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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
$2,950,000
5 Beds ⋅ 7 Baths ⋅ 22603411 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.Few properties possess such presence. Uplands doesn't simply provide a place to live--it sets the tone for a life well lived. Please verify all information contained herein.

111 Main Street, Sandwich
$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
$1,695,000
4 Beds ⋅ 4 Baths ⋅ 22602679 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 expanded antique Cape and a separate, fully converted carriage house. Just moments from the Boardwalk, shops, restaurants, and your morning coffee at Snowy Owl. The expansive backyard seamlessly connects both buildings, creating exceptional outdoor living and entertaining space with multigenerational potential, a new septic system, and room for a future pool--a rare find in the Village. 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 located on the second floor, including a spacious primary suite with a beautifully renovated bath. The carriage house offers a kitchen, full bath, laundry, and finished living space, providing exceptional flexibility for guests, extended family, a home office, studio, or potential ADU. Come discover what lies beyond the charming antique Cape exterior.

200 Main Street, Sandwich
$995,000
4 Beds ⋅ 4 Baths ⋅ 22602098 MLS
Welcome to this beautifully renovated antique Cape Cod home, offering stunning sunset views over Wakeby Pond and the ever changing bogs to the east. Impeccably maintained, this four-bedroom, four-bathroom home has been lovingly restored, featuring a gourmet kitchen with a gas fireplace, a high-efficiency heating system, and many other upgrades. The first floor includes a living room open to the kitchen, a bedroom, a full bath, a dining room with west-facing water views, and a cozy library with gas fireplace. The second floor features two ensuite bedrooms. One with a private office and an additional room that serves as a spacious home office. Above the attached one-car garage is a separate, fully upgraded 612-square-foot rentable apartment. This property is ideal for artists, hobbyists, extended family, or those seekingrental income. Enjoy the mature grounds with fruit trees, perennial gardens, raised vegetable beds, and a large, fence-enclosed yard. Plus, you will have easy access to local bogs, ponds, and nearby hiking trails. Crooked Bush Farm is a true piece of paradise!

78 Cotuit Road, Sandwich
$1,795,000
2 Beds ⋅ 3 Baths ⋅ 22601648 MLS
Set in the heart of Sandwich Village, this extraordinary historic property--once the ''Cobb Schoolhouse'' (circa 1852) and listed on the National Register--offers a rare blend of heritage, craftsmanship, and natural beauty. Perched on a gentle knoll, the home overlooks a sweeping lawn that leads to the sparkling waters of Mill Creek, winding from Shawme Pond to Cape Cod Bay. The landscape is alive with wildlife, including the annual herring run, creating a truly serene and picturesque setting.Completely renovated in 2023, the home features a stunning addition by Rick Anderson Builders, thoughtfully designed in collaboration with the current owners. The result is a warm, distinctive living space filled with character and comfort. The sunlit living room showcases oversized ''schoolhouse'' windows, antique beamed ceilings, a paneled gas fireplace wall, and custom built-in shelving and entertainment center--details that bring both elegance and a touch of whimsy to every corner.The kitchen has been fully updated with new plumbing, rich wood countertops, and durable 6'' x 48'' plank flooring, flowing seamlessly into the dining area with access to a rear deck overlooking the creek. A year-round sunroom offers panoramic views of the surrounding landscape, making it a perfect retreat in every season. A first-floor ensuite bedroom--currently used as a library/office--provides flexibility for guests or work-from-home living. The entire second floor is dedicated to a private primary suite, complete with a spacious walk-in closet and a versatile studio area. Step outside to the deck and enjoy views of historic Main Street and nearby church steeples--an ideal spot for morning coffee or evening relaxation. The detached, two-story barn, renovated in 2010, is equally impressive. Featuring antique wood floors, paneled walls, soaring ceilings, and open loft spaces, it offers endless possibilities--whether for guests, a studio, or creative pursuits--with full utilities already in place. This is a rare opportunity to own a one-of-a-kind property in one of Cape Cod's most enchanting settings.

3 River Street, Sandwich
$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
$1,995,000
5 Beds ⋅ 6 Baths ⋅ 22601592 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 Street, Sandwich

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