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$265,000
2 Beds ⋅ 2 Baths ⋅ 326046153 MLS
This beautifully renovated 2 bedroom, 2 bath home is located in the all age Riverside Mobile Park in the heart of Healdsburg, offering a rare combination of style, comfort, and affordability. Extensively updated down to the studs, the home is nearly new throughout with updated drywall, subflooring, roofing, electrical, plumbing, exterior siding, paint, windows, appliances, laminate flooring, and a custom deck. The thoughtfully designed interior features a gas range, farmhouse apron sink, multiple mini split systems for efficient heating and cooling, an in unit washer and dryer, and approximately 800 sq. ft. of comfortable living space. Even better, the home is being sold fully furnished, with all furniture shown in the photos included, making it truly turn key. Enjoy a peaceful setting just minutes from the Healdsburg Plaza, local shops, restaurants, wine country amenities, and the river for outdoor recreation. With a low space rent of $1,200 per month, this move in ready home is an excellent opportunity for anyone seeking a low maintenance primary residence, weekend retreat, or affordable way to enjoy the Healdsburg lifestyle.

541 Mason St Unit #8, Healdsburg
$700,000
326046072 MLS
Excellent opportunity to own a clean, well-maintained commercial warehouse in a quiet, low-traffic setting. Built in 2009 and in excellent condition, this approximately 1,500 sq. ft. warehouse offers a spacious 29' x 49' interior, impressive 26' high ceilings, and a 12' x 14' roll-up door for easy access. The property also includes a bathroom, ample parking, and an existing car lift, making it highly functional for a variety of uses. Ideal for storage, office, light industrial, automotive, hobby use, or other flexible business needs, this warehouse provides a rare combination of utility, condition, and privacy. With generous ceiling height, easy access, and a quiet surrounding area, this is a versatile property well-suited for an owner-user or investor seeking a practical and move-in-ready commercial space.

1229 Grove St Unit #5, Healdsburg
$325,000
326046196 MLS
Healdsburg Highlands ~ Serene Getaway above the Dry Creek Valley ~ Redwoods, Firs, Oaks, Madrones, etc ~ Nicely forested with a large buildable area located in the middle of the property ~ Seasonal Crane Creek

2300 Big Ridge Rd, Healdsburg
$1,149,000
5 Beds ⋅ 3 Baths ⋅ 326043689 MLS
Ideally located in Healdsburg's highly desirable Parkland Farms neighborhood, this spacious 5-bedroom, 3-bath home offers approximately 2,500 sq ft just minutes from the Healdsburg Plaza, renowned wineries, restaurants, shopping, parks, and scenic walking trails. Designed with both comfort and functionality in mind, the flexible floor plan features a full bedroom and bathroom on the main level, formal living and dining rooms, fresh interior paint, updated flooring, plantation shutters, and an open-concept kitchen, dining, and family room centered around a cozy gas fireplace. French doors lead to the backyard, creating seamless indoor-outdoor living. Upstairs, the generous primary suite offers a walk-in closet, soaking tub, and dual-sink vanity, while three additional bedrooms and an upstairs laundry room provide plenty of space for family or guests. Outside, enjoy a low-maintenance backyard complete with a built-in BBQ, outdoor kitchen, paver patio, detached two-car garage, and gated driveway, perfect for entertaining and everyday living. With its unbeatable location, versatile layout, and easy access to everything Healdsburg has to offer, this home is the perfect place to enjoy Wine Country living.

367 Arabian Way, Healdsburg
$749,900
2 Beds ⋅ 2 Baths ⋅ 326043516 MLS
Nestled at the end of a quiet cul-de-sac and just a few minutes' walk from the Healdsburg Plaza, this polished 2-bedroom, 1.5-bath condominium punches well above its square footage. Whether you're planting roots in Sonoma County, searching for a seamless second home, or adding a smart asset to your portfolio, 366 Piper delivers on all fronts. Natural light pours through every window, and the interior has been finished with a level of care you don't often see at this price point. The living room centers around a gas fireplace with a custom concrete mantel understated, warm, and genuinely stylish. In-wall TV wiring and a hydraulic wall mount handle the tech side without cluttering the space. The primary suite is calm and well-considered, with a ceiling fan, recessed lighting, and a full bathroom. A full-size vented washer and dryer are tucked neatly within the suite a small detail that makes a big difference day-to-day. Out back, a low-maintenance patio gives you an outdoor perch without the upkeep ideal if you're splitting time between properties and don't want a yard demanding your attention. The big-ticket items have already been handled: new roof, gutters, and hot water heater (all 2020), plus central air conditioning. The HOA replaced roofs and gutters community-wide in 2019 and has exterior improvements on the horizon, fully funded through reserves. Additional storage sits above the parking area. HOA fees cover management, exterior maintenance, and grounds so your weekends stay yours. Healdsburg's best restaurants, tasting rooms, and boutiques are a short walk away. This is the kind of place that just makes life a little easier.

366 Piper St, Healdsburg
$13,500,000
4 Beds ⋅ 5 Baths ⋅ 326040209 MLS
Located just minutes from downtown Healdsburg, this stunning architectural Wine Country estate crowns 20 acres at the gateway to Dry Creek Valley. A scenic drive leads to a dramatic arrival courtyard framed by fountains and gardens designed by Roche + Roche Landscape Architects. Masterfully designed by acclaimed architect Jeffrey Trapold and built in 2008 by award-winning builder JMA Jim Murphy & Associates, the estate artfully blends rural vernacular architecture with contemporary craftsmanship, positioned to capture cinematic views of Dry Creek Valley, Mount Saint Helena, Geyser Peak, and the surrounding vineyards. Soaring cathedral ceilings, expansive walls of glass, and seamless indoor-outdoor living define the residence throughout. Resort-inspired amenities include a swimming pool, spa, bocce court, fountains and beautifully curated gardens. Guests and family are comfortably accommodated in two detached poolside guest suites and a separate two bedroom guest cottage privately set along the drive. An extraordinary architectural estate where privacy, design significance, and breathtaking natural beauty converge in one exceptional Dry Creek Valley setting.

437 W Dry Creek Rd, Healdsburg
$15,500,000
3 Beds ⋅ 5 Baths ⋅ 326041867 MLS
Bell Mountain Ranch - A rare Sonoma wine country compound where luxury, terroir, and stewardship converge. Set at the base of Bell Mountain in the heart of Sonoma County, this extraordinary estate offers a complete wine country lifestyle across approximately 19 acres of Regenerative Organic Certified vineyard at the intersection of the Alexander Valley, Russian River Valley, and Chalk Hill AVAs. A private estate residence is perched on a knoll with expansive vineyard and valley views, complemented by a pool, guest accommodations, and outdoor living spaces designed for both relaxation and entertainment. At the entrance to the property, a separate five-bedroom residence currently serves as an office and meeting space, offering flexibility for extended living, staff housing, or additional guest use. The gated property unfolds through vineyard blocks, meadows, heritage oaks, and scenic natural landscapes, with three ponds, a seasonal creek, established water resources, and solar infrastructure supporting both sustainability and agricultural operations. Anchoring the estate is a purpose-built, +/-18,000 sq ft, three-level winery featuring full production infrastructure, a barrel cellar, and cave, supporting small-lot premium winemaking with approved capacity for up to 30,000 cases annually. Thoughtfully designed hospitality entitlements allow for by-appointment tastings, vineyard tours, and private events centered around a scenic tasting barn beneath mature oaks overlooking a tranquil pond. Bell Mountain Ranch represents a rare opportunity to acquire a fully integrated wine country estate that seamlessly combines luxury living, premium vineyard land, hospitality, and winemaking in one exceptional offering. As you'll see in the digitally altered photos and video-be sure to watch to the very end-Bell Mountain Ranch invites a broader vision. Imagine a private putting green overlooking Mount St. Helena, the tasting barn transformed into a clubhouse, and the winery reimagined as a climate-controlled gallery for a luxury car collection. Picture pickleball, tennis, and bocce courts nestled among the vineyards and heritage oaks. The residences could become a private members' retreat, creating an extraordinary destination in Sonoma Wine Country. Bell Mountain Ranch isn't just what it is today-it's what it's uniquely positioned to become.

13414 Chalk Hill Rd, Healdsburg
$825,000
2 Beds ⋅ 2 Baths ⋅ 326012987 MLS
With beautiful views of the hills beyond the Russian River from your front porch, this thoughtfully refreshed home is situated in one of the most peaceful and picturesque areas of Healdsburg's over 55 community. The interior of this lovely home offers an inviting atmosphere for both everyday living and entertaining and the recent updates, including new flooring, new light fixtures and fresh interior paint provide a crisp, move-in-ready experience, allowing you to settle in and start enjoying right away! The home is ideally situated near the newly updated pool, clubhouse, bocce, and river access where the river path offers a peaceful setting for scenic walks through one of Healdsburg's most beloved outdoor spaces, perfect for both relaxing weekends and staying active close to home. Just moments from Tayman Park Golf Course, the property also provides easy access to a quick round of golf or a leisurely afternoon on the greens. Just a mile and half from Healdsburg Plaza and all it has to offer you can experience the best of Wine Country living with comfort, style, and convenience all in one place.

215 Hemlock Dr, Healdsburg
$3,200,000
326042238 MLS
Positioned at the gateway to Alexander Valley at the prominent corner of Highway 128 and Alexander Valley Road, this highly visible commercial property offers exceptional exposure in one of Sonoma County's most recognized wine country corridors. Formerly home to the Medlock Ames Historic Healdsburg Tasting Room & Alexander Valley Bar, the property benefits from flexible C1 Neighborhood Commercial zoning allowing a broad range of retail, hospitality, food & beverage, wellness, office, and visitor-serving commercial uses (buyer to verify). Originally renovated in 2010, the improvements blend rustic wine country character with modern functionality and include tasting and meeting areas, restrooms, kitchen facilities, and inviting indoor/outdoor hospitality spaces. The beautifully landscaped outdoor areas feature expansive decking, patio seating, and entertainment space designed to capture the relaxed Alexander Valley lifestyle. Rare opportunity for an owner-user, hospitality operator, retailer, or investor seeking a premier commercial location with strong identity, visibility, and adaptive reuse potential in the heart of Wine Country.

3487 Alexander Valley Rd, Healdsburg
$655,000
2 Beds ⋅ 2 Baths ⋅ 326033818 MLS
Experience the charm, convenience, and lifestyle of Healdsburg from Foss Creek Villas, a sought-after community just minutes from the downtown Plaza, renowned restaurants, tasting rooms, boutique shopping, parks, and the Foss Creek Pathway. This 2-bedroom, 2-bath condo offers a smart and inviting single-level layout designed for comfort, privacy, and everyday function. The heart of the home features a welcoming living area with fireplace, dedicated dining space, and access to a private outdoor patio area, creating an easy flow for relaxing, entertaining, or enjoying a quiet morning coffee. The bedroom layout is especially appealing, with each bedroom and full bath positioned on opposite sides of the home. This thoughtful separation gives the condo a spacious feel and offers flexibility for guests, a home office, or shared living. The kitchen offers a comfortable space for everyday cooking and entertaining, with a brand-new refrigerator and stove, valued at approximately $3,000. Condo was just painted. Additional features include central heating and air conditioning, designated exterior parking, and access to community amenities including a pool, patio area, clubhouse/community room, and workout room. Set in one of Healdsburg's most convenient locations, this Foss Creek Villas condo offers comfort, convenience, and the best of Wine Country living.

200 Foss Creek Cir Unit #A, Healdsburg
$15,500,000
326040330 MLS
Bell Mountain Ranch - A rare Sonoma wine country compound where terroir, luxury, and stewardship converge. Set at the base of Bell Mountain in the heart of Sonoma County, this exceptional offering spans approximately 19 acres of Regenerative Organic Certified vineyard at the intersection of Alexander Valley, Russian River Valley, and Chalk Hill AVAs, an ideal microclimate for producing wines of balance, structure, and complexity. The property is anchored by a purpose-built, +/-18,000 sq ft, three-level winery with full production infrastructure, barrel cellar, and cave, supporting small-lot, premium winemaking with approved capacity for up to 30,000 cases annually. Thoughtfully designed hospitality entitlements allow for by-appointment tastings, vineyard tours, and private events, centered around a scenic tasting barn set beneath mature oaks overlooking a tranquil pond. Beyond its production capabilities, the estate offers a complete lifestyle experience. A private estate residence is perched on a knoll with expansive vineyard and valley views, complemented by a pool, guest accommodations, and outdoor living spaces designed for both relaxation and entertainment. At the entrance to the property is a five-bedroom residence, currently used as an office and meeting area. The gated property unfolds through meadows, heritage oaks, and vineyard blocks, with three ponds, a seasonal creek, and established water resources supporting both agriculture and natural beauty. Solar infrastructure further enhances efficiency and sustainability. Bell Mountain Ranch represents a unique opportunity to acquire a fully integrated wine country compound, combining premium vineyard, winery, hospitality, and luxury living in one extraordinary setting. As you'll see in the digitally altered photos and video-be sure to watch to the very end-Bell Mountain Ranch invites a broader vision. Imagine a private putting green overlooking Mount St. Helena, the tasting barn transformed into a clubhouse, and the winery reimagined as a climate-controlled gallery for a luxury car collection. Picture pickleball, tennis, and bocce courts nestled among the vineyards and heritage oaks. The residences could become a private members' retreat, creating an extraordinary destination in Sonoma Wine Country. Bell Mountain Ranch isn't just what it is today-it's what it's uniquely positioned to become.

13414 Chalk Hill Rd, Healdsburg
$1,200,000
326041079 MLS
An exceptional homesite just two blocks from the coveted downtown Plaza a rare opportunity to build your dream wine country home in downtown Healdsburg. Whether you envision a bespoke primary residence, a sophisticated retreat, or a savvy investment, this generous lot delivers unmatched flexibility. Leverage SB9 for a lot split, curate a grand estate with a designer ADU, or add a JADU to generate effortless passive income all while savoring the lifestyle that surrounds you. Stroll to downtown Healdsburg in minutes. Immerse yourself in the charm of plaza events that define this celebrated enclave. This is not just a property it is an invitation to craft the life you've always imagined. For the discerning buyer, the groundwork has already been laid: conceptual architectural plans, preliminary soil and geological studies, and a completed survey are all in hand. Every detail has been thoughtfully prepared so that your vision can be realized without compromise. Designed entirely to your specifications. A canvas as extraordinary as the life you'll build upon it.

413 Fitch St, Healdsburg
$795,000
2 Beds ⋅ 2 Baths ⋅ 326038847 MLS
Steps from the legendary Healdsburg Plaza, 362 Piper Street is a rare offering a masterfully reimagined 2-bedroom, 1.5-bath open floor plan condominium where bespoke design and lock-and-leave luxury converge. Luminous Carrara marble surfaces, a showstopping chef's kitchen, spa-caliber primary suite & private garden patio crafted for effortless Wine Country living. Move-in ready: new roof, gutters, water heater & central AC. Steps to world-class dining, tasting rooms, artisan boutiques and the beloved Plaza.

362 Piper St, Healdsburg
$1,095,000
3 Beds ⋅ 2 Baths ⋅ 326041198 MLS
Downtown Healdsburg Gem | Blocks to Healdsburg Plaza Location is everything, but privacy is the ultimate luxury. Tucked back from the street, this 3-bedroom, 2-bathroom residence offers an unexpected level of seclusion and quiet just blocks from the Healdsburg Plaza and everything it has to offer. The interior is defined by an effortless, open-concept flow. The kitchen offers a versatile layout with the perfect footprint to add a custom center island, and transitions seamlessly into a generous common room. This flexible space easily accommodates a large dining table or additional lounge seating, while dual doors lead to the exteriorallowing the home to live much larger than its footprint and pulling natural light into every corner. Both guest bedrooms are situated off the front living area, while the primary suite is thoughtfully tucked away at the rear of the home to ensure maximum privacy. Twin patios lead directly off the kitchen, creating a seamless transition for indoor-outdoor living. An additional slightly elevated concrete patio near the garden beds, providing many spaces for lounging and outdoor dining. A spacious driveway ensures effortless arrivals and complements the oversized two-car garage.

824 Prince Ave, Healdsburg
$7,995,000
3 Beds ⋅ 4 Baths ⋅ 326039588 MLS
Exceptional 23 acre Healdsburg estate showcasing approximately 1,500 feet of private Russian River frontage with direct river beach access in the heart of Sonoma County. Rarely does a property offer such an extraordinary combination of extensive private waterfront, complete privacy, breathtaking natural beauty, and enduring legacy value just minutes from downtown. A long private drive meanders through a spectacular landscape of heritage oaks, towering redwoods, native flora, and dramatic rock outcroppings before arriving at a refined riverfront residence gracefully positioned on a peaceful knoll above the river. Designed for understated luxury and seamless indoor-outdoor living, this turnkey residence offers three bedrooms, three-and-one-half baths, curated interiors, bespoke finishes, and timeless board-and-batten architecture that blends harmoniously with its surroundings. The estate's defining feature is its unparalleled connection to the Russian River. Private frontage and direct beach access create an exceptional waterfront retreat for swimming, kayaking, paddleboarding, fishing, and beachfront entertaining. The tranquil riparian setting lives like a private nature preserve, where songbirds, hawks, seasonal waterfowl, and the gentle rhythm of the river create an atmosphere of complete serenity. Designed for recreation and relaxation, the grounds feature curated gardens, a productive fruit orchard, greenhouse, classic redwood barn, private golf practice hole, expansive meadows, and one of California's most remarkable landmark trees a magnificent State Champion Pecan Tree. Enhancing the estate's remarkable privacy, more than 750 acres of permanently protected open space stewarded by the Sonoma Land Trust adjoin the property, preserving the surrounding landscape and providing an extraordinary natural buffer that is increasingly rare in Wine Country. A separate elevated 1 acre parcel with views toward Mount St. Helena offers the potential to create a family compound with a second residence and guest house, further enhancing the estate's flexibility and long-term value. A truly rare offering, this premier riverfront estate combines exceptional privacy and timeless natural beauty for a true legacy property in Healdsburg.

6225 W Soda Rock Ln, Healdsburg
$1,895,000
1 Beds ⋅ 2 Baths ⋅ 326040316 MLS
Representing the last remaining one-bedroom plus den residence at Canopy at Mill District, Residence B204 is a masterfully designed sanctuary envisioned by world-renowned AD100 architect Olson Kundig to blend modern architectural pedigree with serene natural beauty. This brand-new home offers a treehouse-like atmosphere, featuring large floor-to-ceiling windows that frame majestic redwoods and overlook the tranquil preserve. The expansive open layout seamlessly connects the living and dining areas to a gourmet kitchen appointed with Italian-made MandiCasa cabinetry, premium Miele appliances, wine storage, and elegant stone countertops. The light-filled living space extends onto a private balcony with a built-in BBQ, ideal for indoor-outdoor entertaining against a backdrop of lush greenery. The primary suite features a generous walk-in closet and a spa-inspired bath with a deep soaking tub, while the versatile den is supported by a separate full second bathroom. Residents enjoy exclusive access to The Poolhouse, a private health and social retreat steps away, featuring a lap pool, expansive sun deck, a sophisticated Residents' Lounge with a demonstration kitchen and fireplace, and a state-of-the-art Fitness Center. Situated in the heart of Healdsburg, this enclave offers a sophisticated, walkable lifestyle moments from the historic plaza, Michelin-starred dining, and world-class tasting rooms. Photos shown may be of the actual unit, a model home, or a similar residence within the building.

151 Sawmilll Cir Unit #204, 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
$997,000
2 Beds ⋅ 2 Baths ⋅ 326039529 MLS
Welcome to the desirable Riverside 55+ community! This beautifully renovated 2 bedroom, 2 full bath home is completely move-in ready with stylish updates throughout. Enjoy fabulous tiled bathrooms, a beautifully updated kitchen, spacious living areas, and a large yard perfect for relaxing or gardening. Located in a peaceful neighborhood, 309 Mountain View Drive offers comfort, charm, and easy living all in one perfect package.

309 Mountain View Dr, 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
$549,000
326038911 MLS
This end unit retail space with an attached 489+/-sqft patio is for sale or lease as part of a premier mixed-use opportunity in the Mill District, the new gateway to downtown Healdsburg. Perfectly positioned for retail, specialty food, artisan shops, financial services, personal services, and more, this vibrant setting is designed for growth and visibility. Set next to the Redwood tree lined park this space features high ceilings, abundant natural light, and prime Healdsburg Avenue frontage exposure. Your business will thrive just steps from the future SMART Train station, a natural hub for visitors and commuters, and be surrounded by world renowned wine and food, a preserved redwood grove, outdoor adventures, and a thriving cycling community. Mill District offers an unmatched opportunity anchored by luxury residences, a boutique hotel, pool, fitness center and year-round tourism. This is where commerce, culture, and lifestyle converge.

160 Healdsburg Ave, Healdsburg
$1,650,000
3 Beds ⋅ 3 Baths ⋅ 326036825 MLS
Prime Healdsburg Living Meets Incredible Potential. Nestled in the coveted Greens neighborhood, 410 Tee Drive presents a rare opportunity to secure a substantial 2,686 square foot residence in one of Healdsburg's most established enclaves. Featuring a classic wrap around porch and a floor plan designed for effortless flow, this home serves as the perfect canvas for your modern vision. The main level offers multiple living spaces designed for flexibility, anchored by a fireplace that adds warmth to the home's original character. The kitchen flows seamlessly to the backyard, making it an ideal setup for indoor-outdoor entertaining. Upstairs you will find the primary suite with a spacious bathroom featuring a shower and soaking tub, plus a walk-in closet. Two additional bedrooms and a second full bathroom also live upstairs. The oversized two-car garage includes a built-in workshop, while a separate mudroom and utility room complete with a full bathroom is conveniently located between the garage and the main house. The expansive backyard is a gardener's dream, featuring established citrus and fruit trees, a large deck, and dedicated space for a farm-to-table kitchen garden. Whether you are enjoying everything the Healdsburg Plaza has to offer, teeing off at Tayman Park, or exploring the Russian River or trails of Fitch Mountain, the location is truly second to none. Live comfortable in this home or bring your vision to transform this spacious property into your dream home.

410 Tee Dr, Healdsburg
$2,399,000
3 Beds ⋅ 2 Baths ⋅ 326037963 MLS
Just 2.5 blocks from the heart of the Healdsburg Plaza, the iconic A.W. Garrett House is a rare offering an exquisitely restored 1895 Queen Anne Victorian that blends timeless architectural beauty with modern luxury. Recognized as one of the most ornate and notable examples of Queen Anne cottage architecture in the area, this single-story residence showcases extraordinary period craftsmanship, including a signature turret, gabled rooflines, decorative bargeboard and gable bracing, stained glass windows, intricate sawn detailing, turned columns, and an expansive wraparound verandah that defines its striking curb appeal. Inside, soaring ceilings, rich oak hardwood floors, and beautifully preserved historic character are complemented by thoughtful updates throughout. The chef's kitchen features quartz perimeter countertops, black granite on the island, a 36'' Viking gas range, KitchenAid Professional built-in refrigerator and dishwasher, and elegant finishes designed for both everyday living and entertaining. Updated bathrooms offer quartz countertops and Hansgrohe fixtures, while additional highlights include a full basement, laundry room, beautifully landscaped grounds, a detached two-car garage, and a versatile flex space above the garage ideal for a studio, office, or guest overflow. Lovingly restored with today's conveniences while honoring its architectural legacy, this exceptional downtown Healdsburg property offers a truly rare opportunity to own a landmark home in one of wine country's most sought-after locations.

401 Matheson St, Healdsburg
$2,350,000
3 Beds ⋅ 3 Baths ⋅ 326034866 MLS
Ten minutes from the Healdsburg plaza, at the quiet end of Eastside Road, fruit trees scent the air and the energy shifts the moment you turn onto the property. 10936 Eastside Road sits on 3.25 private acres at the end of a dead-end lane a single-level, approximately 1,840-square-foot home with 3 bedrooms plus a bonus room, 3 bathrooms, and a rare blend of privacy, wine-country setting, and resort-style outdoor living. The kitchen anchors the main living space with a generous island at its center, opening into a great room framed by vaulted ceilings and an open-concept layout built for gathering. The primary suite sits apart from the social core of the home quiet and peaceful, the kind of room that delivers a restorative night's sleep. Glass doors dissolve the boundary between the interior and the backyard, drawing the eye through the great room and out to the deck, pool, and grounds beyond. A new pool and spa anchor a backyard built for wine country living, complemented by a covered deck with a hanging swing overlooking the water and a dedicated bocce court set among mature fruit trees and open fields. A second permitted septic system is already in place for a future pool house, offering a clear path to expand the property's usable living space. The 3.25-acre lot delivers the kind of private, wine-country tranquility that feels worlds away while staying minutes from town. Ten minutes to Healdsburg's acclaimed dining and tasting rooms, a short ride to downtown Windsor and the SMART train, and two miles from a neighboring state park with an eligible short-term rental permit in place for buyers interested in occasional rental use. Perfect as a second home, primary residence or as an income property. A true must see to appreciate.

10936 Eastside Rd, Healdsburg
$469,000
326038424 MLS
Welcome to 7777 Mill Creek Road, a wine country escape with panoramic views. Owner will consider seller financing, presenting additional flexibility for qualified buyers. Discover your private sanctuary just minutes from downtown Healdsburg. Located less than 10 miles from the historic Healdsburg Plaza, this 40.68-acre property offers an expansive building site with endless potential to create your dream Wine Country getaway. Take in panoramic views, ultimate privacy, and the natural beauty of a peaceful, secluded setting. A lovely seasonal pond adds to the charm, while a septic system is already in place along with new water storagelaying the groundwork for future development. PG&E is available at the site. With its level terrain on the build pad, open space, and natural beauty, the property also offers excellent potential for a luxury glamp site or private recreational retreat perfect for hiking, stargazing, or simply unwinding in nature. Whether you're envisioning a weekend escape or custom estate, this property is a rare offering that combines convenience, tranquility, and versatility in the heart of Wine Country.

7777 Mill 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
$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
$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
$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
$5,850,000
7 Beds ⋅ 6 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
$1,699,000
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