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

$2,995,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24183853 MLS

This beautiful coastal residence, set on a half-acre, offers stunning views of the Saugatuck Yacht Club and the harbor, stretching to the Long Island Sound. Relax and unwind on the expansive front deck, perfect for soaking in the serene water views. This home features four bedrooms, three and a half baths, two fireplaces, and two decks for waterfront living, with endless expansion possibilities-add a rooftop deck, a second story, or a pool and pool house. The renovated chef's kitchen, with an induction range and top-line appliances, is brightened by skylights and opens via sliders to the back deck, where a hot tub awaits. The private primary suite, secluded on the second floor, offers lush backyard views, partial lagoon views, and a beautifully appointed primary bathroom. Just a few steps down from the kitchen, a spacious den with a cozy fireplace, a bar, and sliders to the backyard awaits. The lower level offers a large family room, a cedar closet, abundant storage, and direct access to the oversized two-car garage, plus even more storage rooms. Minutes to the train station and I-95, this is a perfect home for water lovers and commuters alike."

16 Harbor Rd, Westport

$5,500,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24171432 MLS

Discover exceptional modern living in this stunning new construction home set on 1.68 acres of private, serene property in Westport, CT. Designed with both luxury and functionality in mind, this residence offers 5 spacious bedrooms and 7 beautifully appointed bathrooms. The primary suite is a true sanctuary, featuring three generous closets and a spa-inspired feel. Each additional bedroom is thoughtfully designed with ample space and comfort. Upstairs, a bright and inviting sitting area creates the perfect retreat, while a fully finished attic provides an ideal space for a playroom or creative zone. The heart of the home is a chef's kitchen, showcasing elegant oak cabinetry, high-end finishes, and a large walk-in pantry-perfect for everyday living and entertaining alike. A dedicated home office on the main level adds convenience for today's lifestyle. The fully finished basement offers incredible versatility, ideal for a home gym, bar, or entertainment space. Step outside to a beautiful, expansive patio overlooking the private grounds-perfect for gatherings or quiet relaxation. Completing this remarkable home is a 3-car garage and a sleek, modern design throughout. This is a rare opportunity to own a truly special property that combines sophistication, space, and privacy in one of Westport's most desirable locations.

1 Twin Oaks Ln, Westport

$11,995,000

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24167794 MLS

Summer starts here. Set on prestigious Owenoke Park steps from Compo Beach, this brand-new 6,050 sqft coastal masterpiece delivers the ultimate Westport lifestyle - pool and spa, Gray's Creek waterfront access, Long Island Sound views throughout, and a rare 3-car garage. Five ensuite bedrooms, double-island kitchen with scullery, elevator, primary suite sauna, and a lower-level loggia built for entertaining. New construction. Never lived in. Move in this weekend. Bluewater Home Builders

14 Owenoke Park, Westport

$6,875,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24165538 MLS

Your Westport oasis awaits on one of the most exceptional direct-waterfront properties in town! Make lasting memories in this private, modern estate with sweeping panoramic views of Long Island Sound, Bermuda Lagoon, Peck Ledge Lighthouse and boating channels! Walk a few steps to your private dock and take your boat DIRECTLY out on the Sound! Enjoy your gunite pool and spa overlooking the water. You can also swim, jet-ski, kayak or paddle board from your dock! Ready to head back inside? Rinse off in the outdoor shower, enjoy the sauna or take a steam shower! Enjoy all that living in Saugatuck Shores has to offer. As a Covlee resident, you'll be a member of the private Covlee Beach Association. This neighborhood enclave offers a sandy beach, additional dock slips, playground, picnic area and fire pit. This flowing, spectacular home enjoys a beautiful floor plan with dramatic walls of windows and soaring ceilings, providing unparalleled water views from almost every room. From the Great Room with its dramatic fireplace and vaulted ceiling, to the spacious, custom Kitchen with fireplace, to the cozy Family Room and Study, there are so many spaces to delight in this waterfront haven! On the upper level, all bedrooms have decks overlooking the Sound. The beautiful Primary Suite has a private deck, vaulted ceiling and luxurious spa bathroom. From 21 Covlee you are just minutes to the train and all of Saugatuck and Westport amenities.

21 Covlee Dr, Westport

$7,350,000

6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24152219 MLS

Set behind gates on over four exquisitely landscaped acres in Westport's coveted Beachside enclave, 69 Beachside Avenue is a private coastal estate offering a rare blend of scale, privacy, and resort-style living just moments from the shoreline. A long, gracious approach leads to a timeless residence defined by exceptional craftsmanship and sun-filled interiors. Expansive living spaces feature soaring ceilings, seamless flow, and walls of glass that frame the estate's serene, park-like setting-ideal for both grand entertaining and everyday living. At the center of the home, a chef's kitchen opens to elegant formal and informal spaces, creating an effortless environment for hosting. Each room is thoughtfully appointed with high-end finishes, bespoke details, and a refined sense of understated luxury, now fully realized with a newly completed primary bath designed as a private, spa-like retreat. Outdoors, the property transforms into a true resort experience, with a stunning pool and spa, spacious terraces, and a full Har-Tru tennis court set amid rolling lawns and mature plantings, offering exceptional privacy and tranquility. Perfectly positioned near Westport's beaches, Longshore Club, and vibrant downtown, this property also offers the rare advantage of direct access to Greens Farms Academy, a feature shared by only a select few homes. This property is where luxury, land, and lifestyle come together in one of Westport's most prestigious addresses.

69 Beachside Ave, Westport

$5,925,000

6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24163899 MLS

Located within the highly desirable Stony Point association, this exceptional home offers a rare combination of privacy, water views, and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over 6,500sf of thoughtfully designed living space, including 6 bedrooms and 9 baths. Expansive panoramic windows capture serene water views and fill the home with natural light. A dramatic two-story entry foyer and soaring ceilings create an impressive sense of space. The open-concept kitchen/living room is a true centerpiece, featuring a massive 12-foot island with seating for 6, high-end appliances, dual dishwashers, a wine fridge, an ice maker - ideal for both everyday living and entertaining. Designed for effortless indoor-outdoor living, the home seamlessly connects its interior to exceptional outdoor entertaining areas. The spacious family room features sliders that open directly to the expansive covered patio with retractable screens, an outdoor kitchen, and a relaxing pool and spa. The 3rd floor great room has amazing water views, and features a 1/2 bath and wet bar. Additional highlights include a private office, whole house generator, 2 laundry rooms, sauna, a mudroom, and a charming 'hidden' playroom. A truly turnkey offering, this home embodies the very best of the Stony Point

3 Stony Point W, Westport

$4,495,000

6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24158946 MLS

Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of glass, and exquisite lighting. The great room, anchored by a marble fireplace and French doors to the pool and patio, flows into the designer kitchen with a striking island, stone counters, custom cabinetry, Thermador appliances, and a beautiful and functional pantry. The dining room is a jewel, offering an elegant setting with illuminated shelving and views of the grounds. A quiet office and superb mudroom add daily convenience. A glasslined stair tower leads to sunfilled bedroom suites, beginning with the sublime primary suite set beyond double doors. An arched entry reveals a kingsized bedroom with balcony, two custom walkin closets, and a spalike bath with glass shower and distinctive vanity. The upper level also offers a laundry room with double washer and dryers and access to the finished thirdfloor bonus space. The lower level includes a fifth bedroom suite, recreation room, gym and media areas, and generous storage. Outside, the pool becomes the centerpiece for entertaining and relaxing at this designcentric showplace of style.

21 Lockwood Cir, 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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