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Chatham, MA Homes for Sale & Real Estate

108 Homes for Sale

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Price CutPrice Drop: $95K
Photo 3 of Single family home for sale at 55 Winterset Dr, Chatham, MA 02633 | MLS# 73548377 | Listing updated on 2026-10-25Photo 1 of Single family home for sale at 55 Winterset Dr, Chatham, MA 02633 | MLS# 73548377 | Listing updated on 2026-10-25Photo 2 of Single family home for sale at 55 Winterset Dr, Chatham, MA 02633 | MLS# 73548377 | Listing updated on 2026-10-25

$2,295,000

Views: 13

Bedrooms: 4Bds

Bathrooms: 4Ba

Area: 4,072sqft

Single family home for sale

55 Winterset Dr, Chatham, MA 02633

Coldwell Banker Realty - Concord

Price CutPrice Drop: $124K
Photo 3 of Single family home for sale at 2118 Main St, Chatham, MA 02633 | MLS# 73585978 | Listing updated on 2026-10-20Photo 1 of Single family home for sale at 2118 Main St, Chatham, MA 02633 | MLS# 73585978 | Listing updated on 2026-10-20Photo 2 of Single family home for sale at 2118 Main St, Chatham, MA 02633 | MLS# 73585978 | Listing updated on 2026-10-20

$1,275,000

Views: 10

Bedrooms: 4Bds

Bathrooms: 3Ba

Area: 2,670sqft

Single family home for sale

2118 Main St, Chatham, MA 02633

Christie'S International Real Estate Atlantic Brokerage

Price CutPrice Drop: $55K
Photo 3 of Single family home for sale at 35 Duncan Ln, Chatham, MA 02633 | MLS# 73531412 | Listing updated on 2026-10-17Photo 1 of Single family home for sale at 35 Duncan Ln, Chatham, MA 02633 | MLS# 73531412 | Listing updated on 2026-10-17Photo 2 of Single family home for sale at 35 Duncan Ln, Chatham, MA 02633 | MLS# 73531412 | Listing updated on 2026-10-17

$1,195,000

Views: 13

Bedrooms: 3Bds

Bathrooms: 2Ba

Area: 2,176sqft

Single family home for sale

35 Duncan Ln, Chatham, MA 02633

Alliance Realty Advisors, Inc.

HotHot
Photo 3 of Single family home for sale at 764 Riverview Dr, Chatham, MA 02633 | MLS# 73586414 | Listing updated on 2026-10-14Photo 1 of Single family home for sale at 764 Riverview Dr, Chatham, MA 02633 | MLS# 73586414 | Listing updated on 2026-10-14Photo 2 of Single family home for sale at 764 Riverview Dr, Chatham, MA 02633 | MLS# 73586414 | Listing updated on 2026-10-14

$1,650,000

Views: 17

Bedrooms: 3Bds

Bathrooms: 3Ba

Area: 1,902sqft

Single family home for sale

764 Riverview Dr, Chatham, MA 02633

Berkshire Hathaway Homeservices Robert Paul Properties

Photo 3 of Single family home for sale at 312 Round Cvs Rd, Chatham, MA 02633 | MLS# 73590086 | Listing updated on 2026-10-17Photo 1 of Single family home for sale at 312 Round Cvs Rd, Chatham, MA 02633 | MLS# 73590086 | Listing updated on 2026-10-17Photo 2 of Single family home for sale at 312 Round Cvs Rd, Chatham, MA 02633 | MLS# 73590086 | Listing updated on 2026-10-17

$2,199,000

Views: 9

Bedrooms: 3Bds

Bathrooms: 3Ba

Area: 2,848sqft

Single family home for sale

312 Round Cvs Rd, Chatham, MA 02633

Berkshire Hathaway Homeservices Robert Paul Properties

HotHot
Photo 3 of Single family home for sale at 112 Soundview, Chatham, MA 02633 | MLS# 73589209 | Listing updated on 2026-10-16Photo 1 of Single family home for sale at 112 Soundview, Chatham, MA 02633 | MLS# 73589209 | Listing updated on 2026-10-16Photo 2 of Single family home for sale at 112 Soundview, Chatham, MA 02633 | MLS# 73589209 | Listing updated on 2026-10-16

$1,415,000

Views: 11

Bedrooms: 3Bds

Bathrooms: 3Ba

Area: 1,920sqft

Single family home for sale

112 Soundview, Chatham, MA 02633

Berkshire Hathaway Homeservices Robert Paul Properties

HotHot
Photo 3 of Single family home for sale at 25 Partridge Path, Chatham, MA 02633 | MLS# 73589192 | Listing updated on 2026-10-13Photo 1 of Single family home for sale at 25 Partridge Path, Chatham, MA 02633 | MLS# 73589192 | Listing updated on 2026-10-13Photo 2 of Single family home for sale at 25 Partridge Path, Chatham, MA 02633 | MLS# 73589192 | Listing updated on 2026-10-13

$849,900

Views: 12

Bedrooms: 3Bds

Bathrooms: 2Ba

Area: 2,000sqft

Single family home for sale

25 Partridge Path, Chatham, MA 02633

Christie'S International Real Estate Atlantic Brokerage

Price CutPrice Drop: $300K
3D Tour3D Tour
Photo 3 of Single family home for sale at 70 Judges Wy, Chatham, MA 02633 | MLS# 22601572 | Listing updated on 2026-10-18Photo 1 of Single family home for sale at 70 Judges Wy, Chatham, MA 02633 | MLS# 22601572 | Listing updated on 2026-10-18Photo 2 of Single family home for sale at 70 Judges Wy, Chatham, MA 02633 | MLS# 22601572 | Listing updated on 2026-10-18

$5,450,000

Views: 13

Bedrooms: 5Bds

Bathrooms: 5Ba

Area: 4,060sqft

Single family home for sale

70 Judges Wy, Chatham, MA 02633

Christie'S International Real Estate Atlantic Brokerage

Price CutPrice Drop: $300K
Photo 3 of Single family home for sale at 70 Judges Way, Chatham, MA 02633 | MLS# 73506909 | Listing updated on 2026-10-13Photo 1 of Single family home for sale at 70 Judges Way, Chatham, MA 02633 | MLS# 73506909 | Listing updated on 2026-10-13Photo 2 of Single family home for sale at 70 Judges Way, Chatham, MA 02633 | MLS# 73506909 | Listing updated on 2026-10-13

$5,450,000

Views: 10

Bedrooms: 5Bds

Bathrooms: 5Ba

Area: 4,060sqft

Single family home for sale

70 Judges Way, Chatham, MA 02633

Christie'S International Real Estate Atlantic Brokerage

HotHot
Photo 3 of Single family home for sale at 112 Soundview Ave, Chatham, MA 02633 | MLS# 22605044 | Listing updated on 2026-10-25Photo 1 of Single family home for sale at 112 Soundview Ave, Chatham, MA 02633 | MLS# 22605044 | Listing updated on 2026-10-25Photo 2 of Single family home for sale at 112 Soundview Ave, Chatham, MA 02633 | MLS# 22605044 | Listing updated on 2026-10-25

$1,415,000

Views: 13

Bedrooms: 3Bds

Bathrooms: 3Ba

Area: 1,920sqft

Single family home for sale

112 Soundview Ave, Chatham, MA 02633

Berkshire Hathaway Homeservices Robert Paul Properties

New ConstructionNew Construction
Photo 3 of Single family home for sale at 33 Crowell Rd, Chatham, MA 02633 | MLS# 22600794 | Listing updated on 2026-10-07Photo 1 of Single family home for sale at 33 Crowell Rd, Chatham, MA 02633 | MLS# 22600794 | Listing updated on 2026-10-07Photo 2 of Single family home for sale at 33 Crowell Rd, Chatham, MA 02633 | MLS# 22600794 | Listing updated on 2026-10-07

$4,499,900

Views: 14

Bedrooms: 3Bds

Bathrooms: 7Ba

Area: 5,820sqft

Single family home for sale

33 Crowell Rd, Chatham, MA 02633

Christie'S International Real Estate Atlantic Brokerage

Photo 3 of Single family home for sale at 12 Pond St, Chatham, MA 02633 | MLS# 73582098 | Listing updated on 2026-09-28Photo 1 of Single family home for sale at 12 Pond St, Chatham, MA 02633 | MLS# 73582098 | Listing updated on 2026-09-28Photo 2 of Single family home for sale at 12 Pond St, Chatham, MA 02633 | MLS# 73582098 | Listing updated on 2026-09-28

$6,875,000

Views: 5

Bedrooms: 4Bds

Bathrooms: 5Ba

Area: 4,512sqft

Single family home for sale

12 Pond St, Chatham, MA 02633

Berkshire Hathaway Homeservices Robert Paul Properties

Showing 1 - 42 of 108 homes for sale in Chatham, MA

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Chatham, MA Housing Market Overview

Chatham is a balanced market, giving buyers and sellers room to negotiate. With 3.9 months of supply and homes averaging 102 days on the market, you can make decisions without the pressure of a highly competitive market.

Status

Balanced Market

Days on Market

102

Inventory

108

Sep 2021Jun 2024Sep 2026

Median Home Price

$1,746,500Down 52.77%

In Sep 2026 · YoY

Sep 2021Jul 2024Sep 2026

Mortgage Rates 30-Yr Fixed

6.23%Down 0.58%

Current rate · YoY

Loan Type

30-Year Fixed

Housing Supply

Homes For Sale
108 Down 10.71%
Newly Listed Homes
26 Up 13.04%
Months of Supply
3.9 Down 25.00%

Housing Demand

Homes Sold
19 Up 18.75%
Sale-to-List Ratio
98.8% Up 4.39%
Homes Sold Above List
31.6% Up 405.28%

30-yr fixed rate 6.23% · Data as of Sep 2026 · Source: Houzeo Research.

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  • mls-img
    Based on information from the Cape Cod and Islands Multiple Listing Service, Inc. through Oct 27, 2026, 12:45 PM. Information is provided exclusively for consumers’ personal, non-commercial use, it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and the data is deemed reliable but is not guaranteed accurate by the MLS. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.
  • mls-img
    Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Oct 27, 2026, 12:45 PM. The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.
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Homes Available icon

108

Homes Available

Median List Price icon

$ 1,746,500

Median List Price

Avg on Market icon

102 Days

Avg on Market