At a Glance

Fairfield is a lively, nature-oriented community with protected green space and 8 miles of coastline along the Long Island Sound.

BIGGEST APPEAL Convenient access to nature and local amenities with a strong sense of community

VIBE
Lively + historic

COMMUTE TO GRAND CENTRAL
Over an hour

The Lifestyle

A thriving recreational scene with a strong sense of community

Fairfield is an active community offering many local amenities including a lively downtown with shopping, dining, arts and culture. It maintains ties to its strong historical roots and takes pride in its sense of community. Many of its residents enjoy shopping at the town’s commercial and retail districts, attending concerts on the greens, browsing the farmers markets, and participating in seasonal and holiday activities. 

With 8 miles of coastline and plenty of protected green space, Fairfield provides residents with an abundance of recreational amenities, including public beaches, hiking trails, golf courses, parks and playgrounds. 

And while you might feel like Fairfield is world’s away from the hustle and bustle of New York City, the town has three train stations for convenient access to Grand Central: Southport, Fairfield and Fairfield Metro.

The Appeal

A serene yet bustling town with something for everyone

Whether you’re looking for space and serenity or a bustling social scene, Fairfield provides the best of both worlds. With three distinct business and retail districts, residents can enjoy a wide variety of shopping, dining and entertainment. For those who prefer some peace and quiet, there are endless trails, rivers and water-oriented activities.

Fairfield is renowned for its excellent public schools, with 11 elementary schools, 3 middle schools and 2 high schools. There are also numerous private schools and two exceptional Universities, Fairfield University and Sacred Heart.

Want to Explore Before You Buy?
BROWSE VACATION RENTALS IN FAIRFIELD

We always recommend spending some time in a neighborhood before you start looking at houses. You can browse through some local vacation rentals at the link below. And If you'd like to spend a weekend here, we're happy to share our favorite spots to explore and even set you up with an itinerary.

The Ursini Team participates in the VRBO Affiliate Program. If you book a reservation through this link we may earn a small commission at no cost to you.

STAY HERE

The Fairfield Market 

From coastline bungalows to country estates

Homes in Fairfield reflect a diverse array of architecture, styles and price points within the different neighborhoods. Fairfield’s colonial roots are evident in the number of historic homes that have been preserved throughout the town.


Fairfield Beach captures the town’s nautical New England feel with stunning views of the Long Island Sound. Here you will find a high concentration of “Nantucket” style homes and beach bungalows on smaller lots. With easy access to the beaches, marinas, and a wide variety of retail and dining options, this area tends to draw higher property and land values.

One of Fairfield’s most desirable and affluent neighborhoods, Southport is an exquisite coastal hamlet with picturesque views of the Harbor. The neighborhood’s charming yet chic village, Southport Historic District, is protected by strict zoning laws, designed to preserve its historic allure. The small seaport boasts a private yacht club, several lovely shops and antique stores, restaurants, a boutique hotel and its own Metro-North station. Southport draws some of the highest housing prices in the area with a variety of options. You can find large acreage estates near Hulls Farm Rd, condos or townhomes within walking distance to the train, or stately and antique homes on the waterfront.

Sasco Hill is an affluent area home to the Country Club of Fairfield and Sasco Beach, with many of the multi-million dollar estates in the area boasting some of the best views and privacy in town. Most homes are on Sasco Hill Road and its side roads, where you will find many gated entrances and exclusive cul-de-sacs. Sasco Beach is located just south of Southport Harbor and is known as the most secluded beach in Fairfield, accessible only to Fairfield residents.

The University area surrounds the prestigious Fairfield University and takes advantage of campus activities, from art exhibits to athletic programs. With a true neighborhood feel, this part of town is defined by small and semi-wooded cul-de-sacs with hidden walking trails. This area of town draws more modest price points, but offers a large selection of homes and architectural styles, from colonial to mid-century modern. Located between two Metro-North stations and close to Post Road’s commercial and retail district, this neighborhood is one of the most convenient in Fairfield.

With winding roads, stone walls, and tree-lined streets, Greenfield Hill offers historic charm and natural beauty. This area boasts strong property values thanks to its larger acreage zoning, beautiful nature views, and plenty of privacy. For those interested in equestrian activities, there are bridle paths for horseback riding. Greenfield Hill is also known for its beautiful Dogwood trees with the annual Dogwood Festival attracting locals and visitors from around the state.

One of the most affordable neighborhoods in Fairfield, Tunxis Hill offers easy access to the Blackrock Turnpike shopping center, I-95, the Merritt Parkway and Fairfield Metro Train Station. This neighborhood is home to Tunxis Hill Park with over 25 acres of sports fields, tennis courts and playgrounds.