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54 Properties

54 Properties Available In Chatham

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MA >Chatham >
Market Insights
260 Tanglewood Dr, Chatham, MA 02659
1/41 41
Open Sat 11:30AM-1PM

$ 750,000

3 Beds2 Baths1,442 SqFt

260 Tanglewood Dr, Chatham, MA 02659

Single Family Home

Listed by Amy Harbeck of Kinlin Grover Compass

287 Cedar St, Chatham, MA 02633
1/42 42
Open Fri 3PM-5PM

$ 3,595,000

3 Beds4.5 Baths3,640 SqFt

287 Cedar St, Chatham, MA 02633

Single Family Home

Listed by Shane Masaschi of Compass

70 Uncle Deane's Rd, Chatham, MA 02659
1/42 42
New

$ 1,999,000

3 Beds3 Baths3,514 SqFt

70 Uncle Deane's Rd, Chatham, MA 02659

Single Family Home

Listed by Patrick Davison of Shining Sea Realty

1068 Main St #1068, Chatham, MA 02633
1/33 33
New

$ 899,000

2 Beds2 Baths2,127 SqFt

1068 Main St #1068, Chatham, MA 02633

Condo

Listed by Kristin Coletti of William Raveis R.E. & Home Services

15 Bay Lane, Chatham, MA 02633
1/40 40
New

$ 4,950,000

4 Beds4.5 Baths5,110 SqFt

15 Bay Lane, Chatham, MA 02633

Single Family Home

Listed by Chris Rhinesmith of Compass

26 Pine Tree Road, Chatham, MA 02659
1/31 31
New

$ 769,000

2 Beds1 Bath1,080 SqFt

26 Pine Tree Road, Chatham, MA 02659

Single Family Home

Listed by John Raso of Apex Realty Group, LLC

2653 Main St, Chatham, MA 02659
1/28 28
New

$ 950,000

3 Beds2.5 Baths2,252 SqFt

2653 Main St, Chatham, MA 02659

Single Family Home

Listed by Sharon Dixon of William Raveis Real Estate & Homes Services

30 Indian Trail, Chatham, MA 02633
1/26 26
Active

$ 4,200,000

3 Beds3 Baths2,418 SqFt

30 Indian Trail, Chatham, MA 02633

Single Family Home

Listed by Chris Rhinesmith of Compass

336 Stage Island Rd, Chatham, MA 02633
1/42 42
Active

$ 3,250,000

3 Beds2.5 Baths2,205 SqFt

336 Stage Island Rd, Chatham, MA 02633

Single Family Home

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

450 Main Street #1, Chatham, MA 02633
1/5 5
Active

$ 2,600

1 Bed1 Bath250 SqFt

450 Main Street #1, Chatham, MA 02633

Condo

Listed by Greg Hartel of Hartel Realty

96 Stage Coach Drive, Chatham, MA 02659
3D
Active

$ 899,000

3 Beds3 Baths1,618 SqFt

96 Stage Coach Drive, Chatham, MA 02659

Single Family Home

Listed by Dawn Lee of Gibson Sotheby's International Realty

38 Indian Trail, Chatham, MA 02633
3D
Active

$ 4,750,000

4 Beds3.5 Baths4,967 SqFt

38 Indian Trail, Chatham, MA 02633

Single Family Home

Listed by Lori Jurkowski of Christie's International Real Estate Atlantic Brokerage

83 Old Mail Rd, Chatham, MA 02650
1/39 39
Active

$ 3,695,000

3 Beds4.5 Baths5,154 SqFt

83 Old Mail Rd, Chatham, MA 02650

Single Family Home

Listed by Lori Fanning Smith of Compass

58 Tirrells Way, Chatham, MA 02659
1/34 34
Active

$ 895,000

2 Beds2 Baths1,716 SqFt

58 Tirrells Way, Chatham, MA 02659

Single Family Home

Listed by The Nickerson Power Group of Compass

60 Harbor Hill Rd, Chatham, MA 02633
1/24 24
Active

$ 3,600,000

4 Beds3.5 Baths3,978 SqFt

60 Harbor Hill Rd, Chatham, MA 02633

Single Family Home

Listed by Jacqueline Casey of Shore Road Realty, LLC

35 Pine Tree Rd, Chatham, MA 02633
1/38 38
Active

$ 1,250,000

3 Beds2 Baths2,257 SqFt

35 Pine Tree Rd, Chatham, MA 02633

Single Family Home

Listed by Kathy Doyle of Gibson Sotheby's International Realty

70 Judges Way, Chatham, MA 02633
3D
Price Dropped by $255K

$ 5,995,000

5 Beds4.5 Baths4,060 SqFt

70 Judges Way, Chatham, MA 02633

Single Family Home

Listed by Lori Jurkowski of Christie's International Real Estate Atlantic Brokerage

48 Glover Sq, Chatham, MA 02633
1/33 33
Active

$ 1,650,000

3 Beds2 Baths1,531 SqFt

48 Glover Sq, Chatham, MA 02633

Single Family Home

Listed by Laurie McCann of Gibson Sotheby's International Realty

61 Oak Hill Rd, Chatham, MA 02633
1/42 42
Price Dropped by $29K

$ 865,900

2 Beds2 Baths1,688 SqFt

61 Oak Hill Rd, Chatham, MA 02633

Single Family Home

Listed by Lori Jurkowski of Christie's International Real Estate Atlantic Brokerage

109 Misty Meadow Ln #4, Chatham, MA 02650
1/28 28
Active

$ 475,000

2 Beds1 Bath869 SqFt

109 Misty Meadow Ln #4, Chatham, MA 02650

Condo

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

6-894 Munson Meeting #894, Chatham, MA 02633
1/41 41
Price Dropped by $236K

$ 699,000

2 Beds2.5 Baths1,773 SqFt

6-894 Munson Meeting #894, Chatham, MA 02633

Condo

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

101 Morris Island Rd, Chatham, MA 02633
1/42 42
Active

$ 5,995,000

4 Beds4.5 Baths3,225 SqFt

101 Morris Island Rd, Chatham, MA 02633

Single Family Home

Listed by The Bohman Hartung Group of Gibson Sotheby's International Realty

15 Windy Hill Way, Chatham, MA 02633
1/42 42
Active

$ 6,250,000

5 Beds5.5 Baths5,620 SqFt

15 Windy Hill Way, Chatham, MA 02633

Single Family Home

Listed by Timothy Bailey of John C. Ricotta & Associates, Inc.

222 Barcliff, Chatham, MA 02633
1/2 2
Active

$ 4,250,000

4 Beds5.5 Baths3,980 SqFt

222 Barcliff, Chatham, MA 02633

Single Family Home

Listed by Lori Fanning Smith of Compass

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Karina Demurchyan, REAL Broker MA, LLC

Karina Demurchyan License ID: 9555596

+1(617) 549-5503 mybostonrealtorkarina@gmail.com

90 Canal St, Boston, MA, 02114, USA

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Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
Black White Square Interior Designer Logo (12)
      Home
      Buy
      1. All Listings
      2. Calculator
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Affordability Calculator
      Cities
      1. Newton Overview
      2. Brookline Overview
      3. Boston Overview
      4. Arlington Overview
      5. Lexington Overview
      6. Watertown Overview
      7. Needham Overview
      8. Wellesley Overview
      9. Cambridge Overview
      10. Somerville Overview
      Neighborhoods
      1. Chestnut Hill Overview
      2. South Brookline Overview
      3. Beacon Hill Overview
      4. South End Overview
      5. East Boston Overview
      6. South Boston Overview
      7. Harvard Square Overview
      8. Inman Square Overview
      9. Spring Hill Overview
      About
      1. About Us
      2. Reviews
      Blog
Karina Demurchyan, REAL Broker MA, LLC

Karina Demurchyan License ID: 9555596

+1(617) 549-5503 mybostonrealtorkarina@gmail.com

90 Canal St, Boston, MA, 02114, USA

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.