Healdsburg, CA Homes

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  /32

  $1,795,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  10957 Westside Rd, Healdsburg, CA 95448

  Off-Grid Oasis | 75+/- Acres of Serenity & Self-Sufficiency. Escape to this rare 75-acre off-grid sanctuary with sweeping views of Black Mountain and beyond. Designed for sustainable, multi-family living, the property features a spacious main home with an open floor plan, large view deck, and BBQ area ideal for outdoor entertaining. A separate guest house offers privacy for visitors or extended

  

  Heidi Faulkner

  Artisan Sotheby's Int'l Realty

  

  10957 Westside Rd, Healdsburg, CA 95448
• Explore Healdsburg

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  /6

  Starting at $2,176 Per Month

  • 1 - 3 Beds

  80 Dovetail Ln, Healdsburg, CA 95448

  Bowman Place is a brand new 53-unit 100% affordable housing development in Healdsburg with 18 one-bedroom, 24 two-bedroom and 11 three-bedroom apartments. Located at 1830 & 1840 Boxheart Drive in Healdsburg, these new homes are conveniently located to shopping, services, schools and recreation!

  Bowman Place

  

  80 Dovetail Ln, Healdsburg, CA 95448
• 

  $3,030,000

  Sold Aug 08, 2025

  522 Tucker St, Healdsburg, CA 95448

  • 3 Beds
  • 4 Baths
  • 2,741 Sq Ft

  Last Sold Summary

  • $1,105/SF
  • 113 Days On Market

  Current Estimated Value $2,980,855

  Last Listing Agent Sheryl Morgensen Sotheby's International Realty

  

  522 Tucker St, Healdsburg, CA 95448
• 

  Not Listed For Sale

  2011 Madrone Ave, Healdsburg, CA 95448

  • 2 Beds
  • 1 Bath
  • 614 Sq Ft
  • Built 1953

  

  2011 Madrone Ave, Healdsburg, CA 95448

  Last Sold Summary

  • 194 Days On Market

  Last Listing Agent Mike Downes Vanguard Properties
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  /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
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  /10

  Starting at $1,949 Per Month

  • 1 - 3 Beds

  1260 Grove St, Healdsburg, CA 95448

  Our beautiful property was built in 2018 and was recently awarded a gold nugget for architecture in the affordable housing category. LOCATION, LOCATION, LOCATION!!! Healdsburg is one of the biggest travel destinations in the world and we are a quick walk or bike ride to the delicious culinary treats and world-class wineries of the Dry Creek, Alexander and Russian River Valleys. Enjoy

  Citrine Apartments

  

  1260 Grove St, Healdsburg, CA 95448
• 

  $515,000

  Sold Aug 05, 2026

  779 Bob Crosby Way, Windsor, CA 95492

  • 1 Bed
  • 1 Bath
  • 707 Sq Ft
  • Built 1999

  Last Sold Summary

  • 6% Below List Price
  • $728/SF
  • 46 Days On Market

  Current Estimated Value $506,301

  Last Listing Agent Elaine Nealley Coldwell Banker Realty

  

  779 Bob Crosby Way, Windsor, CA 95492
• 

  Est $2,867,339

  Not Listed For Sale

  9512 W Dry Creek Rd, Healdsburg, CA 95448

  • 2 Beds
  • 2 Baths
  • 1,365 Sq Ft
  • Built 1908

  

  9512 W Dry Creek Rd, Healdsburg, CA 95448

  Last Sold Summary

  • 128 Days On Market

  Last Listing Agent Eric Drew Healdsburg Sotheby's Internati
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  /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
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  /20

  $12,000

  Total Monthly Price

  • 3 Beds
  • 3 Baths
  • 2,615 Sq Ft
  • Condo for Rent

  870 Fitch View Ln Unit SI ID1538705P, Healdsburg, CA 95448

  The advertised rate of $12,000/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 4, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  870 Fitch View Ln Unit SI ID1538705P, Healdsburg, CA 95448
• 

  $1,685,000

  Sold Oct 24, 2025

  14771 Mcdonough Heights Rd, Healdsburg, CA 95448

  • 3 Beds
  • 2 Baths
  • 1,729 Sq Ft
  • Built 1954

  Last Sold Summary

  • $975/SF
  • 14 Days On Market

  Current Estimated Value $1,645,304

  Last Listing Agent Grace Lucero Vanguard Properties

  

  14771 Mcdonough Heights Rd, Healdsburg, CA 95448
• 

  Est $907,577

  Not Listed For Sale

  619 Larkspur Dr, Healdsburg, CA 95448

  • 3 Beds
  • 2.5 Baths
  • 1,492 Sq Ft
  • Built 2013

  

  619 Larkspur Dr, Healdsburg, CA 95448

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent John Dayton Dayton & Tremont Real Estate
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  /51

  $1,995,000

  Open Sun 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  317 Alexander Valley Rd, Healdsburg, CA 95448

  Set on approximately 4.62 acres along desirable Alexander Valley Road, this versatile wine country property offers a rare combination of usable land, multiple living spaces, and functional improvements. The mostly level parcel features a small old vine Zinfandel vineyard with room for potential expansion, along with ample space for gardens, animals, or additional agricultural use. The main

  Kellie Larson Luxe Places International

  

  317 Alexander Valley Rd, Healdsburg, CA 95448
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  /20

  $8,785

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,603 Sq Ft
  • Condo for Rent

  600 Dry Creek Rd Unit SI ID1538716P, Healdsburg, CA 95448

  The advertised rate of $8,785/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 8, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed

  600 Dry Creek Rd Unit SI ID1538716P, Healdsburg, CA 95448
• 

  $150,000

  Sold Mar 30, 2026

  0 None, Healdsburg, CA 95448

  • Land
  • 8 Acres
  • $18,750 per Acre

  Last Sold Summary

  • 23% Below List Price
  • 81 Days On Market

  Current Estimated Value $941,333

  Last Listing Agent Eric Drew Healdsburg Sotheby's Internati

  

  0 None, Healdsburg, CA 95448
• 

  Est $1,357,603

  Not Listed For Sale

  5750 Palmer Creek Rd, Healdsburg, CA 95448

  • 3 Beds
  • 2 Baths
  • 2,041 Sq Ft
  • Built 2002

  

  5750 Palmer Creek Rd, Healdsburg, CA 95448

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent David Hunt Sonoma Realty Group
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  /41

  $779,000

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  333 Orangewood Dr, Healdsburg, CA 95448

  Discover a sophisticated retreat at 333 Orangewood, a home that perfectly captures the essence of refined Wine Country living. Situated in Healdsburg's most desirable 55+ community, this single-story residence has been completely reimagined with a focus on modern comfort and timeless style. This property occupies a premium position, facing the serene open space and offering a sense of privacy and

  Ryan Styles Engel & Völkers Sonoma

  

  333 Orangewood Dr, Healdsburg, CA 95448
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  /20

  $4,507

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 893 Sq Ft
  • Condo for Rent

  9410 Chalk Hill Rd Unit SI ID1538699P, Healdsburg, CA 95448

  The advertised rate of $4,508/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 10, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  9410 Chalk Hill Rd Unit SI ID1538699P, Healdsburg, CA 95448
• 

  $945,000

  Sold Feb 24, 2026

  1158 Hillside Dr, Healdsburg, CA 95448

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft
  • Built 1977

  Last Sold Summary

  • $833/SF
  • 4 Days On Market

  Current Estimated Value $958,632

  Last Listing Agent Michael Tremont Dayton & Tremont Real Estate

  

  1158 Hillside Dr, Healdsburg, CA 95448
• 

  Est $1,751,087

  Not Listed For Sale

  8909 Mill Creek Rd, Healdsburg, CA 95448

  • 2 Beds
  • 2 Baths
  • 1,153 Sq Ft
  • Built 2016

  

  8909 Mill Creek Rd, Healdsburg, CA 95448

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Caroline Johnson The Agency
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  /35

  $740,000

  • 4 Beds
  • 4 Baths
  • 3,129 Sq Ft

  6165 W Dry Creek Rd, Healdsburg, CA 95448

  New co-ownership opportunity by Pacaso: Own one-eighth this professionally managed, turnkey home. Olive Grove is set along a private driveway on West Dry Creek Road in Healdsburg, where ancient olive and fruit trees frame the approach to a renovated hillside compound. The board and batten exterior with a metal roof reads as modern and grounded against the surrounding hillside, with a main

  Maxx Rifkin Pacaso Inc

  

  6165 W Dry Creek Rd, Healdsburg, CA 95448
• 

  

  /18

  $2,950 Per Month

  • Studio
  • 1 Bath
  • 450 Sq Ft
  • House for Rent

  8330 Chalk Hill Rd, Healdsburg, CA 95448

  Property Id: 973068 Stunning views of vineyards and sun sets await you at this paradise on top of a hill. Fully furnished one king bedroom, bathroom, and sitting area along with a kitchenette with access to washer dryer. Gorgeous furnishings that are brand new. High speed free STARLINK for wifi included! Secure location adjoining a large home in a gated estate. EMAIL TODAY FOR

  8330 Chalk Hill Rd, Healdsburg, CA 95448
• 

  $3,045,000

  Sold Apr 15, 2026

  9981 W Dry Creek Rd, Healdsburg, CA 95448

  • 3 Beds
  • 2.5 Baths
  • 3,344 Sq Ft
  • Built 2003

  Last Sold Summary

  • $911/SF
  • 324 Days On Market

  Current Estimated Value $2,909,186

  Last Listing Agent Alain-Martin Pierret Compass

  

  9981 W Dry Creek Rd, Healdsburg, CA 95448
• 

  Est $1,614,862

  Not Listed For Sale

  2859 Wallace Creek Rd, Healdsburg, CA 95448

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1947

  

  2859 Wallace Creek Rd, Healdsburg, CA 95448

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Grace Lucero Vanguard Properties
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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
• 

  

  /20

  $4,250 Per Month

  • 2 Beds
  • 2 Baths
  • 1,362 Sq Ft
  • House for Rent

  1296 Orchard St, Healdsburg, CA 95448

  Property Id: 2773785 Tucked onto a prime corner lot in a desirable 55+ community of Healdsburg, this beautifully updated two-bedroom single-level home offers comfort, charm, and easy living. Mature fruit trees, a spacious backyard, and a lovely patio shaded by a majestic redwood create an idyllic outdoor retreat. A serene community greenbelt behind the home means no neighbors, just peace and

  1296 Orchard St, Healdsburg, CA 95448
• 

  $650,000

  Sold Mar 13, 2026

  147 Quarry Ridge, Healdsburg, CA 95448

  • 3 Beds
  • 1.5 Baths
  • 1,484 Sq Ft
  • Built 2000

  Last Sold Summary

  • $438/SF
  • 28 Days On Market

  Current Estimated Value $653,080

  Last Listing Agent Shannan Luft Coldwell Banker Realty

  

  147 Quarry Ridge, Healdsburg, CA 95448
• 

  /2

  Est $2,088,667

  Not Listed For Sale

  320 East St, Healdsburg, CA 95448

  • Studio
  • 1 Bath
  • 13,000 Sq Ft

  320 East St, Healdsburg, CA 95448
• 

  

  /52

  $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
• 

  

  /20

  $26,879

  Total Monthly Price

  • 4 Beds
  • 4 Baths
  • Condo for Rent

  2234 Lytton Springs Rd Unit SI ID1538722P, Healdsburg, CA 95448

  The advertised rate of $26,879/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 4, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  2234 Lytton Springs Rd Unit SI ID1538722P, Healdsburg, CA 95448
• 

  $270,000

  Sold Aug 22, 2025

  8107 B St, Windsor, CA 95492

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1996

  Last Sold Summary

  • $208/SF
  • 129 Days On Market

  Last Listing Agent Danielle Willis Keller Williams Realty

  

  8107 B St, Windsor, CA 95492
• 

  Not Listed For Sale

  610 Aspen Way, Windsor, CA 95492

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • Built 1977

  

  610 Aspen Way, Windsor, CA 95492

  Last Sold Summary

  • 93 Days On Market

  Last Listing Agent August Schmitt August Schmitt Realty Solution
• 

  

  /35

  $829,000

  • 5 Beds
  • 5 Baths
  • 2,415 Sq Ft

  2252 W Dry Creek Rd, Healdsburg, CA 95448

  New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. The Hollow occupies 3.3 acres on West Dry Creek Road in Healdsburg, where the H-shaped single-level floor plan and distinctive butterfly roof give the property an architectural identity that stands apart in Dry Creek Valley. The sustainable design integrates natural materials and passive light

  Maxx Rifkin Pacaso Inc

  

  2252 W Dry Creek Rd, Healdsburg, CA 95448
• 

  

  /50

  $4,995 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,558 Sq Ft
  • House for Rent

  4980 Dry Creek Rd, Healdsburg, CA 95448

  Escape to the tranquility of 4980 Dry Creek Road, where the beauty of Wine Country surrounds you, yet you're just minutes from the vibrant Healdsburg Plaza with its acclaimed restaurants, boutique shopping, wine tasting, and summer concerts in the park. Nestled in the heart of the prestigious Dry Creek Valley, surrounded by hundreds of acres of vineyards and world-class wineries, this exceptional

  Logan and Yvonne Adams Coldwell Banker Realty

  

  4980 Dry Creek Rd, Healdsburg, CA 95448
• 

  $9,400,000

  Sold Jun 16, 2026

  13000 Los Amigos Rd, Healdsburg, CA 95448

  • Land
  • 1,260.42 Acres
  • $7,458 per Acre

  Last Sold Summary

  • 111 Days On Market

  Last Listing Agent Douglas Swanson Swanson Real Property, Inc

  

  13000 Los Amigos Rd, Healdsburg, CA 95448
• 

  Not Listed For Sale

  7301 California 128, Healdsburg, CA 95448

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft

  

  7301 California 128, Healdsburg, CA 95448

  Last Sold Summary

  • 417 Days On Market

  Last Listing Agent JoAnn Bursick Vanguard Properties
• 

  

  /20

  $7,900,000

  Pre-Foreclosure

  • 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

  5285 Westside Rd, Healdsburg, CA 95448
• 

  

  /26

  $12,800 Per Month

  • 4 Beds
  • 3 Baths
  • Gorgeous 4BR/3BA Single Family Home in the heart of Sonoma Wine Country, Pool, Deck, Pickle Ball ...

  14950 Chalk Hill Rd, Healdsburg, CA 95448

  Single Story 4BR/3BA Single Family Home* $12,800/month annual lease* Furnished* 6 acres of land* Swimming pool* Deck* Pizza oven* Hot tub* Fireplace* Laundry room* Air conditioning* Parking* Garden* Pickle Ball court* Badminton court* Bocce ball court* Horse corral* Creek* Short term lease available, 30 days minimum*

  14950 Chalk Hill Rd, Healdsburg, CA 95448
• 

  $199,000

  Sold Mar 24, 2026

  8109 B St, Windsor, CA 95492

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1990

  Last Sold Summary

  • $173/SF
  • 47 Days On Market

  Last Listing Agent Kathleen Munoz eXp Realty of California, Inc

  

  8109 B St, Windsor, CA 95492
• 

  Not Listed For Sale

  830 Joshua Dr, Windsor, CA 95492

  • 2 Beds
  • 2 Baths
  • 1,780 Sq Ft
  • Built 1985

  

  830 Joshua Dr, Windsor, CA 95492

  Last Sold Summary

  • 87 Days On Market

  Last Listing Agent Mari Giblin Century 21 Epic

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