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$6,900,000
10 Beds ⋅ 11 Baths ⋅ 326030556 MLS
Price improvement! Exceptional opportunity to own an established 10-room inn in the heart of internationally acclaimed Healdsburg, Sonoma County. Set on over an acre, this inviting property blends timeless charm with modern comfort. Guests enjoy serene garden settings, welcoming common areas and a short walk to the vibrant town plaza offering boutique shops, art galleries, acclaimed restaurants and wine tasting. As well as a vibrant mix of year-round special events, live music and community gatherings. Ideally situated near the airport, Lake Sonoma, and the Russian river, providing both convenience and access to outdoor recreation. Rarely found in this prime location, the expansive grounds offer significant potential for future expansion or enhancement, appealing to investors, developers, or owner-operators seeking a lifestyle hospitality. A turnkey operation with strong appeal as a boutique lodging destination, private retreat or corporate getaway.

25 W Grant St, Healdsburg
$1,795,000
2 Beds ⋅ 1 Baths ⋅ 326028639 MLS
Off-Grid Oasis | 75+/- Acres of Serenity & Self-Sufficiency. Escape to this rare 75-acre off-grid sanctuary with sweeping views of Black Mountain and beyond. Designed for sustainable, multi-family living, the property features a spacious main home with an open floor plan, large view deck, and BBQ area ideal for outdoor entertaining. A separate guest house offers privacy for visitors or extended family, while a well-equipped workshop and barn provide space for projects, storage, or homesteading. Enjoy established hiking trails, forested paths, open meadows and fruit bearing trees though out property. Solar-powered, this retreat blends comfort with eco-conscious living. A separate 4-acre parcel is included, enhancing both privacy and potential, totaling 80+/- acres. Whether you seek a family compound, creative escape, an independent lifestyle in nature, or a prepared site for future estate, this secluded mountain haven invites you to unplug, unwind, and thrive.

10957 Westside Rd, Healdsburg
$2,095,000
2 Beds ⋅ 2 Baths ⋅ 326026592 MLS
Tucked behind a private gate at the end of a quiet lane, 1311 West Dry Creek Road unfolds across 66.73 acres of pure Sonoma beauty a secluded haven where nature, possibility, and privacy converge. Just minutes from downtown Healdsburg yet worlds away in peace, this rare dual-parcel sanctuary invites you to create your own legacy estate in one of wine country's most sought-after valleys. The landscape comes alive in springtime, with crystal-clear creeks, heritage oaks, and madrone trees glowing beneath sunlit canopies. Meandering trails lead through forest and meadow, revealing both majestic views and tranquil pockets of serenity along the way. A well-crafted road network connects each space from the welcoming cottage and studio to two premier building sites poised for a future estate of distinction. The existing 2-bedroom, 1-bath cottage with loft sits nestled beside a seasonal creek, surrounded by fruit trees and flowering gardens. Steps away, a spacious detached studio with half bath offers flexibility for guests, art, or wellness pursuits. A connected storage wing adds practicality without sacrificing charm, making these spaces ready for immediate enjoyment while envisioning the property's greater potential. Two remarkable building sites await: a breathtaking hilltop with sweeping vistas across Dry Creek and Alexander Valleys, and a secluded sunlit meadow bordered by trees perfect for an intimate retreat. Thoughtfully installed infrastructure includes a five-bedroom septic system, mountain spring-fed water, ample storage, and advanced filtration. Every element aligns for an effortless start to an extraordinary estate project. Surrounded by vineyard landscapes and just minutes from tasting rooms, world-class restaurants, and downtown Healdsburg, this private wine country acreage offers rarity and readiness in equal measure. As the valley bursts into new life this spring, 1311 West Dry Creek Road stands ready for its next chapter a vision of Wine Country living that is timeless, private, and unforgettable.

1311 W Dry Creek Rd, Healdsburg
$3,450,000
5 Beds ⋅ 3 Baths ⋅ 326025290 MLS
A Rare Canvas with Expansive Views and Ultimate Privacy on Fitch Mountain. This is a one of a kind opportunity within the town of Healdsburg. Situated on almost an acre lot, 1212 N Fitch Mountain Road is the ultimate foundation for a legacy estate. Drawing directly from the understated elegance of renowned British architect C.F.A. Voysey, this 3,298 sq. ft. main residence and 860 sq.ft. one bedroom ADU have been meticulously restored and expanded over three decades by the founding principal of AXIA Architects. With exacting sympathy for Voysey's signature aesthetic. Divided lite steel windows are strategically placed on at least two sides of every living space, saturating the interiors with natural light and framing picturesque views from every vantage point. The interior details serve as a gallery of artisan craftsmanship, from the living room beams featuring a hand-painted poppy motif to a curated collection of lighting including Italian pendants and handmade sconces. The kitchen has hand-painted Italian wildflower tiles, while both bathrooms feature premium McIntyre tiles with traditional trim. The primary bedroom features stunning views and French doors that open to the back patios The primary bathroom is exceptionally spacious with a 6-foot tub, walk-in shower, and double sinks. There is an ensuite guest bedroom downstairs. Upstairs are three bedrooms featuring built-in bookshelves and cabinets plus a full bathroom and an additional storage room. In 2012, the estate was expanded with a massive garage with room for a shop, exercise room, or studio topped by a private 860 sq. ft. ADU. This one-bedroom unit is suitable for a remote workspace/office, an exclusive guest house for visitors, a private space for a live-in nanny or caretaker or a rental. The residence is bookended by stunning vistas: a southern terrace overlooks Healdsburg and the Russian River Valley, while the north patio, complete with fireplace and fishpond, looks over a spacious lawn to Alexander Valley and the Mayacama Mountains. Surrounded by a curated garden paradise with fruit trees, a vegetable garden, and rose gardens along with a petanque court and multiple outdoor dining spaces, the property is a private sanctuary just 5 minutes to The Plaza and easy access to the Fitch Mountain park and trails and the dog park . The zoning accommodates a pool and pool house and several expansion options. This is the foundation for your wine country family home.

1212 N Fitch Mountain Rd, Healdsburg
$2,575,000
3 Beds ⋅ 4 Baths ⋅ 326021490 MLS
In-Town Healdsburg Farmhouse Estate on 2.16 Acres: Set on a rare 2.16-acre parcel in downtown Healdsburg, this exceptional property offers remarkable flexibility - whether envisioned as a private family compound, future development opportunity, or a turnkey wine country retreat. The thoughtfully designed single-level farmhouse spans approximately 3,326 square feet and features three generously sized bedroom suites, each with its own en suite bath, for a total of 3.5 bathrooms. Vaulted ceilings, warm hardwood floors, and a beautifully appointed chef's kitchen create a refined yet relaxed living environment. A welcoming wraparound porch overlooks the meticulously landscaped grounds, where outdoor living takes center stage. Enjoy a resort-style setting with a large pool and spa, outdoor kitchen, and an expansive entertaining deck designed for gatherings beneath the wine country sky. Above the detached three-car garage you will enjoy a private flex space with full bathroom and laundry. With its rare acreage, prime in-town location, and endless possibilities, this is a truly unique opportunity to own a remarkable piece of Healdsburg wine country.

15119 Grove St, Healdsburg
$799,000
3 Beds ⋅ 3 Baths ⋅ 326026153 MLS
Enjoy your morning coffee in a Zen state, watching the deer on the hill behind thru the serenity of the garden. This home features hardwood floors, expanded sq. footage, an upstairs balcony, a walk in pantry, French doors lead to a lovely garden over looking hillside acreage. Privacy abounds. Bring your ideas to update this galley kitchen, add more windows to expand the private views. Fitch Mtn. Villas have long been a favorite of the Healdsburg lifestyle. Community pool and tennis and pickle ball courts.

587 Fieldcrest Dr, Healdsburg
$1,395,000
5 Beds ⋅ 4 Baths ⋅ 326022605 MLS
New construction rarely feels this complete. Designed for effortless living and modern sensibility, this light-filled residence offers a seamless blend of style, function, and flexibility, anchored by wide-plank oak floors, clean architectural lines, and a thoughtful layout that lives beautifully day to day. The heart of the home is a striking open kitchen designed to perform as well as it presents, featuring quartz countertops, an oversized island, and the unexpected luxury of dual dishwashers, a detail that speaks to both entertaining and ease. The adjacent dining area and expansive living space flow naturally to the outdoors, creating a quiet rhythm between indoor comfort and private backyard living. A dedicated entry study provides a refined work-from-home space, while modern lighting and curated fixtures elevate every room. Upstairs, the primary suite is a true retreat, offering a spacious walk-in closet and a beautifully appointed bath with dual sinks and a clean, contemporary finish. What sets this property apart is its versatility. In addition to the 4-bedroom, 2.5-bath main residence, a fully independent studio ADU with its own kitchen and full bath creates opportunity, whether for guests, extended living, or income potential. Framed by low-maintenance landscaping and a welcoming front porch, the property is designed to be both polished and practical. A two-car garage and private outdoor spaces complete the offering. This is not just new construction, it's a home that understands how people want to live today.

109 Paul Wittke Dr, Healdsburg
$2,295,000
4 Beds ⋅ 4 Baths ⋅ 326024573 MLS
Come and enjoy the elegant architecture of this beautiful custom home, set on over 1/2 acre in the heart of Healdsburg's wine country. Upscale amenities include a chef's kitchen with Viking appliances, Brazilian wood floors and solar with 2 battery backups. The open floor plan offers abundant natural light, walk in pantry, spacious laundry and 2 central air and heating systems. The serene grounds offer a natural habitat, built-in barbecue and fire pit, and an amazing heated in-ground pool.

134 Moonlight Dr, Healdsburg
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 326023920 MLS
Welcome to 1311 Prentice Drive in the heart of Healdsburg, a rare duplex opportunity offering versatility, comfort, and prime location all in one. This townhome-style property features two well-designed units, each with its own private entrance, one-car garage, in-unit laundry, and separate backyard; perfect for investors, multi-generational living, or owner-occupants seeking rental income. The front unit is a beautifully remodeled 2-bedroom, 2-bath home showcasing modern finishes, updated fixtures, and a fresh, contemporary feel throughout. Move-in ready and thoughtfully upgraded, it offers stylish living with comfort and functionality. The back unit features 2 bedrooms and 1.5 baths and has been well maintained in its original condition. Clean, comfortable, and full of potential, it provides steady rental appeal or an excellent canvas for future updates. Both units enjoy private backyard spaces ideal for relaxing, entertaining, or gardening, creating a sense of separation and individuality rarely found in duplex properties. Located in a central neighborhood close to shopping, dining, parks, and everything Healdsburg has to offer, this property delivers flexibility, income potential, and long-term value in one of Sonoma County's most desirable communities. A smart investment and a lifestyle opportunity, all under one roof.

1311 Prentice Dr, Healdsburg
$740,000
4 Beds ⋅ 4 Baths ⋅ 326024033 MLS
New co-ownership opportunity by Pacaso: Own one-eighth this professionally managed, turnkey home. Olive Grove is set along a private driveway on West Dry Creek Road in Healdsburg, where ancient olive and fruit trees frame the approach to a renovated hillside compound. The board and batten exterior with a metal roof reads as modern and grounded against the surrounding hillside, with a main residence, a detached bedroom suite and a detached office and gym arranged across more than three private acres. The great room is Olive Grove's centerpiece, with a dramatic wood-plank vaulted ceiling, an oversized gas fireplace and walls of glass that frame the private orchard and West Dry Creek Valley beyond. Sliding doors open the full width of the living space to the outdoors. The kitchen has white cabinetry, stainless appliances and an 11-foot island lit by weathered zinc pendant lights. The primary suite has a walk-in closet and an en suite bath with a soaking tub, dual vanity and marble shower. Two additional bedrooms and baths complete the main residence. The pool and hot tub sit among the ancient trees with hillside views behind, and the outdoor kitchen and fire pit extend the entertaining spaces across the broad decks. Downtown Healdsburg is a short drive away, with the town's celebrated restaurant row on the plaza, the Saturday Healdsburg Farmers Market and the tasting rooms of Dry Creek Valley all within easy reach. Olive Grove is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be, every time.

6165 W Dry Creek Rd, Healdsburg
$9,300,000
4 Beds ⋅ 5 Baths ⋅ 326016481 MLS
Perched above Healdsburg on six legal parcels totaling 10.48 acres, this exceptional property offers a rare combination of privacy, scale, and long-term flexibility. The residence crowns the top of the property, capturing sweeping valley and mountain views that stretch for miles and create a true sense of arrival. With multiple parcels already in place, the offering presents a compelling opportunity for future resubdivision, investment, or multi-generational vision, if desired. The approximately 4,000 sq ft, 4-bedroom, 3.5+ bath home is thoughtfully designed to live primarily as a single level. The main entry floor includes the primary suite, great room, chef's kitchen, dining area, and spacious laundry room - all positioned to maximize the extraordinary vistas. Walls of glass frame breathtaking scenery and bathe the interiors in natural light. The chef's kitchen features premium appliances and a built-in espresso station, flowing seamlessly into the dining area highlighted by a dramatic glass-front wine display. French doors open to a wraparound covered porch, creating effortless indoor-outdoor living against a backdrop of panoramic views. The primary suite is a private retreat with its own gas fireplace, generous walk-in closet, hidden storage, and direct access to the laundry room. Downstairs, a spacious family room with gas fireplace and wet bar opens to a covered patio overlooking the surrounding valleys and mountains. A flexible space near the attached two-car garage is ideal for a gym, office, or walk-in pantry. Gated and private, with access from Benjamin Way or Coghlan Drive, this 10.48-acre, six-parcel offering is a rare opportunity just minutes from downtown Healdsburg - combining elevated views, usable land, and future potential in one extraordinary estate setting. Also includes APNs 002-610-018, 002-610-020, 002-610-021, 002-610-023, and 002-610-024.

775 Benjamin Way, Healdsburg
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 326006403 MLS
Tucked away on a private lane in Healdsburg's desirable Clear Ridge neighborhood This custom built, two-story single-family home offers privacy, space, and scenic surroundings. The 2,444 sq. ft. residence features 3 spacious bedrooms and 2.5 bathrooms and a flex room, ideal for full-time living or a weekend retreat. This location is ideal for the bicycling, walking and jogging enthusiasts. It is less than a mile to the entrance of Alexander Valley to the north and also Dry Creek Valley to the west. These two valleys are known the world over NOT just for the beautiful vineyards but also for the wonderful bike riding. There are a number of bike races happening throughout the year in this area as well. There is excellent hiking in the surrounding hills and a walking path close by which leads to downtown Healdsburg. The home includes a 2-car garage plus an attached workshop, offering flexible space for hobbies, storage, or a home gym. There is also a generous side yard that would accommodate a pool/spa or a lovely outdoor living area. Only 2 minutes to shopping, 3 minutes to catch the freeway and only 4 minutes to downtown. Very centrally located. A rare opportunity to own a country home within city limits with room to breathe in one of Healdsburg's most sought-after areas.

230 Clear Ridge Dr, Healdsburg
$6,975,000
4 Beds ⋅ 6 Baths ⋅ 326018994 MLS
Perched atop a sun-kissed knoll in the rolling hills of Healdsburg just minutes from the famed Plaza, this breathtaking gated estate radiates the timeless romance of the Italian countryside. Sweeping 360 views of vine-draped valleys and golden hills create a setting straight from a Tuscan dream. The main residence is a harmonious blend of rustic charm and modern luxury, with warm stucco walls, clay tile roof, and stone paths winding through fragrant gardens and olive trees. Inside, soaring ceilings, a private elevator, butler's kitchen, and wine cellar evoke refined living. French doors open to patios perfect for dining under the stars, while the sparkling pool, spa, and full bath changing room invite leisurely afternoons. A 1-bedroom guest cottage offers serene vineyard views and private repose. Across 23.5 acres, life flourishes with vegetable and flower gardens, fruit trees, and two chicken coops. This is a place to gather, savor, and dream where every detail whispers romance, rooted in the heart of wine country.

Healdsburg
$2,449,900
3 Beds ⋅ 2 Baths ⋅ 326006835 MLS
Located just half a mile from the Healdsburg Plaza, 735 Johnson Street sits on 1/4 acre lot within the coveted Johnson Street Historic District; a neighborhood known for its architectural character, walkability, and enduring charm. Originally built in 1995, the home offers about 2,000+ SqFt of thoughtfully arranged living space with 3 bedrooms and 2 bathrooms. A formal living room with a fireplace and wet bar create a welcoming space to gather, while the dedicated dining room and breakfast nook provide multiple options for daily meals or special occasions. The gourmet kitchen features granite countertops and connects easily to both indoor and outdoor dining areas. A separate den/home office offers privacy for focused work, creative pursuits or separate family room. A large backyard deck extends the living space and invites quiet moments in the fresh air. Below, a partial basement includes a workshop space, large wine cellar and additional storage. At the rear of the property, a large detached two-car garage provides ample room for parking, gear, or future guest house or ADU location. This large lot could fit a pool, a large garden or bocce court. The home is well-maintained with a layout that encourages personalization over time. Other features include an electronic gate with private driveway, rainwater collection system, solar array, front and back porches and clean basement storage. Don't miss this opportunity to live on Johnson Street!

735 Johnson St, Healdsburg
$7,950,000
5 Beds ⋅ 6 Baths ⋅ 326017030 MLS
Welcome to 4395 Pine Flat Rd, an elegant Healdsburg estate offering some of the most breathtaking views in Sonoma County. Just minutes from downtown yet worlds away, this extraordinary property blends luxury, comfort, and resort-style amenities on 10+ mostly usable acres. The Main Residence consists of a four-bedroom, five-bathroom home is designed for both entertaining and everyday living. High ceilings, rich wood floors, and expansive windows frame vineyard and mountain vistas at every turn. Highlights include: Chef's kitchen with bar seating and seamless flow to the outdoor dining pavilion, formal dining room and multiple living spaces including a family room, library/office, gym, and wine cellar, main-level suite perfect for guests or multi-generational living, upstairs primary suite with private balcony, sitting area, and generous storage. A spacious detached studio offers flexible use for guests or extended family. Its outdoor entertainment area, complete with fireplace, is ideal for gatherings under the stars. This estate was made for relaxation and play, featuring a sparkling pool & hot tub, tennis court & bocce court, outdoor kitchen & vineyard-view dining, orchard, rose gardens, and raised garden beds, serene spots for birdwatching or simply doing nothing at all.

4395 Pine Flat Rd, Healdsburg
$2,449,000
5 Beds ⋅ 4 Baths ⋅ 326016409 MLS
Strong architecture, incredible scale, and a premier Healdsburg setting, 801 Samantha Ct is ready for a thoughtful cosmetic refresh turning it into something extraordinary. Set at the end of a quiet cul-de-sac and backing to two neighboring HOA open spaces, this exceptional property offers rare tranquility with sweeping views and a true connection to nature. Designed for both grand entertaining and everyday comfort, the 4-bedroom, 4-bath main home features a dedicated office and a stunning great room with vaulted wood-beamed ceilings that create warmth and architectural drama. At the heart of the home, a monstrous chef's kitchen flows seamlessly out to expansive decks, making indoor-outdoor living effortless. Host lively dinner parties, holiday gatherings, or relaxed Sunday brunches as doors open wide to invite in fresh air and warm sunshine. Two large rumpus rooms offer flexibility for a media lounge, playroom, or creative studio, while a private gym and abundant storage support an active and organized lifestyle. Car enthusiasts and hobbyists will appreciate the impressive 8-car garage, offering space for collections, projects, or weekend toys. The property also includes an approximately 1,600 sq ft guest retreat complete with its own kitchen, bathroom, and laundry room ideal for extended family or long-term guests. Outdoors, the terraced yard is an entertainer's paradise. Organic stone retaining walls carve out beautiful, usable spaces, while multiple decks draw you outside to relax and take in the sights and sounds of nature. An oversized treehouse inspires adventure, and a firepit perched to capture stunning Healdsburg views sets the stage for evenings under the stars or watching the fireworks on July 4th. This is more than a home; it's a place for sunset gatherings, morning coffee overlooking open space, and weekends where you claim your time back. 801 Samantha Court invites you to live expansively, entertain effortlessly, and savor the very best of Healdsburg.

801 Samantha Ct, Healdsburg
$1,375,000
3 Beds ⋅ 2 Baths ⋅ 326003322 MLS
Own the Altitude. Positioned along Valley View on the preferred side of Fitch Mountain, this approximately 2,200 square foot residence delivers what cannot be recreated: elevation and horizon. The main living level sits upstairs exactly where it belongs so daily life meets open sky. Living room, kitchen, and primary suite are oriented toward expansive views and natural light. Downstairs, a generous family room and two additional bedrooms provide separation and flexibility. Built in the 1980s and offered in original condition, this is not about finishes. It's about fundamentals. In a neighborhood where homes range from approximately $1.2 million to over $3.5 million, this offering represents entry into one of Healdsburg's most compelling ridgeline settings. Front and rear decks extend the footprint outward and invite reinvention. Tucked at the end of an easement, the property offers privacy without isolation within the City of Healdsburg and minutes to downtown. Elevation is permanent. The rest is up to you.

936 Valley View Dr, Healdsburg
$2,995,000
3 Beds ⋅ 3 Baths ⋅ 326012134 MLS
Exceptional Healdsburg! Two 10 acre parcels being sold together are set among utterly noble surrounds and gorgeous panorama of rolling terrain, meticulous vineyard rows, oak woodlands, pastoral and distant mountain views anchored by our silent guardian, Mt St. Helena. This setting remains one of the prettiest you'll see, one of the most serene you'll experience. And yet just 10 minutes away is historic and dynamic downtown Healdsburg , Geyserville's rustic charm, the Dry Creek General Store & Tavern. Lake Sonoma's Recreation is a quick 15 minute drive. This quiet countryside, expressive with an active pollinator garden, fruit orchard - citrus, plum, apples, figs, asian pears and young 2019 cabernet vines planted and nourished in rich Dry Creek benchland soil notable for producing ultra premium wines. The single story home built on a gentle rise commands a 360 vantage point. Vibrant views & seasonal light illuminate every room, this 2600 sq.ft. of comfort can be expanded upon & updated to suit your own stylistic preferences resulting in a countryside haven you won't want to leave! The home's 1988 vintage offers superb building integrity, a separate office, open dining into living with warm wood finished ceilings, 3 bedrooms, 2.5 baths, finished basement for wine and cold storage. The entire property is served by solar. Separately, there's a 850 sq.ft. shop and the original cabin remains with some utilities. Its condition reflective of its age, but it brings great value for potential guest house, ADU or farm stay use. The adjacent 2nd parcel, 1730 Chiquita is separately accessed and improved with a high producing well. Perced (2006) for a 3 bedroom system, possibly 4, it too is planted in premium cabernet for a total of 12.2 acres of vines. A thriving ecosystem of herons and ducks, dragonflies and others find rest on the adjacent one acre foot aerated pond; they're a joy to watch while in flight below the reflecting water. DA zoning and two separate parcels allow for further development potential and other agricultural/equestrian options. The Sonoma County Airport is within a 15 minute proximity. This exquisite 20 acres summons a lifestyle abundant with natural soundscapes, tranquility, starry skies, sunrise's golden light & sunset's liquid fire that also cultivates reciprocity in wine country enterprise. Not to be missed! Property Website: https://910lyttonspringsrd.com/

920 Lytton Springs Rd, Healdsburg
$1,148,275
3 Beds ⋅ 3 Baths ⋅ 326010888 MLS
Discover the perfect blend of natural beauty and downtown convenience in this spacious 3-bedroom, 2.5-bathroom Healdsburg retreat. Ideally located just steps from Byron Gibbs Park and a scenic 1.5 mile stroll to the iconic Healdsburg Plaza, this home offers immediate access to world-class dining, shopping, and tasting rooms. The light-filled, open layout is designed for seamless entertaining, flowing directly onto an expansive back deck that overlooks a peaceful stream. Wander across the bridge to discover a rustic chicken coop area, a charming canvas for your "farm-to-table" dreams or a creative garden project. For those needing extra space, the property features two separate garages, providing ample room for vehicles, a home gym, or a dedicated workshop. Ready for its next chapter, this home comes thoughtfully refreshed with brand-new interior and exterior paint, as well as plush new carpeting upstairs. This turn-key sanctuary allows you to move right in and start enjoying the quintessential Wine Country lifestyle from day one.

397 Parkview Dr, Healdsburg
$1,289,000
2 Beds ⋅ 2 Baths ⋅ 325100715 MLS
Seize the opportunity to own one of Healdsburg's picture perfect homes! Perfectly positioned on sought-after Sherman Street, just a short distance from the vibrant plaza, this property combines unbeatable location with undeniable charm. Imagine coming home to a sun-filled, thoughtfully updated retreat where every detail is designed for comfortable, stylish living. The versatile barn conversion expands your options host unforgettable gatherings, create an office, or set up a private guest suite. Step inside to discover classic cottage style blended seamlessly with modern upgrades. Wood floors, marble fireplace, and a luminous living room create an inviting space to unwind or entertain. Two serene bedrooms and spa-inspired bathrooms ensure relaxation at every turn. Vintage touches include a bay window, phone niche, and beveled glass doors add authentic character, while the expansive deck and hot tub invite you to savor indoor-outdoor living all year. Skylights and oversized windows bathe the space in natural light. Step outside to your private oasis: landscaping and a tall privacy hedge offer seclusion and tranquility. This is more than just a home; it's a lifestyle upgrade in the heart of Healdsburg. Make it yours today, and start living the life you've always imagined! Staging has been removed

115 Sherman St, Healdsburg
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 326008753 MLS
Charming 3-bedroom, 2-bath home in a prime Healdsburg location, offering the perfect blend of comfort, scenery, and Wine Country lifestyle. Just minutes from downtown Healdsburg and the Healdsburg Tayman Park Golf Course, this property provides both everyday convenience and easy access to world-class dining, tasting rooms, and outdoor recreation.The true highlight of this home is its sweeping panoramic views. From sunrise to sunset, the property captures wide-open vistas of rolling hills, vineyards, kayaks on the Russian River and hot air balloons in the summer months. Large windows and outdoor living spaces are thoughtfully oriented to take full advantage of the scenery, creating a constant connection to the natural beauty that defines Wine Country. The setting feels private and serene, offering a sense of retreat while still being just minutes from the energy and charm of downtown Healdsburg. This rare balance of proximity and perspective is what makes the property so special. Whether you're seeking a full-time residence, weekend getaway, or investment opportunity, this home presents an exceptional chance to enjoy one of Sonoma County's most desirable areas. Plans available for ADU in backyard. A separate 0.27-acre view lot located directly across the street is also available for purchase. This parcel includes a 4-bedroom perc and a circular driveway already in place, presenting a rare opportunity to build a second home, guest house, or future investment property in a highly sought-after neighborhood.

1625 Madrone Ave, Healdsburg
$5,400,000
5 Beds ⋅ 5 Baths ⋅ 326001041 MLS
A striking example of modern Wine Country architecture, this custom-designed residence offers a refined balance of luxury with a commitment to design integrity, enduring quality, and livability in downtown Healdsburg. A soaring living room with walls of glass is anchored by a dramatic Shou Sugi Ban fireplace, while a sculptural glass-and-metal staircase and wide-plank white oak floors elevate the interiors. The chef's kitchen is a true showpiece, featuring Miele appliances, custom Crystal cabinetry with motorized uppers, iridescent tile backsplash, and White Macaubus quartzite countertops, all centered around a 12-foot island. Designer fixtures by Kohler, Brizo, Duravit, and more enhance every space, while each bathroom showcases bespoke vanities, statement tile, and refined stone surfaces. The primary suite offers a boutique-style dressing room and a spa bath with soaking tub, glass shower, and Silver Wave quartzite. A beautifully finished 1-bedroom ADU includes vaulted ceilings, KitchenAid appliances, marble and terrazzo bath, and private deck. Outdoors, enjoy patios, garden beds, and a future pool site. With a metal roof, Marvin-clad windows, and gated rear drive, this is turnkey luxury at its finest. Those and all unaltered images are available in the photo gallery.

991 Grove St, Healdsburg
$925,000
3 Beds ⋅ 2 Baths ⋅ 326001334 MLS
Price Improvement! Exceptional opportunity in the heart of Healdsburg. Just moments from the vibrant downtown Plaza, this charming 1922 cottage offers the perfect blend of character, location, and future potential. Currently configured as a 3-bedroom, 2-bath home with approximately 1,250 sq ft, the property is being sold with fully approved plans for a beautifully redesigned 1,403 sq ft modern residence featuring an open-concept layout. Whether you're an investor, contractor, wine country weekend retreat seeker, or buyer looking to create a custom dream home, this property presents a rare chance to build equity in one of Sonoma County's most sought-after neighborhoods. The approved plans help streamline the process, allowing you to move forward with confidence and vision. Set on a quiet street just blocks from world-class restaurants, boutique shopping, tasting rooms, and the renowned Healdsburg Plaza, this is wine country living at its best. Opportunities like this are increasingly rare bring your vision and create something truly special in the heart of Healdsburg.

523 Center St, Healdsburg
$5,900,000
5 Beds ⋅ 8 Baths ⋅ 325090294 MLS
The modern aesthetic of this Healdsburg residence is purposeful, emphasizing craftsmanship, proportion and premium finishes. Thoughtfully conceived and expertly executed, this 4BR home with 1BR/1.5BA ADU is built with metal roof and 2x6 construction. Inside, 10 ' ceilings, wide-plank white oak floors, and a custom metal staircase set a sophisticated tone. The living space is anchored by a striking linear fireplace, 10' x 10'-dimensional tile clad wall and limestone bench hearth. The chef's kitchen is appointed with Miele appliances, touch-to-open refrigeration, quartzite counters, an integrated induction cooktop, full bar area, wine and beverage refrigeration, plus prep area and butler pantry. Upstairs, vaulted ceilings and natural light define a secondary lounge and guest bedrooms. The primary suite opens to a private garden and features a spa bath with freestanding tub, walk-through rain shower, Kohler smart toilet, and a bespoke dressing room with LED-lit makeup station. Bathrooms throughout showcase custom vanities, marble tile, and wall-hung fixtures. Seamless indoor-outdoor living, curated landscaping and gated rear access. Some images have been digitally enhanced. Those and all unaltered images are available in the photo gallery.

983 Grove St, Healdsburg
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 325088101 MLS
Nestled atop the gentle rolling hills of Healdsburg, this home has sweeping views of the world-renowned Dry Creek Valley and within 10 mins of the downtown area. Expansive windows throughout echo the natural splendor of the landscape with vistas of the lush valley beyond, while ensuring each room is illuminated by abundant natural light. This tasteful newly updated home creates a sanctuary of comfort and casual elegance set by the tone of the natural beauty that surrounds this residence. Moving through the home the large open concept living area is accented by Fir wood floors, contemporary fireplace, vaulted ceiling & dining area. The inviting kitchen features quartz countertops, breakfast bar, maple cabinetry, and new appliances. Three bedrooms (two with ensuite bathrooms), 3 bathrooms total. The multiple glass doors throughout the home invite you to step out and relax on the large wooden decks or enjoy the gentle 5.29 usable acres surrounding the home, where many possibilities await; horses, agriculture, livestock, and ADU. Oversized three car detached garage.

1676 Chiquita Rd, Healdsburg
$1,750,000
3 Beds ⋅ 3 Baths ⋅ 324030878 MLS
Enjoy this custom built/one of a kind home with an end-of-court location with an extremely useful and flowing floor plan. Light and bright, with elevated ceilings and two large exterior entertaining areas that extend the indoor/outdoor living space for gathering all of your friends and family. The layout offers 3 bedrooms PLUS an office(with a separate entrance), as well as a Jack-and-Jill configuration for the secondary bedrooms. The elevated home siting provides excellent privacy with its expansive, panoramic views and its large, fully landscaped 1/3-acre lot holding oak trees and ample room for adding a pool, ADU(possible)green house or even some vines. An attached, spacious 3-car garage has an extra storage area(potential wine cellar) and additional off-street parking is possible for up to 4 guest spaces. Conveniently located near Big Johns Market, Plank Coffee and has easy access to Hwy 101. This is a must-see property with an abundance of options for wine country living and entertaining. Great Opportunity.

128 Village Oaks Ct, Healdsburg
$895,000
325056395 MLS
Possible Owner Financing and potential Lease w/option to buy. MU Zoning MAY allow conversion back to Residential or a combination of Residential and Office. Property had been converted to office in 2008. 13 onsite parking places. ADA ramp. Central HVAC. Perfect for owner user. Outbuildings. Easy access from all locations of Healdsburg. Near Hwy 101 entrances and exits. Just south of the corner of Dry Creek Rd and Grove St. Dry Creek Inn adjoins the northerly property line of 1241 Grove.

1241 Grove St, Healdsburg
$3,795,000
3 Beds ⋅ 5 Baths ⋅ 325055488 MLS
Experience the pinnacle of wine country living at this exceptional Dry Creek Valley estate, set on 25.9 private acres surrounded by world-class vineyards. This stunning home offers 4 bedrooms, one a newly added in-law unit, 4 full baths, and 2 powder rooms, masterfully blending modern sophistication with natural beauty. Expansive terraces, manicured grounds, and panoramic vineyard views create a breathtaking backdrop for entertaining, from al fresco dinners under the stars to poolside lounging and golden hour wine tastings. Every space is designed for both celebration and serenity. Inside, the open-concept Great Room flows seamlessly to the outdoors, ideal for gatherings large or small. A chef's kitchen, soaring ceilings, and a serene primary suite offer elegant comfort. Walls of glass and clean architectural lines bathe the home in light and warmth. Whether hosting a sunset soiree or savoring a quiet glass of wine, this estate embodies the best of the Healdsburg lifestyle--refined, relaxed, and undeniably luxurious.

1315 W Dry Creek Rd, Healdsburg
$3,495,000
4 Beds ⋅ 5 Baths ⋅ 325092756 MLS
Understated luxury in the heart of Healdsburg. This refined wine‑country retreat offers spacious, effortless living just a short walk from the Plaza. Warm Douglas fir floors, custom cabinetry, an Italian ILVE range, Fisher & Paykel dual‑drawer dishwasher, and a marble island define the chef's kitchen. Comfort features include five‑zone mini‑split heating and cooling, radiant‑heated baths, Toto fixtures, and steam showers. Resort‑style outdoor living centers around a saltwater, solar‑heated pool and spa with Aqua Link automation. The 550 sq ft pool house/ADU adds radiant‑heat floors, a washer/dryer, and a European‑style bath. An outdoor kitchencomplete with a wood‑fired pizza oven, rotisserie barbecue, beverage fridge, ice maker, and sinkcreates an exceptional entertaining hub. Wrought‑iron gates frame the property, which also includes an adjoining lot currently used as a vegetable garden, offering potential for a substantial garage and ADU. Fruit trees, a heritage olive tree, a koi pond, custom planters, and a remote gate complete this serene, modern wine‑country estate.

620 Brown St, Healdsburg
$7,500,000
6 Beds ⋅ 3 Baths ⋅ 323015354 MLS
Located on Westside Rd., one of Sonoma County's premier wine country roads, this 350+ ac. legacy ranch is less than 15 min. from downtown Healdsburg. In the same family since 1958, Bucher Farms is developed with 35 ac. of premium Pinot Noir and Chardonnay wine grapes which have earned consistently high scores in the wine press for some of Sonoma County's most prestigious wineries including Williams Selyem and Merry Edwards. Located in the Middle Reach of the Russian River Valley AVA, this spectacular property has panoramic views from higher elevations; gentle sloping meadows intermixed amongst native oaks, madrone, bay and fir trees; and rock outcroppings and riparian corridors traversing the landscape, providing numerous recreational opportunities. Water resources include (2) wells; recycled water from the City of Healdsburg developed and in use on the property; as well as 120,000 gallons of water storage capacity. Preliminary studies indicate the potential of up to 77.00 acres of additional land suitable for high-quality vineyard development, and the RRD-100 zoning designation from the County of Sonoma allows for the potential to subdivide the ranch into three parcels. In addition, the property is in an Ag Preserve under the Williamson Act allowing for reduced property taxes.

5285 Westside Rd, Healdsburg