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Healdsburg Sotheby's International Realty

409 Healdsburg Ave, 95448

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Listings for sale: 1 to 20 / 25

  • 29
    Video

    House Healdsburg (United States)

    Light-filled and impeccably finished, this three-bedroom, two-and-a-half-bath residence offers refined living just minutes from the Healdsburg Plaza. The main level opens as a single open floor plan where the living and dining spaces flow together beneath rich hardwood floors. A full suite of upgraded appliances, custom cabinetry, and quartz countertops anchor the kitchen, with designer fixtures throughout the bathrooms and a pedestal sink lends the powder room a note of understated elegance. A private patio has been transformed by extensive landscape enhancements into a true outdoor sanctuary — a gas grill, dining table for evenings that unfold without hurry. It is the rare space that makes an ordinary Tuesday feel like an occasion. A coveted main-level primary suite offers everyday ease with its en suite bath and walk-in closet. Two additional bedrooms and a full bath await upstairs. An attached one-car garage and a designated space steps from the front door complete the picture. Residents of Sorrento Square enjoy a bocce court, barbecue area, and a tranquil fountain with bench seating. Beyond the gates, Healdsburg's celebrated wineries, restaurants, and shops are all within easy reach, with public transportation close at hand.

    … 
    $860,000
    3bedrooms
    2bathrooms
    land 243

    By Healdsburg Sotheby's International Realty

  • 23

    House with pool and garden Geyserville (United States)

    Escape to a private 29± acre retreat just approximately 12 minutes from the charming downtown of Geyserville. Surrounded by sweeping vineyard and mountain views, this exceptional property offers a rare blend of tranquility, natural beauty, and everyday convenience in the heart of Sonoma County. The residence features approximately 2,355± square feet of living space with 4 bedrooms and 3 bathrooms. Inside, vaulted ceilings, expansive windows, and abundant natural light create a warm, open atmosphere designed to capture the surrounding scenery from nearly every room. A cozy fireplace adds comfort and character, complementing the home's relaxed indoor-outdoor lifestyle. Expansive decks provide ideal spaces for entertaining, quiet mornings, or evening gatherings while overlooking panoramic vineyard vistas and rolling hills. The sparkling pool offers a peaceful setting to unwind and enjoy the calm, scenic surroundings.

    … 
    $1,295,000
    4bedrooms
    2bathrooms
    land 11.7ha

    By Healdsburg Sotheby's International Realty

  • 31
    Video

    House with garden Healdsburg (United States)

    Tucked at the end of a quiet cul-de-sac just steps from the world-famous Healdsburg Plaza, this meticulously upgraded 2-bedroom, 1.5-bath condominium is the ultimate Wine Country retreat — whether you're looking for a full-time residence, a lock-and-leave getaway, or a savvy investment in one of Sonoma County's most coveted communities. From the moment you step inside, the thoughtful attention to detail is undeniable. Bamboo flooring flows seamlessly throughout, while Juno 2 LED recessed lighting and Z-Wave smart dimmers — compatible with Amazon Echo and other home automation systems — set the mood in every room. This is truly a smart home, where the living is effortless. The chef's kitchen is a showstopper, anchored by a professional-grade GE Café Series Dual-Fuel Double Oven Range, a commanding 900 CFM Proline range hood, and custom solid wood cabinetry topped with sleek quartz countertops. A Kohler Prolific sink with Tournant professional faucet, an Insinkerator Instant Hot Water Dispenser, and an LG French Door refrigerator with in-door water and ice complete a kitchen that rivals those found in Healdsburg's finest homes. The living room invites you to unwind around a Kozy Heat 36 gas fireplace crowned by a striking custom concrete mantel — the perfect backdrop for cozy evenings in Wine Country. In-wall TV wiring and a hydraulic wall mount make entertaining effortless. The primary suite offers a peaceful sanctuary with a ceiling fan, recessed lighting, and a beautifully appointed bathroom featuring Hansgrohe fixtures and a Toto toilet combination. A vented washer and dryer are conveniently located in the primary bath. Step outside and discover the true crown jewel of this property: a professionally designed and installed backyard by Jake Moss Designs, featured on DIY Network's Yardcore. Complete with a three-zone irrigation system, lush landscaping, a garden shed, and a hot tub (included with the sale), this private outdoor sanctuary is made for lingering over a glass of local Zinfandel long after the sun dips behind the Dry Creek hills. Major recent upgrades include a new roof, gutters, and hot water heater (all 2020), plus central air conditioning, ensuring this home is truly move-in ready with years of worry-free ownership ahead. The HOA recently replaced all roofs and gutters community-wide (2019) and has upcoming exterior improvements planned and funded through reserves — offering exceptional peace of mind. Additional storage is available in the unit above the car park, with wood flooring added for easy use. HOA fees cover management, exterior maintenance, and grounds — making this the low-maintenance Wine Country lifestyle you've been dreaming of. All of this, just a short stroll to Healdsburg's acclaimed restaurants, tasting rooms, boutiques, and the beloved Plaza. 346 Piper Street isn't just a home — it's a lifestyle.

    … 
    $840,000
    2bedrooms
    2bathrooms

    By Healdsburg Sotheby's International Realty

  • 26
    Video

    House with terrace Healdsburg (United States)

    Nestled at the end of a quiet cul-de-sac and just a few minutes' walk from the Healdsburg Plaza, this polished 2-bedroom, 1.5-bath condominium punches well above its square footage. Whether you're planting roots in Sonoma County, searching for a seamless second home, or adding a smart asset to your portfolio, 366 Piper delivers on all fronts. Natural light pours through every window, and the interior has been finished with a level of care you don't often see at this price point. The living room centers around a gas fireplace with a custom concrete mantel, understated, warm, and genuinely stylish. In-wall TV wiring and a hydraulic wall mount handle the tech side without cluttering the space. The primary suite is calm and well-considered, with a ceiling fan, recessed lighting, and a full bathroom. A full-size vented washer and dryer are tucked neatly within the suite, a small detail that makes a big difference day-to-day. Out back, a low-maintenance patio gives you an outdoor perch without the upkeep, ideal if you're splitting time between properties and don't want a yard demanding your attention. The big-ticket items have already been handled: new roof, gutters, and hot water heater (all 2020), plus central air conditioning. The HOA replaced roofs and gutters community-wide in 2019 and has exterior improvements on the horizon, fully funded through reserves. Additional storage sits above the parking area. HOA fees cover management, exterior maintenance, and grounds, so your weekends stay yours. Healdsburg's best restaurants, tasting rooms, and boutiques are a short walk away. This is the kind of place that just makes life a little easier.

    … 
    $715,000
    2bedrooms
    2bathrooms
    land 40

    By Healdsburg Sotheby's International Realty

  • 50

    House with pool Cloverdale (United States)

    Perched above Alexander Valley on more than 11+ private acres, 31000 Pine Mountain Road offers a rare combination of privacy, sweeping views, and resort-style amenities just minutes from downtown Cloverdale. Designed for those who value space, tranquility, and connection to the outdoors, this single-story retreat captures panoramic views of Alexander Valley, rolling hills, and surrounding countryside from nearly every room. Expansive decks and outdoor living areas create a seamless connection between the home and its remarkable setting. At the heart of the home, the chef's kitchen features generous workspace, Viking appliances, granite counters, a large island, walk-in pantry, and adjoining dining and gathering spaces designed for everyday living and entertaining alike. The vaulted great room, anchored by a wood-burning fireplace, opens directly to outdoor decks overlooking the valley beyond. Resort-style amenities include a heated pool, spa, cabana room with sink, refrigerator and power, covered patio, private outdoor shower, and multiple gathering spaces designed for relaxing, entertaining, and enjoying the surrounding landscape. Beneath mature oaks, a charming 100+ year-old gathering barn adds character and creates a memorable setting for celebrations and outdoor enjoyment. A substantial 2,800± sq.ft. flex building offers exceptional versatility for workshop space, hobbies, storage, creative pursuits, or future customization. An approved 4-bedroom septic system provides additional flexibility for future planning and expansion opportunities. The property benefits from both PG&E service and owned solar, combining reliability with energy efficiency. Private. Peaceful. Elevated. A distinctive Sonoma County retreat offering star-filled skies, remarkable privacy, and small-town charm just minutes away.

    … 
    $1,675,000
    3bedrooms
    3bathrooms
    land 4.7ha

    By Healdsburg Sotheby's International Realty

  • 36

    House with garden Rohnert Park (United States)

    Nestled on a peaceful cul-de-sac within the highly coveted M Section, this charming single-story residence is perfectly positioned just around the corner from Magnolia Park. Inside, the spacious single-story home shines with fresh interior paint, brand-new flooring, and dramatic vaulted ceilings that create a bright and airy atmosphere. The kitchen features brand-new appliances, perfectly complementing the thoughtfully arranged 3-bedroom, 2-bathroom layout that boasts an inviting flow for both relaxed daily living and hosting guests. Step outside to discover an expansive backyard that serves as a private oasis, perfect for outdoor entertaining, gardening, or unwinding in the fresh air. Owned solar adds everyday efficiency and long-term value. Ideally situated for daily convenience, the home is located just 0.6± miles from Sonoma State University, 1.2± miles from Oliver's Market, and mere moments from premium shopping and dining. Boasting a prime location, a generous lot, and an accommodating single-story floor plan, this move-in-ready home is an exceptional opportunity to experience the very best of Rohnert Park.

    … 
    $749,000
    3bedrooms
    2bathrooms
    land 486

    By Healdsburg Sotheby's International Realty

  • 37
    Video

    House Healdsburg (United States)

    Custom new build in the heart of Healdsburg, 5 minutes from Healdsburg Square. This 4 bedroom, 3.5 bathroom home includes an expansive three car garage with motor court, allowing ample off-street parking. The main level includes climate controlled wine storage adjacent to the open concept great room, dining and kitchen, which serves up artfully styled custom cabinetry and beautifully crafted hardware, layered lighting, 48'' double oven gas range, 2 additional ovens, 2 dishwashers, built-in refrigerator, a pantry designed for entertaining, and an island for social seating. Also on the main level is an en suite bedroom, large laundry room, and a stylish powder room. Additional 3 bedrooms, including the primary en suite, 2 secondary bedrooms, bathrooms, and open loft area are all located upstairs with equally impressive views. Multiple decks and private patios, offer a variety of places to enjoy the Mediterranean climate. Professionally landscaped throughout. The home is bathed in natural light with views of rolling hills from nearly every window. Stacking sliding glass doors offer effortless transitions to the outdoors. Evening brings city light and sunset views. Rich wood detailing offers layers of warmth, with modern sophistication.

    … 
    $2,995,000
    4bedrooms
    4bathrooms
    land 1,174

    By Healdsburg Sotheby's International Realty

  • 20

    House with garden Santa Rosa (United States)

    Curated style and quality finishes define this new custom built 5 bedroom, 3.5 bathroom home, plus 2 bedroom 1.5 bathroom auxiliary dwelling unit (ADU) totaling 3700± square feet and 3 car garage. Solar and Car Charger. Bathed in natural light on a level corner lot, situated on the second tee of Fountaingrove Golf Cource with sunset and golf course views. Exterior stone cladding, modern exterior lighting, low maintenance front and backyard landscaping/fencing, luxury plank flooring and large format tiles, RH lighting, smooth finish walls, and Emtek hardware all highlight the bespoke finishes. The kitchens feature quartz countertops, full backsplash, stylish cabinets and hardware, large peninsulas, and a spacious pantry. Equipped with high-end appliances. Main House: Main level includes an en suite bedroom/office/den, plus bathroom, great room, kitchen, and additional storage closets, with direct access to a 2 car garage. Upstairs: primary bedroom overlooks the golf course, and includes 2 sizable walk-in closets, and spa-like bathroom with a soaking tub, oversized walk-in shower, and 2 separate vanities. Ample secondary bedrooms feature large closets, plus additional private ensuite which can be a 2nd primary bedroom or guest suite. Laundry room conveniently located upstairs. The ADU features main level kitchen, great room, powder room, laundry, and additional pantry/storage closet, with direct acess to a 1-car garage. Plus 2 upstairs bedrooms and a hall bathroom. Conveniently located walking distance to Fountaingrove restaurant, clubhouse, athletic campus and pool, with memberships available. Easy access to 101, Sonoma County Airport, fine dining, hospitals, regional airports, Gourmet grocer, and all Sonoma County offers.

    … 
    $1,545,000
    7bedrooms
    6bathrooms
    land 607

    By Healdsburg Sotheby's International Realty

  • 10

    Land Santa Rosa (United States)

    Private gated 1.02± acre parcel with stunning views of Taylor Mountain and Hidden Valley in NE Santa Rosa. The building site is located in one of Santa Rosa's premier master planned communities; Fountaingrove. Original home was 4500+ square feet, featuring a 3 car garage, almost exclusively a single level living home, with room for a pool. Property is fully fenced, with paved driveway approach in tact, adding tremendous value when considering a new build. Located 1 mile from Fountaingrove Club. Close to shopping, wineries, professional business campuses, hospitals and regional airport. Architectural plans can be made available.

    … 
    $299,950
    4,128

    By Healdsburg Sotheby's International Realty

  • 7

    Land Santa Rosa (United States)

    Discover the opportunity to build your custom dream home on this exceptional 1.63± acre homesite in prestigious Skyfarm. Enjoy panoramic valley and mountain views, a premier location surrounded by luxury residences, and easy access to Healdsburg, Sonoma County Airport, world-class wineries, and the Fountaingrove Golf Club.

    … 
    $500,000
    6,596

    By Healdsburg Sotheby's International Realty

  • 23
    Video

    Land Sebastopol (United States)

    Tranquility awaits at this 19.95± acre estate-size parcel, nestled in the heart of Sonoma County's wine growing region of Sebastopol. Enjoy your own vineyard and private lake suitable for waterskiing, paddle boarding, and swimming. In a pristine natural setting, boasting amazing sunrise and sunset views. Set among Certified organic vineyards in historic West Sonoma County, with Kendall Jackson Vineyard to the north. The homesite perks for an estate quality 3 bedroom dwelling, plus 8+ acres of planted vineyard and Ag well, in the Green Valley of Russian River Valley AVA, a highly acclaimed sub-appellation famous for its Goldridge sandy loam soils and world class Pinot Noir grapes. Parcel also suitable for equestrian use. Close to shops, restaurants, wineries, airport, and the coast.

    … 
    $2,399,000
    80,735

    By Healdsburg Sotheby's International Realty

  • 16

    House with garden Santa Rosa (United States)

    Nestled on 1.25± acres of flat, usable land, this unique and charming 1927 bungalow presents a rare opportunity in southwest Santa Rosa. Recent rezoning and sewer availability offer significant development potential, allowing for up to 16 units, subject to City approval. There may also be an opportunity to retain the existing home for rental income while developing the property. The three-bedroom, one-bath residence features a large kitchen at the heart of the home, walk-in pantry, indoor laundry, and classic back porch. The home retains its original charm and character and offers great potential with cosmetic attention. Outside, the fully fenced property is dotted with mature fruit trees and offers abundant room for vehicles, RV or trailer parking, gardening, farm animals, and outdoor recreation. Buyers are encouraged to verify development possibilities with the City of Santa Rosa Planning Department.

    … 
    $729,000
    3bedrooms
    1bathroom
    land 5,059

    By Healdsburg Sotheby's International Realty

  • 21

    Land Santa Rosa (United States)

    Shovel-ready with plans, this premier property is designed by an internationally acclaimed architect and positioned atop one of Fountaingrove’s most desirable enclaves. Located at 3888 Skyfarm Drive, the 1.31 acre homesite offers panoramic views of Riebli Valley, Mount Saint Helena, and the Mayacama Mountain range, with utilities already on site. The generous size allows for single-level living, ample garage space, and lower-level flexibility for an ADU, guest suites, or pool house, along with a potential pool site. Ideally situated just minutes from Healdsburg, the Sonoma County regional airport, and world-class wineries. The homesite overlooks the scenic Fountaingrove Golf Course, designed by Ted Robinson Sr.

    … 
    $440,000
    5,301

    By Healdsburg Sotheby's International Realty

  • Contract pending
    47

    House Santa Rosa (United States)

    Modern elements meet transitional wine country design in this 4 bedroom 3 and a half bathroom custom built home on a flat lot with ample parking and side yard access for all your toys. The pool size backyard is fully landscaped with a French Country feel and space to BBQ, dine, and lounge near the built in seating, Ramada, and water feature. Also included are 2 storage sheds currently used as office spaces. Close to Fountaingrove Club and Golf Course, shops, hospitals, great schools, and Sonoma County Regional Airport.

    … 
    $1,499,500
    4bedrooms
    4bathrooms
    land 1,133

    By Healdsburg Sotheby's International Realty

  • 44

    House with terrace Jenner (United States)

    An elegant and peaceful sanctuary with panoramic ocean views, jaw dropping sunsets and privacy. This designer home offers indoor outdoor living with sliding glass doors that open to an expansive deck perfect for entertaining or simply relaxing or star gazing into the evening. Coastal living at its finest, with lovely weather above the fog line. Muniz Ranches is an exclusive enclave that backs up to Sonoma Land Trust protected land. No visible neighbors in sight. Enjoy sunset dips in the cedar hot tub, listen to the owls, and hike to Pole Mountain. This jewel box of a home feels like vacation living year round.

    … 
    $2,150,000
    3bedrooms
    2bathrooms
    land 2.3ha

    By Healdsburg Sotheby's International Realty

  • 43
    Video

    Farmhouse Healdsburg (United States)

    270± awe-inspiring acres surrounded by Pritchett Peaks Wilderness Refuge, Lake Sonoma Recreation Area and Healdsburg Wineries, Falcon Highlands Ranch offers the serenity of rural life and the charm of the Wine Country. FHR is bordered to the West by private vineyards, to the North and East by Army Core of Engineers lands. Most of FHR's property borders open land. Enjoy over 1-mile of Lake Sonoma frontage. The first 100 yards from Lake Sonoma is owned by COE. However, FHR does have direct access to the lake. This property has gentle rolling land with oak studded meadows & redwood forests. It includes 3 legal parcels with a large 3,600± sq ft barn including an additional 2,160± sq ft main living area above, 2nd 912± sq ft ADU/guest house, 1,300± sq ft yoga studio, 3-tractor equipment garage, pond and miles of interior all weather roads. FHR is off the grid. Electricity is supplied by solar, lithium batteries with inverters and generators. The system is state-of-the-art, robust and dependable. This is truly a gentleman's ranch that offers top tier amenities, aesthetics and a location with perfect privacy, a refuge from the rest of the world yet providing convenient proximity to adventure, Healdsburg's wineries, restaurants and shopping. Here you will find the best of everything.

    … 
    $7,995,000
    6bedrooms
    4bathrooms
    land 109.3ha

    By Healdsburg Sotheby's International Realty

  • 50
    Video

    House Santa Rosa (United States)

    Prestige meets park-like setting on this 5.95± acre parcel adjacent to Skyfarm and Fountaingrove, in the historic Riebli Valley. At 1055 Sundown Trail you will find country living adjacent to the city, near shopping, world class wineries and golf, as well as the Sonoma County Airport. Dwelling built in 2021, featuring 3 bedrooms, 2 bathrooms, with all the comforts of wine country living. Includes a covered porch, large carport, citrus and olive trees, garden beds, places to dine, lounge, play, Plenty of room to raise livestock, or start your hobby vineyard. Property includes several seasonal creeks, with waterfalls, multiple building sites for possible additional structures. Storage shed and tractor also included.

    … 
    $995,000
    3bedrooms
    2bathrooms
    land 2.4ha

    By Healdsburg Sotheby's International Realty

  • 43

    House with terrace Healdsburg (United States)

    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.

    … 
    $1,148,275
    3bedrooms
    3bathrooms
    land 1,295

    By Healdsburg Sotheby's International Realty

  • 8

    Land Healdsburg (United States)

    Expansive Wine Country Getaway offers serenity and seclusion that spans 213± acres across two parcels, with an additional 254± acre parcel available for $950,000. The property features a home site with breathtaking 360-degree views stretching to Mount Saint Helena and beyond. There is an excellent Solar Power exposure site. Being surrounded by hills and stunning vistas, every moment here feels like a painting coming to life. Privacy is paramount, providing the perfect opportunity to create your personal sanctuary. With a cleared building pad, accompanied by an existing well, water tank, and septic system location, this property is prepared for your architectural vision. The spacious 2-car garage includes an artist's studio, perfect for creative endeavors. Additionally, there is a garden for cultivating fresh produce and vibrant blooms. Enjoy the abundance of recreational pursuits, from leisurely walks to invigorating cycling on nearby roads, or immerse yourself in the unparalleled beauty of the night sky. Located via a scenic drive from the charming town of Healdsburg, with its world-class restaurants and renowned wineries, this property blends convenience and tranquility. Whether strolling through wildflowers, enjoying wine tasting at nearby wineries, or simply relishing the peace of nature, this property offers a lifestyle of limitless possibilities.

    … 
    $1,495,000
    861,980

    By Healdsburg Sotheby's International Realty

  • 50
    Video

    House with pool and garden Healdsburg (United States)

    Tucked amidst the storied vineyards of Dry Creek Valley, this exceptional 55± acre estate is a rare expression of elevated wine country living. Every element—from the architectural elegance to the immersive natural setting—has been masterfully designed to inspire both celebration and serenity. Arrive through a private drive to a residence that seamlessly merges contemporary refinement with organic beauty. Expansive terraces and manicured grounds frame sweeping vineyard views, creating an idyllic backdrop for every moment. Host intimate dinners beneath the stars, unwind by the resort-style pool, or toast golden hour with curated wines and charcuterie—all in complete privacy and style. The elegant 6,400± sq.ft. luxurious residence offers 4-bedrooms, 4-full bathrooms, 2-powder rooms, a 3-car garage and thoughtfully designed to capture the breathtaking surroundings at every turn. The main residence also features a private first-floor 1-bedroom, 1-bathroom ADU complete with its own kitchen, dining room, and living room — ideal for guests, a property manager, or extended family. A dedicated wine cellar rounds out this self-contained retreat, offering the perfect marriage of comfort and wine country living. Inside, the Great Room unveils a sophisticated open-concept layout, designed to blur the lines between indoor and outdoor living. The chef’s kitchen is a dream for entertainers, while soaring ceilings and broad windows flood the home with light and vineyard vistas. Whether entertaining on a grand scale or indulging in life’s quiet pleasures, this estate is an exquisite canvas for living the Healdsburg lifestyle at its most luxurious. A rare offer. Resort-style amenities include a pool with spectacular Dry Creek Valley views, tennis and bocce court, while 9± acres of certified organic and biodynamically farmed vines and 800± olive trees speak to a true agrarian lifestyle. A 5,000± sq.ft. winery building with a 5,000-case permit completes this rare wine country offering — all powered by solar energy. Freshly updated with a new roof and newly painted interior and exterior, this is Sonoma County wine country living at its finest.

    … 
    $8,495,000
    4bedrooms
    6bathrooms
    land 22.4ha

    By Healdsburg Sotheby's International Realty

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