7,264

Healdsburg, CA Homes

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  • /37

    $1,175,000

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    824 Prince Ave, Healdsburg, CA 95448

    Downtown Healdsburg Gem | Blocks to Healdsburg Plaza Location is everything, but privacy is the ultimate luxury. Tucked back from the street, this 3-bedroom, 2-bathroom residence offers an unexpected level of seclusion and quiet just blocks from the Healdsburg Plaza and everything it has to offer. The interior is defined by an effortless, open-concept flow. The kitchen offers a versatile layout

    Jordan Oedewaldt Vanguard Properties

    824 Prince Ave, Healdsburg, CA 95448
  • 384 Arabian Way, Healdsburg, CA 95448

    $1,275,000

    Sold Mar 17, 2026

    384 Arabian Way, Healdsburg, CA 95448

    • 4 Beds
    • 3.5 Baths
    • 2,296 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Above List Price
    • $555/SF
    • 38 Days On Market

    Current Estimated Value $1,270,782

    Last Listing Agent Larry Tristano Golden Gate Sotheby's

    384 Arabian Way, Healdsburg, CA 95448
  • B Mason St, Healdsburg, CA 95448

    $755,000

    $30K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,476 Sq Ft

    B Mason St, Healdsburg, CA 95448

    Just put back on the market after repairing all Section 1 items on pest report, including a brand new composition roof! Discover this inviting 3-bedroom, 2-bath single-level home tucked away on a private flag lot, offering a peaceful retreat just minutes from downtown Healdsburg. This move-in ready property combines comfort and convenience, featuring a spacious two-car garage plus extra parking

    Eric Ziedrich The Agency

    B Mason St, Healdsburg, CA 95448
  • 423 Matheson St, Healdsburg, CA 95448

    $2,900,000

    Sold Apr 21, 2026

    423 Matheson St, Healdsburg, CA 95448

    • 3 Beds
    • 4 Baths
    • 3,696 Sq Ft
    • Built 1905

    Last Sold Summary

    • 1% Above List Price
    • $785/SF
    • 43 Days On Market

    Current Estimated Value $2,728,874

    Last Listing Agent Sheryl Morgensen Sotheby's International Realty

    423 Matheson St, Healdsburg, CA 95448
  • /18

    $3,499,000

    • Land
    • 23.03 Acres
    • $151,932 per Acre

    636 Dry Creek Rd, Healdsburg, CA 95448

    Set in the heart of Healdsburg's renowned Dry Creek Valley, this 23 acre parcel offers a rare blend of producing vineyard and estate-building potential. Thoughtfully planted between 2020 and 2023, the property features 21 acres of vines across a curated mix of Semillon, Sauvignon Blanc, Mourvedre, Syrah, and Grenache selected for its compatibility with the region's acclaimed terroir. Modern

    Grace Lucero Vanguard Properties

    636 Dry Creek Rd, Healdsburg, CA 95448
  • 442 Piper St, Healdsburg, CA 95448

    $1,150,000

    Sold Oct 17, 2025

    442 Piper St, Healdsburg, CA 95448

    • 3 Beds
    • 2 Baths
    • 1,663 Sq Ft
    • Built 1928

    Last Sold Summary

    • $692/SF
    • 130 Days On Market

    Current Estimated Value $1,079,675

    Last Listing Agent Robin Gordon The Agency

    442 Piper St, Healdsburg, CA 95448
  • /11

    $2,500,000

    • Land
    • 3.86 Acres
    • $647,668 per Acre

    705 Shiloh Rd, Windsor, CA 95492

    3.85 Acres Commercial Development Site | Freeway Visibility | Windsor, CA Offered at $2,500,000 Rare opportunity to acquire 3.85 acres of Gateway General Commercial land in the growing community of Windsor. The property is strategically positioned on the west side of U.S. Route 101 at the Shiloh Road interchange, offering excellent freeway exposure and convenient on/off ramp access. This flat and

    Paramjeet Singh Century 21 Select Real Estate

    705 Shiloh Rd, Windsor, CA 95492
  • 659 Red Tail Rd, Healdsburg, CA 95448

    $160,000

    Sold Dec 01, 2025

    659 Red Tail Rd, Healdsburg, CA 95448

    • Land
    • 1.09 Acres
    • $146,789 per Acre

    Last Sold Summary

    • 110 Days On Market

    Last Listing Agent Eileen Morelli Keller Williams Realty

    659 Red Tail Rd, Healdsburg, CA 95448
  • /33

    $1,900,000

    • Land
    • 5.32 Acres
    • $357,143 per Acre

    283 Clear Ridge Dr, Healdsburg, CA 95448

    3 Legal Lots make up this one parcel of 5.3+ acres. Two lots have their own building envelopes, and the ridge top lot (2 acres) has views, but not an established building envelope. The surrounding acreage has gorgeous natural landscape settings; mountain and valley and a seasonal pond views. Hiking trails are close by to enjoy the Healdsburg Ridge Open Space Preserve. City utilities available.

    John Torres The Agency

    283 Clear Ridge Dr, Healdsburg, CA 95448
  • 97 Kennedy Ln Unit 26, Healdsburg, CA 95448

    $300,000

    Sold Apr 13, 2026

    97 Kennedy Ln Unit 26, Healdsburg, CA 95448

    • 3 Beds
    • 2 Baths
    • 1,097 Sq Ft

    Last Sold Summary

    • 14% Below List Price
    • $273/SF
    • 9 Days On Market

    Last Listing Agent John Hendricks Coldwell Banker Realty

    97 Kennedy Ln Unit 26, Healdsburg, CA 95448
  • /42

    $1,400,000

    • 2 Beds
    • 2.5 Baths
    • 1,409 Sq Ft

    2563 Mill Creek Rd, Healdsburg, CA 95448

    Eight minutes from the Healdsburg plaza, Mill Creek Road gives way to a forest canopy and the kind of quiet that makes you exhale. That's the setting for 2563 & 2560 Mill Creek Rd combined to offer an almost 1 acre property, modern designed 2 bedroom, 2.5 bathroom 1,409 sqft home, genuine nature immersion, and one of the most compelling income opportunities in Healdsburg today. A striking modern

    Jonathan Bruington W Real Estate

    2563 Mill Creek Rd, Healdsburg, CA 95448
  • 2843 Wright Ranch Ln, Healdsburg, CA 95448

    $7,900,000

    Sold Jun 22, 2026

    2843 Wright Ranch Ln, Healdsburg, CA 95448

    • 4 Beds
    • 3.5 Baths
    • 4,288 Sq Ft
    • Built 2017

    Last Sold Summary

    • 7% Below List Price
    • $1,842/SF
    • 98 Days On Market

    Current Estimated Value $8,224,543

    Last Listing Agent Kevin McDonald Sotheby's International Realty

    2843 Wright Ranch Ln, Healdsburg, CA 95448
  • /58

    $7,500,000

    $6M PRICE DROP
    • 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
  • 1501 Grove St, Healdsburg, CA 95448

    $1,575,000

    Sold Nov 12, 2025

    1501 Grove St, Healdsburg, CA 95448

    • Land
    • 1.54 Acres
    • $1,020,276 per Acre

    Last Sold Summary

    • 275 Days On Market

    Current Estimated Value $1,560,535

    Last Listing Agent Carole Sauers Golden Gate Sotheby's

    1501 Grove St, Healdsburg, CA 95448
  • /30

    $5,400,000

    $300K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,629 Sq Ft

    991 Grove St, Healdsburg, CA 95448

    A striking example of modern Wine Country architecture, this custom-designed residence offers a refined balance of luxury with a commitment to design integrity, enduring quality, and livability in downtown Healdsburg. A soaring living room with walls of glass is anchored by a dramatic Shou Sugi Ban fireplace, while a sculptural glass-and-metal staircase and wide-plank white oak floors elevate the

    Sheryl Morgensen Sotheby's International Realty

    991 Grove St, Healdsburg, CA 95448
  • 9440 Mill Creek Rd, Healdsburg, CA 95448

    $620,000

    Sold Jun 09, 2026

    9440 Mill Creek Rd, Healdsburg, CA 95448

    • Land
    • 36.71 Acres
    • $16,889 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 17 Days On Market

    Current Estimated Value $696,000

    Last Listing Agent Robi McMinn Luxe Places International

    9440 Mill Creek Rd, Healdsburg, CA 95448
  • /58

    $7,900,000

    • 10 Beds
    • 10.5 Baths

    25 W Grant St, Healdsburg, CA 95448

    Exceptional opportunity to own an established 10-room inn in the heart of internationally acclaimed Healdsburg, Sonoma County. Set on over an acre, this inviting property blends timeless charm with modern comfort. Guests enjoy serene garden settings, welcoming common areas and a short walk to the vibrant town plaza offering boutique shops, art galleries, acclaimed restaurants and wine tasting. As

    Diana Blakeley Wine Country Real Estate

    25 W Grant St, Healdsburg, CA 95448
  • 1000 Borel Rd, Healdsburg, CA 95448

    $525,000

    Sold Oct 27, 2025

    1000 Borel Rd, Healdsburg, CA 95448

    • Land
    • 33,976 Sq Ft
    • $673,077 per Acre

    Last Sold Summary

    • 147 Days On Market

    Current Estimated Value $685,063

    Last Listing Agent Jonathan Bruington W Real Estate

    1000 Borel Rd, Healdsburg, CA 95448
  • /60

    $5,495,000

    • 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
  • 11988 Windy Hollow Ln, Healdsburg, CA 95448

    $160,000

    Sold Sep 05, 2025

    11988 Windy Hollow Ln, Healdsburg, CA 95448

    • Land
    • 1.09 Acres
    • $146,789 per Acre

    Last Sold Summary

    • 62 Days On Market

    Last Listing Agent Jonathan Bruington W Real Estate

    11988 Windy Hollow Ln, Healdsburg, CA 95448
  • /62

    $5,685,000

    $810K PRICE DROP
    • 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 Sagepoint Real Estate Company

    160 Woodlands Dr, Healdsburg, CA 95448
  • 231 Poppy Hill Dr, Healdsburg, CA 95448

    $3,000,000

    Sold Aug 20, 2025

    231 Poppy Hill Dr, Healdsburg, CA 95448

    • 4 Beds
    • 3.5 Baths
    • 4,200 Sq Ft
    • Built 2006

    Last Sold Summary

    • $714/SF
    • 28 Days On Market

    Current Estimated Value $3,426,626

    Last Listing Agent Ann Amtower Compass

    231 Poppy Hill Dr, Healdsburg, CA 95448
  • /21

    $1,495,000

    • Land
    • 213 Acres
    • $7,019 per Acre

    7781 Mill Creek Rd, Healdsburg, CA 95448

    Expansive Wine Country Getaway offering serenity & seclusion ~ This ranch spans 213+/- Acres in 2 Parcels ~ A 3rd Parcel of 254+/- Acres is offered at $795,000 ~ The home site offers 360-degree views that stretch to Mount St. Helena and beyond ~ Great Solar Power Exposure Site ~ Surrounded by hills and breathtaking vistas, every moment here feels like a painting coming to life ~ Privacy is

    Martin Humphrey Healdsburg Sotheby's Internati

    7781 Mill Creek Rd, Healdsburg, CA 95448
  • 433 Tee Ct, Healdsburg, CA 95448

    $2,850,000

    Sold Jun 16, 2026

    433 Tee Ct, Healdsburg, CA 95448

    • 4 Beds
    • 3.5 Baths
    • 4,000 Sq Ft
    • Built 1995

    Last Sold Summary

    • 11% Below List Price
    • $712/SF
    • 83 Days On Market

    Current Estimated Value $3,121,409

    Last Listing Agent John Dayton Dayton & Tremont Real Estate

    433 Tee Ct, Healdsburg, CA 95448
  • /35

    $655,000

    Open Sun 1PM - 3PM $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 955 Sq Ft

    200 Foss Creek Cir Unit A, Healdsburg, CA 95448

    Experience the charm, convenience, and lifestyle of Healdsburg from Foss Creek Villas, a sought-after community just minutes from the downtown Plaza, renowned restaurants, tasting rooms, boutique shopping, parks, and the Foss Creek Pathway. This 2-bedroom, 2-bath condo offers a smart and inviting single-level layout designed for comfort, privacy, and everyday function. The heart of the home

    Kim Schubert Coldwell Banker Realty

    200 Foss Creek Cir Unit A, Healdsburg, CA 95448
  • 532 Matheson St, Healdsburg, CA 95448

    $1,485,000

    Sold Feb 24, 2026

    532 Matheson St, Healdsburg, CA 95448

    • 2 Beds
    • 1.5 Baths
    • 1,288 Sq Ft
    • Built 1880

    Last Sold Summary

    • $1,153/SF
    • 162 Days On Market

    Current Estimated Value $1,415,404

    Last Listing Agent Grace Lucero Vanguard Properties

    532 Matheson St, Healdsburg, CA 95448
  • /31

    $1,990,000

    • Land
    • 20.44 Acres
    • $97,358 per Acre

    3210 W Dry Creek Rd, Healdsburg, CA 95448

    Stay cool in this remarkable park-like setting, where a canopy of majestic redwoods, Douglas firs, black oaks, and madrone creates a naturally refreshing, 20-acre retreat. Perched above the Dry Creek Valley of Sonoma County, the northeast-facing orientation provides that the land remains cool and comfortable even as the valley below warms. From both building sites you'll enjoy breathtaking,

    Mary Kelley Healdsburg Sotheby's Internati

    3210 W Dry Creek Rd, Healdsburg, CA 95448

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