Step into the timeless charm of this 1780 antique colonial, nestled on a spacious .57-acre lot just south of Route 28. Ideally located only 0.7 miles from the sparkling waters of Nantucket Sound, with Pleasant Street Beach and Forest Beach just moments away, this classic home offers a unique blend of history and coastal lifestyle.Offering 5 bedrooms and 2,016 sq ft of living space, the home showcases original wide-plank floors, period details, and classic New England character throughout. Thoughtful updates–including a newer roof, windows, and boilerprovide a solid starting point for your personal enhancements.With its inviting layout and abundant natural light, this home is ready for your vision. The expansive backyard is perfect for entertaining, featuring a private stone patio and cozy fire pit, creating the perfect setting for relaxing summer evenings.A rare opportunity to own a piece of Chatham history and make it your own–full of character, potential, and charm.Home is being sold ”As Is”. The master has a half bath and a separate shower area.
Property Details
Price:
$975,000
MLS #:
22502508
Status:
Pending
Beds:
5
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
May 23, 2025
Total Sq Ft:
2,016
Lot Size:
24,829 sqft / 0.57 acres (approx)
Year Built:
1780
See this Listing
Schools
School District:
Monomoy
Interior
Appliances
Cooktop, Wall/ Oven Cook Top, Electric Water Heater
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
None
Fireplaces Total
1
Flooring
Wood, Tile
Heating
Hot Water
Exterior
Construction Materials
Shingle Siding
Exterior Features
Outdoor Shower
Roof
Asphalt
Financial
Tax Year
2025
Taxes
$2,725
Map
Community
- Address68 Pleasant Street South Chatham MA
- CityChatham
- CountyBarnstable
- Zip Code02659
Subdivisions in Chatham
LIGHTBOX-IMAGES
NOTIFY-MSG
Market Summary
Current real estate data for Single Family in Chatham as of Jul 08, 2025
78
Single Family Listed
115
Avg DOM
$3,027,014
Avg List Price
Property Summary
- 68 Pleasant Street South Chatham MA is a Single Family for sale in Chatham, MA, 02659. It is listed for $975,000 and features 5 beds, 3 baths, and has approximately 0 square feet of living space, and was originally constructed in 1780. The average listing price for Single Family in Chatham is $3,027,014. To schedule a showing of MLS#22502508 at 68 Pleasant Street South in Chatham, MA, contact your Gibson Sotheby’s Int’l Realty agent at 5084327856.
LIGHTBOX-IMAGES
NOTIFY-MSG
Similar Listings Nearby

68 Pleasant Street South
Chatham, MA
LIGHTBOX-IMAGES
NOTIFY-MSG