7,226

Healdsburg, CA Homes

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  • 366 Piper St, Healdsburg, CA 95448
    366 Piper St, Healdsburg, CA 95448
    366 Piper St, Healdsburg, CA 95448
    /29

    $749,900

    $45K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,188 Sq Ft

    366 Piper St, Healdsburg, CA 95448

    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

    Emily Martin Healdsburg Sotheby's Int'l Rea

    366 Piper St, Healdsburg, CA 95448
  • 324 Vineyard Dr, Healdsburg, CA 95448

    $999,999

    Sold Mar 02, 2026

    324 Vineyard Dr, Healdsburg, CA 95448

    • 2 Beds
    • 2 Baths
    • 1,362 Sq Ft
    • Built 1976

    Last Sold Summary

    • $734/SF
    • 6 Days On Market

    Current Estimated Value $953,950

    Last Listing Agent Mary Curran Compass

    324 Vineyard Dr, Healdsburg, CA 95448
    • 1358 Sylvan Ct, Healdsburg, CA 95448

      Est $1,128,093

      Not Listed For Sale

      1358 Sylvan Ct, Healdsburg, CA 95448

      • 4 Beds
      • 2.5 Baths
      • 1,929 Sq Ft
      • Built 1981
      1358 Sylvan Ct, Healdsburg, CA 95448

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent David Hunt Sonoma Realty Group

  • 8349 W Dry Creek Rd, Healdsburg, CA 95448
    8349 W Dry Creek Rd, Healdsburg, CA 95448
    8349 W Dry Creek Rd, Healdsburg, CA 95448
    /59

    $4,500,000

    New Construction
    • 6 Beds
    • 6 Baths
    • 4,934 Sq Ft

    8349 W Dry Creek Rd, Healdsburg, CA 95448

    Set on approximately 15 acres in Sonoma County, this newly constructed property offers a rare combination of modern design, usable land, and a versatile multi-residence layout. Thoughtfully planned and designed for both everyday living and entertaining, the property provides a seamless blend of indoor comfort and outdoor lifestyle. The main residence features clean architectural lines, an

    Kellie Larson Luxe Places International

    8349 W Dry Creek Rd, Healdsburg, CA 95448
  • 327 Plaza St, Healdsburg, CA 95448

    $1,575,000

    Sold Jul 01, 2026

    327 Plaza St, Healdsburg, CA 95448

    • 5 Beds
    • 3 Baths
    • 2,099 Sq Ft
    • Built 1972

    Last Sold Summary

    • 1% Below List Price
    • $750/SF
    • 18 Days On Market

    Current Estimated Value $1,577,510

    Last Listing Agent Grace Lucero Vanguard Properties

    327 Plaza St, Healdsburg, CA 95448
    • 1366 Sylvan Ct, Healdsburg, CA 95448

      Est $925,449

      Not Listed For Sale

      1366 Sylvan Ct, Healdsburg, CA 95448

      • 3 Beds
      • 2.5 Baths
      • 1,724 Sq Ft
      • Built 1981
      1366 Sylvan Ct, Healdsburg, CA 95448

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent David Hunt Sonoma Realty Group

  • 23 Wickersham Ranch Rd, Healdsburg, CA 95448
    23 Wickersham Ranch Rd, Healdsburg, CA 95448
    23 Wickersham Ranch Rd, Healdsburg, CA 95448
    /26

    $925,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    23 Wickersham Ranch Rd, Healdsburg, CA 95448

    A beautiful ranch that is totally secluded. 178 +/- acres, two parcels with many inner ranch private roads. No records of when the hunting cabin with a deck was built, has been well maintained. Has a detached bathroom along with a large barn. Fronts on both the Wheatfield Fork of the Gualala River and Tombs Creek. Incredible views, an abundance of wildlife, and many varieties of trees. Helicopter

    Hunter Sikes Golden Gate Sotheby's

    23 Wickersham Ranch Rd, Healdsburg, CA 95448
  • 330 Chiquita Rd, Healdsburg, CA 95448
    330 Chiquita Rd, Healdsburg, CA 95448
    330 Chiquita Rd, Healdsburg, CA 95448
    /68

    $2,950,000

    Sold Feb 27, 2026

    330 Chiquita Rd, Healdsburg, CA 95448

    • 4 Beds
    • 4 Baths
    • 4,395 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Below List Price
    • $671/SF
    • 9 Days On Market

    Current Estimated Value $2,947,801

    Last Listing Agent Georgina McInerney Compass

    330 Chiquita Rd, Healdsburg, CA 95448
    • 234 Monte Vista Ave, Healdsburg, CA 95448

      Est $910,028

      Not Listed For Sale

      234 Monte Vista Ave, Healdsburg, CA 95448

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1978
      234 Monte Vista Ave, Healdsburg, CA 95448

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent David Hunt Sonoma Realty Group

  • 10936 Eastside Rd, Healdsburg, CA 95448
    10936 Eastside Rd, Healdsburg, CA 95448
    10936 Eastside Rd, Healdsburg, CA 95448
    /62

    $2,350,000

    $150K PRICE DROP
    • 3 Beds
    • 3 Baths

    10936 Eastside Rd, Healdsburg, CA 95448

    Ten minutes from the Healdsburg plaza, at the quiet end of Eastside Road, fruit trees scent the air and the energy shifts the moment you turn onto the property. 10936 Eastside Road sits on 3.25 private acres at the end of a dead-end lane a single-level, approximately 1,840-square-foot home with 3 bedrooms plus a bonus room, 3 bathrooms, and a rare blend of privacy, wine-country setting, and

    David Hargreaves W Real Estate

    10936 Eastside Rd, Healdsburg, CA 95448
  • 228 Sun Ct, Healdsburg, CA 95448

    $1,355,000

    Sold Aug 18, 2025

    228 Sun Ct, Healdsburg, CA 95448

    • 3 Beds
    • 2 Baths
    • 1,287 Sq Ft
    • Built 1951

    Last Sold Summary

    • $1,053/SF
    • 8 Days On Market

    Current Estimated Value $1,323,278

    Last Listing Agent Charlene Schnall Golden Gate Sotheby's

    228 Sun Ct, Healdsburg, CA 95448
    • 201 Prune Tree Dr, Healdsburg, CA 95448

      Est $805,052

      Not Listed For Sale

      201 Prune Tree Dr, Healdsburg, CA 95448

      • 2 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1977
      201 Prune Tree Dr, Healdsburg, CA 95448

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Vicki Thiessen W Real Estate

  • 936 Valley View Dr, Healdsburg, CA 95448
    936 Valley View Dr, Healdsburg, CA 95448
    936 Valley View Dr, Healdsburg, CA 95448
    /25

    $1,225,000

    $350K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,196 Sq Ft

    936 Valley View Dr, Healdsburg, CA 95448

    Own the Altitude. Positioned along Valley View on the preferred side of Fitch Mountain, this approximately 2,200 square foot residence delivers what cannot be recreated: elevation and horizon. The main living level sits upstairs exactly where it belongs so daily life meets open sky. Living room, kitchen, and primary suite are oriented toward expansive views and natural light. Downstairs, a

    Alex Yankee Sotheby's International Realty

    936 Valley View Dr, Healdsburg, CA 95448
  • 4915 Mill Creek Rd, Healdsburg, CA 95448

    $929,000

    Sold Nov 19, 2025

    4915 Mill Creek Rd, Healdsburg, CA 95448

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1970

    Last Sold Summary

    • $619/SF
    • 193 Days On Market

    Current Estimated Value $966,132

    Last Listing Agent Shelby Manoukian-Vyborny Compass

    4915 Mill Creek Rd, Healdsburg, CA 95448
    • 409 Parkview Dr, Healdsburg, CA 95448

      Est $916,299

      Not Listed For Sale

      409 Parkview Dr, Healdsburg, CA 95448

      • 3 Beds
      • 2 Baths
      • 1,412 Sq Ft
      • Built 1978
      409 Parkview Dr, Healdsburg, CA 95448

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Linda Farwell Compass

  • 1 W Soda Rock Ln, Healdsburg, CA 95448
    1 W Soda Rock Ln, Healdsburg, CA 95448
    1 W Soda Rock Ln, Healdsburg, CA 95448
    /37

    $5,250,000

    $2M PRICE DROP
    • Land
    • 144.9 Acres
    • $36,232 per Acre

    1 W Soda Rock Ln, Healdsburg, CA 95448

    Alexander Valley Estate Vineyard & Premier Building Site nestled in the heart of the renowned Alexander Valley appellation, this exceptional 144 +/- acre estate offers a rare opportunity to own a premier vineyard property with breathtaking views and extraordinary potential.The estate features approximately 85 +/- acres of mature, estate-quality vineyards planted to Cabernet Sauvignon, Chardonnay,

    Jeff Bounsall Coldwell Banker Realty

    1 W Soda Rock Ln, Healdsburg, CA 95448
  • 246 Zinfandel Rd, Healdsburg, CA 95448

    $1,998,750

    Sold Jan 07, 2026

    246 Zinfandel Rd, Healdsburg, CA 95448

    • 4 Beds
    • 2.5 Baths
    • 2,479 Sq Ft
    • Built 1986

    Last Sold Summary

    • $806/SF
    • 82 Days On Market

    Current Estimated Value $2,037,808

    Last Listing Agent Ann Amtower Compass

    246 Zinfandel Rd, Healdsburg, CA 95448
    • 404 Parkview Dr, Healdsburg, CA 95448

      Est $860,467

      Not Listed For Sale

      404 Parkview Dr, Healdsburg, CA 95448

      • 3 Beds
      • 2 Baths
      • 1,582 Sq Ft
      • Built 1978
      404 Parkview Dr, Healdsburg, CA 95448

      Last Sold Summary

      • 85 Days On Market

      Last Listing Agent Todd Walling W Real Estate

  • 3025 W Dry Creek Rd, Healdsburg, CA 95448
    3025 W Dry Creek Rd, Healdsburg, CA 95448
    3025 W Dry Creek Rd, Healdsburg, CA 95448
    /46

    $2,450,000

    • 3 Beds
    • 3 Baths
    • 2,195 Sq Ft

    3025 W Dry Creek Rd, Healdsburg, CA 95448

    Sweeping Dry Creek Valley views, 6.5 acres, and a coveted West Dry Creek Road address set the stage for this special Healdsburg Wine Country property, just minutes from Healdsburg Plaza. Surrounded by vineyards and mature redwoods, the setting offers privacy and a remarkable connection to one of Sonoma County's most celebrated destinations for cycling, wine tasting, dining, and outdoor

    Niccolo Pigni Engel & Völkers Healdsburg

    3025 W Dry Creek Rd, Healdsburg, CA 95448
  • 979 Lupine Ct, Healdsburg, CA 95448

    $1,400,000

    Sold Jun 22, 2026

    979 Lupine Ct, Healdsburg, CA 95448

    • 4 Beds
    • 3 Baths
    • 2,346 Sq Ft
    • Built 2000

    Last Sold Summary

    • 7% Below List Price
    • $597/SF
    • 14 Days On Market

    Current Estimated Value $1,480,446

    Last Listing Agent Patrick Shannon Trinity Realty, Inc

    979 Lupine Ct, Healdsburg, CA 95448
    • 1336 Lily St, Healdsburg, CA 95448
      1336 Lily St, Healdsburg, CA 95448
      1336 Lily St, Healdsburg, CA 95448
      /54

      Est $868,111

      Not Listed For Sale

      1336 Lily St, Healdsburg, CA 95448

      • 3 Beds
      • 2 Baths
      • 1,432 Sq Ft
      • Built 1974
      1336 Lily St, Healdsburg, CA 95448

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Andrew De Vries Berkshire Hathaway-Franciscan

  • 11520 Skaggs Springs Rd, Healdsburg, CA 95448
    11520 Skaggs Springs Rd, Healdsburg, CA 95448
    11520 Skaggs Springs Rd, Healdsburg, CA 95448
    /5

    $277,000

    • Land
    • 113.97 Acres
    • $2,430 per Acre

    11520 Skaggs Springs Rd, Healdsburg, CA 95448

    113.97 +/- acres Great retreat for hunting, camping and hiking. Just around 30 minutes from Healdsburg. Seller installed a four bedroom septic system years ago but didn't build a house now with Cal Fire and County of Sonoma new requirements that the entrance road which is about a half mile down to the level areas would have to be paved. On the level acres at bottom of the hill would be a place

    Fred Combs Healdsburg Sotheby's Internati

    11520 Skaggs Springs Rd, Healdsburg, CA 95448
  • 0 Palm Ave Unit 2, Healdsburg, CA 95448

    $350,000

    Sold Jul 02, 2026

    0 Palm Ave Unit 2, Healdsburg, CA 95448

    • Land
    • 7,335 Sq Ft
    • $2,078,385 per Acre

    Last Sold Summary

    • 45 Days On Market

    Last Listing Agent Samantha Marquis Compass

    0 Palm Ave Unit 2, Healdsburg, CA 95448
    • 1353 Lupine Rd, Healdsburg, CA 95448

      Est $763,548

      Not Listed For Sale

      1353 Lupine Rd, Healdsburg, CA 95448

      • 2 Beds
      • 2 Baths
      • 1,004 Sq Ft
      • Built 1974
      1353 Lupine Rd, Healdsburg, CA 95448

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Andrew Cooper Vanguard Properties

  • 60 Shiloh Rd, Windsor, CA 95492
    60 Shiloh Rd, Windsor, CA 95492
    60 Shiloh Rd, Windsor, CA 95492
    /3

    $950,000

    • Land
    • 33,105 Sq Ft
    • $1,250,000 per Acre

    60 Shiloh Rd, Windsor, CA 95492

    Approximately .76 acres at the signalized corner of Shiloh Road & Old Redwood Hwy - Southwest Corner. Zoned Boulevard Commercial, allows for commercial/residential/mixed use development. Across the street from new multi-family residential developments and the planned KOI & Chickasaw Nations Casino & Hotel & Commercial. Conceptual site plans & renderings have been created & submitted to the Town

    Rhonda Deringer Keegan & Coppin Company, Inc

    60 Shiloh Rd, Windsor, CA 95492
  • 131 Sawmill Cir Unit 401, Healdsburg, CA 95448

    $7,800,000

    Sold Jun 18, 2026

    131 Sawmill Cir Unit 401, Healdsburg, CA 95448

    • 3 Beds
    • 3.5 Baths
    • 3,186 Sq Ft
    • Built 2024

    Last Sold Summary

    • $2,448/SF
    • 40 Days On Market

    Last Listing Agent Garrett Frakes Polaris Pacific

    131 Sawmill Cir Unit 401, Healdsburg, CA 95448
    • 301 Orangewood Dr, Healdsburg, CA 95448

      Est $704,618

      Not Listed For Sale

      301 Orangewood Dr, Healdsburg, CA 95448

      • 2 Beds
      • 2 Baths
      • 1,080 Sq Ft
      • Built 1965
      301 Orangewood Dr, Healdsburg, CA 95448

      Last Sold Summary

      • 274 Days On Market

      Last Listing Agent Michele Delfino Engel & Völkers Healdsburg

  • 841 Leslie Rd, Healdsburg, CA 95448
    841 Leslie Rd, Healdsburg, CA 95448
    841 Leslie Rd, Healdsburg, CA 95448
    /29

    $785,000

    Under Contract
    • Land
    • 6.78 Acres
    • $115,782 per Acre

    841 Leslie Rd, Healdsburg, CA 95448

    Nestled on prestigious Chalk Hill Road, this private 6.78-acre parcel offers a rare opportunity to create a custom estate in one of Sonoma County's most desirable rural settings. Surrounded by large acreage properties and scenic countryside, the land provides an exceptional balance of privacy, natural beauty, and convenience. The property includes access to 58 acres of shared open space, creating

    Tatiana Mcwilliams Live Wine Country

    841 Leslie Rd, Healdsburg, CA 95448
  • 348 Almond Way, Healdsburg, CA 95448

    $727,500

    Sold Oct 14, 2025

    348 Almond Way, Healdsburg, CA 95448

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Built 1985

    Last Sold Summary

    • $464/SF
    • 79 Days On Market

    Current Estimated Value $797,741

    Last Listing Agent Teresa Manning Luxe Places International

    348 Almond Way, Healdsburg, CA 95448
    • 233 Orangewood Dr, Healdsburg, CA 95448

      Est $739,487

      Not Listed For Sale

      233 Orangewood Dr, Healdsburg, CA 95448

      • 2 Beds
      • 2 Baths
      • 1,212 Sq Ft
      • Built 1968
      233 Orangewood Dr, Healdsburg, CA 95448

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Michele Delfino Engel & Völkers Healdsburg

  • 125 Woodlands Dr, Healdsburg, CA 95448
    125 Woodlands Dr, Healdsburg, CA 95448
    125 Woodlands Dr, Healdsburg, CA 95448
    /12

    $2,150,000

    • Land
    • 13,028 Sq Ft
    • $7,188,231 per Acre

    125 Woodlands Dr, Healdsburg, CA 95448

    Discover an extraordinary opportunity to create a custom luxury residence within the prestigious Montage Healdsburg Estate Collection. Estate Homesite 16 offers approximately 13,030 square feet in a peaceful setting surrounded by native oak woodlands, providing the perfect canvas for an architecturally significant Wine Country estate. Ideally positioned within the sought-after north-side Estate

    Curtis Tischler Sagepoint Real Estate Company

    125 Woodlands Dr, Healdsburg, CA 95448
  • 107 Bailhache Ave, Healdsburg, CA 95448

    $700,000

    Sold Sep 26, 2025

    107 Bailhache Ave, Healdsburg, CA 95448

    • 8 Beds
    • 5 Baths
    • 3,930 Sq Ft
    • Built 1966

    Last Sold Summary

    • $178/SF
    • 76 Days On Market

    Last Listing Agent Niccolo Pigni Engel & Völkers Healdsburg

    107 Bailhache Ave, Healdsburg, CA 95448
    • 1346 Balsam Dr, Healdsburg, CA 95448

      Est $792,663

      Not Listed For Sale

      1346 Balsam Dr, Healdsburg, CA 95448

      • 2 Beds
      • 2 Baths
      • 1,266 Sq Ft
      • Built 1973
      1346 Balsam Dr, Healdsburg, CA 95448

      Last Sold Summary

      • 104 Days On Market

      Last Listing Agent Robin Gordon The Agency

  • 5968 W Dry Creek Rd, Healdsburg, CA 95448
    5968 W Dry Creek Rd, Healdsburg, CA 95448
    5968 W Dry Creek Rd, Healdsburg, CA 95448
    /27

    $2,900,000

    Open Sat 12PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,413 Sq Ft

    5968 W Dry Creek Rd, Healdsburg, CA 95448

    Nestled in the heart of Healdsburg's highly sought-after West Dry Creek Valley, this exceptional Wine Country retreat offers the perfect blend of privacy, natural beauty, and relaxed luxury. Set on approximately 3.04 acres and surrounded by renowned vineyards and wineries, the property captures the essence of Wine Country living. The single-level residence features 3 bedrooms and 2 bathrooms with

    Bob Besancon The Agency

    5968 W Dry Creek Rd, Healdsburg, CA 95448
  • 199 Bailhache Ave, Healdsburg, CA 95448

    $865,000

    Sold May 15, 2026

    199 Bailhache Ave, Healdsburg, CA 95448

    • 3 Beds
    • 2.5 Baths
    • 1,143 Sq Ft
    • Built 1972

    Last Sold Summary

    • $757/SF
    • 217 Days On Market

    Current Estimated Value $887,114

    Last Listing Agent Haley Skerrett Compass

    199 Bailhache Ave, Healdsburg, CA 95448
    • 113 Smith Ct, Healdsburg, CA 95448

      Est $1,317,251

      Not Listed For Sale

      113 Smith Ct, Healdsburg, CA 95448

      • 3 Beds
      • 2 Baths
      • 1,478 Sq Ft
      • Built 1979
      113 Smith Ct, Healdsburg, CA 95448

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Kaaren Atkin Inactive Office

  • Unlisted Address

    $6,975,000

    $1M PRICE DROP Pending
    • 4 Beds
    • 6 Baths
    • 6,167 Sq Ft

    Unlisted Address

    Perched atop a sun-kissed knoll in the rolling hills of Healdsburg just minutes from the famed Plaza, this breathtaking gated estate radiates the timeless romance of the Italian countryside. Sweeping 360 views of vine-draped valleys and golden hills create a setting straight from a Tuscan dream. The main residence is a harmonious blend of rustic charm and modern luxury, with warm stucco walls,

    Linda Farwell Compass

    Unlisted Address
  • 104 Village Oaks Ct, Healdsburg, CA 95448

    $985,000

    Sold Apr 20, 2026

    104 Village Oaks Ct, Healdsburg, CA 95448

    • 4 Beds
    • 2.5 Baths
    • 2,190 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $450/SF
    • 13 Days On Market

    Current Estimated Value $1,008,664

    Last Listing Agent Shannon Deschler Compass

    104 Village Oaks Ct, Healdsburg, CA 95448
    • 119 Smith Ct, Healdsburg, CA 95448

      Est $1,506,051

      Not Listed For Sale

      119 Smith Ct, Healdsburg, CA 95448

      • 3 Beds
      • 2 Baths
      • 1,603 Sq Ft
      • Built 1979
      119 Smith Ct, Healdsburg, CA 95448

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Ann Amtower Compass

  • 8148 D St, Windsor, CA 95492
    8148 D St, Windsor, CA 95492
    8148 D St, Windsor, CA 95492
    /30

    $129,900

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    8148 D St, Windsor, CA 95492

    Motivated Seller - Great price improvement. Welcome to Windsor Mobile Country Club, an inviting 55+ community. This refreshed two-bed, two-bath home is approximately 1344 square feet and features exterior and interior improvements. There is a welcoming, spacious living room, a kitchen with ample cabinetry and counter space, and a breakfast counter. Directly off the kitchen is a dining room,

    Berni Baxter Coldwell Banker Realty

    8148 D St, Windsor, CA 95492

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