamin Way, listing #326080943.

620 Coghlan Rd, Healdsburg
775 Benjamin Way, Healdsburg
$3,995,000
4 Beds ⋅ 5 Baths ⋅ 326080943 MLS ⋅ ACTIVE Status
Perched above Healdsburg, this exceptional private estate property captures sweeping valley and mountain views that stretch for miles. Set on its own approximately 1.2-acre parcel, the 4-bedroom, 3 full bath/2 half bath residence is thoughtfully designed for the owners to live primarily on a single level, with expansive windows and walls of glass framing the extraordinary scenery and filling the interiors with natural light. The main entry floor includes the primary suite, great room, chef's kitchen, dining area, half bath, and spacious laundry room, all positioned to take full advantage of the panoramic vistas. The chef's kitchen features premium appliances and a built-in espresso station, flowing seamlessly into the dining area with its dramatic glass-front wine display. French doors open to a wraparound covered porch, creating effortless indoor-outdoor living against a backdrop of mountains and valley. The primary suite is a private sanctuary with its own gas fireplace, generous walk-in closet, hidden storage, and direct access to the laundry room. Downstairs, a spacious family room with gas fireplace and wet bar opens to a covered patio overlooking the surrounding landscape. A flexible space near the attached two-car garage offers versatility for a gym, office, or walk-in pantry. Gated and private, the property offers a rare combination of elevated views, privacy, and proximity to downtown Healdsburg. A distinctive Sonoma County setting for enjoying the landscape, entertaining, and embracing the best of wine country living. Property also listed in combination with 5 vacant land parcels in Land, 620 Coghlan Road, listing #326080900.

775 Benjamin Way, Healdsburg
33 S University St S, Healdsburg
$2,550,000
326080246 MLS ⋅ ACTIVE Status
Single Tenant Leased Investment or Owner-User Opportunity. Well suited for a Tax Deferred 1031 Exchange, Investor, or Owner-User. Very clean, well located, and secure light industrial property currently occupied by a long term credit Tenant. The Subject Property is leased to Santa Rosa Lead Products, a division of Mayco Industries, the largest manufacturer of fabricated lead-based products in the United States, who has occupied this light industrial Property since 2003, executed their fifth lease extension on a 5 year extension which now runs through March 31, 2028. The current Tenant has expressed a desire to occupy the Subject Property on a longer term basis depending on the desires and plans of a New Owner.

33 S University St S, Healdsburg
3323 Mill Creek Rd, Healdsburg
$799,900
2 Beds ⋅ 1 Baths ⋅ 326078865 MLS ⋅ ACTIVE Status
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, with mature trees framing the property and creating a peaceful backdrop for weekends away or a more permanent escape. Spend afternoons by the water, evenings in the hot tub beneath the trees, and mornings taking in the quiet of this special setting. A brand-new roof is an important recent improvement, while a detached shed and under-house laundry and storage add practical utility. Served by well and septic. For those who value authenticity, nature and the opportunity to bring their own vision to a property with genuine history, 3323 Mill Creek Road is a sweet piece of old Healdsburg. Probate sale, limited photos have been virtually staged.

3323 Mill Creek Rd, Healdsburg
17698 Healdsburg Ave, Healdsburg
$1,700,000
5 Beds ⋅ 4 Baths ⋅ 326079671 MLS ⋅ ACTIVE Status
North side of Healdsburg this 6+ acre property down a country lane sitting on a slight knoll with spectacular views. This is Healdsburg as it was meant to be. Priced to sell

17698 Healdsburg Ave, Healdsburg
447 Monte Vista Ave, Healdsburg
$1,345,000
4 Beds ⋅ 4 Baths ⋅ 326074275 MLS ⋅ ACTIVE Status
NEW PRICE: $1,345,000 Plus a seller credit toward the buyer's rate buy-down An Incredible Opportunity in Healdsburg Built in 2018, this thoughtfully designed property offers two separate residences on one lot. It's ideal for multigenerational living, private space for an adult child, caregiver or nanny, or additional rental income. The Main Residence A bright, single-level 1,708-square-foot home with three bedrooms and two-and-a-half baths. High ceilings, custom cabinetry and hardwood floors flow into a welcoming great room anchored by a fireplace. The chef's kitchen, with quartz countertops and stainless steel appliances, is made for gathering, and a separate formal dining room adds space for entertaining. Two bedrooms share a Jack-and-Jill bath, and the private primary suite sits at the back of the home with a walk-in closet and a well-designed bath. The ADU A fully permitted 538-square-foot, one-bedroom residence with quartz countertops, its own laundry, air conditioning, a new refrigerator and a new water heater. It's move-in ready. Two Homes, Fully Independent Each residence has its own address, separate utilities, and its own washer and dryer (included). That level of flexibility is increasingly hard to find. The Setting A generous lot with room for a pool and outdoor retreat, about one mile from the Healdsburg Plaza and its acclaimed restaurants, tasting rooms, boutiques and community events. Beautifully maintained and essentially turnkey, 445-447 Monte Vista Avenue combines newer construction, single-level living and the rare advantage of two homes in one Wine Country property. Seller credit subject to an accepted purchase contract and lender approval. ADU rent and financing terms not guaranteed.

447 Monte Vista Ave, Healdsburg
1593 Cali Ln, Healdsburg
$556,370
2 Beds ⋅ 3 Baths ⋅ 326078995 MLS ⋅ ACTIVE Status
Beautiful contemporary townhome with laminate flooring, open spacious kitchen with stone counter tops, gas stove, washer/dryer, refrigerator and a 2 car garage. This home is a Below Market property available to First time home buyers.

1593 Cali Ln, Healdsburg
778 S Fitch Mountain Rd, Healdsburg
$2,695,000
3 Beds ⋅ 3 Baths ⋅ 326078118 MLS ⋅ ACTIVE Status
Under a mile from the Healdsburg Plaza, South Fitch Mountain Road bends into oak shade, and this home sits behind that screen of trees, opposite the golf course and private enough that the town feels farther than it is. Set on 0.3368 acres, rare this close to downtown, the 1939 single-level home was extensively remodeled in 2020: three bedrooms, three full baths, and approximately 2,265 square feet, all on one floor. The remodeled kitchen anchors the main level with concrete counters and a restraint that lets the architecture speak. The great room opens beneath a vaulted ceiling, oversized windows framing the yard, the majestic oaks, and the golf course beyond, and a wood-burning fireplace holds the living room through winter. The primary suite sits at one end with generous closets, a marble and tile bath, and an indoor/outdoor shower; a quiet office sits at the other, a split plan that keeps work and rest separate. Single-level flow dissolves the boundary between living space and garden. Outside, a custom in-ground pool anchors the grounds, gas-heated for swimming well into fall, with a gazebo for shade and dinners that run late. The third-acre lot is level, mature, and screened by trees, garden and greenbelt in every direction. Next door, 11-acre Badger Park offers direct Russian River access, one of only two public river-access points in Healdsburg, plus athletic fields, community gardens, a riparian trail, and off-leash dog areas. Must see to appreciate the rare combination of single-level design, a large private lot, and a setting this close to the Plaza and the river.

778 S Fitch Mountain Rd, Healdsburg
518 March Ave, Healdsburg
$665,000
3 Beds ⋅ 3 Baths ⋅ 326078501 MLS ⋅ ACTIVE UNDER CONTRACT Status
Comfortable flow and everyday ease at 518 March Avenue in Healdsburg's Fitch Mountain Villas. Kitchen, dining, and living room gather together on the first floor along with a half bath. Bedrooms sit upstairs, with the primary suite set toward the back of the house for a quieter retreat. Natural light moves through the home, and a brand-new roof (December 2025) is already in place. Extra storage in the attic and in a closet that extends under the staircase, plus a spacious double garage. Community amenities include tennis courts, a pool, and a hot tub. An easy Wine Country lifestyle just minutes from Healdsburg Plaza, Fitch Mountain trails, and the Russian River.

518 March Ave, Healdsburg
983 Grove St, Healdsburg
$5,750,000
5 Beds ⋅ 8 Baths ⋅ 326077869 MLS ⋅ ACTIVE Status
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.

983 Grove St, Healdsburg
37 Front St Unit #D, Healdsburg
$325,000
2 Beds ⋅ 2 Baths ⋅ 326076230 MLS ⋅ ACTIVE UNDER CONTRACT Status
Enjoy easy Wine Country living in this inviting 2-bedroom, 1 1/2-bath townhouse in Russian River Pines. This two-story PUD offers a spacious living room, stainless steel appliances in the kitchen, plenty of closet space, dual-pane windows and a dual-pane sliding glass door, plus AC for your comfort. Step outside to a low-maintenance backyard with a nicely finished concrete patio and paver area, creating a comfortable space for outdoor dining, BBQs, morning coffee, or simply relaxing. A detached one-car garage, assigned parking, and street parking add convenience, while the HOA takes care of many exterior maintenance items, including landscaping, roof and gutter care, trash, sewer, and pest control. Located near Memorial Beach and the Russian River, with easy access to Healdsburg restaurants, tasting rooms, shops, and Wine Country attractions, this home offers a comfortable and manageable way to enjoy the area without a lot of upkeep.

37 Front St Unit #D, Healdsburg

Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.

How much is your home worth?

Get instant property value now!