Cal Massaro for Fairfield County, Fairfield Area Real Estate | Call 203.526.4861
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Fairfield County, CT Real Estate


Cal brings decades of business expertise to the table, helping buyers and sellers make wise real estate decisions.

Cal’s emphasis on family and tradition is being passed on to his children, Daniel, Sara and Matthew.

It’s summer at the Outer Banks of North Carolina, and Cal Massaro is knee-deep in a long-held family tradition. He’s at a beach house with his best friends from high school, and everyone’s kids and spouses are present in this happy menagerie. There’s touch football, popcorn and movies at night, reminiscing and Cal’s famous barbeque. Each year, this tight-knit group meets for a week at the shore. The bonds they share run deep, thanks to a unique heritage that Cal’s parents passed on to him a generation ago.

Steeped in Tradition

When he was a boy growing up in Fairfield County, Cal participated in the same kind of annual retreat he now treasures. Each year, his parents gathered together with their friends from college in a seaside vacation that included all the children and wives. It was the highlight of the year. Everyone pitched in for huge family-style dinners. The adults relaxed and the kids played in the surf until dusk. It was a week of tall tales, laughter, sun and closeness. For Cal, it deepened his sense of tradition and he vowed to continue it when he married. Today, his kids and his wife, Christine, can’t wait for the yearly trek to the beach.

Family Comes First

As second generation Italian immigrants, Cal’s parents were steeped in heritage. They settled in Fairfield County, where Cal’s parents and uncles founded Lupe’s Drug Store 60 years ago. The famed institution grew and has served thousands of customers, thanks to the personalized care that Cal’s family provided. Early on, Cal worked in the store, adopted his family’s legendary work ethic and vowed to run his own business one day. That dream came true, and now he’s passing on these principles of family tradition and hard work to his three children.

As a real estate professional, Cal is helping a growing list of clients to find their own heritage and tradition in the towns and peaceful surroundings of his childhood. His lifetime of civic and business service is an entrée to anyone seeking the right neighborhood, schools and amenities.

Proven Business Skills

One of the strengths he brings to the table is an impressive business skill set. He owned and operated an extremely successful national franchise for 15 years. Cal launched the company when he was only 20 and was the chain’s first franchisee in New England. His forté was negotiating, budgeting, strategizing and managing operations for a growing enterprise. As an agent, these well-honed capabilities serve buyers and sellers through every phase of a move.

A Heritage of Service

Then there is the renowned Massaro service ethic. Cal comes from a family business founded on placing the customer first, and he practices that in all his business dealings. Much of his own heritage is about strengthening the tradition of client connection. His tireless research, constant communication and long-range planning help buyers and sellers to make wise real estate decisions for their own future.

When you want to purchase or list a home in the area, it’s best to work with a business-savvy agent who’s also rooted in the traditions of these communities. Cal Massaro brings tenacity, experience and local knowledge to a host of loyal clients. He’s also passionate about the family traditions of his hometown, and is known for helping others discover its beauty. Call Cal today for a free consultation. He provides A Heritage of Service.

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Contact Cal Massaro
Century 21 Greengarden Realty, Inc.
241 Monrroe Turnpike | Monroe, CT 06468
Direct: (203) 526-4861
Email: cal@calmassaro.com