5 Kidd Way
Orleans, MA 02653
$4,200,000
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.
| Listing ID: | 73570743 |
|---|---|
| List Price: | $4,200,000 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Active |
| Bedrooms Total: | 5 |
| Bathrooms Full: | 4 |
| Bathrooms Half: | 1 |
| Living Area: | 3,130 |
| Association Fee: | $300 |
| Tax Annual Amount: | $14,287 |
| Lot Size Square Feet: | 60,548 |
| Lot Size Acres: | 1.39 |
| Architectural Style: | Other (See Remarks) |
| Waterfront?: | Yes |
| City: | Orleans |
| County Or Parish: | Barnstable |
| Subdivision Name: | Mayflower Point |
| Postal Code: | 02653 |
| Year Built: | 1946 |
| Appliances: | Electric Water Heater, Water Heater, Dishwasher, Microwave, Range, Refrigerator, Washer, Dryer |
| Cooling: | Central Air, Heat Pump, Ductless |
| Flooring: | Tile, Carpet, Hardwood, Wood Laminate |
| Heating: | Baseboard, Heat Pump, Oil, Ductless |
| Lot Features: | Corner Lot, Wooded, Level |
| Parking Features: | Stone/Gravel |
| Status: | Active |
| State Or Province: | MA |
| Water Source: | Public |
| Association Fee Frequency: | Annually |
| Roof: | Wood |
| Window Features: | Insulated Windows, Screens |
| Laundry Features: | Closet/Cabinets - Custom Built, Flooring - Hardwood, First Floor, Electric Dryer Hookup, Washer Hookup |
| Foundation Details: | Concrete Perimeter, Block |
| Postal Code Plus4: | 4315 |
| Electric: | Generator, Generator Connection |
| Construction Materials: | Frame |
| Fireplace Features: | Living Room |
| Listing Contract Date: | 2026-09-11 |
| Cooling?: | Yes |
| Fireplace?: | Yes |
| Heating?: | Yes |
| Lot Size Area: | 1.39 |
| Fireplaces Total: | 1 |
| Rooms Total: | 9 |
| Association?: | Yes |
| Bathrooms Total Integer: | 5 |
| Basement: | true |
| Basement: | Full, Finished, Walk-Out Access, Interior Entry, Bulkhead |
| Building Area Source: | Owner |
| Community Features: | Shopping, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, Marina |
| Door Features: | Insulated Doors, French Doors |
| Exterior Features: | Deck, Deck - Roof, Deck - Wood, Rain Gutters, Storage, Decorative Lighting, Screens, Garden, Guest House, Outdoor Shower |
| Interior Features: | Internet Available - Broadband |
| Living Area Units: | Square Feet |
| Lot Size Units: | Acres |
| Other Structures: | Guest House |
| Parcel Number: | M:056.0 B:0010 L:0000.0, 2364553 |
| Patio And Porch Features: | Deck, Deck - Roof, Deck - Wood |
| Road Frontage Type: | Private Road |
| Sewer: | Private Sewer |
| Utilities: | for Electric Range, for Electric Dryer, Washer Hookup, Generator Connection |
| 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) |
| Zoning: | R |
| Elementary School: | Orleans Elem. |
| Exclusions: | None |
| Green Energy Efficient: | Thermostat |
| High School: | Nauset Reg. Hs |
| Middle Or Junior School: | Nauset Reg. Mid |
| View: | Scenic View(s) |
| Year Built Source: | Public Records |
| Farm Land Area Units: | Square Feet |
| Certificate Number: | 000000055737 |
| Color: | light gray |
| Mh:Cooling Zones, Cc:Cooling Zones, Mf:Cooling Zones, Sf:Cooling Zones: | 5 |
| Disclosure: | No |
| Dpr Flag: | No |
| Heat Zones: | 5 |
| Lead Paint: | Unknown |
| Listing Alert: | No |
| List Price Per Sqft: | $1,341.85 |
| Page: | 256 |
| Price Per Sqft: | $1,341.85 |
| Square Feet Disclosures: | Potential for barn, garage, pool, ADU. Buyer, buyer's agent responsible for verifying. |
| Square Feet Incl Base: | No |
| Year Round: | Yes |
| Original List Price: | $4,200,000 |
| Parking Total: | 12 |
| Room Bathroom1 Features: | Bathroom - Full, Bathroom - With Tub & Shower, Closet, Flooring - Stone/Ceramic Tile, Window(s) - Bay/Bow/Box, Countertops - Upgraded, Double Vanity |
| Room Bathroom1 Level: | First |
| Room Bathroom2 Features: | Bathroom - Half, Closet/Cabinets - Custom Built, Flooring - Hardwood |
| Room Bathroom2 Level: | First |
| Room Bathroom3 Features: | Bathroom - 3/4, Flooring - Stone/Ceramic Tile |
| Room Bathroom3 Level: | Second |
| Room Bedroom2 Features: | Bathroom - Full, Closet, Flooring - Hardwood |
| Room Bedroom2 Level: | Second |
| Room Bedroom3 Features: | Flooring - Laminate, Window(s) - Picture, Exterior Access, High Speed Internet Hookup |
| Room Bedroom3 Level: | Basement |
| Room Bedroom4 Features: | Flooring - Laminate, High Speed Internet Hookup |
| Room Bedroom4 Level: | Basement |
| Room Bedroom5 Features: | Bathroom - Full, Vaulted Ceiling(s), Closet/Cabinets - Custom Built, Exterior Access, High Speed Internet Hookup |
| Room Bedroom5 Level: | First |
| Room Dining Room Features: | Cathedral Ceiling(s), Closet/Cabinets - Custom Built, Deck - Exterior, Exterior Access, High Speed Internet Hookup, Open Floorplan |
| Room Dining Room Level: | Main, First |
| Room Family Room Features: | Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture |
| Room Family Room Level: | First |
| Room Kitchen Features: | Closet/Cabinets - Custom Built, Flooring - Hardwood, Breakfast Bar / Nook |
| Room Kitchen Level: | Main, First |
| Room Living Room Features: | Vaulted Ceiling(s), Flooring - Hardwood, Window(s) - Picture, Exterior Access, High Speed Internet Hookup, Open Floorplan |
| Room Living Room Level: | Main, First |
| Room Master Bathroom Features: | Yes |
| Room Master Bedroom Features: | Bathroom - Full, Closet - Linen, Walk-In Closet(s), Closet, Deck - Exterior, Exterior Access, High Speed Internet Hookup |
| Room Master Bedroom Level: | First |
| Security Features: | Security System |
| Sign On Property?: | Yes |
| Tax Assessed Value: | $2,289,600 |
| Tax Year: | 2025 |
| View?: | Yes |
| Year Built Details: | Actual, Renovated Since |
| Waterview Features: | Bay, Dock/Mooring, Ocean, Private, River |
| Waterview Flag: | Yes |
| Building Area Total: | 3,130 |
| Above Grade Finished Area: | 3,130 |
| Open Parking Spaces: | 12 |
| Living Area Source: | Owner |
| Adu: | N |
| Title5: | D |
| Beachfront Flag: | Yes |
Listing Courtesy of: Berkshire Hathaway HomeServices Robert Paul Properties
Listing Agent: Frances Schofield
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MLS Property Information Network, Inc. data last updated on October 08, 2026 04:59 PM - ET
Property Last Updated: October 08, 2026 04:59 PM - ET









































