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$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

$1,495,000
3 Beds 2 Baths 326064711 MLS
Set along one of Healdsburg's most picturesque streets, this rare find features two separate bungalow-style homes on a spacious 1/4 acre parcel just minutes from Healdsburg Plaza. With turn-of-the-century character and a just-remodeled interior, the primary home (#133) is a perfect blend of historic and new. Classic bungalow-styling features two bedrooms and one bathroom, approximately 750 sq.ft. of living space, all updated to please the modern aesthetic. Tall ceilings and windows, LED lighting, an inviting front porch, new cabinetry and appliances, luxury vinyl plank flooring, and an energy-efficient mini-split system make this home ready for you to move right in and enjoy. The second home is set to the back of the parcel with its own private entrance and separate house address. Built in a cottage style, this sweet unit is one bedroom, one bath with approximately 647 square feet of living space. The interior is freshly painted with new lighting fixtures. Both homes have air-conditioning, laundry, separate detached garages, and fully fenced yards. This property is truly unique. Two homes on a 1/4 acre lot, two separate addresses, two electric meters, and two water meters. Whether you're envisioning a private family compound, a wine country getaway with guest accommodations, multi-generational living, or the flexibility of a primary residence paired with a second home, the possibilities are as timeless as the homes themselves. Just 0.7 mile from celebrated Healdsburg Plaza, enjoy the perfect balance of neighborhood charm and world-class dining, wineries, and boutique shopping.

135 Sherman St, 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

$950,000
4 Beds 2 Baths 326065240 MLS
Wine Country Gem with four APNs, over 1/2 acre of land and river access! This spacious, rustic 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 area 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
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

$2,450,000
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

$1,289,000
3 Beds 1 Baths 326066461 MLS
Escape to Wine Country with this inviting single-story home set behind a private gate on 2.4 acres in the heart of Alexander Valley. Featuring 3 bedrooms, 1 full bath,Escape to Wine Country with this inviting single-story home, privately set back from the road behind a gated entrance on 2.4 acres in the heart of Alexander Valley. Featuring 3 bedrooms, 1 full bath, and a single-car garage, this well-proportioned home offers comfortable living with the space, privacy, and serenity 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 current home is ideally suited to serve as an additional dwelling unit (ADU) for a future main residence. The elevated hilltop building site offers a beautiful setting with pastoral views for that next chapter. Your dream home is within reach. This gated property offers rare flexibility, opportunity, and the quintessential Wine Country lifestyle in Sonoma County's beautiful Alexander Valley. and a single-car garage, this well-proportioned home offers comfortable living with the space and serenity 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 current home is ideally suited to serve as an additional dwelling unit (ADU) for a future main residence. The elevated hilltop building site offers a beautiful setting with pastoral views for that next chapter. Your dream home is within reach. This gated property offers rare flexibility, opportunity, and the quintessential Wine Country lifestyle 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, 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

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

2252 W Dry Creek Rd, Healdsburg

$2,995,000
4 Beds 4 Baths 326063620 MLS
Experience contemporary Wine Country living in this exceptional custom-built home, a rare opportunity to own new construction in the beautiful and vibrant town of Healdsburg. Offering 4 bedrooms, 3.5 bathrooms, and 2,843 square feet, this thoughtfully designed home showcases premium finishes, abundant natural light, and a flowing floor plan that ensures you will enjoy every aspect of the home. The dramatic great room is anchored by soaring cathedral ceilings, a sleek fireplace, and expansive windows that frame peaceful hillside views. There is French oak flooring throughout the living spaces, while contemporary lighting fixtures and carefully curated designer details create a warm, sophisticated aesthetic. At the heart of the home is the kitchen featuring a 48-inch double-oven gas range, two additional wall ovens, a separate butler's pantry, custom cabinetry, and a waterfall island with bar seating - ideal for everyday living. The adjoining dining and living areas open to a spacious view balcony, creating seamless access between the kitchen and living spaces to the outdoors. A climate-controlled wine alcove provides an elegant display for your collection, while additional lower-level space offers the opportunity to expand the wine storage capabilities of the property. The flexible floor plan includes a spacious en suite bedroom on the main level, ideal for guests, multigenerational living, or a private home office. Upstairs, the primary suite serves as a peaceful retreat, complete with a large private balcony, a luxurious bathroom with a soaking tub, oversized curbless shower, and a walk-in closet. Two additional en suite bedrooms provide comfort and privacy for family and guests. Outside, the natural landscape creates a serene backdrop with a canvas to bring your own touches to the space, whether you envision a pool, expanding patios, or beautifully terraced gardens. Additional highlights include owned solar panels, several fruit trees, and a three-car garage. Blending striking modern architecture with thoughtful design choices meant to emphasize how people want their homes to live. Lean into the relaxed beauty of Northern Sonoma County - all just minutes from Downtown Healdsburg, restaurants, wineries, and boutiques - while calling this beautiful new home yours.

1580 Clear Ridge Dr, Healdsburg

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

566 March Ave, Healdsburg

$4,650,000
3 Beds 4 Baths 326063402 MLS
Residence A102 boasts exquisite Italian-made MandiCasa cabinetry, premium Miele appliances, temperature-controlled wine storage, Waterworks fixtures, natural stone countertops, and wide-plank hardwood flooring. The home features an impressive 18-foot vaulted ceiling and expansive floor-to-ceiling windows. Sliding glass walls open to reveal a generous 645 sq. ft. terrace, complete with a fully equipped outdoor kitchen and cozy firepit, perfect for gatherings with friends and family. The 10-acre Mill District community will also include a boutique hotel, a swimming pool, and a fitness center, elevating the overall living experience. Residence A102 is ready for immediate move-in, and model homes are now open for tours. Nestled in the heart of Healdsburg, the newly developed Mill District enclave offers a perfect blend of charm and sophistication. Just a short stroll from the picturesque central square bustling with Michelin-starred restaurants, tasting rooms, and vibrant art galleries, Canopy at Mill District presents a curated selection of spacious homes that seamlessly combine rustic elegance with modern urban flair. Enjoy luxurious finishes and resort-style amenities while immersing yourself in the beauty of the outdoors. Photos shown may be of the actual unit, a model home, or a similar residence within the building.

151 Sawmill Cir Unit #105, Healdsburg

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

171 Sawmilll Cir Unit #202, Healdsburg

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

8890 Mill Creek Rd, Healdsburg

$1,250,000
1 Beds 2 Baths 326062589 MLS
A truly one-of-a-kind offering in Healdsburg, this striking commercial condominium combines sophisticated design, exceptional functionality, and a versatile loft-style layout unlike anything else currently on the market. A full-size garage door and separate pedestrian entrance open to an expansive ground-level space equipped with a commercial-grade car lift rated for up to 9,000 pounds, ideal for an automotive enthusiast, contractor, collector, creative studio, showroom, or private workspace. Upstairs, the beautifully designed loft features an ultra-modern interior finished with European oak flooring, custom lighting, and an impressive collection of brand-new appliances, including a Fisher & Paykel range and Miele dishwasher. The sleek kitchen also includes a reverse-osmosis water filtration faucet, while the shower is finished with distinctive brick-red McIntyre Tile sourced locally in Healdsburg. Thoughtful upgrades continue throughout with central HVAC, Lutron dimmable LED lighting, and an integrated high-end security and automation system installed by Healdsburg-based Lavish Automation. Through the Nice app, the owner can conveniently manage lighting, climate control, video surveillance, and additional smart-home features. Bold, refined, and exceptionally versatile, this rare Healdsburg property presents an extraordinary opportunity for a buyer seeking a highly customized commercial space with elevated loft-style amenities.

1229 Grove St Unit #2, Healdsburg

$1,250,000
326061795 MLS
A truly one-of-a-kind offering in Healdsburg, this striking commercial condominium combines sophisticated design, exceptional functionality, and a versatile loft-style layout unlike anything else currently on the market. A full-size garage door and separate pedestrian entrance open to an expansive ground-level space equipped with a commercial-grade car lift rated for up to 9,000 pounds, ideal for an automotive enthusiast, contractor, collector, creative studio, showroom, or private workspace. Upstairs, the beautifully designed loft features an ultra-modern interior finished with European oak flooring, custom lighting, and an impressive collection of brand-new appliances, including a Fisher & Paykel range and Miele dishwasher. The sleek kitchen also includes a reverse-osmosis water filtration faucet, while the shower is finished with distinctive brick-red McIntyre Tile sourced locally in Healdsburg. Thoughtful upgrades continue throughout with central HVAC, Lutron dimmable LED lighting, and an integrated high-end security and automation system installed by Healdsburg-based Lavish Automation. Through the Nice app, the owner can conveniently manage lighting, climate control, video surveillance, and additional smart-home features. Bold, refined, and exceptionally versatile, this rare Healdsburg property presents an extraordinary opportunity for a buyer seeking a highly customized commercial space with elevated loft-style amenities.

1229 Grove St Unit #2, Healdsburg

$4,250,000
326060421 MLS
Location, Location, Location! The Subject Property is located in the vibrant and dynamic downtown core in the town of Healdsburg. This high identity space features high ceilings, natural light, and prime Healdsburg Avenue frontage exposure making this building perfectly situated to take advantage of high foot traffic from both locals and visitors, with an abundance of nearby amenities including boutiques, cafes, weekly Farmer's Market, and a consistent flow of weekend visitors exploring Healdsburg's unique charm. 452 Healdsburg Avenue is a 14,840 square foot retail/commercial property perfect for an Investor as a Leased Investment or for an Owner-User along with the added potential for redevelopment in the near future. Modern Antiquarium, an antique store and showroom, has occupied the Property since Dec. 2016 providing sustained income and longevity. The antique business currently occupies 8,415sf in the Property, and there exists the possibility of further expansion into additional square footage (6,425sf +/-) in the future, if desired. The momentum of neighboring developments such as the Mill District development (to the south) paired with pro-density municipal planning (the SMART Specific Plan) positions this site to support a medium-density, mixed-use project that capitalizes on Healdsburg Avenue's pedestrian traffic and regional transit connectivity.

452 Healdsburg Ave, Healdsburg

$1,875,500
3 Beds 2 Baths 326060892 MLS
Experience the timeless beauty of Sonoma County at this idyllic ranch-style farmhouse, gracefully set on approximately 1.47 acres just beyond the Healdsburg city limits. Surrounded by neighboring vineyards and a picturesque pond, this beautifully maintained property offers the perfect blend of country living, privacy, and close proximity to Downtown Healdsburg. The single-level residence features 3 bedrooms, 2 bathrooms, and 1,742+/- square feet of thoughtfully designed living space. The spacious living room is anchored by a fireplace and uniquely flows into the glass greenhouse that brings the outdoors in throughout every season. The generous kitchen and dining room are filled with natural light and overlook the lush grounds, creating an inviting space for everyday living and entertaining. The primary suite enjoys an en suite bathroom and access to the backyard and pool. Several outbuildings provide additional spaces that can be used in a variety of ways. Outside, every corner of the property has been thoughtfully cultivated. Towering redwoods provide a dramatic backdrop to the sparkling pool and expansive patio, while beautifully landscaped gardens, raised planting beds, and winding pathways invite exploration. Enjoy evenings beneath the pergola with the outdoor barbecue and dining area, or enjoy a cup of coffee under the redwoods. The fenced pasture, charming chicken enclosure, and mature gardens create an authentic Sonoma County lifestyle rarely found this close to town. Located just minutes from the renowned Healdsburg Plaza, world-class wineries, acclaimed restaurants, and boutique shopping, this exceptional property offers the tranquility of country living with the convenience of one of Wine Country's most sought-after destinations.

961 Chiquita Rd, Healdsburg

$2,925,000
2 Beds 2 Baths 326058591 MLS
Experience the pinnacle of Wine Country living in the heart of downtown Healdsburg with this exclusive condo hotel offering at The Residences at Alyvia. This limited collection of 12 luxury residential condominiums is seamlessly integrated within a full-service 53-room hotel within the emerging Mill District community. Each residence is legally mapped as a condominium, governed by a condominium association, and managed by the esteemed Mayacama Hospitality. Owners enjoy a highly personalized lifestyle, including a custom arrival experience in which the team pre-stocks their favorite refreshments, arranges their personal amenities prior to entry, and provides a licensed storage unit for personal belongings. The Alyvia advantage provides a rare connection to the prestigious Mayacama Golf Club. Ownership includes the opportunity to establish a membership with Charter-level access, providing preferred golf privileges for owners, their families, and guests. While in residence, owners enjoy priority spa and restaurant reservations, private cabana opportunities, and full access to the wellness center, including fitness and pool. Designed for both personal enjoyment and effortless ownership, this property under City entitlements utilizes a professional Rental Management Agreement. Revenue is shared through a transparent 50/50 split of net rental income. Monthly HOA dues of $1,386.25 conveniently cover all essential utilities, including water, electricity, gas, and internet. This is a legacy opportunity to own a piece of Healdsburg's finest hospitality. Views are representative of the building's offerings; actual views vary based on unit location.

180 Sawmill Cir Unit #405, Healdsburg

$1,424,000
4 Beds 3 Baths 326009232 MLS
Known by locals as Charlie's House, this timeless Folk Victorian blends historic charm with modern upgrades, and was home to famed Blues Musician, Charlie Musselwhite during the heyday of his celebrated career. From the moment you step inside, you can feel positive energy and sense the rich history of good times. Featuring dramatic gabled rooflines, classic dormer windows, and a welcoming front porch, this home exudes character. Special in every way it features high-end construction values, with wide plank hickory hardwood floors, 9-foot ceilings, transom windows, and dual-pane Anderson windows with real wood shades. The 4 Bed, 3 bath home has a formal dining area, living room with an elegant gas fireplace, and a beautiful solarium with floor-to-ceiling windows, exotic marble floors and an unobstructed, panoramic view of Geyser Peak and the Mayacamas mountains. The kitchen is equipped with a classic farm sink, 6-burner Blue Star gas stove, glass door custom cabinetry, large island with rare fossiliferous limestone top and Moroccan marble flooring & countertops. The exterior is just as special with a period wraparound porch, expansive wood deck off the solarium, pond with waterfall, a Zen fountain and that incredible view. Private and secure, the property is fully fenced, with remotely operated and gated driveway. Classic in look but modern and energy efficient, with an owned solar system, on-demand water heater, and Level 2 EV charger. A gardener's paradise, reap nature's bounty from prolific orange, lemon, peach, pomegranate, persimmon and fig trees, plus blueberry bushes, raspberry vines and whatever you plant in the raised vegetable bed. Truly a magical house in a wonderful location, downtown Geyserville is just 3 blocks from your front door with some of the best food and drink options in Sonoma County. Walk to renowned pizza parlor Trattoria Diavola, white tablecloth Italian food favorite Catelli's, or enjoy fine dining at Michelin star rated Cyrus, plus multiple tasting rooms featuring local wines from the highly regarded Alexander Valley AVA. Location, location, location and only 5 minutes from Healdsburg, Geyserville is the relaxed, less crowded, down home and welcoming town where the Sonoma County wine tasting experience is more personal and shared with proprietors of small family wineries. If outdoor recreation is your thing, visit nearby Lake Sonoma with miles of hiking, biking and riding trails, boating, camping, picnicking, and event venues.

21234 Geyserville Ave, Geyserville

$650,000
2 Beds 2 Baths 326056238 MLS
Perched atop a picturesque 1.14 acre parcel in the sought-after East Hills of Asti within the Palomino Lakes community, this private Wine Country retreat captures breathtaking panoramic views of rolling vineyards, oak-studded hillsides, and spectacular sunsets that stretch for miles. Whether enjoying your morning coffee or evening glass of wine, the expansive deck provides the perfect vantage point to soak in the beauty and tranquility of the surrounding landscape. The 1986 manufactured home, situated on a permanent foundation, offers an inviting open-concept floor plan with two bedrooms and two bathrooms. Large windows frame the stunning scenery, filling the living spaces with natural light while creating a seamless connection to the outdoors. Comfortable as it is, the home also presents an outstanding opportunity for thoughtful updating, expansion, or customization to create your ideal Wine Country getaway. A spacious detached framed garage offers abundant room for multiple vehicles, hobbies, or a dedicated workshop, making it an ideal space for contractors, craftspeople, collectors, or anyone needing generous storage and work space. Two additional storage sheds provide even more flexibility for tools, outdoor equipment, recreational gear, or seasonal storage. The property also features ample RV and guest parking. With exceptional privacy, sweeping views, versatile improvements, and plenty of room to enhance the existing residence or expand upon it, this unique property offers the rare opportunity to create your own private retreat in one of Northern Sonoma County's most scenic settings. Whether you're searching for a full-time residence, weekend escape, or live/work property, the possibilities are as expansive as the views.

26841 Willow Ter, Cloverdale