Gilman Road

Drinkwater Point Road is a prominent street in Yarmouth, Maine, United States. One of the first streets laid out in what was then coastal North Yarmouth, Province of Massachusetts Bay (when it was centered around the nearby Meetinghouse under the Ledge), it runs for about 0.45 miles (0.72 km) from Gilman Road in the north to Seaborne Drive in the south. Drinkwater Point faces Cousins Island, to which it is connected by the Ellis C. Snodgrass Memorial Bridge, and overlooks inner Casco Bay. Drinkwater Point Road and Drinkwater Point are named for Captain Theophilus Drinkwater, son of Allen and Hannah Drinkwater. His house, built in 1791 by his grandfather, Nicholas, stood at the southern end. Theophilus was married to Louisa Drinkwater. They had three children — Cornelia Amanda, Hannah Gray and Ferdinand. Theophilus, Louisa, Cornelia and Ferdinand are buried in the nearby Ledge Cemetery. Several other members of the notable seafaring Drinkwater family, lived nearby, including Captain Joseph Drinkwater. Captain James Munroe Bucknam's 115-acre farm extended west to where Bucknam Point Road is today. His house, today's number 215, was built in 1740 and later became the main building of the Homewood Inn development, whose property extended to the north and west. Bucknam wed Caroline Pierce Drinkwater in 1843 and they had five children together — Nicholas, Clarence Leland, Caroline Augusta, Clarence Loraine and James M., Jr. They were married for 26 years, until 1869, Caroline's death. He married for a second time the following year, to Abbie Frances Twombly, with whom he had another two children — Caroline Prince Bucknam and Albion Levi. Nine years after Abbie's death, he married for a third time, to Edna A. Marston, widow of William. Seaborne Drive and Channel Point Road appeared on a 1944 map of the town, as did Homewood Inn, which attracted guests from 1912 to 1992. The West Side Trail crosses the road near its intersection with Gilman Road.

The Mitchell garrison was an important building in what was, at the time, North Yarmouth, Province of Massachusetts Bay. Built in 1728, on the town's lot number 91, it stood at the rear of today's Holy Cross Cemetery on a bluff around 50 feet (15 m) immediately above the Royal River. It was used as a blockhouse, within a stockade, during the Indian wars. A tunnel was built from the home's cellar to the river. The dirt path that looks like it leads to the water is actually the town's original stage road, formerly lined with elm trees. As North Yarmouth's stagecoach travel increased in popularity, the stockade was removed and the home was enlarged to accommodate overnight guests. The original structure was made of clapboard; the extension, added on the northern side, was clad with shingles. The home's first owner was Jacob Mitchell (c. 1672–1744), a dean and a founder of the nearby Meetinghouse under the Ledge, which stood between 1729 and 1836. His son, Jacob III, also became a deacon there. Mitchell's family lived in the house between around 1729 and 1799, when one of Mitchell's sons, David, owned it. The building later became the home of the Whitcombs, whose name is preserved on a street off Princes Point Road. It was demolished about 1900, and the farm land was purchased in 1916 to be replaced by the cemetery. The cemeteries occupy what was the northern end of today's Smith Street.

Callen Point is a promontory in Yarmouth, Maine, United States. It is located 2.2 miles (3.5 km) east-southeast of Yarmouth Village, on the southern banks of the Royal River, east of Larrabee's Landing and near the river's confluence with Casco Bay. It was an important defensive point during King Philip's War and King William's War of the 17th century. Its name is believed to derive from Calling Point, due to locals calling across to the garrison for assistance. It is named Cuttinge Pinte in the York County deeds.

Princes Point Road is a prominent street in Yarmouth, Maine, United States. It runs for about 1.93 miles (3.11 km) from Lafayette Street (State Route 88) in the north to Sunset Point Road in the south. It was one of the first streets laid out in the town when it was centered around the Meetinghouse under the Ledge in the 18th century. Gilman Road, another of the early roads in the area, intersects Princes Point Road near its northern end. In the late 19th century, trolleycars of the short-lived Portland and Yarmouth Electric Railway passed Princes Point Road en route to Yarmouth's village center after the town's population had moved away from the Broad Cove area. Yarmouth's West Side Trail crosses Princes Point Road between Gilman Road and Morton Road. The road is named for the Paul Prince (1720–1809), who served for Massachusetts in the American Revolutionary War.

The Captain Joseph Drinkwater House is an historic home at 146 Gilman Road in Yarmouth, Maine, United States. Built in 1844, an architectural survey undertaken in 2018 found it had "important ties to Yarmouth history", for it was the home of the seafaring Drinkwater family for over a century.Sea captain Joseph Drinkwater built the house, which stands at the intersection of Princes Point Road, and it remained in his immediate family until 1873. In 1902, Sumner Drinkwater, another sea captain, purchased the property. It was in his family's possession for 77 years.The home's English-style barn, which is connected to the main structure, also retains its architectural integrity.As of 2019, the property was the home of Jeremy Fischer, a member of the Maine House of Representatives.

White's Cove is a cove in Yarmouth, Maine, United States. It is around 0.53 miles (0.85 km) across at its widest point, in the inner waters of Casco Bay. It sits directly north of the Ellis C. Snodgrass Memorial Bridge. Whites Cove Road, off Gilman Road, leads to the cove.

Homewood Inn is a former inn that was in business in Yarmouth, Maine, from 1912 to 1992. Although the buildings are still standing, they are now used as private residential units.The original "Homewood" was built in the 18th century by "rugged coastmen."

Drinkwater Point is a promontory in Yarmouth, Maine, United States. It is located 2.35 miles (3.78 km) southeast of Yarmouth Village and looks out into inner Casco Bay and Cousins Island. Gilman Road leads to the point itself, where the Ellis C. Snodgrass Memorial Bridge connects mainland Yarmouth to Cousins Island. Drinkwater Point and nearby Drinkwater Point Road are named for Captain Theophilus Drinkwater, son of Allen and Hannah Drinkwater. His house, built in 1791 by his grandfather, Nicholas, stood at the southern end of Drinkwater Point Road.

Westcustogo Inn was a historic inn and restaurant in Yarmouth, Maine, United States. Located at 10 Princes Point Road, it was in business, albeit not continuously, for 83 years.

The Cutter House is an historic home at 60 Gilman Road in Yarmouth, Maine, United States. Built in 1730, over a century before today's Yarmouth was incorporated, it is the oldest extant building in the town. It was built for Ammi Ruhamah Cutter, the first minister of the now-demolished Meetinghouse under the Ledge, which stood around 150 yards (140 m) to the west, in the same strip of land between Gilman Road and Lafayette Street (Maine State Route 88), between 1729 and 1836. It stands almost directly across Gilman Road from the Pioneer Cemetery, which was established a year later. The home, the Pioneer Cemetery and the nearby Ledge Cemetery are all that remain of this early settlement.Perez B. Loring lived at the Cutter House in the mid-19th century, after it was no longer a manse. For the second half of the 20th century, it was home to Charles and Anita Stickney, who purchased it from Henry Pennell Frank (1872–1948), who is interred in the Ledge Cemetery. The home is two storeys, 4,595 square feet (426.9 m2), with a hip roof. It has five bedrooms and four bathrooms amongst its fourteen total rooms.

Pioneer Cemetery, also known as the Pioneers Burial Ground and the Indian Fighters Cemetery, is a historic cemetery in Yarmouth, Maine, United States. Dating to 1731, it was the first public burial place in Old North Yarmouth, which was then part of the Province of Massachusetts Bay. It stands on Gilman Road, around 450 feet (140 m) northeast of the Ledge Cemetery, and almost directly across Gilman Road from the Cutter House, which was completed a year earlier.

Riverside Cemetery is a historic cemetery in Yarmouth, Maine, United States. Several prominent early business owners, sea captains and other townspeople are buried in the cemetery, including Leon Gorman, former president of L.L.Bean, which was founded by his grandfather, Leon Leonwood Bean. Although it was founded in 1869, Riverside Cemetery has graves dating to the 1700s. The cemetery's oldest burials are on the northern side; the more recent ones are on the southern side. A long driveway, which leads to another cemetery, separates the two. Of all burials at the cemetery between 2018 and 2020, 65% were burials of cremated remains.Holy Cross, a Catholic cemetery, is attached to Riverside to the east. It was established by Father Joseph Quinn, pastor of Sacred Heart Catholic Church, in the early 20th century. They both sit about 50 feet (15 m) above Yarmouth Marina, immediately to the northwest.