Phinney-Bigelow House // c.1899

Before the turn of the 20th century, William L. and Elizabeth G. Phinney purchased a narrow house lot at the corner of Hawes and Chatham streets in the desirable Longwood neighborhood of Brookline. They then retained the young architect Thomas Marriott James, to design this massive Federal Revival style mansion. After William died in 1911, Elizabeth remained in the house until 1920, when it sold to C. Willard Bigelow a wool dealer and his wife, Ruth. The Phinney-Bigelow House is an exemplary Federal Revival style house on a narrow lot which takes full advantage of its boxy form. The slightly asymmetrical facade with Palladian window, limestone trimmings, and bold entrance are all great additions to the design.

McInnis House // 1901

Located next door to Ms. Matchett’s house on Chatham Street in the suburban Longwood neighborhood of Brookline, Massachusetts, you will find this very unique example of a Colonial Revival style single-family home. Built by 1901 for lawyer Edwin G. McInnis (sometime spelled McInnes) and his wife, Mabel, the house is high-style Colonial Revival with symmetrical facade, rustication, two-story Corinthian pilasters framing the bays, Palladian window, and Federal style entry with fanlight transom. No records of the architect could be located sadly.

Lawrence-Christian House // c.1855

Another of the early homes of the affluent Longwood subdivision of Brookline, Massachusetts is this painted brick house which dates to the 1850s. The house was developed by Amos A. Lawrence, who developed much of the neighborhood, renting out suburban houses to wealthy Boston-area residents. In 1866, Lawrence sold the property to Samuel S. Allen of Roxbury and it would change ownership a half-dozen times in the next century. The property was added onto and modernized a few times, notably during the ownership of Henry A. Christian, MD, the first Chief-of-Medicine at Peter Bent Brigham Hospital over the Muddy River in Boston. The streamlined late-Colonial Revival look with vestibule side entry, windows, and shallow hipped roof are all likely later alterations from the 1850s house.

Benjamin Bosworth House // 1800

One of the most unique houses in Connecticut is this massive Federal style residence located in the small town of Eastford. Built next to the Congregational Church of Eastford (1829-2023), which burned down in 2023 by arson, the massive house has been known as both the Benjamin Bosworth House and Squire Bosworth’s Castle due to its first owner, Benjamin Bosworth (1762-1850). According to the Bosworth Family, the house was built in 1800 by Bosworth was a wealthy merchant, who hired Vini Goodell, a local carpenter to design and build the large Federal home. The house was completed by 1801 when the local Masonic group met in the building. As Bosworth was also a merchant, he used the basement as a storeroom. The house is also unusual for its monitor roof, a rarity in Federal period construction, which reads like a second structure on the house, due to the building’s size. After Bosworth’s death, the house was occupied by his niece, and was later purchased by Elisha Grant Trowbridge in 1897. Trowbridge was a grand-nephew of General Nathaniel Lyon (1818-1861), a local hero who was the first Union general killed during the Civil War. Trowbridge, an engineer, lived here until he died in 1963 at the age of 96. Later owners have had the monumental task of restoring and maintaining this behemoth of a house, to great success.

Sumner-Carpenter House // 1806

I don’t think any state does the Federal style as well as Connecticut (Massachusetts is a close second)! This is the Sumner-Carpenter House, a high-style example of a Federal residence that is located on the backroads of the small town of Eastford, Connecticut. The house was built in 1806 for John Newman Sumner (1775-1831) who resided here until just before his death. The elaborate Federal period house was sold out of the family. After trading hands a half-dozen times, the property was purchased by David and Harriet Carpenter in 1881. The property remained in the Carpenter family for generations, and remained as such after Orlo Carpenter (1865-1938) was killed in the collapse of a barn during the hurricane of 1938. Architecturally, the house has all of the hallmarks of the Federal style, with the symmetrical main facade five bays wide, with a center entrance flanked by wide sidelights, and topped by a fanlight transom and corniced entablature. The window above the entrance is in the Palladian style, with a rounded center window flanked by narrower sashes. The house is very well preserved and was listed on the National Register of Historic Places for its architectural quality and preservation.

Abner Richmond House // c.1803

This high-style Federal house sits across from the former Westford Baptist Church in Ashford, Connecticut. The house was built around 1803 for Abner Richmond (1761-1834) and his wife Eunice, who purchased 92-acres of land here one year earlier. Abner descended from John Richmond (1594-1664), one of the original white settlers of Taunton, Massachusetts in 1637. About ten years after he built his farmhouse, the town of Ashford paid the Richmond’s money for hardship caused by laying out a road right in front of the homestead. This 1812 occurrence possibly allowed the couple to invest further into the property, where they converted some of the rooms into a tavern, which was later accessible by the new Boston and Hartford Turnpike. The turnpike began in East Hartford and made its way through Ashford before winding its way to Boston. The house was documented as having 19th century stenciling on the walls, which survived underneath wallpaper (go figure). The new owners have clearly given the Richmond House some love and care, down to the perfect paint color.

Mixer Tavern // 1710

Photo from real estate listing.

One of the most historic houses in Ashford, Connecticut was listed for sale! The house at 14 Westford Road dates to 1710, when John Mixer purchased the property which at the time totaled 100 acres, and applied for a license to operate a tavern. John Mixer was born in 1668 in Watertown, Massachusetts and married Abigail Fiske in 1695. Mixer worked as a tanner in Watertown before moving to Connecticut, becoming the first settler of Ashford in 1710. Mixer became Ashford’s first Town Clerk, Treasurer, Tavern Keeper, Select Man, and Deacon. Mixer and his family would eventually move to Suffield, Connecticut, but the old tavern remains in impeccable condition, largely due to its later owners and preservation as an inn and restoration in the 1920s.

Mathewson-Dunn Residence // c.1815

This Federal-style house sits on the heavily trafficked Pompey Hollow Road in the center of Ashford, Connecticut. Early history of the residence is sparse, but by the 1860s, it was the home to Charles Mathewson (1812-1880), who came to Ashford from Woodstock in 1850 and bought a saw and grist mill nearby. The mills were operated here until 1865, when he was succeeded by the firm of Lombard & Mathewson, manufacturers of fertilizers and wholesale dealers in agricultural implements. After successive ownership, the property, which included a 135-acre farm, was purchased by the Catholic Diocese of Hartford in 1921 with the intention of establishing a new parish in the Ashford area. The Diocese assigned Father William J. Dunn, a Connecticut native and son of Irish Immigrants, to this daunting task. Since they had no church building, he partitioned off a section of his own home to serve as a chapel for about 100 worshipers, until the purpose-built St. Philip the Apostle Church was built in the 1930s. The Federal style house here has an elaborated center bay which includes the entrance on the first story and a Palladian window on the second story. The main entrance is flanked by pilasters with Doric capitals which are replicated at the corners of the residence as well.

Stebbins-Tremko House // 1773

Ashford, Connecticut is located in a part of Windham County at the northeast part of the state which is sometimes referred to as the Quiet Corner, due to its limited access to larger cities and more bucolic scenery. Formerly known as New Scituate, Ashford was settled in 1710 and incorporated as a town in October of 1714. One of the town’s early houses is this cape style dwelling, built around 1773 for Thomas Stebbins (1748-1826). By the 20th century, the small house was owned by George Tremko (1907-1981) who worked as the town’s postmaster for some years in the post office just nextdoor. After Tremko’s death, the town acquired the property through eminent domain, with the hopes of redeveloping the prominent site for a new library. Luckily, the local historical society advocated for its preservation, and grants were acquired, which helped to restore the 1770s house.

Bailey Cottage // 1896

In 1896, Edward L. Bailey, a carpenter and housebuilder, erected this cottage on Haven Avenue in Rockport, Massachusetts. Bailey resided in the house, likely year-round and ran a store on the nearby main street. His cottage served as both a residence and an advertisement for his skilled carpentry, which likely offered him commissions for other cottages nearby. Bailey was also selected as the builder for the town’s Carnegie Library in 1907. The cottage blends Queen Anne and Shingle styles effectively under one roof.