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2167 Redwood Dr, Healdsburg
$475,000
1 Beds ⋅ 1 Baths ⋅ 326040326 MLS
Cute as a button! A perfect vacation house or starter home tucked away by the Russian River on Fitch Mountain, this 1946 cottage has been restored and updated for easy living. Walking distance to the river and hiking trails, close to everything Healdsburg has to offer. One bedroom, one bath, 650 square feet on the main level, plus a loft that adds real living space beyond the listed square footage. With a new roof, recent paint, new carpet, and tile bathroom with a claw-foot tub, the work's already done. Enjoy the covered porch wrapped in fragrant star jasmine. The back doors open to a private, fenced yard with decks, a picnic spot, and an outdoor shower for rinsing off after a day at the river. Forced-air heat and an on-demand water heater cover the essentials. No HOA and no shared walls - just easy living in an eclectic river community. A place to steal away for vacation or to enjoy every day.

2167 Redwood Dr, Healdsburg

216 Foss Creek Cir Unit #B, Healdsburg
$675,000
2 Beds ⋅ 2 Baths ⋅ 326038269 MLS
Located just a short stroll from the world-renowned Healdsburg Plaza, this beautifully upgraded upper-level condominium offers the perfect blend of Wine Country charm and modern comfort. Thoughtfully updated throughout, the unit features an open-concept kitchen and dining area with a breakfast bar, stainless steel appliances, a built-in wine refrigerator, and custom cabinetry ideal for entertaining or everyday living. Rich cherry wood flooring greets you at the entry, while recent upgrades include a new heating and air conditioning system for year-round comfort. Built-in features and quality finishes elevate the space, offering a turnkey opportunity for those seeking a sophisticated yet low-maintenance lifestyle. Whether you're searching for a full-time residence or the ultimate weekend escape, Foss Creek Villas delivers with its serene setting, community pool, and unbeatable location near acclaimed restaurants, tasting rooms, and boutiques.

216 Foss Creek Cir Unit #B, Healdsburg

7777 Mill Creek Rd, Healdsburg
$425,000
326038424 MLS
Seller financing available! An exceptional opportunity to own 40.68 acres in Healdsburg with valuable existing infrastructure already in place. Located less than 10 miles from the historic Healdsburg Plaza, 7777 Mill Creek Road offers privacy, panoramic views, and a substantial building site ready for your vision. The property is already improved with a septic system, a well, new water storage, PG&E availability, an established building pad, and a seasonal pondproviding a significant head start for future development. The expansive, level building area is surrounded by untouched space and natural beauty, creating an ideal setting for a custom Wine Country estate, weekend retreat, or recreational property. Enjoy hiking, stargazing, and complete tranquility while remaining just minutes from the restaurants, wineries, and amenities of downtown Healdsburg. With over 40 acres, existing infrastructure, and flexible seller-carry financing available for qualified buyers, this is a rare opportunity to secure a substantial Sonoma County property with much of the groundwork already in place.

7777 Mill Creek Rd, Healdsburg

620 Dry Creek Rd, Healdsburg
$1,745,000
4 Beds ⋅ 4 Baths ⋅ 326037487 MLS
Just over a mile from the historic Healdsburg Plaza, 620 Dry Creek Road is a rare compound at the entrance to one of Sonoma County's most celebrated wine valleys. Set on 1.27 level, peaceful acres bordered by redwood trees and open pasture, the property brings together four distinct structures: a 3-bedroom, 2-bath main house with a loft, skylights, fireplaces, and southern views of vineyards and rolling hills; a charming 1-bedroom, 1-bath ADU with its own full kitchen and private yard; a pool house; and a game barn with electricity and soaring ceilings that genuinely surprises. An in-ground pool, hot tub, covered patio, solar panels, Tesla Powerwall battery backup, and a new 200-amp electrical panel round out a property built for living well and entertaining generously. The fully fenced open-sky pasture and ample open parking make this as practical as it is beautiful.

620 Dry Creek Rd, Healdsburg

4951 W Soda Rock Ln, Healdsburg
$3,950,000
4 Beds ⋅ 4 Baths ⋅ 326034879 MLS
Located in the heart of Sonoma County's renowned southern Alexander Valley AVA, this turn-key 25,000-case winery on 36 acres +/- offers a rare opportunity to own a fully operational, charming wine estate with significant upside potential. The property features a quaint tasting room with inviting outdoor seating, perfect for hosting public tastings, private events, and memorable winery gatherings. A premier elevated estate building site overlooks sweeping panoramic views of Mt. St. Helena and the Mayacamas Mountains, creating an idyllic setting for future expansion or a signature estate home. The winery includes an existing 2,861 sq ft () building, a 4,600 sq ft () crush pad and tank area, and a 12,000 sq ft Sonoma County-approved expansion permit complete with architectural plans. The estate encompasses 23.79 acres +/- of premium vineyards planted to Cabernet Sauvignon, Cabernet Franc, and Chardonnay, with 13.24 acres of new plantings and 10.55 acres of mature vines. Additional improvements include a 1,250 sq ft +/- manager's residence, a 2,500 sq ft +/- farm worker bunkhouse, and fully landscaped grounds. Situated on a peaceful, paved country lane, the property enjoys convenient proximity to Downtown Healdsburg with its world-class shopping, dining, and amenities. It is also close to Lake Sonoma, the Russian River, Sonoma County Airport, and just 20 minutes from Napa County. This is a rare chance to acquire a productive, event-ready winery in one of California's most prestigious wine growing regions ideal for a passionate winemaker, investor, or family seeking a lifestyle property in the heart of wine country.

4951 W Soda Rock Ln, Healdsburg

5520 W Soda Rock Ln, Healdsburg
$14,500,000
4 Beds ⋅ 3 Baths ⋅ 326036977 MLS
Premier southern Alexander Valley estate, winery, vineyards, cattle ranch along the Russian River in Sonoma County's renowned southern Alexander Valley AVA comprises approximately 320 acres across three parcels, offering an exceptional turn-key wine country property that combines a fully operational 25,000-case winery, productive vineyards, and expansive ranch potential with stunning panoramic views of Mt. St. Helena, the Mayacamas Mountains, Russian River Valley, and Chalk Hill. The holdings include a spacious 3,006 sq. ft. multi-level ranch residence with pool, tennis court, and wine cellar; a charming wine tasting room with outdoor seating; a 2,861 sq. ft. winery building, crush pad, and approved 12,000 sq. ft. expansion; plus manager's residence, large bunkhouse, shop, and livestock facilities. Approximately 120 +/- acres are planted to premium vineyards featuring Cabernet Sauvignon, Chardonnay, Zinfandel, Malbec, Petite Verdot, Cabernet Franc and Sauvignon Blanc, with additional prime acreage ideally suited for further vineyard development. Significant water resources include a large reservoir, irrigation wells, and nearly half a mile of Russian River frontage with beach access. A dramatic ridge-top building site commands sweeping views, while mature forests, oak woodlands, and lush landscaping provide privacy and natural beauty. Zoning supports potential subdivision, and the generous acreage accommodates grazing or other agricultural uses. Conveniently located on a peaceful paved lane just minutes from downtown Healdsburg's acclaimed restaurants and shops, the property offers easy access to Lake Sonoma, the Russian River, Sonoma County Airport, and is only 20 minutes from Napa Valley representing a rare legacy opportunity for a family estate, wine production expansion, or investment in one of Northern California's most prestigious wine growing region.

5520 W Soda Rock Ln, Healdsburg

1 W Soda Rock Ln, Healdsburg
$5,250,000
326034883 MLS
Alexander Valley Estate Vineyard & Premier Building Site nestled in the heart of the renowned Alexander Valley appellation, this exceptional 144 +/- acre estate offers a rare opportunity to own a premier vineyard property with breathtaking views and extraordinary potential.The estate features approximately 85 +/- acres of mature, estate-quality vineyards planted to Cabernet Sauvignon, Chardonnay, and Malbec. These vines, now in their prime at eight years old average, consistently produce fruit that has earned excellent wine ratings, reflecting the superior terroir and careful stewardship of the land.Complementing the vineyards are significant water resources, including a large reservoir, high-capacity irrigation wells, and nearly half a mile of Russian River frontage and beach access for enjoyment, swimming and fishing. The property enjoys excellent paved road access in Sonoma County and offers a commanding, scenic building site ideal for a distinguished private residence or estate home. Located just minutes from the vibrant charms of Downtown Healdsburg, with its world-class restaurants, boutique shopping, and cultural amenities, the property is also conveniently close to the Jimtown Store, Lake Sonoma, and Sonoma County Airport. Napa Valley lies only 20 minutes away.This is a rare chance to acquire a highly productive vineyard in one of California's most prestigious winegrowing regions, with additional potential for subdivision into multiple parcels. Whether envisioning a private family estate, expanding wine production, or creating a legacy property along the scenic Russian River, this offering represents an unparalleled opportunity in Alexander Valley. Website: 5520wsodarocklanevineyardparcel.jmbland.com

1 W Soda Rock Ln, Healdsburg

2 W Soda Rock Ln, Healdsburg
$5,850,000
3 Beds ⋅ 2 Baths ⋅ 326034895 MLS
Premier Alexander Valley estate with Stunning Views nestled along a peaceful, paved country lane, this exceptional ranch estate offers breathtaking panoramic views of Mt. St. Helena, the Russian River Valley, the Mayacamas Mountains, vineyards and iconic Chalk Hill valley. The property features a spacious 3,006 sq. ft. (+/-) multi-level ranch residence, complemented by a sparkling inground swimming pool, lush lawns, tennis court, professional landscaping, wine cellar and majestic clusters of redwood trees. Additional improvements include a manager's residence/office, a large shop, livestock shelter, and corrals.The estate is enhanced by approximately 10 +/- acres of premium vineyards planted to Cabernet Sauvignon, Zinfandel, Chardonnay, Petite Verdot, and Sauvignon Blanc. An additional 25 acres (+/-) of prime land are ideally suited for future estate vineyard development. A dramatic ridge-top estate building site offers sweeping, unobstructed views of Mt. St. Helena and the surrounding grassland/oak tree countryside. Zoning allows potential subdivision of the property, while generous acreage supports grazing for cattle or other farm animals. Mature fir, oak, and madrone forests and redwood tree lined meadow provide natural beauty and privacy throughout the property. Conveniently located, the estate is just minutes from the vibrant shops, acclaimed restaurants, and world-class amenities of downtown Healdsburg. It also enjoys easy access to Lake Sonoma, Russian River, Sonoma County Airport, and is only 20 minutes from Napa County.This rare offering combines productive vineyards, expansive ranch potential, and spectacular natural beauty in one of Northern California's most sought-after wine country locations. Website: https://5520wsodarocklane.jmbland.com

2 W Soda Rock Ln, Healdsburg

1084 Red Tail Rd, Healdsburg
$1,675,000
3 Beds ⋅ 2 Baths ⋅ 326036719 MLS
Welcome to your private Sonoma County retreat, set on approximately 1.4 acres of flat, usable land in the heart of California Wine Country. This 3 bedroom, 2 bath home, offers 1,890 square feet of warm, inviting living space with timeless chalet-inspired design and exceptional versatility. Upon entry, your gaze is immediately drawn to soaring cathedral ceilings and striking exposed wood beams that create a dramatic yet welcoming great room. Anchored by a centrally located wood-burning stove, this open-concept living space is ideal for both relaxing and entertaining. A designated dining area flows seamlessly into the kitchen, offering comfort and connection for everyday living. The primary suite is a true retreat, featuring vaulted ceilings, an en-suite bathroom, and a walk-in closet. Two additional bedrooms are thoughtfully positioned on the opposite side of the home with a shared full bath, providing privacy and flexibility for guests or family. The property continues to impress outdoors with expansive, level acreage offering endless possibilitiesfrom gardening and recreation to simply enjoying the peaceful surroundings. An attached two-car garage is complemented by a substantial detached Barn/Shop with over 2,500 square feet of space, ideal for car enthusiasts, hobbyists, or creative pursuits. Additional finished flex space and game room areas provide even more room to work, play, or entertain. Ideally located just up from Merriam Vineyards and minutes from both downtown Healdsburg and Windsor, this property offers the perfect balance of privacy and convenience. Healdsburg is widely recognized as a premier wine and culinary destination, centered around a charming plaza filled with tasting rooms, restaurants, and boutique shops. Surrounded by world-class wineries and celebrated dining, the area delivers the very best of Sonoma County living. A rare opportunity to enjoy space, character, and lifestyle in one of Northern California's most sought-after locations.

1084 Red Tail Rd, Healdsburg

1099 Dry Creek Rd, Healdsburg
$4,495,000
4 Beds ⋅ 7 Baths ⋅ 326035090 MLS
Set in the heart of prestigious Dry Creek Valley, just minutes from downtown Healdsburg, 1099 Dry Creek Road is a newly built modern estate that redefines wine country luxury. Designed for seamless indoor-outdoor living, this private 1.6 acre retreat is surrounded by vineyard and mountain views, offering both tranquility and convenience. The main residence spans approximately 3,753 sq ft with 3 bedrooms and 4.5 baths, complemented by a beautifully appointed 1,200 sq ft ADU with 1 bedroom and 1.5 baths, ideal for guests, extended stays, or flexible living. Thoughtfully curated with elevated materials and craftsmanship throughout, the home features French oak flooring, bespoke white oak cabinetry, and marble surfaces including Arabescato Corchia countertops and Bianco Carrara baths. A chef's kitchen with premium appliances anchors the open-concept great room, where walls of glass frame the surrounding landscape and create a seamless connection to the outdoors. Designed for both everyday living and elevated entertaining, the property offers a glass-enclosed wine display, butler's pantry, game room, and library/office. Smart home integration includes Lutron lighting, automated shades, Sonos audio, and whole-home connectivity. Resort-style outdoor living is highlighted by a heated pool and spa, expansive patio areas, curated landscaping, and a turf lawn, perfect for entertaining or relaxing in a serene wine country setting. A rare offering combining modern design, luxury finishes, and an exceptional location just one mile from Healdsburg Plaza, this is turnkey wine country living at its finest.

1099 Dry Creek Rd, Healdsburg

6355 Mountain View Ranch Rd, Healdsburg
$4,875,000
3 Beds ⋅ 4 Baths ⋅ 326035397 MLS
Discover an extraordinary Wine Country retreat where peaceful seclusion, natural beauty, and understated luxury come together in Healdsburg's coveted Dry Creek Valley. The 3,678 square-foot main residence and charming 650 square-foot guest cottage provide an ideal setting for weekend retreats, remote work, and entertaining. Spanning approximately 40 acres of rolling vineyards and scenic hills, this private sanctuary offers breathtaking views of Geyser Peak, Mount St. Helena, and the valley below. A place to escape the demands of urban living, reconnect with nature, and embrace tranquility. Two gated entrances ensure privacy and serenity. Inside, vaulted ceilings, exposed beams, a floor-to-ceiling stone fireplace, and expansive windows create an inviting atmosphere. A well appointed kitchen with professional-grade appliances complements the home's effortless elegance. The main-level primary suite offers a wellness hub with a private view deck and spa-inspired bathroom. Additional bedrooms, a spacious family room, wet bar, utility room, and dedicated wine storage provide comfort and flexibility. Outdoors, a spectacular 50-foot saltwater pool and spa invite relaxation. Imagine mornings spent meditating overlooking the vineyards, meandering among olive and fruit trees, and quiet evenings beneath the Wine Country sky. Approximately 13.16 acres of farmed vineyards feature European varietals, with an established winery relationship offering continuity and ease of management. Whether seeking a luxurious second home, an ideal remote-work setting, or a beautiful primary residence, this exceptional estate offers space to recharge, reflect, and reconnect. A rare opportunity to experience intentional living in the Sonoma County wine country.

6355 Mountain View Ranch Rd, Healdsburg

97 Kennedy Ln Unit #36, Healdsburg
$455,000
2 Beds ⋅ 2 Baths ⋅ 326035850 MLS
Welcome to easy Healdsburg living, just minutes from the historic downtown plaza, wineries, restaurants, boutique shopping, and the Russian River. Built in 2015 and updated throughout, the home features a bright open-concept layout, natural light, and modern finishes. Improvements include updated lighting and fixtures, dimmable living and dining room lighting, newer appliances, and cooling units in each room. It includes a flex room ideal for guests, a home office, hobby space, or additional sleeping area. Outside, enjoy low-maintenance landscaping and peaceful outdoor spaces. Unlike many manufactured home communities, there is no separate land lease or monthly space rent. The property may also be rented to tenants, providing flexibility for investors, second-home buyers, or rental income. This property offers comfort, convenience, and flexibility in the heart of Wine Country.

97 Kennedy Ln Unit #36, Healdsburg

695 Chiquita Rd, Healdsburg
$2,199,000
3 Beds ⋅ 3 Baths ⋅ 326033684 MLS
Set on a generous 1.27 acre lot in a peaceful, private setting, 695 Chiquita Road offers an exceptional opportunity to enjoy the best of Healdsburg living just minutes from Healdsburg Plaza. The 2,767 square foot residence has been completely remodeled, blending modern design and finishes with a warm, inviting Wine Country aesthetic. The home is thoughtfully updated to provide comfortable everyday living as well as effortless entertaining, with light-filled interiors and a seamless connection to the surrounding landscape. Positioned to capture scenic views, the property feels like a true retreat, offering privacy, quiet, and a strong sense of place. The expansive 1.27 acre parcel provides a rare amount of usable land this close to town. There is ample space for outdoor living areas, gardens, a pool, or future expansion. The property also offers excellent potential for an ADU, creating flexibility for guest accommodations, extended family, or supplemental income. Located near the Healdsburg Bike Path, the property provides easy access to biking and walking routes that connect you to the charm and energy of Healdsburg. Just minutes away, the Plaza offers world-class restaurants, tasting rooms, boutique shopping, and a vibrant community atmosphere. With its rare combination of privacy, views, acreage, and a fully remodeled home in a highly desirable location, 695 Chiquita Road presents a compelling opportunity as a full-time residence, weekend retreat, or investment property in the heart of Sonoma County Wine Country.

695 Chiquita Rd, Healdsburg

766 Westside Rd, Healdsburg
$9,900,000
326035080 MLS
A Rare Biodynamic® Winery on Westside Road. Boutique winery ready to scale with an estate vineyard, just one mile from the Healdsburg Plaza, offering provenance, privacy, and potential in one of Sonoma County's most coveted wine corridors. This exceptional Westside Road estate embodies the harmony of heritage, terroir, and Biodynamic® farming. Positioned on a prominent corner just a mile from Healdsburg Plaza, the property offers unparalleled visibility along one of Sonoma County's most iconic wine routes. The estate's unique combination of creek frontage, old vineyard corridors, and Mediterranean varietals positions it as a rare opportunity for those seeking a trophy boutique winery operation, driven by consumer connection through authenticity and intention. The winery is inviting and ready to meet the consumer with authenticity. Every element of the site reflects intentional Biodynamic® practices, from vineyard layout to soil management. Mediterranean varieties thrive in this microclimate, producing wines that are expressive, nuanced, and aligned with the growing natural wine movement. This estate is more than a vineyard; it is a living ecosystem. Certified Biodynamic® practices are integrated into every aspect of cultivation, fostering soil health, ecological balance, and holistic farming. This thoughtful approach supports the integrity of the grapes, the richness of the wines, and the long-term sustainability of the land. For buyers seeking a winery with both environmental stewardship and premium production potential, this estate represents a rare alignment of values and opportunity. Sale includes adjacent lot (APN 110-010-010)

766 Westside Rd, Healdsburg

1633 Dry Creek Rd, Healdsburg
$2,995,000
2 Beds ⋅ 3 Baths ⋅ 326033984 MLS
Stunning Dry Creek Valley estate set on 11.91 acres with sweeping views of Mount St. Helena and the Dry Creek ridgeline. This 1,920 SF Mediterranean-style residence is thoughtfully designed for relaxed Wine Country living and effortless entertaining, featuring an open floor plan, vaulted ceilings, and expansive windows that frame the surrounding landscape. Spanish tile floors run throughout the single-story 2BD/2BA home, with the second bedroom opening to a serene courtyard perfect for morning coffee or quiet evenings. At the heart of the home, a well-appointed chef's kitchen with a generous island and abundant storage invites gathering and connection. Outdoors, the property unfolds into a private oasis with multiple entertaining areas, manicured gardens, a tranquil pond, fruit trees, raised garden beds, and meandering pathways leading to a lower patio and pool. While currently surrounded by Zinfandel & Petite Sirah vine, this sustainably farmed property offers exceptional versatility for those who may not wish to maintain vines. With its rich soil and established infrastructure, it presents an ideal opportunity to create your own agricultural vision whether planting olive trees, cultivating fruits and vegetables, or bringing in animals for a small hobby farm or sustainable homestead. The estate is supported by impressive infrastructure, including a high-producing 125+ GPM well, a 4-bedroom installed septic system, owned solar panels, a roof sprinkler system, underground utilities, and four 5,000-gallon water storage tanks. Located just minutes from downtown Healdsburg, 1633 Dry Creek Road offers privacy, flexibility, and the quintessential Wine Country lifestyle. Only 15 minutes from Sonoma County Airport and approximately one hour north of San Francisco, this is a rare opportunity to enjoy both tranquility and convenience in one exceptional property.

1633 Dry Creek Rd, Healdsburg

5143 Dry Creek Rd, Healdsburg
$4,495,000
4 Beds ⋅ 4 Baths ⋅ 326034406 MLS
Nestled in the heart of Sonoma County's renowned Dry Creek Valley, this exceptional 67-acre ranch offers a rare combination of premier vineyards, a boutique winery open for public tastings and limited events, and complete privacy on sought-after benchland with premium southwestern exposure. Perched atop a scenic knoll, the estate residence 3200 Sq ft +/- commands sweeping panoramic views over the valley, lush vineyards, and on-site 3K case winery. The property features a dedicated wine tasting building/conversion to 2nd residence, a comfortable apartment, a fully equipped wine-making facility, and ample storage everything needed for a turnkey wine country operation with valuable Dry Creek Road frontage, the estate enjoys direct paved access while maintaining seclusion. Of the 67 total acres +/- approximately precisely 33.02 acres per current vineyard map are planted to premium vineyards, including historic old-vine Zinfandel blocks dating to the 1910s, along with Cabernet Sauvignon, Petite Verdot, Cabernet Franc, and Malbec. These vines thrive on the ideal bench land terroir. Paved roads wind throughout the property, providing effortless internal access while preserving the natural beauty.Tranquil creeks meander through the remaining mature oak and madrone woodlands, complemented by a picturesque small pond that enhances the serene setting. The property strikes a perfect balance between productive agriculture and a peaceful, private retreat. Possible 20 +/- acre subdivision potential for three parcels (See zoning). Conveniently located just minutes from the historic Dry Creek General Store, Lake Sonoma, and the vibrant restaurants, wineries, and boutique shopping of Healdsburg. Sonoma County Airport is only a 15-minute drive away, making this an effortlessly accessible yet wonderfully secluded wine country gem.This is a truly rare opportunity to own a private, productive, and breathtaking 67-acre estate with Dry Creek Road frontage in one of California's most prestigious wine growing regions.

5143 Dry Creek Rd, Healdsburg

1624 Madrone Ave, Healdsburg
$275,000
326033639 MLS
Build your dream Wine Country retreat on this exceptional 0.27 acre view lot in one of Healdsburg's most desirable locations. Positioned to capture striking southern views over rolling vineyards and the scenic Russian River corridor, the property offers a rare opportunity to create a custom residence immersed in classic Sonoma County beauty. A completed 4-bedroom perc test provides a strong foundation for development, while public water, power, and natural gas are conveniently available at the streethelping streamline the building process. The setting offers an ideal balance of privacy and accessibility, just minutes from the vibrant Healdsburg Plaza, known for its acclaimed restaurants, tasting rooms, and boutique shopping. Enjoy close proximity to Healdsburg Tayman Park Golf Course, along with easy access to hiking, cycling, and river activities. Whether envisioning a full-time residence or a weekend escape, this property presents an outstanding opportunity to create a custom home in the heart of Wine Country.

1624 Madrone Ave, Healdsburg

317 Alexander Valley Rd, Healdsburg
$1,995,000
2 Beds ⋅ 2 Baths ⋅ 326033954 MLS
Set on approximately 4.62 acres along desirable Alexander Valley Road, this versatile wine country property offers a rare combination of usable land, multiple living spaces, and functional improvements. The mostly level parcel features a small old vine Zinfandel vineyard with room for potential expansion, along with ample space for gardens, animals, or additional agricultural use. The main residence includes 2 bedrooms and 2 baths, complemented by an attached 2-bedroom, 1-bath ADU with a separate entrance, ideal for extended living, guests, or rental income. A newly built rectangular pool creates a striking outdoor focal point, perfect for entertaining and enjoying the surrounding valley setting. Additional improvements include an approximately 1,500 sq ft shop, well-suited for storage, hobbies, or workspace needs. Located in the heart of Alexander Valley, just minutes from Healdsburg and near the emerging North Village, this property offers a blend of rural charm, functionality, and convenient access to wine country amenities.

317 Alexander Valley Rd, Healdsburg

438 Matheson St, Healdsburg
$4,195,000
4 Beds ⋅ 4 Baths ⋅ 326029964 MLS
Nestled on one of Healdsburg's most coveted streets, just a short stroll from the vibrant Plaza, 438 Matheson St. is a stunning example of early 20th-century charm paired with modern-day versatility. Set on a generous corner lot spanning approximately a quarter acre, this property boasts a serene oasis with formal gardens, a sparkling pool, and room to expand with additional flower or vegetable beds. Steeped in character, the over 3,000 sq. ft. home (+/-) spans three thoughtfully designed levels. The main floor has a formal parlor and dining room, a beautifully remodeled gourmet kitchen, and a cozy media room, all anchored by timeless details and abundant natural light. Upstairs, two spacious bedrooms plus an office and two bathrooms share the spotlight with a delightful covered porch, perfect for enjoying quiet moments overlooking the picturesque street below. The versatile lower level opens up endless possibilities, offering space for one to two additional bedrooms, a home office, or even a private theater. Complete with a full bath and laundry room, it's a flexible haven for evolving needs. Outside, a detached garage sparks inspiration with its potentialimagine transforming it into a summer kitchen, guest quarters, or an ADU. Recent upgrades, including fresh interior and exterior paint, a brand-new roof, and a solar system, make this home as efficient as it is enchanting. 438 Matheson seamlessly blends timeless elegance with modern functionality, offering an unparalleled opportunity to live in one of Healdsburg's most desirable locations.

438 Matheson St, Healdsburg

2563 Mill Creek Rd, Healdsburg
$1,400,000
2 Beds ⋅ 3 Baths ⋅ 326032489 MLS
Eight minutes from the Healdsburg plaza, Mill Creek Road gives way to a forest canopy and the kind of quiet that makes you exhale. That's the setting for 2563 & 2560 Mill Creek Rd combined to offer an almost 1 acre property, modern designed 2 bedroom, 2.5 bathroom 1,409 sqft home, genuine nature immersion, and one of the most compelling income opportunities in Healdsburg today. A striking modern home with floor-to-ceiling windows, warm oak plank floors, and an open-concept layout built for living well. The kitchen anchors the main level with a large island, wine fridge, stainless appliances, and floating shelves. Multiple glass sliders dissolve the boundary between inside and out, opening to an expansive deck for dining and entertaining, gravel path, dedicated patio, hot tub, cold plunge, and sauna the kind of amenity stack that earns five-star reviews or creates quality memories. Both ensuite bedrooms sit upstairs, framed by forest views on every side. Cross Mill Creek Road to the south parcel: a fully fenced half-acre with Mill Creek frontage, mature trees, flat open terrain, and a large storage shed ideal for recreation or leisure. Must see to appreciate this unique offering.

2563 Mill Creek Rd, Healdsburg

1017 Westside Rd, Healdsburg
$2,350,000
4 Beds ⋅ 4 Baths ⋅ 326031365 MLS
Set behind gates on Westside Road and tucked along a private lane in the sought-after Madrona Knolls neighborhood, this Healdsburg residence offers a rare combination of privacy, natural beauty, and close-to-town convenience. Surrounded by mature landscaping with dogwoods, citrus and plum trees, azaleas, rhododendrons, roses, and seasonal color, the setting feels peaceful and established while remaining just minutes from Healdsburg Plaza, acclaimed dining, tasting rooms, and boutique shopping. Inside, soaring approximately 25-foot windows in the great room frame sweeping southern valley views, distant mountains, memorable sunrises, and the changing light across the landscape. Abundant natural light, rich hardwood flooring, and generous living spaces create an atmosphere that is both comfortable and refined. Designed for everyday living as well as entertaining, the home offers four bedrooms and three baths, including two spacious primary suites positioned on opposite ends for privacy and flexibility. At the center of the home, the kitchen, dining, and great room connect naturally and flow to expansive view decks and outdoor gathering spaces. A private wine cellar with tasting area adds to the wine country setting, while the gated grounds provide a sense of retreat. A distinctive offering in one of Healdsburg's most desirable hillside neighborhoods.

1017 Westside Rd, Healdsburg

280 Long Acres Pl, Healdsburg
$2,695,000
4 Beds ⋅ 5 Baths ⋅ 326031086 MLS
Imagine waking up at 280 Long Acres Place, where the morning sun clears the peak of the Mayacamas Mountains and pours through the home's soaring ceilings. The sheer volume of the great room reflects the vastness of the rolling eastern ridges just outside your window, creating an atmosphere of effortless, airy luxury. This isn't just a house; it's a lifestyle curated for the connoisseur. After a day exploring local vineyards, you return to the Sunset Breeze estate to select a vintage from one of your two professional wine cellars. With a 1,000+ bottle capacity, your collection finally has a gallery of its own. The main residence is both grand and functional, featuring 3 spacious bedrooms and 4 bathrooms, plus a private office designed for quiet focus. When the weekend arrives, the party naturally flows from the high-volume interiors onto the expansive entertaining deck, where the mountain views provide a dramatic backdrop for starlit dinners. For your guests, the 480 sq. ft. detached casita offers total autonomy with its own kitchenette and full baththough it's equally suited as a high-end home gym or creative studio. Moments from the world-class dining of Healdsburg Plaza, this estate offers the rare balance of away from it all and in the heart of it.

280 Long Acres Pl, Healdsburg

25 W Grant St, Healdsburg
$6,500,000
10 Beds ⋅ 11 Baths ⋅ 326030556 MLS
Price improvement! Exceptional opportunity to own an established 10-room inn in the heart of internationally acclaimed Healdsburg, Sonoma County. Set on over an acre, this inviting property blends timeless charm with modern comfort. Guests enjoy serene garden settings, welcoming common areas and a short walk to the vibrant town plaza offering boutique shops, art galleries, acclaimed restaurants and wine tasting. As well as a vibrant mix of year-round special events, live music and community gatherings. Ideally situated near the airport, Lake Sonoma, and the Russian river, providing both convenience and access to outdoor recreation. Rarely found in this prime location, the expansive grounds offer significant potential for future expansion or enhancement, appealing to investors, developers, or owner-operators seeking a lifestyle hospitality. A turnkey operation with strong appeal as a boutique lodging destination, private retreat or corporate getaway.

25 W Grant St, Healdsburg

25 W Grant St, Healdsburg
$6,500,000
326030482 MLS
Price improvement! Exceptional opportunity to own an established 10-room inn in the heart of internationally acclaimed Healdsburg, Sonoma County. Set on over an acre, this inviting property blends timeless charm with modern comfort. Guests enjoy serene garden settings, welcoming common areas and a short walk to the vibrant town plaza offering boutique shops, art galleries, acclaimed restaurants and wine tasting. As well as a vibrant mix of year-round special events, live music and community gatherings. Ideally situated near the airport, Lake Sonoma, and the Russian river, providing both convenience and access to outdoor recreation. Rarely found in this prime location, the expansive grounds offer significant potential for future expansion or enhancement, appealing to investors, developers, or owner-operators seeking a lifestyle hospitality. A turnkey operation with strong appeal as a boutique lodging destination, private retreat or corporate getaway.

25 W Grant St, Healdsburg

25 W Grant St, Healdsburg
$6,500,000
326026590 MLS
Price improvement! Exceptional opportunity to own an established 10-room inn in the heart of internationally acclaimed Healdsburg, Sonoma County. Set on over an acre, this inviting property blends timeless charm with modern comfort. Guests enjoy serene garden settings, welcoming common areas and a short walk to the vibrant town plaza offering boutique shops, art galleries, acclaimed restaurants and wine tasting. As well as a vibrant mix of year-round special events, live music and community gatherings. Ideally situated near the airport, Lake Sonoma, and the Russian river, providing both convenience and access to outdoor recreation. Rarely found in this prime location, the expansive grounds offer significant potential for future expansion or enhancement, appealing to investors, developers, or owner-operators seeking a lifestyle hospitality. A turnkey operation with strong appeal as a boutique lodging destination, private retreat or corporate getaway.

25 W Grant St, Healdsburg

10443 Chalk Hill Rd, Healdsburg
$1,495,000
326031492 MLS
Welcome to your private retreat nestled in the heart of Healdsburg's stunning wine country. This rare offering presents an extraordinary opportunity to create your dream estate amid rolling vineyards and serene natural beauty. With expansive land to bring your vision to life, this property invites endless possibilities. Architectural plans are on file to build a 4 bedroom main house, 2 bedroom guest house, and a detached garage with an upstairs office/studio with bathroom and kitchenette. One of the standout features is the luxurious infinity pool, perfectly positioned to take in the sweeping hillside views. Imagine relaxing poolside, watching the sun set over the rolling landscape, an everyday escape to tranquility. Located along the scenic Chalk Hill Road, this property combines privacy and convenience while offering access to the unmatched beauty of the surrounding area. Whether you're seeking a quiet retreat, a weekend escape, or a foundation for creating your dream estate, this land has the potential to cultivate the lifestyle you've always envisioned. Discover the perfect blend of natural beauty and possibility. It's more than a property, it's an invitation to inspired living. Don't miss this opportunity to create your own slice of paradise in one of Sonoma County's most picturesque regions. *Architectural rendering and pool have been virtually enhanced.

10443 Chalk Hill Rd, Healdsburg

6600 Mill Creek Rd, Healdsburg
$495,000
326031415 MLS
Perched in the hills above the Russian River and Dry Creek Valleys, 6600 Mill Creek Road offers a rare opportunity to own 54 acres of private, restored woodland with panoramic views. The elevated build site boasts sweeping vistas of forested ridgelines, offering a stunning backdrop for your future estate. Peaceful and secluded, the property provides a true sense of escapeyet is just minutes from the heart of Healdsburg. This land is a testament to resilienceemerging renewed after the 2020 Walbridge Fire. Now beautifully restored, the setting invites you to build your dream home surrounded by towering redwoods and natural beauty. Essential infrastructure is already in place: a productive 17.1-gallon-per-minute well, a 10,000-gallon concrete water tank, and septic for 3-bedroom residence, making this an ideal canvas for your private retreat.

6600 Mill Creek Rd, Healdsburg

West Dry Creek Road, Healdsburg
$1,700,000
326030396 MLS
Discover a rare opportunity to own 180.43 acres across two separate legal parcels (99.12 and 81.31 acres), each featuring a beautiful, thoughtfully positioned view building site that captures sweeping vistas of rolling hills, vineyards, and the surrounding Wine Country landscape. The elevated homesites offer a sense of privacy, scale, and natural beautyideal for creating a truly special estate or multi-residence compound. Each parcel provides a distinct and compelling setting for a custom residence, with orientations designed to maximize views, sunlight, and privacy. Whether envisioning a primary estate with a secondary residence or a generational compound across both parcels, the property offers flexibility and long-term potential. Pre perc testing in process with 8-10 bed septic capacity expected. Buyer to verify. The land is supported by two wells and power available at the street, providing a strong foundation for future development. The expansive acreage allows for the creation of curated outdoor living spaces, gardens, and recreational amenities, all set within a serene and private environment. Ideally located just minutes from the Healdsburg Plaza, the property also enjoys close proximity to the Dry Creek General Store, Lake Sonoma, and the renowned wineries of Dry Creek Valley. This unique combination of scale, setting, and location presents an exceptional opportunity to establish a legacy Wine Country estate.

West Dry Creek Road, Healdsburg

Dutcher Creek Road, Healdsburg
$2,995,000
326029037 MLS
Buchignani Ranch & Vineyards, an exceptional 389 +/-acre diverse legacy ranch in Sonoma's Alexander Valley & Dry Creek AVA, offers unmatched viticultural heritage and serene seclusion. This third-generation haven features 24 +/- acres of 1940's & 50's planted Old-Vine Zinfandel and Carignane, producing Ridge Vineyards' acclaimed wines (93-95 points) Fruit contracts available. Spanning two parcels (152 & 237 acres +/-) with 40-acre minimum subdivision potential, the ranch boasts rolling grasslands with large valley oaks, redwoods, fir, and madrone forests, and a large 16 +/- acre foot lake/reservoir fed by a crystal-clear redwood lined creek. A 2,500 sq ft, 2-bed, 2-bath farmhouse awaits transformation, while 43 acres +/- of premium coveted hillside plantable land and RRD & LIA zoning support vineyard expansion or a boutique winery. Pristine building sites overlooking Alexander Valley, Mt St Helena and Geysers Peak. Adjacent to 16,000-acre Lake Sonoma Recreation Area, ensuring privacy with minimal road noise. Large gravity flow spring water. Minutes from Geyserville's charm and Healdsburg's luxury, with paved county road access, this retreat blends income from Ridge contracts and vast potential for vintners, investors, or wine country visionaries.

Dutcher Creek Road, Healdsburg

4304 Dry Creek Rd, Healdsburg
$5,900,000
326023132 MLS
Dry Creek Valley winery development and large river park meadow 7 acres +/- with private estate residence building site. Nestled along scenic Dry Creek Road with direct frontage on both Dry Creek Road and the picturesque Dry Creek river itself, this 40-acre vineyard estate has the potentially to be subdivided into two twenty acre +/- parcels and offers a rare, fully permitted opportunity to develop a world-class winery on one of Sonoma County's premier sites in the heart of Healdsburg's renowned Dry Creek Valley. Currently planted to approximately 37.5 +/- acres of high-quality vines (including Block 2 Old Vine Zinfandel planted in 1953, newer Zinfandel blocks, Merlot, Petite Sirah, and Primitivo), the property has consistently delivered 112-130 tons of premium fruit annually in recent years. Fruit contracts are available. The mature, the terroir produce exceptional grapes ideal for estate bottling. What truly distinguishes this offering is the long-standing approved Sonoma County use permit for a single 17,000+/- sq ft winery building that includes an attached tasting room and retail space, with a maximum annual production capacity of 25,000 cases. Detailed architectural plans (elevations, floor plans, and site layout are included, featuring board-and-batten siding with cedar stain, corrugated iron roofing, natural wood exposed structures, and thoughtful integration into the rolling landscape. The approved site plan provides for tasting/veranda areas, flagstone events space, ample parking & loading, Public tasting, retail sales, agricultural promotional events, and limited weddings/special events expressly permitted, the infrastructure is in place to launch or expand an immediate wine business. Recent engineering and improvement permits confirm ongoing project readiness. Dramatic aerial views reveal orderly vine rows hugging the Dry Creek riverbank setting with beach access and open meadows in a park setting, mature oak trees and sweeping hill vistas perfect for creating an iconic estate winery and tasting destination. Whether you are an established vintner ready to build your label or a visionary buyer seeking to realize the long-planned Hales Winery, this turn-key permitted property with prime Dry Creek Road and Dry Creek river frontage in the heart of Zinfandel country represents a singular opportunity. All plans, permits, and production history are available for immediate review.

4304 Dry Creek Rd, Healdsburg

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