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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!
General Information for 5 Kidd Way Orleans, MA 02653 |
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| Town | Orleans |
| Village | Orleans |
| County | Barnstable |
| Stories | 3 |
| SQFT | 3,130 |
| Status | Available |
| Listing Number | 22502799 (CCIMLS) |
Rooms Information for 5 Kidd Way Orleans, MA 02653 |
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| Family Room | 0X0 Fireplace(s): Wood Burning Flooring: Wood Door(s): Sliding High Speed Internet Living Room View Built-in Features Cathedral Ceiling(s) |
| Kitchen Features | 0X0 Countertop(s): Quartz Flooring: Wood Door(s): Sliding Stove(s): Electric Kitchen View Breakfast Bar Built-in Features Cathedral Ceiling(s) Ceiling Fan(s) High Speed Internet Recessed Lighting |
| Dining Room | 0X0 Countertop(s): Quartz Flooring: Wood Door(s): Sliding High Speed Internet Dining Room Closet Ceiling Fan(s) Built-in Features View |
| Laundry | Laundry Room Built-Ins HU High Speed Internet First Floor |
| Bedroom | 0X0 Flooring: Wood Door(s): Sliding Walk-In Closet(s) View High Speed Internet Dressing Room Closet Built-in Features |
| Master Bath Features | Private Full Bath |
| Bedroom 1 | 0X0 Flooring: Wood Door(s): Sliding Walk-In Closet(s) View High Speed Internet Dressing Room Closet Built-in Features |
| Bedroom 2 | 0X0 View High Speed Internet Office/Sitting Area |
| Bedroom 3 | 0X0 Flooring: Wood View Built-in Features Ceiling Fan(s) Closet High Speed Internet Private Full Bath Recessed Lighting |
| Bedroom 4 | 0X0 Flooring: Tile View Shared Full Bath |
Interior Information for 5 Kidd Way Orleans, MA 02653 |
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| Basement | Bulkhead Access Interior Entry Full Finished |
| Interior Features | Recessed Lighting Linen Closet |
| Heating | Hot Water |
| Fireplace | Yes |
| Appliances | Dishwasher Washer Refrigerator Microwave |
Exterior Information for 5 Kidd Way Orleans, MA 02653 |
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| Lot Size | 1.39 acres |
| Lot Description | Bike Path Medical Facility Major Highway Near Golf Course Shopping Public Tennis Marina In Town Location Conservation Area Level Wooded |
| Construction | Shingle Siding |
| Parking | Spaces: 12 |
| Lot | Bike Path Medical Facility Major Highway Near Golf Course Shopping Public Tennis Marina In Town Location Conservation Area Level Wooded |
| Sewer | Septic Tank |
| Exterior Features | Outdoor Shower Garden |
Neighborhood Information for 5 Kidd Way Orleans, MA 02653 |
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| Ocean/River/Lake Features | Pleasant Bay |
| Neighborhood Amenities | Snow Removal Road Maintenance Common Area |
Schools information for 5 Kidd Way Orleans, MA 02653 |
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| Elementary | Nauset |
| Middle | Nauset |
| High | Nauset |
| General Area Public, Private School and College Information | |
Miscellaneous Information for 5 Kidd Way Orleans, MA 02653 |
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| Year Built | 1946 |
| Distance to Beach | 0 - .1 |
| Association Fee | 300 |
| Taxes | $14,287 /Yr |
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| Condo | Data |
|---|---|
| Units | 6,954 |
| Avg Price | $993,061 |
| Avg Days Listed | 96 |
| Total New Listings | 6 |
| House | Data |
|---|---|
| Units | 12,521 |
| Avg Price | $1,306,878 |
| Avg Days Listed | 79 |
| Total New Listings | 14 |
| Multi-Family | Data |
|---|---|
| Units | 1,946 |
| Avg Price | $1,274,040 |
| Avg Days Listed | 105 |
| Total New Listings | 0 |
For a more detailed market analyis one of our real estate agents can provide you with a full report.
| Address | Closing Date | List Price | Closing Price | % of List Price |
|---|---|---|---|---|
| 48 Namequoit Road Orleans, MA 02653 |
12/31/2024 | $2,750,000 | $2,550,000 | 93% |
| 190 Route 6A 3A Orleans, MA 02653 |
12/30/2024 | $324,900 | $315,000 | 97% |
| 310 S Orleans Road 3C Orleans, MA 02653 |
12/23/2024 | $549,500 | $549,500 | 100% |
| 33 Clayton Circle Orleans, MA 02653 |
12/23/2024 | $799,900 | $800,000 | 100% |
| 136 Main Street Orleans, MA 02653 |
12/20/2024 | $899,000 | $889,500 | 99% |
| 188 Rock Harbor Road Orleans, MA 02653 |
12/20/2024 | $1,049,000 | $1,049,000 | 100% |
| 24 Old Colony Way 11 Orleans, MA 02653 |
12/19/2024 | $390,000 | $400,000 | 103% |
| 87 Captain Linnell Road Orleans, MA 02653 |
12/19/2024 | $900,000 | $824,000 | 92% |
| 57 Route 6A Orleans, MA 02653 |
12/16/2024 | $325,000 | $300,000 | 92% |
| 19 Kings Way Orleans, MA 02653 |
12/12/2024 | $765,000 | $760,000 | 99% |
| 33 Mill Pond Road Orleans, MA 02653 |
12/05/2024 | $795,000 | $795,000 | 100% |
| 17 Hidden Valley Road Orleans, MA 02653 |
12/04/2024 | $925,000 | $925,000 | 100% |
| 9 Fox Ridge Drive Orleans, MA 02653 |
11/27/2024 | $1,195,000 | $1,115,000 | 93% |
| 82 Main Street Orleans, MA 02653 |
11/22/2024 | $1,495,000 | $1,395,000 | 93% |
| 65-67 Towhee Lane Orleans, MA 02653 |
11/19/2024 | $4,500,000 | $4,100,000 | 91% |
| 260 Tonset Road Orleans, MA 02653 |
11/15/2024 | $1,200,000 | $1,150,000 | 96% |
| 45 Mill Pond Road Orleans, MA 02653 |
11/15/2024 | $2,399,000 | $2,200,000 | 92% |
| 27 Grandview Drive Orleans, MA 02653 |
11/14/2024 | $2,199,900 | $1,850,000 | 84% |
| 5 Northwood Drive Orleans, MA 02653 |
11/13/2024 | $1,749,000 | $1,710,000 | 98% |
| 29 Pond Road Orleans, MA 02653 |
11/12/2024 | $980,000 | $970,000 | 99% |
| 79 Finlay Road Orleans, MA 02653 |
11/09/2024 | $11,400 | $11,400 | 100% |
| 24 Camp Road Orleans, MA 02653 |
11/06/2024 | $1,845,000 | $1,810,000 | 98% |
| 14 Pleasant View Drive Orleans, MA 02653 |
11/01/2024 | $1,200,000 | $1,200,000 | 100% |
| 33 Sea Mist Drive Orleans, MA 02653 |
11/01/2024 | $2,975,000 | $2,600,000 | 87% |
| 27 Grannys Lane Orleans, MA 02653 |
10/30/2024 | $1,300,000 | $1,220,000 | 94% |
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| Listing: 1 of 1 | Updated 54 minutes ago |
Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than Kinlin Grover Compass include the name of the listing broker. Neither the listing company nor Kinlin Grover Compass shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2025 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.
This site was last updated 06/11/2025. All properties are subject to prior sale, changes, or withdrawal.
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