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The buying timeline

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3 beds With a pool

4 Bedroom Homes in Healdsburg, CA — Page 2

32 listings

4 Bedroom Homes in Healdsburg, CA

4 Bedroom Homes in Healdsburg, CA

8 of 32 Listings

4 Bedroom Homes in Healdsburg, CA

8 of 32 Listings

86Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01840925

$4,495,000

4 bd · 4 ba · 5,992 sqft

5143 Dry Creek Road, Healdsburg, CA

Jeffrey M Bounsall · Coldwell Banker Realty

$4,195,000

4 bd · 4 ba · 3,300 sqft

438 Matheson Street, Healdsburg, CA

Alain-Martin Pierret · Compass

$2,350,000

4 bd · 4 ba · 3,850 sqft

1017 Westside Road, Healdsburg, CA

Ryan Anderton · Sonoma Realty Group

$2,795,000

4 bd · 5 ba · — sqft

280 Long Acres Place, Healdsburg, CA

Samantha Marquis · Compass

$8,400,000

4 bd · 6 ba · 5,642 sqft

175 Sycamore Court, Healdsburg, CA

Curtis L Tischler · Sagepoint Real Estate Company Inc.

$740,000

4 bd · 4 ba · 3,129 sqft

6165 W Dry Creek Road, Healdsburg, CA

Maxx Rifkin · Pacaso Inc

$3,295,000

4 bd · 5 ba · 2,800 sqft

620 Brown Street, Healdsburg, CA

Kellie Larson · Luxe Places International Realty

Price Reduced63Active

$5,685,000

4 bd · 5 ba · 3,132 sqft

160 Woodlands Drive SE, Healdsburg, CA

Curtis L Tischler · Sagepoint Real Estate Company Inc.

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Homes with a Pool

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

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01840925

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, 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

Healdsburg housing market

September 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 10 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 16, 2026

Median sale price: $1,602,000$1,117,500–$2,686,000 typical range
Sales: 10
Paid in cash: 60.0%

Homes on the market · MLS, as of Sep 27, 2026

Median list price: $1,997,250
Homes for sale: 112

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 88.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 1,652 sq. ft.