Northern Light Mercy Hospital

The Cumberland County Jail is located in Portland, Maine, and is the largest jail in the state. The jail, a division of the Cumberland County Sheriff's Office, is a part of Cumberland County government and is wholly operated by the elected Sheriff. In 2002 it became the first jail in the state of Maine to receive national accreditation from the American Correctional Association, at the time putting it among only 4% of adult correctional facilities in the US to have been so accredited. It has the capacity to accommodate 600 inmates, and employs over 200 staff (including 130 Corrections Officers). Most inmates are serving short sentences or awaiting trial.

The former Maine Central Railroad General Office Building is an historic office building at 222-242 Saint John Street in the Saint John Valley neighborhood of Portland, Maine. Built in stages between 1889 and 1916, it was home to the Maine Central Railroad Company, the state's largest railroad operator. It is also one of the city's largest office buildings, and a fine example of Romanesque Revival architecture. It was listed on the National Register of Historic Places in 1988.

Union Station was a train station in Portland, Maine, which was inoperation between 1888 and 1960. It was demolished in 1961 and is now the site of a strip mall.

Florence House is a 31⁄2 story building in Portland, Maine, United States, named after Florence Young "a social worker who spent more than 20 years working at Preble Street."The building was created to help end homelessness. Florence House is based on the Housing First model, a strategy to help move women from homelessness to a permanent supportive home environment. Florence House can house 50 or more former homeless women. The building includes 25 efficiency apartments, a safe-haven area with 15 semi-private spaces and 10 to 25 emergency shelter beds The $7.9 million facility was completed on April 6, 2009. It was developed by Preble Street and Avesta Housing and received state and federal funding as well as private contributions. The opening in April, 2009 (five years after the project started) was attended by Maine Governor John Baldacci, Shaun Donovan (Secretary of Housing and Urban Development — HUD), Senator Olympia Snowe, Senator Susan Collins, Representative Chellie Pingree, and other dignitaries.

Veterans Memorial Bridge is a bridge in Maine, United States, connecting the cities of Portland and South Portland. The bridge spans the Fore River and is part of U.S. Route 1. The original Veterans Memorial Bridge was built in 1954, and was described as 'rapidly deteriorating' prior to its demolition. Designated a top infrastructure priority by Maine state government, a new bridge was built between 2010 and 2012. General contractor Reed & Reed, of Woolwich, was awarded the rebuilding contractor. Reed & Reed estimated the new bridge would stand for a century.

St. John Street is a street in Portland, Maine, United States. It runs for around 1.34 miles (2.16 km) from Brighton Avenue (part of Maine State Route 25), in the north, to Valley Street, in the south. It crosses Park Avenue (part of Maine State Route 22) and Congress Street and passes beneath Interstate 295. Both St. John Street and adjacent Valley Street were built upon land occupied by Portland's poor farm. St. John Street is named for St. John Smith (1876–1944), a landowner friend and business partner of industrialist John Bundy Brown. The city's Union Station stood in Railroad Square on St. John Street between 1888 and 1961, when it was demolished and replaced with today's Union Station Plaza strip mall. Beside that location, to the south, is the Maine Central Railroad General Office Building, which was completed in 1916. It is listed on the National Register of Historic Places. A spur of the Portland and Ogdensburg Railway from Union Station crosses Maine Central Railroad's trestle bridge at St. John Street and Park Avenue. The line continues behind Hadlock Field and Fitzpatrick Stadium before ending at Forest Avenue, beside Deering Oaks Park. The Inn at St. John (formerly the Hotel Victoria), which stands at the intersection of St. John Street and Congress Street, has been in operation since 1897. Its location was chosen because of its proximity to Union Station. St. John Street was the home to Portland's first McDonald's. It is still in operation. Portland's Greyhound bus station was formerly located at the intersection of St. John Street and Congress Street. The building, constructed in 1961, closed in 2019, after 32 years of ownership by Greyhound. Buses now depart from the park and ride lot on Marginal Way.

Thomas Brackett Reed is a monumental statue located on the Western Promenade in Portland, Maine, United States. Dedicated in 1910, the statue was designed by sculptor Burr Churchill Miller and honors Thomas Brackett Reed, a politician from Maine who served for several years as the speaker of the United States House of Representatives.

Libbytown is a neighborhood in Portland, Maine, United States. One of the oldest neighborhoods in the city, it is located between the Stroudwater, Rosemont, Oakdale, and Parkside neighborhoods, and is separated from the city of South Portland by the Fore River. It extends to the intersection of Stevens Avenue and Congress Street. It was originally settled by Irish Catholic immigrants. Described as cohesive, it began to decline following the 1961 demolition of Union Station on St. John Street. Around the same time, the neighborhood was divided by the construction of Interstate 295 and the cloverleaf interchange which comprise exit 5. A long-standing Denny's restaurant occupied an area formerly known as Libby's Corner, between Park Avenue to the north and Congress Street to the south. It closed in 2022, and was purchased by the Maine Department of Transportation (MaineDOT). It was demolished in March 2024. MaineDOT plans to construct a roundabout in an attempt to reconnect the neighborhood over sixty years after the division. Park Avenue and Congress Street would return to being two-way streets. The project was given a $22.4 million federal grant as part of the U.S. Department of Transportation's Reconnecting Communities and Neighborhoods Program. Maine's busiest public transit hub, the Portland Transportation Center, is in Libbytown. Tony's Donuts, a donut shop on Bolton Street, was established in the neighborhood in 1965.

The Adam P. Leighton House is an historic house at 261 Western Promenade in Portland, Maine. Built in 1903, it is a fine local example of Colonial Revival architecture, and is further prominent as home to Adam P. Leighton, who was "considered the father of the American postcard industry", and served as the Mayor of Portland from 1908 to 1909. The house was listed on the National Register of Historic Places in 1982.

The Western Promenade is a historic promenade, an 18.1-acre (7.3 ha) public park and recreation area in the West End neighborhood of Portland, Maine. Developed between 1836 and the early 20th century, it is one Portland's oldest preserved spaces, with landscaping by the Olmsted Brothers, who included it in their master plan for the city's parks. The promenade was listed on the National Register of Historic Places in 1989.

Bramhall was a mansion in the Bramhall neighborhood of Portland, Maine, United States. Completed in 1858, it was owned by John Bundy Brown, an industrialist. The mansion, which was designed by New York City architect Charles A. Alexander, stood behind today's 147–163 Western Promenade, near which he also built homes for his children. After Brown's death, the mansion, which was the largest residence in Portland, was demolished. The 10 acres (4.0 ha) of land bounded by Bowdoin Street, Pine Street, Vaughan Street and Western Promenade was sold parcel by parcel, and the present neighborhood was built. The area is now part of the Western Promenade Historic District. The building, which had a conservatory on its southern side, was demolished in 1915.

The John Calvin Stevens House is an historic house at 52 Bowdoin Street in the West End neighborhood of Portland, Maine. Built in 1884, it was the home of architect John Calvin Stevens, and was one of Portland's earliest examples of Shingle style architecture. The house was prominently used by Stevens in promotion of the style, and was listed on the National Register of Historic Places in 1973.