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New purchase, refinance, ground up construction

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Why Us


Skytree Investments is a private real estate investment firm that helps clients achieve superior risk-adjusted returns through the acquisition of Multi-Family and Commercial Assets while prioritizing affordable housing opportunities for tenants.


Skytree Investments was founded by Michael Doherty and Ryan Deasy. Michael is a full time Real Estate Broker and Investor and Ryan is a full time Mortgage Broker and Investor. Together they bring over 30 years of combined expertise in the field of real estate investments.

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What Our Investors Said...

I had the pleasure of working with the Skytree team, and I must say they are truly experienced and trustworthy. From the moment I started investing with them, they provided exceptional guidance and personalized attention. Their in-depth knowledge of the market and investment strategies gave me confidence in their abilities

Jaspal J.

I couldn't be happier with my decision to invest with the Skytree team. Their experience and trustworthiness have exceeded my expectations. From our initial consultation, I knew I was in good hands. They took the time to understand my financial goals and risk tolerance, and crafted a tailored investment plan to suit my needs

Shawn L.

The team at Skytree was a pleasure to work with. I couldn’t generate the returns I wanted in the market so I looked for other alternatives and couldn’t be happier

Dave T.

I am incredibly pleased with the real estate investment I made with Skytree Investments. Their knowledge of the local market was instrumental in finding a property with tremendous potential. They meticulously analyzed market data, identified emerging trends, and recommended a property that perfectly aligned with my investment goals

Seth E.

I am delighted with the return I received from my investment with Skytree, they have exceeded my expectations. Ryan and Mike are true professionals, and I would confidently recommend them to anyone seeking success in real estate investments

Michelle J.

The whole experience, from acquisition to property management, has been seamless, thanks to their expertise. I am happy with the returns I have been receiving and would wholeheartedly endorse to anyone interested in real estate investments

Beth R.

Skytree Investments not only provides an excellent environment to work in, but they are very knowledgeable, supportive, informative, and always have its employees and clients best interests at heart. This, inherently, creates a great sense of community and upward mobility in real estate and life!

Mike S.

Finding off market deals, especially in this real estate market cycle is an art. However, this is what Michael and Ryan at Sky Tree Investments do best. They listen carefully to their clients and create win-win situations for all stakeholders. By being able to understand our “buy box” they introduced a value-add multifamily project which we took immediate interest in. Once under escrow and during further due diligence, they proactively offered to split unexpected costs to keep the deal together. Hope this is one of many projects we partner together on!

Gramoz M.

Meet Our Team

Michael Doherty

Managing Partner

Michael Doherty has been a real estate entrepreneur and investor since 2016. His focus is acquisition of cash flow producing real estate with a special focus on value-add, multifamily assets. He serves as investor relations and the broker arm of Skytree Investments.

Michael grew up in Waterford, Connecticut. He graduated from University of Connecticut in 2015 with a Bachelor of Science degree in consumer behavior. From there, he worked at Virtus Investment Partners, a small boutique asset management firm, for 7 years. His work in finance and real estate is what led him to meet Ryan and found Skytree Investments. Michael lives in West Hartford, CT, with his fiancé, Rachael, and their dog, Max.

Ryan Deasy

Managing Partner

Ryan Deasy started his real estate entrepreneur journey in 2012. In addition to multifamily asset identification and acquisition, his main focus is the firm's marketing system and its optimization. He oversees the marketing department and all back end processes at Skytree. In addition to this, he also heads up the lending department at Skytree. His areas of focus are DSCR loans, hard money loans, ground up construction loans and conventional financing in CT and FL (NMLS 2354349).

Ryan grew up in Colebrook, Connecticut. He graduated from Central Connecticut State University in 2009 with a Bachelor of Science degree in Finance. He then worked in banking, followed by a career in advisory services in the finance field. Ryan is happily married to his wife, Brenna, and live in northwest CT with their daughter Mae.

Tom Farley

Sales Executive

Thomas Farley has been working in real estate for 2 years. His focus is on lead management, acquisitions, and wholesaling off market properties. Thomas has a natural passion for real estate and networking, and is eager to learn and grow with us.

Thomas grew up in Long Island, NY. He worked in the construction industry and later took his skills to the railroad working in the communication construction department. Thomas currently lives in Westchester, NY with his wife, Lisa, and son, Roman.

Mark Leclair

Sales Executive

Mark Leclair graduated from Holyoke Community College with a liberal arts associates degree in 2008, which then led him to several different sales roles across different industries. These extensive sales roles, and skills paved the way for his real estate career, and is currently leading acquisitions for our New Hampshire market.

He comes from a large family and has 5 brothers and 2 sisters. Family has always been a big part of Mark's life, and very important to him. He currently resides in Bloomfield, CT.

Mike Sangapore

Sales Executive

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Rashawn Dally

Sales Executive

Rashawn Dally was born in Jamaica and moved to Connecticut at the age of ten years old. He studied Public Relations at Quinnipiac University , from where he was drafted to play Professional Soccer. As the founder of RULLA Sports Empowerment, as he recognizes sports as a platform for self discovery and self improvement integrating mindfulness and meditation.

Rashawns career as a professional soccer player brought him experience in a competitive and diverse environment which he uses daily in the real estate world. Rashawn remarks that, "Throughout my relentless journey of going after and accomplishing my childhood dream I have developed innovative ways to self evaluate, self improve, manage emotions, and collaborate with people from various backgrounds". All told, Rashawn is an impact driven achiever bringing all his experiences to the real estate industry to make a positive difference in communities, clients and investors' lives. His focus at Skytree will be lending and assisting with wholesale operations. After years of traveling and living in various places, he is now back living in CT with his girlfriend and young daughter.

Judith Aguliar

Executive Assistant

In 2021, Judith joined the Skytree Investments team as their executive assistant and has played an integral role in the facilitation of all outbound and inbound marketing efforts. In addition to orchestrating the off market marketing campaigns, she handles many of the behind the scenes tasks that allows the business to perform efficiently and effectively.

Judith grew up in the Summer Capital of the Philippines. She graduated from the University of the Cordilleras in 2014 with a Bachelor of Arts degree in Communications. She started her career working as a customer service representative for a few well known banking firms. This was then followed by a career as a virtual assistant in the real estate industry. Judith is a single mom raising her 4 year old son, Johann.

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