48 houses for sale in Chiquita, Healdsburg city Healdsburg CCD Sonoma County California

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 quinte

Welcome to this beautifully updated 3 bed, 2 bath home in a desirable Healdsburg neighborhood. The open, light, filled floor plan features a modern kitchen with solid countertops, a center island, gas range, new refrigerator, pantry closet, and stylish finishes that blend functionality with timeless appeal. Wood flooring flows seamlessly through the kitchen, living room, and dining area, adding warmth and character. The home also features a new roof replaced in March 2023, offering peace of mind for years to come. Step outside to a beautifully maintained garden retreat with a patio, and abundant fruit trees, including persimmon, apple, Santa Rosa plum, orange, lemon, and fig, along with an outdoor screened shed for storage the perfect setting for casual gatherings. Ideally located just steps from the Healdsburg Medical District, a short distance to Healdsburg High School, and only minutes from the vibrant Plaza, boutique shops, tasting rooms, top-rated restaurants, parks, and Sonoma Co

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 t

Enjoy this well maintained and tastefully updated 4 bedroom 3 bath home within close proximity to schools, shopping and restaurants. The interior has been freshly painted, and the open floor plan offers abundant natural light. Relax and entertain by the pool in the low maintenance and peaceful back yard. Plenty of storage throughout the home and in the oversized two car garage

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 individ

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 t

Come and enjoy the elegant architecture of this beautiful custom home, set on over 1u002F2 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

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. Set on an expansive 20,900 sq. Ft. lot, 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. We have 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. Only 2 minutes to

Nestled in the heart of Wine Country, this enchanting 3-bedroom, 2. Bath home in Geyserville offers a rare opportunity to own a true piece of paradise. Dating back to 1880, this historic gem blends timeless charm with modern comforts, all framed by breathtaking views of Alexander Valley and the Mayacamas Mountains from every window. The appeal begins at the covered front porch and gated yard, offering privacy and serenity. The backyard is the true showstopper, an expansive oasis designed for quintessential wine country living. Gather around the fire pit beneath the stars, cook in the outdoor kitchen with a Mugnaini pizza oven, or relax on the full-length back deck, perfect for entertaining or quiet mornings with coffee. The landscaped grounds feature fruit trees, drought-tolerant plantings, raised garden beds, and meandering gravel paths that invite exploration. Inside, high ceilings, hardwood floors, and crown molding honor the home's historic roots, while thoughtful updates provide e

Discover this gracious, single-level four-bedroom home on an in-town 1.01± acres lot. A perfect blend of comfort, functionality, and location. The layout is open and effortless, with vaulted ceilings and large windows that fill the rooms with natural light. The family room and kitchen connect for everyday living and entertaining, with direct access to the outdoors. The spacious primary suite includes a walk-in closet, en suite bath, and French doors leading to the deck. The expansive yard unfolds in every direction with sunny open spaces and the shade of mature redwoods. There is plenty of room to add an ADU, additional gardens, and a pool. A fully paid-for solar system with Tesla backup battery keeps energy costs low while adding lasting value. Another feature is the large three-car garage. Enjoy the best of both worlds a sense of country privacy with city services, in a beloved and coveted neighborhood

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 Healds

Welcome to the charming community of Geyserville, just 6± miles north of Healdsburg. Tucked away at the end of a quiet street and elevated for privacy, this beautifully appointed 3-bedroom, 3.5-bath home offers lovely views of Mt. St. Helena and Geyser Peak. The light-filled interior features high ceilings and an airy elegance throughout. Thoughtfully updated for modern living, the home includes a Tesla Tile solar roof with double powerwall batteries, providing energy efficiency and peace of mind. Low-maintenance exteriors, wonderful privacy, and seamless indoor-outdoor living make this home ideal for both entertaining and everyday comfort. Step outside to a spacious entertaining deck featuring an outdoor wet bar and built-in gas BBQ grill, gas fire pit, and hot tub, perfect for relaxing under the stars or hosting memorable gatherings while enjoying the scenic surroundings. Embrace the best of small-town life, a 0.4± mile walk to downtown Geyserville’s acclaimed restaurants, coffee sho

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

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 2BDu002F2BA 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 versatil

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 (+u002F-) 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

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

Perched on a private ridge above Healdsburg, on nearly an acre overlooking town, the setting delivers sweeping panoramic views and a level of privacy that feels worlds away, yet the Plaza, Russian River, and Healdsburg's celebrated dining scene are just minutes below. Originally built in 1948 and extensively remodeled, the single-level residence blends mid-century character with refined contemporary design. Inside, cathedral ceilings, warm hardwood floors, and walls of light create a sophisticated yet relaxed atmosphere. At the heart of the home is a sun-filled gourmet kitchen featuring Caesarstone counters and a Bertazzoni gas range, an ideal space for gathering after a day of wine country living. The property unfolds like a private compound. The main residence offers 3 bedrooms and 3 baths, while a detached guest house provides flexible space for visitors, a creative studio, office, or fitness retreat. Outdoors, the experience becomes unforgettable: a swimming pool and spa, outdoor f

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, Kitc

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 an

Located just half a mile from the Healdsburg Plaza, 735 Johnson Street sits on 1u002F4 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 denu002Fhome 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

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 +u002F. Acres are planted to premium vineyards featuring Cabernet Sauvignon, Chardonnay, Zinfandel, Malbec, Petite Verdot, Cabernet Franc and Sauvignon Blanc, with addition

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

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 ac