1907 Sears Cottage on 18.5 Acres with 955′ of Shorefront on Gilkey Harbor

Darren Setlow

Darren Setlow

1907 Sears Cottage on 18.5 Acres with 955′ of Shorefront on Gilkey Harbor

$6,875,000 | Built 1907 | 9,896 Sq. Ft. | 9 Beds | 8.5+ Baths | 18.5 Acres
135 W Shore Dr, Islesboro, ME 04848

Prominently sited on 18.5 acres with 955-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 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 nine-bedroom, nine-bath home also includes staff quarters, a carriage house/stable, reading room, and substantial deep-water dock with floats. The residence, characteristic of the Renaissance Revival Style, has been thoughtfully restored and retains many original details such as eleven wood-burning fireplaces and fine woodwork throughout. 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.

Darren Setlow

The estate also includes a carriage house with stables, a reading room, and there is a substantial deep-water dock with ramp and floats on Gilkey Harbor. 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.

Take the 3D Matterport tour!


Joseph Sortwell • jsortwell@landvest.com • (207) 706-6294
Terry Sortwell • tsortwell@landvest.com • (207) 236-3543
LandVest | Christie’s International Real Estate
Photography Credit: Darren Setlow



Darren Setlow
Darren Setlow
Darren Setlow



Darren Setlow
Darren Setlow
Darren Setlow
Darren Setlow
Darren Setlow
Darren Setlow
Darren Setlow



Darren Setlow
Darren Setlow
Darren Setlow
Darren Setlow
Darren Setlow
Darren Setlow



Darren Setlow
Darren Setlow
Darren Setlow
Darren Setlow
Darren Setlow



Darren Setlow
Darren Setlow
Darren Setlow
Darren Setlow
Darren Setlow
Darren Setlow



Darren Setlow
Darren Setlow