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: 158
Average Price: $1,649,619
Highest Listing Price: $19,995,000
Lowest Listing Price: $315,000

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Chatham Homes For Sale

Price, High to Low
244 Properties Found.
Photo of Listing #21306159
  • MLS® #: 21306159
  • 97 Tilipi Run
  • Chatham, MA 02633
  • $19,995,000
  • 6 Bed, 10 Bath, 10974 SqFt, 1.9 Acres
  • Single Family
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Photo of Listing #21607479
  • MLS® #: 21607479
  • 67 Wilkey Way
  • Chatham, MA 02633
  • $13,500,000
  • 6 Bed, 9 Bath, 7040 SqFt, 1.26 Acres
  • Single Family
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Photo of Listing #21606291
  • MLS® #: 21606291
  • 150 Cross Street
  • Chatham, MA 02633
  • $11,700,000
  • 10 Bed, 10 Bath, 8000 SqFt, 1.3 Acres
  • Single Family
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Photo of Listing #21607303
  • MLS® #: 21607303
  • 75 Tilipi Run
  • Chatham, MA 02633
  • $9,900,000
  • 6 Bed, 6 Bath, 6043 SqFt, 1.45 Acres
  • Single Family
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Photo of Listing #21407880
  • MLS® #: 21407880
  • 74 Sears Point Road
  • Chatham, MA 02633
  • $6,750,000
  • 5 Bed, 4 Bath, 2597 SqFt, 6.63 Acres
  • Single Family
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Photo of Listing #21714366
  • MLS® #: 21714366
  • 113 Seapine Road
  • Chatham, MA 02633
  • $5,695,000
  • 4 Bed, 6 Bath, 5850 SqFt, 0.62 Acres
  • Single Family
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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 #21607014
  • MLS® #: 21607014
  • 34 Salt Marsh Way
  • North Chatham, MA 02650
  • $5,500,000
  • 4 Bed, 6 Bath, 8400 SqFt, 2.53 Acres
  • Single Family
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Photo of Listing #21713971
  • MLS® #: 21713971
  • 141 Cotchpinicut Road
  • Chatham, MA 02633
  • $4,900,000
  • 8 Bed, 7 Bath, 4193 SqFt, 1.03 Acres
  • Single Family
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Photo of Listing #21509408
  • MLS® #: 21509408
  • 338 Seapine Road
  • North Chatham, MA 02650
  • $4,750,000
  • 4 Bed, 3 Bath, 2235 SqFt, 1.56 Acres
  • Single Family
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Photo of Listing #21609439
  • MLS® #: 21609439
  • 344 Fox Hill Road
  • Chatham, MA 02633
  • $4,495,000
  • 6 Bed, 7 Bath, 5552 SqFt, 0.99 Acres
  • Single Family
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Photo of Listing #21714327
  • MLS® #: 21714327
  • 138 Absegami Run
  • Chatham, MA 02633
  • $4,495,000
  • 5 Bed, 5 Bath, 4405 SqFt, 0.99 Acres
  • 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

Off-Roading on Nauset Beach

When it comes to visiting Nauset Beach one of the best ways to do it is off the beaten track. Off-roading to The Outer Beach is a popular pastime, especially during the peak season, even more so now that a statewide habitat conservation plan has come into play.Under the recently approved plan, Orleans officials are able to escort off-road vehicles past plover nesting areas, which previously shut down the trails leading south from Nauset Beach. Because state and federal endangered species ... Read More

Chatham Orpheum Offers Family Fun

For a family-friendly experience, the Chatham Orpheum Theater has served up fun on the Cape for generations. The theater first opened its doors around 1916, at that time making it the very first and the only movie house in Chatham.From the start of silent films, the old Orpheum Theater was known as a prime, year-round destination for both area residents and seasonal visitors. It stayed that way for more than 70 years, but sadly closed its doors in the late 1980s and the building turned in... Read More

Cockle Cove Beach is a Family Favorite

Known for its warm and calm water, Cockle Cove Beach is a true family favorite, ideal for swimming and windsurfing, taking a stroll or lounging on the soft sand. While long and narrow, the beach is large enough to handle visitors and popular for kayakers due to its small waves. Located in South Chatham, the saltwater beach includes seasonal lifeguards and restrooms, conveniently right on Cockle Cove Road and just off Route 28. While the protected swimming beach includes some shallow are... Read More

Stage Harbor Road Historic Designation Sought

For years it’s been up for discussion, but now Stage Harbor Road in Chatham is even closer to a possible listing on the National Register of Historic Places. An official with the Massachusetts Historical Commission was just in town, touring the site.Chatham’s historical commission requested the state commission come up with an opinion on the matter, as part of efforts to help protect historic structures in the area. A representative of the town commission points to some mostly intact home... Read More

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

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 10/20/2017. All properties are subject to prior sale, changes or withdrawal.