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$2,450,000
3 Beds ⋅ 2 Baths ⋅ 326006835 MLS ⋅ ACTIVE Status
Location, location, location! 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! (Property is now income producing with monthly rent to owners, call for details.)

735 Johnson St, Healdsburg
$7,950,000
5 Beds ⋅ 6 Baths ⋅ 326017030 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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
$1,225,000
3 Beds ⋅ 2 Baths ⋅ 326003322 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 326008753 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 325088101 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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
$3,295,000
4 Beds ⋅ 5 Baths ⋅ 325092756 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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
$3,995,000
3 Beds ⋅ 3 Baths ⋅ 325064483 MLS ⋅ ACTIVE Status
A Century-Old Legacy and a Rare Opportunity to Build the Future. Tucked along a tree-lined road and just minutes from downtown Healdsburg, this remarkable 17-acre property has remained in the same family for nearly 100 years. Rich in history, full of potential, it's a truly rare offering in the heart of Healdsburg. Bordered by Foss Creek, the land unfolds in a beautiful balance: 8 acres of Chardonnay vines currently in production, plus 8 acres ready for replanting or transformation. Included is a newly constructed 2,400 sq ft barn with 16-foot roll-up doors ideal for agricultural operations; also, 100-year-old original winery building expanded over generations, 6,400 sq ft under roof, full of rustic character; plus, a tall covered carport for tractors and harvesters. But perhaps most compelling of all: This may be one of the last great building sites this close to downtown Healdsburg. With a 4-5 bedroom perk already in place, the property offers a stunning setting for a future estate home. This is more than land. It's a living story rooted in tradition, ripe with possibility, and waiting for its next steward.

1558 Magnolia Dr, Healdsburg

Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.