21 Pleasant View Drive
Orleans, MA · $4,250,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

21 Pleasant View Drive

Orleans, MA 02653
$4,250,000
5 days on market · Listed Apr 4, 2026
Data refreshed Apr 8, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
3
Baths
3.5
Sq Ft
3,546
Acres
0.48
Year Built
2026
$ / Sq Ft
$1,199
Days on Market
5

Investment Snapshot

🟢 LOW RISK
Monthly Carrying
$23,057
Cash Flow / yr
$-251,684
Cash-on-Cash
-21.15%
Cash Required
$1,190,000
Projected Revenue / yr
$35,000
Avg Daily Rate
$550
Occupancy
58%
STR Range (P50)
🟢 LOW RISK — Registration required. Annual health inspection.

Location & Nearby

Map of 21 Pleasant View Drive, Orleans MA with nearby beaches and points of interest
HThis property
  • A
    🚤 Gilman Landing
    0.47 mi
  • B
    🚤 Meetinghouse Pond Boat Ramp
    0.82 mi
  • C
    🍽️ The Barley Neck
    0.84 mi
  • D
    🍽️ The Rail
    0.91 mi
  • E
    🍦 Sundae School - Orleans
    1.00 mi
  • F
    🍽️ Nauset Farms
    1.04 mi
  • G
    🛒 Nauset Farms (Orleans)
    1.05 mi
  • H
    🚤 River Road Town Landing
    1.15 mi

About this property

This stunning new contemporary home by Eastward Companies is nearing completion. Designed to embrace the unique topography and natural setting, it overlooks a flourishing natural hollow. The three levels of living space offer immersive views of the surrounding native flora, further enhanced by a comprehensive natural landscape plan. Walls of south-facing windows and multiple decks offer quiet spaces and tranquil vistas. The great room encompasses the first floor, ideal for gatherings. The natural wood chef's kitchen is a striking complement to the sleek lines and kerfed windows of the living and dining space. Upstairs are two guest bedrooms and a stylish primary suite with fireplace and private deck. The fixtures, finishes and workmanship throughout are superb. The lower walkout level is for media, games, and access to the inground plunge pool with its private granite patio, outdoor shower and gas fire pit. Watch the stars or the amazing variety of birds and wildlife that visit. Coupled with a superb Briar Springs Hills address, an area loved by walkers for generations, this property presents the ultimate Cape retreat or year-round home.

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📋 Orleans Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Orleans
Listed by Jeffrey E Cusack, Cove Road Real Estate