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.
Enjoy our curated list of February events and activities designed to inspire, entertain, and enhance your connection to the place you call home. From concerts, exhibits, plays to tax advice and winter hikes, there is always something to do in mid-Fairfield County.
Kids have forever loved the possibility of a snow day. Watching closings scroll across the tv screen, listening for announcements on the radio, calling the snow line and today, waiting for the email/text alert. Snow days—sheer days of childhood joy—are alive and well in Connecticut.
Yes, e-learning and remote working are entirely feasible, but there is something so delightful about an unplanned day off. We all have work to do, things to learn and days to fulfill, but the Connecticut lifestyle allows, even encourages, you to take a break every now and again.
There are neighborhoods you live in—and then there are neighborhoods that truly become part of who you are. In Westport, Connecticut, Compo Beach is one of those rare places. Tucked along Long Island Sound, this beloved shoreline community offers a lifestyle that blends natural beauty, small-town charm, and a deep sense of connection.
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.
Kids have forever loved the possibility of a snow day. Watching closings scroll across the tv screen, listening for announcements on the radio, calling the snow line and today, waiting for the email/text alert. Snow days—sheer days of childhood joy—are alive and well in Connecticut.
Yes, e-learning and remote working are entirely feasible, but there is something so delightful about an unplanned day off. We all have work to do, things to learn and days to fulfill, but the Connecticut lifestyle allows, even encourages, you to take a break every now and again.
One of the greatest pleasures of living in Westport’s Old Hill neighborhood is the ability to stroll into the vibrant, ever-evolving downtown. Restaurants, boutiques, the Westport Library, Levitt Pavilion, several schools, and places of worship are all within easy reach. Just as important is the Saugatuck River, the waterway that connects Old Hill’s current community to Westport’s rich, onion farming and sea-faring past.
As realtors we understand the importance of location, are intrigued by history, appreciate fine craftsmanship and admire architectural design. As we look forward to our 2026 move across the river into the historic Westport Bank & Trust building, we are in awe of those that had the foresight to create, maintain and improve the building and the town of Westport.
Due to rising wages and change in birthdate requirements for kindergarteners, preschool in CT has gotten more complex, costly and competitive. Prior to 2024-5 school year, children attaining the age of 5 by January 1st could begin kindergarten in the fall, as a 4 year old.
Now, many children with September-January birthdates attend a "5s" program at a preschool. This change created additional staffing, space and resource needs for preschools, adding to already rising costs.
Heaps of sweet lobster meat on a buttery toasted frankfurter bun....a favorite summer treat for most New Englanders! We decided to take an unscientific survey, polling the KMS Team to find THE best lobster roll in or around Fairfield County. The results were inconclusive. Whether you are a Connecticut purist or a fan of the traditional Maine lobster roll, we have some great options for you!
Maintenance-free, single-family style living has an appeal to those accustomed to single-family homes but no longer interested in the upkeep – snow removal, lawn care and the like. The bottom line? People love Westport and all its fabulous amenities, including its beaches and waterfront recreation facility, Longshore Club Park. Moving from a single family home to a condominium is no longer just down-sizing, it is right sizing in style.
Most municipalities mail tax bills this month. They’re a reminder of the costs & obligations of home ownership, and of the many amenities we get for our dollars. One mill equals a dollar of tax for every $1,000 of assessed property value. “Mill rate” is another way to say “property tax rate.” By state law, property is reevaluated every five years.
From the hilltop of the Old Hill neighborhood, the views of Westport Connecticut are stunning. It is from this vantage point that we take note of the character and charm of historic homes whose preservation helps keep the fabric of our area unique.
As the holiday season kicks off this week with Thanksgiving, we thought we’d share some holiday indulgences. Traditionally turkey is the star of the Thanksgiving table, but we here at KMS are all about the extras. Try some new sides or desserts as we all get ready to roll into December.
The colors, beauty and flavors of autumn extend well beyond pumpkin-spiced lattes! Here in Fairfield County we celebrate the arrival of fall with outdoor recreation, apple-picking excursions, festivals and dining on seasonal fare. Did someone mention German Apple Pancakes or Eggplant Torre? Luckily for us, there are several new places to try this fall. Featuring nearly every cuisine on the planet, in every kind of spot and for all sorts of budgets, Westport & Fairfield have your palates covered.
Some of the best places to get out and enjoy this beautiful weather are found at an Aspetuck Land Trust preserve (ALT). Through gifts of land, money, time and talents, ALT has amassed and maintains 45 trailed preserves and 140 open spaces for public enjoyment and education. Each is different; all are worth visiting. Read on to happy trails!
One of the great benefits of living in Fairfield County is the chance to see Broadway theater. Many of the best plays and musicals in the world are just a train ride away. But another great benefit is: You don’t have to go to New York to see thought-provoking, entertaining, top-shelf theater.
We have definitely seen sparked interest for properties with outbuildings among those looking for housing. Curious about the possibilities of Accessory Dwelling Units? Give us a call.
We are pleased to welcome Lisa Holler to the KMS Team! Coming from Brooklyn, NY where she worked on a large real estate team, Lisa's philosophy "of putting the client's needs above my own and being as transparent as possible" fits perfectly with ours.
Starting from the ground up, Fairfield County takes its environmental responsibilities seriously. Wakeman Town Farm in Westport has a wealth of programs and relies heavily on volunteers. Similarly driven is Lachat Town Farm in Weston. Sustainable Westport, Fairfield & Weston work hard to achieve the state's Net Zero goals.
New to the area, looking for a way to meet people and put your talents to work? Lived here a long time, but looking for a new volunteer activity? Do you have school-aged children or none at all? Whatever your passion, you can get involved in our schools! Think volunteer efforts are limited to baking brownies for PTA fundraisers? Think again.
Fairfield County offers so much potential homeowners: Astonishing beauty. Superb schools. Wonderful amenities, like libraries, culture and recreation. But for many, what sets Westport and Fairfield apart from other communities is our beaches.
Despite the fact that Connecticut home price growth has more than quadrupled income growth over the past two years and many believe a recession is on the horizon, we anticipate demand in fabulous Fairfield County to remain strong.
