Fairfield, CT —
The Perfect Saturday in Fairfield
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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
379 Ocean Drive West, Stamford (Shippan), CT
$14,500,000
Completed in 2023 and designed by Michael Smith Architects, this extraordinary six bedroom waterfront residence offers more than 8,700 square feet of luxury living along one of Stamford's most coveted stretches of Ocean Drive West. Built two feet above FEMA flood elevation requirements and featuring sweeping views of Long Island Sound from every principal room, the home combines timeless coastal architecture, exceptional craftsmanship, and modern construction. Thoughtfully designed for both grand entertaining and everyday living, the residence balances expansive gathering spaces with private retreats, all oriented toward the water. A cedar shake exterior, stone detailing, and sunrise to sunset exposure define the home's striking waterfront presence. Across three levels, terraces, balconies, and principal living spaces are carefully positioned to capture panoramic views of Long Island Sound, creating a seamless connection between the interior and the surrounding landscape. The result is a residence equally suited for weekend escapes, year round living, and large scale entertaining. The main level is centered around a dramatic great room that opens directly to the waterfront patio and pool terrace. A separate living room with fireplace and wet bar provides a more intimate setting for gathering, while the custom chef's kitchen and butler's pantry feature extensive cabinetry and storage. A glass enclosed 72 bottle wine display serves as a striking focal point within the dining area. Outdoor amenities rival those of a private resort and include an infinity edge pool with integrated spa, outdoor kitchen, multiple fireplaces, heated covered seating areas, and expansive patios overlooking the Sound. Designed for seamless indoor outdoor living, the property is equally suited for summer entertaining and quiet evenings along the shoreline. Occupying its own private wing, the primary suite enjoys sweeping water views, direct terrace access, a sitting room, dressing area, and a luxurious bath appointed with heated Dolomite marble floors. Five additional ensuite bedrooms occupy the upper levels, complemented by lounge spaces, a fitness room, office, and bonus room. A heated three car garage completes the home. Rarely does a waterfront property combine this level of design, construction quality, and setting in one of Shippan Point's most desirable locations. Visit www.coastalmasterpiece.co for more pictures and information. One of the owners is a licensed real estate agent.
175 Brookside Road, Darien, CT
$8,750,000
Exceptional new construction estate by K&C Builders Inc., set on over 2.5 private acres on coveted Brookside Road. Offering approximately 11,000 SF across four finished levels, this stunning residence features 6 bedrooms, 8 full baths, and 1 half bath. Designed for elegant entertaining and everyday living, the home showcases a spectacular great room, gourmet chef's kitchen, private study, cabana-style room opening to the pool area, finished lower level, and finished attic. Premium Rhea European Windows flood the home with natural light while providing exceptional energy efficiency and modern sophistication. Extensive custom millwork, architectural ceiling details, designer lighting, detailed interior paneling, custom cabinetry, and bespoke finishes reflect the superior craftsmanship and attention to detail that define every K&C Builders project. The luxurious primary suite offers a spa-inspired bath and oversized custom walk-in closets. Outdoor amenities include professionally landscaped grounds, a resort-style pool, outdoor kitchen, and expansive entertaining spaces designed for seamless indoor-outdoor living. Ideally located minutes from downtown Darien, Metro-North, beaches, country clubs, and Darien schools, this extraordinary residence presents a rare opportunity to own a signature home built to the highest standards of quality, design, and craftsmanship.