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$2,950,000
5 Beds ⋅ 7 Baths ⋅ 73549915 MLS
Uplands, circa 1740, is one of Sandwich Village's most treasured historic estates. Set on nearly four acres of rolling lawns, specimen trees, a picturesque pond, and a charming carriage house, this remarkable property offers a rare opportunity to build your future on an estate with a long and storied past.At the heart of the home is a rich architectural legacy spanning nearly three centuries, thoughtfully expanded and preserved for modern living. Historic details abound, including a working beehive oven and the rare possibility of open-hearth cooking—evoking a simpler era while creating unforgettable experiences for family and guests.More than a residence, Uplands is a true lifestyle property. It is a home for all seasons: magical at Christmas, unforgettable at Thanksgiving and making an ordinary Tuesday evening extraordinary. The gracious rooms, expansive grounds, and timeless character create a setting where every day feels worthy of celebration. Please verify information herein.

111 Main Street, Sandwich

Listing courtesy of Listing Agent: Jack Cotton from Listing Office: Sotheby's International Realty.
$1,695,000
4 Beds ⋅ 4 Baths ⋅ 73543033 MLS
NOT A DRIVE-BY, A MUST-SEE! A truly unique property in the heart of Sandwich Village featuring two beautifully renovated living spaces: a charming antique Cape and a fully converted carriage house. Just moments from the Boardwalk, shops, restaurants, and your morning coffee at Snowy Owl. The expansive backyard connects both homes, creating exceptional outdoor living and entertaining space with multigenerational potential, a new septic system, and room for a future pool. Inside the main home, thoughtful updates preserve its historic charm while introducing a bright, open floor plan, custom woodwork, mini-splits, and a stunning chef's kitchen with high-end appliances. All four bedrooms are upstairs, including a spacious primary suite with a beautifully renovated bath. The carriage house offers a kitchen, full bath, laundry, and finished living space—ideal for guests, extended family, a home office, studio, or potential ADU. A rare Village offering.

200 Main, Sandwich

Listing courtesy of Listing Agent: Megan Harden from Listing Office: Greer Real Estate, LLC.
$1,995,000
5 Beds ⋅ 6 Baths ⋅ 73504457 MLS
In the heart of Sandwich, Cape Cod's oldest town, stands its oldest public site--the First Parish Meetinghouse, circa 1833--now transformed into a stunning 7,270 sq. ft. light-filled residence. Designed by noted architect Whittemore Peterson, this architectural masterpiece blends Greek Revival and Gothic Revival styles. The property features five en-suite bedrooms, a soaring great room, six gas fireplaces, and a chef's kitchen with Thermador appliances. Historic elements include a restored clock-tower steeple, granite foundation, and mahogany library, complemented by modern conveniences such as an elevator, central air, heated two-car garage, and street-level art gallery with private entrance. Ideally located on Main Street, just steps to shops, dining, Heritage Museums & Gardens, and under a mile to the Sandwich Boardwalk and Town Neck Beach. Explore the many allowable uses of this truly unique property.

143 Main St, Sandwich

Listing courtesy of Listing Agent: Cynthia Houlihan from Listing Office: .

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