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: 132
Average Price: $1,810,035
Highest Listing Price: $19,995,000
Lowest Listing Price: $315,000

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Chatham Homes For Sale

Price, High to Low
209 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 #21717503
  • MLS® #: 21717503
  • 72 Main Street
  • Chatham, MA 02633
  • $5,000,000
  • 5 Bed, 5 Bath, 2905 SqFt, 1.17 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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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

Our Favorite Chatham Beaches

Serving up plenty of outdoor fun and recreation for those of all ages, there are several Chatham area beaches you simply don’t want to miss. Here are just a few of our favorite beaches, popular for a variety of reasons.Cockle Cove BeachCockle Cove Beach, in particular, is known for its long stretch of sand and small waves. The beach is popular for windsurfing and boating, plus there’s lots of room to simply spread out and enjoy the great views. Found in South Chatham, the warm weather mak... Read More

Discover the Chatham Labyrinth

Serving primarily as a quiet place to reflect and clear your thoughts, the Chatham Labyrinth also, for some, serves as a carefully designed spiritual place. No matter your reason for visiting, though, the labyrinth is sure to provide an interesting backdrop.Gifted by local churches as part of a 300th anniversary celebration a few years back, the town labyrinth is a replica of one found in a French cathedral, designed from cut and sealed pavers. Completely in proportion, the design is said... Read More

Exploring Chatham Village

From fresh seafood to live theater, historical attractions to relaxing in luxury, there’s plenty to get out and explore in Chatham Village Atwood House Museum A great place to start your tour is at the Atwood House Museum. The Chatham Historical Society runs the museum out of a home dating back to the mid-1700s. Furnished with relics from the 18th and 19th centuries, the museum now includes eight galleries, along with a special exhibit gallery. The building houses a vast collection of... Read More

Take a Fall Walk on Nauset Beach

While the days may be getting shorter and the weather a bit cooler, there’s no reason why now can’t be a great time to take a fall walk along Nauset Beach. Extremely popular during the summer season, Nauset Beach is a great place for catching a sunrise, taking a dip in the cool water, hitting the surf or casting a line.This extremely long beach is known for its fantastic waves and enjoyable sand. Stretching a full 10 miles from Orleans to Chatham, the beach is popular during the warmer se... Read More

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

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 12/17/2017. All properties are subject to prior sale, changes or withdrawal.