Fairfield, CT —
The Perfect Saturday in Fairfield

Start with breakfast at the Driftwood Coffee Shop. It's a throwback old school Southport luncheonette, serving up delicious food in booths and round leather bar stools. Or just around the corner, have a cozy fall/winter brunch by the fire at the Gray Goose, a popular neighborhood haunt from morning til night. I get the corn flake french toast with local apples, cinnamon & vanilla bean butter. OH yes! At nighttime, this same spot heats up with a thirsty crowd enjoying cocktails on the front porch and inside at the bar.

After brunch, I’d zip to downtown Fairfield for some shopping. Embrace the Connecticut prep at Eliza B with poppy colors, custom sandals, purses, dog collars and headbands. Across the street is women’s clothing shop mainstay, The Snappy Gator, with shoes, bags and dresswear exhibiting timeless taste, a discerning quality and an all-around fresh feel.

For dinner, I’d highly recommend the Artisan at the Delamar Hotel in Southport. You can usually dine al fresco because of the heating lamps and fire pits dotting the outdoor seating area. Inside I like to grab a corner booth with my husband below the enormous handpainted mural of white tulips. We order the crab cake “a la plancha” with coriander chutney and avocado, the sea scallop risotto with English peas and the catch of the day with chorizo, mussels & calamari.

On our way home, we’ll stop at super popular Bodega in downtown Fairfield. Their Bodega Girl margarita is mixed with a strawberry-cilantro mash and my husband gets their Cabo Wabo Anejo on the rocks with lime.

Featured Listings

1 Pratt Island, Darien, CT

$15,600,000

One-of-a-kind direct waterfront proposed new construction on Pratt Island! This 2+-acre utopia has a protected deep-water dock in Noroton Harbor. Hop on your boat at a moment's notice! Water lovers will delight in the 200' private sandy beach. Be lulled to sleep by the waves & watch thunderstorms roll down Long Island Sound. Enjoy the endless wildlife surrounding you. Prepare to be amazed by the high-end finishes of this house. The Nantucket shingle design boasts a classic layout, 9'+ ceilings with an open floor plan & an abundance of natural light throughout. This 5500SF home has 3 finished floors, fireplaces, 3 garages, generator, irrigation, central vac, and more. A large pool & spacious yard are perfect for entertaining or just relaxing. Beach life is calling you!

1093 Pequot Avenue, Fairfield (Southport), CT

$12,999,000

ONE OF THE SINGLE MOST MAGNIFICENT, PREMIER, AND CUSTOM WATERFRONT ESTATE ON THE EASTERN SHORELINE. HUGE PRICE REDUCTION SELLER IS NOW MOTIVATED. Private and gated entry welcome you to this coastal home that was honored and selected amongst all mansions nationally & highlighted on an episode of Fox Business Mansion Global for its brilliance & beauty. Set on a level 1 acre lot of direct waterfront with views of Southport Harbor & Long Island Sound. Spend your days watching the boating activity from the Harbor, wake up to amazing sunrises, sip coffee from your balcony & enjoy all that this resort-like lifestyle offers. Abundant natural sunlight throughout the first floor w/ a wall of glass doors that span the width of home that provide a landscape of breath taking and brilliant water views. This modern day floor plan spared no expense w/ custom high end finishes, lighting, window treatments, mill work, & impressive details. Three levels of living, 9000+ SF, 17 spacious Rooms, 6 full & 2 half Baths, 5 en-suite Bedrooms including the Primary w/ a Sitting Room, his/her walkin closets, & private Deck overlooking the water, 2 car Garage w/ 2 car lifts that services a total of 4 cars, 2000+SF unfinished lower level (not often found in water front homes) & whole house generator. The back yard features multiple Patios/Terraces & seating areas that surround your salt water Gunite pool w/ sparkling water views. Minutes to Southport Beach, Village, Harbor, Train & Library & 1 hour to NYC.