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

1143 Sasco Hill Road, Fairfield (Sasco), CT

$14,000,000
ONE OF THE SINGLE MOST ANTICIPATED, MAGNIFICENT, AND BREATHTAKING ESTATES ON THE GOLD COAST HAS JUST HIT THE MARKET! This architecturally brilliant and elegant home was built for entertaining and lavish gatherings in Gatsby-Esque style. A rare opportunity to own nearly 3 acres of property on Fairfield County's most prestigious address, with SPECTACULAR views of Long Island Sound, Sasco Beach, and the Country Club of Fairfield's Golf Course. Refreshed to its grandeur, with no expense spared by the owner, you will be impressed the moment you enter this estate. Presenting 19,000+ SF on 4 levels of living, 30+ rooms each with its own unique features and design, 9 Bedrooms, 13 Baths, Elevator servicing all levels, PLUS a 6 car Garage/Carriage House with staff apartment above. A private oasis and yet minutes to Fairfield and Southport center, train, library, harbor, restaurants, and shopping. Ideally located and 53 miles to New York City. This is a once in a lifetime opportunity.

47 Charcoal Hill Road, Westport (Coleytown), CT

$12,500,000
Privacy and security surround this gated stone castle. Set in an estate area of Westport on 2 separate parcels, this home has every feature desired in a family compound. 1st lot holds the primary home, pool, indoor pool, exercise/pool house, separate pool kitchen and tennis court. 2nd parcel holds caretakers cottage. A home that could not be reproduced today with amazing indoor/outdoor flow, hidden rooms and unique character. Enjoy living where you never need to leave your own property. Excellent flow for entertaining with grand rooms. Currently configured with 5/6 bedrooms in the main home. Anticipate changing some aspects to be perfectly suited for your needs.

1147 Sasco Hill Road, Fairfield (Sasco), CT

$12,750,000
A spectacular proposed direct waterfront new construction on Sasco Point with unrivaled views of Long Island Sound, Southport Village and the distant Manhattan skyline. Amazing opportunity to build your own custom home on 2 acres at the end of Sasco Hill Road. These newly created building lots are being offered for the very first time. You may choose this stunning transitional Farmhouse design from award-winning Coastal Construction Group or design your own. Once known as the Riegel Estate - the 20 acre property has been subdivided into seven lots with private gated access creating one of Connecticut's most desirable associations. The proposed house will be 6 bedrooms with 6 full baths, 10' ceilings, open floor plan and ample natural light to take full advantage of the water views. The 8,000+ sq foot home will feature Smart Home systems, Green Compliant design elements, top-of-the-line appliances, and the finest finishes. Tour the property and we can arrange a consultation with the builder to experience what is possible on the Point.

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