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Craftsman Homes for Sale in Healdsburg, CA

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  • /80

    $13,500,000

    • 4 Beds
    • 4.5 Baths
    • 4,858 Sq Ft

    437 W Dry Creek Rd, Healdsburg, CA 95448

    Located just minutes from downtown Healdsburg, this stunning architectural Wine Country estate crowns 20 acres at the gateway to Dry Creek Valley. A scenic drive leads to a dramatic arrival courtyard framed by fountains and gardens designed by Roche + Roche Landscape Architects. Masterfully designed by acclaimed architect Jeffrey Trapold and built in 2008 by award-winning builder JMA Jim Murphy &

    Graham Sarasy Healdsburg Sotheby's Int'l Rea

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

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 1,601 Sq Ft

    117 Grayson Way, Healdsburg, CA 95448

    This pristine, 9-year-old turnkey home offers more than exceptional Wine Country living it presents an opportunity to own a tangible asset in one of Northern California's most sought-after destinations. Combining lock-and-leave convenience with a premium location just moments from the renowned Healdsburg Plaza, the home is equally well suited as a primary residence, weekend retreat, or long-term

    John Gray Compass

    117 Grayson Way, Healdsburg, CA 95448
  • /63

    $4,250,000

    $250K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 3,142 Sq Ft

    22200 Puccioni Rd, Healdsburg, CA 95448

    Set amidst approximately 25 picturesque acres in the heart of Healdsburg wine country, this exceptional gated estate offers an unparalleled blend of luxury, recreation, and agricultural beauty. Designed for those who appreciate the Sonoma County lifestyle, the property combines vineyard living, resort-inspired amenities, and thoughtfully curated outdoor spaces into one remarkable offering. The

    Kellie Larson Luxe Places International

    22200 Puccioni Rd, Healdsburg, CA 95448
  • /86

    $4,975,000

    $975K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 5,992 Sq Ft

    5143 Dry Creek Rd, Healdsburg, CA 95448

    Nestled in the heart of Sonoma County's renowned Dry Creek Valley, this exceptional 67-acre ranch offers a rare combination of premier vineyards, a boutique winery open for public tastings and limited events, and complete privacy on sought-after benchland with premium southwestern exposure. Perched atop a scenic knoll, the estate residence 3200 Sq ft +/- commands sweeping panoramic views over the

    Jeff Bounsall Coldwell Banker Realty

    5143 Dry Creek Rd, Healdsburg, CA 95448
  • /38

    $2,449,000

    $301K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 5,012 Sq Ft

    801 Samantha Ct, Healdsburg, CA 95448

    Strong architecture, incredible scale, and a premier Healdsburg setting, 801 Samantha Ct is ready for a thoughtful cosmetic refresh turning it into something extraordinary. Set at the end of a quiet cul-de-sac and backing to two neighboring HOA open spaces, this exceptional property offers rare tranquility with sweeping views and a true connection to nature. Designed for both grand entertaining

    Samantha Marquis Compass

    801 Samantha Ct, Healdsburg, CA 95448
  • /60

    $4,950,000

    $545K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    438 Matheson St, Healdsburg, CA 95448

    Nestled on one of Healdsburg's most coveted streets, just a short stroll from the vibrant Plaza, 438 Matheson St. is a stunning example of early 20th-century charm paired with modern-day versatility. Set on a generous corner lot spanning approximately a quarter acre, this property boasts a serene oasis with formal gardens, a sparkling pool, and room to expand with additional flower or vegetable

    Alain-Martin Pierret Compass

    438 Matheson St, Healdsburg, CA 95448
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