165 Cottontail Road
Wellfleet, MA · $1,150,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

165 Cottontail Road

Wellfleet, MA 02667
$1,150,000
13 days on market · Listed Mar 26, 2026
Data refreshed Apr 8, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
4
Baths
4.5
Sq Ft
2,970
Acres
0.81
Year Built
1979
$ / Sq Ft
$387
Days on Market
13

Investment Snapshot

🟢 LOW RISK
Monthly Carrying
$6,276
Cash Flow / yr
$11,280
Cash-on-Cash
3.5%
Cash Required
$322,000
Projected Revenue / yr
$114,286
Avg Daily Rate
$712
Occupancy
44%
STR Range (P50)
$82,776
🟢 LOW RISK — Registration required.
STR revenue range: $55,730$115,163

Location & Nearby

Map of 165 Cottontail Road, Wellfleet MA with nearby beaches and points of interest
HThis property
  • A
    🍦 PB Boulangerie (Ice Cream)
    0.68 mi
  • B
    🍽️ PB Boulangerie Bistro
    0.69 mi
  • C
    🍽️ La strada Della pizza
    0.70 mi
  • D
    🍽️ Blue Willow Fine Foods & Bakery
    0.81 mi
  • E
    🚴 CCRT Lecount Hollow Trailhead (Wellfleet)
    1.16 mi
  • F
    🚤 Paine Hollow Landing
    1.17 mi
  • G
    🏖️ Maguire Landing Beach
    1.53 mi
  • H
    🏖️ Lecount Hollow Beach
    1.57 mi

About this property

Unique and cozy home with plenty of space, offering beautiful wood beams, cathedral ceilings, and a separate year-round cottage above the garage. It's been lovingly cared for and has so much to offer. Great oceanside location close to Duck pond, the main home features an airy, open layout with newly re-finished wide pine flooring and a cathedral-ceiling living room and a large kitchen. The layout is thoughtfully designed for privacy: a first-floor primary suite and two ensuite upstairs bedrooms connected by a signature catwalk, each with its own bathroom. Energy-efficient solar panels and a completely separate guest apartment add incredible value and versatility. Whether you're looking for a multi-generational family compound or a high-performing vacation rental, this is a great home.

Similar listings in Wellfleet

📋 Wellfleet Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Wellfleet
Listed by The Eva Scott Group, Gibson Sotheby's International Realty