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luxury houses for sale Healdsburg, United States

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25
Video

House with garden Healdsburg (United States)

Poised just steps from the legendary Healdsburg Plaza, 362 Piper Street represents an exceptionally rare opportunity — a masterfully reimagined 2-bedroom, 1.5-bath condominium where bespoke design, an effortlessly open floor plan, and the ultimate lock-and-leave lifestyle converge in perfect harmony. Whether you envision a refined full-time sanctuary, a coveted Wine Country retreat, or a blue-chip investment at one of Sonoma County's most prestigious addresses, this is simply, undeniably, the one. From the moment you step inside, the intention is unmistakable: no detail was overlooked. The open-concept main level reveals itself with a designer's eye and an artist's restraint — shiplap-clad walls, cascading natural light, luminous Carrara marble surfaces, and a seamless choreography between living, dining, and kitchen that feels at once intimate and gloriously expansive. At the heart of it all, the showstopping chef's kitchen commands the room. Anchored by Carrara marble countertops and a suite of gleaming professional-grade appliances, the space opens gracefully onto both the private garden patio and the living room / dining room — effortlessly composed for relaxing weekend mornings and elevated evenings of entertaining. A garden-facing window floods the kitchen in warm, painterly light, blurring the boundary between the indoors and the beauty beyond. The primary suite is nothing short of a private sanctuary — serene, generously proportioned, and finished with the kind of quiet sophistication that whispers luxury rather than shouts it. The spa-caliber en suite bath features dual vanities, hand-selected marble surfaces, custom cabinetry crafted with precision, and a lavishly appointed walk-in shower. Practical peace of mind arrives as standard. A new roof, gutters, and water heater (2020), paired with full central air conditioning, ensure this residence is entirely and immediately move-in ready. The HOA completed a community-wide roof and gutter replacement in 2019, with exterior enhancements already fully funded through reserves — a powerful testament to this community's exceptional stewardship and long-term vision. Dedicated overhead storage above the private carport adds additional convenience. Monthly HOA dues encompass professional management, exterior maintenance, and lush grounds care — delivering the effortless Wine Country lifestyle this address promises. And the location? Simply unrivaled. Steps to Healdsburg's celebrated culinary destinations, world-class tasting rooms, curated artisan boutiques, and the sun-drenched Plaza that has long defined this extraordinary town as one of California's most sought-after escapes.

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$815,000
2bedrooms
2bathrooms
land 40

By Healdsburg Sotheby's International Realty

11

House Healdsburg (United States)

Rare downtown retail with parking and two upstairs apartments with current CUP (conditional Use permit) for vacation rental. 3,348± square feet total comprises 1,627± 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.

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$1,995,000
2bedrooms
3bathrooms

By Healdsburg Sotheby's International Realty

33

House with garden Healdsburg (United States)

Extraordinarily rare 23± acre riverfront estate in Healdsburg with 1,500± feet of frontage along the Russian River. Set within a serene, park-like landscape of heritage oaks, natural rock outcroppings, native flora, and stately redwoods, the property offers a remarkable balance of natural beauty, privacy, and understated sophistication. The estate supports a rich natural habitat filled with songbirds, hawks, and seasonal waterfowl that enhance the peaceful rhythm of the riverfront setting. A scenic drive leads to a thoughtfully designed 3-bedroom, 3.5-bath residence positioned on a peaceful knoll overlooking the Russian River and surrounding valley. Offered in turn-key condition, the home features refined, high-quality finishes throughout, including a professionally appointed kitchen and baths, standing seam metal roof, and timeless board-and-batten exterior. The grounds are both highly usable and beautifully curated, featuring a fruit orchard, greenhouse, raised garden beds, rustic redwood barn, private one-hole golf practice green, and direct access to the Russian River for recreation and relaxation. A magnificent State Champion Pecan tree serves as a defining natural landmark and centerpiece of the estate. Bordering a protected 750+ acre ranch under the stewardship of the Sonoma Land Trust, the property benefits from an enduring sense of openness, buffer, and privacy for generations to come. Included is a separate 1± acre elevated parcel with views toward Mount St. Helena, offering an exceptional setting and rare opportunity to create a second residence while enjoying the existing home. Approximately 15± minutes from downtown Healdsburg and just 70± miles from the Golden Gate Bridge, this is an unparalleled legacy estate offering in Sonoma County.

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$7,995,000
3bedrooms
4bathrooms
land 9.1ha

By Healdsburg Sotheby's International Realty

38

House with garden Healdsburg (United States)

Beautifully rebuilt and move-in ready, this stunning 2-bedroom, 2-bath cottage home offers the perfect blend of luxury finishes, thoughtful craftsmanship, and an unbeatable Healdsburg location. Situated directly across the street from Russian River access, enjoy the best of outdoor living while being minutes from downtown Healdsburg's world-class restaurants, renowned wineries, and boutique shopping. This fully permitted renovation features elegant marble countertops, designer Ann Sacks tiles, premium Waterworks faucets, and sophisticated Visual Comfort lighting. The cottage is equipped with high-end Fisher & Paykel appliances (refrigerator, microwave, and dishwasher), a Viking gas range and a stacked interior washer and dryer. The yard boasts river views and a newly completed river rock retaining wall, poured driveway and walkways, with an outdoor patio. Additional highlights include engineered hardwood floors, Pella aluminum-clad windows, WUl-compliant exterior Hardie shingles and TruExterior trim, spray foam insulated walls and ceiling throughout the house and garage and off-street parking for up to four cars plus an attached single-car garage. An exceptional opportunity to own a beautifully finished home in one of wine country's most desirable locations.

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$895,000
2bedrooms
2bathrooms
land 502

By Sotheby's International Realty - Wine Country – Sonoma Brokerage

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27

House Healdsburg (United States)

Stunning 3 bedroom, 2 bath mid-century bungalow perfectly positioned in one of Healdsburg's most coveted locations just one block from Giorgi Park, within walking distance of Healdsburg High School, Junior High, and Middle School, and less than 0.7 miles from the vibrant downtown Plaza where world-class dining, premier wine tasting, and boutique shopping await. This is Healdsburg living at its finest. Recently renovated throughout, the showstopping kitchen features modern subway tile, brand new floors, quartz counters, and sleek stainless steel appliances a space that's as functional as it is stunning. Both bathrooms have been tastefully updated, offering a fresh, completely move-in ready feel from top to bottom. The living room sets the stage for effortless entertaining, anchored by a striking gas fireplace that creates the perfect ambiance for intimate gatherings or lively dinner parties. Hardwood flooring, central air & heat and dual-paned windows ensure year-round comfort. Step outside and discover one of this property's true gems an enormous, private, fenced backyard that's an entertainer's dream. Host summer barbecues on the paved patio, tend to a garden, or simply unwind beneath the shade of a gorgeous elm tree. With ample space to add an ADU, the possibilities for additional income or multi-generational living are wide open. A massive two-car garage rounds out this exceptional offering, delivering the space, style, and location that savvy Healdsburg buyers have been waiting for. This is more than a home it's a lifestyle. Don't miss your chance to make it yours.

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$925,000
3bedrooms
2bathrooms
land 567

By Healdsburg Sotheby's International Realty

24
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House with garden Healdsburg (United States)

Own the Altitude. Positioned along Valley View on the preferred side of Fitch Mountain, this approximately 2,200 square foot residence delivers what cannot be recreated: elevation and horizon. The main living level sits upstairs exactly where it belongs so daily life meets open sky. Living room, kitchen, and primary suite are oriented toward expansive views and natural light. Downstairs, a generous family room and two additional bedrooms provide separation and flexibility. Built in the 1980s and offered in original condition, this is not about finishes. It's about fundamentals. In a neighborhood where homes range from approximately $1.2 million to over $3.5 million, this offering represents entry into one of Healdsburg's most compelling ridgeline settings. Front and rear decks extend the footprint outward and invite reinvention. Tucked at the end of an easement, the property offers privacy without isolation within the City of Healdsburg and minutes to downtown. Elevation is permanent. The rest is up to you.

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$1,225,000
3bedrooms
2bathrooms
land 3,148

By Sotheby's International Realty - Wine Country – Sonoma Brokerage

36
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House Healdsburg (United States)

Experience contemporary Wine Country living in this exceptional custom-built home, a rare opportunity to own new construction in the beautiful and vibrant town of Healdsburg. Offering four bedrooms, three-and-a-half bathrooms, and 2,843 square feet, this thoughtfully designed home showcases premium finishes, abundant natural light, and a flowing floor plan that ensures you will enjoy every aspect of the home. The dramatic great room is anchored by soaring cathedral ceilings, a sleek fireplace, and expansive windows that frame peaceful hillside views. There is French oak flooring throughout the living spaces, while contemporary lighting fixtures and carefully curated designer details create a warm, sophisticated aesthetic. At the heart of the home is the kitchen featuring a 48-inch double-oven gas range, two additional wall ovens, a separate butler's pantry, custom cabinetry, and a waterfall island with bar seating ideal for everyday living. The adjoining dining and living areas open to a spacious view balcony, creating seamless access between the kitchen and living spaces to the outdoors. A climate-controlled wine alcove provides an elegant display for your collection, while additional lower-level space offers the opportunity to expand the wine storage capabilities of the property. The flexible floor plan includes a spacious en suite bedroom on the main level, ideal for guests, multigenerational living, or a private home office. Upstairs, the primary suite serves as a peaceful retreat, complete with a large private balcony, a luxurious bathroom with a soaking tub, oversized curbless shower, and a walk-in closet. Two additional en suite bedrooms provide comfort and privacy for family and guests. Outside, the natural landscape creates a serene backdrop with a canvas to bring your own touches to the space, whether you envision a pool, expanding patios, or beautifully terraced gardens. Additional highlights include owned solar panels, several fruit trees, and a three-car garage. Blending striking modern architecture with thoughtful design choices meant to emphasize how people want their homes to live. Lean into the relaxed beauty of Northern Sonoma County - all just minutes from Downtown Healdsburg, restaurants, wineries, and boutiques - while calling this beautiful new home yours.

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$2,995,000
4bedrooms
4bathrooms
land 1,174

By Golden Gate Sotheby's International Realty

50
Video

House Healdsburg (United States)

Custom new build in the heart of Healdsburg, 5 minutes from Healdsburg Square. This 4 bedroom, 3.5 bathroom home includes an expansive three car garage with motor court, allowing ample off-street parking. The main level includes climate controlled wine storage adjacent to the open concept great room, dining and kitchen, which serves up artfully styled custom cabinetry and beautifully crafted hardware, layered lighting, 48'' double oven gas range, 2 additional ovens, 2 dishwashers, built-in refrigerator, a pantry designed for entertaining, and an island for social seating. Also on the main level is an en suite bedroom, large laundry room, and a stylish powder room. Additional 3 bedrooms, including the primary en suite, 2 secondary bedrooms, bathrooms, and open loft area are all located upstairs with equally impressive views. Multiple decks and private patios, offer a variety of places to enjoy the Mediterranean climate. Professionally landscaped throughout. The home is bathed in natural light with views of rolling hills from nearly every window. Stacking sliding glass doors offer effortless transitions to the outdoors. Evening brings city light and sunset views. Rich wood detailing offers layers of warmth, with modern sophistication.

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$2,995,000
4bedrooms
4bathrooms
land 1,174

By Healdsburg Sotheby's International Realty

38

Farmhouse Healdsburg (United States)

Experience the timeless beauty of Sonoma County at this idyllic ranch-style farmhouse, gracefully set on approximately 1.47 acres just beyond the Healdsburg city limits. Surrounded by neighboring vineyards and a picturesque pond, this beautifully maintained property offers the perfect blend of country living, privacy, and close proximity to Downtown Healdsburg. The single-level residence features three bedrooms, two bathrooms, and 1,742+/- square feet of thoughtfully designed living space. The spacious living room is anchored by a fireplace and uniquely flows into the glass greenhouse that brings the outdoors in throughout every season. The generous kitchen and dining room are filled with natural light and overlook the lush grounds, creating an inviting space for everyday living and entertaining. The primary suite enjoys an en suite bathroom and access to the backyard and pool. Several outbuildings provide additional spaces that can be used in a variety of ways. Outside, every corner of the property has been thoughtfully cultivated. Towering redwoods provide a dramatic backdrop to the sparkling pool and expansive patio, while beautifully landscaped gardens, raised planting beds, and winding pathways invite exploration. Enjoy evenings beneath the pergola with the outdoor barbecue and dining area, or enjoy a cup of coffee under the redwoods. The fenced pasture, charming chicken enclosure, and mature gardens create an authentic Sonoma County lifestyle rarely found this close to town. Located just minutes from the renowned Healdsburg Plaza, world-class wineries, acclaimed restaurants, and boutique shopping, this exceptional property offers the tranquility of country living with the convenience of one of Wine Country's most sought-after destinations.

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$1,875,500
3bedrooms
2bathrooms
land 5,949

By Golden Gate Sotheby's International Realty

47
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House Healdsburg (United States)

The modern aesthetic of this Healdsburg residence is purposeful, emphasizing craftsmanship, proportion and premium finishes. Thoughtfully conceived and expertly executed, offering 4BR/4 BA plus 2 - 1/2 BA home with 1BR/1.5BA ADU. Inside, 10 ' ceilings, wide-plank white oak floors, and a custom designed 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 ample primary suite opens to a private garden and features a spa bath with freestanding tub, walk-through rain shower, Kohler smart toilet, His & Hers vanities and a bespoke dressing room with a dedicated 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, along with all unaltered images, are available in the photo gallery.

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$5,900,000
5bedrooms
8bathrooms

By Sotheby's International Realty - San Francisco Brokerage

39

House Healdsburg (United States)

A striking example of modern Wine Country architecture, this custom-designed residence offers a refined balance of luxury with a commitment to design integrity, enduring quality, and livability in downtown Healdsburg. A soaring living room with walls of glass is anchored by a dramatic Shou Sugi Ban fireplace, while a sculptural glass-and-metal staircase and wide-plank white oak floors elevate the interiors. The chef’s kitchen is a true showpiece, featuring Miele appliances, custom Crystal cabinetry with motorized uppers, iridescent tile backsplash, and White Macaubus quartzite countertops, all centered around a 12-foot island. Designer fixtures by Kohler, Brizo, Duravit, and more enhance every space, while each bathroom showcases bespoke vanities, statement tile, and refined stone surfaces. The primary suite offers a boutique-style dressing room and a spa bath with soaking tub, glass shower, and Silver Wave quartzite. A beautifully finished 1-bedroom ADU includes vaulted ceilings, KitchenAid appliances, marble and terrazzo bath, and private deck. Gated rear drive and enhanced outdoor living with patio terrace, garden beds, and a designated site for a future pool. With a metal roof, Marvin-clad windows, this is turnkey luxury at its finest. Some images have been digitally enhanced. Those and all unaltered images are available in the photo gallery.

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$5,400,000
5bedrooms
5bathrooms

By Sotheby's International Realty - San Francisco Brokerage

30

House Healdsburg (United States)

Nestled atop the gentle rolling hills of Healdsburg, this home has sweeping views of the world-renowned Dry Creek Valley and within 10 mins of the downtown area. Expansive windows throughout echo the natural splendor of the landscape with vistas of the lush valley beyond, while ensuring each room is illuminated by abundant natural light. This tasteful newly updated home creates a sanctuary of comfort and casual elegance set by the tone of the natural beauty that surrounds this residence. Moving through the home the large open concept living area is accented by Fir wood floors, contemporary fireplace, vaulted ceiling & dining area. The inviting kitchen features quartz countertops, breakfast bar, maple cabinetry, and new appliances. Three bedrooms (two with ensuite bathrooms), three bathrooms total. The multiple glass doors throughout the home invite you to step out and relax on the large wooden decks or enjoy the gentle 5.29 usable acres surrounding the home, where many possibilities await; horses, agriculture, livestock, and ADU. Oversized three car detached garage.

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$1,995,000
3bedrooms
3bathrooms
land 2.1ha

By Golden Gate Sotheby's International Realty

32
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House with garden and terrace Healdsburg (United States)

Discover one of Healdsburg's best-kept secrets. Tucked away on the sunny side of South Fitch Mountain, just across from the Russian River and county beach, this remarkable property offers a rare combination of year-round sunshine, exceptional privacy, and timeless character just ten minutes from Healdsburg Plaza. Lovingly shaped by the same artist for more than 45 years, the home showcases handcrafted details including custom tile, stained glass, warm wood accents, and abundant natural light. Three distinct living spaces provide flexibility for extended family, guests, creative pursuits, or income potential. Terraced gardens, stone pathways, and inviting outdoor living spaces create a setting designed for both entertaining and quiet reflection. With immediate access to swimming and kayaking on the Russian River, this is more than a home, this is a place where privacy, nature, and creativity come together in one of Healdsburg's most unique settings.

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$995,000
4bedrooms
3bathrooms
land 873

By Sotheby's International Realty - Wine Country – Sonoma Brokerage

43
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Farmhouse Healdsburg (United States)

270± awe-inspiring acres surrounded by Pritchett Peaks Wilderness Refuge, Lake Sonoma Recreation Area and Healdsburg Wineries, Falcon Highlands Ranch offers the serenity of rural life and the charm of the Wine Country. FHR is bordered to the West by private vineyards, to the North and East by Army Core of Engineers lands. Most of FHR's property borders open land. Enjoy over 1-mile of Lake Sonoma frontage. The first 100 yards from Lake Sonoma is owned by COE. However, FHR does have direct access to the lake. This property has gentle rolling land with oak studded meadows & redwood forests. It includes 3 legal parcels with a large 3,600± sq ft barn including an additional 2,160± sq ft main living area above, 2nd 912± sq ft ADU/guest house, 1,300± sq ft yoga studio, 3-tractor equipment garage, pond and miles of interior all weather roads. FHR is off the grid. Electricity is supplied by solar, lithium batteries with inverters and generators. The system is state-of-the-art, robust and dependable. This is truly a gentleman's ranch that offers top tier amenities, aesthetics and a location with perfect privacy, a refuge from the rest of the world yet providing convenient proximity to adventure, Healdsburg's wineries, restaurants and shopping. Here you will find the best of everything.

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$7,995,000
6bedrooms
4bathrooms
land 109.3ha

By Healdsburg Sotheby's International Realty

26
Video

House Healdsburg (United States)

Nestled at the end of a quiet cul-de-sac and just a few minutes' walk from the Healdsburg Plaza, this polished 2-bedroom, 1.5-bath condominium punches well above its square footage. Whether you're planting roots in Sonoma County, searching for a seamless second home, or adding a smart asset to your portfolio, 366 Piper delivers on all fronts. Natural light pours through every window, and the interior has been finished with a level of care you don't often see at this price point. The living room centers around a gas fireplace with a custom concrete mantel, understated, warm, and genuinely stylish. In-wall TV wiring and a hydraulic wall mount handle the tech side without cluttering the space. The primary suite is calm and well-considered, with a ceiling fan, recessed lighting, and a full bathroom. A full-size vented washer and dryer are tucked neatly within the suite, a small detail that makes a big difference day-to-day. Out back, a low-maintenance patio gives you an outdoor perch without the upkeep, ideal if you're splitting time between properties and don't want a yard demanding your attention. The big-ticket items have already been handled: new roof, gutters, and hot water heater (all 2020), plus central air conditioning. The HOA replaced roofs and gutters community-wide in 2019 and has exterior improvements on the horizon, fully funded through reserves. Additional storage sits above the parking area. HOA fees cover management, exterior maintenance, and grounds, so your weekends stay yours. Healdsburg's best restaurants, tasting rooms, and boutiques are a short walk away. This is the kind of place that just makes life a little easier.

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$749,900
2bedrooms
2bathrooms
land 40

By Healdsburg Sotheby's International Realty

21
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House Healdsburg (United States)

Single level three-bedroom, two-bathroom home with open floor plan and lots of light. Kitchen and primary bedroom open to the backyard with a pergola-covered concrete deck. Large garage with shop area. Property is nicely landscaped and has a sunny front porch. Ideal for entertaining. Storage area above garage with stairs that can be lowered. Located in an ideal neighborhood less than two miles to Healdsburg Plaza. Walk to shopping. Easy access to Highway 101, Alexander Valley, and Dry Creek Valley. Currently tenant occupied.

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$860,000
3bedrooms
2bathrooms
land 567

By Golden Gate Sotheby's International Realty

37

House Healdsburg (United States)

Discover the perfect blend of natural beauty and downtown convenience in this spacious 3-bedroom, 2.5-bathroom Healdsburg retreat. Ideally located just steps from Byron Gibbs Park and a scenic 1.5± mile stroll to the iconic Healdsburg Plaza, this home offers immediate access to world-class dining, shopping, and tasting rooms. The light-filled, open layout is designed for seamless entertaining, flowing directly onto an expansive back deck that overlooks a peaceful stream. Wander across the bridge to discover a rustic chicken coop area, a charming canvas for your farm-to-table dreams or a creative garden project. For those needing extra space, the property features two separate garages, providing ample room for vehicles, a home gym, or a dedicated workshop. Ready for its next chapter, this home comes thoughtfully refreshed with brand-new interior and exterior paint, as well as plush new carpeting upstairs. This turn-key sanctuary allows you to move right in and start enjoying the quintessential Wine Country lifestyle from day one.

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$1,148,275
3bedrooms
3bathrooms
land 1,295

By Healdsburg Sotheby's International Realty

Contract pending
50
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House with pool and garden Healdsburg (United States)

Experience the pinnacle of wine country living at this exceptional Dry Creek Valley estate, set on 25.9± private acres surrounded by world-class vineyards. This stunning home offers 4 bedrooms, one a newly added in-law unit, 4 full baths, and 2 powder rooms, masterfully blending modern sophistication with natural beauty. Expansive terraces, manicured grounds, and panoramic vineyard views create a breathtaking backdrop for entertaining, from al fresco dinners under the stars to poolside lounging and golden hour wine tastings. Every space is designed for both celebration and serenity. Inside, the open-concept Great Room flows seamlessly to the outdoors, ideal for gatherings large or small. A chef's kitchen, soaring ceilings, and a serene primary suite offer elegant comfort. Walls of glass and clean architectural lines bathe the home in light and warmth. Whether hosting a sunset soiree or savoring a quiet glass of wine, this estate embodies the best of the Healdsburg lifestyle--refined, relaxed, and undeniably luxurious.

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$3,795,000
3bedrooms
5bathrooms
land 10.5ha

By Healdsburg Sotheby's International Realty

50
Video

House with pool and garden Healdsburg (United States)

Tucked amidst the storied vineyards of Dry Creek Valley, this exceptional 55± acre estate is a rare expression of elevated wine country living. Every element—from the architectural elegance to the immersive natural setting—has been masterfully designed to inspire both celebration and serenity. Arrive through a private drive to a residence that seamlessly merges contemporary refinement with organic beauty. Expansive terraces and manicured grounds frame sweeping vineyard views, creating an idyllic backdrop for every moment. Host intimate dinners beneath the stars, unwind by the resort-style pool, or toast golden hour with curated wines and charcuterie—all in complete privacy and style. The elegant 6,400± sq.ft. luxurious residence offers 4-bedrooms, 4-full bathrooms, 2-powder rooms, a 3-car garage and thoughtfully designed to capture the breathtaking surroundings at every turn. The main residence also features a private first-floor 1-bedroom, 1-bathroom ADU complete with its own kitchen, dining room, and living room — ideal for guests, a property manager, or extended family. A dedicated wine cellar rounds out this self-contained retreat, offering the perfect marriage of comfort and wine country living. Inside, the Great Room unveils a sophisticated open-concept layout, designed to blur the lines between indoor and outdoor living. The chef’s kitchen is a dream for entertainers, while soaring ceilings and broad windows flood the home with light and vineyard vistas. Whether entertaining on a grand scale or indulging in life’s quiet pleasures, this estate is an exquisite canvas for living the Healdsburg lifestyle at its most luxurious. A rare offer. Resort-style amenities include a pool with spectacular Dry Creek Valley views, tennis and bocce court, while 9± acres of certified organic and biodynamically farmed vines and 800± olive trees speak to a true agrarian lifestyle. A 5,000± sq.ft. winery building with a 5,000-case permit completes this rare wine country offering — all powered by solar energy. Freshly updated with a new roof and newly painted interior and exterior, this is Sonoma County wine country living at its finest.

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$8,495,000
4bedrooms
6bathrooms
land 22.4ha

By Healdsburg Sotheby's International Realty

50

House with pool and garden Healdsburg (United States)

Located just minutes from downtown Healdsburg, this stunning architectural Wine Country estate crowns 20 acres at the gateway to Dry Creek Valley. A scenic drive leads to a dramatic arrival courtyard framed by fountains and gardens designed by Roche + Roche Landscape Architects. Masterfully designed by acclaimed architect Jeffrey Trapold and built in 2008 by award-winning builder JMA Jim Murphy & Associates, the estate artfully blends rural vernacular architecture with contemporary craftsmanship, positioned to capture cinematic views of Dry Creek Valley, Mount Saint Helena, Geyser Peak, and the surrounding vineyards. Soaring cathedral ceilings, expansive walls of glass, and seamless indoor-outdoor living define the residence throughout. Resort-inspired amenities include a swimming pool, spa, bocce court, fountains and beautifully curated gardens. Guests and family are comfortably accommodated in two detached poolside guest suites and a separate two bedroom guest cottage privately set along the drive. An extraordinary architectural estate where privacy, design significance, and breathtaking natural beauty converge in one exceptional Dry Creek Valley setting. An extraordinary offering where premium location, architectural significance, privacy, and panoramic views converge in one of Dry Creek Valley’s most exceptional locations. Less than 1.5 Miles from Downtown Healdsburg Resort-Inspired Amenities Swimming Pool, Spa, Bocce Court, Wine Cellar Two Detached Poolside Guest Suites Separate Two-Bedroom Guest Cottage Panoramic Views of the Dry Creek Valley Architecturally Designed by Jeffrey Trapold Landscape Architecture by Roche + Roche , Sonoma Constructed in 2008 by Award-Winning Builder — JMA - Jim Murphy & Associates

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$13,500,000
4bedrooms
5bathrooms
land 8.1ha

By Healdsburg Sotheby's International Realty

31
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House with garden Healdsburg (United States)

Tucked at the end of a quiet cul-de-sac just steps from the world-famous Healdsburg Plaza, this meticulously upgraded 2-bedroom, 1.5-bath condominium is the ultimate Wine Country retreat — whether you're looking for a full-time residence, a lock-and-leave getaway, or a savvy investment in one of Sonoma County's most coveted communities. From the moment you step inside, the thoughtful attention to detail is undeniable. Bamboo flooring flows seamlessly throughout, while Juno 2 LED recessed lighting and Z-Wave smart dimmers — compatible with Amazon Echo and other home automation systems — set the mood in every room. This is truly a smart home, where the living is effortless. The chef's kitchen is a showstopper, anchored by a professional-grade GE Café Series Dual-Fuel Double Oven Range, a commanding 900 CFM Proline range hood, and custom solid wood cabinetry topped with sleek quartz countertops. A Kohler Prolific sink with Tournant professional faucet, an Insinkerator Instant Hot Water Dispenser, and an LG French Door refrigerator with in-door water and ice complete a kitchen that rivals those found in Healdsburg's finest homes. The living room invites you to unwind around a Kozy Heat 36 gas fireplace crowned by a striking custom concrete mantel — the perfect backdrop for cozy evenings in Wine Country. In-wall TV wiring and a hydraulic wall mount make entertaining effortless. The primary suite offers a peaceful sanctuary with a ceiling fan, recessed lighting, and a beautifully appointed bathroom featuring Hansgrohe fixtures and a Toto toilet combination. A vented washer and dryer are conveniently located in the primary bath. Step outside and discover the true crown jewel of this property: a professionally designed and installed backyard by Jake Moss Designs, featured on DIY Network's Yardcore. Complete with a three-zone irrigation system, lush landscaping, a garden shed, and a hot tub (included with the sale), this private outdoor sanctuary is made for lingering over a glass of local Zinfandel long after the sun dips behind the Dry Creek hills. Major recent upgrades include a new roof, gutters, and hot water heater (all 2020), plus central air conditioning, ensuring this home is truly move-in ready with years of worry-free ownership ahead. The HOA recently replaced all roofs and gutters community-wide (2019) and has upcoming exterior improvements planned and funded through reserves — offering exceptional peace of mind. Additional storage is available in the unit above the car park, with wood flooring added for easy use. HOA fees cover management, exterior maintenance, and grounds — making this the low-maintenance Wine Country lifestyle you've been dreaming of. All of this, just a short stroll to Healdsburg's acclaimed restaurants, tasting rooms, boutiques, and the beloved Plaza. 346 Piper Street isn't just a home — it's a lifestyle.

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$885,000
2bedrooms
2bathrooms

By Healdsburg Sotheby's International Realty

50
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House with pool Healdsburg (United States)

Set in the heart of Healdsburg’s coveted Dry Creek Valley, this 40± acre vineyard estate offers a rare blend of natural beauty, privacy, and understated elegance. The 3,678± square-foot main residence is perfectly positioned to capture sweeping, unobstructed views of Geyser Peak and Mount St. Helena, with vineyards, rolling hills, and the valley floor unfolding below. A charming 650± square-foot guest cottage provides a welcoming space for family and friends. The setting is tranquil and deeply private, accessed through two gated entries and surrounded by gently rolling terrain that evokes a sense of timeless ownership, as though the land has been cherished for generations. A dramatic great room anchors the upper level with vaulted ceilings, exposed beams, a floor-to-ceiling stone gas fireplace, and built-in cabinetry. The kitchen is both functional and inviting, designed to connect naturally with guests or offer a quiet place to simply sit with a cup of coffee, peacefully contemplating the day ahead. Professional-grade appliances, generous counter space, ample storage, and natural light define the space. The main level supports everyday living with a primary suite, guest bedroom, and full bath. The primary bedroom is positioned to take full advantage of the breathtaking views, and enjoys it's own private deck. The primary bathroom is spa-inspired, featuring a soaking tub positioned to enjoy the scenery, a glass-enclosed shower, and a dual sink vanity. The lower level offers a relaxed and flexible living environment, including a spacious family/media room with a wet bar and direct access to a deck. A private guest suite with en suite bath, separate entrance, and its own driveway provides ideal accommodations for extended stays or hosting. A dedicated wine storage room, laundry, and an additional full bath complete this level. Outdoors, a 50-foot saltwater pool and spa anchors the lifestyle experience, complemented by mature olive trees, a curated collection of fruit trees, raised garden beds, and beautifully maintained grounds. Chickens and a thoughtfully designed coop contribute to the property’s authentic, self-sustaining appeal. Meticulously maintained roads and infrastructure ensure ease of access while preserving the estate’s peaceful seclusion. With approximately 13.16± farmed acres planted to a curated selection of European varietals, the property embodies the essence of relaxed wine country living. The fruit is currently spoken for by a known brand, and this arrangement can continue. This is a property for those seeking quiet sophistication—an unpretentious yet extraordinary retreat in one of Sonoma County’s most desirable vineyard regions.

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$4,875,000
3bedrooms
4bathrooms
land 16.6ha

By Golden Gate Sotheby's International Realty

31

House with garden Healdsburg (United States)

Off-Grid Oasis. 75± Acres of Serenity & Self-Sufficiency. Escape to this rare 75-acre off-grid sanctuary with sweeping views of Black Mountain and beyond. Designed for sustainable, multi-family living, the property features a spacious main home with an open floor plan, large view deck, and BBQ area ideal for outdoor entertaining. A separate guest house offers privacy for visitors or extended family, while a well-equipped workshop and barn provide space for projects, storage, or homesteading. Enjoy established hiking trails, forested paths, open meadows and fruit bearing trees though out property. Solar-powered, this retreat blends comfort with eco-conscious living. A separate 4-acre parcel is included, enhancing both privacy and potential, totaling 80± acres. Whether you seek a family compound, creative escape, an independent lifestyle in nature, or a prepared site for future estate, this secluded mountain haven invites you to unplug, unwind, and thrive.

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$1,795,000
2bedrooms
1bathroom
land 32.4ha

By Artisan Sotheby's International Realty

48

House Healdsburg (United States)

Tucked behind a private gate at the end of a quiet lane, 1311 West Dry Creek Road unfolds across 66.73 acres of pure Sonoma beauty a secluded haven where nature, possibility, and privacy converge. Just minutes from downtown Healdsburg yet worlds away in peace, this rare dual-parcel sanctuary invites you to create your own legacy estate in one of wine country's most sought-after valleys. The landscape comes alive in springtime, with crystal-clear creeks, heritage oaks, and madrone trees glowing beneath sunlit canopies. Meandering trails lead through forest and meadow, revealing both majestic views and tranquil pockets of serenity along the way. A well-crafted road network connects each space from the welcoming cottage and studio to two premier building sites poised for a future estate of distinction. The existing 2-bedroom, 1-bath cottage with loft sits nestled beside a seasonal creek, surrounded by fruit trees and flowering gardens. Steps away, a spacious detached studio with half bath offers flexibility for guests, art, or wellness pursuits. A connected storage wing adds practicality without sacrificing charm, making these spaces ready for immediate enjoyment while envisioning the property's greater potential. Two remarkable building sites await: a breathtaking hilltop with sweeping vistas across Dry Creek and Alexander Valleys, and a secluded sunlit meadow bordered by trees perfect for an intimate retreat. Thoughtfully installed infrastructure includes a five-bedroom septic system, mountain spring-fed water, ample storage, and advanced filtration. Every element aligns for an effortless start to an extraordinary estate project. Surrounded by vineyard landscapes and just minutes from tasting rooms, world-class restaurants, and downtown Healdsburg, this private wine country acreage offers rarity and readiness in equal measure. As the valley bursts into new life this spring, 1311 West Dry Creek Road stands ready for its next chapter a vision of Wine Country living that is timeless, private, and unforgettable.

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$2,095,000
2bedrooms
2bathrooms
land 27ha

By Sotheby's International Realty - Wine Country – Sonoma Brokerage

20

House Healdsburg (United States)

A beautiful ranch that is totally secluded. 178 +/- acres, two parcels with many inner ranch private roads. No records of when the hunting cabin with a deck was built, has been well maintained. Has a detached bathroom along with a large barn. Fronts on both the Wheatfield Fork of the Gualala River and Tombs Creek. Incredible views, an abundance of wildlife, and many varieties of trees. Helicopter landing pad. Verizon tower is just to the northwest so one gets good cell coverage. Access the ranch: out Dry Creek Road to Skaggs Springs Stewarts Point Road then out private gated Wickersham Road, or out Rockpile Road to private and gated Kelly Road. The two access roads have fees that total $1,050.00 yearly. Water from springs. Generator and solar panels. This is ideal habitat for Wild Boar, Blacktail Deer, Wild Turkey, Quail, and occasional Black Bear.

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$925,000
3bedrooms
1bathroom
land 72.3ha

By Golden Gate Sotheby's International Realty

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