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

• Single Family
• 10 Beds
• 10 Baths
• 7,640 SqFt

150-154 Cross Street, Chatham

$7,900,000

Listing Agent: Paul E Grover

Listing Office: Robert Paul Properties, Inc.

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

75 Grist Mill Lane, Chatham

$7,250,000

Listing Agent: Ellen Aldrich

Listing Office: Pine Acres Realty

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

373 Bridge Street, Chatham

$6,995,000

Listing Agent: Chris Rhinesmith

Listing Office: Pine Acres Realty

• Single Family
• 8 Beds
• 9 Baths
• 7,720 SqFt

155 & 157 Bridge Street, Chatham

$4,595,000 ↓ $400,000

Listing Agent: Chris Rhinesmith

Listing Office: Pine Acres Realty

• Single Family
• 4 Beds
• 5 Baths
• 4,820 SqFt

257 Stage Harbor Road, Chatham

$2,895,000 ↓ $100,000

Listing Agent: Harry M Cutts

Listing Office: William Raveis RE & Home Serv.

• Single Family
• 5 Beds
• 5 Baths
• 2,608 SqFt

391-393 Main Street, Chatham

$2,595,000

Listing Agent: Chris Rhinesmith

Listing Office: Pine Acres Realty

• Single Family
• 4 Beds
• 4 Baths
• 3,183 SqFt

203 Cross Street, Chatham

$2,495,000

Listing Agent: Chris Rhinesmith

Listing Office: Pine Acres Realty

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

63 Cross Street, Chatham

$2,490,000 ↑ $100,000

Listing Agent: Judith L Smith

Listing Office: John C Ricotta & Assoc.

• Single Family
• 4 Beds
• 5 Baths
• 3,166 SqFt

7 Emery Field, Chatham

$2,250,000

Listing Agent: Lori L Fanning Smith

Listing Office: Pine Acres Realty

• Single Family
• 4 Beds
• 5 Baths
• 3,900 SqFt

270 Stage Harbor Road, Chatham

$2,250,000

Listing Agent: Dawn Boynton

Listing Office: Robert Paul Properties, Inc.

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

280 Stage Harbor Road, Chatham

$2,195,000

Listing Agent: Chris Rhinesmith

Listing Office: Pine Acres Realty

• Single Family
• 3 Beds
• 4 Baths
• 2,196 SqFt

43 Hallet Lane, Chatham

$1,895,000 ↓ $100,000

Listing Agent: Chris Rhinesmith

Listing Office: Pine Acres Realty

Blog Posts About The Chatham Loop