370 Main Street, South Dennis, MA

$1,569,000 « Back to listings page
Updating
370 Main Street, South Dennis, MA photo 1
370 Main Street, South Dennis, MA photo 2
370 Main Street, South Dennis, MA photo 3
370 Main Street, South Dennis, MA photo 4
370 Main Street, South Dennis, MA photo 5
370 Main Street, South Dennis, MA photo 6
370 Main Street, South Dennis, MA photo 7
370 Main Street, South Dennis, MA photo 8
370 Main Street, South Dennis, MA photo 9
370 Main Street, South Dennis, MA photo 10
370 Main Street, South Dennis, MA photo 11
370 Main Street, South Dennis, MA photo 12
370 Main Street, South Dennis, MA photo 13
370 Main Street, South Dennis, MA photo 14
370 Main Street, South Dennis, MA photo 15
370 Main Street, South Dennis, MA photo 16
370 Main Street, South Dennis, MA photo 17
370 Main Street, South Dennis, MA photo 18
370 Main Street, South Dennis, MA photo 19
370 Main Street, South Dennis, MA photo 20
370 Main Street, South Dennis, MA photo 21
370 Main Street, South Dennis, MA photo 22
370 Main Street, South Dennis, MA photo 23
370 Main Street, South Dennis, MA photo 24
370 Main Street, South Dennis, MA photo 25
370 Main Street, South Dennis, MA photo 26
370 Main Street, South Dennis, MA photo 27
370 Main Street, South Dennis, MA photo 28
370 Main Street, South Dennis, MA photo 29
370 Main Street, South Dennis, MA photo 30
370 Main Street, South Dennis, MA photo 31
370 Main Street, South Dennis, MA photo 32
370 Main Street, South Dennis, MA photo 33
370 Main Street, South Dennis, MA photo 34
370 Main Street, South Dennis, MA photo 35
370 Main Street, South Dennis, MA photo 36
370 Main Street, South Dennis, MA photo 37
370 Main Street, South Dennis, MA photo 38
370 Main Street, South Dennis, MA photo 39
370 Main Street, South Dennis, MA photo 40
370 Main Street, South Dennis, MA photo 41
370 Main Street, South Dennis, MA photo 42
370 Main Street, South Dennis, MA photo 43
370 Main Street, South Dennis, MA photo 44
370 Main Street, South Dennis, MA photo 45
370 Main Street, South Dennis, MA photo 46
370 Main Street, South Dennis, MA photo 47
370 Main Street, South Dennis, MA photo 48
370 Main Street, South Dennis, MA photo 49
370 Main Street, South Dennis, MA photo 50
370 Main Street, South Dennis, MA photo 51
370 Main Street, South Dennis, MA photo 52
370 Main Street, South Dennis, MA photo 53
370 Main Street, South Dennis, MA photo 54
370 Main Street, South Dennis, MA photo 55
370 Main Street, South Dennis, MA photo 56
370 Main Street, South Dennis, MA photo 57
370 Main Street, South Dennis, MA photo 58
370 Main Street, South Dennis, MA photo 59
370 Main Street, South Dennis, MA photo 60
370 Main Street, South Dennis, MA photo 61
370 Main Street, South Dennis, MA photo 62
370 Main Street, South Dennis, MA photo 63
370 Main Street, South Dennis, MA photo 64
370 Main Street, South Dennis, MA photo 65
370 Main Street, South Dennis, MA photo 66
370 Main Street, South Dennis, MA photo 67
370 Main Street, South Dennis, MA photo 68
370 Main Street, South Dennis, MA photo 69
370 Main Street, South Dennis, MA photo 70
370 Main Street, South Dennis, MA photo 71
370 Main Street, South Dennis, MA photo 72
370 Main Street, South Dennis, MA photo 73
370 Main Street, South Dennis, MA photo 74
370 Main Street, South Dennis, MA photo 75
370 Main Street, South Dennis, MA photo 76
370 Main Street, South Dennis, MA photo 77
370 Main Street, South Dennis, MA photo 78
370 Main Street, South Dennis, MA photo 79
370 Main Street, South Dennis, MA photo 80
370 Main Street, South Dennis, MA photo 81
370 Main Street, South Dennis, MA photo 82
370 Main Street, South Dennis, MA photo 83
370 Main Street, South Dennis, MA photo 84
370 Main Street, South Dennis, MA photo 85
370 Main Street, South Dennis, MA photo 86
370 Main Street, South Dennis, MA photo 87
370 Main Street, South Dennis, MA photo 88
370 Main Street, South Dennis, MA photo 89
Bootstrap Slider
View a Virtual Tour of 370 Main Street, South Dennis, MA »

370 Main Street, South Dennis, MA

Meticulously restored circa-1840 Sea Captain's home in the heart of the South Dennis Historic District. This landmark property offers 5 BRs and 4.5 BAs, including 2 first-floor en suite BRs that provide exceptional flexibility & convenience. The versatile floor plan is equally well suited for a private residence, multigenerational living, seasonal retreat, or hospitality use. Extensively renovated & improved over the past 2 decades, the home features a luxury chef's kitchen w/ premium appliances & custom cabinetry, updated baths, modernized systems, mini-split heating & cooling, new roof, restored interiors, & exceptional craftsmanship throughout. Historic details including wide-board floors, exposed beams, fireplaces, built-ins, & an antique brick oven blend seamlessly w/ modern comforts. Beautifully landscaped grounds feature a covered porch, brick terrace, mature gardens, & a distinctive seashell driveway. For nearly 20 years, the property was operated as a successful bed & breakfast w/ an international clientele, & remains an actively licensed B&B property. Prime location near Bass River, beaches, marinas, golf, dining, shopping, conservation & the Cape Cod Rail Trail.

370 Main Street, South Dennis, MA

Contact Raymond M. Hall, REALTOR®

Image Verification:*
370 Main Street, South Dennis, MA
STATUS: Active
Cape Cod MLS # 22602581
VILLAGE: South Dennis
STYLE: Single Family Residence
BEDROOMS: 5
BATHS: 4 Full / 1 Half
AGE: 1840
HEAT: YES/
ACRES: 0.88 acres
SQ.FT.: 2617 sqft.
GARAGE: 8 Car
BASEMENT:
General Information:
Water Access: No
Waterview: No
Waterfront: No
Miles to Beach:
Lot Size (SQFT): 38333
Lot Size (Acres): 0.88
Living Area (SQFT): 2617
Lot Description:

Listing Courtest of:
Berkshire Hathaway HomeServices Robert Paul Properties
Listing Agent: Fran Schofield (508-237-0006)

Listing provided courtesy of Berkshire Hathaway HomeServices Robert Paul Properties

Real Estate Logo Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Neither the listing company nor Raymond M. Hall/John C Ricotta & Assoc. shall be responsible for any typographical errors, misinformation, misprints and shallbe held totally harmless. The Broker providing this data believes it to be correct, but advisesinterested parties to confirm any item before relying on it in a purchase decision. Copyright 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

This site was last updated 06/18/2026. All properties are subject to prior sale, changes, or withdrawal.

Raymond M. Hall/John C Ricotta & Assoc. has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.