Chatham Investment Properties
Premium Lower Cape market with the highest median prices outside Provincetown and a walkable Main Street that drives off-season bookings.
Active Listings
55
Median Price
$2,499,000
Lowest
$650,000
Highest
$12,999,900
Recent Chatham Listings
35 Crows Pond Road$3,995,000 · 3 bd · 4.5 ba · 4,400 sqft
55 Winterset Drive$2,295,000 · 4 bd · 3.5 ba · 4,066 sqft
800 Riverview Drive$975,000 · 3 bd · 2 ba · 1,820 sqft
24 Kittys Lane$775,000 · 2 bd · 1 ba · 768 sqft
2118 Main Street$1,399,000 · 4 bd · 2.5 ba · 2,670 sqft
2673 Main Street$849,000 · 4 bd · 2 ba · 1,635 sqft
Browse Chatham by Property Type
📋 Chatham Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for Airbnb & VRBO rentals in Chatham →