2016 Main Street
Chatham, MA, 02633
$2,150,000
4 Beds
4.5 Baths
3,902 SqFt
0.85 Acres
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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:
Pending
Beds:
4
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jun 10, 2025
Finished Sq Ft:
3,902
Total Sq Ft:
3,902
Lot Size:
37,026 sqft / 0.85 acres (approx)
Year Built:
2005
OutbuildingPoolMonomoy

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Schools

School District:
Monomoy

Interior

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

Exterior

Architectural Style
Colonial
Construction Materials
Barnboard, Shingle Siding
Exterior Features
Outdoor Shower
Other Structures
Outbuilding
Roof
Asphalt, Pitched

Financial

Tax Year
2025
Taxes
$4,559

Map

Community

Market Summary

Current real estate data for Single Family in Chatham as of Sep 05, 2025
84
Single Family Listed
120
Avg DOM
992
Avg $ / SqFt
$3,153,506
Avg List Price

Property Summary

    2016 Main Street Chatham MA is a Single Family for sale in Chatham, MA, 02633. It is listed for $2,150,000 and features 4 beds, 5 baths, and has approximately 3,902 square feet of living space, and was originally constructed in 2005. The current price per square foot is $551. The average price per square foot for Single Family listings in Chatham is $992. The average listing price for Single Family in Chatham is $3,153,506. To schedule a showing of MLS#22502844 at 2016 Main Street in Chatham, MA, contact your Pleasant Bay Realty agent at (774) 209-1428.

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2016 Main Street
Chatham, MA