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370 Main StreetDennis, MA 02660Price: $1,569,000

  • Price: $1,569,000
  • Est. Mortgage of $/month
  • 2 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $1,569,000List Price
  • 5Bedrooms
  • 5Bathrooms
  • 0.88Acreage
  • 1840Year Built
  • 2,617Square Feet

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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. 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 of 370 Main Street

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Listed by Fran I Schofield of Berkshire Hathaway HomeServices Robert Paul Properties

broker reciprocity 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. Summary or thumbnail real estate listings held by brokerage firms other than Frank Sullivan Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Frank Sullivan Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated June 2, 2026 3:21 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

Frank Sullivan Real Estate 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.

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