About This Home

This 5-bedroom, 5-bathroom single family at 370 Main Street in South Dennis, MA is listed for $1,495,000 ($571 per sqft). Built in 1840, the home offers 2,617 sqft of living space on a 0.88 acres lot.

Key Features

  • Built in 1840
  • 0.88 acre lot
  • 3 stories
  • 8 parking spaces
  • Fireplace

Property Details

3 stories
4 full, 1 half
8 spaces
1840

Amenities

Fireplace
Listing Description

Meticulously restored circa-1840 Sea Captain's home in the heart of the South Dennis Historic District. Landmark property offers 5 BRs and 4.5 BAs, including 2 first-floor en suite BRs that provide exceptional flexibility & convenience. 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 The spacious chef's kitchen has been recently & extensively renovated with upscale

finishes, top line appliances, crisp white cabinetry, and thoughtful planning (including two sinks!) This is a home designed for gathering -- the kind of place where large families, grandchildren, and summer visitors naturally come together. There is room for everyone, yet the home still feels warm, intimate, and welcoming.

Outdoors, life slows down. The covered side porch overlooks a brick terrace, perennial gardens, & the wooded beauty of its shady hollow. Whether enjoying morning coffee, hosting summer gatherings, or simply listening to birdsong drifting through the trees, the setting feels remarkably peaceful & private.

Lovingly restored and extensively improved over the past two decades, the property combines historic integrity with modern comfort. Significant recent updates include a beautifully renovated kitchen, new roof, comprehensive interior & exterior painting, updated systems, mini-split heating and cooling, renovated interior spaces, new porches, exterior improvements, & artistic landscaping.

Just minutes from beaches, boating, the bike trail, restaurants, shops, & conservation land, this exceptional South Dennis property offers the very best of Cape Cod living. Located above the flood zone and close to Bass River, Nantucket Sound beaches, Cape Cod Bay beaches, bike trail, dining, shopping, and marinas, this is a rare opportunity to own one of South Dennis Village's landmark properties.

Monthly Cost Estimate

$7,996/mo

20% down · 6.5% · 30 years

Principal$1,081
Interest$6,478
Insurance$436

Estimates only. Actual payments may vary.

Location

370 Main Street

South Dennis, MA 02660

Features & Amenities

Interior Features

Eat-in KitchenWalk-In Closet(s)Mud RoomAttic StorageLinen ClosetPantryKitchen IslandBreakfast Bar

Exterior Features

Private YardOutdoor ShowerGarden

Property Details

Flooring

Wood

Construction

Clapboard Shingle Siding

Outdoor Features

PatioPorch

Parking

Driveway

Heating

Natural GasForced Air

Appliances

Water HeaterRange HoodGas RangeDishwasherFreezerMicrowaveRefrigeratorWall/Oven Cook TopWasher

Questions & Answers

This 5-bedroom, 5-bathroom single family at 370 Main Street is listed at $1,495,000 ($571/sqft). The estimated monthly payment is $7,996 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1840, 0.88 acre lot, 3 stories, 8 parking spaces, Fireplace. Interior Features: Eat-in Kitchen, Walk-In Closet(s), Mud Room. Exterior Features: Private Yard, Outdoor Shower, Garden.

This property is listed by Fran I Schofield.

FS

Fran I Schofield

Agent at Robert Paul Properties, Inc.

Listed by Robert Paul Properties, Inc. · Broker phone: (508) 863-4663 · View on Broker Site

MLS# 22602581· Source: Cape Cod & Islands Association of REALTORS®, Inc.· 95 days on PropertySimple

Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

370 Main Street, South Dennis, MA 02660

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