5 Kidd Way, Orleans MA 02653

Orleans, MA 02653

$4.2M

5 BD · 5 BA · 3,130 sf · 1.39 ac · Built 1946

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The residence

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.

At a glance

Property type: Residential
Status: Active
Year built: 1946
Lot size: 1.39 acres
Living area: 3,130 sf
MLS#: eeff5379aed69220b03126a7ed167c66
Beds · Baths: 5 · 5

Location

Orleans, MA.

Orleans sits within Cape Cod, in Massachusetts, and keeps the character of that stretch of the map — its streets, shoreline and architecture read as of a piece with the towns around it. Our advisors know the market here street by street and can speak to how a particular address sits within it.

Estimated Monthly Payment+

$20K/mo

Approximate · principal & interest only

Down payment · 25%Interest rate · 6.75%Term · 30 years

Display Currency

$4.2M

Indicative conversion — settlement always in USD.

Private Showing

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Listing courtesy of Berkshire Hathaway HomeServices Robert Paul Properties · MLSPIN

MLS Property Information Network.The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

Listings updated Sep 15, 2026

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