Buying a Home Jennifer Lockwood April 17, 2025
Thinking of relocating from New York City to Fairfield County, Connecticut? You’re not alone—and you’re in great company. Over the past few years, more New Yorkers have been trading city life for more space, cleaner air, and a better work-life balance. Fairfield County offers all of that, with the added bonus of being just a short commute to Manhattan. Here's why it's become one of the most desirable destinations for homebuyers making the move from NYC.
One of the biggest lifestyle upgrades people notice when moving from NYC to Fairfield County is space—both inside and outside the home. Many buyers are leaving compact apartments or narrow townhomes in favor of properties with:
Backyards and gardens
Driveways and garages
Dedicated home offices and finished basements
Outdoor entertaining areas
Whether you're looking for a classic Colonial in Fairfield, a modern farmhouse in Weston, or a coastal escape in Westport, you'll quickly see how much more home you can afford here compared to Manhattan or Brooklyn.
Each town in Fairfield County offers its own blend of price points, architectural styles, and lifestyle perks. Here’s a quick breakdown:
New Canaan, Weston, Wilton
These towns are known for larger lots, more privacy, and a more rural vibe. Homes often come with wells and septic systems. If you’re seeking a quiet retreat, these might be a perfect fit.
Fairfield, Westport, Darien
These areas offer downtown walkability, easy access to Metro-North, and proximity to beaches. Expect smaller lot sizes and premium pricing, especially near the water.
When deciding where to move in Fairfield County, ask yourself:
How important is proximity to the train station?
Do you want to walk to a vibrant downtown or prefer a secluded setting?
How much land do you need?
What kind of community vibe fits your lifestyle?
Pro Tip: Connecticut property taxes are typically lower than in New York, which helps offset home prices and can make long-term homeownership more affordable.
Yes—and more manageable than you might think.
Fairfield County is well-connected to New York City via Metro-North, with most towns offering direct trains to Grand Central Terminal in about 60–90 minutes. Stations in places like Fairfield, Westport, and Darien have resident parking, making the daily commute (or occasional trip to the office) stress-free.
The region is also accessible via I-95 and the Merritt Parkway, making it easy to navigate by car. Even if you’re working remotely most days, having flexible access to NYC is a big plus for many buyers.
Every town in Fairfield County has its own personality:
Fairfield: Beaches, a walkable downtown, strong schools, and a classic New England vibe.
Westport: Known for its arts scene, boutique shopping, and upscale lifestyle.
Easton: A rural gem—peaceful, wooded, and perfect for those seeking privacy.
Weston, Wilton, New Canaan, Darien: Top-rated schools, beautiful homes, and tight-knit communities.
No matter your preference, there’s a town here that fits your lifestyle and goals.
Demand for homes in Fairfield County continues to grow, especially in high-demand towns. The remote and hybrid work trend has made suburban living even more attractive, and homes that are move-in ready tend to sell quickly.
That’s why having the right guidance is key. From choosing the right neighborhood to navigating school districts, property taxes, and commute times—working with a local expert can make all the difference.
If you're thinking about relocating from New York City to Fairfield County, I’d love to help you explore your options. Whether you're just starting to browse or ready to schedule home tours, I’ll guide you through every step of the journey—from neighborhoods and pricing to commuting and schools.
Let’s connect and chat about your next chapter.
Start your Fairfield County home search with confidence.
JENNIFER LOCKWOOD
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