Ashland Mill Tenement

The Smith–Lyon Farmhouse is a historic farm at 400 N. Woodstock Road in Southbridge, Massachusetts. It is an unusual example of a well-preserved rural Greek Revival house in Southbridge. It is a 2+1⁄2-story wood-frame house. The gable-end front facade features full-length sidelights around the door, pilastered corner trim, a pedimented gable, and a full-width porch with Doric columns. It is reported by have been built c. 1850 by Luther Smith, a mule dealer. By 1878 the farm was owned by Lucius Lyon.The house was listed on the National Register of Historic Places in 1989.

The American Optical Company Historic District encompasses a historic industrial complex on the Quinebaug River in Southbridge, Massachusetts. Located on roughly 80 acres (32 ha) east of downtown Southbridge, the complex was developed between the 1880s and 1950s by the American Optical Company (AO), one of the largest manufacturers of eyewear at the turn of the 20th century. The district was listed on the National Register of Historic Places in 2023.

The Alpha M. Cheney House is a historic house at 61 Chestnut Street in Southbridge, Massachusetts. It was built in 1881 for Alpha M. Cheney, then one of the largest shareholders in American Optical Company, one of Southbridge's largest employers. Designed by Barker & Nourse of Worcester, the house is one of Southbridge's best surviving examples of high Victorian Gothic styling. The property was listed on the National Register of Historic Places in 1989.

The Building at 52 Main Street is a historic triple decker residence in Southbridge, Massachusetts. Built early in the 20th century, it is a good example of period worker housing with French Canadian immigrant design features. The house was listed on the National Register of Historic Places in 1989.

WESO (970 AM; "Emmanuel Radio") is a radio station broadcasting a Catholic radio format, simulcasting sister station WNEB in Worcester. Established in 1955, the station is licensed to serve Southbridge, Massachusetts, United States. WESO is owned by Emmanuel Communications, Inc., and is operated by Holy Family Communications as part of The Station of the Cross.

The house at 64 Main Street in Southbridge, Massachusetts is a vernacular Queen Anne Victorian house built around the turn of the 20th century. It was built for George Wells, president of the American Optical Company, as a property to rent to factory workers. Its styling includes a wraparound porch, and diamond-pattern shingles in the gable end, as well as patternwork in the slate roof. However, it also has some Colonial Revival details, including the window treatments and the front door surround.The house was listed on the National Register of Historic Places in 1989.

The Vinton-Torrey House is a historic house at 5 Torrey Road in Southbridge, Massachusetts. It was built in 1841 by J. Eliot Vinton, whose ancestor John acquired the land in 1738. The 2+1⁄2-story brick house may incorporate elements of an earlier house (possibly part of John Vinton's original house). The house expresses some Greek Revival characteristics in brick, notably pilasters on the corners. The doors and windows feature granite lintels, and the slightly larger front overhang is a typical local feature. In the late 19th century the property belonged to E. M. Torrey.The house was listed on the National Register of Historic Places in 1989.

The house at 59–63 Crystal Street in Southbridge, Massachusetts is a well-preserved multiunit residential structure built to provide worker housing for the American Optical Company around the turn of the 20th century. It is a 2.5-story wood-frame house, in a late Victorian style with both Italianate and Colonial Revival elements. Its side hall, gable front appearance is typical of many late 19th century houses in Southbridge.The house was listed on the National Register of Historic Places in 1989.

The house at 70–72 Main Street in Southbridge, Massachusetts was built around the turn of the 20th century for George Wells, president of the American Optical Company, to provide housing for his workers. A gambrel-roofed three family house its gable end faces the street, and is adorned with porches, of which the one on the third floor has since been enclosed. The roof line is pierced by long dormers, giving the third floor unit more space than it might otherwise have. Ownership of the house was eventually transferred to the company, which continued to use the property for worker housing into the 1940s.The house was listed on the National Register of Historic Places in 1989.

The Vinton-Boardman Farmhouse is a historic farm at 93 Torrey Road in Southbridge, Massachusetts. The Vinton-Boardman Farmhouse was built in 1760 and added to the National Register of Historic Places in 1989. It was built on land that belonged to the Vinton family since 1738. In 1825 (beams originating from c. 1800), the formal 2 over 2 front was added. The home was sold by the Vintons to the Boardman family in 1894. Ms. Harriet Boardman ran a dairy farm on the property, while her single sister taught school in Southbridge. Upon her death in 1930, Ms. Boardman bequeathed the farm to the MSPCA. It changed hands in 1961 and again in 1965. In 1969 Carl Schubert, a local artist and teacher bought the home and devoted the next 12 years to restoring it. In 1981, David and Kathy Hardwick bought the home and spent 25 years continuing his work, tastefully restoring and renovating it, and landscaping the grounds with lush plantings. At that time, the back wing was still recognizable as the creamery it had been during the home's farm days. In 1995 this wing was renovated, but is still known as The Creamery in honor of its past usage. Beneath The Creamery, accessible by a cleverly concealed trap-door, is a root cellar and Indian cellar, where early settlers could hide and defend themselves from Indian attackers. The home changed hands again twice more, and is now occupied by the Alesci family who are committed to preserving its historic significance for farming and architecture. The entrance hall staircase walls, and the walls flanking the middle upstairs window are gracefully curved, and thought to be one of the earliest examples of this type of architecture.

The Maple Street Historic District consists of a cluster of ten similar worker cottages on Maple Street in Southbridge, Massachusetts. They were built as part of an effort by the locally important American Optical Company to improve the quality of its worker housing in the 1910s. The district was listed on the National Register of Historic Places in 1989.

The House at 91 Coombs Street in Southbridge, Massachusetts was, at the time of its listing on the National Register of Historic Places in 1989, a well-preserved example of a three-decker built early in the 20th century. Of similar period three-deckers on Coombs Street, it was the only one that had not been significantly altered, with original Queen Anne trim elements, including turned balustrade and porch posts, and decorative stained glass windows. Since then, it has apparently been demolished; a modern duplex now stands on the property.