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5519 Dry 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

180 Sawmill Cir Unit #408, Healdsburg
$2,925,000
2 Beds ⋅ 2 Baths ⋅ 326078601 MLS
Experience the pinnacle of Wine Country living in the heart of downtown Healdsburg with this exclusive condo hotel offering at The Residences at Alyvia. This limited collection of 12 luxury residential condominiums is seamlessly integrated within a full-service 53-room hotel within the emerging Mill District community. Each residence is legally mapped as a condominium, governed by a condominium association, and managed by the esteemed Mayacama Hospitality. Owners enjoy a highly personalized lifestyle, including a custom arrival experience in which the team pre-stocks their favorite refreshments, arranges their personal amenities prior to entry, and provides a licensed storage unit for personal belongings. The Alyvia advantage provides a rare connection to the prestigious Mayacama Golf Club. Ownership includes the opportunity to establish a membership with Charter-level access, providing preferred golf privileges for owners, their families, and guests. While in residence, owners enjoy priority spa and restaurant reservations, private cabana opportunities, and full access to the wellness center, including fitness and pool. Designed for both personal enjoyment and effortless ownership, this property under City entitlements utilizes a professional Rental Management Agreement. Revenue is shared through a transparent 50/50 split of net rental income. Monthly HOA dues of $1,386.25 conveniently cover all essential utilities, including water, electricity, gas, and internet. This is a legacy opportunity to own a piece of Healdsburg's finest hospitality. Views are representative of the building's offerings; actual views vary based on unit location.

180 Sawmill Cir Unit #408, Healdsburg

180 Sawmill Cir Unit #410, Healdsburg
$2,925,000
2 Beds ⋅ 2 Baths ⋅ 326056463 MLS
Experience the pinnacle of Wine Country living in the heart of downtown Healdsburg with this exclusive condo hotel offering at The Residences at Alyvia. This limited collection of 12 luxury residential condominiums is seamlessly integrated within a full-service 53-room hotel within the emerging Mill District community. Each residence is legally mapped as a condominium, governed by a condominium association, and managed by the esteemed Mayacama Hospitality. Owners enjoy a highly personalized lifestyle, including a custom arrival experience in which the team pre-stocks their favorite refreshments, arranges their personal amenities prior to entry, and provides a licensed storage unit for personal belongings. The Alyvia advantage provides a rare connection to the prestigious Mayacama Golf Club. Ownership includes the opportunity to establish a membership with Charter-level access, providing preferred golf privileges for owners, their families, and guests. While in residence, owners enjoy priority spa and restaurant reservations, private cabana opportunities, and full access to the wellness center, including fitness and pool. Designed for both personal enjoyment and effortless ownership, this property under City entitlements utilizes a professional Rental Management Agreement. Owners may occupy their unit for up to 90 days per year, with the remaining time held as luxury hotel inventory. Revenue is shared through a transparent 50/50 split of net rental income. Monthly HOA dues of $1,386.25 conveniently cover all essential utilities, including water, electricity, gas, and internet. This is a legacy opportunity to own a piece of Healdsburg's finest hospitality. Views are representative of the building's offerings; actual views vary based on unit location.

180 Sawmill Cir Unit #410, Healdsburg

1524 Chablis Rd, Healdsburg
$2,800,000
3 Beds ⋅ 5 Baths ⋅ 326067322 MLS
Resort Living, Reimagined in Healdsburg - Experience the best of Wine Country living at this exceptional estate, set on 1.07 beautifully landscaped acres in Healdsburg's sought-after Vintage Hills community. Designed for effortless indoor-outdoor living, this home offers an inviting blend of comfort, privacy, and resort-style amenities. The home currently offers two bedrooms, with the third bedroom thoughtfully reimagined as a stunning custom dressing room. Complementing the primary suite, this boutique-inspired space features exceptional storage and organization while remaining easily adaptable as a bedroom should future needs change. The Pool Lounge serves as the centerpiece of the outdoor experience, featuring a walk-up bar and expansive bi-fold doors that open to a sparkling pool, cascading waterfall, fire pit, and lush gardens. An oversized two-car garage with a rear automatic roll-up door provides convenient access to the backyard and raised garden beds, adding functionality to the property's thoughtful design. Just minutes from the Healdsburg Plaza, acclaimed wineries, Lake Sonoma, and countless outdoor adventures, this remarkable property offers the privacy and relaxed sophistication that define Wine Country living.

1524 Chablis Rd, Healdsburg

171 Sawmill Cir Unit #202, Healdsburg
$2,750,000
2 Beds ⋅ 3 Baths ⋅ 326059316 MLS
Canopy at Mill District offers a serene sanctuary designed by world-renowned AD100 architect Olson Kundig. Representing the last two-bedroom residence available for sale at Canopy, Residence A202 is a brand-new home offered fully furnished with curated Restoration Hardware pieces. Perfectly perched on the second floor, this residence features two bedrooms, two-and-a-half bathrooms, and a versatile den. The heart of the home is an open floor plan, with a gourmet kitchen flowing seamlessly into the living and dining areas. Large floor-to-ceiling sliding doors lead to the private balcony equipped with a built-in BBQ, making it the perfect place for morning sunrises and effortless indoor-outdoor living. The interior is defined by rustic sophistication and luxurious finishes, including Italian-made cabinetry, Miele appliances, stone countertops, and temperature-controlled wine storage. The primary suite serves as a true retreat, featuring a large walk-in closet, a spa-like bathroom with a soaking tub, and a dedicated desk area. The second bedroom also offers a walk-in closet and an ensuite bathroom with a walk-in shower. For added flexibility, the den is perfect for a home office, a fitness space, or a cozy second seating area, while a pantry and laundry room off the kitchen provide additional functionality. Designed for the exclusive use of Mill District residents, The Poolhouse brings luxury health and social amenities just steps from Canopy. Unwind along the expansive pool deck surrounding the private lap pool, or host guests in the magnificent Residents' Lounge featuring a fireplace, full kitchen, catering kitchen, and generous spaces built for entertaining. Complete with a state-of-the-art Fitness Center showcasing progressive strength, functional, and cardio equipment, this premier sanctuary redefines modern luxury living. Canopy at Mill District represents a rare opportunity to enjoy a meticulously designed home in the most desirable location in wine country.The 10- acre Mill District community will also include a boutique hotel, a swimming pool, and a fitness center. Located in the heart of Healdsburg, this home blends urban vibrancy with resort-like amenities. You are just a short walk from the charming plaza, Michelin-starred restaurants, and world-class tasting rooms. Photos shown may be of the actual unit, a model home, or a similar residence within the building.

171 Sawmill Cir Unit #202, 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

224 Matheson St, Healdsburg
$2,300,000
326076960 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 attached duplex which includes 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 #326077589

224 Matheson St, 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

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

230 Clear Ridge Dr, Healdsburg
$1,295,000
3 Beds ⋅ 3 Baths ⋅ 326006403 MLS
Tucked away on a private lane in Healdsburg's desirable Clear Ridge neighborhood This custom built, two-story single-family home offers privacy, space, and scenic surroundings. The 2,444 sq. ft. residence features 3 spacious bedrooms and 2.5 bathrooms and a flex room, ideal for full-time living or a weekend retreat. This location is ideal for the bicycling, walking and jogging enthusiasts. It is less than a mile to the entrance of Alexander Valley to the north and also Dry Creek Valley to the west. These two valleys are known the world over NOT just for the beautiful vineyards but also for the wonderful bike riding. There is excellent hiking in the surrounding hills and a walking path close by which leads to downtown Healdsburg. The home includes a 2-car garage plus an attached workshop, offering flexible space for hobbies, storage, or a home gym. The backyard could easily accommodate an outdoor kitchen and furniture in the patio area (please look at Digitally Altered photo). Only 2 minutes to shopping, 3 minutes to catch the freeway and only 4 minutes to downtown. Very centrally located. A rare opportunity to own a country home within city limits with room to breathe in one of Healdsburg's most sought-after areas.

230 Clear Ridge Dr, Healdsburg

1715 Spur Ridge Ln, Healdsburg
$899,000
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

151 Sawmill Cir Unit #103, Healdsburg
$799,000
1 Baths ⋅ 326033811 MLS
Imagine having a place in Healdsburg that's always ready for you. Your clothes are already there. Your favorite wine glasses are in the cabinet. Your bed is waiting. Your morning coffee is a short jaunt to the Plaza in the beautifully crisp Healdsburg morning air. No packing. No checking in. No checking out. Just arrive. This beautifully designed studio at Mill District was created for exactly that kind of life. A custom Murphy bed disappears when you want more living space. Custom storage keeps everything organized. Upgraded lighting, designer wallpaper, elevated kitchen finishes and tailored window shades give the residence the feeling of a private boutique suite rather than a traditional studio. And now the experience extends beyond the front door. The newly opened resident pool house brings a private pool, fitness and movement spaces, sauna, clubhouse and outdoor gathering spaces just steps from home. Mill District's redwood-lined grounds and downtown location make it possible to leave the car behind and spend the weekend exactly as you intended. Come for the weekend. Stay for the lifestyle.

151 Sawmill Cir Unit #103, Healdsburg

805 Healdsburg Ave, Healdsburg
$695,000
325061150 MLS
Available for the first time in over 50 years this versatile building has prime Healdsburg Avenue frontage in the heart of Healdsburg. Originally a residence, this property was converted to office use in the 1980s and offers flexible zoning (ORM) that allows for both commercial and residential uses. Ideal for owner-users or investors, with potential for multi-tenant occupancy thanks to front and rear access points. The property includes off-street parking and a shared driveway, along with a large 864 SF three-car garage and an additional 780 SF basement for storage. A rare opportunity to own a versatile property in one of Healdsburg's most sought-after locations, just blocks from the downtown core. New roof and exterior paint in 2021-2022. Situated just moments from the vibrant offerings of downtown, this location presents both convenience and charm for businesses looking to establish a presence in the heart of Healdsburg.

805 Healdsburg Ave, Healdsburg