Wayside Inn Historic District Real Estate

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Newest Listings in Wayside Inn Historic District

$2,495,000

4 Beds ⋅ 4 Baths ⋅ 73571809 MLS

Once in a blue moon, an estate comes to market that is truly unlike anything else. Custom built and set amid magnificent gardens inspired by the landscapes of Europe, Japan, and Morocco, 82 Old Garrison Road in Sudbury is a remarkable expression of architecture, artistry, and nature. Reimagined and reconstructed in 2004, this architecturally distinctive contemporary estate offers four bedrooms, four baths, and more than 4,500 square feet of living space, privately set on approximately five beautifully cultivated acres. Designed to create a seamless connection between indoors and out, the home unfolds through light-filled living spaces, walls of glass, and unexpected architectural moments, each framing a different view of the surrounding landscape. At the heart of the property are gardens cultivated over many years as a true labor of love. Meandering paths lead through an ever-changing landscape of specimen plantings, perennial gardens, tranquil water features, intimate gathering spaces, a small orchard, and a greenhouse. Around each turn is something new to discover, creating an experience that feels worlds away while remaining in the heart of Sudbury. The grounds are equally suited to relaxation and entertaining, with an in-ground pool surrounded by lush plantings and multiple outdoor spaces that invite long afternoons, quiet mornings, and memorable gatherings beneath the open sky. Inside, the home is warm, sophisticated, and wonderfully individual. Expansive windows bring the gardens into nearly every room, while thoughtfully designed living and entertaining spaces reflect the same creativity found throughout the grounds. The flexible layout provides versatile accommodations for residents and guests, complemented by distinctive spaces for dining, gathering, working, and retreat. A three-car garage, whole-house generator, metal roof, warm cedar-shingle exterior, and expansive ipe decking add substance and practicality. Set within Sudbury’s storied Wayside Inn Historic District, the property feels remarkably removed while remaining connected to the heart of town. More than a home, 82 Old Garrison Road is a private world unto itself, shaped by imagination and an extraordinary appreciation for beauty. For the discerning buyer seeking privacy, originality, and a property that simply cannot be replicated, this is a rare opportunity to become the next steward of one of Sudbury’s most distinctive estates.

82 Old Garrison Rd, Sudbury

Listing courtesy of Listing Agent: Peace Nguyen from Listing Office: Engel & Volkers Wellesley.

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