Healdsburg, CA Homes for Sale with Pool

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

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

Modern country retreat offers serene lifestyle that beautifully blends metropolitan style w/rural comfort. Turnkey & recently renovated w/ exceptional attention to detail, premium appliances, Monarch plank flooring, beautiful finishes. Single-level residence surrounded by scenic vineyards, graceful oaks, lawns, w/ Maacama Creek frontage. Minimalist aesthetic, expansive windows & doors create

Sheryl Morgensen Sotheby's International Realty

Welcome to 4395 Pine Flat Rd, an elegant Healdsburg estate offering some of the most breathtaking views in Sonoma County. Just minutes from downtown yet worlds away, this extraordinary property blends luxury, comfort, and resort-style amenities on 10+ mostly usable acres. The Main Residence consists of a four-bedroom, five-bathroom home is designed for both entertaining and everyday living. High

Elisea Albertson Vanguard Properties

Welcome to Bell Mountain, the premier estate along Chalk Hill Road, now exclusively offered to the discerning buyer seeking a luxury vineyard setting without the demands of vineyard management. Perfectly perched on a panoramic plateau, this 28-acre retreat captures sweeping views of Chalk Hill Valley and sits among the region's most prestigious estates and wineries in Russian River and Alexander

Christine Wilhelm Mayacama Luxury Real Estate

Stunning Dry Creek Valley estate on 11.91 acres with sweeping views of Mount St. Helena and the Dry Creek Ridgeline. This 1,920 SF Mediterranean-style home is thoughtfully designed for relaxed Wine Country living and entertaining, featuring an open floor plan, vaulted ceilings, and large windows showcasing the surrounding beauty. Spanish tile floors run throughout the 2BD/2BA home, and the guest

Robin Gordon The Agency

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

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

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

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

Leslie Hanson Compass

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

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

Website: Experience a true retreat in this stunning wine country home on just over an acre with your own hobby vineyard, only 3 miles from Healdsburg Plaza. This private and luxurious property was completed in 2017 and showcases quality construction with meticulous attention to detail and premium finishes throughout. It presents a wonderful opportunity for indoor/outdoor living, featuring an

Allison Kosta Compass

Welcome to Fitch Mountain Villas, one of Healdsburg's most sought-after neighborhoods. This beautifully updated corner-lot home sits on a quiet cul-de-sac and is truly move-in ready. Recent upgrades include fully renovated bathrooms, an updated kitchen, new roof, furnace/AC, hot water heater, fresh exterior paint, new carpet, and hardwood flooringensuring comfort and peace of mind for years to

David Hunt Sonoma Realty Group

Step into your own private oasis featuring a brand-new custom-built pool and spa, outdoor kitchen, and covered patio on a flat 1-acre lot. Complete tranquility with this premier Dry Creek Valley location, yet just minutes from downtown Healdsburg with its renowned restaurants, wineries, and boutiques. The meticulously renovated 3-bedroom, 3-full-bathroom main house spans over 2,000 square feet of

Jonathan Bruington W Real Estate

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

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 Healdsburg

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

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

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

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.

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 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

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.