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5 Kidd Way, Orleans, MA 02653

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For Sale

$5,800,000

5 beds • 4 baths • 1 half baths • 3,130 sqft

Estimated Payment

$      /mo. †

APR for 30 years

Change Loan Terms

  • Single Family Detached
    Property type

  • Newly Listed
    Time on Century 21

  • $1,853.04
    Price per square foot

  • Over 50 Years Old
    Age

Explore this Property

An enchanting coastal retreat! Set alongside the Pleasant Bay estuary in one of Orleans' most private & naturally beautiful enclaves, this striking 5BR/5BA custom home blends relaxed coastal living with creative design & impeccable craftsmanship. Nestled among pines, rhododendrons, and roses, the residence offers expansive water views and exceptional privacy, while just minutes from world-class beaches, golf, dining, shopping, and the villages of Chatham, Orleans, and beyond. Enjoy a private beach, deep-water mooring (pending harbormaster approval), & shoreline perfect for kayaking, paddleboarding, sailing, or deep-sea fishing in one of the East Coast's premier marine playgrounds: Pleasant Bay and the Atlantic Ocean. The main residence spans 3 finished levels, with thoughtfully designed living areas, flexible spaces, and sweeping water views throughout. Burnished hardwood floors and freshly painted white shiplap walls & cabinetry enhance the coastal aesthetic. The open-concept main floor is ideal for both entertaining and everyday living. A sunlit living room with a wall of windows frames stunning water views and centers around a wood-burning fireplace. The adjoining dining area offers exquisite views and opens to multi-level mahogany decks. With built-in seating and custom cabinetry, the space is perfect for intimate dinners or larger gatherings. The kitchen features new appliances, gleaming wood floors, and quartz countertops that transition seamlessly into the dining space ideal for casual meals or serving guests. A sunny, sheltered side deck makes a delightful spot for morning coffee or al fresco dining when the coastal breeze picks up. To the west, a flexible bonus room serves perfectly as a media room, library, or extra sleeping area. To the east, the spacious primary suite offers water views, luxurious private bath, custom built-ins, and generous closet. A laundry room and powder room complete this level. Upstairs, the "tower room" offers a private BR suite with serene views and ensuite bath. The finished lower level includes a large BR with water views and private outdoor access, a cozy children's room, full bath, and a flexible space with laundry hook-up and utility sink. Outside, the multi-level mahogany decks provide space for lounging, grilling, and entertaining. The expansive yard offers excellent potential for a pool, barn, or sport court enhancing both lifestyle and property value. A fully heated guest cottage featuring vaulted ceilings, paneled walls, a full bath, and water views is ideal as a studio, home office, overflow space, or potential ADU. Whether swimming at sunrise, sailing Pleasant Bay, or hosting a sunset dinner on the deck, this property is a rare combination of natural beauty, stylish comfort, and pure Cape Cod joy. Let the enchantment begin!
MLS# 22502799

Courtesy Of Robert Paul Properties, Inc.

(508) 945-5553

Open Houses

June

14

Saturday

In Person

Saturday, June 14, 2025

10:00AM - 11:30AM

Property Features

  • Age
    Over 50 Years Old
  • Amenities
    Deck, Garden, Water Front
  • Appliances
    Dishwasher, Microwave, Range, Refrigerator, Washer
  • Architecture Style
    Other
  • Fireplace
    Fireplace
  • Floor Covering
    Hardwood, Tile, Vinyl
  • Lot Size
    1.39 Acres
  • View Type
    Harbor

Map and Directions

Directions to 5 Kidd Way, Orleans, MA 02653

Home seller CENTURY 21 North East

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 North East

(800) 844-7653
Learn More About Us

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Copyright © 2025 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is 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 being provided is 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.

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This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% 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. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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