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$1,259,000
3 Beds ⋅ 1 Baths ⋅ 326066461 MLS
Escape to Wine Country with this inviting single-story home, privately set back from the road behind a private gate on 2.4+/- picturesque acres. Featuring 3 bedrooms, 1 full bath, and a single-car garage, this well-proportioned home offers comfortable living with the space and privacy that only acreage can provide. Lovely outdoor patios, a hobby vineyard, raised garden beds, approximately 28 Italian olive trees, and a variety of fruit trees enhance the outdoor experience, creating a peaceful country setting just minutes from the celebrated restaurants, boutique shopping, and vibrant scene of Healdsburg and Geyserville. What makes this property truly special is its potential: the existing home is ideally suited to serve as an accessory dwelling unit (ADU) for a future main residence. An elevated hilltop building site offers a beautiful setting with pastoral views for that next chapter. Your dream home is within reach. This property offers rare flexibility and opportunity in Sonoma County's beautiful Alexander Valley.

1240 Alexander Valley Rd, Healdsburg
$895,000
2 Beds ⋅ 2 Baths ⋅ 326065600 MLS
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/convection oven, 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.

1914 Redwood Dr, Healdsburg
$2,495,000
2 Beds ⋅ 3 Baths ⋅ 326065293 MLS
Just four blocks from the vibrant Healdsburg Plaza, this beautifully reimagined residence blends timeless craftsmanship with exceptional indoor-outdoor living. Thoughtfully renovated over the years, the home offers sophisticated single-level living with a chef's kitchen featuring a Wolf range, soapstone countertops, dual sinks, a generous center island, custom cabinetry, and built-in dining with flexible guest accommodations. The spacious primary suite was redesigned to include a luxurious spa-inspired bath, soaring vaulted ceilings, and an expansive dressing room, creating a tranquil retreat. A comfortable second bedroom and beautiful second full bath provide inviting accommodations for family and guests or an ideal work-from-home space. Throughout the home, custom millwork, art lighting, built-in speakers, radiant fireplace heat, two HVAC systems, and instant hot water provide everyday comfort and convenience. Designed for unforgettable entertaining, the outdoor spaces feature a multi-level cedar deck with a recessed therapeutic spa, expansive stone patios, gas fire feature, water fountain, outdoor kitchen connections, mature landscaping, fruit trees, and multiple seating areas surrounded by exceptional privacy. Adding incredible versatility is an approximately 813-square-foot detached studio and garage with soaring ceilings, loft, full bath, laundry, extensive storage, and separate climate control - ideal for many purposes, including creative pursuits, a home office, or flexible living. With Savant whole-property audio, beautifully curated gardens, and an unbeatable location moments from world-class dining, tasting rooms, shopping, and the Healdsburg Plaza, this is an exceptional opportunity to enjoy the very best of Wine Country living.

328 Piper St, Healdsburg
$2,575,000
3 Beds ⋅ 3 Baths ⋅ 326058448 MLS
Outdoor living is the whole point at this Alexander Valley retreat, thirteen minutes from the Healdsburg Plaza. Behind a private gate, three flat acres open to a saltwater pool and spa, a built-in outdoor kitchen and barbecue, a fire pit, and a covered patio wired with heaters for year-round evenings looking out over the vineyard. A converted barn - bar, shuffleboard, ping pong - turns any evening into a party, and the acreage is fully fenced and private. Beyond the lawns, roughly two and a half acres of professionally farmed estate vineyard pour your very own bottle of Silver Oak-adjacent wine - turn-key and at no cost to you! Inside, recently remodelled bathrooms and kitchen leaves nothing to do. The reimagined kitchen anchors the main level with quartz counters, a walk-in pantry, and a gas range, while two stone fireplaces warm the sun-filled living and family rooms. The primary suite opens to its own outdoor shower, and walls of glass dissolve the line between inside and the grounds beyond. Coffee and a beer at Jimtown & Then Sum are minutes away, numerous wineries including Medlock Ames and Robert Young are around the corner. Pine Flat, Red Winery, and Geysers Roads deliver some of the county's best cycling, running, and hiking straight from the door. Turn-key and move-in ready, this is the place to trade a busy life elsewhere for slow mornings and long Wine Country evenings - a second home, or a full-time move into the Alexander Valley Elementary district. A true must see to appreciate

7616 Hwy 128, Healdsburg
$829,000
5 Beds ⋅ 5 Baths ⋅ 326064237 MLS
New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. The Hollow occupies 3.3 acres on West Dry Creek Road in Healdsburg, where the H-shaped single-level floor plan and distinctive butterfly roof give the property an architectural identity that stands apart in Dry Creek Valley. The sustainable design integrates natural materials and passive light throughout, with glass doors on both sides of the structure connecting every room to the terraced decks and gardens beyond. The great room has vaulted beamed ceilings, light tile floors and a statement chandelier, with the open plan living and dining areas flowing naturally toward the outdoors. The kitchen has dark hardwood floors, a wall chimney hood, stainless steel appliances and a large island with bar seating. Five bedrooms each have their own private outdoor access and en suite baths, with the primary suite opening directly to the rear terrace. The pool, hot tub, outdoor kitchen and pergola anchor the rear terraced deck, with the surrounding acreage giving the property a quiet, private quality that is rare this close to Healdsburg's town square. Downtown Healdsburg's restaurant row on the plaza, the Saturday Healdsburg Farmers Market and the tasting rooms of Dry Creek Valley are all within easy reach. The Hollow is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be, every time.

2252 W Dry Creek Rd, Healdsburg
$2,995,000
4 Beds ⋅ 4 Baths ⋅ 326063620 MLS
Experience a modern Wine Country retreat designed for effortless weekends, extended stays, and entertaining in Healdsburg. This exceptional custom-built home offers the rare opportunity to own new construction in one of Northern California's most desirable destinations, pairing contemporary design with a relaxed setting just minutes from downtown. Offering 4 bedrooms, 3.5 bathrooms, and 2,843 square feet, the home provides the space and flexibility to gather with friends, host family, work remotely, or simply escape the pace of the city. The dramatic great room features soaring cathedral ceilings, a sleek fireplace, and expansive windows framing peaceful hillside views. French oak flooring, contemporary lighting, and curated designer details create a warm, sophisticated aesthetic throughout. At the heart of the home, the kitchen features a 48-inch double-oven gas range, two additional wall ovens, a butler's pantry, custom cabinetry, and a waterfall island with bar seating. The adjoining dining and living areas open to a spacious view balcony, creating a seamless connection to the outdoors. A climate-controlled wine alcove offers an elegant display for your collection, with additional lower-level space providing room for expanded wine storage. The flexible floor plan includes a spacious en suite bedroom on the main level, ideal for guests, multigenerational living, or a private office. Upstairs, the primary suite is a peaceful retreat with a large private balcony, soaking tub, oversized shower, and walk-in closet. Two additional bedrooms provide comfortable accommodations for family and guests. Outside, the natural landscape offers a serene backdrop and the opportunity to make the property your own, whether that means a pool, expanded patios, or terraced gardens. Additional highlights include owned solar, several fruit trees, and a three-car garage. With new construction, modern systems, generous entertaining spaces, and the flexibility to lock up and leave when life calls you back to the city, the home is particularly well suited to a Wine Country lifestyle without the upkeep and renovation demands of an older property. Downtown Healdsburg's celebrated restaurants, tasting rooms, boutiques, and vibrant energy are just minutes away, making it easy to arrive for the weekend and immediately settle into everything that makes Northern Sonoma County such a compelling place to be.

1580 Clear Ridge Dr, Healdsburg
$895,000
3 Beds ⋅ 3 Baths ⋅ 326062731 MLS
Discover effortless Wine Country living in the highly sought after Fitch Mountain Villas. This beautifully maintained 3 bedroom, 2.5 bath townhome offers approximately 1,724 square feet of thoughtfully updated living space just minutes from the Healdsburg Plaza, renowned wineries, exceptional dining, and boutique shopping. Thoughtfully refreshed with today's buyer in mind, the home features new exterior paint, a new driveway, newer luxury vinyl plank flooring, fresh interior paint, freshly painted kitchen and wet bar cabinetry, new quartz countertops in both the kitchen and wet bar, a new stainless steel sink, stainless steel appliances, updated interior light fixtures, new exterior light fixtures, and accent landscape lighting. Together, these improvements create a move in ready home with timeless appeal. Designed for both everyday living and entertaining, the spacious floor plan offers generous living and dining areas complemented by a convenient wet bar. Upstairs, the vaulted primary suite provides a bright and inviting retreat with a walk in closet and abundant natural light. Step outside to your own private, fully fenced backyard retreat featuring a large wood deck with built in bench seating, mature trees, and exceptional privacy, an ideal setting for morning coffee, outdoor dining, entertaining, or relaxing with a glass of local wine. In years past, the deck has also provided a memorable vantage point for Healdsburg's Fourth of July fireworks. Residents of Fitch Mountain Villas enjoy the ease of low maintenance living, with front yard landscaping maintained by the HOA, along with resort style amenities including a swimming pool, spa, tennis and pickleball courts, bocce ball, scenic walking trails, and beautifully maintained grounds, all with one of Healdsburg's most affordable HOA dues. Whether you're searching for a full time residence, a weekend Wine Country getaway, or an investment opportunity, this is a rare opportunity to own a thoughtfully updated home in one of Healdsburg's most desirable communities, offering the perfect blend of move in ready comfort, low maintenance living, and Wine Country charm.

566 March Ave, Healdsburg
$795,000
3 Beds ⋅ 1 Baths ⋅ 326062859 MLS
Beautifully updated 3 bedroom single level home within walking distance to Big John's Market, coffee, restaurants and wineries. The private back yard has room for a pool and possibly an ADU. Enjoy the generous garden area, multiple fruit trees (plum, apple, orange, fig, pear, loquat and olive). Tucked away on a private low use street, this peaceful setting is great for entertaining your family and friends.

232 Twin Oaks Way, Healdsburg
$1,150,000
1 Beds ⋅ 1 Baths ⋅ 326062255 MLS
Escape to your own private mountain retreat on 240 breathtaking acres designed for self-sufficient living, recreation, and unmatched privacy. This exceptional off-grid property is a rare opportunity for survivalists, outdoor enthusiasts, hunters, or anyone seeking a peaceful escape from the everyday. The property features a rustic 1-bedroom cabin with a loft, freshly painted inside and out, offering a comfortable base camp with spectacular mountain views. Powered by a solar energy system with battery storage, the property is designed for sustainable, independent living. A reliable spring-fed water system supplies multiple storage tanks, providing a reliable water source. A lookout tower offers sweeping views of the surrounding landscape, making it ideal for wildlife observation, security, or simply taking in the quiet. Whether you're looking to establish a working ranch, build a legacy retreat, enjoy outdoor adventures, or create the ultimate off-grid homestead, this remarkable property offers endless possibilities. Experience the freedom, privacy, and beauty that only a property of this scale can provide. Schedule your private tour today and discover this one-of-a-kind mountain sanctuary.

8890 Mill Creek Rd, Healdsburg
$1,875,500
3 Beds ⋅ 2 Baths ⋅ 326060892 MLS
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 3 bedrooms, 2 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.

961 Chiquita Rd, Healdsburg
$1,495,000
4 Beds ⋅ 3 Baths ⋅ 326060906 MLS
Elevated above the neighborhood, this ridge top home offers views of vineyards, Mount Saint Helena, and Geyser Peak. Here is an opportunity to own a single level, 4 bedroom, 3 bath, 2,432 square-foot home on over 1/3 of an acre in the Parkland Farms area of Healdsburg. Beautifully updated kitchen with new cabinets, Quartz counters and stainless appliances. The primary suite is privately positioned featuring a soaking tub, separate shower, and generous walk-in closet. A small Cabernet hobby vineyard on the property completes the wine country experience.

290 Appaloosa Trl, Healdsburg
$995,000
4 Beds ⋅ 3 Baths ⋅ 326056672 MLS
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.

2693 S Fitch Mountain Rd, Healdsburg
$2,250,000
2 Beds ⋅ 3 Baths ⋅ 326056822 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.

21015 Geyserville Ave, Geyserville
$450,000
2 Beds ⋅ 1 Baths ⋅ 326056715 MLS
This 80-acre estate borders 6,000 acres of state park, providing access to miles of trails for hiking, equestrian activities, and mountain biking. The property features a charming 1940s stucco cabin with a durable metal roof, situated in an amazingly quiet setting with sweeping views of Gray Creek Valley. The land includes access to East Austin Creek and is home to abundant wildlife. Designed for a low-impact, self-sufficient lifestyle, the property utilizes solar power, a composting toilet, gray water absorption gravel boxes, and gravity-fed spring water. It is an idyllic setting for relaxation and a rejuvenating retreat.

8868 Mill Creek Rd, Healdsburg
$4,495,000
4 Beds ⋅ 4 Baths ⋅ 326056166 MLS
On a small private drive, surrounded by the natural beauty of Dry Creek Valley, Tre Torrente estate invites a slower pace and a deeper connection to Wine Country living. Thoughtfully remodeled, the approximately 3,896-square-foot main residence exemplifies exceptional craftsmanship and high-end finishes. The heart of the home unfolds through curated living spaces, offering four bedrooms, four baths, and a dedicated office designed for both inspiration and productivity. Sunlight pours through expansive windows, framing serene peek-a-boo views and creating a seamless connection between indoors and out. Imagine standing at the kitchen sink while overlooking rows of vines and stately oaks. Beyond the main residence, the expansive agricultural barn offers a charming, and well-appointed guest cottage on one end and a substantial office space on the other; ideal for remote work, creative pursuits, or managing a vineyard lifestyle. Outside, the enchanting property reveals its true magic. Meandering walking trails wind through the grounds, inviting morning strolls along one of the three seasonal streams and evening walks as the sun sets over the valley. Abundant water resources nurture lush landscaping, flourishing lawns, and raised planting beds ready for bountiful harvests. At the center of it all, a sparkling pool provides the perfect setting for warm afternoons, where golden light lingers a little longer and vineyard breezes drift through the trees. Loved ones gather around the firepit and lasting memories are made.

5519 Dry Creek Rd, Healdsburg
$925,000
4 Beds ⋅ 3 Baths ⋅ 326055787 MLS
Step outside, and the story unfolds in soft morning light filtering through the trees, carrying the fragrant breath of nearby vineyards. Welcome to charming Parkland Farms in coveted Healdsburg, where rolling hills embrace surrounding vineyards and Barbieri Park adds a serene touch of neighborhood beauty. Imagine coming home to this enchanting two-story residencenearly 2,000 square feet of warmth and possibility. A graceful 4-bedroom, 2.5-bath haven with wood-look flooring and soft carpeting, thoughtful original touches, and a inviting fireplace glowing in the great room. Natural light pours generously through the windows, while a versatile landing at the top of the stairs awaits your vision as flex-space. A spacious cement patio with open beams overlooks a blank-slate yard, ready for you to craft your personal Sonoma County oasis. Nestled mid-block and just minutes from the historic plaza, this home offers the perfect blend of comfort and connection. Whether you seek a cherished starter home, a wise investment, or a peaceful second residence, its move-in ready, brimming with immediate potential. Beyond your door, Dry Creek and Alexander Valley beckon with world-renowned wineries and intimate tasting rooms. The plaza pulses gently with farmers' markets, acclaimed Michelin-starred dining, and the unhurried cadence of wine country days. Russian River adventures, boutique shops, and farm-to-table experiences lie within easy reach. Conveniently located north of the San Francisco Bay Area, Healdsburg provides swift access to Sonoma County Airport (STS) and a scenic drive to San Francisco International (SFO). Here, refreshed possibility meets the timeless romance of Sonoma's vineyards, trails, and heartfelt community rhythman invitation to breathe deeper, create lasting memories, and let this special place write the next beautiful chapter of your story.

1715 Spur Ridge Ln, Healdsburg
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 326054444 MLS
Under 15 minutes from the Healdsburg Plaza yet a world away in feel, this 6-acre retreat sits on West Dry Creek Road, one of the region's most coveted stretches. Turn off the road and the quiet settles in your chest. Taken down to the studs and rebuilt, it lives like new construction inside a true Wine Country setting. Inside, open-plan living looks out to the valley yet still feels warm and intimate the kind of space that gathers everyone in one place and never feels cavernous. The custom kitchen is built for real cooking and entertaining, with a Thermador suite, a 100-bottle wine fridge, and storage everywhere you look, from the deep drawers to the generous walk-in pantry and a mud room that keeps daily life tidy. The primary suite is a quiet escape with its own spa-like bath and heated floors, while three additional bedrooms give family and guests room to spread out. Dog lovers will appreciate the dedicated dog-wash room one of many thoughtful touches. Outside, 6 acres give rare room to roam with genuine privacy and an outdoor entertaining area framed by valley views. A turnkey blend of total renovation, real acreage, and true privacy, all just minutes from the Healdsburg Plaza!

3229 W Dry Creek Rd, Healdsburg
$7,995,000
6 Beds ⋅ 4 Baths ⋅ 326054898 MLS
Falcon Highlands Ranch is a remarkable 270-acre legacy estate overlooking Lake Sonoma, where extraordinary privacy, protected landscapes, and decades of thoughtful stewardship create an offering rarely found in Northern California. Bordering thousands of acres of protected public lands, the ranch enjoys an exceptional sense of open space and seclusion while remaining within easy reach of Healdsburg's celebrated wineries, restaurants, and amenities. This property includes 3 legal parcels offering flexibility to add to what is already here and create your own compound or retreat. This ranch offers over a mile of Lake Sonoma frontage with direct lake access, gentle oak-studded meadows, redwood forests, panoramic views, a permitted pond, miles of all-weather ranch roads, and extensive infrastructure developed over generations. Improvements include a barn with spacious living quarters, a guest house, yoga studio, equipment barn, horse facilities, productive wells, and a sophisticated off-grid power system utilizing solar energy, battery storage, generators, and wind-powered water systems. Falcon Highlands Ranch was intentionally designed for privacy, independence, and long-term land stewardship. More than 40,000 redwood trees have been planted as part of an ongoing forest management plan created by the owner, reflecting a decades-long commitment to caring for the land while creating a truly self-sufficient mountain estate. Whether envisioned as a private family compound, nature retreat, recreational ranch, or exceptional long-term land investment, Falcon Highlands Ranch offers an opportunity to for you carry the legacy forward with one of Sonoma County's most remarkable private estates.

13451 Rockpile Rd, Healdsburg
$4,800,000
4 Beds ⋅ 4 Baths ⋅ 326054301 MLS
Set atop a private ridge overlooking Alexander Valley, this gated 44.08 acre estate captures sweeping views of Mount St. Helena, vineyards, and rolling hillsides from nearly every room. The 4,630 sq ft residence is designed to embrace its surroundings with floor-to-ceiling windows, expansive living spaces, and seamless indoor-outdoor flow. The chef's kitchen features custom walnut cabinetry and granite countertops, while the main-level primary suite offers a private retreat with soaring ceilings, separate entrance, soaking tub, and travertine shower. Upstairs are three additional bedrooms, two full baths, and a flexible media room. Outdoor amenities include expansive entertaining decks, a built-in cook station, open-air fireplace, and custom saltwater pool. The property features approximately 8 acres of vineyard, an olive orchard, two private wells, solar power with battery backup, fire-safe water storage, and a detached garage/workshop. Offering privacy, sustainability, and breathtaking scenery just minutes from Healdsburg, this exceptional Alexander Valley estate embodies the best of Sonoma County wine country living.

5232 Maacama Ridge Rd, Healdsburg
$769,000
2 Beds ⋅ 2 Baths ⋅ 326019417 MLS
A completely reimagined single-story home in Healdsburg's most sought-after 55+ community, and one of the best options in the market for Wine Country living. Positioned to face open space, every detail has been thoughtfully updated high-end flooring, crown molding, custom fireplace, remodeled kitchen with new appliances, wine bar with built-in refrigerator, and remodeled bathrooms. New windows, shutters, and an eight-foot sliding glass door open to the back patio. Fresh paint inside and out, new irrigation systems, and a true lock-and-leave lifestyle. With a recent price improvement and a per-square-foot cost well below the Healdsburg average, this turnkey home offers exceptional value in a community with a newly resurfaced pool, clubhouse, and direct Russian River access..all just minutes from the Healdsburg Plaza.

333 Orangewood Dr, Healdsburg
$8,495,000
4 Beds ⋅ 6 Baths ⋅ 326026293 MLS
Perched above the celebrated Dry Creek Valley, this extraordinary 55-acre estate commands sweeping panoramic views of Mount St. Helena, Fitch Mountain, and Geyser Peak. The elegant 6,300+ sq ft residence offers 4 bedrooms, 4 full bathrooms, 2 powder rooms thoughtfully designed to capture the breathtaking surroundings at every turn. The main residence also features a private first-floor one-bedroom, one-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. Resort-style amenities include a sparkling pool, tennis and bocce court, with 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. Sale includes home, attached ADU, 5K Sq foot Winery Production Building, Winery Equipment Seller's would like to lease back some of the vineyards for their wine brand.

2355 W Dry Creek Rd, Healdsburg
$859,950
3 Beds ⋅ 2 Baths ⋅ 325014268 MLS
Less than 2 miles north of Downtown Healdsburg. Single story 3 Bedroom/2 Bath lots of light and open floor plan. Back yard ideal for entertaining with access off dining room/kitchen. Large garage with shop area and stairs to upstairs storage in garage.

111 Philip Dr, Healdsburg
$4,250,000
4 Beds ⋅ 6 Baths ⋅ 326046452 MLS
Set amidst approximately 25 picturesque acres in the heart of Healdsburg wine country, this exceptional gated estate offers an unparalleled blend of luxury, recreation, and agricultural beauty. Designed for those who appreciate the Sonoma County lifestyle, the property combines vineyard living, resort-inspired amenities, and thoughtfully curated outdoor spaces into one remarkable offering. The single-story residence features five bedrooms and 3.5 bathrooms providing comfortable living and effortless indoor-outdoor flow. Numerous windows frame views of the surrounding vineyards, gardens, and rolling countryside, creating a sense of tranquility and connection to the land. Outdoor amenities abound. A stunning pool and spa create a private retreat for relaxation, while the brand-new pickleball/sport court invites friendly competition and active living. Gather with friends for a game of ptanque, stroll through the rose garden, or enjoy the fragrance and beauty of more than 200 newly planted lavender plants that enhance the property's charm. For those with agricultural interests, the estate offers approximately three acres of Zinfandel vines, a productive garden, greenhouse, and an innovative rainwater capture system designed to support sustainable farming and landscape irrigation. The grounds present an ideal setting for cultivating a boutique wine country lifestyle while enjoying the benefits of rural living. Additional improvements include a barn, temperature-controlled wine tasting room, and a detached two-car garage topped by a private one-bedroom ADU, perfect for guests, extended family, a caretaker, or a home office. The gated entrance provides privacy and security while creating a grand arrival experience. Whether hosting memorable gatherings, enjoying peaceful mornings overlooking the vines, or embracing the recreational amenities that make this property truly unique, this estate offers a rare opportunity to experience the very best of Healdsburg living. Surrounded by the natural beauty of Sonoma County and conveniently located near world-class wineries, restaurants, and the vibrant Healdsburg Plaza, this is more than a homeit is a lifestyle destination. A rare offering where luxury, sustainability, agriculture, and recreation come together on one extraordinary wine country estate.

22200 Puccioni Rd, Healdsburg
$2,850,000
4 Beds ⋅ 2 Baths ⋅ 326036341 MLS
Situated on rolling bench land high above the southern Alexander Valley within the exclusive Hall Ranch community, this extraordinary ∼40.11-acre estate property offers an unparalleled canvas for a world-class wine country lifestyle, notably benefiting from no Hall HOA Architecture Review process. The site comes fully prepared with architecture plans for a contemporary luxury compound featuring a 7,838 +/- sq ft estate residence, a 990 +/- sq ft pool house, 4,765 +/- sq ft of patios, and a professional swimming pool. Encircled by rolling vineyards, ancient oak woodlands, and sweeping meadows, the parcel commands spectacular, panoramic views over a private lake, the iconic Alexander Valley wine country, and the charming towns of Healdsburg, Geyserville, and the Jimtown store. Anchored by 8 +/- acres of premium hillside Cabernet Sauvignon vineyards, the property features a ready-to-build foundation complete with paved roads, a water well, underground power, and completed percolation testing. Enjoy absolute country privacy and serenity just minutes from world-class wineries, Healdsburg's vibrant downtown shopping, restaurants, the airport, and beautiful Lake Sonoma. Website: 746artisancircle.jmbland.com

746 Artisan Cir, Geyserville
$4,500,000
7 Beds ⋅ 7 Baths ⋅ 326047173 MLS
In the heart of Alexander Valley, just past Jim town Store, we are pleased to present an exceptional compound offering endless possibilities. Whether envisioned as a full-time residence, a weekend retreat, or an income-producing property with space for guest accommodations or on-site management, this estate delivers both flexibility and charm. The main residence showcases a contemporary open floor plan with soaring ceilings and abundant natural light. The expansive primary suite, located on the main level, offers ultimate privacy and opens seamlessly to sweeping valley views, complete with its own serene fountain garden. Above, an open mezzanine with a full bath connects to a striking tower element, overlooking the grounds and the stunning 75-foot pool--truly the architectural centerpiece of the property. A spacious motor court anchors the compound, accompanied by a detached carport with a guest suite above, perfectly positioned to capture the surrounding views. Nearby, a charming Tutu's Cottage, a favorite among visiting grandchildren, offers a private, ground-level retreat. At the front of the property sits a fully independent, recently remodeled two-bedroom, one-bath cottage, currently tenant-occupied and ideal for rental income or extended guest use. On the other side of the main driveway, a grand vintage redwood barn on foundation is complemented by a separate tool shed, offering incredible potential for a car collection, workshop, storage, or game room. Across from the barn, a picturesque 1930s shingle cottage reminiscent of coastal homes in Mendocino features a formal garden and an inviting summer dining area. Just beyond, a charming standalone office provides a peaceful setting for work or creative pursuits. Completing the property are thoughtfully designed outdoor amenities, including a greenhouse, fenced vegetable garden, and an expansive steel pergola ideal for hosting gatherings, complete with a summer kitchen. Toward the rear, a partially shaded petanque court invites leisurely afternoons and abundant entertaining. Set across two parcels totaling just under 1.5 acres, this remarkable property offers a rare blend of character, versatility, and manageable scale in one of Wine Country's most desirable locations.

6017 Red Winery Rd, Healdsburg
$700,000
2 Beds ⋅ 3 Baths ⋅ 326046418 MLS
Discover an unparalleled sanctuary on 160 acres of pristine natural beauty along Austin Creek. Dating back to 1929 and purchased directly from the original homesteaders, this historic legacy property has been a cherished family retreat since 1991. The contractor-owner has meticulously maintained and upgraded the estate as a true labor of love.Offering the pinnacle of luxury glamping, the property features two distinct, privately situated cabins and a custom sauna-bathhouse. The bathhouse sits directly above a bountiful, spring-fed swimming hole perfect for a refreshing cold plunge set against the majestic backdrop of a massive, towering rock wall. Sharing a boundary line with the 6,000-acre Austin Creek Wilderness Area, this expansive acreage offers ultimate privacy with limitless potential, including ample room for additional tent cabins or custom improvements.

8800 Mill Creek Rd, Healdsburg
$1,149,000
5 Beds ⋅ 3 Baths ⋅ 326043689 MLS
Ideally located in Healdsburg's highly desirable Parkland Farms neighborhood, this spacious 5-bedroom, 3-bath home offers approximately 2,500 sq ft just minutes from the Healdsburg Plaza, renowned wineries, restaurants, shopping, parks, and scenic walking trails. Designed with both comfort and functionality in mind, the flexible floor plan features a full bedroom and bathroom on the main level, formal living and dining rooms, fresh interior paint, updated flooring, plantation shutters, and an open-concept kitchen, dining, and family room centered around a cozy gas fireplace. French doors lead to the backyard, creating seamless indoor-outdoor living. Upstairs, the generous primary suite offers a walk-in closet, soaking tub, and dual-sink vanity, while three additional bedrooms and an upstairs laundry room provide plenty of space for family or guests. Outside, enjoy a low-maintenance backyard complete with a built-in BBQ, outdoor kitchen, paver patio, detached two-car garage, and gated driveway, perfect for entertaining and everyday living. With its unbeatable location, versatile layout, and easy access to everything Healdsburg has to offer, this home is the perfect place to enjoy Wine Country living.

367 Arabian Way, Healdsburg
$35,000,000
5 Beds ⋅ 6 Baths ⋅ 326038485 MLS
Featured by The Wall Street Journal and Architectural Digest, Ghost Donkey Ranch was envisioned as a place where the landscape would lead and architecture would follow quietly behind. Spanning 227 acres in the coveted enclave of Knights Valley, set between Calistoga and Healdsburg at the convergence of Napa and Sonoma's most celebrated wine regions, the ranch unfolds from the valley floor to rolling hills beneath a canopy of native oaks. Redwood Creek traces one boundary, while surrounding ranches and storied vineyards reinforce a sense of pastoral seclusion. Set discreetly behind neighboring properties, the ranch is remarkably private. The residence appears almost as a mirage, a refined steel and glass structure clad in stone, rising from wild grasslands. Both grounded and ethereal, it evokes the feeling of a glass walled tent, dissolving the boundary between interior and landscape. Two dramatic hydraulic, airplane hangar style windows open the home entirely to its surroundings, transforming walls into horizons. The estate includes a 4,200 sq ft main house with three bedrooms, two full baths, and one half bath, along with two detached guest casitas, a 10 car motor court, and a four car garage at the main house. More than a residence, Ghost Donkey Ranch is a living system grounded in regenerative principles, a place to live lightly, responsibly, and in harmony with the natural world. The land is home to an assortment of animals, including donkeys, and is maintained without pesticides or chemical agents, water usage is minimal, and native ecosystems are preserved. Ghost Donkey Ranch is a private world of architectural restraint, natural beauty, and a profound sense of place, designed not to be noticed but to be felt.

13800 Hwy 128, Calistoga
$1,425,000
3 Beds ⋅ 2 Baths ⋅ 326043225 MLS
Character, Charm and Value!! This is a perfect second home or county comforts of full-time living with small acreage and easy maintenance. Welcome to the charming town of Geyserville. Just minutes from potential opportunity to membership of a private lake among other recreational possibilities in Geyserville. Pass through the gate into a sun-drenched private courtyard, perfectly suited for morning coffee or evening entertaining, before stepping through a beautiful arched front door into this hidden oasis among the trees. Tucked on a lush .62 acre lot. This Alexander Valley gem draws you in with warm materials and an effortless indoor-outdoor flow. Inside, white oak hardwood floors run throughout beneath vaulted ceilings. The combination living and dining room is anchored by a fireplace and framed by expansive windows with Alexander Valley views expands onto private deck. The kitchen features updated cabinetry, an island and peninsula, ample storage, and a built-in wine cooler, with thoughtful built-in cabinetry woven throughout the home adding both character and practicality. Each bedroom has its own personality. The first opens via French doors directly to the garden, while the second features custom built-in storage and a reading nook framed by windows looking out. A dedicated office leads into the primary suite, where vaulted ceilings with gorgeous, exposed beams and breathtaking views set a serene tone. The primary bathroom is finished entirely in marble, with a generous tiled shower, freestanding soaking tub, and double vanity with a custom marble countertop. Outside, a wraparound porch extends your living space into the landscape, while a hot tub shaded by a sprawling fig tree and a picturesque neighboring barn evoke the very best of rural Sonoma living. A detached studio with a half bathroom and pellet stove offers exceptional flexibility as a guest suite, gym, or private office, outdoor shower and a separate storage shed adds further versatility to this truly special property. Just minutes from a private club with potential membership for use of swimming / sailing lake, tennis and clubhouse.

22549 River Rd, Geyserville
$13,500,000
4 Beds ⋅ 5 Baths ⋅ 326040209 MLS
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.

437 W Dry Creek Rd, Healdsburg