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

300 Stage Neck Road, Chatham
  • Single Family
  • 8 Beds
  • 10 Baths
  • 10,350 SqFt

300 Stage Neck Road, Chatham

$16,800,000
27 Tilipi Run, Chatham
  • Single Family
  • 6 Beds
  • 9 Baths
  • 6,400 SqFt

27 Tilipi Run, Chatham

$15,000,000
300 Stage Neck Road #main, Chatham
  • Single Family
  • 8 Beds
  • 8.5 Baths
  • 10,350 SqFt

300 Stage Neck Road #main, Chatham

$14,800,000
268 Cedar Street, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,299 SqFt

268 Cedar Street, Chatham

$10,500,000
558 Fox Hill Road, Chatham
  • Single Family
  • 5 Beds
  • 10 Baths
  • 11,000 SqFt

558 Fox Hill Road, Chatham

$8,995,000 ↓ $500,000
4 Ministers Lane, North Chatham
  • Single Family
  • 5 Beds
  • 7 Baths
  • 7,500 SqFt

4 Ministers Lane, North Chatham

$6,499,000 ↑ $1,009,000
46, 47, 53 Little Beach Road, Chatham
  • Single Family
  • 6 Beds
  • 4 Baths
  • 2,547 SqFt

46, 47, 53 Little Beach Road, Chatham

$5,999,000
48 Salt Marsh Way, Chatham
  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,305 SqFt

48 Salt Marsh Way, Chatham

$4,750,000 ↓ $740,000
161 Kelley Lane, Chatham
  • Single Family
  • 5 Beds
  • 5 Baths
  • 4,185 SqFt

161 Kelley Lane, Chatham

$4,200,000
19 Old Wharf Road, North Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,820 SqFt

19 Old Wharf Road, North Chatham

$3,695,000 ↓ $255,000
27 Shattuck Place, Chatham
  • Single Family
  • 4 Beds
  • 6 Baths
  • 3,962 SqFt

27 Shattuck Place, Chatham

$3,499,900
26 Mousehole Lane, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 4,225 SqFt

26 Mousehole Lane, Chatham

$3,250,000
53 Little Beach Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,456 SqFt

53 Little Beach Road, Chatham

$2,995,000
789 Fox Hill Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,275 SqFt

789 Fox Hill Road, Chatham

$2,995,000 ↓ $350,000
584 Main Street, Chatham
  • Single Family
  • 0 Beds
  • 1 Baths
  • 2,328 SqFt

584 Main Street, Chatham

$2,900,000
Meadow View Road, Chatham
  • Single Family
  • 3 Beds
  • 5 Baths
  • 3,187 SqFt

Meadow View Road, Chatham

$2,899,000
47 Little Beach Road, Chatham
  • Single Family
  • 2 Beds
  • 1 Baths
  • 664 SqFt

47 Little Beach Road, Chatham

$2,495,000
148 Cross Street, Chatham
  • Single Family
  • 5 Beds
  • 5 Baths
  • 3,808 SqFt

148 Cross Street, Chatham

$2,294,973 ↓ $105,026
150 Barcliff Avenue, Chatham
  • Single Family
  • 5 Beds
  • 4 Baths
  • 3,847 SqFt

150 Barcliff Avenue, Chatham

$1,875,000
New
448 Old Queen Anne Road, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,754 SqFt

448 Old Queen Anne Road, Chatham

$1,849,000
New
129 Hardings Beach Road, Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,756 SqFt

129 Hardings Beach Road, Chatham

$1,495,000
98 Orleans Road, North Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,128 SqFt

98 Orleans Road, North Chatham

$1,495,000 ↓ $54,000
91 Deer Meadow Lane, Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,988 SqFt

91 Deer Meadow Lane, Chatham

$1,399,900
306 Old Comers Road, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,670 SqFt

306 Old Comers Road, Chatham

$1,375,000
71 Taylors Pond Road, South Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,392 SqFt

71 Taylors Pond Road, South Chatham

$1,289,000 ↑ $90,000
New
54 Uncle Alberts Drive, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,216 SqFt

54 Uncle Alberts Drive, Chatham

$1,250,000
604 Orleans Road, North Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,512 SqFt

604 Orleans Road, North Chatham

$1,149,000 ↓ $346,000
New
115 Seagull Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,372 SqFt

115 Seagull Road, Chatham

$995,000
46 Little Beach Road, Chatham
  • Single Family
  • 1 Beds
  • 1 Baths
  • 454 SqFt

46 Little Beach Road, Chatham

$995,000
New
38 Crosswind Farm Road, Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,114 SqFt

38 Crosswind Farm Road, Chatham

$860,000
28 Cranberry Lane, North Chatham
  • Single Family
  • 2 Beds
  • 1 Baths
  • 650 SqFt

28 Cranberry Lane, North Chatham

$849,000
New
67 Stillwater Road, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,658 SqFt

67 Stillwater Road, Chatham

$825,000
2581 Main Street, South Chatham
  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,148 SqFt

2581 Main Street, South Chatham

$595,000 ↓ $100,000
73 Rowland Drive 3, North Chatham
  • Single Family
  • 4 Beds
  • 6 Baths
  • 2,450 SqFt

73 Rowland Drive 3, North Chatham

$470,000
912 Main Street X310, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,177 SqFt

912 Main Street X310, Chatham

$435,750
912 Main Street #310, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,177 SqFt

912 Main Street #310, Chatham

$435,750
912 Main Street X304, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,231 SqFt

912 Main Street X304, Chatham

$419,000
912 Main Street 206, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,200 SqFt

912 Main Street 206, Chatham

$385,000 ↓ $40,000
912 Main Street X213, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,011 SqFt

912 Main Street X213, Chatham

$340,000
912 Main Street X208, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,138 SqFt

912 Main Street X208, Chatham

$339,500
912 Main Street #204, Chatham
  • Single Family
  • 1 Beds
  • 2 Baths
  • 975 SqFt

912 Main Street #204, Chatham

$320,000
912 Main Street X204, Chatham
  • Single Family
  • 1 Beds
  • 2 Baths
  • 975 SqFt

912 Main Street X204, Chatham

$320,000
New
912 Main Street #214, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,122 SqFt

912 Main Street #214, Chatham

$315,000
912 Main Street X214, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,122 SqFt

912 Main Street X214, Chatham

$315,000
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: $3,112,677
Total Listings: 44
Avg. Price/SQFT: $1,044
Highest Price: $16,800,000
Lowest Price: $315,000
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 Most Exclusive Areas on the Cape

With dozens of beaches, hundreds of charming shops and some beautiful homes, it’s hard to point out just one great location on the Cape. However, some of the most exclusive areas of Cape Cod are appreciated for their extreme luxury and privacy. Chatham Chatham is said to offer one of the Cape’s most scenic golf courses. Eastward Ho Country Club dates back to the 1920s and is known today for its ultra-exclusive membership. It’s not easy to become a member and the dress code at the go... Read More

The Venerable Nickerson Family of Chatham

Traced back to the beginning of Chatham, the Nickerson family still retains strong ties to the region. This dates all the way back to the times of William Nickerson, who’s considered to be the founder of Chatham. Earlier this year, the owner of a home believed to have built by the son of William Nickerson in the 1700s was donated to the Nickerson Family Association. It’s thought to be the oldest house in Chatham, and the donation helps spare it from demolition. Plans called for movi... Read More

Luxury Cape Condo Communities

If you’re searching for a luxury condo community on Cape Cod, you’re certainly in luck. There are several great options to choose from, offering up everything from swimming pools to tennis courts. Seacrest Village- Chatham Exclusive Seacrest Village in West Chatham is home to just ten single-family residences on a cul-de-sac. All of the homes feature more traditional Cape Cod style points on the outside, as well as modern interiors. While the homes do give the feel and space of a ... Read More

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

 

 

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 04/20/2021. 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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