370 Main Street
Dennis, MA · $1,569,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

370 Main Street

Dennis, MA 02660
$1,569,000
23 days on market · Listed Jun 29, 2026
Data refreshed Jul 18, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
5
Baths
4.5
Sq Ft
2,617
Acres
0.88
Year Built
1840
$ / Sq Ft
$600
Days on Market
23

Investment Snapshot

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Occupancy
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STR Range (P50)
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Location & Nearby

Map of 370 Main Street, Dennis MA with nearby beaches and points of interest
HThis property
  • A
    🚴 Great Western Train Trek
    0.45 mi
  • B
    🌲 Fresh Pond Conservation Land
    0.66 mi
  • C
    🐕 Fresh Pond Dog Park
    0.67 mi
  • D
    🍽️ Spinner Pizza & Burrito
    0.84 mi
  • E
    🛒 Ring Bros. Marketplace
    0.85 mi
  • F
    🍽️ Ring's Juice Bar at Ring Bros. Marketplace
    0.85 mi
  • G
    🍽️ Quan Chinese Kitchen
    0.86 mi
  • H
    🌲 Indian Lands Conservation Area
    0.89 mi

About this property

Meticulously restored 1840 Sea Captain's home in the heart of the South Dennis Historic District. This landmark property offers 5 BRs & 4.5BAs, 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. Renovated to the studs & extensively improved over the past 2 decades, the home features a luxury chef's kitchen w/ 2 sinks, 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. 20-year history as successful B&B, currently licensed.

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📋 Dennis Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Dennis
Listed by Frances Schofield, Berkshire Hathaway HomeServices Robert Paul Properties