5 Kidd Way
Orleans, MA 02653

5 Beds 4 Full 1 Half Bath 3130 sq ft 27 Days on Market HOA $300.00/yr

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, sailing, 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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Listing Courtesy of: Berkshire Hathaway HomeServices Robert Paul Properties
Listing Agent: Frances Schofield

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Per Month
Principal and Interest
Property Taxes 1190
HOA Fees 25
Homeowners Insurance 2100
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MLS Property Information Network, Inc. data last updated on October 08, 2026 04:59 PM - ET

Property Last Updated: October 08, 2026 04:59 PM - ET