Rarely does one property capture everything that makes Rowayton so special-architectural character, resort-style amenities, exceptional privacy, expansive outdoor living, and an effortless walk to the village, beach, train, and waterfront. Welcome to 60 Crooked Trail! Nestled on over an acre at the end of one of Rowayton's most desirable cul-de-sacs, this exceptional home offers the perfect blend of timeless architecture, modern luxury, and effortless coastal living. Dramatic cathedral ceilings, exposed wood beams, abundant natural light, rich millwork, and a stunning floor-to-ceiling stone fireplace define the main living spaces, while the chef's kitchen features premium appliances, custom cabinetry, generous workspace, and a wood-fired pizza oven. Designed for exceptional indoor-outdoor living, multiple French doors open to a wraparound covered porch, expansive stone terraces, outdoor kitchen with built-in grill and fireplace, sparkling gunite pool, renovated pool house, outdoor shower, bocce court, and beautifully landscaped level lawns-creating a private resort ideal for entertaining or everyday enjoyment. The first-floor primary suite is a private retreat with cathedral ceilings, exposed beams, a stone fireplace, sitting area, two custom walk-in closets, dressing area, and a spa bath with heated floors and steam shower.
Commanding panoramic views of Long Island Sound, this extraordinary coastal retreat offers a front-row seat to the dramatic interplay of sea, sky & light. Thoughtfully designed by Louise Brooks of Brooks & Falotico, the residence blends timeless elegance w/ exceptional craftsmanship and over 9,000 sqft of refined living space across 4 elevator-serviced levels. Designed for both relaxed living & sophisticated entertaining, the home features a stunning chef's kitchen w/ professional-grade appliances, fireplace & imported French heated stone floors. Sun-filled living & dining rooms offer French doors that lead to a private terrace overlooking Tavern Island, Rowayton Harbor, & the sparkling Sound. 5 beautifully appointed en-suite bedrooms provide comfort & privacy, including a luxurious primary suite w/ a recently renovated spa bath, steam shower, soaking tub, custom vanities & walk-in closets. A spacious private office with built-ins offers a serene work-from-home setting, and guests can enjoy a charming 3rd fl. bedroom w/bath. A spectacular top-floor entertainment space w/ kitchenette opens to a deck with sweeping waterviews for gatherings & sunsets. The lower level is dedicated to wellness & recreation, featuring a gym, sauna, wineroom, & abundant storage. Nestled within Harbor Bluff, an exclusive enclave of just 12 custom homes, residents enjoy a lock-and-leave lifestyle w/ the privacy of a Single-family residence. Coastal Connecticut living at its finest.
Designed by Beinfield Architecture and built in 2013, this exceptional modern colonial blends timeless craftsmanship with the ease and sophistication of in-town Rowayton living. The home offers the quality of new construction enhanced by warm, custom details and a fresh, inviting aesthetic throughout. Perfectly situated moments from the Five Mile River, train, village shops, and local beaches, the location captures the very best of coastal convenience and charm. Inside, sun-drenched living spaces, 9-foot ceilings, and an effortless open layout create an atmosphere that is both elegant and comfortable. At the heart of the home, a stunning chef's kitchen with a dramatic 12-foot marble island opens seamlessly to the family and dining areas, while a separate sitting room offers a more intimate retreat. French doors lead to a beautifully landscaped, fully fenced backyard, featuring a covered bluestone patio, mahogany deck, mature plantings, and a newly added built-in outdoor kitchen. Upstairs, the luxurious primary suite feels like a private retreat with vaulted ceilings, an oversized marble shower, soaking tub, and expansive walk-in closet. Three additional bedrooms, including one en-suite, and a conveniently located laundry room complete the second level. The finished third floor provides ideal flexibility with a fifth bedroom, full bath, wet bar, sitting area, and a private office. A rare opportunity to enjoy refined coastal living in the heart of Rowayton.
Coastal ease meets village convenience at 5 Yarmouth Road. Tucked away on a sought-after street in Bell Island, this 1,748 sq. ft. residence places you at the heart of everything. Enjoy private association parks, beach rights and the luxury of being just steps from the water, while remaining within easy walking distance to Rowayton's vibrant restaurants and shops. Featuring classic hardwood floors and a spacious layout, this 3-bedroom cottage is the ideal retreat for those seeking a low-maintenance lifestyle without compromising on location or charm.
HUGE PRICE IMPROVEMENT! Your chance to enjoy the Quintessenial Rowayton Lifestyle just steps to waterfront restaurants, boutique shopping and the Farmers Market. This beautifully designed 5 bedroom, 3 full and 1 half bath home perfectly captures the Rowayton lifestyle buyers dream about. The dramatic great room features soaring 12-foot ceilings, a fireplace, and enormous sun-filled windows that create warmth and connection throughout the home. A beautiful kitchen opens effortlessly into the inviting step-down family room with a stunning glass conservatory - the perfect setting for everyday living, cozy evenings, or entertaining family and friends. The spacious primary suite with vaulted ceilings and an oversized light filled spa like bathroom feels like a peaceful escape, while the private front porch invites morning coffee, evening cocktails, "porch jam parties" as well as quiet moments surrounded by nature. Additional highlights include a 2-car attached garage and an enormous lower level offering exceptional storage and endless possibilities for recreation, gym space, or future expansion. With a new roof, freshly painted exterior & updated utilities there is not a thing to do but move in. Lovely glass doors that open to your private back patio & garden for entertaining guests. Just a quick stroll to Rowayton's beloved restaurants, shopping, waterfront charm, and community amenities, this is the kind of home - and lifestyle - people move to Rowayton for.
Set prominently along the coveted shoreline of Rowayton, this extraordinary residence is a true architectural masterpiece that defies the standard coastal trope. Designed by award-winning Cardello Architects, the home is a fortress of design-a structural marvel built with an uncompromising integrity that feels as permanent as the tides. The silhouette is bold and commanding, yet every element reflects a sophisticated functional design that breathes with the rhythm of the Long Island Sound.
Set along the picturesque Five Mile River with its own private beach and dock, this exceptional waterfront home captures sweeping views of the Long Island Sound and unforgettable sunsets from multiple outdoor living spaces, including a terrace with a gas fireplace and two expansive decks. Located in the heart of the sought-after Rowayton Beach Association, the residence offers a bright, open floor plan with water views from nearly every room. Featuring four bedrooms and two-and-a-half baths, including a convenient first-floor primary suite, the home is in wonderful condition. Ideal for those looking to downsize without compromise, with the flexibility to expand for a larger lifestyle-all just a short walk to downtown Rowayton and its charming amenities.

Norwalk is located in Connecticut. Norwalk, Connecticut 06853has a population of 90,821. Norwalk 06853 is more family-centric than the surrounding county with 35.42% of the households containing married families with children. The county average for households married with children is 34.39%.
The median household income in Norwalk, Connecticut 06853 is $91,434. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Norwalk 06853 is 40.4 years.
The average high temperature in July is 83.6 degrees, with an average low temperature in January of 21 degrees. The average rainfall is approximately 50.4 inches per year, with 29 inches of snow per year.