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.
For sale
$4,995,000
5 Kidd Way, Orleans, MA 02653
5beds
3,130sqft
Est.:
Single Family Residence
Built in 1946
1.39 Acres Lot
$4,643,900 Zestimate®
$1,596/sqft
$25/mo HOA
What's special
Wood-burning fireplaceDeep-sea fishingMulti-level mahogany decksPotential for a poolOpen-concept main floorPrivate beachExpansive yard
- 203 days |
- 635 |
- 18 |
Zillow last checked: 8 hours ago
Listing updated: November 24, 2025 at 08:44am
Listed by:
Fran I Schofield 508-237-0006,
Berkshire Hathaway HomeServices Robert Paul Properties
Source: CCIMLS,MLS#: 22502799
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
- Main level bathrooms: 2
Primary bedroom
- Description: Flooring: Wood,Door(s): Sliding
- Features: Walk-In Closet(s), View, High Speed Internet, Dressing Room, Closet, Built-in Features
- Level: First
Bedroom 2
- Features: Bedroom 2, View, High Speed Internet, Office/Sitting Area
- Level: Second
Bedroom 3
- Description: Flooring: Wood
- Features: Bedroom 3, View, Built-in Features, Ceiling Fan(s), Closet, High Speed Internet, Private Full Bath, Recessed Lighting
- Level: Second
Bedroom 4
- Description: Flooring: Tile
- Features: View, Shared Full Bath
- Level: Basement
Primary bathroom
- Features: Private Full Bath
Dining room
- Description: Countertop(s): Quartz,Flooring: Wood,Door(s): Sliding
- Features: High Speed Internet, Dining Room, Closet, Ceiling Fan(s), Built-in Features, View
- Level: First
Kitchen
- Description: Countertop(s): Quartz,Flooring: Wood,Door(s): Sliding,Stove(s): Electric
- Features: Kitchen, View, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), High Speed Internet, Recessed Lighting
- Level: First
Living room
- Description: Fireplace(s): Wood Burning,Flooring: Wood,Door(s): Sliding
- Features: High Speed Internet, Living Room, View, Built-in Features, Cathedral Ceiling(s)
- Level: First
Heating
- Hot Water
Cooling
- Central Air, Other
Appliances
- Included: Dishwasher, Wine Cooler, Washer, Refrigerator, Electric Range, Microwave, Electric Dryer
- Laundry: Laundry Room, Built-Ins, HU High Speed Internet, First Floor
Features
- Recessed Lighting, Linen Closet
- Flooring: Hardwood, Tile, Vinyl
- Doors: Sliding Doors
- Windows: Bay Window(s), Bay/Bow Windows
- Basement: Bulkhead Access,Interior Entry,Full,Finished
- Number of fireplaces: 1
- Fireplace features: Wood Burning
Interior area
- Total structure area: 3,130
- Total interior livable area: 3,130 sqft
Property
Parking
- Total spaces: 12
Features
- Stories: 3
- Entry location: First Floor
- Patio & porch: Deck
- Exterior features: Outdoor Shower, Garden
- Has view: Yes
- Has water view: Yes
- Water view: Bay/Harbor
- On waterfront: Yes
- Body of water: Pleasant Bay
Lot
- Size: 1.39 Acres
- Features: Bike Path, Medical Facility, Major Highway, Near Golf Course, Shopping, Public Tennis, Marina, In Town Location, Conservation Area, Level, Wooded
Details
- Additional structures: Outbuilding
- Parcel number: 56100
- Zoning: R
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Block
- Roof: Pitched, Shingle, Wood, Widow's Walk
Condition
- Updated/Remodeled, Actual, Unknown/Mixed
- New construction: No
- Year built: 1946
- Major remodel year: 2025
Utilities & green energy
- Sewer: Septic Tank
Community & HOA
Community
- Features: Snow Removal, Road Maintenance, Deeded Beach Rights, Conservation Area, Common Area
- Subdivision: Mayflower Point
HOA
- Has HOA: Yes
- Amenities included: Snow Removal, Road Maintenance, Common Area
- HOA fee: $300 annually
Location
- Region: Orleans
Financial & listing details
- Price per square foot: $1,596/sqft
- Tax assessed value: $2,289,600
- Annual tax amount: $14,287
- Date on market: 6/9/2025
- Cumulative days on market: 204 days
- Road surface type: Unimproved, Dirt
Estimated market value
$4,643,900
$4.41M - $4.88M
$4,001/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 7/7/2025 | Price change | $4,995,000-13.9%$1,596/sqft |
Source:  CCIMLS #22502799 Report a problem | ||
| 6/9/2025 | Listed for sale | $5,800,000+9.4%$1,853/sqft |
Source: CCIMLS #22502799 Report a problem | ||
| 11/25/2024 | Listing removed | $5,300,000$1,693/sqft |
Source: MLS PIN #73242918 Report a problem | ||
| 5/27/2024 | Listed for sale | $5,300,000-3.6%$1,693/sqft |
Source: CCIMLS #22402462 Report a problem | ||
| 5/25/2024 | Listing removed | -- |
Source: Owner Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $14,287 +3% | $2,289,600 +5.8% |
| 2024 | $13,873 +10% | $2,164,300 +6.9% |
| 2023 | $12,613 -4.2% | $2,024,600 +20.6% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$29,960/mo
Principal & interest
$25523
Property taxes
$2664
Other costs
$1773
Climate risks
Neighborhood: 02653
Nearby schools
GreatSchools rating
- 9/10Orleans Elementary SchoolGrades: K-5Distance: 1.7 mi
- 6/10Nauset Regional Middle SchoolGrades: 6-8Distance: 1.6 mi
- 7/10Nauset Regional High SchoolGrades: 9-12Distance: 6.3 mi
Schools provided by the listing agent
- District: Nauset
Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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