5 Upper Tawpawshaw Road Nantucket, MA 02554

  • Overview
  • Property Details
  • Location
$6,195,000
Asking Price
$5,850,000
Selling Price
Sold
Market Status
5 beds
Bedrooms
4.1 beds
Bathrooms
4,861 beds
Square Footage

Welcome to 5 Upper Tawpawshaw Road, Nantucket, a private island estate offering timeless elegance, modern amenities, and direct access to hundreds of acres of protected conservation land. Known as “Edgemoor,” this beautifully designed 5-bedroom home is tucked away on a quiet cul-de-sac, offering both privacy and convenience just minutes from Nantucket’s best beaches, bike paths, and Town. The main living area is flooded with natural light, featuring a coffered ceiling, a fireplace, and designer finishes throughout. The fully equipped kitchen opens into a cozy breakfast room with a gas stove, and a large bar/pantry with wine cooler and icemaker makes entertaining seamless. Above the attached garage, a private office provides the perfect workspace, while the finished lower level includes a home gym, an additional bedroom and bath, radiant heated floors, and a spacious media area. The home features 9.5-foot ceilings throughout, enhancing the open, airy feel. Step outside to enjoy a resort-style setting with a 13' x 30' in-ground pool, multiple outdoor entertaining spaces, and lush landscaping that blends into the surrounding conservation land and walking trails. This is the perfect place to relax, entertain, or enjoy quiet moments in nature. 5 Upper Tawpawshaw Road offers the rare combination of luxury, seclusion, and proximity to all Nantucket has to offer—a true island sanctuary. Not a drive-by—this extraordinary Nantucket property must be seen in person.

First Floor

Large entry hall looking through to the living room with fireplace. Lovely Wood Mode kitchen with large pantry open to breakfast room with gas stove. Private television room. Owner's suite with coffered ceiling, large walk in closet with washer & dryer and large bath with 4x5 shower. Jacuzzi style tub. Double vanity.

Second Floor

Bedroom with private bath. Two bedrooms with shared bath that has a double vanity and double shower. Laundry room. ABOVE GARAGE: Private, finished office.

  • Selling Date 1/15/2026
  • Listed Date 7/8/2025
  • Days on Market 191
  • % To Listing Price 94
  • Total Rooms 13
  • Total Beds 5
  • Full Baths 4
  • Half Baths 1
  • Lot Size 0.39 acres
  • Year Built 2005
  • Zoning LUG3
Listed on by Maury People Sotheby's International Realty
5 Upper Tawpawshaw Road - Sales History
  • Selling date: 8/8/2000
    Selling price: $375,000
  • Selling date: 8/20/2004
    Selling price: $559,000
  • Selling date: 4/6/2004
    Selling price: $559,000
  • Selling date: 7/31/2006
    Selling price: $2,372,500
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Location

What we like about Middle Moors

Middle Moors offers spacious homes and lots with a mix of traditional and modern designs, ideal for buyers seeking privacy and space.

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