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H.O. Penn Machinery
Equipment, Locations, Stories, and Contact Information

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122 Noxon Road
Poughkeepsie NY 12603
Ph: 845-437-4060
Fax: 845-452-3592

Devin DeVaughn
Ph: 845-437-4060

Click here to see all locations.

Authorized dealer for

  • Caterpillar
  • Metso
  • Towmaster
  • Virnig
  • Weiler

  • H.O. Penn Machinery in the News

  • H.O. Penn Machinery Hosts Open House in Holtsville>>
  • H.O. Penn Machinery Takes 70 Customers 'Out to the Ballgame' to Pitch Cat's Certified Rebuild Program>>
  • H.O. Penn, SITECH Metro Northeast Feature Live Equipment Demonstration Area During Open House>>
  • H.O. Penn, SITECH Metro Northeast, LLC Roll Out Latest Machine Control Technology>>
  • H.O. Penn Expands, Updates Holtsville, N.Y., Facility>>

  • Click for more archived H.O. Penn Machinery stories. >>

    Browse the equipment list or quickly filter through available equipment.

    Aerial Lifts2008 Genie GS 2668 RT$9,000.00 USDMore →
    Aerial Lifts2008 Genie GS-2668 RT$6,000.00 USDMore →
    Asphalt / Concrete / Paving2003 Caterpillar AP1055B$29,000.00 More →
    Asphalt / Concrete / Paving2007 Ingersoll Rand DD138H$24,300.00 More →
    Asphalt / Concrete / Paving2007 Ingersoll Rand DD138H$24,200.00 More →
    Backhoe Loaders1999 John Deere 310E$23,000.00 USDMore →
    Backhoe Loaders1997 John Deere 410E$20,000.00 USDMore →
    Backhoe Loaders2005 Caterpillar 420D$34,000.00 USDMore →
    Backhoe Loaders2007 Caterpillar 420E$44,494.00 More →
    Backhoe Loaders2014 Caterpillar 450F$106,000.00 USDMore →
    Compact Track Loaders2006 Caterpillar 277B$19,000.00 USDMore →
    Compact Track Loaders2013 Caterpillar 277C II$36,000.00 USDMore →
    Compact Track Loaders2005 Caterpillar 287B$26,000.00 USDMore →
    Compact Track Loaders2004 Caterpillar 287B$21,000.00 USDMore →
    Compact Track Loaders2011 Caterpillar 287C$30,000.00 USDMore →
    Compact Track Loaders2014 Caterpillar 287D$45,000.00 USDMore →
    Crawler Dozers2008 Caterpillar D3K XL$56,000.00 USDMore →
    Crawler Loaders2010 Caterpillar 963D$200,000.00 USDMore →
    Excavators2016 Caterpillar 303.5E2 CR$39,000.00 USDMore →
    Excavators2001 Caterpillar 308B SR$26,000.00 More →
    Excavators1998 Caterpillar 330BL$50,000.00 More →
    Excavators2015 Caterpillar 335FL$233,000.00 USDMore →
    Excavators2013 Bobcat E45$45,000.00 USDMore →
    Excavators2014 Caterpillar M315D$90,000.00 USDMore →
    Excavators2013 Caterpillar M315D$89,000.00 More →
    Excavators2012 Caterpillar M315D$76,000.00 More →
    Excavators2004 Komatsu PC78$25,800.00 More →
    Excavators2004 Komatsu PC78MR$39,000.00 USDMore →
    Excavators2012 Hitachi ZX200LC$89,000.00 USDMore →
    Excavators2014 Hitachi ZX250LC-5$126,000.00 USDMore →

    H.O. Penn Machinery Company
    Hamilton O. Penn, Frank Ginsberg, and E. Gwynn Robinson formed the Ginsberg-Penn Co. in 1921. The new firm was incorporated on February 17, 1923, and represented various manufacturers of construction and industrial equipment and operated out of offices in the Hudson Terminal in downtown New York City.

    Sales at that time centered around cement mixers, small shovels, and paving machines. The name of the company was changed to H.O. Penn Machinery Company Inc.?on December 9, 1926.

    Moving Out of Manhattan
    Not long after the company’s name change, Hamilton Penn moved operations out of Manhattan and into a new location in the Bronx.

    The company’s new warehouse and service shop was located at 220 E. 134th Street. The business had grown so rapidly, however, that the company was moved to the Port Morris Terminal at 140th Street and the East River in the Bronx on May 30, 1930. This location provided dock facilities and a private railroad siding and was the company's headquarters until 1976, when the corporate offices were moved to Armonk, N.Y.??

    Awarded New Territory
    In 1933 the company was awarded the Caterpillar Tractor Co. territory for New York City, Nassau, Suffolk, Westchester, Putnam, Orange, Rockland, Sullivan, and Dutchess counties in New York State.

    The Caterpillar line was one of about 40 lines that HO Penn Machinery Company carried at that time. A branch store for parts and service was opened on Long Island in a Roosevelt Field hanger, which was later moved to Mineola and then to Westbury.

    A Major Player in the New York Construction Market
    H.O. Penn and Caterpillar were key factors in the construction of new highways and the reclamation of lands throughout the area. In 1937, New York City revamped its entire landfill operation with the purchase of 10 Caterpillar crawler tractors, and 18 crawler type refuse wagons. This replaced the narrow gauge railroad the New York City had previously used. ??

    ‘Dollar a Year Man’
    During World War II, Ham Penn supported America by serving as a “Dollar a Year Man,” serving for compensation of one dollar per year. Ham Penn specialized in acquiring used construction equipment for the armed services. While Ham Penn was in Washington serving his country, Jerrold A. “Jack” Frost managed H.O. Penn; Frost was then vice president and sales manager, joining H.O. Penn in 1931. Through his sales efforts, Frost was instrumental in expanding the company's business on Long Island. During the War, H.O. Penn also served as a repair facility for broken down construction machinery sent by the armed forces. ??

    Expanding Westward
    Around this time, Caterpillar had begun looking to increase its presence in Michigan. The manufacturer chose H.O. Penn to be its dealer there. Eventually, Caterpillar decided that it wanted its dealer network to operate only in territories that were geographically connected. Ham Penn turned the Michigan dealership over to Jack Frost on April 1, 1944. The HO Penn Dealership, renamed Michigan Tractor & Machinery, is now known as Michigan CAT and is run by Jack’s grandson, Jerry Jung. ?? H.O. Penn in Connecticut

    In 1944, in return for giving up the Michigan territory, H.O. Penn became the Caterpillar dealer for the state of Connecticut. A parts and service store was subsequently opened in Newington. ?? Leadership Changes at H.O. Penn

    In 1946, Ham Penn, who was serving as president of the Associated Equipment Distributors, died suddenly of a heart attack.

    Robert W. Cleveland Sr. and Royal E. Cleveland asked Caterpillar if they could acquire the H.O. Penn dealership. At the time, Bob Cleveland Sr., along with his brother, Roy, ran a construction company, Robert W. Cleveland & Company, which was based in New Jersey.

    Bob was also the president of the New Jersey AGC. His construction experience included building roads at Fort Dix and the Naval Ammunition Depot in New Jersey during World War II. He also did the landscaping for the first New York World’s Fair and the Henry Hudson Parkway, as well as building the first two sections of the Garden State Parkway. ??

    But Caterpillar informed Bob and Roy that H.O. Penn had already been taken over by some of its key employees, Ralph Johnson and Stuart Wade.

    In 1948, Caterpillar offered the Clevelands a new territory in central Pennsylvania that formerly belonged to Beckwith Machinery. They accepted and, as a result, Cleveland Brothers Equipment Company was formed. ??

    Stuart Wade died in November of 1955 and by 1965 Ralph Johnson was looking to sell his controlling interest in the H.O. Penn business. Caterpillar approved the Cleveland Brothers Equipment Company’s acquisition of H.O. Penn.

    H.O. Penn and Cleveland Brothers had common ownership, they were operated as separate businesses. Bob came to New York to run H.O. Penn and Roy stayed in Pennsylvania to run Cleveland Brothers. ?

    Separating the Companies
    A few years later, the two companies were split up with Bob Cleveland and his family having controlling interest of H.O. Penn. Roy Cleveland and his family became the sole owners of Cleveland Brothers Equipment Company.

    H.O. Penn Today
    HO Penn now operates out of five locations, all of which offer full sales and service for Caterpillar products. The Newington, Conn., facility was occupied in 1968. The Poughkeepsie, N.Y., operation, originally established with the purchase of Poughkeepsie Farm Supply Co., was moved from Brickyard Hill on Route 44 to its current location in 1968. It was remodeled in 1995 when it became the H.O. Penn's corporate headquarters after the Armonk facility was sold. The Bronx store was relocated to its current location in 1976 and the Holtsville, N.Y., store was completed in 1982, replacing the Westbury location. The Bloomingburg, N.Y., location was opened in 2004.??

    H.O. Penn has nearly 400 employees working to serve its customers. H.O. Penn offers extensive service expertise in Caterpillar products and a vast inventory of parts as well as more than 700 Caterpillar machines available to meet customers' rental and equipment needs. H.O. Penn also added Metso crushers and screeners, and Crane Carrier trucks to its product offerings. Service and sales personnel are factory-trained to help provide the quickest and most cost-effective solutions to customers. ??

    H.O. Penn Used Equipment on Construction Equipment Guide
    The Web site for Construction Equipment Guide lists hundreds of pieces H.O. Penn’s used equipment. Our holdings offer detailed information on each piece, including Hours, Make/Model, and Serial/Stock numbers. In addition, the CEG database contains thousands of photos of H.O. Penn’s used equipment. The Construction Equipment Guide Web site offers a convenient and fast way to look up the most detailed information on used equipment. In addition, CEG is unique in that in addition to offering a large used equipment database, it also offers the latest news on the industry. CEG readers have come to trust the publication as a relied upon source for industry trends that affect them directly. Dealer Information at a Glance CEG also provides easy access to specific dealer information, allowing readers to immediately contact dealers like H.O. Penn’s with any questions they may have in a variety of means. Check Out H.O. Penn’s Inventory This page is your gateway to get the latest information H.O. Penn’s used equipment, as well any news articles about the company.