$4,200,000
5 Kidd Way
Orleans, MA, 02653
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.
Property Details
Price:
$4,200,000
MLS #:
73570743
Status:
Active
Beds:
5
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Mayflower Point
Listed Date:
Sep 11, 2026
Finished Sq Ft:
3,130
Total Sq Ft:
3,130
Lot Size:
60,548 sqft / 1.39 acres (approx)
Year Built:
1946
Schools
Elementary School:
Orleans Elem.
Middle School:
Nauset Reg. Mid
High School:
Nauset Reg. Hs
Interior
Above Grade Finished Area
3130
Appliances
Electric Water Heater, Water Heater, Dishwasher, Microwave, Range, Refrigerator, Washer, Dryer
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Heat Pump, Ductless
Fireplaces Total
1
Flooring
Tile, Carpet, Hardwood, Wood Laminate
Heating
Baseboard, Heat Pump, Oil, Ductless
Interior Features
Internet Available – Broadband
Laundry Features
Closet/Cabinets – Custom Built, Flooring – Hardwood, First Floor, Electric Dryer Hookup, Washer Hookup
Exterior
Architectural Style
Other (See Remarks)
Community Features
Shopping, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, Marina
Construction Materials
Frame
Exterior Features
Deck, Deck – Roof, Deck – Wood, Rain Gutters, Storage, Decorative Lighting, Screens, Garden, Guest House, Outdoor Shower
Green Energy Efficient
Thermostat
Lot Features
Corner Lot, Wooded, Level
Open Parking Spaces
12
Other Structures
Guest House
Parking Features
Stone/Gravel
Parking Spots
12
Parking Total
12
Patio And Porch Features
Deck, Deck – Roof, Deck – Wood
Roof
Wood
Security Features
Security System
View
Scenic View(s)
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
Financial
HOA Fee
$300
HOA Fee Frequency
Annually
Tax Year
2025
Taxes
$14,287
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Orleans as of Sep 21, 2026
30
Single Family Listed
141
Avg DOM
786
Avg $ / SqFt
$2,358,097
Avg List Price
Community
- Address5 Kidd Way Orleans MA
- SubdivisionMayflower Point
- CityOrleans
- CountyBarnstable
- Zip Code02653
Similar Listings Nearby
Property Summary
- Located in the Mayflower Point subdivision, 5 Kidd Way Orleans MA is a Single Family for sale in Orleans, MA, 02653. It is listed for $4,200,000 and features 5 beds, 5 baths, and has approximately 3,130 square feet of living space, and was originally constructed in 1946. The current price per square foot is $1,342. The average price per square foot for Single Family listings in Orleans is $786. The average listing price for Single Family in Orleans is $2,358,097. To schedule a showing of MLS#73570743 at 5 Kidd Way in Orleans, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Berkshire Hathaway HomeServices Robert Paul Properties. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
5 Kidd Way
Orleans, MA