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Healdsburg, CA Homes for Sale with Garage

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  • /99

    $6,495,000

    • 6 Beds
    • 5 Baths
    • 5,132 Sq Ft

    9110 Chalk Hill Rd, Healdsburg, CA 95448

    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

    Richard Frank Sterling California Properties

    9110 Chalk Hill Rd, Healdsburg, CA 95448
  • /66

    $4,500,000

    • 5 Beds
    • 6 Baths
    • 6,340 Sq Ft

    13404 Flora Ranch Rd, Healdsburg, CA 95448

    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

    13404 Flora Ranch Rd, Healdsburg, CA 95448
  • /32

    $5,895,000

    • 4 Beds
    • 4.5 Baths
    • 3,132 Sq Ft

    175 Sagebrush Ct, Healdsburg, CA 95448

    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

    175 Sagebrush Ct, Healdsburg, CA 95448
  • /87

    $3,550,000

    • 4 Beds
    • 5.5 Baths
    • 2,896 Sq Ft

    1950 W Dry Creek Rd, Healdsburg, CA 95448

    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

    1950 W Dry Creek Rd, Healdsburg, CA 95448
  • /52

    $1,299,000

    • 3 Beds
    • 2 Baths
    • 1,663 Sq Ft

    442 Piper St, Healdsburg, CA 95448

    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

    Robin Gordon The Agency

    442 Piper St, Healdsburg, CA 95448
  • /36

    $1,045,000

    • 2 Beds
    • 2.5 Baths
    • 1,212 Sq Ft

    1306 Pinon Dr, Healdsburg, CA 95448

    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

    1306 Pinon Dr, Healdsburg, CA 95448
  • /24

    $960,000

    • 4 Beds
    • 3.5 Baths
    • 1,955 Sq Ft

    103 Chiquita Rd, Healdsburg, CA 95448

    Contemporary 3 bedroom, 2.5 bath main residence with an attached 1 bedroom, 1 bath ADU. Perfect for your guest or rental income. Buillt in 2021 low maintenance, thoughtfully designed, light and bright, great for entertaining, invite your friends and family. Come on the weekend or live here full time and enjoy Healdsburg. Near the scenic Foss Creek pathway, follow the path into town!

    Grace Lucero Vanguard Properties

    103 Chiquita Rd, Healdsburg, CA 95448
  • /50

    $3,500,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 3 Baths
    • 3,696 Sq Ft

    423 Matheson St, Healdsburg, CA 95448

    Presenting one of Healdsburg's most treasured architectural gems, The George Alexander House, an iconic Queen Anne residence built in 1905 and gracefully positioned on a large premium parcel just two blocks from the heart of the downtown Plaza. Located on Matheson Street, in the town's distinguished historical district, this residence is surrounded by heritage homes and timeless charm. Rich in

    Graham Sarasy Healdsburg Sotheby's Int'l Rea

    423 Matheson St, Healdsburg, CA 95448
  • /44

    $879,000

    • 4 Beds
    • 2.5 Baths
    • 1,740 Sq Ft

    119 Philip Dr, Healdsburg, CA 95448

    Discover the perfect blend of elegance and comfort in this beautifully updated 4-bedroom, 2.5 bathroom home. Designed for effortless living, the open-concept floor plan showcases a vaulted-ceiling living room with a striking custom built-in mantel and fireplace, creating a warm and inviting ambiance. The chef's kitchen is a culinary dream, featuring stunning granite countertops, premium stainless

    Valerie Hall Hawkins Coldwell Banker Realty

    119 Philip Dr, Healdsburg, CA 95448
  • /68

    $3,450,000

    • 3 Beds
    • 2.5 Baths
    • 3,344 Sq Ft

    9981 W Dry Creek Rd, Healdsburg, CA 95448

    Welcome to 9981 West Dry Creek, an exquisite estate and the final residence on this notable road. On the market for the first time in 26 years, this custom-built Santa Barbara-style home offers a unique mix of seclusion and stunning natural surroundings, with rose gardens, olive trees, and more encircling the property. Spanning over approximately 3,300 square feet on 49+/- acres, the residence

    Alain-Martin Pierret Compass

    9981 W Dry Creek Rd, Healdsburg, CA 95448
  • /99

    $39,995,000

    • 11 Beds
    • 9.5 Baths
    • 9,000 Sq Ft

    13414 Chalk Hill Rd, Healdsburg, CA 95448

    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

    13414 Chalk Hill Rd, Healdsburg, CA 95448
  • /32

    $899,000

    • Studio
    • 1 Bath
    • 503 Sq Ft

    131 Sawmill Cir Unit 203, Healdsburg, CA 95448

    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

    131 Sawmill Cir Unit 203, Healdsburg, CA 95448
  • /60

    $1,799,000 Open Sun 12PM - 2:30PM

    • 2 Beds
    • 2 Baths
    • 1,535 Sq Ft

    2267 Westside Rd, Healdsburg, CA 95448

    Discover timeless elegance blended with contemporary comforts in this beautifully updated 1920s home, nestled on approximately 3.2 acres of serene landscape. Enter through a private iron electric gate and step into a world where vintage charm meets modern luxury. The chef's kitchen is a show-stopper featuring a spacious island, double ovens, a wine fridge, and updated finishes ideal for

    Chris Beck Coldwell Banker Kappel Gateway

    2267 Westside Rd, Healdsburg, CA 95448
  • /34

    $1,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft

    620 Alta Vista Dr, Healdsburg, CA 95448

    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

    620 Alta Vista Dr, Healdsburg, CA 95448
  • /17

    $5,950,000

    • 4 Beds
    • 4.5 Baths
    • 3,132 Sq Ft

    100 Sagebrush Ct, Healdsburg, CA 95448

    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.

    100 Sagebrush Ct, Healdsburg, CA 95448
  • /16

    $1,499,000

    • 3 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    1026 Sunset Dr, Healdsburg, CA 95448

    Stunning views from this 3 bedroom single story home with large windows and expansive decking. Front brick courtyard with built in barbeque for easy entertaining and direct access to the kitchen. Hardwood floors throughout, refinished in August 2020. Second bedroom with private bath, third bedroom with built in murphy bed makes a great office across from the master bedroom. 2 car garage.

    Sherri Cooper Johnston WYNN Industries

    1026 Sunset Dr, Healdsburg, CA 95448
  • /27

    $1,549,000

    • 3 Beds
    • 4 Baths
    • 1,715 Sq Ft

    733 Healdsburg Ave, Healdsburg, CA 95448

    Live/Work/Garden/Play on Half Acre in Prime Healdsburg Location 0.7 miles to the Plaza - easy bike ride. Half Acre - Mixed Use - times Five - (1) 1,176 sf profession office includes large reception area and 4 private offices and 2 half baths. (2) 504 sf Studio Apt w Kitchen and bath. (3) 1,120 sf lower floor finished area includes kitchen, bath, exercise room and great room for art and games.

    Eric Drew Healdsburg Realty

    733 Healdsburg Ave, Healdsburg, CA 95448
  • /62

    $6,800,000

    • 4 Beds
    • 4.5 Baths
    • 3,132 Sq Ft

    160 Woodlands Dr, Healdsburg, CA 95448

    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

    160 Woodlands Dr, Healdsburg, CA 95448
  • /45

    $1,050,000

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    4915 Mill Creek Rd, Healdsburg, CA 95448

    Imagine a perfect day: sipping world-renowned wines in charming Healdsburg, indulging in a chef-curated dinner on the vibrant Healdsburg Plaza, then cruising approximately 12 minutes back home to unwind with a glass of scotch under the stars. Welcome to 4915 Mill Creek Rd- a stunning mid-century modern retreat tucked into the tranquil mountains, offering unmatched privacy and sweeping panoramic

    Shelby Manoukian-Vyborny Compass

    4915 Mill Creek Rd, Healdsburg, CA 95448
  • /96

    $3,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,762 Sq Ft

    433 Tee Ct, Healdsburg, CA 95448

    This beautifully designed custom 4,000 s.f. home is situated on a spacious, fully landscaped, and private .39 acre parcel. An amazing location, just a short distance to downtown Healdsburg and the Plaza. Dozens of upgrades include: Pool, spa, remodeled kitchen and baths, walk in wine cellar, playroom, 3 car garage and multiple designer touches throughout. Additonally, located on the ground level

    John Dayton Dayton & Tremont Real Estate

    433 Tee Ct, Healdsburg, CA 95448
  • /13

    $720,000

    • 3 Beds
    • 2 Baths
    • 1,129 Sq Ft

    1125 Cowan Ln, Healdsburg, CA 95448

    This wine country 3 bedroom 2 bath home is in a nice cul de sac location. Newly installed heater/ air conditioner. It Has a roomy front yard and a fenced and spacious side and back yard . Great starter home for those looking to be close to schools, medical offices, hospital, restaurants. Within minutes to freeway access.

    Yolanda Adams Casa Keys Real Estate

    1125 Cowan Ln, Healdsburg, CA 95448
  • /20

    $1,595,000

    • 2 Beds
    • 2 Baths
    • 2,042 Sq Ft

    11747 Creek Hollow Rd, Healdsburg, CA 95448

    Single story ranch home with high ceilings, wood-framed windows and wonderful meadow views. This 2-bedroom home is nestled on a property that consists of 2 parcels, a total of 2.55 acres, and is one of the larger properties in this lovely community just 3 miles south of downtown Healdsburg. Entering this cozy home you are welcomed by a spacious living room anchored by a wood burning stove. Plenty

    Elisea Albertson Vanguard Properties

    11747 Creek Hollow Rd, Healdsburg, CA 95448
  • /49

    $899,000

    • 3 Beds
    • 2.5 Baths
    • 1,652 Sq Ft

    115 Lavender Cir, Healdsburg, CA 95448

    Wonderful home within the desireable Sorrento Square development. This super clean home has multiple builder and homeowner upgrades throughout. Great floorpan for entertaining with an additional upstairs den/office area at the top of the stairs. The off street interior location provides easy access to the private park area and off street guest parking. This is a truly turn key home ready for its

    John Dayton Dayton & Tremont Real Estate

    115 Lavender Cir, Healdsburg, CA 95448
  • /14

    $6,300,000

    • 4 Beds
    • 4.5 Baths
    • 3,132 Sq Ft

    230 Sumac Ct, Healdsburg, CA 95448

    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.

    230 Sumac Ct, Healdsburg, CA 95448
  • /33

    $5,750,000

    • 5 Beds
    • 4.5 Baths
    • 5,629 Sq Ft

    991 Grove St, Healdsburg, CA 95448

    Exquisite 4 bedroom residence with separate 1 bedroom/1 bath ADU situated on approx .3 acres. Recently completed in 2021, this home is an oasis close to the Healdsburg Plaza. The main residence features soaring ceilings, a dramatic centerpiece fireplace, architectural suspended staircase, walls of windows, a sleek modern kitchen with grey tone cabinetry and Miele appliances. The floor plan is

    Sheryl Morgensen Sotheby's International Realty

    991 Grove St, Healdsburg, CA 95448
  • /28

    $3,850,000

    • 11 Beds
    • 13 Baths
    • 13,462 Sq Ft

    103 Bailhache Ave, Healdsburg, CA 95448

    Prime Development Opportunity in Healdsburg! Be part of Healdsburg's future while honoring its past with this rare development opportunity in Sonoma County's renowned wine country. Available for the first time in 50 years, this local family whose blue-collar legacy helped shape Healdsburg, spans over 3.17 acres across three contiguous APNs. Ideally positioned at the beginning of Bailhache Avenue

    Niccolo Pigni Engel & Völkers Healdsburg

    103 Bailhache Ave, Healdsburg, CA 95448
  • /68

    $1,995,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,307 Sq Ft

    3245 W Dry Creek Rd, Healdsburg, CA 95448

    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

    3245 W Dry Creek Rd, Healdsburg, CA 95448
  • /39

    $1,600,000

    • 3 Beds
    • 2 Baths
    • 1,669 Sq Ft

    800 S Fitch Mountain Rd, Healdsburg, CA 95448

    Introducing a charming new listing that's sure to impress! Conveniently located close to town, this updated single story residence offers modern amenities and a welcoming atmosphere. The beautiful kitchen is a cook's dream, featuring two ovens, two sinks, contemporary finishes and ample storage. With three spacious bedrooms and two full bathrooms there is room for everyone ! The extra large

    Mary Curran Compass

    800 S Fitch Mountain Rd, Healdsburg, CA 95448
  • /25

    $1,445,000

    • 4 Beds
    • 3 Baths
    • 2,346 Sq Ft

    979 Lupine Ct, Healdsburg, CA 95448

    **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

    979 Lupine Ct, Healdsburg, CA 95448
  • /32

    $1,750,000

    • 3 Beds
    • 3 Baths
    • 2,363 Sq Ft

    128 Village Oaks Ct, Healdsburg, CA 95448

    Enjoy this custom built/one of a kind home with an end-of-court location with an extremely useful and flowing floor plan. Light and bright, with elevated ceilings and two large exterior entertaining areas that extend the indoor/outdoor living space for gathering all of your friends and family. The layout offers 3 bedrooms PLUS an office(with a separate entrance), as well as a Jack-and-Jill

    Mike Downes Vanguard Properties

    128 Village Oaks Ct, Healdsburg, CA 95448
  • /58

    $7,900,000

    • 6 Beds
    • 3 Baths
    • 1,614 Sq Ft

    5285 Westside Rd, Healdsburg, CA 95448

    Located on Westside Rd., one of Sonoma County's premier wine country roads, this 350+ ac. legacy ranch is less than 15 min. from downtown Healdsburg. In the same family since 1958, Bucher Farms is developed with 35 ac. of premium Pinot Noir and Chardonnay wine grapes which have earned consistently high scores in the wine press for some of Sonoma County's most prestigious wineries including

    Darryl Vice Vice Properties Inc

    5285 Westside Rd, Healdsburg, CA 95448
  • /43

    $4,700,000 Open Sat 1PM - 4PM

    • 6 Beds
    • 5 Baths
    • 5,200 Sq Ft

    8353 W Dry Creek Rd, Healdsburg, CA 95448

    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

    8353 W Dry Creek Rd, Healdsburg, CA 95448
  • /53

    $3,795,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,170 Sq Ft

    212 Tucker St, Healdsburg, CA 95448

    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

    212 Tucker St, Healdsburg, CA 95448
  • /19

    $6,835,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,132 Sq Ft

    165 Sagebrush Ct, Healdsburg, CA 95448

    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.

    165 Sagebrush Ct, Healdsburg, CA 95448
  • /13

    $2,100,000

    • 2 Beds
    • 3 Baths
    • 2,751 Sq Ft

    1116 Sunset Dr, Healdsburg, CA 95448

    First time on the market for this custom-built home on over half-acre lot. Fire sprinklers on cement tile roof. Cement stone and frame exterior. Assessor says two bedrooms, but there are also two offices and two dining rooms. Could easily be converted to three or four bedrooms. Plenty of space with flex rooms. Lots of storage. Wonderful wrap-around stone patio with access to four rooms is perfect

    Naedo Henry RE/MAX Gold

    1116 Sunset Dr, Healdsburg, CA 95448

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