Raymond M. Hall, REALTOR® | Call | Text | ray@ricottarealestate.com | 1181 Main Street, Chatham, MA 02633
$1,495,000
-4.7% from original list of $1,569,000 · September 1, 2026

370 Main Street, South Dennis, MA 02660

5 bedrooms 4 Full Baths 1 Half Bath 2,617 Sq Ft 0.88 acres
MLS# 22602581 · Residential / (Single Family Residence)
Listed: 07/24/26 (listing data as of 09/13/26 at 5:20 pm)
  • Chef's Kitchen
  • Renovated Kitchen
  • Built-Ins
  • Updated Bath
  • 1st Floor Primary Bedroom
  • 2 Fireplaces
  • Renovated 2025
  • Outdoor Shower
  • Bike Path

About This Property

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.

Property Details

Property TypeResidential
(Single Family Residence)
StatusFor Sale
MLS Number22602581
Year Built1840
Annual Taxes$3,678 (2026)
Total Assessment$857,300
Square Footage2,617
Price/Sq Ft$571/sq ft
Separate Living QuartersYes
Lot Size0.88 acres
Total Rooms9
Bedrooms5
Full Baths4
Half Baths1
RenovatedYes
Year Renovated2025
Heat Source Forced Air, Natural Gas
Add'l Heating Forced Air, Heat Pump, Forced Hot Water
Cooling A/C
Garage Spaces0
Days on Market51
WaterfrontNo
Miles to Beach.1 - .3
Fireplaces2
Lot Features Gentle Sloping, Level, Sloped, Wooded

Bedroom Details

Primary Bedroom

  • First Floor
  • Ceiling Fan(s)
  • Closet(s)
  • Office/Sitting Area
  • Private Full Bath
  • Wood Flooring

Bedroom 2

  • First Floor
  • Ceiling Fan(s)
  • Closet(s)
  • Private Full Bath
  • Wood Flooring

Bedroom 3

  • Second Floor
  • Closet(s)
  • Shared Full Bath
  • Wood Flooring

Bedroom 4

  • Second Floor
  • Ceiling Fan(s)
  • Walk-In Closet(s)
  • Wood Flooring

Bedroom 5

  • Second Floor
  • Wood Flooring

Living Area Details

Living Room

  • First Floor
  • Wood Flooring
  • Built-in Features

Dining Room

  • First Floor
  • Wood Flooring
  • Beamed Ceilings

Kitchen

  • First Floor
  • Gas Stove
  • Recessed Lighting
  • Private Full Bath
  • Pantry
  • Laundry Areas
  • Kitchen Island
  • Wood Flooring
  • Wood Burning Fireplace
  • Eat-in Kitchen
  • Granite Counters
  • Built-in Features
  • Breakfast Bar
  • Beamed Ceilings

Appliances

  • Dishwasher
  • Freezer
  • Gas Dryer
  • Gas Range
  • Microwave
  • Range Hood
  • Refrigerator
  • Wall/Oven Cook Top
  • Washer

Mud Room

  • First Floor
  • Wood Flooring

Foyer

  • First Floor
  • Wood Flooring

Laundry

  • First Floor
  • Built-in Features
  • Closet(s)
  • Pantry

Sep Living Qtrs Info

Baths - Half Yes
Beds Yes
Baths - Total Yes

Convenient To

  • Bike Path
  • Cape Cod Rail Trail
  • Conservation Area
  • In Town Location
  • Major Highway
  • Marina
  • Medical Facility
  • Public Tennis
  • Convenient to Nantucket Sound
  • Convenient to Cape Cod Bay
  • Convenient to Bass River

Exterior Features

  • Garden
  • Outdoor Shower
  • Private Yard

Interior Features

  • Attic Storage
  • Linen Closet
  • Mud Room
  • Pantry
  • Walk-In Closet(s)

Location

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Listing Courtesy of: Fran I Schofield / Berkshire Hathaway HomeServices Robert Paul Properties

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than John C. Ricotta & Associates are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated 09/13/2026. Neither the listing broker nor John C. Ricotta & Associates shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. All properties are subject to prior sale, changes, or withdrawal.