Healdsburg CA Real Estate & Homes for Sale

Enjoy this contemporary and charming upper-level condo, perfectly situated in the heart of Healdsburg! Just a few blocks away from the downtown plaza with its variety of shops, tasting rooms, and acclaimed restaurants, yet tucked away from the bustle. The open-concept living area features a vaulted ceiling, allowing an abundance of natural light. Modern stainless appliances and classic granite countertops enhance the spaciously designed kitchen. The bedrooms are distanced apart, with one bedroom and bath on each end of the unit. The property benefits from a private one-car garage with storage space and a designated outside parking spot. Amenities include a pool, patio, and community room, and the Foss Creek Pathway is nearby. An ideal opportunity for anyone interested in a low-maintenance lifestyle or a vacation home getaway!

This spacious single-level home is situated on an approximately 6,605 sq ft lot and offers exceptional potential, including space for a garden, pool, or even an ADU. A detached storage building adds extra functionality, while the front and back yards have been beautifully re-landscaped for enhanced curb appeal and outdoor enjoyment. Inside, the home has been fully remodeled and thoughtfully updated. It features fresh interior paint, new flooring, a brand-new roof, stylishly remodeled bathrooms with modern tile showers, and an upgraded kitchen complete with quartz countertops and updated appliances. The well-designed floor plan includes a light-filled living room, a kitchen and dining combo ideal for everyday living and entertaining, and a spacious primary suite with its own private bathroom. Two additional bedrooms share a centrally located bath, and a dedicated laundry/mudroom adds convenience and extra storage. Enjoy your morning coffee on the sunny front porch and take in the charm of this friendly neighborhood in the highly sought-after Wine Country community of Healdsburg. This home offers flexibility, comfort, and the perfect setting to make it your own.

Welcome to 11940 Old Redwood Highway in Healdsburg, CAa perfect spot if you're all about space and comfort. This home sits on just over 11 acres +/-, so you've got plenty of room to stretch out or get creative. A very comfortable and open living space with three roomy bedrooms and two bathrooms that are designed for easy living. An additional ADU above the garage has 2 bedrooms, 1 bathroom and an large living space. The open layout and big windows keep things bright and breezy, making it great for chilling out or throwing a get-together. Plus, with all that outdoor space, you can garden, set up a BBQ hangout, or just soak in the beautiful views. Located in the south end of Healdsburg with easy access to 101, shops and downtown Healdsburg and Windsor. Situated away from 101 enough to hardly notice the road noise.

Riverfront Retreat Just Minutes from Downtown Healdsburg. Tucked along the banks of the Russian River, this charming 2-bedroom, 2-bath home offers the perfect blend of getaway and full-time living. With direct river access, it's a serene spot to relax, unwind, and enjoy the beauty of nature year-round. The main level features an open-concept living and dining area with a cozy wood-burning fireplace and seamless access to a spacious porch and deck ideal for watching the river flow and birds soar by. A galley-style kitchen, two comfortable bedrooms, and a full bath complete the upstairs layout. Downstairs, you'll find a flexible bonus space with its own full bath and indoor laundry perfect for guests, a home office, or an additional entertaining area. The oversized one-car garage and separate outdoor shed provide ample storage for all your river gear, from paddleboards to inner tubes. Whether you're seeking a weekend escape or a peaceful year-round residence, this riverside haven is just minutes from the restaurants, tasting rooms, and shops of downtown Healdsburg. Don't miss this rare opportunity to live the river lifestyle in wine country.

Beautiful custom built, 3 bedroom, 2 1/2 bathroom, 2444 sq ft home, on nearly 1/2 acre lot, in a gorgeous neighborhood in Healdsburg. Enjoy the peacefulness and relaxed views from the front porch, rear patio or in the cute garden area. Built in 2004, this lovely home has an open living room with high ceilings, formal dining room, great kitchen with granite counters/great cabinets/SS appliances, cozy family room with gas fireplace, and half bathroom. Upstairs is the primary bedroom with high ceilings/walk-in closet/skylight, primary bathroom with dual sink vanity/walk-in closet/tile stall shower/separate tub, 2 other nice bedrooms, hallway bathroom, and an open room that serves as an office or den. There is an attached 2 car garage, and another garage that could fit a small car or makes for a great workshop or storage. The southern part of the property goes across the shared driveway and extra parking spot, across a season drainage creek to a flat area for future possible uses. This is a great neighborhood, setting and still a short bike ride to the Healdsburg downtown Plaza area.

Modern Luxury Meets Timeless Design in This Exceptional Estate. This stunning single-story home blends sleek sophistication with everyday comfort. Featuring 3 spacious bedrooms, a dedicated office, and a thoughtfully designed great room, the home is adorned with Restoration Hardware finishes and wide-plank oak floors throughout. The formal dining room offers a refined space for entertaining, while the spa-inspired primary suite includes a steam shower, soaking tub, and serene ambiance that rivals any five-star retreat. Enjoy cutting-edge convenience with smart home features seamlessly integrated throughout the property. Step outside to your private backyard oasis, complete with a sparkling pool, jacuzzi, and a stylish pool house perfect for entertaining or relaxing. An impressive 2-bedroom, 2-bathroom ADU adds flexibility for multigenerational living, guests, or rental income, all nestled on a beautifully landscaped lot that offers both privacy and luxury.

Located just minutes from Healdsburg's historic plaza surrounded by tasting rooms, charming shops, and incredible restaurants this newly renovated single-level home offers both style and lifestyle. Featuring 3 bedrooms and 2 bathrooms, the open-concept layout feels spacious and thoughtfully designed. Updates include new luxury vinyl flooring, fresh interior and exterior paint, updated light fixtures, two fully remodeled bathrooms, and a stunning kitchen with custom cabinetry, quartz countertops and backsplash, and stainless steel appliances. Just a few steps down the street, enjoy direct access to the Russian River perfect for morning walks or evening picnics by the water. The HOA also offers a pool, hot tub, clubhouse, BBQ area, and maintains the beautifully landscaped greenbelts throughout the neighborhood. This move-in-ready home is ideal for full-time living or a peaceful wine country retreat.

Don't miss this splendid property! A gated entry crosses a private bridge over a rocky creek bed. Just around the corner is an enchanted pond enhanced by boat and swimming docks. The pond is bordered by mature trees and augmented by a fenced garden with fruit trees. A newer RV unit sits near the lake so that camp outs, swimming, barbeques and volley ball, and rests can be thoroughly enjoyed. Wind your way up the driveway to the recently built modern farmhouse constructed by local builders in 2023. Upon entering, notice the high ceilings and huge windows. You simply cannot escape the panoramic views from every window. The Mayacamas, Mt. St. Helena, surrounding valleys with many vineyards and wineries, forested slopes and azure skies are all part of the vista. The main house contains an abundance of amenities, 4 Bedrooms, 3.5 Baths, a stunning great room, outdoor decks and a generous 4 car garage. The adjacent ADU has 2 Bedroom, 2 Bath, with its own impressive views and made extra cozy with a fireplace, built above a large 3-6 car garage/shop. 100 +/- acre lot with improvements. This spectacular wine country property is ready for a steward with discerning taste.

Flora Ranch Estate sits on 40+ acres atop a vineyard knoll with a beautiful custom-built Mediterranean inspired home overlooking Alexander Valley and Mt Saint Helena with 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 and small production space built into the hill for aging your own estate grown Cabernet Sauvignon, sourced from 15 acres of sustainably farmed, hillside vineyards planted in ancient volcanic soils. The rolling terrain enhances both vineyard character and breathtaking views. Flora Ranch Estate offers a rare opportunity to join or expand 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 orchard and a picturesque pond draped with large willow trees. Enjoy the peacefulness of gorgeous wine country living yet just 15 minutes to Healdsburg Plaza, 15 min to Santa Rosa Airport & 20 min to Napa Valley's Calistoga.

Welcome to this beautifully maintained single-level home in the highly desirable Greens neighborhood. A rare offering from the original owner that radiates charm, warmth, and timeless elegance. Step inside to a bright and airy living room, where an abundance of natural light pours through expansive windows, complemented by vaulted ceilings that create a spacious, open feel. The updated kitchen is both stylish and functional, featuring granite transformation countertops, stainless steel appliances, and generous cabinet space. A cozy breakfast nook just off the kitchen offers the perfect spot to enjoy your morning coffee or casual meals with family and friends. The serene primary suite serves as a private retreat, complete with a large walk-in closet, an en-suite bath, and direct access to an open deck ideal for quiet evenings or weekend lounging. The backyard provides ample space and potential for a pool. On cooler days, curl up in the inviting family room with its charming fireplace, adding warmth and character to your evenings. Additional highlights include an indoor laundry area and an attached garage, enhancing everyday convenience. Ideally located just minutes from the vibrant Healdsburg Plaza, you'll enjoy easy access to world class restaurants, shopping and tasting rooms.

Welcome to 228 Orangewood Drive in the River's Bend neighborhood of Healdsburg. This updated contemporary home offering a comfortable design and layout with thoughtful finishes throughout. The kitchen features quartz countertops, stainless steel appliances, an under-mount sink, and a pot filler over the range, ideal for everyday cooking and casual entertaining. The living room flows into a spacious dining area and includes built-in cabinetry, floating shelves, and a sleek modern fireplace. The primary suite has a private bath with dual sinks, stone countertop, and a tiled shower with dual shower heads. A second full bath and an additional bedroom offer flexibility for guests or a home office. Enjoy direct access to the greenbelt, landscaped front and back yard with your own grapefruit tree. With a frosted glass front door, updated lighting, and wide-plank flooring, this home blends clean design with everyday comfort. This 55+ community offers community facilities with pool, sport court, bocce, clubhouse, and is close to the Healdsburg Square.

Uniquely designed, unmistakenly Montage. This signature 4BR/4.5BA Montage Healdsburg residence represents the pinnacle of the Harvest Home collection, offering generous wine country living w/ iconic luxury & serene natural beauty. Presented turn-key & fully furnished with professionally designed & customized interiors, curated art, and hand-selected furnishings. A coveted location and corner unit at the end of Sagebrush Ct. offers exceptional privacy and serenity with sunset views across Dry Creek Valley. The open-concept main level features wide-plank oak floors, floor-to-ceiling windows, a sleek kitchen with premium appliances, and a glass wine gallery. The primary suite includes a private veranda, spa-style bath and outdoor shower. A secondary principal suite and two ensuite guest rooms are located downstairs. Expansive outdoor living includes multiple terraces, two fire pits, a dining veranda, and spa. Residents enjoy exclusive access to the Residential Club with private pool, fitness center, pickleball courts, and luxurious lounge. Immerse in the Montage Resort amenities including Spa Montage, Hazel Hill dining, and scenic hiking and cycling. Just 3.5 miles from downtown Healdsburg and 20 minutes to Sonoma County Airport. An experiential lifestyle that is unparalleled.

A Rare Opportunity To Own A Unique One Of A Kind Vineyard Two Story 2BD - 3.5BA Farmhouse Circa 1877 in Modern Condition on 12 Acres W/990 Feet of Dry Creek Frontage and Access, W/4.5 Acres Of Merlot Grapes, 1Bd1Ba ADU & 1Bd1Ba Carriage House ADU, 3 Car Garage W/Office,Tennis Court,InGround Pool,Bocce Court,Garden Area & Fruit Trees, Beautiful Mature Oak Trees, Newly Redone Stately Landscaping, New Roofs On All Buildings, Custom Metal Gate Entry, Views of Mount St Helena & Fitch Mtn. - Only 3 Miles From Superb Dining & Shopping In Famous Healdsburg Town Square - Peaceful & Serene Elegance In Wonderful Dry Creek Valley -Truly A Master Piece That Needs To Be Seen To Be Appreciated And Then You Will Fall In Love!!!

Location, location, location: 3-1/2 blocks from the historic Healdsburg Plaza. Beautiful townhome, completely remodeled 3 years ago with new appliances, quartz counters, recessed lighting, and solid surface flooring throughout. Two bedrooms, 1-1/2 bathrooms, stack W/D, fireplace in the living room. Enjoy Healdsburg living on a quiet street with dedicated parking, a private patio, and just minutes to all the vibrant happenings Healdsburg has to offer: Music in the Plaza, world-class restaurants and wineries, boutiques, and a relaxed lifestyle for a full-time residence or weekend getaways. Close to schools, shopping and transportation.

Discover the perfect blend of comfort and convenience in this move-in ready home located in the desirable 55+ community of Mountain View, just a short distance from both the vibrant Healdsburg Plaza and the golf club. This beautifully updated, single-story residence boasts modern finishes, including elegant kitchen quartz countertops, sleek stainless-steel appliances, and a remote-controlled gas fireplace that adds warmth and ambiance. The home is illuminated by recessed lighting throughout. A newer roof and windows, complete with custom coverings, provide peace of mind and energy efficiency. A private back patio, ideal for relaxing or entertaining, can be accessed through sliding doors in both the living room and primary bedroom. Or head through a gate in the fence to the serene path leading to the community pool and clubhouse, offering ample opportunities for refreshment and socializing. For those who enjoy time in nature, the neighborhood features a dedicated greenbelt and riverfront area, perfect for a peaceful stroll or swim. The living is easy at 224 Mountain View Drive!

Situated in the charming town of Healdsburg, this delightful end-unit gem in Sorrento Square offers contemporary elegance, and lock-and-leave convenience, all while experiencing the best of wine country living. Start your morning sitting on your private extended front patio, enjoying breakfast from the nearby Plank Coffee, taking in the beautiful park and landscape. On the main level, find open concept living, powder room, and a stylish and bright kitchen with new Bosch appliances, ideal for both entertaining and relaxation. Green thumb? Step outside to your own private courtyard and enjoy the raised garden beds. Upstairs, there's an open loft that could be utilized as a family room for movie nights, or flex space. Two guest bedrooms, bathroom, laundry room, and a generous primary suite with a walk-in closet, complete the second story. Sorrento Square residents enjoy access to bocce ball, private BBQ and a courtyard sitting area, all while living just minutes to the Healdsburg Plaza, walking paths, world class wineries and restaurants.

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.

Charming and full of potential, this single-story Craftsman bungalow spans 1,663 sq ft and features 3 bedrooms and 2 full baths. Included in the sale is 438 Piper Street a contiguous legal separate parcel of 3,920 sq ft offering a chance to develop the lot or expand the home, build an ADU, or design a private backyard retreat with a pool. Timeless details include a welcoming front porch, hardwood floors, gas fireplace, and built-ins in the formal dining room. The generous kitchen offers plenty of room to reimagine, while several outbuildings provide storage or potential studio space. Ideally located near Healdsburg Recreation Park home to the Prune Packers baseball team and just blocks from Giorgi Park's basketball and tennis courts. All within easy reach of the Healdsburg Plaza, this in-town property is rich with possibility.

Peaceful Creekside Retreat in Healdsburg - Welcome to 4011 Mill Creek Road - a serene and secluded escape nestled along the banks of year-round Mill Creek, just minutes from downtown Healdsburg and the heart of wine country. Set on a gated third of an acre, this charming compound offers a thoughtfully updated one-bedroom home with a modern kitchen, cozy living room, dining area, and a charming reading nook. Upstairs, you'll find flexible spaces perfect for an office, studio, or guest accommodations. A separate detached structure offers even more versatility, featuring a welcoming sitting room downstairs with a quiet nook, and an expansive upstairs space boasting gorgeous views across the lawn and out to the creek. Wraparound decking invites you to soak in the sights and sounds of nature - perfect for morning coffee, al fresco dining, or evenings spent with friends and family. The lush lawn, mature redwoods, and easy creek access create an ideal backdrop for relaxation, meditation, or recreation. This is more than a home - it's your ultimate Healdsburg getaway. Quiet, peaceful, and uniquely connected to the natural beauty of Sonoma County.

Welcome home to 1306 Pinon Drive within the coveted 55+ community in Healdsburg. This single-story gem is a 2-bedroom, 2.5 bathroom recently remodeled home. Step inside a contemporary floor plan with raised ceilings. The gourmet kitchen is a dream, featuring upscale appliances such as Subzero refrigerator, Thermador oven, and a unique outdoor bar pass-through. Bask in the elegance of oak floors, complemented by custom-built shelving, Fleetwood doors, and an expansive deck with motorized shades, ensuring a seamless indoor-outdoor living experience. This home is facing the open space and has direct access to the Russian River.

Located in the heart of Alexander Valley just minutes from Healdsburg & Geyserville, this 4.4 acre property offers a rare blend of Wine Country lifestyle and investment/development potential. The property features one large building with three updated residences totaling approx. 2,970 sqft. Two 3BD/2BA units each offer 1,104 sqft, while a 1BD/1BA unit spans 760 sqft. Each includes private entries, patios, laundry, hot tubs, outdoor dining & modern finishes ideal for multi-gen living or multi-unit rental income. A 2.9 acre producing Primitivo Zinfandel vineyard (with estate designation) adds agricultural value. The vineyard pays for itself and is professionally managed. Zoning is RR (Rural Residential), which also allows for vacation rental use. The property has been managed as a furnished 30 day+ fixed term rental and is now vacant and ready for your vision. If you are looking for a second home, income producing property, vacation rental or a building site this property checks all the boxes. Additionally, a barn is ready for creative repurposing, storage or a workshop. Enjoy sweeping vineyard & mountain views, mature redwoods for privacy, and proximity to top wineries, dining, and recreation. This is a unique opportunity in one of Sonoma County's most coveted locations.

Welcome to this peaceful and lush Healdsburg haven located on the north end of town. This east facing single level light and bright 4 bedroom, 2 bathroom home has been updated throughout! A new eat-in kitchen boasts quartz counters, new cabinets, a new oven, dishwasher and a bay window. The bathrooms have new tile, quartz counters, cabinets and lighting. There is new laminate flooring throughout. The west facing living room has a cozy wood-burning fireplace, a bay window and french doors that open to a shady backyard oasis. Dine al fresco and watch the sun set. A newer HVAC will keep you comfortable all year long. A natural pebble driveway with a refreshed landscape and new fencing leaves room for your own vision. Walk, bike, trot, scooter, one-wheel or drive to the heart of Healdsburg where art, music, live theatre, boutique shopping, fine dining and antique shops are sure to allure you, your family and your friends...including those that want to visit and outstay their welcome. Your own piece of Healdsburg under $950,000 can be YOURS!

Immaculate home with attached ADU only 5 min from Healdsburg square! 103 Chiquita includes a 3 bedroom, 2.5 bath main residence and a fully equipped 1 bedroom, 1 bath attached ADU with a private entrance and mailing address (1604 Winding Creek Way). Thoughtfully updated and move-in ready, this home is ideal for multi-generational living, a guest retreat, or potential rental income. The 1,511 SQFT main home features an open-concept living, dining, and kitchen area with abundant natural light, hardwood flooring throughout, built-in closet organizers, and fresh interior paint. A convenient half bath is located on the main level. Upstairs, you'll find the primary suite with en suite bathroom and walk-in closet, two additional bedrooms, a full bath including soaking tub, and a laundry room. The 444 SQFT ADU offers a kitchen, living area, private bedroom, washer/dryer and walk-in shower perfect for extended stays or passive income.

Nestled on 4.56 acres in Alexander Valley; The Glass & Vine a 3,965sqft modern retreat offers vineyard views and modernity, blending within the beauty of Cabernet vines. Expansive glass walls and industrial steel, frame vista views, while warm wood tones and a custom concrete-encased fireplace create an inviting oasis. The open living area flows to a gourmet kitchen with stainless counters, high-end appliances, and a pizza oven, opening to a vineyard-view deck, for al fresco dining under ancient oaks amidst the vineyards. A floating staircase ascends to the loft-style, primary suite; a haven with rustic beams, a spa-like, en-suite featuring dual sinks, a walk-in rain shower and a soaking tub facing the valley. Two bedrooms, a chic bathroom and a media room complete the main home. A guest home, adorned with rooftop solar, whispers privacy, its deck drinking in vineyard vistas. Three solar banks bloom in a garden, weaving sustainability into the land's embrace. Multi-level decking, a Jacuzzi, and fire pits cradle Zen-ful moments beneath starlit skies. With a current Airbnb license, this sanctuary, minutes from Healdsburg Plaza, the Russian River, and renown wineries, marries eco-conscious luxury with secluded grace, where each vineyard sunset hums a timeless ode.

New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. Nestled on 3.3 acres in Sonoma's wine country, this 5-bedroom, 5-bath home embraces sustainable architecture. The idyllic setting is just 10 minutes from charming Healdsburg. The H-shaped, single-level floor plan is anchored by a great room positioned under a distinctive butterfly-shaped roof. The home's chic design integrates sustainable construction and design elements with functionality. Glass doors open to the beautifully landscaped front and rear terraced decks. Light pours into the great room, kitchen and bedrooms. The primary bedroom and bath have access to private outdoor spaces. The resort-style pool faces a two-suite guest casita, a pool house with a second full kitchen, a cabana and an outdoor kitchen with a pizza oven. Small vineyards grace the front and back yards. A private office, full bath and studio is located adjacent to the detached 2-car garage, and are accessed via a separate entrance. The property is on West Dry Creek Road, renowned for biking among vineyards and wineries.