135-137 Portanimicut Road
Orleans, MA · $3,999,999
Zillow ↗
📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

135-137 Portanimicut Road

Orleans, MA 02653
$3,999,999
30 days on market · Listed Sep 29, 2026
Data refreshed Oct 2, 2026
🌊 Not in FEMA SFHA
View on Zillow ↗
Type
SF
Beds
5
Baths
7
Sq Ft
3,080
Acres
1.03
Year Built
1989
$ / Sq Ft
$1,299
Days on Market
30

Investment Snapshot

Monthly Carrying
$••,•••
Cash Flow / yr
$••,•••
Cash-on-Cash
••%
Cash Required
$••,•••
Projected Revenue / yr
$••,•••
Avg Daily Rate
$••,•••
Occupancy
••%
STR Range (P50)
$••,•••

Location & Nearby

Map of 135-137 Portanimicut Road, Orleans MA with nearby beaches and points of interest
HThis property
  • A
    🚤 Pahwah Landing
    0.07 mi
  • B
    🚤 Arey's Pond Boat Ramp
    1.02 mi
  • C
    ⚓ Arey's Pond Boat Yard
    1.04 mi
  • D
    🐟 Pilgrim Lake
    1.23 mi
  • E
    🌲 Kent's Point
    1.67 mi
  • F
    🌲 Dickinson Conservation Area
    1.70 mi
  • G
    🐟 Crystal Lake
    1.75 mi
  • H
    🚤 Gilman Landing
    2.06 mi

About this property

Tucked away in one of South Orleans' most coveted coastal enclaves, 135-137 Portanimicut Road offers a rare opportunity to experience the Cape exactly as it was meant to be-surrounded by natural beauty, close to the water, and with room to gather. Comprised of two distinct residences, this exceptional property offers an effortless sense of togetherness while preserving the privacy that makes a true family compound so desirable. Thoughtfully suited for extended family and guests, the homes provide inviting spaces to come together and comfortable retreats of their own-perfect for summer escapes, weekends with friends, and generations of family traditions. Direct access to Pleasant Bay makes boating, kayaking, and paddleboarding part of everyday life, while the peaceful South Orleans setting captures the relaxed rhythm of coastal living. More than simply two homes, this is a rare opportunity to create a lasting Cape Cod legacy-a place for family, friends, and memories for generations to come. The property is held in condominium ownership. Buyers and/or their agents are encouraged to verify all listing information.

Similar listings in Orleans

📋 Orleans Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Orleans →
Listed by Justin M Blair, Monomoy Properties Group LLC