Best Neighborhoods in Greenwich, CT - 2025 Guide

Nestled along the picturesque shores of the Long Island Sound, Greenwich spans approximately 67 square miles, encompassing a variety of landscapes from lush, wooded areas to bustling urban centers.

Founded in 1640, Greenwich has evolved from a small colonial settlement into one of the most prestigious and affluent communities in the United States. Each neighborhood in Greenwich offers its unique charm and character, catering to various lifestyles and preferences. 

Whether you are drawn to the serene, sprawling estates of Back Country, the quaint, village-like atmosphere of Old Greenwich, or the vibrant, urban feel of Downtown Greenwich, you’ll be hard-pressed not to find a slice of Greenwich that suits your lifestyle needs. 

Below, the team from Prevu Real Estate explores the best neighborhoods Greenwich has to offer, uncovering what makes each one special and why the area remains one of the most coveted in Connecticut.

Best Neighborhoods in Greenwich, CT

• Back Country
• Glenville
• Mid Country
• Downtown Greenwich
• Belle Haven
• Old Greenwich
• Riverside
• Cos Cob
• Pemberwick
• Byram

Back Country

The rolling hills, mature trees, and sprawling greenery have long since made Back Country one of Greenwich's most desirable places to live. 

Located north of the Merritt Parkway and bordering New York to the north, Back Country is characterized by its expansive estates and lush landscapes. 

Serenity, privacy, and spacious lots are the principal draws for interested homebuyers exploring Back Country. Residents appreciate Back Country's tranquility, natural beauty, and the exclusivity of spacious, private estates. 

The presence of prestigious private schools and equestrian facilities further enhances its appeal.

While Back Country is primarily residential, it is not far from some excellent dining options that add to its desirability. Take a short drive to neighboring Armonk and you’ll find Moderne Barn, a stylish restaurant offering a sophisticated dining experience with contemporary American cuisine. 

Glenville

One of Greenwich’s many boutique-sized neighborhoods, Glenville is situated in the western part of Greenwich, near the border with New York. Sporting a rich industrial history, Glenville proudly showcases a unique blend of residential and commercial properties. 

Glenville’s undeniable charm lies in its village-like feel, with local shops, restaurants, and community centers contributing to a tight-knit community atmosphere. Residents enjoy the convenience of nearby amenities, prominent schools, and the scenic Byram River, which runs through the area. 

Any buyer who desires that low-key charm that many parts of Greenwich are famous for should put Glenville at the top of their list.

Though small in size, the neighborhood has unique options for a night out. A standout dining option in Glenville is the popular restaurant Rebecca’s, known for its upscale New American cuisine and elegant ambiance. For those seeking a more casual dining experience, Glenville Pizza offers a variety of delicious pizzas and Italian dishes, making it a local favorite. 

Mid Country

Combining the bucolic beauty of Back Country with the convenience of Greenwich’s urbanized southern neighborhoods, Mid Country strikes a seemingly perfect balance between residential and commercial. 

Known for its elegant homes and sizable lots with beautiful landscaping, this neighborhood provides a suburban feel with easy access to Downtown Greenwich and the Merritt Parkway, making it highly convenient for commuters and those who enjoy the amenities of downtown living.

Those visiting for the first time will immediately notice the picturesque environment and prestigious private schools such as Greenwich Country Day School, Greenwich Academy, Brunswick School, and Whitby School.

The area is also just a short drive from Downtown Greenwich, where residents can enjoy upscale shopping, dining, and cultural attractions. The blend of luxury, privacy, and convenience makes Mid Country an ideal location for those seeking a high-quality lifestyle in Greenwich.

Downtown Greenwich

Downtown Greenwich is the vibrant heart of the town, located near the Long Island Sound. If you're a homebuyer who needs access to a livelier atmosphere, then here is where you’ll find bustling streets, upscale boutiques, fine dining establishments, and cultural attractions.. 

Greenwich Avenue serves as the central hub for shopping and entertainment. World-class boutiques like Tiffany & Co. and Saks Fifth Avenue line the avenue, offering a premier shopping experience.

The dining scene in Downtown Greenwich is equally impressive. Popular local haunts include The Ginger Man, known for its cozy atmosphere and extensive beer selection, and Terra, which serves classic Italian fare in a bistro setting. 

The convenience of having everything within close proximity and excellent public transportation options make Downtown Greenwich an undeniable top option for those seeking to combine urban living with a suburban touch. The Greenwich Metro-North station is conveniently located nearby, providing easy access to New York City and other destinations.

You also should have no problem finding diverse housing options in Downtown Greenwich. The area offers an array of single-family houses, elegant townhomes, and modern condos, ensuring that residents can find the perfect living arrangement to suit their needs. 

Belle Haven

A prime example of Greenwich’s unrivaled luxury real estate, Belle Haven is an exclusive, gated waterfront community just south of Downtown Greenwich. 

Known for its luxurious mansions and stunning views of the Long Island Sound, Belle Haven offers an almost resort-like living experience. Professionally-manicured properties, a private marina, and some of the most stunning examples of Connecticut's most exclusive real estate options are just a few of the perks you can expect from Belle Haven. 

Unsurprisingly, residents covet the neighborhood for its privacy, security, and proximity to downtown amenities. Belle Haven's combination of opulence, natural beauty, and close-knit community make it one of the most prestigious addresses in Greenwich.

Old Greenwich

One of Greenwich's oldest and most charming neighborhoods, Old Greenwich features a quaint, village-like atmosphere with a bustling main street full of local shops, cafes, and restaurants. A key characteristic of Old Greenwich is its coastal charm, with easy access to scenic Greenwich Point Park - known by locals as Tod’s Point - a popular beach and park area.

Loved for its small-town feel, strong community spirit, and beautiful waterfront properties, Old Greenwich showcases a blend of historic homes and modern conveniences that help make it one of Greenwich's most desirable neighborhoods. 

Dining options in the area enhance its appeal, with notable spots like Le Fat Poodle, a restaurant offering a delightful mix of French and Asian cuisine, and Applausi Osteria Toscana, known for its delicious Italian dishes and warm, welcoming atmosphere.

Additionally, Old Greenwich has its own Metro-North station, providing convenient and direct access to New York City. This further adds to the neighborhood's allure and perfectly blends coastal tranquility and urban accessibility.

Riverside

Situated to the west of Old Greenwich, Riverside boasts lovely waterfront views and well-maintained parks, making it ideal for outdoor activities. 

While its idyllic waterfront location makes it stand out among other Greenwich neighborhoods, it still boasts a prominent selection of education options that make Greenwich so desirable, including Riverside School. You should also have no trouble handling your retail needs, as there are plenty of nearby shopping centers and transportation options. 

Notable dining spots in Riverside include Valbella, an upscale Italian restaurant renowned for its elegant ambiance and delicious cuisine, and Aux Délices, a popular spot offering gourmet takeout and catering services. 

Prominent landmarks such as Riverside Yacht Club, one of the oldest yacht clubs in the area, give Riverside a unique identity as one of Greenwich’s top waterfront neighborhoods. Suffice it to say if you’ve ever dreamt of owning a home catering to your kayaking hobby, search no further than Riverside.

Cos Cob

Just to the east of Mid Country lies Cos Cob, offering its own take on mixing residential and commercial. The neighborhood features a quaint downtown with various shops, eateries, and cultural landmarks like the Bush-Holley House, a historic site that serves as a museum and art center.

If we had to choose the top two perks Cos Cob is known for, they would have to be its strong community and the scenic beauty of the Mianus River, which offers excellent opportunities for boating and fishing.

Similar to Glenville and Old Greenwich, Cos Cob is another perfect example of Greenwich’s knack for conjuring fairytale-like village vibes. 

Food options here include Fjord Fish Market, celebrated by locals for its fresh seafood and casual dining, and Louie's Italian Restaurant & Bar, a favorite for its traditional Italian dishes and local atmosphere. 

The blend of history, convenience, and community spirit makes Cos Cob a sought-after neighborhood, attracting those who appreciate a friendly, small-town environment within easy reach of larger urban amenities.

Pemberwick

Just like its neighbor, Glenville, Pemberwick offers another picturesque and cozy setting for any buyer seeking tranquility and Greewnich’s signature charm. 

Permeated by a cozy, suburban feel and center-pieced by the popular Pemberwick Park, Pemberwick is a go-to option if you want to get familiar with Greenwich’s laid-back lifestyle. You’ll quickly come to love its quiet streets, idyllic atmosphere, and a strong sense of community. 

The neighborhood is known for its affordability compared to other parts of Greenwich, making it an attractive option for starter homes and first-time homebuyers. If you’re considering a townhouse or a condo, this may be a great first neighborhood to explore.

Byram

Adding to Greenwich’s collection of waterfront neighborhoods, Byram is located in the southwestern corner of Greenwich, bordering Port Chester, New York. The first thing you’ll likely notice is its unique mix of residential, commercial, and industrial areas. 

The undeniable crown jewel of Byram is, of course, its waterfront access, where Byram Park offers a beach, marina, and recreational facilities. Residents enjoy the neighborhood's vibrant community, the approachable housing stock, and the variety of dining and shopping options. 

Byram's blend of coastal living and urban conveniences makes it a unique and appealing part of Greenwich.

Homes for sale in Greenwich, Connecticut

Interested in buying a home in Greenwich? Browse listings and see how much you can save with Prevu’s Smart Buyer Rebate.