Of all the clients I’ve had moving into Westport, CT for the first time, so many of them ask, “Judy, what is the best neighborhood in Westport?” If you’re looking to buy a home in Westport, fear not: there are an abundance of options! Depending on what you’re looking for, each of our local neighborhoods offers a different mix of amenities, and there are real estate options for everyone in Westport. It’s funny that our town is still without a premier local guide to its neighborhoods but this month, I’m here to end the wait. From a Realtor® with 30 years of experience in town (and having raised a family of my own here), I’ll break down Westport’s neighborhoods using the expertise I’ve accumulated over the course of my career:
Coleytown
Bordering the Weston town line, the beautiful Coleytown neighborhood is home to many colonial homes which still exhibit their original architecture and style to this day. While peaceful and quiet, Coleytown also has access to Westport’s excellent schools and local shopping including Outpost Pizza, Hudson Malone, the forever beloved Coffee An’ Donut Shop, and the Porch at Christie’s. Coleytown contains some of the best homes in Westport with thriving family-oriented streets, and great access to the Merritt Parkway for our big commuter base. There’s a strong sense of community in the neighborhood, with many local events and activities that bring residents together. There are also several parks and recreational areas including the Newman Poses Preserve, which is popular for hiking, walking, jogging, and dog-walking. Overall, Coleytown is a wonderful place to call home for those seeking a peaceful, yet connected suburban lifestyle. Below, find the wonderful Westport neighborhood of Coleytown in pink on the map of Westport, alongside one of its most gorgeous homes.
Compo Beach
Which neighborhood attracts families and locals from all over the tri-state area & New England? Compo Beach, Westport’s top-rated beach, is a major attraction year-round and especially come summer! Whether it be a walk, run, bike ride, or short drive, the Long Island Sound is never far. This local gem offers some of the most gorgeous waterfront real estate in Westport; many homes here boast beautiful water views of the Long Island sound with easy access to both the beach, and Longshore – Westport’s home for golf, tennis, sailing, ice skating, and more including a restaurant and Inn. The area boasts a vibrant seaside community with plenty of outdoor recreational activities, including swimming, fishing, boating, and sunbathing. Westport’s premier schools are close, including Saugatuck Elementary School right in the neighborhood, and local shopping is barely over the neighborhood border, across Peter’s Bridge. Compo Beach also features an incredible amount of Westport history, including 1777’s “Battle at Compo Hill” when British troops landed on this beach (indicated by the popular cannons landmark at the end of the beach!). Overall, Compo Beach is a premier location for those seeking luxurious waterfront living and/or an active lifestyle in Westport, Connecticut. Below, find the Westport neighborhood of sunny Compo Beach in pink on the map of Westport, alongside one of its most beautiful homes.
Compo Commons
Compo Commons is a charming neighborhood located in Westport, Connecticut, known for its spacious homes, tranquil atmosphere, and proximity to the Saugatuck River. The area is conveniently situated near Peter’s Bridge Market, Westport’s fantastic outdoor performing arts venue The Levitt Pavilion, and downtown Westport. Compo Commons real estate is highly coveted, with a mix of traditional homes and larger estates with ample outdoor space. The neighborhood also offers easy access to Compo Beach, one of Westport’s premier waterfront destinations. Overall, Compo Commons is an ideal location for those seeking a peaceful suburban lifestyle with access to top-notch amenities, commuting, and schools. Below, find the Westport charming neighborhood of Compo Commons in pink on the map of Westport, alongside one of its most beautiful homes.
Compo South
Compo South is a wonderful Westport, CT neighborhood offering easy access to Compo Beach, downtown Westport, I-95 & Westport Train Station for commuters, and friendly communities. The real estate here is highly sought after, with some of the most impressive homes and properties in the area, ranging from classic New England-style homes to modern, cutting-edge designs. This brilliant neighborhood also sits at the foot of the Compo Shopping Center and Compo Aces Shopping Center, perfect for all your local needs including Trader Joe’s, CVS Pharmacy, Planet Pizza, Westport’s famous Gold’s Deli, and much more along the Post Road. Overall, Compo South is a premier location for those seeking all that Westport has to offer; beach and highway access with an unending array of real estate options! Below, find the inviting Westport neighborhood of Compo South in pink on the map of Westport, alongside one of its most beautiful homes.
Greens Farms
Greens Farms is the oldest neighborhood in Westport, known for its quaint charm, rich history, and exquisite homes and shops. The area is home to several historic sites, including the iconic private day school Greens Farms Academy and the historic Greens Farms Congregational Church. Many of Westport’s fantastic public schools, including Greens Farms Elementary School, are just a short drive from home. The neighborhood also offers easy access to several parks and recreational areas, including Sherwood Island State Park, which offers hiking trails, a beach, and picnic areas. Need more beach access? Look no further than the quiet, charming Southport or Burying Hill Beaches! Greens Farms real estate is highly coveted, with a mix of historic homes, spacious estates, and luxurious waterfront properties along the Gold Coast. The neighborhood is conveniently located along I-95 and the Greens Farms Train Station for commuters as well. Overall, Greens Farms is a desirable location for those seeking a blend of historic charm and luxurious real estate options close to the waterfront and beaches in Westport. Below, find the incomparable Westport neighborhood of Greens Farms in pink on the map of Westport, alongside one of its most beautiful homes.
Hunt Club
Located near the Fairfield County Hunt Club, tennis, ice skating, and many more activities are right at your fingertips. Hunt Club is a picturesque Westport neighborhood, known for its beautiful homes, tree-lined streets, and excellent Westport schools very close by. The prestigious equestrian facility at the Hunt Club offers horseback riding lessons, shows, and other events. Hunt Club real estate is highly desirable, with a mix of classic colonial-style homes and larger estates with plenty of lawn for playing and relaxing. The neighborhood is conveniently located near the Post Road, in which locals can find a fantastic array of shopping and restaurants. Overall, Hunt Club is a premier location for those seeking a peaceful suburban lifestyle with access to top-notch amenities and gorgeous homes. Below, find the lush Westport neighborhood of Hunt Club in pink on the map of Westport, alongside one of its most beautiful homes.
In-town
Welcome to the center of it all, Westport, Connecticut’s vibrant In-Town neighborhood! Along with beautiful homes, the center of town features many fabulous, upscale shops and restaurants. Westporters and out-of-town visitors from around Fairfield County congregate here in this impressively walkable (year-round!) neighborhood to tackle all of their shopping needs, grab a bite, and top it off with some flavorful dessert! In-town is known for its bustling atmosphere, top-notch amenities, and excellent location. The renowned Levitt Pavilion for the Performing Arts, Westport Library, the historical Saugatuck Congregational Church, and the Westport Museum for History and Culture all lie in excellent proximity. Running alongside the Saugatuck River, In-Town real estate is highly coveted, with a mix of charming historic homes modern estates that offer convenient access to all that Westport has to offer. The neighborhood is also just a short drive from Compo Beach, one of Westport’s premier waterfront destinations. Overall, In-Town is a desirable location for those seeking a vibrant urban lifestyle with access to top-notch amenities and real estate options. Below, find the fun, bustling Westport neighborhood of In-Town in pink on the map of Westport, alongside one of its most modern homes.
Long Lots
Long Lots is a picturesque Westport, CT neighborhood, known for its proximity to Westport’s excellent schools and spacious properties (hence “Long Lots!”). The neighborhood is home to the Long Lots Elementary School, and is minutes from Bedford Middle School, and Staples High School, the last of which is regularly ranked among the top high schools in the state. Long Lots also offers easy access to several parks and recreational areas, including Wakeman Town Farm and enormous soccer fields. Long Lots real estate is highly desirable, with a mix of classic colonial-style homes and larger estates with ample outdoor space. The neighborhood is conveniently located near downtown Westport, which offers a variety of upscale shops, restaurants, and cultural attractions. Overall, Long Lots is a premier location for those seeking a peaceful suburban lifestyle with access to top-notch schools and real estate options in Westport. Below, find the colorful Westport neighborhood of Long Lots in pink on the map of Westport, alongside one of its most gorgeous homes.
Old Hill
One of the town’s oldest neighborhoods, Old Hill is a historic section of town featuring many updated homes from the Revolutionary and Victorian eras, older colonials that have been newly renovated! But not to be out-done, Old Hill also contains incredible modern estates. This highly sought-after Westport neighborhood is known for its sprawling properties, access to the Merritt Parkway, Westport’s YMCA and Earthplace. With all of that, downtown Westport and Post Road shopping are just around the corner! Overall, Old Hill is a premier location where community, family, and the outdoors reign supreme among inviting Westport real estate options. Below, find the vibrant Westport neighborhood of Old Hill in pink on the map of Westport, alongside one of its most immaculate homes.
Red Coat
Red Coat is a beautiful neighborhood located in Westport, CT known for its charming homes and peaceful streets. This small, private area of town features great proximity to the Merritt Parkway, making it great for Manhattan commuters. The neighborhood is home to the Westport YMCA and Red Coat Nursery School, the former offering family fun and the latter providing top-notch preschool education to local families. Red Coat real estate is highly desirable, with a mix of classic colonial-style homes with impressive history, and larger estates with ample outdoor space. This serene neighborhood is conveniently located near downtown Westport. Overall, Red Coat is a premier location for those seeking a peaceful suburban lifestyle with access to commuting and community! Below, find the peaceful Westport neighborhood of Red Coat in pink on the map of Westport, alongside one of its most spectacular homes.
Roseville / North Avenue
Roseville / North Avenue is a charming neighborhood located in Westport, Connecticut, known for its lovely homes, tree-lined streets, and convenient location. The neighborhood is home to Bedford Middle School, and Staples High School, the latter of which is regularly ranked among the top high schools in the state. Roseville / North Avenue also offers easy access to several parks and recreational areas, including Wakeman Town Farm and enormous soccer fields. This upscale area of town features many beautiful homes from the colonial era as well as modern estates with lawns stretching the property. The neighborhood is conveniently located near the Post Road in Westport, which offers a variety of shopping and fun restaurants (including the very popular Sherwood Diner!). Overall, Roseville / North Avenue is a premier location for those seeking a peaceful suburban lifestyle with unbeatable access to Westport’s schools and local businesses along the Post Road. Below, find the centrally-located, Westport-school-centric neighborhood of Roseville / North Avenue in pink on the map of Westport, alongside one of its most luxurious homes.
Saugatuck
Known for its picturesque river and sound views, access to both the Westport Train Station and I-95, Saugatuck is a fantastically charming neighborhood located on the shores of Long Island Sound. It’s located near Saugatuck Elementary School and runs the Saugatuck River, ideal for boating and fishing. Real estate in Saugatuck is highly desirable, with a mix of classic New England-style homes, and modern beauty featuring waterfront view. There’s excellent dining here and increasing business activity: Viva Zapata, The Black Duck, Tutti’s, The Whelk, Kawa Ni, Rainbow Thai, Bistro Du Soleil, and more all call Saugatuck home. Peter’s Bridge Market has been a local gem in Westport for many years, and is still the charming landmark it’s always been. Play golf? The Birchwood Country Club is right in the neighborhood, with Longshore only a short drive away. With waterfront homes, pedestrian-friendly sidewalks, shops and businesses, the Saugatuck Rowing Club, and more, there’s something for everyone! Overall, Saugatuck is a premier location for those seeking a lively, urban lifestyle with access to top-notch amenities and real estate options in Westport. Below, find the downtown & waterfront adjacent neighborhood of Saugatuck in pink on the map of Westport, alongside one of the most incredible homes in town.
Saugatuck Island
Saugatuck Island is a gorgeous, exclusive waterfront Westport neighborhood located right along the Long Island Sound. It’s known for its inevitably stunning views, peaceful atmosphere, and easy access to the water. The neighborhood is home to the Cedar Point Yacht Club, Saugatuck Shores Beach. Real estate in Saugatuck Island is highly sought-after, with a mix of luxurious waterfront properties, beach cottages, and modern homes. Find great access to I-95 and Westport Train Station here too! Overall, Saugatuck Island is a premier location for those seeking exclusive waterfront living with some of the best real estate in Westport. Below, find the neighborhood of Saugatuck Island – one of Westport’s best kept secrets – in pink on the map of town, alongside one of its most most awe-inspiring homes.
Saugatuck Shores
Saugatuck Shores is a stunning waterfront neighborhood located in Westport, Connecticut, known for its exclusive properties, beautiful views, and easy access to the water. Located on a curved peninsula, this area is loaded with adorable cottages. On the water, this area is a boater’s dream! The neighborhood is home to the prestigious Saugatuck Harbor Yacht Club, as well as the Bermuda Lagoon and secluded Canal Beach. Saugatuck Shores also offers easy access to I-95 and the Westport Train Station for commuters. Real estate in Saugatuck Shores is highly sought-after, with a mix of luxurious waterfront estates, modern homes, and charming cottages. East Norwalk shopping is just across the town border, and filled with charm! Overall, Saugatuck Shores is a premier location for those seeking exclusive waterfront living with top-of-the-line real estate options in Westport. Below, find the waterfront-facing neighborhood of Saugatuck Shores in pink on the map of town, alongside one of the best homes in Westport.
At the end of the day, we are lucky to have so many fantastic neighborhood options in Westport, CT. It comes down to a matter of which mix of amenities works best for your situation! If you’re pondering where you’d like to land in Westport and want to talk through your options with a longtime Westport resident with an abundance of local experience, don’t hesitate to reach out!
