27 Whereaway Lane
Wellfleet, MA · $1,495,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

27 Whereaway Lane

Wellfleet, MA 02667
$1,495,000
1 days on market · Listed Apr 12, 2026
Data refreshed Apr 12, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
4
Baths
3
Sq Ft
2,343
Acres
1.4
Year Built
1850
$ / Sq Ft
$638
Days on Market
1

Investment Snapshot

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STR Range (P50)
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Location & Nearby

Map of 27 Whereaway Lane, Wellfleet MA with nearby beaches and points of interest
HThis property
  • A
    🛝 Wellfleet Elementary School Playground
    0.21 mi
  • B
    🍽️ Trois bistro bakery + bar
    0.24 mi
  • C
    🍽️ The Wicked Oyster
    0.25 mi
  • D
    🍽️ Brekkies Breakfast Cafe and Bakery
    0.25 mi
  • E
    🛒 Shaw's - Wellfleet
    0.38 mi
  • F
    🍽️ PJ's Family Restaurant
    0.43 mi
  • G
    🚤 Wellfleet Town Landing
    0.68 mi
  • H
    🛒 Hatch's Fish & Produce
    0.71 mi

About this property

PRIVATE OASIS! Set on over one private acre in the heart of Wellfleet, this beautifully preserved late-1800s farmhouse offers a rare blend of historic charm and relaxed Cape Cod living. Surrounded by mature trees and lush landscaping, the property unfolds into a private, estate-like setting featuring an in-ground pool, brick patio, gazebo and tennis court. Inside, the home offers three true bedrooms plus a flexible bonus room ideal for a fourth bedroom, office, or dressing room. Two full baths support a comfortable and functional layout. A formal living room with an adjoining sitting area provide a welcoming space for gathering, while a cozy den offers a more relaxed retreat. The eat-in kitchen is bright and inviting, with classic cabinetry. One of the home's standout features is the expansive sunroom, wrapped in sliders and bathed in natural light-seamlessly blending indoor and outdoor living. A detached two-car garage is complemented by a charming studio apartment, ideal for guests, extended family, or potential rental income. Located moments from Wellfleet's renowned beaches and a short distance to town center, this unique property offers timeless Cape Cod appeal!

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📋 Wellfleet Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Wellfleet
Listed by Ashley Stucenski, Orleans Village Properties,LLC