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*

$ 29,008

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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, 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

$ 15,790

Style

Contemporary, Other

Lot Size

1.39

Year Built

1946

Town/City

Orleans

County/Region

Barnstable

MLS | Web ID

22604327

Features
General
Heating Oil Propane
Cooling Central Air
Roof Pitched Widow's Walk Wood Shingle
Appliances Dishwasher Microwave Electric Range Refrigerator Washer Electric Oil Water Heater
HOA Fee 300
Association Fee Includes Common Area
Patio/Porch Features Deck
Architectural Style Contemporary Other
Construction Materials Shingle Siding
Year Built 1946
Stories Count 3
Property Subtype Single Family Residence
Tax Year 2026
Waterfront Features Waterview Waterfront Bay/Harbor
Community Features Conservation Area Deeded Beach Rights
Assoc Fee Paid Per Annually
County Barnstable
New Construction false
Property Type Residential
Association Amenities Beach Access Road Maintenance Snow Removal Common Area
HOA true
Attached Garage false
Subdivision Name Mayflower Point
Garage Y/N false
Other Structures Guest House Outbuilding
Total Rooms 9
Full Baths 4
Status Active
Directions 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.
City Orleans
Body of Water Pleasant Bay Salt
MLS Area Orleans
Lot Size Units Acres
Lot Size Square Feet 60548
Tax Annual Amount 15790
Showing Instructions Generally unoccupied and easy to show (except Fri. Sept. 25 - Sun. Sept. 27) CALL/TEXT Fran - 508-237-0006 or EMAIL fschofield@robertpaul.com
Property Condition Unknown/Mixed
Building Area Units Square Feet
Standard Status Active
Tax Assessed Value 2586400
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Interior
Interior Amenities Linen Closet Recessed Lighting Walk-In Closet(s)
Basement Finished Full
Flooring Hardwood Vinyl Laminate Tile Carpet
Total Fireplaces 1
Air Conditioning Y/N true
Heating Y/N true
Half Baths 1
Laundry Features Electric Dryer Electric Dryer Hookup Washer Hookup
Total Bedrooms 5
Total Baths 5
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Exterior
Exterior Amenities Outdoor Shower Garden
Parking Features Gravel
Lot Features Corner Lot Gentle Sloping Wooded Level Views
Water Source Public
Total Parking 12
Lot Size Area 1.39
Building Area Total 3130
Lot Size Acres 1.39
Road Surface Type Dirt
Waterfront Y/N true
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* Excluded Features
List By
Fran I Schofield

Listing Agent

Berkshire Hathaway Homeservices Robert Paul Properties

Broker

fschofield@robertpaul.com

Email

Affordability Calculator

$30,324
Per Month
96%
4%
0%
Monthly Principal & Interest
$29,008
Monthly Property Taxes
$1,316
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% 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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Nearby
0 Elementary School
0 Middle School
Pricing History
DatePricePrice ChangeDescription
9/8/2026$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