2016 Main Street Chatham MA 02633 MLS #22502844

Stunning Magazine-Quality Home with Resort-Style Living on Main StreetTucked privately off Main Street, this breathtaking home offers the perfect balance of privacy and prime location. Designed for both relaxed living and stylish entertaining, the interior boasts an open floor plan with beautiful shiplap walls, a dedicated dining room with built-in wet bar, and a thoughtfully placed half bath that opens to a backyard haven complete with an outdoor shower.Step outside into your private resort-style oasis–featuring a heated inground pool, expansive deck, fire pit, and outdoor TV–all nestled alongside the Cape Cod Rail Trail for unmatched access to natural beauty and recreation.The first floor is anchored by a spacious primary suite with direct access to the pool area, a large living room with gas fireplace, a cozy adjacent den, and a chef’s kitchen with a central island perfect for gatherings.Upstairs, you’ll find two additional bedrooms, a private den, generous full bath, and a second primary suite offering luxurious comfort for guests or extended family.The walkout lower level delivers an urban edge with polished cement floors, a sleek wet bar and a Murphy bed; ideal for overflow guests or versatile living.
This is more than a home, it’s a lifestyle. See attached list of features and improvements in MLS documents.

Property Details

Price:
$2,150,000
MLS #:
22502844
Status:
Active
Beds:
3
Baths:
4.5
Address:
2016 Main Street
Type:
Single Family
Subtype:
Single Family Residence
City:
Chatham
Listed Date:
Jun 10, 2025
State:
MA
Finished Sq Ft:
3,902
Total Sq Ft:
3,902
ZIP:
02633
Lot Size:
37,026 sqft / 0.85 acres (approx)
Year Built:
2005

Schools

School District:
Monomoy

Interior

Appliances
Gas Water Heater
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Hardwood, Tile

Exterior

Construction Materials
Barnboard, Shingle Siding
Exterior Features
Outdoor Shower
Roof
Asphalt, Pitched

Financial

Tax Year
2025
Taxes
$4,559

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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…

More About Jon
2016 Main Street
Chatham, MA