Westport Homes with Contemporary Style

Westport Homes with Contemporary Style

Welcome to Westport, Connecticut – a picturesque coastal town nestled in Fairfield County, where charm meets sophistication. Known for its stunning waterfront views and vibrant community, Westport offers a unique blend of suburban tranquility and urban convenience. With its rich history, thriving arts scene, and an array of outdoor activities, it’s no wonder that Westport is a sought-after destination for families and professionals alike.

One of the standout features of Westport is its diverse architectural landscape, particularly the contemporary homes that grace its neighborhoods. These modern masterpieces are designed with an emphasis on open spaces, natural light, and seamless indoor-outdoor living. Picture sleek lines, expansive windows, and cutting-edge designs that harmoniously blend with the lush surroundings. Whether you’re entertaining guests or enjoying a quiet evening, these homes provide the perfect backdrop for a sophisticated lifestyle.

Residents of Westport benefit from top-rated schools, a bustling downtown area filled with boutique shops, gourmet restaurants, and cultural attractions. The nearby beaches and parks invite outdoor enthusiasts to indulge in sailing, hiking, and picnicking, all while soaking in the stunning views of Long Island Sound.

With its contemporary homes and vibrant community spirit, Westport is more than just a place to live; it’s a lifestyle. If you’re looking to embrace modern living in a charming New England setting, Westport is the perfect destination to call home. Explore the possibilities and discover your dream home in this enchanting town today!

Newest Westport Homes with Contemporary Style

$3,550,000
6 Beds 7 Baths ACTIVE Status 24191286 MLS
In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush, meticulously curated grounds on almost 2.4 acres. This 6,700-square-foot shingle-style residence offers refined luxury across three expansive levels, combining architectural sophistication with a warm sense of livable comfort. The main level flows beautifully and showcases dramatic interiors with large gathering spaces, gourmet kitchen facilities and incredible entertaining capabilities. The main floor primary suite serves as a luxurious private retreat with his and her bathrooms and separate sitting room/office. Upstairs, three additional bedrooms continue the home's commitment to comfort and privacy. The finished lower level extends the home's appeal with numerous recreational spaces and a full bath. Beyond the impressive interiors, the grounds are truly breathtaking. A rhythm of blooming flowers and mature landscaping creates a sense of beauty throughout all four seasons, thoughtfully designed to offer year-round color and serenity. Located on a private cul-de-sac, this home is a true compound-balanced, gracious, and masterfully executed, offering unparalleled living inside and out. Once you have arrived, it will be hard to leave!

9 N Ridge Rd, Westport

$6,375,000
4 Beds 5 Baths ACTIVE Status 24165538 MLS
Boater's Paradise-Live the Ultimate Saugatuck Shores Waterfront Lifestyle. Experience unparalleled, direct waterfront access from this striking contemporary perched directly on the shores of Long Island Sound. Featuring its own rare private dock, this property is a true boater's/water lover's paradise. Enjoy all that Saugatuck Shores has to offer-boating, jet-skiing, paddle boarding, or kayaking from your own backyard. Dramatic walls of glass bathe the interior with natural light throughout effortlessly blending modern architectural lines with unparalleled, panoramic views of Bermuda Lagoon, Peck Ledge Lighthouse and boating channels which can be seen from almost every room. The open-concept main level transitions seamlessly to a massive sundeck, setting the ultimate stage for indoor-outdoor entertaining. Spend summers relaxing by your private waterfront gunite pool and spa, rinse off in your outdoor shower or unwind in the custom indoor sauna. Positioned within the coveted, private Covlee Beach Association, residents enjoy access to a private sandy beach with additional dock slips, kayak and paddleboard storage, a playground, picnic area, and fire pit just steps away, blending complete privacy with an active coastal community. From the Great Room with its dramatic fireplace and vaulted ceiling, to the custom Kitchen with fireplace, to the cozy Family Room and Study, there are so many spaces to delight. All bedrooms, including primary suite, have decks overlooking the Sound.

21 Covlee Dr, Westport

$22,825,000
8 Beds 10 Baths ACTIVE Status 24159193 MLS
Direct Waterfront | Greens Farms An extraordinary new waterfront estate by award-winning Coastal Luxury Homes is coming to one of the most coveted stretches of the Connecticut shoreline. Set in the heart of Greens Farms, this spectacular 12,948 square foot modern residence will span four levels and capture sweeping, unobstructed views across Sherwood Island, Burying Hill Beach, and Long Island Sound through dramatic walls of glass designed to flood the interiors with natural light. The home will feature 8 bedrooms, 8 full baths, and 2 half baths, with expansive living and entertaining spaces that seamlessly connect indoors and out. The architecture embraces a clean contemporary design that maximizes the stunning waterfront setting while creating an atmosphere of warmth, elegance, and effortless coastal living. Resort-inspired amenities include two pools, a cold plunge, spa, infrared sauna, and a fully equipped fitness center, offering a private retreat for wellness and relaxation. For the automotive enthusiast or collector, the property also includes garage space for up to 10 cars, a rare feature for a waterfront estate. Ideally located walking distance to the Greens Farms train station and Greens Farms Academy, and just minutes to the town centers of Westport, Fairfield, and Southport. Just 55 miles to Manhattan. Completion anticipated mid-2027, with the opportunity to collaborate with the builder to customize finishes and create a home that reflects your personal lifestyle

11 Beachside Cmn, Westport

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