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

New
137 Attucks Trail, Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,664 SqFt

137 Attucks Trail, Chatham

$1,575,000
New
5 Windy Hill Way, Chatham
  • Single Family
  • 4 Beds
  • 5 Baths
  • 4,078 SqFt

5 Windy Hill Way, Chatham

$3,699,000
New
1455 Old Queen Anne Road, Chatham
  • Single Family
  • 3 Beds
  • 1 Baths
  • 1,287 SqFt

1455 Old Queen Anne Road, Chatham

$349,000
New
663 Orleans Road, North Chatham
  • Single Family
  • 6 Beds
  • 5 Baths
  • 3,595 SqFt

663 Orleans Road, North Chatham

$1,995,000
New
306 Old Comers Road, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,658 SqFt

306 Old Comers Road, Chatham

$1,450,000
New
5 Williams Way, South Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,662 SqFt

5 Williams Way, South Chatham

$1,250,000
New
581 Shore, Chatham
  • Single Family
  • 5 Beds
  • 6.5 Baths
  • 4,454 SqFt

581 Shore, Chatham

$3,499,900
New
5 Windy Hill Road, Chatham
  • Single Family
  • 4 Beds
  • 4.5 Baths
  • 4,078 SqFt

5 Windy Hill Road, Chatham

$3,699,000
New
127 Skyline Drive, Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,120 SqFt

127 Skyline Drive, Chatham

$1,100,000
New
467 Stony Hill Road, North Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,100 SqFt

467 Stony Hill Road, North Chatham

$1,150,000
New
21 Aire Lane, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,330 SqFt

21 Aire Lane, Chatham

$750,000
New
132 Horizon Drive, Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,428 SqFt

132 Horizon Drive, Chatham

$725,000
56 Potonumecot Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,880 SqFt

56 Potonumecot Road, Chatham

$775,000
52 Earles Way, Chatham
  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,733 SqFt

52 Earles Way, Chatham

$665,000
24 Northwood Road, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,787 SqFt

24 Northwood Road, Chatham

$739,000
73 Rowland Drive 2, North Chatham
  • Single Family
  • 4 Beds
  • 6 Baths
  • 2,450 SqFt

73 Rowland Drive 2, North Chatham

$490,000
75 Main Street, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,405 SqFt

75 Main Street, Chatham

$1,925,000
174 Kendrick Road, Chatham
  • Single Family
  • 5 Beds
  • 4 Baths
  • 3,099 SqFt

174 Kendrick Road, Chatham

$2,150,000
912 Main Street 206, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,200 SqFt

912 Main Street 206, Chatham

$425,000
174 Kendrick Road, Chatham
  • Single Family
  • 5 Beds
  • 3.5 Baths
  • 3,099 SqFt

174 Kendrick Road, Chatham

$2,150,000
56 Capri Lane, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,636 SqFt

56 Capri Lane, Chatham

$2,450,000
244 Woodland Way, North Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,968 SqFt

244 Woodland Way, North Chatham

$1,100,000
90 Meadow View Road, Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,210 SqFt

90 Meadow View Road, Chatham

$1,899,000
9 Bishops Terrace, Chatham
  • Single Family
  • 2 Beds
  • 1 Baths
  • 966 SqFt

9 Bishops Terrace, Chatham

$509,999
45 Bittersweet Lane, North Chatham
  • Single Family
  • 5 Beds
  • 5 Baths
  • 3,135 SqFt

45 Bittersweet Lane, North Chatham

$1,895,000
32 Bishops Terrace, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,384 SqFt

32 Bishops Terrace, Chatham

$775,000
68 Riverview Drive, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,464 SqFt

68 Riverview Drive, Chatham

$769,000
4 Ministers Lane, North Chatham
  • Single Family
  • 5 Beds
  • 7 Baths
  • 5,131 SqFt

4 Ministers Lane, North Chatham

$5,950,000 ↓ $1,000,000
1 Kendrick Road, North Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,876 SqFt

1 Kendrick Road, North Chatham

$1,375,000
117 Captains Walk, North Chatham
  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,614 SqFt

117 Captains Walk, North Chatham

$1,698,000
912 Main Street #211, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,188 SqFt

912 Main Street #211, Chatham

$399,000
912 Main Street, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,188 SqFt

912 Main Street, Chatham

$399,000
123 George Ryder Road, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,214 SqFt

123 George Ryder Road, Chatham

$949,900 ↓ $50,000
123 George Ryder Road, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,214 SqFt

123 George Ryder Road, Chatham

$949,900 ↓ $50,000
912 Main Street X304, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,231 SqFt

912 Main Street X304, Chatham

$419,000
3 Nellies Way, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 3,086 SqFt

3 Nellies Way, Chatham

$1,299,900 ↓ $100,000
175 Barcliff Avenue, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,600 SqFt

175 Barcliff Avenue, Chatham

$2,150,000
31 Parliament Drive, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,688 SqFt

31 Parliament Drive, Chatham

$1,199,000
146 Strong Island Road, North Chatham
  • Single Family
  • 2 Beds
  • 3 Baths
  • 1,660 SqFt

146 Strong Island Road, North Chatham

$1,300,000
107 Captains Walk, Chatham
  • Single Family
  • 4 Beds
  • 5 Baths
  • 4,335 SqFt

107 Captains Walk, Chatham

$2,249,000
13 Forest Bluff Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,266 SqFt

13 Forest Bluff Road, Chatham

$2,350,000
30 Post Office Lane, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,009 SqFt

30 Post Office Lane, Chatham

$975,000
141 Cotchpinicut Road, North Chatham
  • Single Family
  • 8 Beds
  • 8 Baths
  • 4,193 SqFt

141 Cotchpinicut Road, North Chatham

$2,700,000
875 Orleans Road, Chatham
  • Single Family
  • 4 Beds
  • 5 Baths
  • 2,753 SqFt

875 Orleans Road, Chatham

$695,000
322 Bridge Street, Chatham
  • Single Family
  • 7 Beds
  • 7 Baths
  • 2,597 SqFt

322 Bridge Street, Chatham

$1,695,000
734 Fox Hill Road, Chatham
  • Single Family
  • 6 Beds
  • 3 Baths
  • 2,794 SqFt

734 Fox Hill Road, Chatham

$2,099,900
604 Orleans Road, North Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,512 SqFt

604 Orleans Road, North Chatham

$795,000
751 Crowell Road, North Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 1,328 SqFt

751 Crowell Road, North Chatham

$1,125,000 ↓ $100,000
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: $2,088,587
Total Listings: 127
Avg. Price/SQFT: $696
Highest Price: $10,500,000
Lowest Price: $339,500
Avg. Property Age: 54 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

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

5 Fun Facts about Living in Chatham

Sure, Chatham is a great place to visit, but if you’ve ever considered a move to Cape Cod, Chatham has plenty to offer its residents, too. While it was a bit hard to narrow it down to just five, we easily came up with five fun facts about living in Chatham. Beautiful Homes To begin with, you’ll quickly discover that Chatham has some beautiful, large homes. Some of the most picturesque seaside homes are easy to see just by take a bike ride down Shore Road. Whether you have your eye ... Read More

Pleasant Bay: Boating, Beach & More

Whether sailing, kayaking, fishing or lounging on the sand, Pleasant Bay presents a wealth of options for Cape Cod visitors and locals alike. Close to Harwich, Chatham and Orleans, the bay is extremely popular with visitors to both Nauset Beach and Barrier Beach.As Cape Cod’s largest saltwater estuary, Pleasant Bay has likely been known by many names over the years. It’s believed Native Americans once called the protected waterway Monomoyick Bay, while an early explorer referred to it a... 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 08/06/2020. 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.

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