5 Kidd Way, Orleans, MA 02653

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5 Kidd Way, Orleans, MA 02653

$4,200,000 (Active)

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Listed by: - Berkshire Hathaway HomeServices Robert Paul Properties

$$4,200,000

Active

est.$4,200,000/month.

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5 beds. 4 baths. 60,548 Sqft.

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5 Kidd Way, Orleans, MA 02653

$4,200,000

Active

est.$4,200,000/month.

Start My Approval

5 beds 4.5 baths 60,548 Sq.ft.

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Property details for 5 Kidd Way, Orleans, MA 02653

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.

Listed by: Frances Schofield
Broker details: Berkshire Hathaway HomeServices Robert Paul Properties

Property Description

MLS Information

Listing: 73570743
Listing Last Modified: 2026-09-15

Property Details

Standard Status: Active
MLS Status: Active
Property style: Other (See Remarks)
Built in: 1946
Subdivision: Mayflower Point
Lot size area: 1.39 Acres

Geographic Data

County: Barnstable
MLS Area: Mayflower Point
Directions: Monument to Herringbrook to Kescayogansett. Left on Pershing & left onto Kidd at junction w/ Andre.

Features

Interior Features

Flooring: Tile, Carpet, Hardwood
Bedrooms: 5
Full baths: 4.5
Half baths: 1
Living area: 3130
Interior Features: Master Downstairs, Walk-In Closet(s), Vaulted Ceiling(s), Open Floorplan, Cathedral Ceiling(s)
Fireplaces: 1