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

116 Old Wharf Road, Chatham
  • Single Family
  • 5 Beds
  • 3.5 Baths
  • 4,856 SqFt

116 Old Wharf Road, Chatham

$10,500,000
116 Old Wharf Road, North Chatham
  • Single Family
  • 8 Beds
  • 6 Baths
  • 4,856 SqFt

116 Old Wharf Road, North Chatham

$9,750,000 ↓ $750,000
268 Cedar Street, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,299 SqFt

268 Cedar Street, Chatham

$9,750,000 ↓ $750,000
500 Shore Road, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,563 SqFt

500 Shore Road, Chatham

$7,800,000 ↓ $495,000
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
New
39 Seaview Terrace, Chatham
  • Single Family
  • 4 Beds
  • 7 Baths
  • 3,533 SqFt

39 Seaview Terrace, Chatham

$4,650,000
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

$3,925,000 ↓ $274,000
New
18 Attucks Trail, Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 3,201 SqFt

18 Attucks Trail, Chatham

$3,750,000
21 Buena Vista Road, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 3,399 SqFt

21 Buena Vista Road, Chatham

$3,575,000 ↓ $125,000
517 Stony Hill Road, North Chatham
  • Single Family
  • 4 Beds
  • 7 Baths
  • 4,087 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
86 Queen Anne Road, Chatham
  • Single Family
  • 6 Beds
  • 7 Baths
  • 2,923 SqFt

86 Queen Anne Road, Chatham

$2,950,000
119 Scatteree Road, North Chatham
  • Single Family
  • 6 Beds
  • 4 Baths
  • 2,527 SqFt

119 Scatteree Road, North Chatham

$2,850,000
62 Oyster Pond Furlong, Chatham
  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,884 SqFt

62 Oyster Pond Furlong, Chatham

$2,850,000
96 Hunter Rise, Chatham
  • Single Family
  • 3 Beds
  • 6 Baths
  • 2,877 SqFt

96 Hunter Rise, Chatham

$2,850,000 ↑ $1,000,000
69 Strong Island Road, Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,678 SqFt

69 Strong Island Road, Chatham

$2,799,900 ↓ $200,000
584 Main Street, Chatham
  • Single Family
  • 0 Beds
  • 1 Baths
  • 2,328 SqFt

584 Main Street, Chatham

$2,750,000
560 Orleans Road, Chatham
  • Single Family
  • 3 Beds
  • 2.5 Baths
  • 1,945 SqFt

560 Orleans Road, Chatham

$2,600,000
560 Orleans Road, North Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,945 SqFt

560 Orleans Road, North Chatham

$2,600,000
53 Little Beach Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,456 SqFt

53 Little Beach Road, Chatham

$2,495,000 ↓ $500,000
331 Main Street, Chatham
  • Single Family
  • 6 Beds
  • 4 Baths
  • 2,425 SqFt

331 Main Street, Chatham

$2,295,000
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
New
62 Emery Lane, North Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 3,153 SqFt

62 Emery Lane, North Chatham

$2,050,000
90 Seaview Street, Chatham
  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,118 SqFt

90 Seaview Street, Chatham

$1,999,000 ↓ $101,000
875 Orleans Road, Chatham
  • Single Family
  • 4 Beds
  • 5 Baths
  • 3,300 SqFt

875 Orleans Road, Chatham

$1,700,000
10 Aunt Kates Way, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,650 SqFt

10 Aunt Kates Way, Chatham

$1,395,000
67 Capri Lane, Chatham
  • Single Family
  • 2 Beds
  • 1 Baths
  • 1,100 SqFt

67 Capri Lane, Chatham

$1,350,000
New
162 Cedar Street, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,237 SqFt

162 Cedar Street, Chatham

$1,340,000
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
2653 Main Street, South Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,252 SqFt

2653 Main Street, South Chatham

$1,200,000
24 Ryders Cove Road, North Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,682 SqFt

24 Ryders Cove Road, North Chatham

$1,200,000
New
1898 Main Street, Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 1,568 SqFt

1898 Main Street, Chatham

$1,099,000
77 Queen Anne Road, Chatham
  • Single Family
  • 5 Beds
  • 3 Baths
  • 1,825 SqFt

77 Queen Anne Road, Chatham

$999,000 ↓ $300,900
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
185 Barcliff Avenue, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,584 SqFt

185 Barcliff Avenue, Chatham

$995,000 ↓ $55,000
111 Stephen Drive, Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,030 SqFt

111 Stephen Drive, Chatham

$950,000
45 Wood Valley Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,271 SqFt

45 Wood Valley Road, Chatham

$899,900 ↓ $50,000
28 Cranberry Lane, Chatham
  • Single Family
  • 2 Beds
  • 1 Baths
  • 650 SqFt

28 Cranberry Lane, Chatham

$849,000
86 Old Harbor Road, Chatham
  • Single Family
  • 2 Beds
  • 1 Baths
  • 690 SqFt

86 Old Harbor Road, Chatham

$649,000 ↓ $46,000
7 Earles Way, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,004 SqFt

7 Earles Way, Chatham

$630,000 ↓ $9,000
16 Captains Cove Lane, North Chatham
  • Single Family
  • 3 Beds
  • 5 Baths
  • 2,493 SqFt

16 Captains Cove Lane, North Chatham

$596,000
2581 Main Street, South Chatham
  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,148 SqFt

2581 Main Street, South Chatham

$595,000 ↓ $100,000
34 Cockle Cove Ridge #34, Chatham
  • Single Family
  • 2 Beds
  • 1.5 Baths
  • 1,078 SqFt

34 Cockle Cove Ridge #34, Chatham

$499,000
34 Cockle Cove Ridge 34, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,078 SqFt

34 Cockle Cove Ridge 34, Chatham

$499,000
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: $2,551,145
Total Listings: 53
Avg. Price/SQFT: $1,055
Highest Price: $10,500,000
Lowest Price: $325,000
Avg. Property Age: 75 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

Where Are The Most Exclusive Areas on the Cape?

Cape Cod is known for its beautiful beaches, beautiful homes and waterfront possibilities, but some of the most exclusive areas on the Cape take luxury and recreation to an entirely new level. Brewster Brewster is home to the exclusive Ocean Edge Resort & Golf Club. Membership here affords golf course and beach accessibility. While it hasn’t been open nearly as long as some other clubs on the Cape, Ocean Edge is thought to be one of the region’s finest locations. Unlike some o... Read More

Marconi’s Wireless Experiments Extended Across the Cape

His name evokes strong ties to Wellfleet, but it seems Guglielmo Marconi’s inventions actually extended across the Cape. The man responsible for the first transatlantic wireless communication between the US and Britain first began experimenting in the late 1800s in England. He then took his experiments to Cape Cod, and successfully carried out the transmissions from the Marconi Wireless Station Site around the turn of the century. Cape Cod was, of course, chosen for its extreme easter... Read More

The History Behind Chatham’s Resort Hotels

Hotel Chatham People have flocked to some of Cape Cod’s most elegant hotels and resorts for generations. Some of Chatham’s finest properties are sadly now part of Cape history, but others still stand for future generations to enjoy. Hotel Chatham Crews first broke ground on Hotel Chatham in the late 1800s. The three-floor hotel overlooked Pleasant Bay and the nearby beach was a big part of its appeal. The property also brought in a bowling alley, bath houses and a horse stable. Ev... Read More

Chatham Neighborhoods Explained

While Chatham does not have officially recognized neighborhoods per se, the seaside village does have some truly special sections of town. From popular Main Street to excursions out on the water, Chatham is favored for its own uniqueness and charm. Downtown If you’re searching for a quaint downtown district, you’ll find it on Main Street in Downtown Chatham. The downtown area is home to a number of restaurants, stores and coffee shops, the majority of which are independently owned. ... Read More

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 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.

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 09/20/2021. All properties are subject to prior sale, changes or withdrawal.

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