Raymond M. Hall, REALTOR® | (508) 221-2544 | ray@ricottarealestate.com | 1181 Main Street, Chatham, MA 02633
$1,569,000

370 Main Street, South Dennis, MA 02660

5 Beds 4 Full Baths 1 Half Baths 2,617 Sq Ft 0.88 acres
MLS# 22602581 · Residential / (Single Family Residence)
Listed: 07/24/26 (listing data as of 07/30/26 at 4:04 pm)

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

Property Details

Property TypeResidential
(Single Family Residence)
StatusActive
MLS Number22602581
Year Built1840
Annual Taxes$3,678 (2026)
Total Assessment$857,300
Square Footage2,617
Price/Sq Ft$600/sq ft
Separate Living QuartersYes
Lot Size0.88 acres
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 Market6
WaterfrontNo
Miles to Beach.1 - .3
Fireplaces2
Lot Features Gentle Sloping, Sloped, Wooded

Bedroom Details

Primary Bedroom

  • First Floor
  • Ceiling Fan
  • Wood Flooring
  • HU High Speed Internet
  • Office/Sitting Area
  • Private Full Bath

Bedroom 2

  • First Floor
  • Ceiling Fan
  • Wood Flooring
  • HU High Speed Internet
  • Private Full Bath

Bedroom 3

  • Second Floor
  • Closet
  • Wood Flooring
  • HU High Speed Internet
  • Shared Full Bath

Bedroom 4

  • Second Floor
  • Ceiling Fan
  • Closet
  • Wood Flooring
  • HU High Speed Internet

Living Area Details

Living Room

  • First Floor
  • Built-Ins
  • Other Type of Fireplace
  • Wood Flooring
  • HU High Speed Internet

Dining Room

  • First Floor
  • Beamed Ceilings
  • Wood Flooring
  • HU High Speed Internet
  • Other Door Access

Kitchen

  • Pantry
  • First Floor
  • Beamed Ceilings
  • Breakfast Bar
  • Built-Ins
  • Wood Burning Fireplace
  • Wood Flooring
  • HU High Speed Internet
  • Laundry Areas
  • Private Full Bath
  • Recessed Lighting
  • Other Door Access
  • Upgraded Cabinets

Appliances

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

Bedroom 5

  • Second Floor

Mud Room

  • First Floor

Laundry Room

  • First Floor
  • Built-Ins
  • Laundry Closet
  • Sink

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 07/30/2026. 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.