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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 combines generous living space, approximately 5 acres, and exceptional flexibility in a sought-after wine country setting. With 4 bedrooms plus an office, 3.5 baths, and two primary suites, one on the main level and one upstairs, the home is designed for comfortable everyday living, entertaining, guests, and working from home. Every bedroom features its own spacious walk-in closet. The upgraded kitchen with pantry opens to the dining area, while owned solar with backup battery adds efficiency and peace of mind. Two separate two-car garages including a recently built garage with workshop bay offer outstanding space for vehicles, storage, hobbies, and projects. At the top of the property, a flat, elevated area with a gravel access road already cut in offers beautiful bird's-eye views and an exciting opportunity to explore a future ADU, guest house, studio, or other use. All within easy reach of Healdsburg, renowned wineries, 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
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
$2,395,000
3 Beds ⋅ 3 Baths ⋅ 326083089 MLS
When only something extra-special will do... enter 234 Lincoln Street. Charming, sweet, surprising... understated warmth with a designer touch throughout. 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 'old'-growth trees. 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. The attic space, complete with a skylight, offers intriguing possibilities. 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
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
$1,350,000
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
$1,199,000
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
$4,500,000
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
$1,395,000
4 Beds ⋅ 4 Baths ⋅ 326074275 MLS
Incredible Opportunity in Healdsburg and a must see. Built brand new in 2018, this thoughtfully designed Healdsburg property presents an exceptional opportunity for multigenerational living, a private space for an adult child, caregiver or nanny, or the potential for additional rental income. The property includes a beautifully appointed 1,708-square-foot, single-level main residence with three bedrooms and two-and-a-half bathrooms, along with a fully permitted 538-square-foot, one-bedroom ADU. Each residence has its own address, separate utilities, and dedicated laundry with washer and dryer included, providing a level of flexibility and independence that is increasingly difficult to find. The main home feels bright and spacious, with high ceilings, custom cabinetry, hardwood flooring, and a welcoming great room anchored by a fireplace. The generous chef's kitchen features quartz countertops and all stainless steel appliances and was designed for gathering, while a separate formal dining room provides additional space for entertaining. Two spacious bedrooms share a well-appointed Jack-and-Jill bathroom, and the private primary suite is tucked toward the back of the home with a walk-in closet and thoughtfully designed bath. The private ADU is equally well appointed, with quartz countertops, its own laundry, a air-conditioning system, new fridge and a new hot water heater, making it comfortable and ready for immediate use. Set on a generous lot with room to create a pool and a wonderful outdoor retreat, the property is ideally located approximately one mile from the Healdsburg Plaza, with acclaimed restaurants, tasting rooms, boutiques and community events just minutes away. Beautifully maintained and essentially turnkey, 445-447 Monte Vista Avenue combines newer construction, comfortable single-level living, and the rare advantage of two distinct residences in one desirable Wine Country property.

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
$699,000
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, is currently configured as a office (previously a dentist office) including a separate 1 bedroom 1 bath apartment. It was a previously a single family home that was separated into 2 units. 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
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
412 Fairway Ct, Healdsburg
$1,850,000
3 Beds ⋅ 2 Baths ⋅ 326076503 MLS
Thoughtfully crafted by JMA Construction and maintained with pride, this graceful 3-bedroom, 2-bathroom Healdsburg residence pairs warmth and convenience with timeless style, within 2,186 square feet indoor space flowing easily to delightful outdoor spaces. An artfully crafted landscape shelters a hidden deck at the front, leading you inside to discover warm and welcoming rooms with lovely red oak hardwood floors throughout the main area. Abundant natural light pours in from a strategically placed skylight over the kitchen making the contemporary counter tops and stainless steel appliances shine. A desk area between the kitchen and dining room meshes good workspace with additional pantry storage. Choose from one of many options for formal or informal meals, from the ample kitchen bar area, to the cozy breakfast nook, formal dining room or outside on one of the decks. The spacious formal dining room and cozy family room both open to the central deck with views of the hills, Fitch Mountain, and the adjacent golf course. The primary suite features a walk-in closet and an updated bathroom with a soaking tub, perfect for unwinding after a long day. The sliding door extends this bedroom to its own outdoor deck, a private space for rest and reflection. When you are ready, pop around for golf at Tayman Park or head downtown for the best of Healdsburg's cafes, restaurants, the Farmer's Market, Tuesday Concerts in the Plaza or the True West Cinema offerings. Become part of an exceptional Healdsburg neighborhood!

412 Fairway Ct, Healdsburg
421 Greens Dr, Healdsburg
$1,795,000
4 Beds ⋅ 3 Baths ⋅ 326076165 MLS
A sweet peach in bucolic and relaxing Healdsburg, California. Located just 8 blocks east of downtown and the vibrant Healdsburg Square, this extremely well maintained and loved home is in the heart of the Sonoma County wine country and the coveted Greens neighborhood. Built in 1989, this 2,648sf, two story home sits on a generous 10,000sf lot and features a beautiful, private, landscaped backyard with an amazing pool and spa. There are 4 bedrooms and 3 full baths. The main level front entry opens to a vaulted, light filled living room, formal dining area, beautifully upgraded kitchen with quartz counters and connected TV / sitting area with wood burning fireplace. There is a bedroom and full guest bathroom on the main level as well. The kitchen and sitting area access the a covered back porch / deck which runs the entire westside of the house. The upper level features the primary bedroom with walk-in closet, and upgraded-remodeled bathroom plus two additional bedrooms and second full bathroom. Relax and enjoy the gorgeous in-ground pool and spa, surrounded by mature landscaping with fruit trees and lush foliage. The back yard is fully fenced and creates a sense of peace and privacy. The thoughtfully landscaped front yard with magnificent peach tree enhances and compliments the well tended and pride of ownership which abounds in the Greens neighborhood. There is an oversized two car garage with ample storage. Greens Drive ends in a cul-de-sac with little car traffic and disruption, and a feeling of sanctuary abounds. The Russian River, Memorial Beach, and Fitch Mountain are right out your back door as well as the legendary dining and amazing wineries Healdsburg is known for world wide.

421 Greens Dr, Healdsburg
325 Fitch St, Healdsburg
$3,300,000
3 Beds ⋅ 2 Baths ⋅ 326047788 MLS
Set in the heart of Downtown Healdsburg, this stunning, single-story, turnkey home pairs historic character with modern craftsmanship. Originally built in 1903 and masterfully remodeled in 2007, the home showcases pride of ownership throughout and is just moments from the Plaza, acclaimed dining, the farmers market, and Healdsburg's renowned tasting rooms. The welcoming front porch invites you to slow down and enjoy the rhythm of downtown life, from morning coffee to an evening glass of wine and a friendly hello to neighbors passing by. Inside, 10-foot ceilings, hardwood floors, and abundant natural light create an airy, inviting space. The generously sized bedrooms offer versatile space for family, guests, or a dedicated home office. The kitchen features custom cabinetry, quartz countertops, and a sunny breakfast nook, while the living room centers around a classic fireplace. The home also has dual-zone HVAC. Step onto the spacious back porch, which seamlessly extends the living area into the outside. Situated on a 9,240-square-foot lot, the property offers an exceptional opportunity to enjoy outdoor living in one of Wine Country's most coveted locations. The back patio and porch provide summer shade and an inviting setting for al fresco dining, entertaining, gardening, and enjoying Healdsburg's exceptional Wine Country climate. A detached garage and generous driveway provide ample parking, while the property also offers potential for an ADU. Originally built in 1904 as the John McClish House, a storied wedding gift from the neighbors to a newly married couple, 325 Fitch Street is a rare piece of Healdsburg history, thoughtfully reimagined for modern Wine Country living. With its generous in-town lot, thoughtful updates, and enviable location, 325 Fitch Street offers something highly sought after: a private Wine Country residence paired with the extraordinary convenience of being just steps from the very best of Downtown Healdsburg.

325 Fitch St, Healdsburg
1750 Lytton Springs Rd, Healdsburg
$3,399,000
3 Beds ⋅ 3 Baths ⋅ 326072729 MLS
Establish your own wine country headquarters on approximately 15 acres in one of Sonoma County's most compelling settings. Perfectly positioned in the countryside yet just minutes from downtown Healdsburg and Geyserville, the property offers the rare combination of privacy, tranquility, and effortless access to two of Wine Country's most celebrated destinations. The residence is defined by soaring exposed-beam ceilings, abundant natural light, and a warm, refined aesthetic in touch with its surroundings. An expansive deck extends the living space outdoors, with sweeping views across Dry Creek Valley and the surrounding hillsides. The land invites a life well lived. A vanishing-edge pool enjoys full sun, while a majestic oak creates a natural canopy for outdoor dining and relaxation. Fruit trees, raised garden beds, expansive lawn, pizza oven, and approximately 4.5 acres of Zinfandel, Petite Sirah, and Sauvignon Blanc vines further root the estate in its authentic wine country setting. Inside, natural materials and exposed wood create warmth and permanence, while a central hearth anchors the home and its gathering spaces. The qualities that are nearly impossible to recreate - the setting, privacy, orientation, panoramic views, and connection to the surrounding landscape are already here and exceptional. The substantial barn provides a welcoming entertainment space and remarkable flexibility, with room to gather, spread out, and imagine a variety of uses. Combined with the property's rare 4,000-case winery production permit, it expands the possibilities for enjoying the property and creating a truly personalized Wine Country experience. A vacation rental permit provides further versatility. Private and immersive yet remarkably convenient, 1750 Lytton Springs Road offers something increasingly difficult to find: a property where residence, vineyard, recreation, hospitality, and wine country lifestyle come together in one extraordinary setting.

1750 Lytton Springs Rd, Healdsburg
114 Lavender Cir, Healdsburg
$860,000
3 Beds ⋅ 3 Baths ⋅ 326074223 MLS
Light-filled and impeccably finished, this three-bedroom, two-and-a-half-bath residence offers refined living just minutes from the Healdsburg Plaza. The main level opens as a single, gracious expanse, where kitchen, living, and dining spaces flow together beneath rich hardwood floors. A full suite of upgraded appliances, custom cabinetry, and quartz countertops anchor the kitchen, with designer fixtures throughout the bathrooms and a pedestal sink lends the powder room a note of understated elegance. A coveted main-level primary suite offers everyday ease with its en suite bath and walk-in closet. Beyond the interior space, a private patio has been transformed by extensive landscape enhancements into a true outdoor sanctuary with a gas grill, dining table for evenings that unfold without hurry. It is the rare space that makes an ordinary Tuesday feel like an occasion. Two additional bedrooms and a full bath await upstairs. An attached one-car garage and a designated parking space just steps from the front door complete the picture. Residents of Sorrento Square enjoy a bocce court, barbecue area, and a tranquil fountain with bench seating. Beyond the gates, Healdsburg's celebrated wineries, restaurants, and shops are all within easy reach, with public transportation close at hand.

114 Lavender Cir, Healdsburg
733 University St, Healdsburg
$1,250,000
3 Beds ⋅ 1 Baths ⋅ 326058165 MLS
Build Your Healdsburg Dream Home: Approved Plans in Hand. An exceptional and rare chance to build new in the heart of Healdsburg. This .17-acre lot sits at the highest point on University Street, offering elevated positioning in one of the city's most established residential neighborhoods. A 3-bedroom, 1-bath home (781 sq ft) currently sits on the lot and is tenant-occupied. Offered at $1,250,000, the price reflects the lot value plus buyer-ready deliverables: a full set of drawn plans and approved city permits. You're stepping into a project that's ready to build. Just 0.9 miles from Healdsburg's iconic downtown Plaza, you're moments from renowned restaurants, acclaimed wine tasting rooms, and artisan boutiques that have made this small city a Wine Country destination. Outdoor enthusiasts will love being 1.2 miles from Fitch Mountain Preserve. Close to Healdsburg's medical facilities and top-rated schools within Healdsburg Unified. This property truly offers it all: lifestyle, convenience, and community. New construction opportunities in established Healdsburg neighborhoods are exceedingly rare. A buyer can move directly to choosing their builder and breaking ground, saving months of time and tens of thousands in pre-construction costs. Shovel-ready in Healdsburg doesn't come up often. This is your moment.

733 University St, Healdsburg
424 Greens Dr, Healdsburg
$1,575,000
3 Beds ⋅ 2 Baths ⋅ 326070311 MLS
Room to Garden, Gather & Enjoy Healdsburg - Set in Healdsburg's desirable Greens neighborhood, this spacious 3-bedroom, 2-bath home offers an exceptional setting with a generous 9,800 sq. ft. lot, mature landscaping, and a peaceful outlook over the Healdsburg Golf Club. Inside, approximately 2,022 sq. ft. of living space provides a comfortable layout with plenty of room to live, gather, and make the home your own. The expansive grounds create a wonderful opportunity for outdoor living, gardening, entertaining, or simply enjoying the tranquility of the setting. With the golf course directly behind the property and Healdsburg Plaza just minutes away, this is a rare combination of privacy, open space, and convenient access to the restaurants, boutiques, galleries, and vibrant community life that make Healdsburg so special.

424 Greens Dr, Healdsburg
6341 W Dry Creek Rd, Healdsburg
$2,195,000
3 Beds ⋅ 2 Baths ⋅ 326070662 MLS
Trade the fog for sunshine and discover your own private Wine Country retreat. Perched above Sonoma County's Dry Creek Valley on 1.76 acres, this exceptional property captures breathtaking views, abundant natural light, & the relaxed lifestyle that draws so many to Wine Country. Tucked at the end of a private road with no neighbors in sight, the property offers remarkable privacy while remaining just minutes from renowned wineries, acclaimed dining, & outdoor recreation. This offering features a mid-century modern main residence & a detached cottage surrounded by terraced gardens, a hobby vineyard, mature oak woodlands, & a seasonal creek. Expansive floor-to-ceiling windows frame panoramic valley views & fill the home with natural light. Warm wood finishes and an open-concept design create a seamless connection between indoor and outdoor living. The spacious view deck is perfect for morning coffee, sunset dinners, or an evening glass of wine overlooking Dry Creek Valley & Mt. St. Helena. The primary suite is a peaceful retreat with a spa-inspired bath, walk-in closet, & opens to the deck that invites in the stunning views. A den & guest room share a full bath, while the lower level offers flexible space for an office, studio, fitness room, or media room, plus a wine cellar, laundry area, and attached two-car garage with workshop. The detached cottage sits away from the main house at the entrance of the property, offering a bright, inspiring space with vaulted ceilings, a covered porch, a tiered deck, and sweeping valley views, perfect for creative pursuits, quiet reflection, or simply enjoying the beauty of Wine Country. Outdoor living takes center stage with an alfresco kitchen featuring a BBQ, wood-fired pizza oven, and handcrafted live-edge dining table for entertaining beneath the stars. Meandering paths lead through beautifully landscaped gardens and an orchard with citrus, plum, fig, apple, and olive trees. The hobby vineyard, planted with Zinfandel and Carignan, adds authentic Wine Country character, while a seasonal creek, chicken coop, and storage shed complete the property. Located just 20 minutes from Healdsburg Plaza, 15 minutes to Highway 101, and about 90 minutes from the Golden Gate Bridge, this is your opportunity to leave the fog behind and embrace the sunshine, privacy, and beauty of Sonoma County.

6341 W Dry Creek Rd, Healdsburg
238 Hummingbird Ct, Healdsburg
$725,000
3 Beds ⋅ 2 Baths ⋅ 326070350 MLS
Welcome to 238 Hummingbird Place, a charming single-story home nestled in the desirable Rio Vista Estates community of Healdsburg. This 3-bedroom, 2-full-bath PUD offers approximately 1,122 square feet of comfortable living space with an inviting layout and the ease of single-level living. As a resident of Rio Vista Estates, enjoy access to community amenities including the clubhouse, swimming pool, and private beach'' accessperfect for relaxing, entertaining, or enjoying warm Sonoma County days. Beyond the community, you'll find all that makes Healdsburg such a special place to call home. Known for its picturesque setting, historic downtown plaza, acclaimed restaurants, boutique shopping, and world-renowned wineries, Healdsburg offers a wonderful blend of small-town charm and sophisticated wine-country living. Spend the afternoon exploring local tasting rooms, enjoy dinner in the heart of downtown, or simply take in the beauty of Sonoma County. Whether you're looking for a comfortable primary residence, a wine-country getaway, or an opportunity to become part of the Healdsburg community, 238 Hummingbird Place offers an appealing combination of comfort, amenities, and location.

238 Hummingbird Ct, Healdsburg
5100 W Soda Rock Ln, Healdsburg
$1,495,000
2 Beds ⋅ 1 Baths ⋅ 326064866 MLS
Experience the quintessential Alexander Valley lifestyle at 5100 W Soda Rock Lane. Tucked away in the heart of Sonoma County wine country, this property offers a rare front-row seat to rolling vineyard vistas and the dramatic peaks of the Mayacamas Mountains. A modest floor plan with 2 bedrooms and 1 updated bathroom flows to the inviting backyard. The outdoor living space is designed for pure relaxation and seamless entertaining. Spend your afternoons lounging by the sparkling pool or firing up the pizza oven for an al fresco meal while taking in the surrounding beauty. Whether you're hosting dinner under the stars or simply soaking in the calm just moments from Healdsburg's world-class dining and tasting rooms, this address delivers the perfect blend of relaxed elegance and natural beauty. There's an effortless sense of ease that comes with calling W Soda Rock Lane your home.

5100 W Soda Rock Ln, Healdsburg
14183 Chalk Hill Rd, Healdsburg
$1,295,000
3 Beds ⋅ 3 Baths ⋅ 326065513 MLS
Tucked along the banks of a year-round creek, this fully remodeled 2,178 sq ft retreat blends thoughtful design with the kind of privacy that's increasingly rare in wine country. Set on a .55-acre lot, the property has been re-envisioned from the studs up, balancing warm, contemporary finishes with an easy connection to the land around it. The main house offers 2 bedrooms and 2 bathrooms in a serene setting with a usable yard, abundant deck space, and oak trees surrounding the property. Extensively renovated to feel timeless and elegant in wine country. Features include extensive use of fire resistant metal siding on the exterior, newer cabinetry, slab countertops, new appliances, hardwood floors, fully remodeled bathrooms and a fully functional interior elevator. Attached yet fully separate, the guest quarters add a private 1-bedroom, 1-bathroom living space ideal for visiting family, a home office, or rental income potential. Step outside and the creek frontage becomes the true centerpiece of the property, offering a rare sense of seclusion and a direct connection to nature just minutes from town. Whether you're looking for a full-time residence, weekend escape, or multigenerational setup, 14183 Chalk Hill Rd delivers a rare combination of privacy, water frontage, and move-in-ready polish.

14183 Chalk Hill Rd, Healdsburg
5968 W Dry Creek Rd, Healdsburg
$2,900,000
3 Beds ⋅ 2 Baths ⋅ 326065911 MLS
Nestled in the heart of Healdsburg's highly sought-after West Dry Creek Valley, this exceptional Wine Country retreat offers the perfect blend of privacy, natural beauty, and relaxed luxury. Set on approximately 3.04 acres and surrounded by renowned vineyards and wineries, the property captures the essence of Wine Country living. The single-level residence features 3 bedrooms and 2 bathrooms with the potential for future expansion, offering the possibility of adding up to two additional bedrooms (buyer to verify). Designed for effortless indoor-outdoor living, the beautifully landscaped grounds provide an idyllic setting for entertaining family and friends. Enjoy warm summer days by the sparkling in-ground pool and spa, host memorable barbecues on the expansive outdoor living areas, or simply relax while taking in the picturesque vineyard views that border two sides of the property. Whether you're seeking a full-time residence, weekend escape, or Wine Country getaway, this rare West Dry Creek offering combines an unbeatable location with exceptional potential in one of Sonoma County's most coveted destinations.

5968 W Dry Creek Rd, Healdsburg