Healdsburg, CA Homes for Sale with Pool

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

Emily Martin Luxe Places International

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

Joseph Maehler Pacaso Inc

Nestled in the stunning hills of Healdsburg, this exquisite property offers a unique blend of luxury and natural beauty. Spanning 1.5 acres, this estate home features breathtaking valley views and is adorned with 300 syrah and zinfandel vines, perfect for the wine enthusiast. The impressive residence boasts 4 bedrooms and 4 bathrooms, providing ample space for relaxation and entertaining. The

Kellie Larson Luxe Places International

New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Tucked into the rolling hills of Healdsburg, this private retreat offers the ultimate wine country escape. Set on over three acres with heritage olive trees and a private orchard, this design-forward estate is just minutes from Sonoma's world-renowned wineries. A winding drive leads to the

Joseph Maehler Pacaso Inc

Beautiful Garden Home at Canopy at Mill District, previously listed at $6,250,000, now offered at a $600,000 price reduction. Nestled in the heart of Healdsburg, the brand-new Mill District enclave is just a short stroll from the charming central square, home to Michelin-starred restaurants, tasting rooms, and vibrant art galleries. Canopy offers a limited selection of spacious homes that

Andrea Di Loreto Sagepoint Real Estate Company

Presenting an extraordinary opportunity at Canopy, where luxury, design, and nature converge. Nestled in the heart of Healdsburg's vibrant Mill District, Penthouse C401 offers a rare, full-floor residence designed by world-renowned AD100 firm Olson Kundig. With sweeping views of downtown Healdsburg and Fitch Mountain, this penthouse represents the pinnacle of refined wine country living. Spanning

Andrea Di Loreto Sagepoint Real Estate Company

Estate property just beyond Matheson Street and close to the historic Healdsburg plaza. This +/- 1.61 acre parcel is a rare find and offers a grand setting for this 3 bedroom 3 bath Tudor style home with architectural details and originally built in 1932. Featuring hardwood floors, large den with fireplace, spacious kitchen that has been updated over the years and a primary suite with office

Chad Verbish Vanguard Properties

A rare opportunity on one of Healdsburg's most iconic and sought-after streets - this showplace compound is in a historic district just blocks from the Plaza. The 4BD/5BA main home has been extensively remodeled with timeless charm and modern luxury, including a showstopping chef's kitchen with premium Hestan appliances and White Macaubas leather quartzite slab counters, great room with

Grace Lucero Vanguard Properties

Minutes from downtown Healdsburg, this stunning single-level home offers a rare combination of privacy, high-end amenities, and seamless indoor-outdoor living. Set on 1.84 acres with panoramic views of rolling hills, the home feels worlds away, yet lies less than 3 miles from the heart of one of California's most celebrated destinations. Thoughtfully remodeled, the 3-bedroom, 3-bath home features

Grace Lucero Vanguard Properties

Enjoy luxe indoor/outdoor living in this modern showpiece. This stunning home is currently leased with excellent income. It showcases handsome architecture, natural materials, and a clean, open layout with large expanses of glass that take full advantage of breathtaking Fitch Mountain views. The main common areas open to outdoor spaces and include a sleek kitchen that has a full suite of Miele

Carole Sauers Golden Gate Sotheby's

Thoughtfully designed and custom built in 2012, this hilltop home blends refined craftsmanship with the natural beauty of Alexander Valley. Framed by panoramic vineyard and hillside views, the ~3,780 sq ft residence offers 3 bedrooms, a dedicated office, media room, and expansive bifold glass doors that create a seamless connection to the outdoors. Hardwood floors, a temperature-controlled wine

Mark Stevens Coldwell Banker Realty

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,

Teresa Henderson Real Estate eBroker Inc

Modern Sanctuary with Sweeping Views. Nestled on a serene ridge above Healdsburg, this one-acre property is a rare retreat offering panoramic views of the town and beyond. A beautifully remodeled 3-bedroom, 2.5-bath home blends contemporary design with tranquil outdoor living. Meticulously upgraded in 2022, the single-level residence features custom finishes throughout, from the elegant hardwood

Graham Sarasy Healdsburg Sotheby's Int'l Rea

A contemporary masterpiece nestled in the heart of Healdsburg, a town celebrated for its charm & character. Visually striking & eminently livable, the Glass Pavilion is an architecturally significant home, designed by AIA award-winning architect Stanley Saitowitz - his considerable accomplishments have earned him both the American Institute of Architecture's Innovation Award (2017) & the Cooper

Jeffrey Schween Compass

Located just a short stroll from the world-renowned Healdsburg Plaza, this beautifully upgraded upper-level condominium offers the perfect blend of Wine Country charm and modern comfort. Thoughtfully updated throughout, the unit features an open-concept kitchen and dining area with a breakfast bar, stainless steel appliances, a built-in wine refrigerator, and custom cabinetry ideal for

Susan Montgomery The Agency

Discover easy Wine Country living just minutes from downtown Healdsburg. Located on a quiet cul-de-sac, this 2 bedroom, 2 full bath home offers an efficient 1,050 SqFt floor plan with a bright living and dining area anchored by a wood burning fireplace and sliding doors to a private patio. The low maintenance yard lets you spend more time enjoying community amenities including a pool, spa,

Grace Lucero Vanguard Properties

Offered for the first time in over 50 years, 103 Bailhache Ave is a rare dual-zoned property (heavy industrial + residential) at the entrance to Healdsburg. Set on a parcel ripe with potential, this 4,000+/- sq ft opportunity includes four 1,000+/- sq ft commercial shop spaces ideal for artisans, tradespeople, or boutique production, plus a 2,600+/- sq ft residence divided into two spacious

Niccolo Pigni Engel & Völkers

Welcome to Rivers Bend, a 55 and Older Community! The property is conveniently located within walking distance to Healdsburg downtown, Golf at Tayman Park, Russian River, Scenic Walking Trails, Shopping, Dining, and Parks. Offers- New Bamboo Flooring and Carpet in the primary and second bedrooms, Fresh Paint inside and out. Comes with a Garden Retreat Screen Room.

Jeff Rudolff Legacy Real Estate & Assoc.

Recently remodeled home just minutes from Healdsburg's historic plaza, surrounded by tasting rooms, shops, and restaurants. This single-level 3 bed, 2 bath home features an open layout with new luxury vinyl flooring, fresh interior and exterior paint, updated lighting, two remodeled bathrooms, and a stunning kitchen with custom cabinetry, quartz countertops, and stainless steel appliances. Enjoy

Carlee Peters W Real Estate

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

David Hunt Sonoma Realty Group

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

Sheryl Morgensen Sotheby's International Realty

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

Rachel Moore Corcoran Icon Properties

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,

Alain-Martin Pierret Compass

Harvest the opportunity to own the most premier Chalk Hill winery and estate available for sale in Sonoma County, Medlock Ames, located at beautiful Bell Mountain in Healdsburg with an additional Alexander Valley tasting room. This sprawling vineyard estate sits majestically on 342 acres of which 47 are prime Russian River and Alexander Valley appellation providing the best of the best 92 to 96

Christine Wilhelm Mayacama Luxury Real Estate

Located in Healdsburg's premier Mill District neighborhood, this impeccably designed studio in the Canopy collection offers an exceptional blend of style, function, and convenience just steps from the historic town plaza. Nestled among a preserved grove of redwoods and adjacent to a community park, this luxury residence is part of a one-of-a-kind development by world-renowned architects Olson

Jess Young Golden Thread Real Estate

This charming 3-bedroom, 2.5-bathroom home spanning 2,208 square feet and situated on nearly half an acre! This property, located on a peaceful dead-end street just a 5-minute drive from downtown Healdsburg, presents a unique chance to own the home of your dreams. Step into your own private backyard retreat, featuring an in-ground pool, spa, and a spacious patio perfect for sunbathing, evening

Elizabeth Frydrych Golden Gate Sotheby's

Harvest Home 31 is a fully furnished, Turn-Key four-bedroom Residence on a private corner lot with superb privacy. With 4,527 SF across two levels, the home offers a spacious open-concept layout, high-end finishes and seamless indoor-outdoor living. The primary suite is positioned for privacy, with a serene outdoor shower surrounded by mature sycamores and oak trees. Three additional ensuite

Seth Cotter Ohana Realty Corp.

Located within Montage Healdsburg, Montage Residences Healdsburg offers luxury living across 258 acres of vineyards, rolling hills, and preserved valleys in northern Sonoma wine country. Harvest Home #6 occupies one of the community's most elevated sites, offering sweeping views of the Healdsburg Preserve open space and Fitch Mountain. Designed to harmonize contemporary elegance with its natural

Curtis Tischler Mayacama Luxury Real Estate

Situated just three blocks from the charming downtown Healdsburg Plaza, this luxurious condominium offers an ideal blend of sophisticated living in the heart of Wine Country. Featuring two bedrooms and two and a half bathrooms, the home is a perfect retreat with impeccable design and attention to detail. Within walking distance to world-class dining, shopping, and renowned wineries, this

Graham Sarasy Healdsburg Sotheby's Int'l Rea

Welcome to 528 Sanns Lane, a stunning 4-bedroom, 2-bathroom home located in the heart of Healdsburg. This 2,080-square-foot residence is the perfect blend of modern elegance and an entertainer's paradise, set on a beautifully landscaped .21-acre lot featuring a variety of fruit trees, including Jack Black Fig, Satsuma Mandarin Orange, Gravenstein Apple, Apricots, Fuyu Persimmon, and Navel Orange.

Natalee Tappin The Agency

Located within the luxury and esteemed Montage Healdsburg Resort, comprised of 258 acres with over 15 acres of private vineyards, Montage Residences Healdsburg captures the best of Northern Sonoma wine country living. The community combines unparalleled luxury amenities, five star services from the Montage Healdsburg Resort, exquisite contemporary designed plans as well as an Owner's Exclusive

Seth Cotter Ohana Realty Corp.

Discover the perfect fusion of modern luxury and the natural beauty of wine country at 8163 W Dry Creek Road. This stunning residence, set on an expansive 1.95 acre parcel, offers 3,236 square feet of sophisticated living space designed for comfort and ease. Step inside to experience a seamless blend of contemporary design and smart functionality. The sleek, modern construction is complemented by

Leslie Hanson Compass

Just blocks away from the Healdsburg Plaza, this property is a rare gem. Fully restored in 2024, this legacy property was once owned by Coronel Roderick Matheson's family (for whom the broad, cherry tree-lined street in Healdsburg is named after in the 1900's). In 2024, the home & grounds underwent a complete structural & interior restoration, elevating it to current luxury & custom construction

Tatiana Mcwilliams Live Wine Country

A blank canvas awaits for your own design elements in the highly sought after Healdsburg neighborhood of Fitch Mountain Villas. All the exterior of this home has been updated; new cement siding, new roof and new windows - which allows for the next owner to enjoy all the beautification pleasures of updating the original yet clean interior. Situated on a quiet street only a few steps away from the

David Hunt Sonoma Realty Group

A place to make memories of a lifetime. Less than 5 miles to downtown Healdsburg you will find a beautiful slice of paradise. Sitting on a hillside in West Dry Creek lies this charming 3-bedroom 3-bath farmhouse with a sunlit country kitchen a cozy fireplace and a view from every room. Driving through the gates of Pezzi King Winery to this private 5.56-acre property you feel like you have

Elisea Albertson Vanguard Properties

**Price Improved!** Welcome to 979 Lupine Court, a well-located 4 bedroom, 3 bath, fully-detached home in desirable Piedmont Terrace location. A wonderful lifestyle awaits you in this ample 2,346 sq ft retreat. Lower level features 1 bedroom, 1 full bathroom, large open-plan kitchen with adjoining family room w/ gas fireplace, living and dining rooms. Deck access off kitchen to expansive

Patrick Shannon Trinity Realty, Inc

Luxury custom home in the countryside with beautiful guest home overlooking the world famous Dry Creek Valley full of wineries and vineyards. This home has a hobby vineyard sprinkled with 100 olive trees and numerous fruit trees. Not so secluded as you can get to downtown Healdsburg in about 15 minutes to enjoy all the 5 star restaurants and music festivals thrown throughout the year. Also close

Steve Vail Vail and Associates Realtors

Final remaining studio at Canopy, previously listed at $950,000, now offered at a $100,000 price reduction. Nestled in the heart of Healdsburg's vibrant Mill District, residence A103 masterfully blends architecture and interior design, creating a home that reflects the authentic charm and intimate allure of Healdsburg' s small-town spirit. Interior features include Italian-made MandiCasa

Andrea Di Loreto Sagepoint Real Estate Company

Located within the luxury and esteemed Montage Healdsburg Resort, comprised of 258 acres with over 15 acres of private vineyards, Montage Residences Healdsburg captures the best of Northern Sonoma wine country living. The community combines unparalleled luxury amenities, five star services from the Montage Healdsburg Resort, exquisite contemporary designed plans as well as an Owner's Exclusive

Seth Cotter Ohana Realty Corp.