36 Old Sailors Way
Dennis, MA · $475,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

36 Old Sailors Way

Dennis, MA 02660
$475,000
7 days on market · Listed Apr 1, 2026
Data refreshed Apr 8, 2026
🌊 Not in FEMA SFHA
View on Zillow ↗
Type
SF
Beds
2
Baths
1
Sq Ft
624
Acres
0.2
Year Built
1950
$ / Sq Ft
$761
Days on Market
7

Investment Snapshot

🟢 LOW RISK
Monthly Carrying
$2,631
Cash Flow / yr
$8,362
Cash-on-Cash
6.3%
Cash Required
$133,000
Projected Revenue / yr
$55,423
Avg Daily Rate
$298
Occupancy
51%
STR Range (P50)
$40,594
🟢 LOW RISK — Registration required. Annual renewal.
STR revenue range: $29,089$55,727

Location & Nearby

Map of 36 Old Sailors Way, Dennis MA with nearby beaches and points of interest
HThis property
  • A
    🚤 Dennis Town Landing
    0.13 mi
  • B
    🛝 Johnny Kelley Park Playground
    0.28 mi
  • C
    🌲 Johnny A. Kelley Recreation Area
    0.43 mi
  • D
    Mayfair Boat Yard & Marina
    0.48 mi
  • E
    🌲 Indian Lands Conservation Area
    0.61 mi
  • F
    🍽️ Ring's Juice Bar at Ring Bros. Marketplace
    0.73 mi
  • G
    🍽️ Spinner Pizza & Burrito
    0.73 mi
  • H
    🛒 Ring Bros. Marketplace
    0.74 mi

About this property

Welcome to 36 Old Sailors Way! This adorable ranch style home offers the old Cape Cod Charm with 2 bedrooms and 1 bath. Kitchen/dining room combo with tile flooring, living room with a fireplace, stackable washing machine/dryer, outdoor shower, a shed for all your storage needs and a fenced in yard. This home is perfect for a year-round opportunity or to be used as a vacation home! Ductless mini split (2016), 100 AMP Electrical service (2016), Passing Title V, and newer heating system. Just a short drive to local Dennis Bay beaches, in town shopping, and easy highway access. Close to Kelley's Bay, Johnny Kelley Park, Mayfair Boat Yard, the Cape Cod Rail Trail and approximately 1.3 miles to Follins Pond Town Landing. Don't miss this charming opportunity to own in South Dennis!

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📋 Dennis Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Dennis
Listed by Amy Hohmann, Today Real Estate