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Listing 5 out of 123
$4,300,000 For Sale

40 Toms Hollow Lane
Orleans, MA 02662

6 beds, 6 full, 1 partial baths | Single Family Home
167,270 sq ft - MLS# 21717283
Property Photo


Cape Cod Cosmopolitan! A sandy lane winds through woods and fields to this remarkable waterfront estate on magnificent Little Pleasant Bay. With 4 acres of rolling woodland, boathouse/cabana and 170'-long private sandy beach frontage on Cape Cod's largest estuary, the property combines urban sophistication with Cape Cod character.A circular seashell drive curves before the gray-shingled center-entrance Colonial. A two-story foyer announces the cathedraled great room beyond whose vivid views and chic surroundings form the home's centerpiece. Flanking the great room is a sleek, state-of-the art kitchen accented with natural brass hardware, custom cabinetry, and cool quartz countertops. An adjoining dining area with wood-burning hearth affords beautiful bay views, and opens to an enclosed porch and wrap-around deck. Gray-and-white-washed oak plank floors unite the rooms with contemporary flair. A private first floor master suite occupies the opposite wing, with generous bedroom, sharp bath, private deck and beautiful views. The second level hosts three ensuite bedrooms, a loft for reading or media, and private deck with excellent bay views. The finished walkout lower level provides extensive bonus space for recreation, exercise, guest quarters, and other uses. A three-car garage, angled off the main house, is the understory for a private guest suite hosting two-bedrooms, full bath, kitchenette, dining area, living area, and spacious deck overlooking the bay. The natural, 4-acre setting offers myriad sites for an inground pool, coastal walks, play areas. The beachside cabana, with water and power, enhances beachside recreation and entertaining. With up-to-the-minute style, exceptional privacy, beautiful bay front location, and excellent rental history, 40 Tom's Hollow perfectly blends cosmopolitan, contemporary and coastal living.


  • Property Type: Single Family Home
  • Sub Type: Single Family Residence
  • Listing Status: Active
  • County/Area: Barnstable County
  • Zip Code: 02662
  • Year Built: 1999
  • School District: Nauset
  • Sq.Ft.: 167,270 sq ft
  • Style: Colonial
  • Stories: 2 Story
  • Total Rooms: 12
  • Bedrooms: 6
  • Full Baths: 6
  • Half Baths: 1
  • Basement: Finished, Full, Interior Access, Walk Out, Yes
  • Garage: Attached, Direct Entry, Door Opener, Yes
  • # of Parking Spaces: 15
  • Fireplace: Yes, 2
  • Baths: 6.5 baths
  • Pool or Spa: Yes, See Interior Features
  • View: Yes
  • Waterfront: Bay, Beach, Deep Water Access, Other - See Remarks, Private, Salt, Atlantic Ocea
  • Zoning: 40R
  • # of Cars: 3
  • Acres: 3.84
  • Annual Taxes: 25242.00
  • Appliances: Countertop Range, Dishwasher, Dryer - Electric, Microwave, Refrigerator, Washer
  • Beach Description: Bay, Other - See Remarks
  • Beach Ownership: Other - See Remarks, Private
  • Bedroom 2: Bedroom 2, Closet, Office/Sitting Area, Private Full Bath, Recessed Lighting
  • Bedroom 2 Level: Second Floor
  • Bedroom 2 Size: 12 x 10
  • Bedroom 2: Flooring: Carpet
  • Bedroom 3: Balcony, Bedroom 3, Deck, Private Full Bath, Recessed Lighting, View
  • Bedroom 3 Level: Second Floor
  • Bedroom 3 Size: 18 x 14
  • Bedroom 4: Bedroom 4, Closet, Other
  • Bedroom 4 Level: Second Floor
  • Bedroom 4 Size: 14 x 10
  • Bedroom 4: Flooring: Wood
  • Convenient To: Golf Course, In Town Location, Major Highway, Marina, Medical Facility, Public Tennis, School, Shopping
  • Cooling: Central Air
  • Dining Room: Bay/Bow Windows, Built-Ins, Deck, Dining Area, Dining Room, Fireplace, Recessed Lighting, View
  • Dining Room Level: First Floor
  • Dining Room Size: 14 x 10
  • Dining Room: Flooring: Wood
  • Dining Room: Special Door Access: French
  • Directions to Property: From Rt. 6. Exit 11/Rt. 137 toward Brewster. Right on Freemans Way to left on Rt. 39. Cross over Rt. 28 onto Quanset Road. Left at East Egg to first right on Toms Hollow, bear left to house.
  • Exterior Features: Deck, Garden, Outdoor Shower, Screened Porch, Underground Sprinkler
  • Floors: Hardwood, Tile, Wood
  • Foundation: Concrete Perimeter
  • Foundation Info: Foundation Depth: 28.00
  • Foundation Info: Foundation Wing Depth: 36.00
  • Foundation Size: 48.00
  • Foundation Wing Size: 24.00
  • Foyer: Foyer
  • Foyer Level: First Floor
  • Foyer Size: 8 x 6
  • Fuel Type: Oil
  • Heating: Forced Hot Air
  • Hot Water Source: Oil
  • Interior Features: Attic Storage, Dryer/Hookup - Electric, Hookup Washer, Hot Tubs/Spa, Interior Balcony, Mud Room, Recessed Lighting, Sound System
  • Irregular: Yes
  • Kitchen: Bay/Bow Windows, Breakfast Bar, Built-Ins, Kitchen, Kitchen Island, Mud Room, Recessed Lighting, Upgraded Cabinets, View
  • Kitchen Level: First Floor
  • Kitchen Size: 10 x 10
  • Kitchen/Dining Combo: Yes
  • Kitchen: Countertops: Granite
  • Kitchen: Flooring: Wood
  • Land Assessments: 2993500.00
  • Laundry Room: Laundry Room
  • Laundry Room Level: First Floor
  • Laundry Room Size: 6 x 6
  • Living Room: Balcony, Bay/Bow Windows, Built-Ins, Cathedral Ceiling, Ceiling Fan, Fireplace, Living Room, Recessed Lighting, View
  • Living Room Level: First Floor
  • Living Room Size: 20 x 15
  • Living Room: Flooring: Wood
  • Lot Size Source: Assessor
  • Master Bedroom: Balcony, Double Vanity, Master Bedroom, Private Full Bath, Recessed Lighting, View
  • Master Bedroom Level: First Floor
  • Master Bedroom Size: 22 x 14
  • Master Bedroom: Flooring: Tile
  • Miles to Beach: 0 - .1
  • Other Assessments: 29200.00
  • Other Room 1: Level: Second Floor
  • Other Room 1: Room Type: 2nd Kitchen
  • Other Room 2: Level: Second Floor
  • Other Room 2: Room Type: In-Law Apartment
  • Other Room 2: Size: 10 x 22
  • Other Room 3: Level: Second Floor
  • Other Room 3: Room Type: Sitting Room
  • Other Room 3: Size: 10 x 12
  • Parking Description: Improved Driveway, Shell
  • Roof Description: Pitched, Shingle, Wood
  • Sep Living Qtrs Info: Baths - Full: 1
  • Sep Living Qtrs Info: Baths - Total: 1
  • Sep Living Qtrs Info: Beds: 2
  • Separate Living Qtrs: Attached, In-Law Apartment, Second Floor, Yes
  • Siding Description: Shingle
  • Special Listing Cond: None, Standard
  • SqFt Source: Estimated
  • Street Description: Dirt, Private, Unpaved
  • Tax Year: 2018
  • Topography/Lot Desc: Cleared, Gentle Slope, Level, View, Wooded
  • Village: South Orleans
  • Water: Well
  • Water Access: Other - See Remarks, Salt
  • Year Built Desc: Actual
  • Year Round: Yes
Courtesy of Robert Paul Properties, Inc., Fran I Schofield

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Henri Millhollan
Orleans, MA 02653
Phone: 508-240-2332
Email: capecodbythesea@gmail.com

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