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$2,295,000
4 Beds ⋅ 3 Baths ⋅ 326060632 MLS
Exceptional 5-acre Wine Country retreat sits on a quiet country lane just five minutes from the Historic Healdsburg Plaza. One of four estate parcels with established CCR's, featuring a private, beautifully updated single-story home surrounded by a 3.5-acre Petite Sirah vineyard, 20+ mature olive trees, and a charming redwood grove. Detailing a 6-bedroom standard septic system, plans for a 2-bedroom ADU, existing Short-Term Rental (STR) permit, 90 GPM shared well, underground utilities including natural gas, and AT&T fiber optic service. Recent improvements include a newer roof, HVAC system, and tankless water heater. An exceptional opportunity to enjoy the best of Wine Country living with outstanding flexibility as a primary residence, weekend retreat, or income-producing investment.

531 Limerick Ln, Healdsburg
$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
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 326076165 MLS
A sweet peach in bucolic and relaxing Healdsburg, California. Located just 8 blocks east of downtown and the vibrant Healdsburg Square, this extremely well maintained and loved home is in the heart of the Sonoma County wine country and the coveted Greens neighborhood. Built in 1989, this 2,648sf, two story home sits on a generous 10,000sf lot and features a beautiful, private, landscaped backyard with an amazing pool and spa. There are 4 bedrooms and 3 full baths. The main level front entry opens to a vaulted, light filled living room, formal dining area, beautifully upgraded kitchen with quartz counters and connected TV / sitting area with wood burning fireplace. There is a bedroom and full guest bathroom on the main level as well. The kitchen and sitting area access the a covered back porch / deck which runs the entire westside of the house. The upper level features the primary bedroom with walk-in closet, and upgraded-remodeled bathroom plus two additional bedrooms and second full bathroom. Relax and enjoy the gorgeous in-ground pool and spa, surrounded by mature landscaping with fruit trees and lush foliage. The back yard is fully fenced and creates a sense of peace and privacy. The thoughtfully landscaped front yard with magnificent peach tree enhances and compliments the well tended and pride of ownership which abounds in the Greens neighborhood. There is an oversized two car garage with ample storage. Greens Drive ends in a cul-de-sac with little car traffic and disruption, and a feeling of sanctuary abounds. The Russian River, Memorial Beach, and Fitch Mountain are right out your back door as well as the legendary dining and amazing wineries Healdsburg is known for world wide.

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

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

1750 Lytton Springs Rd, Healdsburg
$2,850,000
4 Beds ⋅ 4 Baths ⋅ 326073904 MLS
Wine Country living at its finest. Experience the best of Wine Country living from this beautifully appointed Eastside Road property, ideally situated at the end of a private lane on 2.11 acres. Surrounded by mature trees and backing to a neighboring vineyard, the setting feels peaceful and tucked away while remaining just minutes from Healdsburg and Windsor. The 3,474 sq. ft. home offers 4 bedrooms and 3.5 baths and lives like a single level, with the primary suite and dedicated office on the main floor. The primary bath adds a touch of luxury with heated floors and a steam shower. At the heart of the home is a spacious open kitchen designed for gathering and entertaining, featuring a marble island with five-burner gas cooktop, farmhouse sink, built-in refrigerator and freezer, double ovens, built-in espresso machine, microwave drawer and 48-bottle wine refrigerator. The open layout offers generous entertaining space, while large windows frame the surrounding greenery and bring the Wine Country setting indoors. A custom four-panel NanaWall accordion door opens the living space to the outdoors, creating a seamless connection for indoor-outdoor entertaining. Outside, enjoy the fully fenced PebbleTec pool and spa, bocce ball court and plenty of room to relax, gather and take in the Wine Country setting. Additional features include temperature-controlled wine storage, solar panels and a Tesla charger. Whether enjoyed as a full-time residence, second home or with an eye toward potential vacation rental use, this Eastside Road property offers exceptional Wine Country versatility. Peaceful and tucked away, yet close to acclaimed wineries, restaurants, shopping and all that Healdsburg and Windsor have to offer, with convenient access to the greater Bay Area.

10934 Eastside Rd, Healdsburg
$3,000,000
4 Beds ⋅ 3 Baths ⋅ 326075117 MLS
Come see what everyone is talking about! Rare Healdsburg Opportunity! Character, Space & Possibility. Opportunities like this rarely come to market in the heart of Healdsburg. Set on nearly one-third of an acre on one of Healdsburg's most desirable streets, this unique property offers an exceptional combination of location, character, privacy, and versatility. Bordering Tucker Street and Alley 2, the quintessential single-level Craftsman features 3 bedrooms, 1.5 bathrooms, laundry room, mudroom, and basement, root cellar.'' Enjoy classic front-porch living and a private backyard with an established orchard. Privately accessed from Alley 2, the detached 840-square-foot, 1-bedroom, 1-bath ADU, built in 2004, offers its own entrance, parking, and full-length deck overlooking the orchard, perfect for guests, family, or a private retreat. And the possibilities continue: the property may have the potential to become two separate lots. The combination of nearly one-third acre, alley access, an existing ADU, and a prime downtown location is exceptionally rare. Whether you envision a family compound, multigenerational living, a guest retreat, or exploring the potential of two properties, this is a truly special opportunity to create your own Healdsburg lifestyle. Rarely does a property with this location, land, and potential become available. Come experience it for yourself.

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

114 Lavender Cir, Healdsburg
$799,000
3 Beds ⋅ 3 Baths ⋅ 326072647 MLS
Just minutes from the Healdsburg Plaza with its exceptional dining, boutique shopping and distinguished wineries this beautifully maintained 3 bedroom, 2.5 bathroom home offers comfortable living spaces, thoughtful updates and inviting private backyard. The well appointed kitchen features granite countertops, updated cabinetry, stainless steel appliances and a charming breakfast nook. Hardwood floors add warmth and character while abundant storage throughout the home provides plenty of room for everyday living and organization. Upstairs, the spacious primary bedroom and two additional generously sized bedrooms are complemented by two full bathrooms. Residents of this desirable community enjoy beautifully landscaped common areas and an exceptional collection of amenities, including a sparkling pool and spa, tennis courts, pickleball and bocce all just steps from home. Comfortable, well cared for and ideally suited for today's lifestyle, this inviting home offers a rare combination of outdoor privacy, convenience and resort style community amenities, all just minutes from the best of Healdsburg.

554 March Ave, Healdsburg
$1,295,000
3 Beds ⋅ 3 Baths ⋅ 326071481 MLS
Discover the best of Healdsburg living in this beautifully refreshed 3-bedroom, 2.5-bathroom home offering 2,208 square feet on nearly half an acre. Tucked away on a peaceful dead-end street, this inviting property is just minutes from the iconic Healdsburg Plaza, placing exceptional dining, wine tasting, shopping, and entertainment close at hand. Thoughtfully updated with fresh interior and exterior paint, a remodeled kitchen, new flooring, and numerous additional improvements, the home offers a stylish, comfortable, and move-in-ready setting. Views add another special dimension, creating a beautiful backdrop and a wonderful connection to the surrounding Wine Country landscape. Outside, the property truly shines as a private backyard retreat. An in-ground pool and spa are complemented by a spacious patio, creating the perfect setting for sunny afternoons, evening swims, outdoor dining, and entertaining with friends and family. Garden beds and generous yard space offer plenty of room for gardening and enjoying the outdoors. With its peaceful setting, expansive lot, inviting views, resort-like backyard, and proximity to downtown Healdsburg, this home offers a rare combination of privacy and convenience. Enjoy the space and tranquility of a residential retreat while being just minutes from everything that makes Healdsburg one of Wine Country's most desirable destinations.

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

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

6341 W Dry Creek Rd, Healdsburg
$745,000
3 Beds ⋅ 2 Baths ⋅ 326070350 MLS
Welcome to 238 Hummingbird Place, a charming single-story home nestled in the desirable Rio Vista Estates community of Healdsburg. This 3-bedroom, 2-full-bath PUD offers approximately 1,122 square feet of comfortable living space with an inviting layout and the ease of single-level living. As a resident of Rio Vista Estates, enjoy access to community amenities including the clubhouse, swimming pool, and private beach'' accessperfect for relaxing, entertaining, or enjoying warm Sonoma County days. Beyond the community, you'll find all that makes Healdsburg such a special place to call home. Known for its picturesque setting, historic downtown plaza, acclaimed restaurants, boutique shopping, and world-renowned wineries, Healdsburg offers a wonderful blend of small-town charm and sophisticated wine-country living. Spend the afternoon exploring local tasting rooms, enjoy dinner in the heart of downtown, or simply take in the beauty of Sonoma County. Whether you're looking for a comfortable primary residence, a wine-country getaway, or an opportunity to become part of the Healdsburg community, 238 Hummingbird Place offers an appealing combination of comfort, amenities, and location.

238 Hummingbird Ct, Healdsburg
$585,000
1 Beds ⋅ 1 Baths ⋅ 326066998 MLS
Discover the potential of this rare Fitch Mountain property, featuring 0.29 acres with 125' of Russian River Frontage. For the first time in decades, this unique riverfront property presents the chance to reimagine a ~1,000+ SqFt home on a rare, oversized parcel in one of Sonoma County's most coveted natural settings. Tucked away on a quiet lane and framed by towering redwoods, the property enjoys abundant year-round sunlight and private access to a secluded stretch of the Russian River shoreline. Formerly owned by a renowned local artist, the home retains its vintage character and offers a blank canvas for your vision. The spacious primary bedroom includes an adjoining closet area, while the central living room opens to a covered deck and bonus room. Formerly the artist's studio, this flexible space offers deck access and river views, ideal for a second bedroom or creative retreat. Nestled between the protected river corridor and Fitch Mountain Open Space Preserve, the property is immersed in a truly serene landscape, while just minutes from the historic Healdsburg Plaza, acclaimed restaurants, and tasting rooms. This is a rare opportunity to create a riverside retreat of your own, with the best of Wine Country on your doorstep.

2001 Redwood Dr, Healdsburg
$840,000
2 Beds ⋅ 2 Baths ⋅ 326068869 MLS
Wine Country living doesn't get better than this. 346 Piper Street is a stunning 2BD/1.5BA smart home just steps from the Healdsburg Plaza and it's everything. Chef's kitchen with pro-grade appliances, quartz countertops & custom cabinetry. Cozy gas fireplace. Bamboo floors throughout. And the backyard. Professionally designed by Jake Moss Designs and featured on DIY Network's Yardcore complete with a hot tub that's included in the sale. 1,180 sq. ft. of meticulously upgraded, move-in ready Wine Country bliss. Low-maintenance HOA living with recent roof, gutters & systems all updated.

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

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

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

5968 W Dry Creek Rd, Healdsburg
$695,000
3 Beds ⋅ 3 Baths ⋅ 326062554 MLS
3-Bedrooms, 2-1/2 Baths Home close to Healdsburg Golf Course, Russian River, Downtown Healdsburg Plaza. Located near Clubhouse and Pool with Russian River Access, Close to Badger Park which has a Dog Park, Community Gardens.

849 Falcon Way, Healdsburg
$899,000
4 Beds ⋅ 2 Baths ⋅ 326065240 MLS
Spacious Wine Country GEM with four APNs, over 1/2 acre of land and river access! This charmer offers a timeless ambiance with vintage character, modern comfort, and an extraordinary natural setting. The home's two levels each have their own living room and expansive wrap-around decks, showcasing breathtaking panoramic views of the iconic Russian River. Two bedrooms on each level allow for exceptional flexibility for entertaining, working from home, or accommodating guests. Additional highlights include a large, bright kitchen and dining area, abundant windows, and private wine storage. Step outside and enjoy spectacular river vista views and seamless indoor-outdoor living. The generously sized lots provide a peaceful retreat with access to the Russian River beach, perfect for kayaking, swimming, relaxing, or simply enjoying the beauty of Wine Country. Ideally located just minutes from Healdsburg's renowned downtown plaza, world-class wineries, acclaimed restaurants, and boutique shopping. This unique property offers an unparalleled opportunity to own a distinctive riverfront retreat in one of Sonoma County's most sought-after destinations. Don't miss your chance to own this exceptional Vintage Healdsburg home.

2031 Madrone Ave, Healdsburg
$16,000,000
2 Beds ⋅ 2 Baths ⋅ 326066203 MLS
Matrix Winery is a landmark 44-acre winery estate situated along Healdsburg's iconic Westside Road corridor in the heart of the Russian River Valley. Anchored by a valuable 50,000-case winery permit, the property features an established tasting room open for tours and tastings with wine warehouse-office and extensive paved parking area. Beautiful landscaped grounds, winery production facility, and approximately 20 acres of premier estate hillside vineyards planted primarily to Pinot Noir, Chardonnay, Zinfandel, and Petite Sirah. The turnkey grounds boast two scenic reservoirs, an extensive paved internal road network, and panoramic valley views. Located just minutes from downtown Healdsburg and the Plaza, the parcel presents rare development upside with potential subdivision into two ~20-acre parcels, each offering multiple prime building sites for a legacy compound or custom estate residence.

3291 Westside Rd, Healdsburg
$2,250,000
3 Beds ⋅ 3 Baths ⋅ 326066250 MLS
Sweeping Dry Creek Valley views, 6.5 acres, and a coveted West Dry Creek Road address set the stage for this special Healdsburg Wine Country property, just minutes from Healdsburg Plaza. Surrounded by vineyards and mature redwoods, the setting offers privacy and a remarkable connection to one of Sonoma County's most celebrated destinations for cycling, wine tasting, dining, and outdoor recreation. The single-level main residence features three bedrooms plus a flex room and three full bathrooms, with an open kitchen, spacious great room, expansive windows that take full advantage of the surrounding views, and an easy connection to the outdoor spaces. Fresh exterior paint, updated interior light fixtures, and refreshed landscaping give the property a renewed feel while leaving it ready for your personal touches and vision. An unfinished two-story ADU offers additional space and future possibilities, while an agricultural barn provides added flexibility for vineyard operations, equipment, storage, a workshop, or other agricultural uses. Two separate access points provide convenient entry to the residential and vineyard areas. Approximately two acres are planted with Zinfandel vines, further connecting the property to the landscape and character of Dry Creek Valley. With world-renowned wineries and scenic cycling routes nearby, along with the restaurants, boutiques, tasting rooms, and energy of Healdsburg Plaza just minutes away, this is a rare opportunity to own a substantial Wine Country property in one of Healdsburg's most sought-after locations.

3025 W Dry Creek Rd, Healdsburg
$875,000
3 Beds ⋅ 2 Baths ⋅ 326066241 MLS
Excellent neighborhood (with no pesky HOA dues to pay or association to have looking over your shoulder:), easy walk to downtown. Access to bicycle trail that routes down Johnson St. to Healdsburg Plaza and businesses in the area. Quiet cul-de-sac location. Owner is a quality contractor who has built many custom homes in the Healdsburg area. Short walk to the City Pool which adjoins the high school.

243 Theresa Ct, Healdsburg
$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
$2,998,000
4 Beds ⋅ 4 Baths ⋅ 326065364 MLS
Welcome to Old Rossi Place! Tucked along a peaceful cul-de-sac in the heart of Healdsburg, stands a true single-level, modern farmhouse, featuring stunning vaulted, wood beamed ceilings and French Oak flooring throughout, with four spacious bedrooms and four full bathrooms. Three of the four bedrooms include private en suite baths, providing comfort and privacy for both family and guests. The chef's kitchen serves as the home's centerpiece, outfitted with a Wolf range and steam oven, built-in Sub-Zero refrigerator with dedicated wine column, dual dish washers, and beverage coolerperfect for hosting gatherings of any size. Outdoors, a sparkling pool invites relaxed afternoons under the Sonoma County sun, surrounded by mature landscaping that gives the property an established, welcoming character seldom seen in new construction. Whether entertaining poolside or simply unwinding, these spaces feel polished yet relaxed. Just a short stroll to the Healdsburg Plaza, where renowned wineries, exquisite shopping and Michelin-star restaurants await perfectly placing you at the center of wine country's best dining and tasting. Thoughtfully designed, beautifully finished, and ready for its first owners, this home blends contemporary style with timeless charm. Truly a rare pairing of quality construction and an unbeatable location.

206 Old Rossi Pl, 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