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220 North St, Healdsburg
$1,950,000
3 Beds ⋅ 2 Baths ⋅ 326090239 MLS
Just steps from the Healdsburg plaza, stands a classic Victorian home built in 1900 with 10-foot ceilings and an abundance of historic character. The generously sized bedrooms are filled with natural light, the expansive kitchen and open floor plan make this the perfect wine country residence. The backyard has plenty of room for gardening while enjoying the above ground lap pool. The attached 628 sq ft ADU is ideal for family, friends or guests. Enjoy your morning coffee on the front porch while you watch the world go by on the peaceful section of North Street.

220 North St, Healdsburg
1575 Foxridge Rd, Geyserville
$2,350,000
3 Beds ⋅ 3 Baths ⋅ 326090080 MLS
Set among the oaks on nearly six acres in Geyserville's coveted Vineyard subdivision, this beautifully remodeled single-level ranch home offers 3,400 square feet of refined country living. The 3 bedroom plus office, 2.5 bath floor plan opens with soaring vaulted ceilings in the living room and flows to a gourmet kitchen anchored by a Wolf 5-burner gas cooktop. A charming circular sitting room adds character, while the great room's floor-to-ceiling windows open to a private deck perched in the treetops. The primary suite is a true retreat with oak tree views, hot tub access, and a spa bath featuring a tiled shower, a soaking tub framed by a window, and a private water closet. Outdoors, wisteria-draped pergolas, raised garden beds, and manicured grounds lead to direct trail and creek access. Optional Vineyard Club membership adds swimming, boating, kayaking, tennis, trails, and a clubhouse with patio and BBQ. Be part of historic Geyserville, with its acclaimed restaurants, tasting rooms, vintage shops, the best spot around for Western wear and a cowboy hat, and the beloved Annual Lighted Tractor Parade. Whether full time or weekends, this is Northern Sonoma County living at its finest.

1575 Foxridge Rd, Geyserville
951 Trentadue Way, Healdsburg
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 326088365 MLS
Meticulously designed with attention to every detail in this 4 bedroom, 4 bathroom home, including auxiliary dwelling unit. Finely crafted finishes, and bathed in natural light, showcasing the very best of Healdsburg. A short walk or bike ride to the Healdsburg Square Plaza. As you enter the property, you are greeted by a canopy of Heritage olive trees, and enter through the 10' custom French iron entry door, to 12' ceilings and a sophisticated entry flanked by the bespoke beamed ceiling dining room, featuring built-in cabinetry and a wine refrigerator on your right. To the left is an amply sized office or bedroom. A climate controlled wine storage wall built to store up to 21 cases of your favorite wine provides a sleek transition to the main living areas. The chef style kitchen is perfect for culinary enthusiasts, and connects to the great room, featuring a marble fireplace and a continuation of ceiling beams. Your eyes are drawn to yet another Heritage olive tree, ripe and ready to harvest in the backyard entertaining space, boasting stacking doors for a seamless continuity from indoor to outdoor living. Professionally landscaped, manicured grounds, created for little to no maintenance. Celebrate each entertaining space including outdoor covered dining patio , BBQ kitchen, cozy lounge area with fire pit, and a tranquil fountain rounding out this private retreat. Designed with attention to every detail, this residence embodies contemporary sophistication. Close to world class wineries and dining, Sonoma County Airport and the coast. Less than an hour to San Francisco.

951 Trentadue Way, Healdsburg
560 Matheson St, Healdsburg
$2,395,000
3 Beds ⋅ 3 Baths ⋅ 326084611 MLS
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
6697 Westside Rd, Healdsburg
$22,000,000
12 Beds ⋅ 14 Baths ⋅ 326086344 MLS
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
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
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
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
250 Monte Vista Ave, Healdsburg
$929,000
3 Beds ⋅ 2 Baths ⋅ 326084301 MLS
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
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
8320 Dry Creek Rd, Geyserville
$2,600,000
2 Beds ⋅ 2 Baths ⋅ 326082596 MLS
Elevated above Dry Creek Road on 26 acres, this private wine country retreat captures sweeping views across the Dry Creek Valley and surrounding landscape. Light and bright with an open, easy-flowing floor plan, the approximately 1,900 square foot home offers two bedrooms and two bathrooms with comfortable single-level living, plus a versatile loft/flex space. Large windows fill the home with natural light and showcase the views, while the kitchen features quartz countertops, an island cooktop, and an open connection to the main living areas. An expansive deck extends the living space outdoors, providing an inviting setting for dining, entertaining, relaxing, and taking in the beauty of the valley. County-approved vineyard replanting plans offer the opportunity to reintroduce vines and further enhance the property's wine country setting. Peaceful and private, the property is conveniently located near the wineries and experiences of Dry Creek Valley and Lake Sonoma, and less than 15 minutes from downtown Healdsburg.

8320 Dry Creek Rd, Geyserville
235 Clear Ridge Dr, Healdsburg
$2,695,000
4 Beds ⋅ 5 Baths ⋅ 326084099 MLS
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
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
21015 Geyserville Ave, Geyserville
$2,150,000
2 Beds ⋅ 3 Baths ⋅ 326083314 MLS
Located in the heart of downtown Geyserville, this exceptional mixed-use property offers a rare combination of residential quality, commercial flexibility, and prime Wine Country location. The upstairs residence features approximately 1,544 square feet with 2 bedrooms and 2 bathrooms, offering a comfortable and well-built living space. The upper level is highlighted by dramatic 17-foot barrel-vaulted ceilings, a front deck with views of Geyser Peak and the Mayacamas Mountains, and a rear deck that opens to a patio area ideal for entertaining. The downstairs commercial space includes approximately 1,615 square feet with high ceilings and an existing permit for wine tasting. The space also lends itself well to a variety of other uses, including an art gallery, retail showroom, professional office, or boutique hospitality concept. Positioned next door to Fermata Coffee, Diavola Pizzeria & Salumeria, and the Geyserville Gun Club Bar & Lounge, the property is surrounded by some of Geyserville's most recognized destinations. It is also just one block from Catelli's Restaurant and a short walk to The Corner Project, Cyrus 2.0, and Geyserville Grill. Additional features include off-street parking and an existing fire suppression system. With its strong location, vibrant community setting, quality construction, and limited availability of similar downtown Geyserville properties, this offering represents a truly scarce opportunity in one of Sonoma County's most charming Wine Country towns. Seller willing to lease back tasting room space for 6 months at attractive rate.

21015 Geyserville Ave, Geyserville
231 Zinfandel Rd, Healdsburg
$2,650,000
4 Beds ⋅ 5 Baths ⋅ 326082790 MLS
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
330 Plaza St, Healdsburg
$2,675,000
2 Beds ⋅ 2 Baths ⋅ 326082644 MLS
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
2460 W Dry Creek Rd, Healdsburg
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 326080729 MLS
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
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
775 Benjamin Way, Healdsburg
$3,995,000
4 Beds ⋅ 5 Baths ⋅ 326080943 MLS
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
3323 Mill Creek Rd, Healdsburg
$799,900
2 Beds ⋅ 1 Baths ⋅ 326078865 MLS
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
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
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
778 S Fitch Mountain Rd, Healdsburg
$2,695,000
3 Beds ⋅ 3 Baths ⋅ 326078118 MLS
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
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
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
440 Center St, Healdsburg
$1,895,000
2 Beds ⋅ 3 Baths ⋅ 326077999 MLS
Rare downtown retail with parking and two upstairs apartments with current CUP (conditional Use permit) for vacation rental. 3,348 square feet total comprises 1627 square feet of retail or office space below, 914 square feet front apartment and an 807 square feet rear apartment above. Enjoy this ideal location, just a short stroll to Healdsburg Plaza, local markets, and award-winning restaurants. 2 to 4 blocks from more than 10 restaurants. Plus, recently installed fire sprinklers system for added safety. Or live above your shop.

440 Center St, Healdsburg
224 Matheson St, Healdsburg
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 326077589 MLS
Rare opportunity in the heart of Downtown Healdsburg! This unique property offers a flexible layout and an exceptional location just moments from the Healdsburg Plaza, including restaurants, shops, and all that downtown Healdsburg has to offer. The main building, was previously a single family home, but was split and is currently configured as a office (previously a dentist office) including a separate 1 bedroom 1 bath apartment. Also including an semi attached duplex which provides a one-bedroom, one-bath unit and a two-bedroom, one-bath unit. Ready for its next chapter, this distinctive property offers an exciting opportunity for a buyer with vision. Bring your imagination and explore the potential of this special downtown offering. A tour is truly the best way to appreciate the property, it's layout, and it's location. Property also listed under Multi Unit Income MLS # 326076960

224 Matheson St, Healdsburg
950 Canyon Rd, Geyserville
$1,600,000
3 Beds ⋅ 2 Baths ⋅ 326065499 MLS
A rare opportunity to reimagine approximately 121 acres in the hills just outside Geyserville. Zoned LIA 40, this expansive property offers privacy, dramatic Wine Country scenery and exceptional potential for a buyer seeking acreage for an estate, agricultural use or other possibilities permitted under the existing zoning. The property includes an existing 3-bedroom, 2-bath residence that is in significant disrepair and is being offered primarily for its land value and future potential. Additional improvements include a 30' x 40' garage, approximately 40' x 80' shop, small pond, established ranch roads and a previously completed 9-bedroom perc. Elevated areas of the property offer sweeping views toward Dry Creek Valley, Conveniently located less than two miles from downtown Geyserville, approximately 10 miles from Healdsburg Plaza and less than a mile from Highway 101, this is a substantial acreage offering with compelling possibilities for the next owner.

950 Canyon Rd, Geyserville
4565 Mill Creek Rd, Healdsburg
$1,295,000
2 Beds ⋅ 1 Baths ⋅ 326069450 MLS
Escape to a one-of-a-kind retreat on approximately 11.5 secluded acres in the hills above Healdsburg. With no neighboring homes in sight, this peaceful property offers exceptional privacy and sweeping views across forested hills and distant ridgelines. Designed for indoor-outdoor living, expansive decking, a swimming pool, hot tub and outdoor shower create an inviting setting for entertaining, unwinding and enjoying the surrounding natural beauty. Fruit and citrus trees further enhance the relaxed country atmosphere. The home features two bedrooms and one bathroom with a steam shower, along with a detached office ideal for working from home or pursuing creative projects. A whole-property automatic generator provides additional peace of mind. An architecturally distinctive barn, already plumbed for sewer and water, offers flexible space for storage, equipment, a workshop or recreation, along with intriguing potential for conversion into additional living space, subject to applicable permits and approvals. A rare private sanctuary just outside Healdsburg.

4565 Mill Creek Rd, Healdsburg
531 Limerick Ln, Healdsburg
$2,295,000
4 Beds ⋅ 3 Baths ⋅ 326060632 MLS
Exceptional 5-acre Wine Country retreat sits on a quiet country lane just five minutes from the Historic Healdsburg Plaza. One of four estate parcels with established CCR's, featuring a private, beautifully updated single-story home surrounded by a 3.5-acre Petite Sirah vineyard, 20+ mature olive trees, and a charming redwood grove. Detailing a 6-bedroom standard septic system, plans for a 2-bedroom ADU, existing Short-Term Rental (STR) permit, 90 GPM shared well, underground utilities including natural gas, and AT&T fiber optic service. Recent improvements include a newer roof, HVAC system, and tankless water heater. An exceptional opportunity to enjoy the best of Wine Country living with outstanding flexibility as a primary residence, weekend retreat, or income-producing investment.

531 Limerick Ln, Healdsburg

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