Nineteen years
The firm was built by operators who have worked acquisitions, development, and portfolios since 2006, not by a fund that appeared last cycle.
Trusted since 2006
A real estate partner for capital and for sellers.
Hennessey Holdings buys, sells, and looks after residential, commercial, and mixed-use property. Gerald and Chelsea Hennessey have run it through every cycle since 2006.
Why people stay.
More than one product type
Residential, commercial, and mixed-use, across more than one market. The fit is the property, not a single niche.
The terms stay visible
The published promise is transparency: no surprise deductions on a sale, and reporting an investor can actually read.
How a deal is chosen.
Capital is the easy part. The work is the asset, the timing, and the risk around it.
01 · The asset
Properties with sound fundamentals, a real population around them, and a path to a higher value.
02 · The file
Due diligence and a risk check before money moves, so the downside is named before the upside is sold.
03 · The partnership
Interests lined up, and a record of what happened. Returns are shared with the people who took the risk.
Gerald and Chelsea.
Gerald Hennessey
Leads acquisitions, development, and the portfolio. Nineteen years of choosing which buildings to pursue, and hundreds of closed transactions.
Chelsea Hennessey
Runs asset management and investor relations: the reporting, the updates, and the conversation with the people whose money or property is in the deal.
For investors.
Deal flow, a portfolio matched to the risk you want, and a report that says how it is doing.
A mix, not one bet
Opportunities across property types and markets, shaped to the return and the risk you asked for.
A report you can read
Performance updates on a schedule, so the investment is not a black box between closings.
A conversation first
One meeting to hear the goal, then a strategy. Retirement capital and an active portfolio are not the same job.
For sellers.
Hennessey buys direct. The offer, the fee, and the closing date are supposed to be the whole story.
A real look at the building
Commercial or residential, in the markets they already work. The number comes from that review.
They are the buyer
A direct purchase, with terms that can move if the seller needs a date more than a listing.
A shorter path to close
Fewer handoffs, so more of the price survives to the seller.
The work, end to end.
Buy and sell
Acquisitions and dispositions timed to the portfolio, not to a listing calendar.
Manage
Income, condition, and the long value of the asset after the closing.
Develop
From the first sketch through completion, when the project is a building and not only a purchase.
Structure
Capital and financing shaped to the deal, instead of a single loan product.
19+Years, from 2006 through later cycles.
500+Transactions the firm publishes, from houses to commercial.
$250M+Volume the firm publishes across buys, sales, and development.