343 Tonset Road
Orleans, MA · $2,795,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

343 Tonset Road

Orleans, MA 02653
$2,795,000
105 days on market · DEL → ACT on Mar 17, 2026
Data refreshed Apr 8, 2026
🌊 Not in FEMA SFHA (Zone X)Tax: $10,263/yr (2025)
View on Zillow ↗
Type
SF
Beds
6
Baths
4
Sq Ft
4,676
Acres
2.3
Year Built
1973
$ / Sq Ft
$598
Days on Market
105

Investment Snapshot

🟢 LOW RISK
Monthly Carrying
$15,163
Cash Flow / yr
$-36,144
Cash-on-Cash
-4.6%
Cash Required
$782,600
Projected Revenue / yr
$193,628
Avg Daily Rate
$1,020
Occupancy
52%
STR Range (P50)
$142,293
🟢 LOW RISK — Registration required. Annual health inspection.
STR revenue range: $91,969$196,940

Location & Nearby

Map of 343 Tonset Road, Orleans MA with nearby beaches and points of interest
HThis property
  • A
    🌲 Fort Hill
    1.29 mi
  • B
    🌲 Red Maple Swamp
    1.62 mi
  • C
    🚤 Hemenway Landing
    1.67 mi
  • D
    🍽️ the knack Orleans
    1.79 mi
  • E
    🍽️ The Barley Neck
    1.79 mi
  • F
    🛒 Stop & Shop - Orleans
    1.80 mi
  • G
    🍽️ The Rail
    1.80 mi
  • H
    🍦 Sundae School - Orleans
    1.83 mi

About this property

East Orleans - Set on 2.3 private acres framed by classic stone walls and close proximity to the water with winter peeks, this rare multi-home compound offers exceptional charm and versatility. The main residence provides nearly 3,500 square feet of inviting single-level living, featuring 8 rooms, 3 bedrooms, 2.5 baths, and an oversized 868-square-foot two-car garage-ideal for comfortable year-round living or extended family gatherings. The second residence, rich in history and character, offers 1,133 square feet with 3 bedrooms and 2 baths. Originally built in 1812 by Joshua Crosby, who commanded a quarterdeck gun aboard the historic frigate USS Constitution, the home reflects the enduring heritage of old Cape Cod. A detached one-car barn adds further functionality and storage. The surrounding neighborhood exudes a timeless Cape Cod ambiance, with a beautiful Tonset Road landing just around the bend, perfect for enjoying coastal living.

Similar listings in Orleans

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