Maine Central Railroad General Office Building

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.

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.

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.

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.

Northern Light Mercy Hospital is a not-for-profit community hospital in Portland, Maine. It was founded in 1918 by the Roman Catholic Diocese of Portland and the Sisters of Mercy to provide excellent healthcare, especially to the poor and disadvantaged. Mercy is located on a 42-acre campus overlooking the Fore River.

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.

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.

Maine Medical Center (commonly abbreviated to MMC or contracted to Maine Med) is a 700-licensed-bed teaching hospital in Portland, Maine, United States. Affiliated with Tufts University School of Medicine, it is located in the Western Promenade neighborhood. It has a staff of over 9,500. The facility is one of only three Level I Trauma Centers in Northern New England. Founded in 1874, it is the largest hospital in northern New England with 28,000 inpatient visits, about 500,000 outpatient visits, 88,000 emergency visits, and over 27,000 surgeries performed annually. MMC is structured as a non-profit, private corporation governed by volunteer trustees. Maine Medical Center is wholly owned by, and serves as the flagship hospital for, MaineHealth, a non-profit healthcare network servicing Maine and New Hampshire.

The West End is a downtown neighborhood in Portland, Maine. It is located on the western side of Portland's peninsula primarily on Bramhall Hill and is noted for its architecture and history. The neighborhood is home to many late 19th- and early 20th-century homes and, in 2010, it was called "one of the best preserved Victorian neighborhoods in the country". The Western Promenade, a park laid out in 1836, overlooks the forests and small settlements of Southwestern Maine, along with the distant White Mountains. Other historic structures include 68 High Street, The Gothic House, Brown House, Butler House, Ingraham House, Morrill Mansion and the Minott House. The West End is known for ethnic and socioeconomic diversity; in 1994, it was called one of Portland's 'gay-friendly' neighborhoods.

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.

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 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.