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.
This home has been viewed 2 times
Last Checked: September 16th, 2026 at 2:13pm (Source: MLS PIN #73570743)
Green Features
Air Conditioning
Waterview
Waterfront
Lead Paint Free
General Information for 5 Kidd Way, Orleans MA 02653
Listing ID73570743
Property TypeSingle Family / Detached
Price$4,200,000 ($1,341.85/SqFt)
StyleColonial
CityOrleans
CountyBarnstable
Neighborhood(s)
Garage Parking0
ZoningR
Association0
Year Built1946
Year Built SourcePublic Records
Year Built DetailsActual,Renovated Since
Interior Features for 5 Kidd Way, Orleans MA 02653
Approximate Living Area Total3130
Living Area Includes BasementNo
Rooms9
Bedrooms5
Primary En Suite BathroomYes
BasementFull
Cooling1, Split
Fireplaces
AppliancesRange
FlooringTile
Electric220 Volts
Exterior Features for 5 Kidd Way, Orleans MA 02653
Approximate Lot Size (Acres)1.39
Approximate Lot Size (Square Feet)60548
Total Parking12
Garage Parking0
WaterPublic
SewerPrivate Sewer
Lot FeaturesGentle Sloping
Parking Features1
Exterior FeaturesPorch
Foundation Materials
Construction MaterialsFrame
Road Frontage Type
Patio & PorchCovered
Roof MaterialAsphalt/fiberglass Shingles
Utility Connections110 Volts
Water ViewsYes
Water Views FeaturesBay
Waterfront1
Waterfront FeaturesRiver
Pool Features
Horse Permitted0
Horse AmenitiesRiver
Disclosures for 5 Kidd Way, Orleans MA 02653
Lead PaintNone
UFFI
Living Area Includes BasementNo
Living Area Disclosure
Building Area SourceOwner
Special Listing Conditions
ExclusionsWasher
Title 5D
Compensation Based On
Financial Information for 5 Kidd Way, Orleans MA 02653
Association0
Association Fee
Association Fee FrequencyAnnually
Association Fee Includes
Real Estate Tax14287
Tax Year2025
Assessed Value$2,289,600
Location Information for 5 Kidd Way, Orleans MA 02653
Elementary SchoolOrleans Elem.
Middle SchoolNauset Reg. Mid
High SchoolNauset Reg. Hs
Neighborhood(s)
Area AmenitiesWalk/jog Trails
Contact Information for 5 Kidd Way, Orleans MA 02653
Agent
Name: Frances Schofield
Office
Name: Berkshire Hathaway HomeServices Robert Paul Properties