Healdsburg, CA Homes

• 

  

  

  /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
• 

  $6,500,000

  Sold Apr 10, 2026

  9110 Chalk Hill Rd, Healdsburg, CA 95448

  • 6 Beds
  • 5.5 Baths
  • 5,132 Sq Ft
  • Built 2023

  Last Sold Summary

  • $1,267/SF
  • 89 Days On Market

  Last Listing Agent Brooklyn Nordby Sotheby's International Realty

  

  9110 Chalk Hill Rd, Healdsburg, CA 95448
• 

  

  

  /54

  Est $847,447

  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
• 

  

  

  /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
• 

  $1,259,382

  Sold Dec 17, 2025

  1318 Crofton Ct, Healdsburg, CA 95448

  • 3 Beds
  • 2.5 Baths
  • 1,724 Sq Ft
  • Built 1986

  Last Sold Summary

  • 90% Below List Price
  • $730/SF
  • 9 Days On Market

  Current Estimated Value $1,120,869

  Last Listing Agent David Hunt Sonoma Realty Group

  

  1318 Crofton Ct, Healdsburg, CA 95448
• 

  Est $788,289

  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
• 

  

  /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
• 

  $6,200,000

  Sold Jan 29, 2026

  171 Sawmill Cir Unit 401, Healdsburg, CA 95448

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

  Last Sold Summary

  • $1,946/SF
  • 7 Days On Market

  Last Listing Agent Garrett Frakes Polaris Pacific

  

  171 Sawmill Cir Unit 401, Healdsburg, CA 95448
• 

  Est $795,103

  Not Listed For Sale

  340 Vineyard Dr, Healdsburg, CA 95448

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 1976

  

  340 Vineyard Dr, Healdsburg, CA 95448

  Last Sold Summary

  • 10 Days On Market
• 

  

  /45

  $475,000

  • Land
  • 72.7 Acres
  • $6,534 per Acre

  11311 Pine Flat Rd, Healdsburg, CA 95448

  HEALDSBURG, CA A sprawling 72-acre parcel of land at 11311 Pine Flat Road has been listed for sale, offering a rare opportunity to create a private sanctuary amidst the rolling hills of Sonoma County. With a diverse landscape of open meadows and mature timber, this property presents a blank canvas for a variety of ventures, from a grand estate home with breathtaking views to a tranquil

  Yovany Acosta

  11311 Pine Flat Rd, Healdsburg, CA 95448
• 

  $395,000

  Sold Dec 05, 2025

  37 Front St Unit E, Healdsburg, CA 95448

  • 3 Beds
  • 1.5 Baths
  • 1,288 Sq Ft
  • Built 1984

  Last Sold Summary

  • $307/SF
  • 83 Days On Market

  Current Estimated Value $462,058

  Last Listing Agent Michael Ferl W Real Estate

  

  37 Front St Unit E, Healdsburg, CA 95448
• 

  Est $681,791

  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
• 

  

  /62

  $2,500,000

  • 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
• 

  $2,500,000

  Sold Jul 21, 2025

  320 East St, Healdsburg, CA 95448

  • Land
  • 12,998 Sq Ft
  • $8,378,016 per Acre

  Last Sold Summary

  • 82 Days On Market

  Current Estimated Value $2,520,333

  Last Listing Agent Kellie Larson Luxe Places International

  

  320 East St, Healdsburg, CA 95448
• 

  Est $718,751

  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
• 

  

  /25

  $1,375,000

  $200K 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
• 

  $855,000

  Sold Jan 09, 2026

  1011 Grove St, Healdsburg, CA 95448

  • Land
  • 13,764 Sq Ft
  • $2,705,696 per Acre

  Last Sold Summary

  • 358 Days On Market

  Current Estimated Value $836,876

  Last Listing Agent Eric Drew Healdsburg Realty

  

  1011 Grove St, Healdsburg, CA 95448
• 

  Est $763,811

  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
• 

  

  /74

  $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
• 

  $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 $895,551

  Last Listing Agent Mary Curran Compass

  

  324 Vineyard Dr, Healdsburg, CA 95448
• 

  Est $847,736

  Not Listed For Sale

  1507 Oakleaf Ave, Healdsburg, CA 95448

  • 3 Beds
  • 2 Baths
  • 1,282 Sq Ft
  • Built 1965

  

  1507 Oakleaf Ave, Healdsburg, CA 95448

  Last Sold Summary

  • 0 Days On Market
• 

  

  /37

  $5,750,000

  $2M PRICE DROP

  • Land
  • 144.9 Acres
  • $39,683 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
• 

  $820,000

  Sold Jul 28, 2025

  116 Philip Dr, Healdsburg, CA 95448

  • 4 Beds
  • 2.5 Baths
  • 1,740 Sq Ft
  • Built 1997

  Last Sold Summary

  • $471/SF
  • 81 Days On Market

  Current Estimated Value $835,576

  Last Listing Agent Graham Sarasy Healdsburg Sotheby's Int'l Rea

  

  116 Philip Dr, Healdsburg, CA 95448
• 

  Est $1,265,802

  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
• 

  

  /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
• 

  

  /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 $2,926,500

  Last Listing Agent Georgina McInerney Compass

  330 Chiquita Rd, Healdsburg, CA 95448
• 

  Est $862,531

  Not Listed For Sale

  931 Bradley Ct, Healdsburg, CA 95448

  • 2 Beds
  • 2 Baths
  • 1,493 Sq Ft
  • Built 1966

  

  931 Bradley Ct, Healdsburg, CA 95448

  Last Sold Summary

  • 200 Days On Market
• 

  

  /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
• 

  $573,000

  Sold Jul 11, 2025

  1940 N Fitch Mountain Rd, Healdsburg, CA 95448

  • 2 Beds
  • 1 Bath
  • 938 Sq Ft
  • Built 1963

  Last Sold Summary

  • $611/SF
  • 76 Days On Market

  Current Estimated Value $609,944

  Last Listing Agent Diandra Grohmann Vanguard Properties

  

  1940 N Fitch Mountain Rd, Healdsburg, CA 95448
• 

  Est $2,429,443

  Not Listed For Sale

  816 Revel Rd, Healdsburg, CA 95448

  • 5 Beds
  • 6 Baths
  • 4,076 Sq Ft
  • Built 1990

  

  816 Revel Rd, Healdsburg, CA 95448

  Last Sold Summary

  • 27 Days On Market
• 

  

  /37

  $1,595,000

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

  327 Plaza St, Healdsburg, CA 95448

  Live, Invest, or Build Your Dream Home in Downtown Healdsburg - Exceptional opportunity in downtown Healdsburg. Located on a sought-after quiet dead-end street just blocks from the Healdsburg Plaza, this single-story duplex offers flexibility, income potential, and an unbeatable location. The property includes two units, each with a private yard and dedicated laundry. Unit 327 features 2

  Grace Lucero Vanguard Properties

  

  327 Plaza St, 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 $1,219,083

  Last Listing Agent Charlene Schnall Golden Gate Sotheby's

  

  228 Sun Ct, Healdsburg, CA 95448
• 

  Est $1,640,953

  Not Listed For Sale

  834 Josephine Ln, Healdsburg, CA 95448

  • 4 Beds
  • 2.5 Baths
  • 2,556 Sq Ft
  • Built 1956

  

  834 Josephine Ln, Healdsburg, CA 95448

  Last Sold Summary

  • 17 Days On Market
• 

  

  /30

  $785,000

  • 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
• 

  $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 $964,194

  Last Listing Agent Shelby Manoukian-Vyborny Compass

  

  4915 Mill Creek Rd, Healdsburg, CA 95448
• 

  

  /60

  $6,975,000

  $1M PRICE DROP

  • 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
• 

  $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 $1,928,286

  Last Listing Agent Ann Amtower Compass

  

  246 Zinfandel Rd, Healdsburg, CA 95448
• 

  Est $1,413,333

  Not Listed For Sale

  107 1st St, Healdsburg, CA 95448

  • 3 Beds
  • 3 Baths
  • 1,621 Sq Ft
  • Built 1956

  

  107 1st St, Healdsburg, CA 95448

  Last Sold Summary

  • 15 Days On Market
• 

  

  /30

  $149,900

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

  8148 D St, Windsor, CA 95492

  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, complete with a built-in

  Berni Baxter Coldwell Banker Realty

  

  8148 D St, Windsor, CA 95492

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