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$649,000
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
$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
$7,495,000
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
$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
$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
$5,850,000
3 Beds ⋅ 2 Baths ⋅ 326034895 MLS
Premier Alexander Valley estate with Stunning Views nestled along a peaceful, paved country lane, this exceptional ranch estate offers breathtaking panoramic views of Mt. St. Helena, the Russian River Valley, the Mayacamas Mountains, vineyards and iconic Chalk Hill valley. The property features a spacious 3,006 sq. ft. (+/-) multi-level ranch residence, complemented by a sparkling inground swimming pool, lush lawns, tennis court, professional landscaping, wine cellar and majestic clusters of redwood trees. Additional improvements include a manager's residence/office, a large shop, livestock shelter, and corrals.The estate is enhanced by approximately 10 +/- acres of premium vineyards planted to Cabernet Sauvignon, Zinfandel, Chardonnay, Petite Verdot, and Sauvignon Blanc. An additional 25 acres (+/-) of prime land are ideally suited for future estate vineyard development. A dramatic ridge-top estate building site offers sweeping, unobstructed views of Mt. St. Helena and the surrounding grassland/oak tree countryside. Zoning allows potential subdivision of the property, while generous acreage supports grazing for cattle or other farm animals. Mature fir, oak, and madrone forests and redwood tree lined meadow provide natural beauty and privacy throughout the property. Conveniently located, the estate is just minutes from the vibrant shops, acclaimed restaurants, and world-class amenities of downtown Healdsburg. It also enjoys easy access to Lake Sonoma, Russian River, Sonoma County Airport, and is only 20 minutes from Napa County.This rare offering combines productive vineyards, expansive ranch potential, and spectacular natural beauty in one of Northern California's most sought-after wine country locations. Website: https://5520wsodarocklane.jmbland.com

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

1084 Red Tail Rd, Healdsburg
$4,875,000
4 Beds ⋅ 7 Baths ⋅ 326035090 MLS
Set in the heart of prestigious Dry Creek Valley, just minutes from downtown Healdsburg, 1099 Dry Creek Road is a newly built modern estate that redefines wine country luxury. Designed for seamless indoor-outdoor living, this private 1.6 acre retreat is surrounded by vineyard and mountain views, offering both tranquility and convenience. The main residence spans approximately 3,753 sq ft with 3 bedrooms and 4.5 baths, complemented by a beautifully appointed 1,200 sq ft ADU with 1 bedroom and 1.5 baths, ideal for guests, extended stays, or flexible living. Thoughtfully curated with elevated materials and craftsmanship throughout, the home features French oak flooring, bespoke white oak cabinetry, and marble surfaces including Arabescato Corchia countertops and Bianco Carrara baths. A chef's kitchen with premium appliances anchors the open-concept great room, where walls of glass frame the surrounding landscape and create a seamless connection to the outdoors. Designed for both everyday living and elevated entertaining, the property offers a glass-enclosed wine display, butler's pantry, game room, and library/office. Smart home integration includes Lutron lighting, automated shades, Sonos audio, and whole-home connectivity. Resort-style outdoor living is highlighted by a heated pool and spa, expansive patio areas, curated landscaping, and a turf lawn, perfect for entertaining or relaxing in a serene wine country setting. A rare offering combining modern design, luxury finishes, and an exceptional location just one mile from Healdsburg Plaza, this is turnkey wine country living at its finest.

1099 Dry Creek Rd, Healdsburg
$4,875,000
3 Beds ⋅ 4 Baths ⋅ 326035397 MLS
Set in the heart of Healdsburg's coveted Dry Creek Valley, this 40+/- acre vineyard estate offers a rare blend of natural beauty and understated elegance. The 3,678+/- square-foot main residence is perfectly positioned to capture sweeping, unobstructed views of Geyser Peak and Mount St. Helena, with vineyards, rolling hills, and the valley floor nestled in between. A charming approximately 650 square foot guest cottage provides a welcoming space for family and friends. The setting is tranquil and secluded with two gated entries and surrounded by gently rolling terrain that evokes a sense of timeless ownership. A dramatic great room anchors the upper level with vaulted ceilings, exposed beams, a floor-to-ceiling stone gas fireplace, and built-in cabinetry. The kitchen is both functional and inviting, designed to connect naturally with guests or offer a quiet place to begin the day. High-end appliances, generous counter space, ample storage, and natural light define the space. The main level also includes the primary suite, guest bedroom, and full bathroom. The primary suite is positioned to take advantage of the views, with access to a private deck. The primary bathroom is spa-inspired with a soaking tub, glass-enclosed shower, and dual sink vanity. The lower level offers a relaxed and flexible living environment, including a spacious family or media room with wet bar and direct access to a deck. A private guest suite with en suite bath, separate entrance, and its own driveway provides ideal accommodations. A wine storage room, laundry, and additional full bath complete this level. Outdoors, a 50-foot saltwater pool and spa are complemented by mature olive trees, fruit trees, raised garden beds, and open grounds. The 13+/- acre vineyard features a curated selection of European varietals. The fruit is currently spoken for by a known brand, and this arrangement can continue. Infrastructure includes an owned solar system, domestic and agricultural wells, generator backup, and a water filtration system. This is a property for those seeking quiet sophistication and an unpretentious yet extraordinary retreat in one of Sonoma County's most desirable vineyard regions.

6355 Mountain View Ranch Rd, Healdsburg
$2,495,000
2 Beds ⋅ 2 Baths ⋅ 326036206 MLS
Ride your bikes to town from your front door! Welcome to your private Sonoma Wine Country retreat, just five minutes from Healdsburg Plaza. Set on a gated 2.68-acre parcel, this single-level residence offers exceptional privacy and sweeping vineyard views across the Russian River Valley. Designed for effortless indoor-outdoor living, the home is encircled by a newly constructed 2,000-square-foot wraparound deck that seamlessly connects to an in-ground pool and hot tub, both finished in elegant Italian porcelain tile. A three-zone outdoor audio system enhances the experience, creating the perfect setting for entertaining or quiet relaxation. Originally built as an 1880s farmhouse, the home has been thoughtfully renovated to blend historic character with modern comfort. Recent upgrades include a new roof, updated windows, and a state-of-the-art five-zone heating and cooling system. The well-designed floor plan offers privacy and functionality, with two ensuite bedrooms positioned at opposite ends of the home. A detached room with panoramic views provides flexible space ideal for guests, a home office, or a creative studio. At the center of the home, the great room features a striking mid-century modern beam and shiplap ceiling, framed by windows that invite in serene woodland vistas. Modern infrastructure ensures convenience and peace of mind, including high-speed Starlink internet with underground fiber optic distribution and full property Wifi coverage, as well as upgraded 400-amp electrical service. Water systems are equally robust, featuring a rehabilitated well, an advanced treatment system, 25,000-gallon storage capacity, and a new three-bedroom septic system. The grounds are as captivating, with two seasonal creeks bordering the property, mature heritage oaks and redwoods, and over 30 fruit trees. With ample space for gardens, animals, or recreation, this property offers a rare combination of natural beauty, privacy, and refined living, an exceptional opportunity in the heart of Wine Country.

2291 Westside Rd, Healdsburg
$474,000
2 Beds ⋅ 2 Baths ⋅ 326035850 MLS
Welcome to easy Healdsburg living, just minutes from the historic downtown plaza, wineries, restaurants, boutique shopping, and the Russian River. Built in 2015 and updated throughout, the home features a bright open-concept layout, natural light, and modern finishes. Improvements include updated lighting and fixtures, dimmable living and dining room lighting, newer appliances, and cooling units in each room. It includes a flex room ideal for guests, a home office, hobby space, or additional sleeping area. Outside, enjoy low-maintenance landscaping and peaceful outdoor spaces. Unlike many manufactured home communities, there is no separate land lease or monthly space rent. The property may also be rented to tenants, providing flexibility for investors, second-home buyers, or rental income. This property offers comfort, convenience, and flexibility in the heart of Wine Country.

97 Kennedy Ln Unit #36, Healdsburg
$2,199,000
3 Beds ⋅ 3 Baths ⋅ 326033684 MLS
Set on a generous 1.27 acre lot in a peaceful, private setting, 695 Chiquita Road offers an exceptional opportunity to enjoy the best of Healdsburg living just minutes from Healdsburg Plaza. The 2,767 square foot residence has been completely remodeled, blending modern design and finishes with a warm, inviting Wine Country aesthetic. The home is thoughtfully updated to provide comfortable everyday living as well as effortless entertaining, with light-filled interiors and a seamless connection to the surrounding landscape. Positioned to capture scenic views, the property feels like a true retreat, offering privacy, quiet, and a strong sense of place. The expansive 1.27 acre parcel provides a rare amount of usable land this close to town. There is ample space for outdoor living areas, gardens, a pool, or future expansion. The property also offers excellent potential for an ADU, creating flexibility for guest accommodations, extended family, or supplemental income. Located near the Healdsburg Bike Path, the property provides easy access to biking and walking routes that connect you to the charm and energy of Healdsburg. Just minutes away, the Plaza offers world-class restaurants, tasting rooms, boutique shopping, and a vibrant community atmosphere. With its rare combination of privacy, views, acreage, and a fully remodeled home in a highly desirable location, 695 Chiquita Road presents a compelling opportunity as a full-time residence, weekend retreat, or investment property in the heart of Sonoma County Wine Country.

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

1633 Dry Creek Rd, Healdsburg
$4,975,000
4 Beds ⋅ 4 Baths ⋅ 326034406 MLS
Nestled in the heart of Sonoma County's renowned Dry Creek Valley, this exceptional 67-acre ranch offers a rare combination of premier vineyards, a boutique winery open for public tastings and limited events, and complete privacy on sought-after benchland with premium southwestern exposure. Perched atop a scenic knoll, the estate residence 3200 Sq ft +/- commands sweeping panoramic views over the valley, lush vineyards, and on-site 3K case winery. The property features a dedicated wine tasting building/conversion to 2nd residence, a comfortable apartment, a fully equipped wine-making facility, and ample storage everything needed for a turnkey wine country operation with valuable Dry Creek Road frontage, the estate enjoys direct paved access while maintaining seclusion. Of the 67 total acres +/- approximately precisely 33.02 acres per current vineyard map are planted to premium vineyards, including historic old-vine Zinfandel blocks dating to the 1910s, along with Cabernet Sauvignon, Petite Verdot, Cabernet Franc, and Malbec. These vines thrive on the ideal bench land terroir. Paved roads wind throughout the property, providing effortless internal access while preserving the natural beauty.Tranquil creeks meander through the remaining mature oak and madrone woodlands, complemented by a picturesque small pond that enhances the serene setting. The property strikes a perfect balance between productive agriculture and a peaceful, private retreat. Possible 20 +/- acre subdivision potential for three parcels (See zoning). Conveniently located just minutes from the historic Dry Creek General Store, Lake Sonoma, and the vibrant restaurants, wineries, and boutique shopping of Healdsburg. Sonoma County Airport is only a 15-minute drive away, making this an effortlessly accessible yet wonderfully secluded wine country gem.This is a truly rare opportunity to own a private, productive, and breathtaking 67-acre estate with Dry Creek Road frontage in one of California's most prestigious wine growing regions.

5143 Dry Creek Rd, Healdsburg
$1,995,000
2 Beds ⋅ 2 Baths ⋅ 326033954 MLS
Set on approximately 4.62 acres along desirable Alexander Valley Road, this versatile wine country property offers a rare combination of usable land, multiple living spaces, and functional improvements. The mostly level parcel features a small old vine Zinfandel vineyard with room for potential expansion, along with ample space for gardens, animals, or additional agricultural use. The main residence includes 2 bedrooms and 2 baths, complemented by an attached 2-bedroom, 1-bath ADU with a separate entrance, ideal for extended living, guests, or rental income. A newly built rectangular pool creates a striking outdoor focal point, perfect for entertaining and enjoying the surrounding valley setting. Additional improvements include an approximately 1,500 sq ft shop, well-suited for storage, hobbies, or workspace needs. Located in the heart of Alexander Valley, just minutes from Healdsburg and near the emerging North Village, this property offers a blend of rural charm, functionality, and convenient access to wine country amenities.

317 Alexander Valley Rd, Healdsburg
$4,695,000
4 Beds ⋅ 4 Baths ⋅ 326029964 MLS
Nestled on one of Healdsburg's most coveted streets, just a short stroll from the vibrant Plaza, 438 Matheson St. is a stunning example of early 20th-century charm paired with modern-day versatility. Set on a generous corner lot spanning approximately a quarter acre, this property boasts a serene oasis with formal gardens, a sparkling pool, and room to expand with additional flower or vegetable beds. Steeped in character, the over 3,000 sq. ft. home (+/-) spans three thoughtfully designed levels. The main floor has a formal parlor and dining room, a beautifully remodeled gourmet kitchen, and a cozy media room, all anchored by timeless details and abundant natural light. Upstairs, two spacious bedrooms plus an office and two bathrooms share the spotlight with a delightful covered porch, perfect for enjoying quiet moments overlooking the picturesque street below. The versatile lower level opens up endless possibilities, offering space for one to two additional bedrooms, a home office, or even a private theater. Complete with a full bath and laundry room, it's a flexible haven for evolving needs. Outside, a detached garage sparks inspiration with its potentialimagine transforming it into a summer kitchen, guest quarters, or an ADU. Recent upgrades, including fresh interior and exterior paint, a brand-new roof, and a solar system, make this home as efficient as it is enchanting. 438 Matheson seamlessly blends timeless elegance with modern functionality, offering an unparalleled opportunity to live in one of Healdsburg's most desirable locations.

438 Matheson St, Healdsburg
$799,000
1 Baths ⋅ 326033811 MLS
Imagine having a place in Healdsburg that's always ready for you. Your clothes are already there. Your favorite wine glasses are in the cabinet. Your bed is waiting. Your morning coffee is a short jaunt to the Plaza in the beautifully crisp Healdsburg morning air. No packing. No checking in. No checking out. Just arrive. This beautifully designed studio at Mill District was created for exactly that kind of life. A custom Murphy bed disappears when you want more living space. Custom storage keeps everything organized. Upgraded lighting, designer wallpaper, elevated kitchen finishes and tailored window shades give the residence the feeling of a private boutique suite rather than a traditional studio. And now the experience extends beyond the front door. The newly opened resident pool house brings a private pool, fitness and movement spaces, sauna, clubhouse and outdoor gathering spaces just steps from home. Mill District's redwood-lined grounds and downtown location make it possible to leave the car behind and spend the weekend exactly as you intended. Come for the weekend. Stay for the lifestyle.

151 Sawmill Cir Unit #103, Healdsburg
$4,500,000
6 Beds ⋅ 6 Baths ⋅ 326024435 MLS
Set on approximately 15 acres in Sonoma County, this newly constructed property offers a rare combination of modern design, usable land, and a versatile multi-residence layout. Thoughtfully planned and designed for both everyday living and entertaining, the property provides a seamless blend of indoor comfort and outdoor lifestyle. The main residence features clean architectural lines, an open-concept floor plan, and abundant natural light throughout. Expansive nano-style doors create a strong indoor-outdoor connection, opening to generous decking and surrounding views. The interior offers a functional layout with well-proportioned living spaces, quality finishes, and a natural flow suited to both quiet living and gatherings. In addition to the main home, a fully detached two-bedroom, two-bath residence provides flexibility for guests, extended living, or potential income opportunities (buyer to verify). Positioned separately from the main home, it offers privacy along with its own outdoor areas. The grounds are designed to take full advantage of the acreage, with a balance of open space and curated landscaping. A newly constructed approximately 1,500 square foot barn adds utility for a variety of uses. The property also includes a small hobby vineyard and established gardens with pathways, mature plantings, and seasonal color. Outdoor amenities are a central feature of the property, including a pool, sauna, and multiple areas for seating and entertaining. A well-equipped outdoor kitchen and dining area provide an ideal setting for year-round use, whether hosting or enjoying the surrounding environment. With its combination of new construction, multiple living spaces, and usable acreage, this property presents a unique opportunity to enjoy Sonoma County living with flexibility and privacy, all within a thoughtfully designed setting.

8349 W Dry Creek Rd, Healdsburg
$1,400,000
2 Beds ⋅ 3 Baths ⋅ 326032489 MLS
Eight minutes from the Healdsburg plaza, Mill Creek Road gives way to a forest canopy and the kind of quiet that makes you exhale. That's the setting for 2563 & 2560 Mill Creek Rd combined to offer an almost 1 acre property, modern designed 2 bedroom, 2.5 bathroom 1,409 sqft home, genuine nature immersion, and one of the most compelling income opportunities in Healdsburg today. A striking modern home with floor-to-ceiling windows, warm oak plank floors, and an open-concept layout built for living well. The kitchen anchors the main level with a large island, wine fridge, stainless appliances, and floating shelves. Multiple glass sliders dissolve the boundary between inside and out, opening to an expansive deck for dining and entertaining, gravel path, dedicated patio, hot tub, cold plunge, and sauna the kind of amenity stack that earns five-star reviews or creates quality memories. Both ensuite bedrooms sit upstairs, framed by forest views on every side. Cross Mill Creek Road to the south parcel: a fully fenced half-acre with Mill Creek frontage, mature trees, flat open terrain, and a large storage shed ideal for recreation or leisure. Must see to appreciate this unique offering.

2563 Mill Creek Rd, Healdsburg
$1,695,000
3 Beds ⋅ 3 Baths ⋅ 326030944 MLS
Perfectly positioned in the heart of Wine Country, this beautifully updated single-level retreat offers an exceptional blend of privacy, comfort, and natural beauty. Ideally located less than 15 minutes from Healdsburg, 20 minutes from Calistoga, 22 minutes from Sonoma County Airport, and under 30 minutes from downtown Santa Rosa, the property provides convenient access to some of Northern California's most sought-after destinations. Set on approximately 1.15 acres, the property enjoys vineyard views and scenic frontage along Maacama Creek, creating a tranquil setting rich with wildlife and the peaceful ambiance of Wine Country living. Thoughtfully designed for both relaxation and entertaining, the turnkey residence features 3 bedrooms, 3 bathrooms, and approximately 2,225 square feet of light-filled living space. The open-concept floor plan showcases a spacious living room with fireplace, a beautifully updated chef's kitchen with premium appliances, and inviting guest accommodations. High-end finishes and seamless indoor-outdoor flow enhance the home's warm and welcoming atmosphere. Outdoor living is equally impressive, featuring an expansive entertaining deck, stone patio, outdoor kitchen, and beautifully landscaped grounds that capture the essence of Sonoma County's indoor-outdoor lifestyle. A wrap-around driveway offers ample parking in addition to the de-attached two-car garage. Located near Chalk Hill Road and just moments from renowned wineries, vineyards, and fine dining, this private Wine Country retreat presents a rare opportunity to enjoy the best of Sonoma County living in a picturesque creek side setting.

14734 Youngs Rd, Healdsburg
$4,250,000
4 Beds ⋅ 5 Baths ⋅ 326030880 MLS
Flora Ranch Estate sits on 40+ acres atop a gentle vineyard knoll with a beautiful custom-built Mediterranean inspired home overlooking Alexander Valley, Mt Saint Helena and Chalk Hill with breathtaking panoramic views. Inside the home, warm, inviting spaces feature soaring beam-wrapped cathedral ceilings, an open-concept layout, and serene seating areas throughout to relax amongst the views. Step onto the wrap-around back deck and enjoy the infinity-edge pool and spa, seamlessly blending indoor-outdoor living. The home's lower level reveals a winemaking lounge, small production studio and wine cellar built into the hillside for aging your own estate grown Cabernet Sauvignon. The vineyard is currently sustainably farmed on 15 acres of hillside in ancient volcanic soils. The gentle rolling topography enhances both vineyard character and breathtaking views. Flora Ranch Estate offers a rare opportunity to join, expand or reimagine within Alexander Valley's esteemed wine growing and agricultural community. The rich land is not only planted to award winning grapes but you'll also find flowers, raised garden beds, an irrigated fruit orchard and a picturesque pond draped with large willow trees. Enjoy the peacefulness of gorgeous country living yet just 15 minutes to Healdsburg Plaza, 15 min to Santa Rosa Airport, 20 min to Napa Valley's Calistoga and within district to the highly sought after Alexander Valley School with bus route at the bottom of Flora Ranch Rd. Generational legacy estates like these don't become available very often and your time has come to make this stunning slice of wine country yours at Flora Ranch Estate.

13404 Flora Ranch Rd, Healdsburg
$2,350,000
4 Beds ⋅ 4 Baths ⋅ 326031365 MLS
Set behind gates on Westside Road and tucked along a private lane in the sought-after Madrona Knolls neighborhood, this Healdsburg residence offers a rare combination of privacy, natural beauty, and close-to-town convenience. Surrounded by mature landscaping with dogwoods, citrus and plum trees, azaleas, rhododendrons, roses, and seasonal color, the setting feels peaceful and established while remaining just minutes from Healdsburg Plaza, acclaimed dining, tasting rooms, and boutique shopping. Inside, soaring approximately 25-foot windows in the great room frame sweeping southern valley views, distant mountains, memorable sunrises, and the changing light across the landscape. Abundant natural light, rich hardwood flooring, and generous living spaces create an atmosphere that is both comfortable and refined. Designed for everyday living as well as entertaining, the home offers four bedrooms and three baths, including two spacious primary suites positioned on opposite ends for privacy and flexibility. At the center of the home, the kitchen, dining, and great room connect naturally and flow to expansive view decks and outdoor gathering spaces. A private wine cellar with tasting area adds to the wine country setting, while the gated grounds provide a sense of retreat. A distinctive offering in one of Healdsburg's most desirable hillside neighborhoods.

1017 Westside Rd, Healdsburg