In this strong real estate market — with many properties selling above the asking price — we hear a lot about “all-cash offers.”
Is that true? Are they really all cash? Or are buyers seeking financing, but waiving any mortgage contingencies? What does it mean for multiple-offer scenarios, which are common with most new listings?
We asked our friends at KMS Team at Compass. They say:
In a competitive market like Westport, cash offers can provide a distinct advantage. Sellers often prefer the certainty and speed of cash transactions, which can bypass the delays and contingencies tied to traditional mortgages.
According to SmartMLS, 56.5% of Westport’s 2025 buyers paid all cash.
But for most buyers, paying all cash upfront doesn’t mean they have the cash sitting idle. After all, the average price of Westport’s 2025 sales reported as cash purchases was $3.11 million.

This 5-bedroom, 7-bathroom, 6,050-square foot new construction on Owenoke is listed for $11.795 million. Will the buyer pay all cash?
So how does one come by all cash for a purchase?
While the KMS Team at Compass cannot provide investment advice, tax guidance or determine appropriate financing options for clients, we have seen many strategies in practice. These may be ideas to discuss with your financial advisor.
For those with significant assets in stocks and other investments, margin loans can be an intriguing option. By borrowing against the value of a portfolio without liquidating holdings, you may avoid triggering capital gains and preserve the potential for further market gains.
However, margin loans come with risk — the possibility of a margin call if the value of the portfolio declines. It’s a strategy that requires careful planning, and a strong stomach for market fluctuations.

The stock market rose in 2025. But that’s not always the case.
Another tactic is to “borrow” retirement resources. Presently, the IRS does not consider a withdrawal of funds taxable if the total amount withdrawn is replaced in the account within 60 days.
With proper timing and planning, funds can be repaid with proceeds from the sale of an existing home, or with money borrowed after closing.
After closing, buyers can access the equity in their home using several methods.
● Delayed financing: This requires purchasing the home with cash, and applying for a cash-out refinance immediately or within a few months.
● Home equity loan: A lump-sum loan, with fixed payments over time.
● Home equity line of credit (HELOC): A revolving line of credit, allowing you to borrow and repay as needed, similar to a credit card.
Others borrow, or are gifted, funds from relatives to purchase their home
So purchasing with “all cash” does not mean buyers tie up their capital indefinitely in real property. For some, it opens the door to strategic financing after the deal is done.

Many affluent buyers take a different approach to traditional 30-year fixed-rate mortgages. They may opt for interest-only loans,or other products that allow them to borrow at lower rates and keep their cash working, at a higher return, elsewhere. With the interest potentially deductible, the strategy becomes even more attractive.
Approximately 37% of Connecticut homeowners own their homes outright, with the percentage dropping to 23.6% for those homeowners of working age.
So yes: More than half of buyers strongly position their offers without financing contingencies to secure a home.
However, “cash” does not always mean cash.
And for those who can’t quite get there, many lenders have products that complete the underwriting process in advance and can present an actual loan commitment, subject only to property appraisal (if necessary) and homeowners insurance. This is as close to a cash offer as you can get.
(Speaking of which … you can support “06880” by credit card, check, PayPal, Venmo, or dropping off a bag of cash. Click here for the first 4 options; email us at 06880blog@gmail.com for the 5th!)

Good blog. When Jeff Bezos built a half-billion-dollar yacht (when we still liked him), do you imagine he sold Amazon shares to pay for it? No, he took a loan against his portfolio just as the KMS team mentions as the first cash alternative for buying a house.
Morgan Stanley has led the financial services sector in this area and even given those loans a name: Liquidity Access Line. (Full disclosure: I have an LAL.) An ugly name that is descriptive: You get access to the liquid value of your portfolio without selling it and losing dividend and interest and paying capital gains.
But lots of downsides that the Westport office on the Post Road, east of the Compo Shopping Center, will be happy to explain.
I don’t need KMS (not that there’s anything wrong with them). I went to school (all Westport public ones K-12) with Patty Saviano and Mary Palmieri Gai who, besides both being SHS ‘70 classmates are extremely capable realtors (and good-looking) handle all my local real estate needs. Both of them are trying to find affordable housing for me (since the animal shelter on the Post Rd unexpectedly closed and I was evicted). Thanks Dan (Woog, not Katz) for keeping me informed.
There is another option I have heard about. Seller charges $1.
No Mortgage. How does that work? (this was a real transaction between strangers) Is this a Tax thing? or…?