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.

Real Estate Statistics

Total Listings: 152
Average Price: $1,770,474
Highest Listing Price: $19,995,000
Lowest Listing Price: $315,000

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Chatham Homes For Sale

Price, High to Low
34 Properties Found.
Photo of Listing #21606792
  • MLS® #: 21606792
  • 34 Salt Marsh Way
  • North Chatham, MA 02650
  • $5,500,000
  • 110207 SqFt, 2.53 Acres
  • Lots and Land
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Photo of Listing #21700709
  • MLS® #: 21700709
  • 144 Chatharbor Lane
  • South Chatham, MA 02659
  • $3,995,000
  • 249163 SqFt, 5.72 Acres
  • Lots and Land
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Photo of Listing #21609991
  • MLS® #: 21609991
  • 373 Bridge Street
  • Chatham, MA 02633
  • $3,950,000
  • 67082 SqFt, 1.54 Acres
  • Lots and Land
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Photo of Listing #21601719
  • MLS® #: 21601719
  • Crows Pond Road
  • Chatham, MA 02633
  • $2,499,000
  • 107158 SqFt, 2.46 Acres
  • Lots and Land
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Photo of Listing #21609971
  • MLS® #: 21609971
  • 136 Shattuck Place
  • Chatham, MA 02633
  • $1,695,000
  • 39639 SqFt, 0.91 Acres
  • Lots and Land
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Photo of Listing #21701014
  • MLS® #: 21701014
  • 595 Main Street 9
  • Chatham, MA 02633
  • $1,595,000
  • 3 Bed, 3 Bath, 2550 SqFt
  • Single Family
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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.
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.

Blog Posts About Chatham

Main Street Chatham Named Top Downtown Shopping District

When you think of a visit to Chatham you probably envision touring historic buildings, quaint shops and unique galleries, and that’s exactly the reason why Main Street Chatham recently made headlines among the top shopping streets in the nation. USA Today just profiled the area as one of America’s favorite downtown shopping districts.In the article, Main Street Chatham is described as a “Norman Rockwell”-like setting, where more than 300 specialty shops sell everything from sporting goods... Read More

Chatham Lighthouse Beach is Cape Favorite

From its amazing views to its bountiful wildlife, Chatham Lighthouse Beach continues to be a favorite of locals and Cape visitors, alike. This sun-filled beach is full of options, from spotting area wildlife to climbing up and exploring Chatham Light. Whether you imagine dipping your toes into the turquoise-hued water or simply lounging on the soft, white sand beach, there’s plenty to enjoy about Chatham Lighthouse Beach. Because the water near the shore is fairly shallow it warms up earl... Read More

Learn to Sail in Chatham

If you’ve always wanted to learn to sail, you’ll find plenty of opportunity in Chatham. From sailing and rowing to organized racing, it’s all easily within reach within this Cape Cod community. Chatham Yacht Club The nonprofit Chatham Yacht Club has been the place to go for sailing lessons for nearly a century. The club offers instruction to kids and adults, plus organizes and promotes races in Pleasant Bay.Sailing school is available to members, from beginners to those more advanced ... Read More

Chatham Harbor Challenges

Chatham’s main harbor is certainly not immune to the challenges of Mother Nature; with town officials every year concerned about the damage left from winter and spring storms, this year being no exception. In fact, area leaders are well aware of the difficulties that local commercial fishing vessels are still having in navigating the opening made in the barrier beach during a 1987 storm.It’s sometimes dangerous to enter Chatham Harbor, and some vessels are doing their best to avoid what’s... Read More

Eastward Ho is a Chatham Masterpiece

A true masterpiece of Chatham, Eastward Ho has maintained its reputation as a leading golf course on Cape Cape for generations, a unique course known for its rolling hills and breathtaking views. This private, links course capitalizes on its location, with challenging play designed to compliment the surrounding natural beauty of the land.Originally designed by English golf course architect Herbert Fowler in the 1920s, the course was redesigned in the early 2000s. The years long transforma... Read More

The 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 Old Cape Sotheby's International Realty are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Old Cape Sotheby's International Realty shall be responsible for any typographical errors, misinformation or misprints and shall be held totally harmless. This site was last updated 06/25/2017. All properties are subject to prior sale, changes or withdrawal.