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, 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 Coming Soon

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
Sewer Septic Tank Septic Tank
Heating Hot Water
Cooling Central Air
Roof Pitched Shingle Wood Widow's Walk
Appliances Dishwasher Washer Refrigerator Electric Range Microwave Electric Dryer
Zoning R
HOA Fee 300
Patio/Porch Features Deck
Architectural Style Contemporary Other
Construction Materials Shingle Siding
Year Built 1946
Stories Count 3
Township Orleans
Property Subtype Single Family Residence
Tax Year 2026
Community Features Snow Removal Road Maintenance Deeded Beach Rights Conservation Area Common Area
Assoc Fee Paid Per Annually
County Barnstable
New Construction false
Property Type Residential
Association Amenities Snow Removal Road Maintenance Common Area
HOA true
Subdivision Name Mayflower Point
Garage Y/N false
Other Structures Outbuilding
Total Rooms 9
Full Baths 4
Status Coming Soon - No Showings
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
High School District Nauset
MLS Area South Orleans
Lot Size Units Acres
Lot Size Square Feet 60548
Carport Y/N false
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 15790
Home Warranty Y/N false
Property Condition Updated/Remodeled Actual Unknown/Mixed
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Coming Soon
Middle/Junior School District Nauset
Elementary School District Nauset
Tax Assessed Value 2586400
Waterview Y/N Bay/Harbor
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Interior
Interior Amenities Recessed Lighting Linen Closet
Basement Bulkhead Access Interior Entry Full Finished
Flooring Hardwood Carpet Tile Laminate Vinyl
Total Fireplaces 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Total Bedrooms 5
Main Level Bathrooms 3
Below Grade Finished Area Unit Type Square Feet
Total Baths 5
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Exterior
Exterior Amenities Outdoor Shower Garden
Lot Features Bike Path Medical Facility Major Highway Near Golf Course Shopping Public Tennis Marina In Town Location Conservation Area Level Wooded N/A
Total Parking 12
Lot Size Area 1.39
Foundation Details Block
Building Area Total 3130
Lot Size Acres 1.39
Road Surface Type Unimproved Dirt
Lot Size Source Assessor
Waterfront Y/N true
Road Responsibility Assoc Maintained
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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

$27,835
Per Month
95%
5%
0%
Monthly Principal & Interest
$26,519
Monthly Property Taxes
$1,316
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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Nearby
4810756 Elementary School
4810759 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
9/1/2026$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