Westport CT Real Estate

Search Westport real estate with Connecticut expert, John Schiaroli.

Westport Listings & Sales

For Sale
Under Contract
Active Under Contract
Coming Soon

Search For Westport Real Estate

Schedule a Showing

About Westport, Connecticut

Nestled on the Long Island Sound, Westport, Connecticut, is more than just a town - it's a lifestyle. This charming coastal enclave is a blend of historic grace and modern sophistication, offering residents a unique living experience. The real estate here mirrors the town's elegance, with a range of stunning properties from waterfront estates to quaint New England cottages. In recent years, we've seen a trend towards contemporary homes with eco-friendly features, catering to the environmentally conscious. Despite market fluctuations, Westport has maintained a reputation for luxury real estate, attracting those who appreciate a blend of art, culture, and serene coastal living.

Life in Westport is a delightful mix of the arts, outdoor activities, and community events. The town boasts a rich cultural scene, with the renowned Westport Country Playhouse and a vibrant arts community. Weekends can be spent exploring local farmers markets, strolling through the beautiful Compo Beach, or enjoying a round of golf at one of the pristine local courses. Families are drawn to Westport for its top-rated schools and the plethora of outdoor activities. Whether you're savoring seafood at a local eatery or kayaking on the Sound, Westport offers a balanced and fulfilling lifestyle.



What is the housing market like in Westport today?
The Westport housing market is somewhat competitive. The median sale price of a home in Westport was $1.6M last month, up 5.6% since last year. The median sale price per square foot in Westport is $465, up 10.5% since last year.

How hot is the Westport housing market?

Westport Real Estate Updates

Read the latest news, tips, and insights for the Westport real estate market.

Understanding Real Estate Market Cycles

John Schiaroli  |  June 4, 2024

Navigating real estate cycles to maximize returns and minimize risks.

The Effect of Fairfield, CT, Interest Rates on the Real Estate Market

John Schiaroli  |  May 17, 2024

Navigating affordability, demand, and investment opportunities.

Understanding New Canaan Housing Inventory: Supply and Demand

John Schiaroli  |  April 29, 2024

Analyzing real estate dynamics.

How to Maximize Your Home's Real Estate Market Potential

John Schiaroli  |  April 3, 2024

Elevating your property’s value to new heights.

5 Benefits of a Pre-Listing Home Inspection for Sellers

John Schiaroli  |  February 28, 2024

A guide to this important step.

Westport, CT, Real Estate Market Prices, Trends, and Forecast 2024

John Schiaroli  |  February 28, 2024

Exploring Westport’s dynamic real estate landscape.

6 Advanced Improvement Projects To Add Value To Your House

John Schiaroli  |  January 29, 2024

Focus on these luxury upgrades for maximum impact.

4 Tips for Handling Multiple Offers on Different Homes

John Schiaroli  |  January 29, 2024

Mastering the art of making multiple offers.

The Next Chapter: Renovation Tips for Empty Nesters

John Schiaroli  |  January 4, 2024

Transforming your home in this new phase of life.

The Impact of Seasonality on the Real Estate Market

John Schiaroli  |  January 4, 2024

A guide to getting the timing right.

The Legal Aspects of Home Selling in Westport, CT

John Schiaroli  |  November 28, 2023

Get ready for a successful sale with this guide.

Best Options for Home Warranty Plans For Sellers

John Schiaroli  |  November 28, 2023

A comprehensive guide.

The Ultimate Westport, CT, Home Seller's Guide

John Schiaroli  |  October 17, 2023

Create a top-notch strategy for selling your home with this comprehensive guide.

How to Market Your Home to Out-of-State Buyers

John Schiaroli  |  September 6, 2023

Learn how to improve your outreach to long-distance buyers.

13 Home Pricing Strategies: Expert Tips and Recommendations

John Schiaroli  |  September 6, 2023

Follow this expert guide to achieve a winning sale!

Preparing Your Home for Sale: Staging and Curb Appeal Tips

John Schiaroli  |  September 1, 2023

Read on to create a truly alluring space, both indoors and out.

5 Crucial Things You Shouldn’t Lie About When Applying for a Mortgage

John Schiaroli  |  April 4, 2023

When it comes to applying for a mortgage, remember that there's no such thing as a little “white lie.”

Make It Fab! 7 Things You Can Add to Your Yard This Spring if You’re Looking to Update Your Outdoor Space

John Schiaroli  |  April 18, 2023

Your backyard is an extension of your home and with the right additions.

What is a Listing Agreement? A Basic Guide for Home Sellers

John Schiaroli  |  April 25, 2023

Signing any contract can be nerve-wracking and intimidating.


Westport, Connecticut, is experiencing a real estate market characterized by high demand and a competitive environment. The trend in Westport has been leaning towards larger, more spacious homes, catering to families looking for comfort and luxury. The pandemic has further fueled interest in properties with home offices, outdoor spaces, and amenities like pools. Neighborhoods like Greens Farms and Coleytown are particularly sought after for their expansive properties and serene settings. The median home price in Westport has seen a significant increase, reflecting the town's desirability, its excellent schools, and the quality of life it offers. The market is attracting buyers from urban areas seeking more space and a suburban lifestyle.

Property prices in Westport have been on an upward trajectory in recent years. This increase is largely due to the town's popularity among buyers looking for suburban comfort with easy access to New York City. The demand for homes in Westport, particularly those with additional amenities and space, has led to a competitive market, with properties often selling above asking price. As of recent data, the median home price in Westport is significantly higher than the national average, making it one of the more affluent areas in Connecticut. The market's strength is also influenced by low inventory levels and the high quality of available properties.

In Westport, the most in-demand properties are spacious single-family homes that offer privacy and luxury features. Buyers are particularly interested in homes with modern, updated interiors, large yards, and amenities like swimming pools and home gyms. Waterfront properties or those with water views, especially along the Saugatuck River or Long Island Sound, are highly coveted. There is also a growing interest in properties that provide eco-friendly features and sustainable living options. The demand reflects a preference for a lifestyle that combines the tranquility of suburban living with the convenience and amenities of a developed town.

An emerging trend in Westport's real estate market is the increasing demand for homes that are move-in ready and require minimal renovations. Buyers are looking for properties that offer modern comforts and aesthetics, including open floor plans, high-end kitchens, and smart home technology. Another trend is the growing interest in sustainable and green living, with more buyers seeking energy-efficient homes and environmentally friendly features. Additionally, the town's proximity to New York City continues to make it a popular choice for commuters, bolstering the demand for properties in commuter-friendly neighborhoods.

Potential buyers in Westport should consider several factors to make a well-informed decision. It's important to understand the various neighborhoods and what each offers in terms of lifestyle, community amenities, and access to schools. Buyers should also be prepared for a competitive market, where properties often receive multiple offers and sell quickly. Evaluating the long-term investment potential, including the likelihood of property value appreciation, is crucial. Working with a local real estate agent who has in-depth knowledge of the Westport market can provide valuable insights and assistance in finding the right property that meets both personal preferences and investment goals.

Work With Us

Knowing that a real estate transaction is more than just a “transaction” is what John prides himself in understanding. His natural ability to forge long-term working relationships that almost always become friendships is what John loves about his work.

(function(w,i,d,g,e,t){w["WidgetTrackerObject"]=g;(w[g]=w[g]||function() {(w[g].q=w[g].q||[]).push(arguments);}),(w[g].ds=1*new Date());(e="script"), (t=d.createElement(e)),(e=d.getElementsByTagName(e)[0]);t.async=1;t.src=i; e.parentNode.insertBefore(t,e);}) (window,"https://widgetbe.com/agent",document,"widgetTracker"); window.widgetTracker("create", "WT-REZSZYWO"); window.widgetTracker("send", "pageview");