Rule #1: Heed counsel from those who live what they teach.
Why should you take advice from me? You shouldn’t, not unless I can prove to you I have the training and real world experience to back it up. Many experts with walls of diplomas talk the talk. Far fewer walk the walk. I won’t bore you with a list of college degrees and career achievements. Instead, I’ll tell you a story—a story about how my early years drove me to a lifetime of buying and selling homes that persists to this day.
Two real estate agents, a man and a woman, pulled up to the curb and sauntered into the house on
A few days earlier, from my dorm room at the State University of New York at Binghamton, I had placed a six-line ad in Newsday, a popular Long Island newspaper, to advertise the open house I had planned for the following Saturday. The night before, I had driven four hours from
The house was a typical cape cod on a typical street in a typical
First, she loved the sea. Every summer from the time my sister and I were toddlers, until my dad was diagnosed with the leukemia that killed him while I was in middle school, we piled into the family station wagon and drove to
After my dad died, my sister and I still vacationed with our mom, not only in
When I was in high school, my mom remarried. She had one big request of her new husband—sell our home in Hicksville, a town in central
She picked another suburban town, Bellmore, located on Long Island’s
My mom found a four bedroom split-level house on
That was back in the 1970s, before I moved from Long Island to Brooklyn, and from Brooklyn to the rolling hills of northwest
Downtown
On the waterfront side, a different story. Nearly every home had undergone major renovation. Some splits had been converted to colonials, others rebuilt into sleek wonders of modern architecture. The closer to the bay along
I knew my old street address, but because most houses on the waterfront side looked nothing like I remembered, I wasn’t sure if I had passed my former home. I pulled over to get a better look at the house numbers. On the canal side, across the street from where I had parked, I beheld a mammoth residence that bore as much resemblance to a split level as I do to Brad Pitt. Tall columns framed a three story Spanish colonial sheathed in terra cotta. The grandiose structure loomed behind tall, black wrought iron gates, and though a tad out of place in a middle-class development, the home was truly magnificent. My gaze chanced upon a gold plaque mounted to a brick post protruding from a well-groomed lawn. I read the number and shouted, “Holy crap!” I must have shocked my daughters because they stopped texting, and looked up. My wife thought I was having a heart attack.
The exotic mini-mansion I now ogled occupied the same parcel as the split-level I had lived in as a young adult. The cost to build that monument to opulence must have topped a million dollars. Why would anyone buy a perfectly serviceable home in a middle class suburban community, tear it down, then drop a million bucks to build the Taj Mahal? Even newbie home shoppers know the folly of owning the largest home in a neighborhood of smaller homes.
The person who now owned this house—and most others who owned houses on the canal side of
The split-level on
In the good old days, before mortgage lenders routinely approved equity-free purchase loans, the norm was 20 percent down. Calculating the income she needed to cover the mortgage, property taxes, insurance, and upkeep costs, my mom bought the nicest house in the best location she could afford. Within one week of closing, she rented the house to an elementary school principal and his family.
That was the same cape cod where three years later I found myself standing before two realtors happier than pigs in poop because they were about to hit the jackpot. By negotiating with a college kid more interested in catching a school dance than getting the best price for a good home on a waterfront lot, how could they lose?
My mom had a knack for buying houses in good locations, but was not as shrewd picking second husbands. A year after remarrying, she realized she had made a mistake, and filed for divorce. About this time, the lease on the cape she rented to the school principal was set to expire. The timing would have been perfect for my mom, sister, and me to move in. Instead, recognizing the value of reliable tenants, my mom granted the principal’s request for a second one-year term. Her divorce settlement gave her a lump sum payment in lieu of alimony, so she renewed the principal’s lease and used the settlement money to buy another house.
Compared to the split level on
You may remember Frank Field, the respected meteorologist who for many years served as a primary source of weather news for millions of New Yorkers. Mr. Field’s home, diagonally across from our backyard canal, fronted
Years later I drove past my old
I am certain my mom had planned to keep her adorable waterfront ranch for many years, perhaps one day enlarging the house herself. She would know the high cost of improving valuable land was money well spent. But by the end of our first summer in
So what happened to those two prime waterfront properties in Bellmore and
My mom’s knack for selecting properties with appreciation potential did not carry over to other matters of personal finance. Even after my dad had succumbed to leukemia, and my mom had battled breast cancer, she did not own a dime of life insurance. Nada. If you have kids you care about, a spouse you love, or both, buy life insurance to keep them from financial ruin. Term, annuity, whole life, I don’t care. I am no financial advisor, and don’t pretend to be. If you own a home, and your family is not protected by life insurance, before you read another word, talk to a qualified financial planner about what type of policy is best suited for your current and long-term needs. I sure wish my mom had.
I could have rented the Bellmore and
But at 20 years old, my sole interests were hanging out with friends, getting through college, and meeting young ladies. I did not want a landlord’s headaches. The thought of interviewing tenants, negotiating leases, collecting rents, paying expenses, dealing with repairs, and keeping financial records was as appealing to me as swallowing steak knives. I yearned to move on and live my life as if my mom’s death hadn’t ripped my family apart. The morning after my sister and I buried our mother, I returned to
With no income to pay the mortgage and taxes, and two default notices in hand, I had to sell the
A few days before my open house, I phoned in my ad to Newsday. The copy was simple, and included the date, time, address, phone number, and asking price. I requested the word “waterfront” appear in bold type. Having no desire to make the four hour drive from upstate
After a restless Friday night tossing in a sleeping bag on the living room floor, I awoke to gray drizzle outside. Few home shoppers showed up that day, but real estate agents flocked to the house in droves. I do not recall how many agents attended my open house, but the two I’ll never forget were the tall, older gentleman with gray hair, whose soft voice lulled me into believing his interests were mine, and his protégé, the prim lady with short, dark hair.
God gives us the ability to make choices. Because I am responsible for my choices, I am responsible for their consequences. For me, that waterfront cape was not an opportunity to accumulate wealth through real estate, but a distraction and deterrent to my happiness. No one but I chose to negotiate from a position of weakness.
The two agents had found buyers for my home—themselves. After dutifully disclosing their intent, they apologized, and said they could not afford my price. They could pay me less, a lot less, but only if I accepted an offer that was, by sheer coincidence, a mere $500 more than the amount I needed to repay the mortgage and cover the transfer taxes. I accepted on the spot.
And no, I never did make the dance.
Would I do things differently today? You bet. But that’s easy to say after I’ve graduated college, earned an M.B.A., served as an officer for a large commercial bank, finished law school, passed the Bars of two states, practiced real estate law, owned a title insurance agency, married a woman I love, raised three occasionally sane children, and bought and sold more homes than I care to count. Today, after two and a half decades working in real estate-related industries, I have acquired a deep appreciation for the value of homes prudently chosen.
Only when I became a homeowner again 10 years later, and started a family of my own, did I realize how well my mom had chosen those
Waterfront property is not everyone’s nirvana. Each of us is different. Some prefer the city, some the mountains, some the desert. Whether your personal paradise is a low-rise condo surrounded by the culinary delights of Pittsburgh’s Squirrel Hill, a split-level home in the Denver suburb of Highlands Ranch, or a duplex on the edge of the Sonoran Desert in Yuma, Arizona, before you submit an offer to buy, ask yourself two questions:
-- What qualities about this property make it irresistible to me?
-- Will those same qualities make it irresistible to others?
If your answer to the first question leaves doubt as to the second, stop and take pause, especially if your investment priorities include preserving your home’s equity against the whims of fluctuating housing markets.
Observing my mom’s foray into real estate, then unraveling her budding empire, affected my psyche and set the agenda for my life’s ambition. I graduated college with a major in Psychology, but in 1976 entry jobs in this noble profession were scarce. The reality of the job market, and my drive to survive, led me to graduate business school. Since then, every career decision I have made from the time I sold those
I proposed to my wife on
More than 25 years later, after negotiating dozens of real estate contracts, orchestrating hundreds of closings, and coordinating the reconstruction of two homes, I stand ready to share the principles, practices, and personal secrets of buying a home that have worked so well for me.

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