Chatham Real Estate

chatham real estate

Chatham is an upscale resort town occupying the southeast “elbow” of Cape Cod. Originally a prosperous fishing and whaling center, Chatham still is home to many 18th century buildings which add to its charm. Some of the most sought after properties are renovated captains’ homes that take advantage of the harbor and ocean views.

The town offers six saltwater beaches fronting Nantucket Sound and the Atlantic Ocean and is perhaps best known for the Chatham Lighthouse Beach.  Surrounded by water at the elbow of Cape Cod, Chatham is a unique and beautiful place like no other.  Read more about Chatham real estate.

Chatham Homes For Sale

912 Main Street X204, Chatham
  • Single Family
  • 1 Beds
  • 2 Baths
  • 975 SqFt

912 Main Street X204, Chatham

$320,000
912 Main Street #204, Chatham
  • Single Family
  • 1 Beds
  • 2 Baths
  • 975 SqFt

912 Main Street #204, Chatham

$320,000
912 Main Street X214, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,122 SqFt

912 Main Street X214, Chatham

$329,500 ↓ $9,000
912 Main Street #214, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,122 SqFt

912 Main Street #214, Chatham

$329,500 ↓ $9,000
912 Main Street 206, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,200 SqFt

912 Main Street 206, Chatham

$385,000 ↓ $40,000
119 Misty Meadow Lane X6, North Chatham
  • Single Family
  • 2 Beds
  • 1 Baths
  • 867 SqFt

119 Misty Meadow Lane X6, North Chatham

$399,000
912 Main Street X304, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,231 SqFt

912 Main Street X304, Chatham

$419,000
25 Sweetbriar Drive, Chatham
  • Single Family
  • 5 Beds
  • 5 Baths
  • 1,526 SqFt

25 Sweetbriar Drive, Chatham

$469,000
73 Rowland Drive 2, North Chatham
  • Single Family
  • 4 Beds
  • 6 Baths
  • 2,450 SqFt

73 Rowland Drive 2, North Chatham

$490,000
166 Stony Hill Road, Chatham
  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,632 SqFt

166 Stony Hill Road, Chatham

$530,000
New
9 Duncan Lane, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,512 SqFt

9 Duncan Lane, Chatham

$540,000
25 Glendon Way, South Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,190 SqFt

25 Glendon Way, South Chatham

$635,000 ↓ $14,900
New
486 Crowell Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,320 SqFt

486 Crowell Road, Chatham

$649,000
New
486 Crowell Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,320 SqFt

486 Crowell Road, Chatham

$649,000
875 Orleans Road, Chatham
  • Single Family
  • 4 Beds
  • 5 Baths
  • 2,753 SqFt

875 Orleans Road, Chatham

$695,000
New
12 Katie Ford Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,764 SqFt

12 Katie Ford Road, Chatham

$849,000
3 Beach Plum Lane, Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,700 SqFt

3 Beach Plum Lane, Chatham

$849,900
28 Shattuck Place, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 702 SqFt

28 Shattuck Place, Chatham

$899,000
New
32 Road, South Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,238 SqFt

32 Road, South Chatham

$950,000
28 Seacrest Village Lane, Chatham
  • Single Family
  • 2 Beds
  • 3 Baths
  • 2,114 SqFt

28 Seacrest Village Lane, Chatham

$995,000 ↓ $104,000
751 Crowell Road, North Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 1,917 SqFt

751 Crowell Road, North Chatham

$1,125,000 ↓ $100,000
146 Strong Island Road, North Chatham
  • Single Family
  • 2 Beds
  • 3 Baths
  • 1,660 SqFt

146 Strong Island Road, North Chatham

$1,175,000 ↓ $125,000
3 Nellies Way, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 3,086 SqFt

3 Nellies Way, Chatham

$1,199,900 ↓ $100,000
684 Orleans Road, North Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,226 SqFt

684 Orleans Road, North Chatham

$1,250,000 ↓ $125,000
5 Williams Way, South Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,662 SqFt

5 Williams Way, South Chatham

$1,250,000
10 Pursel Drive, North Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,276 SqFt

10 Pursel Drive, North Chatham

$1,290,000 ↓ $85,000
269 Crowell Road, Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,100 SqFt

269 Crowell Road, Chatham

$1,299,000
New
53 Seaview Street, Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,524 SqFt

53 Seaview Street, Chatham

$1,349,000
New
10 Pursel Drive, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,276 SqFt

10 Pursel Drive, Chatham

$1,375,000
595 Main Street 38, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,706 SqFt

595 Main Street 38, Chatham

$1,399,000 ↓ $26,000
595 Main Street #38, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,706 SqFt

595 Main Street #38, Chatham

$1,399,000 ↓ $26,000
306 Old Comers Road, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,658 SqFt

306 Old Comers Road, Chatham

$1,450,000
14 Squanto Drive, Chatham
  • Single Family
  • 6 Beds
  • 5 Baths
  • 2,665 SqFt

14 Squanto Drive, Chatham

$1,495,000
200 Fox Hill Road, Chatham
  • Single Family
  • 5 Beds
  • 6 Baths
  • 5,012 SqFt

200 Fox Hill Road, Chatham

$1,499,000
1070 Orleans Road, North Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,988 SqFt

1070 Orleans Road, North Chatham

$1,500,000 ↓ $250,000
71 & 0 Taylors Pond Road, South Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,392 SqFt

71 & 0 Taylors Pond Road, South Chatham

$1,500,000 ↓ $100,000
322 Bridge Street, Chatham
  • Single Family
  • 7 Beds
  • 7 Baths
  • 2,597 SqFt

322 Bridge Street, Chatham

$1,550,000 ↓ $145,000
90 Seaview Street, Chatham
  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,067 SqFt

90 Seaview Street, Chatham

$1,595,000
117 Captains Walk, North Chatham
  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,614 SqFt

117 Captains Walk, North Chatham

$1,598,000 ↓ $100,000
407 Old Harbor Road, Chatham
  • Single Family
  • 7 Beds
  • 8 Baths
  • 4,122 SqFt

407 Old Harbor Road, Chatham

$1,689,000 ↓ $60,000
6 Nantucket Drive, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,666 SqFt

6 Nantucket Drive, Chatham

$1,725,000 ↓ $70,000
41 Lady Slipper Lane, Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,612 SqFt

41 Lady Slipper Lane, Chatham

$1,750,000 ↓ $100,000
New
60 Eel River Road, Chatham
  • Single Family
  • 3 Beds
  • 5 Baths
  • 1,963 SqFt

60 Eel River Road, Chatham

$1,795,000
90 Meadow View Road, Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,210 SqFt

90 Meadow View Road, Chatham

$1,849,000 ↓ $50,000
105 Cranberry Lane, North Chatham
  • Single Family
  • 5 Beds
  • 5 Baths
  • 3,496 SqFt

105 Cranberry Lane, North Chatham

$1,850,000
75 Hitching Post Road, Chatham
  • Single Family
  • 5 Beds
  • 5 Baths
  • 2,697 SqFt

75 Hitching Post Road, Chatham

$1,875,000 ↓ $75,000
68 Judges Way, Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 3,120 SqFt

68 Judges Way, Chatham

$1,895,000
30 Stephen Drive, Chatham
  • Single Family
  • 3 Beds
  • 5 Baths
  • 4,400 SqFt

30 Stephen Drive, Chatham

$1,899,999
Chatham Real Estate Statistics
Chatham is located at the elbow of Cape Cod where the Atlantic Ocean and Nantucket Sound come together. It has evolved from its early days as a fishing village into a luxurious resort community with beautiful beaches, historic neighborhoods, a vibrant Downtown and some of the finest real estate on Cape Cod.
Property Types (active listings)
Average Price: $2,311,742
Total Listings: 83
Avg. Price/SQFT: $784
Highest Price: $10,500,000
Lowest Price: $320,000
Avg. Property Age: 57 YEARS
Basic Statistics (active listings)

More About Chatham Real Estate

Chatham Location

Chatham is bordered by Harwich to the west, Pleasant Bay and Orleans to the north, the Atlantic Ocean to the east and Nantucket Sound to the south.  Villages include Chatham proper, Chatham Port, North Chatham, West Chatham, and South Chatham.   Approximately 34 miles east of the Sagamore Bridge, Chatham is 85 miles southeast of Boston.

Chatham Community Summary

This pristine expanse of sand is famed for nature walks out to Monomoy Island as well as views of the daily migration routes of Chatham seals.   At the heart of the beach, is the much photographed Chatham Light -- an active lighthouse at the Coast Guard Station that aids in the navigation of Chatham Waters.

Chatham is also well known for its pedestrian-friendly downtown which provides a myriad of shops, galleries, restaurants and inns.  During the summer, residents enjoy concerts in the gazebo on Main Street.  Distinctive boutiques specializing in antiques, resort clothing,  fine art, jewelry, and nautical treasures provide nearly one mile of shopping.  Seafood restaurants are also popular destinations fueled by the abundance of fresh catch.  The elegant Chatham Bars Inn provides spectacular water views and a Gatsby-like setting for tourists and residents alike. 

For many residents, Chatham is a year-round community offering a “First Night” during the holiday season as well as the “Spring Fling” fashion show in May to benefit various charitable organizations.

Blog Posts About Chatham

Explore Nature at Monomoy National Wildlife Refuge

Photo: Massachusetts Office of Travel & Tourism With thousands of acres of freshwater ponds, dunes, marshes and ocean to explore, there’s plenty to see and do at the Monomoy National Wildlife Refuge. Found just to the southwest of Chatham, the federal refuge includes a visitor center, beach, and plenty of nature trails. Established in the mid 1940s, the main purpose of the refuge is to help protect migratory birds and their natural habitat. It also gives people a way to see and exp... Read More

Chatham is a Boater’s Dream

Boating is an important part of a Cape Cod lifestyle, and Chatham is, quite simply, a boater’s dream. This charming town sits on the elbow of Cape Cod with miles of white sand beaches to explore and two distinct harbors. An extremely popular summer destination, Chatham opens to both Nantucket Sound and the Atlantic. This longstanding trading, fishing and whaling port has transformed itself over the years into a charming Cape Cod town. Chatham Harbor sits to the east, providing acces... Read More

The Chatham Labyrinth Aids in Personal Reflection

Photo: Chatham Labyrinth Whether you’re simply looking for a place to take a quiet walk or a place to promote spiritual growth, the Chatham Labyrinth aids visitors and locals alike in personal reflection. A labyrinth is a single winding path that leads people to its center and back out again. Unlike a maze, you won’t find any dead ends with a labyrinth. Instead, they are often created as a place for people to take a quiet and meditative walk. These sacred places are generally used for ... Read More

Iconic Chatham Fish Pier Signals Summer is Here

  While this summer may be a bit different than summers past, the iconic Chatham Fish Pier remains a long-standing tribute to the beginning of the summer season. The Town of Chatham is, no doubt, the Cape’s largest tourist destination, and most tourists in Chatham are drawn at least once to experience the excitement of the Fish Pier Observation Deck. It just so happens that the peak tourism season on Cape Cod coincides with the peak commercial fishing season. The site is home to not on... Read More

The Oldest House in Chatham

The oldest house in Chatham is about to get a new address and a new purpose. Believed to have been built sometime around the late 1600s to early 1700s, the old one-room home can be traced back to the son of the town’s founder, William Nickerson. After failed efforts to sell the property, the owner recently agreed to donate the oldest section of the home to save it from likely demolition. According to records, the home may have been built around 1700, but it was added onto several time... Read More

 

 

Cape Cod img src Islands Association of Realtors LogoThe data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than ROBERT PAUL PROPERTIES are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor ROBERT PAUL PROPERTIES shall be responsible for any typographical errors, misinformation or misprints and shall be held totally harmless. This site was last updated 10/28/2020. All properties are subject to prior sale, changes or withdrawal.

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.

What's Your Home Worth? Find out now, for Free.

Let's Go