Fairfield is one of the most interesting, geographically and culturally diverse towns in all of southern Connecticut. It is also one of the oldest towns in very old Fairfield County. It dates back to 1639 when Roger Ludlowe arrived - though of course there were Native Americans long before that. His name lives on today, in one of Fairfield's two public high schools and one of three middle schools.
Covering 30 square miles, Fairfield's ~62,000 residents fill a variety of neighborhoods. Two of the best known are on the water; the third is well inland. All are beautiful.
Southport sits on a picturesque harbor. Reminiscent of Martha's Vineyard or Maine, its old homes on tree-lined streets are within walking distance of a charming village, including the historic Pequot Library, several churches and the train station. New restaurants make Southport a chic, but still quiet, destination. The beach at Sasco Hill is sublime with spectacular views shared with the Country Club of Fairfield .
Fairfield Beach is also on the water, but prices are a bit lower and lot sizes a bit smaller than in nearby Southport. Stretching from the Post Road to Long Island Sound — site of the multi-use Penfield Pavilion, Fairfield Beach's housing stock ranges from cozy Capes to custom-built, Nantucket-style homes. It’s a favorite with young families and empty nesters seeking the beach life.
Greenfield Hill is as "old New England" as it gets. Anchored by a white-steepled church, and surrounded by farms, equestrian trails and a land preserve – Greenfield Hill’s two plus acre parcels contain stately homes exuding history and charm. A dogwood festival every May shows off the neighborhood in breathtaking fashion.
But Fairfield is much more than a few well-known areas. It's a town filled with distinct neighborhoods, each with its own personality. They include:
Brooklawn. Named for a country club in the area, it began as a suburban retreat for wealthy Bridgeport businessmen. Many large estates remain, and rarely change hands, in this northeastern oasis.
Fairfield Center. Downtown Fairfield thrives, with an eclectic, non-chain mix of shops, restaurants and bars. Side streets within walking distance of the Post Road attract a mix of young, middle-aged and older, downsizing residents. Close to the Fairfield train station and the beaches too.
Fairfield Woods. Located off Black Rock Turnpike — Fairfield's second business district —this neighborhood is noted for a mix of colonials, ranch and split-level style homes. Having its own branch of the Fairfield public library, community gardens and Burrough Park are big draws too.
Grasmere. This is the spot for lower-priced homes, townhouses and apartments. Architecturally and demographically, it is quite diverse and popular. Serviced by the Fairfield Metro (soon to be named Fairfield-Black Rock) station, new residential buildings and restaurants are sprouting rapidly.
Lake Hills. Once owned by the local water company, the Lake Hills Association is comprised of private homes and common property, including five beaches along the Samp Mortar Reservoir. This is one of Fairfield’s best (and least known) recreational areas, with swimming lanes at the beaches, a baseball field, playground and more.
Lake Mohegan. One of the town's most popular recreation areas, it includes waterfalls, hiking trails, sprinkler park and a sandy beach/summer swimming area within this man-made lake. In addition to beauty, it boasts some lower home prices. It is not far from the very active Black Rock shopping district.
Stratfield Village. Another association, this has long been prime territory for commuters. Now there's the added benefit of access to the new Metro train station. Also popular: a variety of architectural styles, a home-town business district and walkable neighborhoods with sidewalks. With Sacred Heart University within its borders, there are plenty of cultural opportunities too.
Sturges Park. A tight-knit, older neighborhood with historic character, centered around Fairfield Ludlowe High School and the Mill River. Plenty of recreational spots, plus walk to schools/train and bike to the beach!
Tunxis Hill. This is where many newcomers to Fairfield start out. Homes in this neighborhood are small, 2 bedroom to medium, 3-4 bedroom sized. It’s convenient to shopping, I-95, the Merritt Parkway and the Metro train station.
University. There is always something going on at Fairfield University, and residents in the handsome homes nearby take full advantage of their proximity. Built in sophisticated New England style, the homes are set on winding, tree-lined streets, often ending in cul-de-sacs.
These are just some of the neighborhoods of Fairfield. We invite you to discover them, and pick your favorites. We’ll be there with you — from Southport to Greenfield Hill, waiting to welcome you home.