Hello April! Enjoy our curated collection of spring events and activities in and around Fairfield County, CT. Perfectly crafted to inspire, entertain, and make you fall even more in love with where you live.
Ultimately, living in Fairfield Beach is about embracing simple pleasures — salty air, friendly faces, and the steady presence of the water. It’s a place where daily life feels just a little more special, shaped by the rhythms of the shore and the strength of a close-knit community.
Hello March—it's time to bid farewell to a lengthy winter here in Fairfield County CT. Explore our curated selection of March events and activities designed to inspire, entertain, and enhance your connection to the place you call home.
There’s a reason so many people are drawn to the energy of downtown Fairfield and the ease of true in-town living. It offers a rare blend of charm, convenience, and classic coastal New England character—walkable living at its absolute best. Tree-lined streets connect timeless Colonials, charming Capes, and thoughtfully updated homes, all woven seamlessly into established neighborhoods.
There’s something quietly exceptional about life in Westport’s Long Lots neighborhood, especially when your home sits close to Bedford Middle School (grades 6 - 8) and Staples High School. It’s not just about convenience—though there’s plenty of that—it’s about being woven into the everyday rhythm of one of Westport’s most family-centered, connected, and livable communities.
Spend Sunday morning as you wish and then head out for a late breakfast/early lunch that will tide you over until dinner. Absolutely perfect for #realtor life, where hosting Sunday afternoon open houses is the norm.
Over the years, we’ve all tried many places – some have come and gone while others have stood the test of time. Give our current favorites a try and let us know what you think.
Summer’s un-official end doesn’t mean the days of sipping a cocktail outdoors are over. We’ve scouted out a few locations that have outdoor patios designed just for that …. AND have a happy hour line-up to entice you.
In the fall of 1648, five men from Fairfield — Thomas Newton, Henry Gray, John Green, Daniel Frost and Francis Andrews — acquired land from the Native American Machamux tribe, on what is now Beachside Avenue and Sherwood Island. They earned the “Bankside” nickname, because of their location on the banks of Long Island Sound.
One unexpected delight of home-buying here is discovering gorgeous backyard gardens. The Westport Historical Society even sponsors a special “Hidden Gardens” tour. But another type of garden is hidden in plain sight. Community gardens -- town-owned, group-run and wildly popular -- have sprouted all over Fairfield County.
It’s hardly the first time the town rallied around a great cause. In fact, Westporters pride themselves on making their voices heard. Over 50 years ago, a utility company wanted to buy Cockenoe Island -- to turn the beloved camping and fishing spot a mile off Compo Beach into a nuclear power plant!
Here at KMS, we’ve noticed an intriguing trend. Antique homes are back in favor with buyers. Younger folks, European transplants, down-sizers – all have asked to see homes that were built long before they (or sometimes, their grandparents) were born. As we’ve shown some outstanding antiques in Westport and throughout Fairfield County, we’ve noticed a few things.
When we talk to potential homebuyers about Westport’s history, we mention our agricultural past. As we show you possible homes, we point out repurposed barns highlighting that farming heritage is an important part of this town’s charm. But whenever one of our KMS Partners talks about Wakeman Town Farm, Westport’s past truly comes alive.
