Fairfield, CT —
The Town That Has It All

Fairfield has it all. We have miles of walkable beaches, eclectic and interesting restaurants, award-winning school systems and competitive sports for any level. Our recently built community sports plex has activities for every age. We have a Fairfield theatre company, three train stations, public and private golf courses and community tennis. All accessible a little over an hour from New York city. I was raised in Fairfield and moved back here after I had kids because of the amazing experiences I had.

Pick and choose from my favorites list for a weekend during any season in Fairfield!

Beaches - Penfield Beach Pavilion, a rentable public facility to congregate on the water's edge, is re-opening and will be ready this spring. Great place to feed your family if you want a day off from breakfast, lunch or dinner while enjoying a great beach day.
Early morning risers can walk from Jennings Beach all the way to the end of the Fairfield Beach and enjoy great exercise while witnessing a picturesque morning view. Also during low-tide, you can walk out to the Penfield Lighthouse on the sandbar. Just don’t get stuck!

For a great sunset head to Sasco Beach; the colors of the ocean with the falling sun will leave you in awe of nature, the strength of the sea and Mother Nature. Paddle boarders, kayakers, sailors can be seen from all beaches in almost all seasons.

"Paddle board around the corner from Long Island Sound right into the harbor."

You will see beautiful wildlife as you peacefully paddle down the creek and wave to the homeowners along the way.

Fairfield Library Children's Section - if you need a suggestion for a great book for your child look no further. The books are limitless and activities for your children are fantastic.

Post Road at night - Stroll your children to town, bike ride to dinner at one of the many delicious restaurants.

"Grab the mashed potato pizza from Centros - it is amazing."

The legendary Horseshoe Bar and Grill in Southport is not fancy but if you want a true flavor of the locals stop by and pick up Fairfield tips along with a Southport lager.

If you are a dog lover and love dog trails, Lake Mohegan trails are the best.

Fairfield Theatre Company hosts talented bands that draws people from all towns and New York while also hosting charity events. I am a proud committee member on the Cancer Beat fundraiser held at Fairfield Theatre Company. A local friend, Rebecca Timlin-Scalera, a breast cancer survivor and neuropsychologist founded this foundation in 2016 and has already raised over $500,000. 100% goes directly to funding research for metastatic breast cancer. Rebecca is one of the many heroes who live in Fairfield and are making a difference in this community.

People travel from around the world travel to see the pink dogwood trees and cherry blossoms in Greenfield Hill in the spring. Greenfield Hill is only minutes from town and yet you feel worlds away with each home sited on over an acre. There is also a lot of history here; the Congregational church was built in 1725, along with many historical homes that still stand around it.

Among my favorite things to do are:
Open my front door and walk my beach in the early morning, ride bikes to dinner, ice cream, or the town green and be involved in the community. I absolutely love Fairfield and all that it has to offer. My dream as a realtor and mother would be to have each one of my four daughters return to Fairfield when they are grown.

Featured Listings

53 Rowland Road, Fairfield (Beach), CT

$1,899,000

Simple elegance in this magnificent historic Colonial, perfectly sited on one of the largest single lots in the Beach area at 53 Rowland Road. Set on a level, .74, picturesque lot, in the single most desirable Beach neighborhood, this home is loaded with character, history and charm. Once inside you will be wowed by the wide plank floors throughout plus built-ins, exposed beams, and multiple over sized fireplaces. 10 rooms all with large windows that bring in an abundance of natural sunlight into each unique room. The first floor hosts large, spacious rooms that flow easily into one another making entertaining a pleasure. The en-suite Primary Bedroom, also on the first level, looks out to the park-like grounds of your private back yard paradise, complete with pool, terrace and large privacy trees. The second level can be accessed by two staircases and hosts three additional, generously sized bedrooms all with their own full bath. The third level is ideal for a home office or playroom with a ton of storage. An unfinished basement also allows for unlimited storage with access to the outdoors. Two car newer detached garage has a loft that can easily be converted into an additional bonus room. Ideally located and a quick walk to both town and beach. Enjoy bike rides to the beach at sunrise or sunset, or walk to town for an easy dinner or shopping - the possibilities are endless.

1093 Pequot Avenue, Fairfield (Southport), CT

$13,900,000

A Coastal Masterpiece, 1093 Pequot Avenue will take your breath away! As you arrive to the gated entry and continue down the private drive to your estate, you are keenly aware that this is a special and rare find! Southport's premier newer construction home is set on a level full acre of direct waterfront w/ unobstructed panoramic views of Southport Harbor & Long Island Sound. Brilliant architecture & craftsmanship highlight the water views in all rooms. Abundant natural sunlight is invited throughout the first floor w/ the wall of glass doors that span the width of home. This modern day floor plan spared no expense w/ custom high end finishes, lighting, window treatments, mill work, and impressive details. Three levels of living, 9000+ SF, 17 spacious Rooms, 6 full and 2 half Baths, 5 en-suite Bedrooms including the Primary with a Sitting Room, his/her walk-in closets, and private Deck overlooking the water, 2 car Garage with 2 car lifts that services a total of 4 cars, 2000+SF unfinished lower level (not often found in water front homes) ideal for storage & whole house generator. The back yard features multiple Patios/Terraces and seating areas that surround your salt water Gunite pool which of course has magnificent water views. Spend your days watching the boating activity from the Harbor, wake up to amazing sunrises and sip coffee from your balcony and enjoy all this resort-like lifestyle truly offers. Minutes to Southport Beach, Village, Harbor, Train and Library.

171 Carlynn Drive, Fairfield (Beach), CT

$1,895,000

Coastal living at its best! One block to the Fairfield Beach Club and Penfield Beach where you can walk for miles on the sandy shoreline. 171 Carlynn Drive has so many amazing features including 9 spacious Rooms, 4 Bedrooms with a first floor Primary en-suite, an open and thoughtfully designed floor plan, elevator from Garage to the first floor, multiple Decks and Patios AND a new beautiful pool and fire pit. This gorgeous Cape Cod home, located in one of the single most desirable neighborhoods, is the ultimate retreat. Outdoor living and entertaining is relaxing with so many options; swimming in the pool, sitting by the fire pit, swinging on one of the chair hammocks, rocking on the chair on the front porch or dining by the pool or on outdoor Deck. This is a maintenance free home that was renovated to perfection in 2017 with newer siding, roof, windows, HVAC and an on demand hot water heater. Many extras including a huge lower level that opens to both the exterior and the Garage - ideal for Game Room, extra Storage or home Gym. Walk to elementary school, park, beach, town and train.

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Author

Jackie Davis