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

581 Shore Road, Chatham
  • Single Family
  • 5 Beds
  • 7 Baths
  • 4,454 SqFt

581 Shore Road, Chatham

$3,499,900 ↓ $500,000
789 Fox Hill Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,275 SqFt

789 Fox Hill Road, Chatham

$3,345,000 ↓ $150,000
1114 Orleans Road 5, North Chatham
  • Single Family
  • 2 Beds
  • 3 Baths
  • 2,311 SqFt

1114 Orleans Road 5, North Chatham

$799,000
10 Seacrest Village Lane, Chatham
  • Single Family
  • 3 Beds
  • 5 Baths
  • 3,214 SqFt

10 Seacrest Village Lane, Chatham

$1,299,000 ↓ $76,000
684 Orleans Road, North Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,226 SqFt

684 Orleans Road, North Chatham

$1,250,000 ↓ $125,000
58 Pond Street, Chatham
  • Single Family
  • 5 Beds
  • 5 Baths
  • 4,031 SqFt

58 Pond Street, Chatham

$3,495,000 ↓ $504,900
1070 Orleans Road, North Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,988 SqFt

1070 Orleans Road, North Chatham

$1,750,000
98,100,100 A Oyster Pond Furlong, Chatham
  • Single Family
  • 9 Beds
  • 6 Baths
  • 4,774 SqFt

98,100,100 A Oyster Pond Furlong, Chatham

$5,999,000
830 Fox Hill Road, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,133 SqFt

830 Fox Hill Road, Chatham

$2,249,000
606 Orleans Road, North Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,430 SqFt

606 Orleans Road, North Chatham

$2,495,000 ↑ $220,000
26 Cockle Cove Road, Chatham
  • Single Family
  • 4 Beds
  • 1 Baths
  • 1,675 SqFt

26 Cockle Cove Road, Chatham

$565,000 ↓ $34,000
34 Salt Marsh Way, North Chatham
  • Single Family
  • 5 Beds
  • 6 Baths
  • 7,894 SqFt

34 Salt Marsh Way, North Chatham

$4,249,000
31 Gillis Road, South Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,652 SqFt

31 Gillis Road, South Chatham

$890,000 ↓ $35,000
71 Taylors Pond Road, South Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,392 SqFt

71 Taylors Pond Road, South Chatham

$1,499,999 ↓ $100,001
24 Andrew Mitchell Lane, North Chatham
  • Single Family
  • 6 Beds
  • 8 Baths
  • 5,700 SqFt

24 Andrew Mitchell Lane, North Chatham

$3,750,000 ↓ $140,000
75 Grist Mill Lane, Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,157 SqFt

75 Grist Mill Lane, Chatham

$6,695,000 ↓ $300,000
2 Ridge Cove Lane, Chatham
  • Single Family
  • 2 Beds
  • 3 Baths
  • 3,200 SqFt

2 Ridge Cove Lane, Chatham

$749,900 ↓ $10,000
558 Fox Hill Road, Chatham
  • Single Family
  • 5 Beds
  • 10 Baths
  • 10,058 SqFt

558 Fox Hill Road, Chatham

$9,995,000
229 Scatteree Road, North Chatham
  • Single Family
  • 5 Beds
  • 2 Baths
  • 2,455 SqFt

229 Scatteree Road, North Chatham

$2,999,999
38 Willow Bend, Chatham
  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,157 SqFt

38 Willow Bend, Chatham

$1,249,000
323 Riverview Drive, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,043 SqFt

323 Riverview Drive, Chatham

$599,000
178 Old Harbor Road, Chatham
  • Single Family
  • 3 Beds
  • 5 Baths
  • 3,412 SqFt

178 Old Harbor Road, Chatham

$2,499,900
26 Cockle Cove Road, Chatham
  • Single Family
  • 4 Beds
  • 1 Baths
  • 1,675 SqFt

26 Cockle Cove Road, Chatham

$565,000 ↓ $34,000
830 Fox Hill Road, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,133 SqFt

830 Fox Hill Road, Chatham

$2,249,000
194 Champlain Road, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 1,938 SqFt

194 Champlain Road, Chatham

$2,950,000 ↓ $200,000
56 Stage Island Road, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,932 SqFt

56 Stage Island Road, Chatham

$3,850,000 ↓ $250,000
230 Cedar Street, Chatham
  • Single Family
  • 5 Beds
  • 6 Baths
  • 5,299 SqFt

230 Cedar Street, Chatham

$10,500,000
51 Palmer Drive, Chatham
  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,808 SqFt

51 Palmer Drive, Chatham

$959,000 ↓ $36,000
17 Seaview Street, Chatham
  • Single Family
  • 5 Beds
  • 5 Baths
  • 4,100 SqFt

17 Seaview Street, Chatham

$3,499,000 ↓ $301,000
407 Old Harbor Road, Chatham
  • Single Family
  • 7 Beds
  • 8 Baths
  • 4,122 SqFt

407 Old Harbor Road, Chatham

$1,749,000
912 Main Street X214, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,122 SqFt

912 Main Street X214, Chatham

$339,500 ↓ $10,000
912 Main Street #214, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,122 SqFt

912 Main Street #214, Chatham

$339,500 ↓ $3,055,500
65 Morris Island Road, Chatham
  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,579 SqFt

65 Morris Island Road, Chatham

$1,995,000 ↑ $96,000
11 Library Lane, Chatham
  • Single Family
  • 6 Beds
  • 8 Baths
  • 4,238 SqFt

11 Library Lane, Chatham

$2,750,000 ↓ $245,000
16 Aunt Lydias Way, Chatham
  • Single Family
  • 5 Beds
  • 6 Baths
  • 6,311 SqFt

16 Aunt Lydias Way, Chatham

$3,495,000
36 Cross Street, Chatham
  • Single Family
  • 4 Beds
  • 5 Baths
  • 2,606 SqFt

36 Cross Street, Chatham

$2,195,000 ↓ $155,000
373 Bridge Street, Chatham
  • Single Family
  • 7 Beds
  • 9 Baths
  • 10,000 SqFt

373 Bridge Street, Chatham

$5,990,000 ↓ $1,005,000
912 Main Street X213, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,011 SqFt

912 Main Street X213, Chatham

$340,000
105 Wood Carver Knoll, Chatham
  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,416 SqFt

105 Wood Carver Knoll, Chatham

$1,999,000 ↓ $151,000
24 Captain Sears Way, Chatham
  • Single Family
  • 5 Beds
  • 6 Baths
  • 5,896 SqFt

24 Captain Sears Way, Chatham

$4,250,000
1237 Main Street 15, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,243 SqFt

1237 Main Street 15, Chatham

$649,000
912 Main Street #213, Chatham
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,011 SqFt

912 Main Street #213, Chatham

$340,000
90 Seaview Street, Chatham
  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,067 SqFt

90 Seaview Street, Chatham

$1,595,000
55 Holway Street, Chatham
  • Single Family
  • 4 Beds
  • 5 Baths
  • 2,450 SqFt

55 Holway Street, Chatham

$3,150,000 ↓ $740,000
2 Ridge Cove #2, Chatham
  • Single Family
  • 2 Beds
  • 2.5 Baths
  • 3,200 SqFt

2 Ridge Cove #2, Chatham

$749,900 ↓ $10,000
1237 Main Street X12a, Chatham
  • Single Family
  • 1 Beds
  • 1 Baths
  • 850 SqFt

1237 Main Street X12a, Chatham

$449,000 ↓ $16,000
1237 Main Street #12a, Chatham
  • Single Family
  • 1 Beds
  • 1 Baths
  • 850 SqFt

1237 Main Street #12a, Chatham

$449,000 ↓ $16,000
405 Riverview Drive, Chatham
  • Single Family
  • 5 Beds
  • 4 Baths
  • 3,025 SqFt

405 Riverview Drive, Chatham

$1,099,900
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.

What's Your Home Worth? Find out now, for Free.

Let's Go