Prominently sited on 21± acres with 1,110± feet of varied shorefront on Gilkey Harbor and stunning views to the west, the Sears Cottage is one of the grand historic Islesboro estates constructed at the turn of the 20th century. The estate also includes several additional buildings: a guest cottage with four-car garage, a carriage house / stable, a billiard house, a reading room, and a substantial deep-water dock with floats. The residence is characteristic of the Renaissance Revival Style with its stucco facade and long, rectangular two-story building with hip roof and sun porch to the south end, and ell to the north. The grounds are those of a classic Maine summer estate: artfully landscaped with lawns, flowering shrubs, specimen trees, and both formal and informal gardens interspersed with natural Maine woods.
The home was commissioned in 1907 by Richard D. Sears of Boston, a member of a prominent Boston family who later earned a name for himself playing lawn tennis, even being the first American finalist at Wimbledon in the 1880s. The current stewardship was responsible for the thoughtful restoration of the classic period character which meet the demands of a modern vacation residence with ease and grace.
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