Chatham Loop Real Estate

The Chatham Loop is an exclusive section of Chatham that circles Mill Pond and Little Mill Pond and is defined as Main Street, Bridge Street, and Stage Harbor Road. The Chatham Loop passes near the elite Sears Point, Harbor Hill, Stage Harbor and Oyster Pond River neighborhoods.  Many residents enjoy the ultimate combination of beach-front properties with an easy walk to town as well as deep-water access to the Nantucket Sound. 

The Loop was one of the first parts of Chatham to be settled when William Nickerson purchased the Stage Neck area of the Loop from the Monomoyick Indian Tribe.  Samuel Smith of Eastham was another early settler in the Tom’s Neck area east of Mill Pond.  While farming was the initial industry in the Loop area, fishing and whaling grew in importance in early 19th century.  Historic landmarks including the Captain Fred Eldridge House located at 154 Champlain Road and the Atwood House at 347 Stage Harbor Road are lasting monuments to early life in the Chatham Loop.

Chatham Loop Area Homes For Sale

• Single Family
• 3 Beds
• 4 Baths
• 2,157 SqFt

75 Grist Mill Lane, Chatham

$6,995,000 ↓ $255,000

Listing Agent: Ellen Aldrich

Listing Office: Compass

• Single Family
• 7 Beds
• 9 Baths
• 10,000 SqFt

373 Bridge Street, Chatham

$6,995,000

Listing Agent: Chris Rhinesmith

Listing Office: Compass

• Single Family
• 6 Beds
• 4 Baths
• 3,305 SqFt

331 Main Street, Chatham

$2,575,000

Listing Agent: John C Ricotta

Listing Office: John C Ricotta & Assoc.

• Single Family
• 4 Beds
• 4 Baths
• 3,133 SqFt

203 Cross Street, Chatham

$2,495,000

Listing Agent: Doug Grattan

Listing Office: Chatham Properties Group

• Single Family
• 4 Beds
• 6 Baths
• 4,247 SqFt

26 Stage Harbor Road, Chatham

$2,395,000 ↓ $100,000

Listing Agent: Team Guthrie - Mabile

Listing Office: Robert Paul Properties, Inc.

• Single Family
• 4 Beds
• 5 Baths
• 2,606 SqFt

36 Cross Street, Chatham

$2,350,000

Listing Agent: Chris Rhinesmith

Listing Office: Compass

• Single Family
• 4 Beds
• 5 Baths
• 4,382 SqFt

201 Main Street, Chatham

$2,250,000

Listing Agent: Chris Rhinesmith

Listing Office: Compass

• Single Family
• 5 Beds
• 5 Baths
• 3,000 SqFt

280 Stage Harbor Road, Chatham

$2,195,000

Listing Agent: Chris Rhinesmith

Listing Office: Compass

• Single Family
• 4 Beds
• 4 Baths
• 3,395 SqFt

47 Chase Street, Chatham

$1,850,000

Listing Agent: Bill W Storff

Listing Office: Compass

• Single Family
• 11 Beds
• 11 Baths
• 5,055 SqFt

63 Cross Street, Chatham

$1,595,000

Listing Agent: Judith L Smith

Listing Office: John C Ricotta & Assoc.

• Single Family
• 3 Beds
• 3 Baths
• 2,706 SqFt

595 Main Street #38, Chatham

$1,425,000

• Single Family
• 3 Beds
• 3 Baths
• 2,706 SqFt

595 Main Street 38, Chatham

$1,425,000

Listing Agent: Team Guthrie - Mabile

Listing Office: Robert Paul Properties, Inc.

Blog Posts About The Chatham Loop