Downtown North Real Estate

Welcome to Downtown North, a vibrant and charming neighborhood nestled in the heart of Westport, Connecticut. Known for its picturesque streets and a delightful blend of historic charm and modern convenience, Downtown North is the perfect place for those seeking an inviting community atmosphere.

As you stroll through the tree-lined avenues, you'll discover a diverse array of boutiques, cafes, and restaurants that cater to every palate. From artisanal bakeries to trendy eateries, the culinary scene here is a feast for the senses. The neighborhood is also home to an eclectic mix of shops, offering everything from unique home decor to fashionable clothing, making it a shopper’s paradise.

Families will appreciate the top-rated schools in the area, along with numerous parks and recreational facilities that encourage outdoor activities. The local community is active and engaged, often hosting events that bring residents together, fostering a strong sense of belonging.

For those who love the arts, Downtown North is just a stone's throw away from Westport's cultural hotspots. Enjoy live performances at the Westport Country Playhouse or explore local art galleries showcasing the talents of both established and emerging artists.

With its prime location, Downtown North offers easy access to the beautiful Connecticut coastline, perfect for weekend getaways or leisurely afternoons by the water. Commuters will also appreciate the convenience of nearby public transportation options, making it easy to reach New York City and beyond.

In Downtown North, you’ll find not just a place to live, but a vibrant community that embodies the best of Westport living. Come and experience the charm for yourself!

Newest Listings in Downtown North

$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

$1,250,000

ACTIVE Status ⋅ 24158331 MLS

Nestled on a charming historic street in one of Westport's most desirable neighborhoods, 15 Gorham Avenue offers a rare opportunity to build your dream home just moments from the heart of town. This exceptional property allows for the construction of a approximately 2,500+/- square foot residence, perfectly suited for today's lifestyle while blending beautifully with the character of the surrounding historic homes. The lot features a lovely, private backyard-ideal for outdoor entertaining, gardens, or peaceful relaxation. Enjoy the convenience of a true walk-to-town location with easy access to Westport's vibrant downtown, restaurants, shops, parks, and train. Whether you envision a classic New England colonial or a thoughtfully designed modern home, this property provides the perfect setting to create something special in a highly sought-after Westport neighborhood.

15 Gorham Ave, Westport

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