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Chatham, MA Homes for Sale — Page 3 | Realty.com

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Homes for Sale in Chatham, MA

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17 of 87 Listings

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17 of 87 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

47Active
$4,950,000
4 bd · 5 ba · 5,371 sqft
15 Bay Lane, Chatham, MA
Chris Rhinesmith · Compass Massachusetts, LLC
39Active
$4,200,000
3 bd · 3 ba · 2,418 sqft
30 Indian Trail, Chatham, MA
Chris Rhinesmith · Compass Massachusetts, LLC
Price Reduced42Active
$2,850,000
3 bd · 3 ba · 2,205 sqft
336 Stage Island Rd, Chatham, MA

Price Reduced54Active
$2,950,000
4 bd · 4 ba · 3,978 sqft
60 Harbor Hill Road, Chatham, MA
Jacquelyn I Casey · Shore Road Realty
Price Reduced59Active
$4,295,000
4 bd · 4 ba · 4,967 sqft
38 Indian Trail, Chatham, MA
Lori Jurkowski · Christie's International Real Estate Atlantic Brokerage
Price Reduced62Active
$5,750,000
5 bd · 5 ba · 4,060 sqft
70 Judges Way, Chatham, MA
Lori Jurkowski · Christie's International Real Estate Atlantic Brokerage
Price Reduced16Active
$699,999
— bd · 1 ba · 600 sqft
1772 Main Street, Chatham, MA
Erin Terkelsen · LPT Realty
20Active
$12,999,900
4 bd · 7 ba · 6,234 sqft
157 Bridge Street, Chatham, MA
The Grattan Group · Christie's International Real Estate Atlantic Brokerage
28Active
$475,000
2 bd · 1 ba · 869 sqft
109 Misty Meadow Ln # 4, Chatham, MA
Price Reduced93Active
$5,850,000
5 bd · 6 ba · 5,620 sqft
15 Windy Hill Way, Chatham, MA
Timothy P Bailey · John C Ricotta & Assoc.
26Active
$4,250,000
4 bd · 6 ba · 3,980 sqft
222 Barcliff, Chatham, MA
34Active
$4,500,000
4 bd · 4 ba · 2,850 sqft
346 Morris Island Road, Chatham, MA
Chris Rhinesmith · Compass Massachusetts, LLC
29Active
$4,250,000
4 bd · 6 ba · 3,980 sqft
222 Barcliff Avenue, Chatham, MA
Lori L Fanning Smith · Compass Massachusetts, LLC
Price Reduced48Active
$1,280,000
3 bd · 2 ba · 2,278 sqft
243 Crowell Road, Chatham, MA
Michael Hall · William Raveis Real Estate & Home Services
11Active
$4,499,900
3 bd · 7 ba · 5,820 sqft
33 Crowell Road, Chatham, MA
The Grattan Group · Christie's International Real Estate Atlantic Brokerage
Price Reduced42Active
$4,500,000
6 bd · 7 ba · 5,721 sqft
48 Sylvan Way, Chatham, MA
Price Reduced38Active
$2,295,000
3 bd · 3 ba · 3,504 sqft
41 Court St, Chatham, MA

1 2 3 4

Listing data & MLS disclosures

Cape Cod & Islands Association of REALTORS: The data relating to real estate for sale on this site comes from the Broker Reciprocity of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than the brokerage firm owning this website are marked with the IDX Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor the brokerage firm owning this website shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. All properties are subject to prior sale, changes, or withdrawal. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All Rights Reserved.
MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-09-04 07:05:00 UTC

Chatham housing market

July 2026

Selling at 98.2% of asking price

Buyers here are paying below asking. MLS · 17 sales · as of Jul 31, 2026

Homes that sold · County records, as of Jul 31, 2026

Median sale price: $1,495,000$1,050,000–$2,722,500 typical range
Price per sq. ft.: $662
Sales: 19
Paid in cash: 57.9%

Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

Median list price: $2,995,000
Homes for sale: 54
Median days on market: 12 days

Price trend · Assessor repeat sales, as of Jul 31, 2026

Year-over-year: 3.1%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026

Median home size: 1,890 sq. ft.

Chatham, MA community profile

Area: 16.7 sq. mi.

Source: HJN community data

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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

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.

Listing data & MLS disclosures

Cape Cod & Islands Association of REALTORS: The data relating to real estate for sale on this site comes from the Broker Reciprocity of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than the brokerage firm owning this website are marked with the IDX Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor the brokerage firm owning this website shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. All properties are subject to prior sale, changes, or withdrawal. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All Rights Reserved.
MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-09-04 07:05:00 UTC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

New construction
With a pool

Nearby areas

ZIP codes

02633 (76)
02631 (67)
02601 (64)
02642 (54)
02653 (54)
02675 (52)
02664 (51)
02673 (50)

Cities

Barnstable (94)
Dennis (74)
Yarmouth (70)
Brewster (67)
Orleans (56)
Eastham (53)
Wellfleet (49)
Harwich (45)

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Chatham, MA community profile

Area: 16.7 sq. mi.

Source: HJN community data

Chatham housing market

July 2026

Selling at 98.2% of asking price

Buyers here are paying below asking. MLS · 17 sales · as of Jul 31, 2026

Homes that sold · County records, as of Jul 31, 2026

Median sale price: $1,495,000$1,050,000–$2,722,500 typical range
Price per sq. ft.: $662
Sales: 19
Paid in cash: 57.9%

Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

Median list price: $2,995,000
Homes for sale: 54
Median days on market: 12 days

Price trend · Assessor repeat sales, as of Jul 31, 2026

Year-over-year: 3.1%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026

Median home size: 1,890 sq. ft.

Nearby areas

ZIP codes

02633 (76)
02631 (67)
02601 (64)
02642 (54)
02653 (54)
02675 (52)
02664 (51)
02673 (50)

Cities

Barnstable (94)
Dennis (74)
Yarmouth (70)
Brewster (67)
Orleans (56)
Eastham (53)
Wellfleet (49)
Harwich (45)