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Kirsten Perkins
REALTOR®
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5 Kidd Way, Orleans, MA 02653

$4,200,000
  • Main Photo
New to the Market Active
BEDS5 BATHS4 full 1 partial SQUARE FEET3,130 MLS#73570743
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONMayflower Point

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, 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.

5 Kidd Way | MLS# 73570743

This single family home located at 5 Kidd Way, Orleans, MA 02653 is currently listed for sale with an asking price of $4,200,000. This property was built in 1946 and has 5 bedrooms and 4 full and 1 partial baths with 3130 sq. ft. Kidd Way is located in the Mayflower Point subdivision. Search Mayflower Point real estate on kirstenperkins.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full, Finished, Walk-Out Access, Interior Entry, Bulkhead
Cooling: Central Air, Heat Pump, Ductless
Fireplaces: 1
Heating: Baseboard, Heat Pump, Oil, Ductless
Lot Size: 1.39 Acres
Roof Type: Wood
Taxes: $14,287
Year Built: 1946

Amenities

Internet Available - Broadband
Deck
Deck - Roof
Deck - Wood
Rain Gutters
Storage
Decorative Lighting
Screens
Garden
Guest House
Outdoor Shower

Feature Descriptions

Appliances: Electric Water Heater, Water Heater, Dishwasher, Microwave, Range, Refrigerator, Washer, Dryer
Association Fee: $300/Annually
Building Area Total: 3130
Community Features: Shopping, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, Marina
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Dining Room: Cathedral Ceiling(s), Closet/Cabinets - Custom Built, Deck - Exterior, Exterior Access, High Speed Internet Hookup, Open Floorplan
Door Features: Insulated Doors, French Doors
Electric: Generator, Generator Connection
Exclusions: None
Exterior: Frame
Family Room: Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture
Fireplace Features: Living Room
Fireplace Y/N: Yes
Flooring: Tile, Carpet, Hardwood, Wood Laminate
HeatingY/N: 1
HOA Y/N: Yes
Kitchen: Closet/Cabinets - Custom Built, Flooring - Hardwood, Breakfast Bar / Nook
Laundry: Closet/Cabinets - Custom Built, Flooring - Hardwood, First Floor, Electric Dryer Hookup, Washer Hookup
Living Room: Vaulted Ceiling(s), Flooring - Hardwood, Window(s) - Picture, Exterior Access, High Speed Internet Hookup, Open Floorplan
Lot Features: Corner Lot, Wooded, Level
Master Bathroom: Yes
Master Bedroom: Bathroom - Full, Closet - Linen, Walk-In Closet(s), Closet, Deck - Exterior, Exterior Access, High Speed Internet Hookup
Other Structures: Guest House
Parcel Number: M:056.0 B:0010 L:0000.0,2364553
Parking Features: Stone/Gravel
Parking Total: 12
Patio And Porch: Deck, Deck - Roof, Deck - Wood
Rooms Total: 9
Security: yes
Security Features: Security System
Sewer: Private Sewer
Special View Info: Scenic View(s)
Utilities: for Electric Range, for Electric Dryer, Washer Hookup, Generator Connection
Water: Public
Waterfront Features: Waterfront, Navigable Water, Ocean, River, Bay, Dock/Mooring, Frontage, Access, Deep Water Access, Direct Access, Private, Bay, River, Direct Access, Frontage,0 to 1/10 Mile To Beach, Beach Ownership(Private, Public, Association)
Window Features: Insulated Windows, Screens
Wooded: Yes

Local Schools

High School: Nauset Reg. Hs
Middle School: Nauset Reg. Mid
Elementary School: Orleans Elem.

Listed By / Shown By

Listed By

Agency Name: Berkshire Hathaway HomeServices Robert Paul Properties
Agent Name: Frances Schofield
Agency Phone: 508-945-5553

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Estimated Payment

$ 11,762.96 per month $9,347.38 Principal & Interest $1,190.58 Property Tax $1,225.00 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/11/2026. The listing information on this page last changed on 09/11/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 09/11/2026 12:03:22 AM EST) or MLSPIN MLS (last updated Thu 09/10/2026 11:38:50 PM EST) or Prime MLS (last updated Thu 09/10/2026 11:33:28 PM EST) or MREIS (last updated Thu 09/10/2026 11:55:25 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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