Southport is a coastal village that stretches about two miles inland from Long Island Sound, and part of the larger town of Fairfield, Connecticut. Walking the paved streets and pebbled lanes, one is immediately surrounded by the hamlet’s physical beauty and meticulous historic preservation, something so rarely found today in a pint-sized, urban environment.
Vacation Vibe at Fairfield Beach
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.
Concierge Calendar - March 2026
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.
Living in Town, Fairfield Connecticut
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.
Close to Schools and So Much More
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.
Concierge Calendar - February 2026
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.
Snow days are a rite of childhood in Connecticut
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.
Connecticut Beach Life
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.
The Joys of Living in the Hunt Club/Long Lots Neighborhood
In the heart of Westport, Connecticut, you'll find the vibrant and welcoming Hunt Club/Long Lots area, a neighborhood that proudly takes its name from the iconic Fairfield County Hunt Club. For many years, this charming enclave has been a treasured home for families, offering a perfect mix of tradition, historical charm and modern conveniences.
Concierge Calendar - January 2026
Approach 2026 with fresh eyes! Fairfield County, Connecticut is bustling with activity this January. We've curated a list of events and ideas to enlighten, entertain, and inspire, ensuring the new year gets off to a great start.
The Allure of Old Hill in Westport
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.
Westport Bank & Trust Building — Compass' New Home
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.
Concierge Calendar - December 2025
Fairfield County, Connecticut is bustling with activity this December, closing out the year in style. We've curated a list of events and ideas to enlighten, entertain, and inspire, ensuring you and your loved ones make the most of this holiday season.
Concierge Calendar - November 2025
During November the vibrant colors of autumn transition to the colder, more subdued tones of winter. We fall back to standard time tonight, giving us less daylight during waking hours. Yet, there is still plenty of time for reflection and preparation for the holidays that are fast approaching.
October 2025 Newsletter
We like to say real estate is about people, not just houses. Getting to know our clients and understanding their needs, wants and aspirations is truly the best part of our job. Can AI help match your ideals with a potential home? Certainly, but that's not where the magic happens.
AI and automation are here to stay, and we value the tools they provide (see the Compass Way section below). However, some things—human connection, trust, understanding—cannot be replaced by a machine. Let's meet for coffee and chat. Email, text or call to arrange a convenient time.
Preschools
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.
Concierge Calendar - October 2025
October is brimming with pumpkin spice and Halloween-themed activities, but Fairfield County offers much more this month! We've curated a list of events and ideas to enlighten, entertain, and inspire you, helping you and your loved ones to appreciate your home even more.
Concierge Calendar - September 2025
September acts as a charming transition from summer's warmth to autumn's refreshing chill— a perfect month to venture out and discover new things in Fairfield County, CT. Our curated selection of events and ideas is designed to enlighten, entertain, and inspire you and yours.
Concierge Calendar - August 2025
The "dog days" of summer might be here, but Connecticut still has a lot to offer for those spending time in town. Get out & enjoy — back-to-school shopping can wait ( CT tax-free week is Sunday, August 17th, to Saturday, August 23rd).
Concierge Calendar - July 2025
The holiday weekend begins with fireworks in Westport on July 2nd, and there's plenty more to look forward to. Celebrate Independence Day and savor the rest of an outstanding month—July in Connecticut!














