$1,495,000
 $8,025 est/mo Sourced by Back At You

370 Main Street,South Dennis, MA 02660

South Dennis, MA 02660

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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.

Details

MLS #22602581
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1840
Days On Site133
Listing Provided ByBerkshire Hathaway HomeServices Robert Paul Properties | Fran I Schofield

Features

Bed(s)5
Bath(s) 5 Total
SQ Feet2,617
Story(s)3
Acreage0.88

Interior

Rooms Total9
HeatingNatural Gas
Heating Yes / NoYes
AppliancesDishwasher, Freezer, Microwave, Gas Range, Refrigerator, Range Hood, Wall/Oven Cook Top, Washer, Electric, Natural Gas, Water Heater
Interior FeaturesAttic Storage, Linen Closet, Pantry, Walk-In Closet(s)
Fireplaces Total2

Exterior

Exterior FeaturesOutdoor Shower, Garden
RoofAsphalt, Pitched, Shingle
Ccimls2 Foundation Sp Details Co Foundation Sp DetailsOther, Stone
Lot FeaturesGentle Sloping, Sloped, Wooded, Level
Patio And Porch FeaturesPatio, Porch
Ccimls2 Fencing Co FencingPartial
FencingPartial
Construction MaterialsClapboard, Shingle Siding

Parking

Attached Garage Yes / NoNo
Garage Yes / NoNo
Parking FeaturesDriveway

Taxes

Tax Annual Amount3678
Tax Assessed Value857300
Tax Year2026

Area Information

StateMA
CountyBarnstable
CitySouth Dennis
Zip Code02660
AreaDennis
Listing VS Median (in 02660)
Price:
$1,495,000
low | high
Med:
$559,000
100% of Average
sqft:
2,617
low | high
Med:
1,084
100% of Average
$ / sqft:
$571
low | high
Med:
$516
59.729664687951% of Average
On site:
133
low | high
Med:
32
100% of Average
Sourced by Back At You

Market Activity 02660

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Learn More About This Property

StateMA
CountyBarnstable
CitySouth Dennis
Zip Code02660
AreaDennis
Listing VS Median (in 02660)
Price:
$1,495,000
low | high
Med:
$559,000
100% of Average
sqft:
2,617
low | high
Med:
1,084
100% of Average
$ / sqft:
$571
low | high
Med:
$516
59.729664687951% of Average
On site:
133
low | high
Med:
32
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $1.121M - $1.868M
sqft: 1,500 - 3,000
Nearby Listings Property ImageNearby Listings Details
370 Main Street Property Photo 1
$1,495,000
370 Main Street
Dennis, MA 02660
Listing Updated: October 11, 2026 at 5:41:59 AM PDT