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

Orleans, MA, 02653
$ 4,200,000
Bedrooms5 Baths4.1 Sq 3,130

Monthly Estimate*

$ 26,519

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Single Family Home for sale in Orleans, MA

for $4,200,000 with 5 bedrooms and 4 full baths, 1 half bath. This 3,130 square foot home was built in 1946 on a lot size of 1.39.

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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Single Family Active

Price

$ 4,200,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 14,287

Style

Lot Size

1.39

Year Built

1946

Town/City

Orleans

County/Region

Barnstable

MLS | Web ID

73570743

List By
Frances Schofield

Listing Agent

Berkshire Hathaway Homeservices Robert Paul Properties

Broker

Affordability Calculator

$27,710
Per Month
96%
4%
0%
Monthly Principal & Interest
$26,519
Monthly Property Taxes
$1,191
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Pricing History
DatePricePrice ChangeDescription
9/11/2026$4,200,000 Listed Price

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5 Kidd Way, Orleans, MA, 02653 is a Single Family Home for sale at $4,200,000 with 3,130 sqft and a lot size of 1.39. 5 Kidd Way has 5 bedrooms, 4.1 baths, and was built in 1946. The property's zip code is 02653 which is in Orleans, MA