Downtown North Homes with Colonial Style

Welcome to Downtown North, a vibrant and charming neighborhood located in the heart of Westport, Connecticut. This picturesque area is nestled in Fairfield County, where the rich history and modern amenities blend seamlessly to create an inviting community atmosphere. Downtown North is known for its tree-lined streets, boutique shops, and local eateries, making it a favorite destination for both residents and visitors alike.

One of the standout features of this neighborhood is its stunning Colonial-style homes. With their classic architecture, these residences exude timeless elegance and charm. Characterized by symmetrical facades, gabled roofs, and expansive front porches, Colonial homes in Downtown North offer a perfect blend of historical significance and contemporary living. Many of these homes have been meticulously preserved or thoughtfully renovated, providing modern conveniences while retaining their original character.

Living in Downtown North means enjoying the best of both worlds – a serene suburban lifestyle with easy access to the bustling downtown area. Residents can take leisurely walks to nearby parks, enjoy community events, or savor a meal at one of the many acclaimed restaurants. The neighborhood also boasts excellent schools and a strong sense of community, making it an ideal place for families and individuals alike.

If you're looking for a home that reflects both history and modernity, Downtown North's Colonial-style residences offer a unique opportunity to embrace the charm of Westport living. Come explore this delightful neighborhood and discover your dream home amidst its enchanting streets!

Newest Downtown North Homes with Colonial Style

$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.