Residences designed to make the everyday extraordinary.


Damian and Drew DeWitt founded DeWitt Brothers Development in 2010 to focus on the restoration of historic homes in Litchfield County, CT.  

Drew brings his strengths as an institutional real estate investor while Damian his incredible craftsmanship and years of experience in construction.  Further information on their backgrounds and expertise is provided below.

    Damian, left, and Drew DeWitt

    Damian, left, and Drew DeWitt

Damian D. DeWitt

Damian has worked for over 25 years in the construction trades and has specific expertise in mechanical, electrical and plumbing systems.  He has owned and operated his own plumbing company, Professional Plumbing, LLC, over the past 15 years.  Specializing in high-end plumbing and design services, Damian has a deep understanding of major property systems along with general carpentry.  Over this time, he has been heavily engaged in the development and redevelopment of multi and single-family homes outside of Professional Plumbing.  Damian is deeply involved in the local real estate market and well respected in the contractor community.  Major projects have included large commercial and industrial construction as well smaller residential development.  Damian currently holds an active Connecticut Certified Plumbing & Piping Unlimited Contractor License (PLM.0278583-P1) and Limited Sheet Metal Contractor License (SHM.0001684-SM1).

Drew T. DeWitt

Drew has worked for over 10 years in JP Morgan’s Investment Management Division within the US Real Estate Group.  During this period, he has focused on both commercial real estate acquisitions and asset management.  His current role as a Vice President of Acquisitions involves sourcing, underwriting and acquiring core, value-add and opportunistic commercial real estate.  This role focuses on all asset types, inclusive of retail, multifamily, office and industrial real estate.  Over this period, Drew has been the acquisitions officer in over $1.5 billion of commercial real estate investments.  Prior to this, Drew worked on the group’s Retail Asset Management team and was responsible for 16 retail properties totaling 3 million square feet. This encompassed grocery-anchored, neighborhood, high-street retail, power and lifestyle centers and focused on managing the overall strategy, inclusive of leasing, development, budgeting, financing, and disposition of those properties managed. Drew has a B.S. in Finance and a B.S. in Marketing from New York University’s Stern School of Business and a M.S. in Real Estate Finance from New York University’s Shack Institute of Real Estate. Drew holds ICSC’s CSX, SCLS and SCSM designations. He is a Chartered Alternative Investment Analyst (CAIA) and Certified Commercial Investment Member (CCIM).  

More than just a home.


The mission is to invest for profit in historic homes that are in disrepair in Litchfield County, CT.  The company’s goal is to utilize the two brothers’ unique backgrounds in real estate finance and construction as a competitive advantage to source, acquire, restore and sell these historic homes.  The brother’s also believe saving and modernizing these historic homes will help retain the community’s history and beautiful aesthetic.


Litchfield County Times - A Brotherly Transformation

Register Citizen - Trio Brings Litchfield County Historic Homes Back to Their Former Glory

Living it up in the country.

Litchfield County is located 80 miles or an hour and a half hour drive north of New York City in the southern foothills of the Berkshire Mountains.  The area offers a picturesque rural setting with an abundance of natural preserves, historic architecture, and active cultural life all with convenience to Manhattan.  The county includes 26 towns (places like Washington, Kent, New Preston, Roxbury, Warren, and Sharon) and occupies the northwest corner of Connecticut and is the least densely populated county in the state.

Born and raised in Roxbury and Woodbury, Damian and Drew DeWitt believe the area offers an unmatched setting that will attract buyers and renters seeking rustic homes with modern amenities.  Combined with their deep knowledge of the region, the two brothers made the decision to solely focus on restoring historic homes in Litchfield County.

Below are interesting articles/links that further highlight the region and all it has to offer:

Departures Magazine – Serenity in Litchfield County, CT

Visit Connecticut Online – Litchfield Hills To Do's

Litchfield County's Online Guide

CT's Now Guide to Entertainment

52 Things to Do With Kids in Litchfield County