Downtown North Homes for Sale

Welcome to Downtown North, a vibrant and charming neighborhood nestled in the heart of Westport, Connecticut. This picturesque area is known for its rich history, stunning architecture, and a delightful blend of urban convenience and suburban tranquility. With tree-lined streets and an inviting atmosphere, Downtown North is perfect for families, professionals, and anyone seeking a vibrant community lifestyle.

One of the standout features of Downtown North is its proximity to a variety of amenities. Residents enjoy easy access to an array of boutique shops, gourmet restaurants, and local cafes that line the streets, creating a lively and engaging atmosphere. The neighborhood also boasts beautiful parks and recreational spaces, perfect for leisurely strolls, picnics, or enjoying outdoor activities with family and friends.

For those who appreciate culture, Downtown North is home to several art galleries, theaters, and community events that showcase local talent and foster a sense of community spirit. Additionally, the area is served by top-rated schools, making it an ideal choice for families.

If you're looking to invest in this charming neighborhood, you’re in luck! Homes for sale in Downtown North offer a diverse range of options, from historic properties with unique character to modern builds equipped with the latest amenities. Whether you’re searching for a cozy single-family home or a stylish condo, there’s something for everyone in this desirable locale.

Experience the charm of Downtown North, where community, convenience, and character come together to create a truly special place to call home. Explore the current listings and discover your dream home in this enchanting neighborhood today!

Newest Downtown North Homes for Sale

$2,650,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24079819 MLS

Incredibly located moments from town and convenient to schools, shopping, commuting options and more, this sparkling home showcases pride of ownership. A new 2026 driveway leads to the landscaped setting, where this gracious home with an in-ground Wagner pool is set amid .74+/- acre. The two-story foyer introduces crisp, timeless spaces, and a home that has been impeccably maintained. The living rm w/ the first of 3 fireplaces and a beautiful dining rm w/lit tray ceiling are ready for entertaining. The large gourmet kitchen w/ marble counters, La Cornue range plus wall ovens, Sub Zero, island & pantry has a sun-filled breakfast rm that leads to the lrg fam rm w/ custom built-ins, stone fpl w/ gas log set & two sets of doors to the newer deck. The mudrm has a casual entrance, door to pool, half bath & access to the 3-car garage. Upstairs, a hall w/ window seats leads to the primary suite w/ fpl, dual walk-in clsts & luxe bth. Each remaining BR is spacious & well-appointed. A flexible area w/ the 5th BR & study/play rm could become an in-law suite. The finished 3rd flr is a wonderful space for a play rm or hobbies. The vast lower level includes a great rm, a den/lib w/ custom built-ins & a full bath. The usable backyard leads to a fenced-in Wagner gunite pool w/ a "pool house." This entire home and property is in outstanding, mint condition. There is nothing for you to do but move in and enjoy this fine luxury residence.

53 Clinton Ave, Westport

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.