Access to content

Healdsburg Sotheby's International Realty

409 Healdsburg Ave, 95448 Healdsburg (United States)

Listings of the agency

Order by

Listings for sale: 1 to 20 / 25

  • 50
    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

  • 25
    Video

    House with garden Healdsburg (United States)

    Poised just steps from the legendary Healdsburg Plaza, 362 Piper Street represents an exceptionally rare opportunity — a masterfully reimagined 2-bedroom, 1.5-bath condominium where bespoke design, an effortlessly open floor plan, and the ultimate lock-and-leave lifestyle converge in perfect harmony. Whether you envision a refined full-time sanctuary, a coveted Wine Country retreat, or a blue-chip investment at one of Sonoma County's most prestigious addresses, this is simply, undeniably, the one. From the moment you step inside, the intention is unmistakable: no detail was overlooked. The open-concept main level reveals itself with a designer's eye and an artist's restraint — shiplap-clad walls, cascading natural light, luminous Carrara marble surfaces, and a seamless choreography between living, dining, and kitchen that feels at once intimate and gloriously expansive. At the heart of it all, the showstopping chef's kitchen commands the room. Anchored by Carrara marble countertops and a suite of gleaming professional-grade appliances, the space opens gracefully onto both the private garden patio and the living room / dining room — effortlessly composed for relaxing weekend mornings and elevated evenings of entertaining. A garden-facing window floods the kitchen in warm, painterly light, blurring the boundary between the indoors and the beauty beyond. The primary suite is nothing short of a private sanctuary — serene, generously proportioned, and finished with the kind of quiet sophistication that whispers luxury rather than shouts it. The spa-caliber en suite bath features dual vanities, hand-selected marble surfaces, custom cabinetry crafted with precision, and a lavishly appointed walk-in shower. Practical peace of mind arrives as standard. A new roof, gutters, and water heater (2020), paired with full central air conditioning, ensure this residence is entirely and immediately move-in ready. The HOA completed a community-wide roof and gutter replacement in 2019, with exterior enhancements already fully funded through reserves — a powerful testament to this community's exceptional stewardship and long-term vision. Dedicated overhead storage above the private carport adds additional convenience. Monthly HOA dues encompass professional management, exterior maintenance, and lush grounds care — delivering the effortless Wine Country lifestyle this address promises. And the location? Simply unrivaled. Steps to Healdsburg's celebrated culinary destinations, world-class tasting rooms, curated artisan boutiques, and the sun-drenched Plaza that has long defined this extraordinary town as one of California's most sought-after escapes.

    … 
    $815,000
    2bedrooms
    2bathrooms
    land 40

    By Healdsburg Sotheby's International Realty

  • 20

    House 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

  • 50
    Video

    House with pool and garden Santa Rosa (United States)

    Modern luxury meets resort style wine country living in this new Farrell-Faber designed home, including a pool, spa, and built-in BBQ, Mount Taylor views, and a quick stroll to the private Fountaingrove Golf, Athletic Club, and Summit bar/restaurant. Featuring four bedrooms, five bathrooms plus retreat, with oversized 2 car garage, totaling 2,921± sq.ft. of living space, plus 349± sq.ft. of outdoor covered patio spaces. This two-story home is move in ready and completely landscaped, with all furnishing available for purchase. High end finishes and detailing throughout, including wide plank Oak flooring, designer tiles, top of the line quartzite counters, and full backsplash. Level 3 smooth finish walls, and custom millwork trim. Split rail Oak cabinets with modern micro shaker doors, LED lighting in all the right places, compliment the Restoration Hardware light fixtures in this home. Custom closets and shelving enhance the high efficiency, blending form with function at every turn. Solid brass Emtek hardware on all doors and cabinets, 10' & 12' ceiling with 8' doors artfully enhance the open expansive feel provided in every room. Close to shopping, wineries, hospitals, and regional airport.

    … 
    $1,599,995
    4bedrooms
    5bathrooms
    land 728

    By Healdsburg Sotheby's International Realty

  • 27

    House Healdsburg (United States)

    Stunning 3 bedroom, 2 bath mid-century bungalow perfectly positioned in one of Healdsburg's most coveted locations just one block from Giorgi Park, within walking distance of Healdsburg High School, Junior High, and Middle School, and less than 0.7 miles from the vibrant downtown Plaza where world-class dining, premier wine tasting, and boutique shopping await. This is Healdsburg living at its finest. Recently renovated throughout, the showstopping kitchen features modern subway tile, brand new floors, quartz counters, and sleek stainless steel appliances a space that's as functional as it is stunning. Both bathrooms have been tastefully updated, offering a fresh, completely move-in ready feel from top to bottom. The living room sets the stage for effortless entertaining, anchored by a striking gas fireplace that creates the perfect ambiance for intimate gatherings or lively dinner parties. Hardwood flooring, central air & heat and dual-paned windows ensure year-round comfort. Step outside and discover one of this property's true gems an enormous, private, fenced backyard that's an entertainer's dream. Host summer barbecues on the paved patio, tend to a garden, or simply unwind beneath the shade of a gorgeous elm tree. With ample space to add an ADU, the possibilities for additional income or multi-generational living are wide open. A massive two-car garage rounds out this exceptional offering, delivering the space, style, and location that savvy Healdsburg buyers have been waiting for. This is more than a home it's a lifestyle. Don't miss your chance to make it yours.

    … 
    $948,000
    3bedrooms
    2bathrooms
    land 567

    By Healdsburg Sotheby's International Realty

  • 23

    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

  • 50

    House with garden Santa Rosa (United States)

    Enjoy all that Wine Country has to offer in this beautiful, well-maintained home plus ADU. The main dwelling features three bedrooms, an office, loft area, and two and one-half bathrooms. The ADU is a fully equipped, income-producing studio with its own entrance and separate utilities. It can be delivered vacant or with the tenant remaining in place. Both spaces have been upgraded throughout with custom paint, flooring, and countertops. The oversized primary en suite in the main dwelling is a retreat all its own. The fully landscaped yard includes a deck for BBQs and relaxation. Ideally located near a community park, Taylor Mountain Regional Park and Preserve hiking trails, and the Montgomery Village shopping and dining district.

    … 
    $995,000
    4bedrooms
    4bathrooms
    land 526

    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

  • 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 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

    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

  • 26
    Video

    House 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.

    … 
    $749,900
    2bedrooms
    2bathrooms
    land 40

    By Healdsburg Sotheby's International Realty

  • 37

    House 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

  • Contract pending
    50
    Video

    House with pool and garden Healdsburg (United States)

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

    … 
    $3,795,000
    3bedrooms
    5bathrooms
    land 10.5ha

    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

  • 5
    Video

    Land Healdsburg (United States)

    An exceptional homesite just two blocks from the coveted downtown Plaza a rare opportunity to build your dream wine country home in downtown Healdsburg. Whether you envision a bespoke primary residence, a sophisticated retreat, or a savvy investment, this generous lot delivers unmatched flexibility. Leverage SB9 for a lot split, curate a grand estate with a designer ADU, or add a JADU to generate effortless passive income all while savoring the lifestyle that surrounds you. Stroll to downtown Healdsburg in minutes. Immerse yourself in the charm of plaza events that define this celebrated enclave. This is not just a property it is an invitation to craft the life you've always imagined. For the discerning buyer, the groundwork has already been laid: conceptual architectural plans, preliminary soil and geological studies, and a completed survey are all in hand. Every detail has been thoughtfully prepared so that your vision can be realized without compromise. Designed entirely to your specifications. A canvas as extraordinary as the life you'll build upon it.

    … 
    $1,200,000
    688

    By Healdsburg Sotheby's International Realty

Contact the agency

I want