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

3007 Redding Road, Fairfield (Greenfield Hill), CT

$2,549,000

Gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport center. Timeless natural beauty, distinctive architecture, exquisite craftsmanship & sophisticated updates combine to create a home that truly stands apart. Featuring 12 rooms flooded w/ brilliant light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife & stunning seasonal changes from vibrant autumn colors to peaceful snow-covered landscapes. The living room fireplace provides a cozy focal point w/ oversize French doors that open to the patio creating an ideal setting for outdoor dining & hosting. The eat-in kitchen offers the dining area, island, pantry & state of the art appliances & guides you to the dining room, office, living room & study. Upstairs the beauty continues w/ 4 large bedrooms including the primary. The lower level expands the living space w/ a new mudroom, rec room, gym & half bath. Updates include a new lower level, flagstone patio, custom pantry w/ wine storage, upgraded laundry room w/ new washer, new window in en-suite & new Rubbermaid track system. Step outside to your patio featuring a built-in Weber BBQ & XL Big Green Egg, perfect for cooking enthusiasts. Exterior has been meticulously maintained w/ repainting, stone-accented walls, Belgium block-lined driveways & ongoing landscaping. A NE bridge adds character. The Patterson Club is a bike ride away. 3007 Redding Road is filled w/ light, space & lasting memories. Walk up attic can be easily finished and would add 750 sf of additional living. PLEASE NOTE: You cannot put a pool on this beautiful property.

541 Sasco Hill Road, Fairfield (Sasco), CT

$6,500,000

Prestigious location. Stately presence. Exceptional living. Introducing a premier 1.25-acre Sasco Hill estate offering extraordinary luxury across 4 levels. This magnificent residence features 5 bedrooms, 9 baths & an uncompromising attention to detail. Outdoors, a private resort awaits with a heated pool & spa, fully equipped outdoor kitchen & expansive terrace overlooking exquisite gardens. An accessory apartment above the garage offers future potential, with plumbing & electrical rough-ins in place. Iron gates flanked by stone lions welcome you to a grand 2-story foyer. The main level showcases exceptional craftsmanship, from the stately living room & Gatsby-inspired formal dining room with garden views to the impressive chef's eat-in kitchen, spacious billiards room, inviting family room & private 1st-floor office. Elegant millwork enhances every room. The 2nd level features 4 luxurious en-suite bedrooms, including 2 primary suites with impressive walk-in closets & dressing rooms. The 3rd level offers flexible living space, including a home gym, bonus room with cedar closet & 5th en-suite bedroom. The finished lower level is an entertainer's dream, complete with an 8-seat home theater, recreation room & storage. Notable upgrades include a new wood roof, Belgian stone & oil-chip driveway, front gates, fencing, updated central air, whole-house generator & finished lower level. Discover extraordinary estate living in Fairfield's prestigious Sasco Hill neighborhood.

90 Fern Street, Fairfield (Beach), CT

$2,299,000

The summer beach listing buyers have been waiting for is Coming Soon to the market! Ideally located in a prime beach setting, FEMA compliant and picture-perfect, this inviting coastal home is set on a gorgeous, level .28-acre lot with stunning native plantings and colorful landscaping with plenty of room for a pool. The current homeowners have thoughtfully enhanced the property, including a freshly painted interior and professionally designed landscaping, making this move in ready. A spectacular rooftop elevates the experience, offering magical sunset views and unobstructed July 4th fireworks. Inside, 12 spacious rooms spanning four levels provide great space for everyday living with a room for everyone as well as great entertaining. The eat-in kitchen features high end Wolf and Sub-Zero appliances, while custom built-ins, French doors, abundant natural light and thoughtful details throughout this home add character and warmth. 90 Fern Street presents an amazing opportunity to enjoy both the beach lifestyle and be able to walk to town, school, park, train, shopping and dining. Please click the link for a Virtual 360 Tour!

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Author

Jackie Davis