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3 bedsNew constructionWith a pool
5 Bedroom Homes in Healdsburg, CA
9 listings

5 Bedroom Homes in Healdsburg, CA

5 Bedroom Homes in Healdsburg, CA

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9 Listings
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5 Bedroom Homes in Healdsburg, CA

9 Listings

  1. 2252 W Dry Creek Road — photo35Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01840925

Call Thomas

$829,000

5 bd · 5 ba · 2,415 sqft

2252 W Dry Creek Road, Healdsburg, CA

Maxx Rifkin · Pacaso Inc

  • 1071 Trentadue Way — photoPrice Reduced20Active

    $1,999,500

    5 bd · 5 ba · 2,540 sqft

    1071 Trentadue Way, Healdsburg, CA

    Curtis L Tischler · Sagepoint Real Estate Company Inc.

  • 1212 N Fitch Mountain Road — photo86Active

    $3,450,000

    5 bd · 3 ba · 3,298 sqft

    1212 N Fitch Mountain Road, Healdsburg, CA

    Grace Lucero · Vanguard Properties

  • 109 Paul Wittke Drive — photo16Active

    $1,395,000

    5 bd · 4 ba · 2,831 sqft

    109 Paul Wittke Drive, Healdsburg, CA

    Kellie Larson · Luxe Places International Realty

  • 4395 Pine Flat Road — photo76Active

    $7,950,000

    5 bd · 6 ba · 6,925 sqft

    4395 Pine Flat Road, Healdsburg, CA

    Lisa A Albertson · Vanguard Properties

  • 801 Samantha Court — photo38Active

    $2,449,000

    5 bd · 4 ba · 5,012 sqft

    801 Samantha Court, Healdsburg, CA

    Samantha Marquis · Compass

  • 991 Grove Street — photo30Active

    $5,400,000

    5 bd · 5 ba · 5,629 sqft

    991 Grove Street, Healdsburg, CA

    Sheri Morgensen · Sotheby's International Realty

  • 983 Grove Street — photo48Active

    $5,900,000

    5 bd · 8 ba · 5,654 sqft

    983 Grove Street, Healdsburg, CA

    Sheri Morgensen · Sotheby's International Realty

  • 165 SW Sycamore Court — photo22Active

    $9,850,000

    5 bd · 7 ba · 5,584 sqft

    165 SW Sycamore Court, Healdsburg, CA

    Seth O Cotter · Ohana Realty Corp.

  • Explore Healdsburg homes

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    L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #01840925

    Call Thomas

    Listing data & MLS disclosures

    Bay Area Real Estate Information Services (BAREIS)
    Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information has not been verified, is not guaranteed, and is subject to change. Copyright 2026 Bay Area Real Estate Information Services, Inc. All rights reserved.
    San Francisco Association of REALTORS MLS
    The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the San Francisco Association of REALTORS®. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by brokerage firms other than Realty.com are indicated by detailed information about them such as the name of the listing firms. Information deemed reliable but not guaranteed. Copyright © 2026 San Francisco Association of REALTORS®. All Rights Reserved.

    Healdsburg housing market

    July 2026 · This period is still settling

    Selling at 96.6% of asking price

    Buyers here are paying below asking. MLS · 12 sales · as of Jul 20, 2026

    Homes on the market · MLS, as of Jul 21, 2026

    Median list price
    $1,995,000
    Homes for sale
    100

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

    Median home size
    1,628 sq. ft.

    Healdsburg, CA community profile

    Population
    11,237
    Median income
    $88,587
    Housing units
    5,121
    People per sq. mi.
    56.7
    Area
    198.3 sq. mi.

    Source: HJN community data