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733 University St, 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

6341 W Dry Creek Rd, 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

238 Hummingbird Ct, Healdsburg
$725,000
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

5100 W Soda Rock Ln, Healdsburg
$1,470,000
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. We have included some digitally altered photos to give a buyer ideas on the potential of this home.

5100 W Soda Rock Ln, Healdsburg

1477 Leslie Rd, Healdsburg
$1,275,000
326066726 MLS
Set within a valley of rolling hills, at the end of a private lane less than a mile from Chalk Hill Road. PG&E onsite, a well, and pond, plus approved and permitted septic plans. This extraordinary 14.68-acre Healdsburg property is fully fenced and gated. The property offers remarkable versatility, with multiple flat building sites, most which are south facing and ideal for multi-generational living, a family compound, or a thoughtfully designed estate. The dam, which creates the pond is officially permitted and holds up to 3.5 acre-feet of water and stands 25 feet high. The property offers abundant spaces for gardens, orchard, a hobby vineyard, and livestock. Just beyond the hills lies the vibrant heart of Healdsburg, offering world-class dining, boutique shopping, wellness experiences, and internationally acclaimed wineries. This is more than land, it's an opportunity to create a legacy property, a private sanctuary, and a timeless estate. A rare Wine Country offering in California's Sonoma County Franz Valley within the Chalk Hill AVA, a region situated adjacent to the Mayacama Mountains.

1477 Leslie Rd, Healdsburg

14183 Chalk Hill Rd, Healdsburg
$1,195,000
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

5968 W Dry Creek 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

3291 Westside Rd, Healdsburg
$13,800,000
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. Two certificate of compliance have been submitted to county planning for a 22.40 & 21.63 acre parcels. See certificate map in photo's and attachments.

3291 Westside Rd, Healdsburg

3025 W Dry Creek 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

1914 Redwood Dr, Healdsburg
$845,000
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

7616 Hwy 128, 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

2252 W Dry Creek Rd, 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

1580 Clear Ridge Dr, Healdsburg
$2,799,995
4 Beds ⋅ 4 Baths ⋅ 326063620 MLS
Experience a modern Wine Country retreat designed for effortless weekends, extended stays, and entertaining in Healdsburg. This exceptional custom-built home offers the rare opportunity to own new construction in one of Northern California's most desirable destinations, pairing contemporary design with a relaxed setting just minutes from downtown. Offering 4 bedrooms, 3.5 bathrooms, and 2,843 square feet, the home provides the space and flexibility to gather with friends, host family, work remotely, or simply escape the pace of the city. The dramatic great room features soaring cathedral ceilings, a sleek fireplace, and expansive windows framing peaceful hillside views. French oak flooring, contemporary lighting, and curated designer details create a warm, sophisticated aesthetic throughout. At the heart of the home, the kitchen features a 48-inch double-oven gas range, two additional wall ovens, a butler's pantry, custom cabinetry, and a waterfall island with bar seating. The adjoining dining and living areas open to a spacious view balcony, creating a seamless connection to the outdoors. A climate-controlled wine alcove offers an elegant display for your collection, with additional lower-level space providing room for expanded wine storage. The flexible floor plan includes a spacious en suite bedroom on the main level, ideal for guests, multigenerational living, or a private office. Upstairs, the primary suite is a peaceful retreat with a large private balcony, soaking tub, oversized shower, and walk-in closet. Two additional bedrooms provide comfortable accommodations for family and guests. Outside, the natural landscape offers a serene backdrop and the opportunity to make the property your own, whether that means a pool, expanded patios, or terraced gardens. Additional highlights include owned solar, several fruit trees, and a three-car garage. With new construction, modern systems, generous entertaining spaces, and the flexibility to lock up and leave when life calls you back to the city, the home is particularly well suited to a Wine Country lifestyle without the upkeep and renovation demands of an older property. Downtown Healdsburg's celebrated restaurants, tasting rooms, boutiques, and vibrant energy are just minutes away, making it easy to arrive for the weekend and immediately settle into everything that makes Northern Sonoma County such a compelling place to be.

1580 Clear Ridge Dr, Healdsburg

566 March Ave, Healdsburg
$870,000
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

8890 Mill Creek Rd, 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

1229 Grove St Unit #2, 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

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

452 Healdsburg Ave, 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

961 Chiquita Rd, 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

151 Sawmill Cir Unit #402, Healdsburg
$7,295,000
3 Beds ⋅ 4 Baths ⋅ 326056014 MLS
B402 is the final opportunity to acquire a penthouse within Mill District's luxury residential community. Masterfully envisioned by Olson Kundig, the architecture prioritizes elevated design, privacy, and a seamless indoor-outdoor cadence, beautifully capturing dual East and West exposures that bathe the interiors in natural light from sunrise to sunset. The centerpiece of the expansive living space is a professional-grade chef's kitchen, anchored by an oversized kitchen island that comfortably accommodates seating for six stools. This culinary hub is equipped with integrated Miele appliances and complemented by a dedicated connoisseur's wine room. Adjacent to the kitchen, a grand living room centers around a striking contemporary fireplace, where floor-to-ceiling glass transitions effortlessly to an expansive private terrace featuring a premium outdoor kitchen tailored for sophisticated al fresco entertaining. Meticulously composed for both grand hosting and daily retreats, the residence offers three generous en-suite bedrooms, a refined private study, and a separate laundry room with a side-by-side washer and dryer. As owners at Mill District, residents have access to The Poolhouse, a private social, health, and wellness facility located just steps from Canopy. Centered around a private lap pool and expansive pool deck, it features a state-of-the-art gym and a Residents' Lounge complete with a demonstration kitchen, a catering kitchen, a fireplace, and generous spaces for socializing, entertaining, and hosting events. The lounge seamlessly opens onto a large terrace with an outdoor barbecue and dining areas overlooking the pool, perfectly integrating the indoors and outdoors to best enjoy the temperate wine country climate. Located just a short stroll from Healdsburg's iconic central square, this home offers immediate access to Michelin-starred dining and world-class tasting rooms.

151 Sawmill Cir Unit #402, Healdsburg

3229 W Dry Creek Rd, Healdsburg
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 326054444 MLS
Under 15 minutes from the Healdsburg Plaza yet a world away in feel, this 6-acre retreat sits on West Dry Creek Road, one of the region's most coveted stretches. Turn off the road and the quiet settles in your chest. Taken down to the studs and rebuilt, it lives like new construction inside a true Wine Country setting. Inside, open-plan living looks out to the valley yet still feels warm and intimate the kind of space that gathers everyone in one place and never feels cavernous. The custom kitchen is built for real cooking and entertaining, with a Thermador suite, a 100-bottle wine fridge, and storage everywhere you look, from the deep drawers to the generous walk-in pantry and a mud room that keeps daily life tidy. The primary suite is a quiet escape with its own spa-like bath and heated floors, while three additional bedrooms give family and guests room to spread out. Dog lovers will appreciate the dedicated dog-wash room one of many thoughtful touches. Outside, 6 acres give rare room to roam with genuine privacy and an outdoor entertaining area framed by valley views. A turnkey blend of total renovation, real acreage, and true privacy, all just minutes from the Healdsburg Plaza!

3229 W Dry Creek Rd, Healdsburg

130 Big Leaf Ct, Healdsburg
$1,750,000
326046070 MLS
Located within Montage Residences Healdsburg, set within the Forbes Five-Star Montage Healdsburg resort in the heart of Sonoma wine country, Estate Homesite 12 offers sweeping views, generous building space, and an exceptional private setting. The homesite was originally designated for Estate Home A, an elegant contemporary design defined by clean architectural lines and expansive walls of glass that fill the residence with natural light and connect the interiors to the surrounding landscape. Alternatively, homeowners may pursue a custom residence with an architect of their choosing, subject to the community's architectural vision and design standards. North-facing views extend toward the distant ridgelines of the Mayacamas, framed by the lush canopy of mature native oaks. Estate Homesite 12 is also contiguous to Homesite 11 (MLS #326046087), creating a rare opportunity to acquire both properties. Together, the combined approximately one-third acre provides an exceptional canvas for a significant custom estate within one of Northern California's most prestigious luxury resort communities.

130 Big Leaf Ct, Healdsburg

2365 Sweetwater Springs Rd, Healdsburg
$800,000
326053400 MLS
Beyond the vineyards and tucked into the rolling hills above Healdsburg lies a rare opportunity to create something truly extraordinary. Set on approximately 61.36 acres across four assessor parcel numbers ( possibly splittable buyer to verify) 2365 Sweetwater Springs Road offers the privacy, beauty, and infrastructure that discerning buyers seek when envisioning a legacy estate in Sonoma County wine country. Just 14 minutes from the historic Healdsburg Plaza, this remarkable property feels worlds away. Follow the paved road through the ranch and discover breathtaking mountain vistas, open meadows, and sun-drenched ridgelines that provide a stunning backdrop for a future custom residence. Whether your vision includes a modern wine country retreat, an equestrian ranch, a family compound, or a private luxury estate, the possibilities here are as expansive as the views. As the seasons change, black-tailed deer wander the hillsides and wild turkeys roam the meadows, creating a daily connection to the natural beauty of Sonoma County. From quiet mornings watching wildlife move across the landscape to evenings beneath starlit skies, this is the kind of peaceful ranch setting that reminds you why people dream of owning acreage in wine country. The property benefits from valuable existing infrastructure including underground power, a vested 3-bedroom septic system, three shares in a private mutual water association, and your own sweet water spring located on the ranch itself. Water resources and development groundwork are already in place, creating a strong foundation for future improvements. A 3,600 square foot structure currently permitted as an agricultural barn occupies a prominent site on the property. Buyers may explore the possibility of conversion through Sonoma County (buyer to verify and satisfy themselves regarding all future uses), or choose to build a new residence positioned to capture the property's most spectacular views. Adding to the appeal is an existing radio/cell tower located near the rear of the property, generating approximately $1,100 per month in passive income to the owner. Properties of this scale, privacy, and proximity to downtown Healdsburg are increasingly difficult to find. Surrounded by world-renowned wineries, acclaimed restaurants, and the timeless beauty of Sonoma County, this is more than vacant landit is a blank canvas for a dream years in the making. Bring your architect, your vision, and your imagination.

2365 Sweetwater Springs Rd, Healdsburg

13451 Rockpile Rd, Healdsburg
$7,995,000
6 Beds ⋅ 4 Baths ⋅ 326054898 MLS
Falcon Highlands Ranch is a remarkable 270-acre legacy estate overlooking Lake Sonoma, where extraordinary privacy, protected landscapes, and decades of thoughtful stewardship create an offering rarely found in Northern California. Bordering thousands of acres of protected public lands, the ranch enjoys an exceptional sense of open space and seclusion while remaining within easy reach of Healdsburg's celebrated wineries, restaurants, and amenities. This property includes 3 legal parcels offering flexibility to add to what is already here and create your own compound or retreat. This ranch offers over a mile of Lake Sonoma frontage with direct lake access, gentle oak-studded meadows, redwood forests, panoramic views, a permitted pond, miles of all-weather ranch roads, and extensive infrastructure developed over generations. Improvements include a barn with spacious living quarters, a guest house, yoga studio, equipment barn, horse facilities, productive wells, and a sophisticated off-grid power system utilizing solar energy, battery storage, generators, and wind-powered water systems. This property is completely self-sufficient, off-grid & fully independent of the outside world with all the modern conveniences that you are accustomed to. Falcon Highlands Ranch was intentionally designed for privacy, total independence, and long-term land stewardship. More than 40,000 redwood trees have been planted as part of an ongoing forest management plan created by the owner, reflecting a decades-long commitment to caring for the land while creating a truly self-sufficient mountain estate. Whether envisioned as a private family compound, nature retreat, recreational ranch, or exceptional long-term land investment, Falcon Highlands Ranch offers an opportunity to for you carry the legacy forward with one of Sonoma County's most remarkable private & self-sufficient estates.

13451 Rockpile Rd, Healdsburg

5232 Maacama Ridge Rd, Healdsburg
$4,295,000
4 Beds ⋅ 4 Baths ⋅ 326054301 MLS
Set atop a private ridge overlooking Alexander Valley, this gated 44.08 acre estate captures sweeping views of Mount St. Helena, vineyards, and rolling hillsides from nearly every room. The 4,630 sq ft residence is designed to embrace its surroundings with floor-to-ceiling windows, expansive living spaces, and seamless indoor-outdoor flow. The chef's kitchen features custom walnut cabinetry and granite countertops, while the main-level primary suite offers a private retreat with soaring ceilings, separate entrance, soaking tub, and travertine shower. Upstairs are three additional bedrooms, two full baths, and a flexible media room. Outdoor amenities include expansive entertaining decks, a built-in cook station, open-air fireplace, and custom saltwater pool. The property features approximately 8 acres of vineyard, an olive orchard, two private wells, solar power with battery backup, fire-safe water storage, and a detached garage/workshop. Offering privacy, sustainability, and breathtaking scenery just minutes from Healdsburg, this exceptional Alexander Valley estate embodies the best of Sonoma County wine country living.

5232 Maacama Ridge Rd, Healdsburg

835 Dry Creek Rd, Healdsburg
$1,199,000
326054656 MLS
Welcome to 835 Dry Creek! 7.42+/- beautiful acres, part of the Old Time Healdsburg Farming Generation Ground. This portion of the historic Mariani Ranch is situated off a secluded county lane (Provence Lane), you will find yourself literally minutes from the famed Downtown Healdsburg. This property includes a preliminary design for an 8 BEDROOM PERC (feasibly can build up to an 8 bedroom home), 133 gallon per minute ag/domestic combination well, PG&E power is currently being brought to the property, VESCO replant permit, and 7.42+/- acres of flat, usable/arable land- perfect to build your primary residence and ADU or farm. Surrounded by vineyards and seclusion- this bucolic property has endless opportunities. Check out the video- https://youtu.be/DGIYZtARWy8

835 Dry Creek Rd, Healdsburg

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