$4,200,000
5 Bed
4 Bath
3,130 Sqft Building
60,548 Sqft Lot

5 Kidd Way, Orleans, Massachusetts 02653

  • Residential Property Type
  • 1341.85 Price/Sqft
  • 12 Cars Garage
  • 1946 Year Built

Property Description

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.

Basic Details

CCIMLS
$4,200,000
$15,790
2026
Residential
For Sale
5
4
1
4.5
9
1946
3,130 Sqft
60,548 Sqft
Active
Single Family Residence
22604327
Berkshire Hathaway HomeServices Robert Paul Properties
Fran I Schofield

Features

: Oil, Propane
: Central Air
: Finished, Full
: Deck
: 12
: Water Heater, Dishwasher, Microwave, Refrigerator, Washer, Electric Range, Electric, Oil
: Conservation Area, Deeded Beach Rights
: Outdoor Shower, Garden
1
: Tile, Carpet, Hardwood, Laminate, Vinyl
: Recessed Lighting, Walk-In Closet(s), Linen Closet
: Electric Dryer Hookup, Washer Hookup, Electric Dryer
: Views, Gentle Sloping, Level, Wooded, Corner Lot
: Gravel
: Shingle, Pitched, Wood, Widow's Walk
Yes
Bay/Harbor
0 - .1
: Waterview, Waterfront, Bay/Harbor

Additional Information

: Contemporary, Other
: Snow Removal, Common Area, Beach Access, Road Maintenance
$300
Annually
: Common Area
: Shingle Siding
: Outbuilding, Guest House
: Unknown/mixed
: Standard, None
: Public
No
30
10/11/2026

Address Map

5 Kidd Way
MA
Barnstable
Orleans
02653
0
W70° 2' 1''
N41° 46' 3.6''
From Rt. 28, take Monument Road to Herring Brook to Kescayongasett. Turn left on Pershing. At junction with Andre Lane, turn left onto Kidd Way & immediate right into driveway.
Mayflower Point
Property