Westport

June 12, 2026

Westport CT Market: Why It's Falling Behind Darien

Westport Market Insight

I'm Seeing the Strangest Thing in the Westport Data

While towns like Darien and New Canaan are on fire, Westport is barely keeping up. There is a clear shift, and if you've followed my older content, you should already be aware of this …

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Posted in Westport
March 17, 2026

Connecticut Housing Growth Bill: What Fairfield County Buyers and Sellers Need to Know

Connecticut's New Housing Growth Bill Is a Game-Changer for Fairfield County — Here's What Buyers and Sellers Need to Know

Governor Lamont has signed HB 8002, the Housing Growth Bill, into law following a special legislative session in November 2025 — and it represents the most significant overhaul of …

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March 6, 2026

Avoid being one of the 34% of homes that don't sell

 

A Surprising Data Point in the Westport Market

Here is something interesting.

Westport’s odds of selling dropped to 58% in 2025. Meanwhile, Greenwich, Darien, and New Canaan all became hotter markets, making Westport the weakest performer among …

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Posted in Westport
Jan. 2, 2026

What does $3MM to $4MM Get you in 2026

What Does $3MM to $4MM Get You in Connecticut’s Gold Coast?

As buyers move into the $3MM to $4MM range on Connecticut’s Gold Coast, expectations tend to shift. This price point opens the door to larger homes, bigger lots, and higher-end finishes, but the experience still varies meaningfully by …

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Dec. 12, 2025

What does $1.5MM to $2MM Get you in 2025

What Does $1.5MM to $2MM Get You in Connecticut’s Gold Coast?

One of the most common questions buyers ask when relocating to Connecticut’s Gold Coast is simple: What does my budget actually get me?

At the $1.5MM to $2MM price point, options vary significantly depending on the town. …

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Nov. 24, 2025

Westport Pros and Cons 2026

Westport CT Pros and Cons (2026)

So, you're probably doing research on Westport. Maybe you've even seen our 2021 pros and cons video. A lot has changed since then, and I bet you're wondering, is Westport the slam dunk that you hope it is, or are there some …

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Posted in Pros and Cons, Westport
Nov. 24, 2025

Westport CT Neighborhood Tour 2026

Westport, Connecticut: A New York City Suburb

Westport, Connecticut should have failed as a suburb. It's too far from New York, too close to less expensive towns, too small of a population to support the amenities, spread across too large of an area to have low taxes.

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Nov. 22, 2023

Saugatuck Neighborhood Tour

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Located in the heart of Westport, Connecticut is the scenic and bustling village of Saugatuck. Nestled between Norwalk to the west and The Saugatuck River to the east, this riverfront community is located in the …

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Nov. 3, 2023

Compo South Neighborhood Tour

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Today, we are going to explore Compo South. Centrally located, this neighborhood is a great option for anyone seeking easy access to Westport’s popular amenities; including Compo Beach, the Westport Train Station, restaurants and …

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Oct. 20, 2023

Hunt Club Neighborhood Tour

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Just north of the Fairfield County Hunt Club, this breathtaking section of Westport is known for stately, colonial-style homes that showcase sophisticated elegance. Residents enjoy tranquil, private drives and cul-de-sacs, while still being able …

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