745-747 Main Street
Chatham, MA, 02633
$1,499,900
Attention Investors: Two homes on separate parcels are available in downtown Chatham. Enjoy walking distance to town, Veteran’s Field, Oyster Pond, and a variety of restaurants. The first property, located at 747 Main Street, is a 4-bedroom, 2-bathroom bungalow featuring central A/C, natural gas heating, period details, hardwood floors, a spacious front porch perfect for lazy afternoons, and irrigation for the lawn. The second property, at 745 Main Street, is a 2-bedroom, 1-bathroom cottage that has been gutted and is ready for your creative vision. Both properties are connected to town sewer, presenting the potential for a family compound with space for a pool. There are numerous possibilities on the combined .28-acre parcel.
Current real estate data for Single Family in Chatham as of Jan 11, 2026
41
Single Family Listed
149
Avg DOM
1,044
Avg $ / SqFt
$2,752,041
Avg List Price
Property Details
Price:
$1,499,900
MLS #:
22505745
Status:
Active
Beds:
6
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Nov 26, 2025
Finished Sq Ft:
2,257
Total Sq Ft:
2,257
Lot Size:
12,414 sqft / 0.28 acres (approx)
Year Built:
1916
Schools
School District:
Monomoy
Interior
Appliances
Dishwasher, Refrigerator, Electric Range, Gas Water Heater
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Fireplaces Total
2
Flooring
Hardwood, Carpet, Tile
Laundry Features
Laundry Room, First Floor
Exterior
Architectural Style
Bungalow, Cottage
Construction Materials
Clapboard, Shingle Siding
Parking Spots
7
Roof
Asphalt, Pitched
Financial
Tax Year
2026
Taxes
$6,461
Map
Contact Us
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Community
- Address745-747 Main Street Chatham MA
- CityChatham
- CountyBarnstable
- Zip Code02633
Subdivisions in Chatham
Property Summary
- 745-747 Main Street Chatham MA is a Single Family for sale in Chatham, MA, 02633. It is listed for $1,499,900 and features 6 beds, 3 baths, and has approximately 2,257 square feet of living space, and was originally constructed in 1916. The current price per square foot is $665. The average price per square foot for Single Family listings in Chatham is $1,044. The average listing price for Single Family in Chatham is $2,752,041. To schedule a showing of MLS#22505745 at 745-747 Main Street in Chatham, MA, contact your Nauset Management LLC. agent at 774.353.8668.
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As a lifelong resident of the outer Cape I was the third generation to pick up the mantel in the family construction business. In my early twenties, I called the Cape my home on weekends as I spent several years working for a variety of off-Cape commercial construction companies. My commercial site supervision resume includes two supermarkets, two HUD projects, a funeral home and a handful of steel industrial buildings as well as various restaurant and office remodels. Prior to striking out on m…
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745-747 Main Street
Chatham, MA