5 Kidd Way, Orleans, MA 02653 (MLS # 22502799)

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PRICE $5,800,000 dsIDX morgage calculator
BEDS 5
BATHS 5
HOME SIZE 3,130 sqft
LOT SIZE 1.39 ac

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! NOTE: A large addition and home renovations have been done to the home, alterations not yet reflected in public records, assessments, and estimated valuation.

DAYS ON MARKET 23 LAST UPDATED 6/9/2025
TRACT Mayflower Point YEAR BUILT 1946
COMMUNITY South Orleans COUNTY Barnstable
STATUS Active PROPERTY TYPE(S) Single Family


ADDITIONAL DETAILS
AIR Ceiling Fan(s), Central Air, Other
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Microwave, Refrigerator, Washer
AREA South Orleans
BASEMENT Finished, Full, Interior Entry, Yes
CONSTRUCTION Shingle Siding
EXTERIOR Garden, Outdoor Shower
FIREPLACE Yes
HEAT Hot Water
HOA DUES 300|Annually
INTERIOR Breakfast Bar, Recessed Lighting, Walk-in closet(s)
LOT 1.39 acre(s)
LOT DESCRIPTION Level, Near Golf Course, On Golf Course, Waterfront, Wooded
SEWER Septic Tank
STORIES 3
SUBDIVISION Mayflower Point
TAXES 14287
WATER ACCESS Pleasant Bay
WATERFRONT Yes
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Listed with Berkshire Hathaway HomeServices Robert Paul Properties
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