Early elections

Latimer first ran for public office in 1987; he won a seat on the Rye City Council, finishing first in a field of 6 major party candidates.^[2] Latimer was elevated in 1991 to the Westchester County Board of Legislators, the first-ever Democrat to win the 7th District seat representing the City of Rye, Village of Larchmont, and Mamaroneck Town and Village. Latimer was re-elected in 1993, 1995, and 1997; in January 1998, Democrats won a majority of seats in the County Board for the first time in 90 years. Latimer was elected to chair the board, and was the first Democrat ever to do so. He was re-elected to his legislative seat in 1999, and served a second term as chairman from 2000 to 2001.^[4]

Latimer did not seek a third term as chair in 2002, having been re-elected to a sixth term in the Westchester County Legislature. Westchester County Democrats elected him County Democratic Party Chairman in September 2002, where he served one two-year term. After re-election to the County Legislature in 2003, Latimer sought and won a seat in the New York State Assembly in 2004. In the Assembly, Latimer represented the 91st District, which included the Sound Shore communities of New Rochelle, Rye Brook, and Port Chester alongside the communities of his County Legislative District. He defeated his Republican opponent Vincent Malfetano with over 68% of the vote, carrying each of the district's seven cities, towns and villages. Latimer was re-elected to the Assembly seat without opposition in 2006, and scored 71% of the vote in his 2008 victory over Republican Rob Biagi. Latimer won a fourth Assembly term in 2010, defeating Conservative Republican Bill Reed with 67% of the vote.

New York State Senate

Upon the retirement of Senator Suzi Oppenheimer (D) in January 2012, Latimer, a Democrat, ran for the New York State Senate in the 37th District against Republican Bob Cohen. Latimer prevailed on Election Day.^[5]

Latimer was re-elected to a second term in November 2014, defeating Republican Joseph L. Dillon.^[6]

In 2016, Latimer was challenged by Republican Rye City Council member Julie Killian. Killian's campaign outspent Latimer's by nearly 5-to-1.^[7] Latimer won a third term, defeating Killian by 56% to 44%.^[8]

Westchester County Executive

In 2017, Latimer challenged incumbent Republican Rob Astorino for Westchester County Executive.

During the campaign, Astorino called for Latimer to "step down from the state Senate's Education Committee because he missed the state budget vote..."^[9] The Latimer campaign, in turn, accused Astorino of receiving a sweetheart deal on a Rolex watch due to his relationship with a businessman who had pleaded guilty to fraud charges; Latimer's campaign called for Astorino's resignation based on the allegations.^[10][11]

Latimer defeated Astorino by 14 points despite being outspent over 3-to-1 by Astorino's campaign.^[12][1]

On November 2, 2021, Latimer was re-elected to a second term as County Executive.^[13]

As County Executive, Latimer is considering purchasing the land around Pocantico Lake Park to create a new county park.^[14]

2024 congressional campaign

In December 2023, Latimer announced that he was running for the United States House of Representatives in 2024, challenging incumbent Jamaal Bowman for the Democratic nomination in New York's 16th congressional district.^[15]