5 Kidd Way
Orleans, MA · $4,200,000
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5 Kidd Way

Orleans, MA 02653
$4,200,000
32 days on market · Listed Sep 29, 2026
Data refreshed Oct 3, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
5
Baths
4.5
Sq Ft
3,130
Acres
1.39
Year Built
1946
$ / Sq Ft
$1,342
Days on Market
32

Investment Snapshot

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Location & Nearby

Map of 5 Kidd Way, Orleans MA with nearby beaches and points of interest
HThis property
  • A
    🌲 Kent's Point
    0.65 mi
  • B
    🐟 Pilgrim Lake
    0.93 mi
  • C
    🌲 Dickinson Conservation Area
    0.94 mi
  • D
    🐟 Crystal Lake
    0.96 mi
  • E
    🚤 Gilman Landing
    0.99 mi
  • F
    🚤 River Road Town Landing
    1.10 mi
  • G
    🚤 Meetinghouse Pond Boat Ramp
    1.15 mi
  • H
    ⚓ Arey's Pond Boat Yard
    1.15 mi

About this property

SET DIRECTLY on the Pleasant Bay estuary, 5 Kidd Way offers expansive water views, immediate deepwater boating access, and exceptional privacy on nearly 1.5 acres. This distinctive 5BR/5BA home spans three finished levels, with flexible living spaces designed to accommodate family and guests. The light-filled main level features open living and dining areas overlooking the water, a wood-burning fireplace, updated kitchen with quartz countertops and new appliances, and a spacious primary suite. Multi-level mahogany decks extend the living outdoors and provide an ideal setting for dining and entertaining. Additional bedroom suites and flexible spaces are located on the upper and lower levels, including private exterior access from the lower level. A separate heated and cooled guest cottage with full bath offers excellent possibilities for guests, a studio or home office, or potential ADU use. The 1.4+ acre setting provides room for a pool or additional accessory structure, subject to approvals. Enjoy private shoreline access for kayaking, paddleboarding, swimming, and boating. The existing deepwater mooring is available subject to Harbormaster approval. With a proven peak-season rental history approaching $100,000 per year, 5 Kidd Way offers an unusual combination of waterfront lifestyle, flexibility, and income potential-all just minutes from Orleans and Chatham. NOTE: A substantial addition and renovations have been completed at the property. These alterations are not yet reflected in public records, assessments, or estimated valuations.

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Listed by Fran I Schofield, Berkshire Hathaway HomeServices Robert Paul Properties