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Michael Osgood is the Co-Founder and Manager of Sentry Commercial’s Residential Services Group. Michael’s areas of focus are single and multifamily investment brokerage, residential analysis including development, and property repositioning. Michael’s experience in real estate finance and the construction industry allows him to take on the perspective of a developer and financier when working with any type of real estate deal. Michael’s expertise and market knowledge of the greater Hartford area helps local investors and corporations make decisions on residential investment properties. Michael has a strong passion for real estate investing and local economic development.

Michael earned his Bachelor’s degree with a Dual-Concentration in Finance and Economics from Bryant University. He currently is a member of many organizations including Hartford Young Professionals & Entrepreneurs (HYPE), MetroHartford Alliance, CT Real Estate Finance Association (REFA), CT Real Estate Investors Association (CTREIA), and the Greater Hartford Association of Realtors (GHAR).

Outside of work, Osgood spends time with family & friends, enjoys sports, and plays the piano. He is also an avid fisherman and golfer. His passion for life and his role in Residential Services Group is an appreciable addition to the team.

Sentry Commercial is a leading independent real estate firm in Hartford, CT. The firm was established in 1991 and served Western Connecticut and all of Southern New England. Their unique partnership approach allows them to serve clients across the country.


  • Fidelity Institutional Asset Management: 2016
  • Arbor Realty Trust: 2018
  • Ronnie DeMeo Construction: 2018
  • Residential Services Group: 2020


  • Investment Sales
  • Financial Analysis


  • Bryant University, B.A. Smithfield, RI


  • Licensed Real Estate Sales Person (CT & MA)


  • HYPE (Hartford Young Professionals & Entrepreneurs)
  • CT REFA (Connecticut Real Estate Finance Association)
  • CT REIA (Connecticut Real Estate Investors Association)
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