Patrick Dempsey Cottage // c.1875

This charming mini-mansard summer cottage is located in the coastal neighborhood of Salem Willows, in Salem, Massachusetts. The neighborhood developed in the 1870s-1900s as a summer colony for middle-income families who wanted a second home away from the hustle-and-bustle of urban living in favor of ocean breezes. The cottage likely dates to the mid-1870s as one of the earliest summer homes in the neighborhood, and historic maps show it was owned by a P. Dempsey. It appears this is Patrick Dempsey (1821-1902), an Irish immigrant who settled in Lowell, Massachusetts, making it big as a liquor dealer and saloon-keeper. The Second Empire style cottage has a partially enclosed porch, but retains much of its original character and is located right on the water with sweeping views of the Atlantic Ocean.

William Bates Summer Cottage // 1885

While Salem is best-known for its First Period and Federal style buildings, the Salem Willows neighborhood features some of the finest Victorian summer cottages in the Boston area. This cottage was built in 1885 by William Marston Bates (1820-1912), a Salem-based dentist, as his summer retreat when not in the office. The Stick style cottage has a steep gable roof with jerkinhead clip at the facade and a wrap-around porch with decorative jigsawn bracketed details. The house is a well-preserved example of the style, examples of which are becoming less-and-less frequent in recent years.

Galvin Cottage // c.1882

Hull Hill is a relatively unknown enclave of summer cottages that sit on a rise overlooking Boston Harbor in the coastal community of Hull. The development of Hull Hill began in the 1870’s but became most active in the 1880’s and 1890’s. The land here was previously maintained as pasture and gardens by Hull villagers, but the land here was eventually sold and developed when the Hingham Water Company came to Hull in 1882. That same year, the railroad arrived which provided easier access to the town. This cottage on Andrew Avenue is one of the earliest summer residences built here, and dates to the late 1870s or early 1880s. The cottage was owned by Owen Augustus Galvin, a Boston lawyer, and his wife, Jane Sullivan Galvin. The unique cottage features a hexagonal section with a roof extending down to meet the wrap-around porch. The cottage exemplifies late 19th century cottage/resort architecture.

Conant-Cushing House // c.1890

Atop the Great Hill on Point Allerton in Hull, Massachusetts, this large summer “cottage” stands out for its unique architecture and siting overlooking the bluffs and Atlantic Ocean. The Shingle style house was built around 1890 by Edward D. Conant, a real estate agent and developer of Newton as his family summer home. The architect is not clear, but the house exhibits a unique four-story crenellated tower, giving the appearance of a castle from a distance. The house was later owned by Cardinal Richard Cushing (1895-1970) as his own summer residence. Cardinal Cushing served as Archbishop of Boston from 1944 to 1970 and was made a cardinal in 1958. Cushing’s main role was as fundraiser and builder of new churches, schools, and institutions, and he helped then-presidential candidate John F. Kennedy deflect fears of papal interference in American government if a Catholic became president. Kennedy grew up spending summers at his grandfather’s home in Hull (featured previously). The Conant-Cushing House remains significant even with 20th century renovations.

Winfield S. Richards Cottage // c.1890

Summer cottages of the late 19th century are always a treat to come across! While most cottages I feature on here are more high-style and were built for the wealthy, Hull, Massachusetts, has some of the best middle-class summer cottages in New England! Steamships and rail service from Boston and other cities opened up Hull and Nantasket Beach to summer residents and day visitors alike, creating a massive increase in building in the latter decades of the 19th and early 20th centuries. This cottage was owned by Winfield S. Richards and his wife Myra of Newton, Massachusetts. The cottage blends Queen Anne and Craftsman styles with complex Queen Anne massing, turned posts, and recessed second story porch, and sloping roof extension to create the Craftsman-esque front porch. The cottage is one of the better-preserved in town and an excellent blending of architectural styles.

Saunders Cottage // c.1900

Charles Saunders, a carpenter, and his wife Annie Saunders, seemingly built and lived in this Shingle style cottage in the Ocean View summer colony of Rockport. The couple shows up in census records as living here in 1910 while in their 50s. The house likely dates to the 1890s and is a great example of the Shingle style for a middle-class residence. The house features a corner tower and a wrap-around porch with continuous shingle siding and columns. The property was deeded to a Lawrence Regester in 1924 when Annie sold the property after Charles’ death. The shingled cottage has remained in a great state of preservation for its existence!

Haven Avenue Cottages // c.1877

When Andrews Point in northern Rockport, Massachusetts, was opened for development by speculators Eben B. Phillips and George Babson, they envisioned the colony, “Ocean View” as a rival to other nearby summer colonies of Beverly Farms, Gloucester, and Magnolia. Roads were laid out and house lots were plotted with larger lots for big summer cottages along the coast and smaller cottage lots at the interior of the development. The rocky coast and more limited access compared to its rivals, caused Ocean View to lack in sales, but there are still some great remaining cottages to be found here. These two early cottages are great surviving examples of the modest, middle-class homes for summer residents. These two charming Victorian cottages sit side-by-side and were owned by an L. Brigham and Benjamin Lewis and both are in a great state of preservation 150 years later.

Oak Knoll Cottage // c.1877

One of the earlier cottages built in the Oceanview summer colony of Rockport, Massachusetts is this charming example of a late-Italianate style residence on Phillips Avenue. Local lore states that the cottage was owned by Lucy Canney, the wife of Edwin Canney, who operated multiple granite quarries in town. Oak Knoll was possibly used as a boarding house for visiting guests of the quarries to stay at when inspecting the quality of the granite. The Canney’s sold off much of their property in the area by the end of the 19th century, and the cottage was later owned or occupied by Dr. Helen Morton (1834-1916), a Boston-based obstetrician and one of the early generation of women physicians practicing in Boston in the nineteenth century. Dr. Morton spent most of her time in a townhouse on Marlborough Street in Boston’s Back Bay with her possible partner, another obstetrician, Mary Forrester Hobart, but likely escaped to this cottage for some rest and relaxation for the summers.

Eben Phillips Cottage // c.1877

In the mid-1800s, Rockport, Massachusetts was best-known as one of the main ports for the quarrying and shipping of fine granite up and down the east coast of the United States. While the rocky coastline made granite a prime industry, the natural scenery also made the coastal areas desirable for residential development. While many of the coastal developments here never took-off as they did in nearby Gloucester, Magnolia, and Beverly, there are some notable summer colonies that sprouted up! In 1855, Eben B. Phillips an oil dealer in Boston, purchased undeveloped wooded lots and pastures, and slowly began to lay out roads and survey for developable lots for summer cottages on a peninsula near Pigeon Cove. The development was named “Oceanview” and it was marketed as the extreme point of Cape Ann. Development was very slow to materialize, and started in earnest in the 1870s. Eben Phillips built this summer cottage before 1877 (possibly as early as 1850), where he would spend summers until his death in 1879. The cottage retains much of its original character and is a rare survivor of the rustic style cottages which were built before the phase of larger Shingle and Queen Anne residences were built in later decades.

Whelen Cottage // c.1891

For the last cottage on Grindstone Neck, I present the stunning Whelen Cottage. Charles S. Whelen (1850-1910), a banker and philanthropist who served as one of the directors of the Gouldsboro Land Improvement Company and as one of several of its stock agents in Philadelphia, purchased a house lot for him and his wife Migonette Violett. The couple did not hire Lindley Johnson, like so many other cottage-holders did, but they worked with esteemed architect Wilson Eyre to design the home. The Whelens were typical of the type of person who chose to summer on Grindstone. While comfortably well off, they were not in a financial position to commission the sort of cottages built on an ever increasing scale in Bar Harbor. The property left the Whelen’s ownership in 1897, and the house was altered and enlarged in 1900. The large porte cochere, porch, and additional rooms added at this time by William Winthrop Kent, an alumni of H. H. Richardson’s office.