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

80 Quasson Road, Chatham
  • Single Family
  • 4 Beds
  • 6 Baths
  • 3,992 SqFt

80 Quasson Road, Chatham

$15,000,000 ↓ $5,000,000
116 Old Wharf Road, North Chatham
  • Single Family
  • 8 Beds
  • 6 Baths
  • 4,856 SqFt

116 Old Wharf Road, North Chatham

$10,500,000
268 Cedar Street, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,299 SqFt

268 Cedar Street, Chatham

$9,750,000 ↓ $750,000
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

$7,000,000 ↑ $501,000
46, 47, 53 Little Beach Road, Chatham
  • Single Family
  • 6 Beds
  • 4 Baths
  • 2,547 SqFt

46, 47, 53 Little Beach Road, Chatham

$5,499,000 ↓ $500,000
48 Salt Marsh Way, Chatham
  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,305 SqFt

48 Salt Marsh Way, Chatham

$4,390,000 ↓ $360,000
161 Kelley Lane, Chatham
  • Single Family
  • 4 Beds
  • 5 Baths
  • 4,185 SqFt

161 Kelley Lane, Chatham

$4,200,000
49 Nickerson Lane, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,895 SqFt

49 Nickerson Lane, Chatham

$4,199,000
517 Stony Hill Road, North Chatham
  • Single Family
  • 4 Beds
  • 7 Baths
  • 4,412 SqFt

517 Stony Hill Road, North Chatham

$3,500,000 ↑ $500,000
789 Fox Hill Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,275 SqFt

789 Fox Hill Road, Chatham

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

584 Main Street, Chatham

$2,750,000
16 Captain Cove Lane, Chatham
  • Single Family
  • 3 Beds
  • 4.5 Baths
  • 2,493 SqFt

16 Captain Cove Lane, Chatham

$2,599,000 ↓ $100,000
53 Little Beach Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,456 SqFt

53 Little Beach Road, Chatham

$2,495,000 ↓ $500,000
47 Little Beach Road, Chatham
  • Single Family
  • 2 Beds
  • 1 Baths
  • 664 SqFt

47 Little Beach Road, Chatham

$2,295,000 ↓ $200,000
148 Cross Street, Chatham
  • Single Family
  • 5 Beds
  • 5 Baths
  • 3,808 SqFt

148 Cross Street, Chatham

$2,294,973 ↓ $105,026
121 Oyster Pond Furlong, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,849 SqFt

121 Oyster Pond Furlong, Chatham

$2,250,000
353 Bridge Street, Chatham
  • Single Family
  • 4 Beds
  • 5 Baths
  • 2,500 SqFt

353 Bridge Street, Chatham

$2,200,000 ↓ $150,000
90 Seaview Street, Chatham
  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,118 SqFt

90 Seaview Street, Chatham

$2,100,000
New
24 Ivy Lane, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,787 SqFt

24 Ivy Lane, Chatham

$1,995,000
New
116 Crows Pond Road, Chatham
  • Single Family
  • 4 Beds
  • 3.5 Baths
  • 2,400 SqFt

116 Crows Pond Road, Chatham

$1,849,900
New
9 Pine Grove Road, Chatham
  • Single Family
  • 4 Beds
  • 2 Baths
  • 2,616 SqFt

9 Pine Grove Road, Chatham

$1,849,000
935 Old Queen Anne Road, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,900 SqFt

935 Old Queen Anne Road, Chatham

$1,650,000
108 Whidah Road, North Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,180 SqFt

108 Whidah Road, North Chatham

$1,499,000 ↓ $100,000
31 Pine Grove Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,883 SqFt

31 Pine Grove Road, Chatham

$1,495,000
24 Bellamy Lane, North Chatham
  • Single Family
  • 3 Beds
  • 5 Baths
  • 2,616 SqFt

24 Bellamy Lane, North Chatham

$1,475,000 ↓ $125,000
70 Fox Hill Road, Chatham
  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,256 SqFt

70 Fox Hill Road, Chatham

$1,399,000 ↓ $100,000
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
74 Ellis Street, Chatham
  • Single Family
  • 4 Beds
  • 2 Baths
  • 2,138 SqFt

74 Ellis Street, Chatham

$1,195,000
604 Orleans Road, North Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,512 SqFt

604 Orleans Road, North Chatham

$1,149,000 ↓ $346,000
185 Barcliff Avenue, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,584 SqFt

185 Barcliff Avenue, Chatham

$1,050,000
47 Misty Meadow Lane #2, Chatham
  • Single Family
  • 2 Beds
  • 2.5 Baths
  • 2,229 SqFt

47 Misty Meadow Lane #2, Chatham

$997,000
47 Misty Meadow Lane 2, North Chatham
  • Single Family
  • 2 Beds
  • 3 Baths
  • 2,229 SqFt

47 Misty Meadow Lane 2, North Chatham

$997,000
14 Pond View Lane, Chatham
  • Single Family
  • 3 Beds
  • 1 Baths
  • 1,008 SqFt

14 Pond View Lane, Chatham

$995,000
45 Wood Valley Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,271 SqFt

45 Wood Valley Road, Chatham

$949,900
90 Sweetbriar Lane #90, Chatham
  • Single Family
  • 8 Beds
  • 4 Baths
  • 3,297 SqFt

90 Sweetbriar Lane #90, Chatham

$899,500
90 Sweetbriar Drive, Chatham
  • Single Family
  • 8 Beds
  • 4 Baths
  • 3,297 SqFt

90 Sweetbriar Drive, Chatham

$899,500
226 Indian Hill North, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 800 SqFt

226 Indian Hill North, Chatham

$899,000
30 Island View Lane, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,421 SqFt

30 Island View Lane, Chatham

$879,000 ↓ $20,000
46 Little Beach Road, Chatham
  • Single Family
  • 1 Beds
  • 1 Baths
  • 454 SqFt

46 Little Beach Road, Chatham

$849,000 ↓ $146,000
28 Cranberry Lane, North Chatham
  • Single Family
  • 2 Beds
  • 1 Baths
  • 650 SqFt

28 Cranberry Lane, North Chatham

$849,000
2236 Main Street, South Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,280 SqFt

2236 Main Street, South Chatham

$719,000
7 Earles Way, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,004 SqFt

7 Earles Way, Chatham

$639,000
New
249 Ridgevale Road, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,078 SqFt

249 Ridgevale Road, Chatham

$619,000
New
66 Holly Drive, South Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,680 SqFt

66 Holly Drive, South Chatham

$599,000
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 5 Drive, North Chatham
  • Single Family
  • 4 Beds
  • 6 Baths
  • 2,450 SqFt

73 Rowland 5 Drive, North Chatham

$480,000
912 Main Street #310, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,177 SqFt

912 Main Street #310, Chatham

$415,000
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: $2,454,071
Total Listings: 52
Avg. Price/SQFT: $1,023
Highest Price: $15,000,000
Lowest Price: $320,000
Avg. Property Age: 73 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

Who Really Lives on Strong Island in Chatham?

Sitting about 900 feet off Eastward Point, Strong Island is hard to miss. Despite this, the large island just happens to be one of the most exclusive neighborhoods in Chatham. That’s because the island only has one home. So, who lives on Chatham’s Strong Island? The answer stretches back almost an entire century. Prior to the mid 1930s, there weren’t any full-time island residents. That’s until a banker purchased the island for his family and built a summer home. For years, it’s s... Read More

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

 

 

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 07/25/2021. 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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