Westport Connecticut homes for sale starting at Fifty Thousand Dollars

$15,000,000 - Westport, CT

50 Compo Mill Cove Westport, CT - Welcome to The Cove House-a once-in-a-generation waterfront retreat nestled on the secluded Compo Mill Cove, where every day feels like a vacation. Accessible by private footbridge, this serene coastal escape offers panoramic views of the Long Island Sound, sandy beach frontage, and the kind of tranquility that's become nearly impossible to find. Inside, light pours through walls of glass, blurring the line between indoor living and nature. The open-concept layout features a chef's kitchen, cathedral-ceiling great room, and multiple outdoor terraces made for sunset cocktails, barefoot mornings, and unforgettable gatherings. Wake up to the sound of waves. Paddleboard from your backyard. Entertain under the stars. This is more than a home-it's a lifestyle. Private. Rare. Irreplaceable.

$11,800,000 - Westport, CT

260 Hillspoint Road Westport, CT - Experience the unparalleled luxury of this exquisite Compo Beach seaside home,a masterpiece of design and craftsmanship, designed by renowned architect Peter Cadoux. Just steps from a private beach, this architectural gem is bathed in natural light and boasts breathtaking panoramic water views from nearly every room.The full chef's kitchen opens to a radiant sunroom with a glass ceiling, perfect for quietly enjoying the seaside ambiance. Entertain guests in the adjoining family room with a grand fireplace, the elegant dining room, and the striking music room all featuring wrap-around windows that showcase panoramic views of the Long Island Sound.The upstairs primary suite is a sanctuary with front and back balconies,a spa-like primary bath,an upstairs office and stunning views. Two additional bedrooms with a shared bath and a guest room with a private bath and balcony overlooking the Sound complete the second floor.The third floor offers two more bedrooms or flex space, a balcony overlooking the Sound, and a full bath.The exquisite craftsmanship continues on the lower level, a recreational paradise featuring a full gym, a lounge area with a fireplace, a media room, a pool table area with a bar, a fabulous wine room, and an extraordinary aquarium! Enjoy working from home in your private office or relax by the heated pool and spa. An outdoor kitchen enhances your charming and private backyard and also includes access to two tennis courts. Live every day like you're on vacation!

$7,299,000 - Westport, CT

7 Brookside Drive Westport, CT - Extraordinary new construction opportunity on a flat acre on one of Westport's most coveted cul-de-sacs-walking distance to downtown and close to schools, shopping, beaches, and all the best of Westport living. This over 9,000 sq ft residence will be built by renowned Redcoat Homes, and designed by acclaimed architect Judith Larson. The home will feature a pool, 3-car garage, and exceptional design inside and out. With construction slated to begin after July 1, there's still time to fully customize this dream home to your exact specifications.

$6,996,000 - Westport, CT

24 Ferry Lane East Westport, CT - Experience the epitome of luxury with this to be built modern new construction from Coastal Luxury Homes, an award-winning builder renowned for their superior quality and attention to detail. This 6,600 sq ft. home promises a blend of sophistication and unparalleled craftsmanship in a highly coveted beach neighborhood. Embodying the pursuit of perfection and privacy, this new residence will offer 6 bedrooms, 6 full and 2 half baths just steps from Westport's most coveted amenities. A one-of-a kind opportunity for the discerning buyer to build and customize their dream home with the premier Westport builder, within walking distance of the beach, Longshore Golf, the Saugatuck Train Station and the chic Saugatuck neighborhood's restaurants and shops. Inside, this unmatched residence will boast luxurious accommodations, fine finishes, modern design elements, and sun-drenched living spaces. Every detail from a curated collection of materials and design elements will be meticulously selected to deliver unparalleled comfort. The home will offer outdoor living areas that seamlessly blend with the indoor spaces, making it perfect for hosting family and friends or enjoying intimate moments in your own private flat acre property with room for a pool. Schedule an appointment with the builder to design the home of your dreams in an ideal Westport location. Photos are illustrative of builders recent work.

$6,900,000 - Westport, CT

51 Compo Beach Road Westport, CT - Magnificent Move-in Ready construction w/ breathtaking water views, located in the heart of Westport's exclusive Compo Beach. This ultimate retreat, designed by renowned award-winning architect Peter Cadoux, is designed to enhance every aspect of perfect coastal living. The commitment to luxury is apparent in every detail. Classic and contemporary design seamlessly connects the sun-drenched living areas featuring dramatic floor-to-ceiling windows w/ breathtaking water views from every angle. Complete w/ 4 Bedrooms and 3 full Baths, this home offers an ideal level of comfort and privacy. Architect Cadoux's talent shines in the way he maximizes space and functionality, creating an expansive environment that lives much larger than its physical dimensions. Enjoy a beautiful secluded backyard w/ pool and expansive rooftop deck w/ mesmerizing water views! Built w/ sustainability in mind, carefully crafted materials were chosen to withstand coastal elements and ensure low maintenance along w/ high energy efficiency. Additional features include smart home technology, an elevator that connects all levels, a 2-car garage, and backup generator. From its carefully considered architecture to its state-of-the-art technology, this exciting modern residence is one of a kind luxury living Westports most coveted coastal locations.

$6,875,480 - Westport, CT

1 Sturges Highway Westport, CT - Design Your Dream Home with an Award-Winning Builder Step into a world of elegance and sophistication with a soon-to-be-built 6,600 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs, sleek modern lines, and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location, architectural brilliance, meticulous site design, and quality construction, their homes redefine luxury living. This stunning estate is situated on over 6 acres of rare, coveted land in Westport's prestigious Hunt Club neighborhood-a location that hasn't been available for purchase in over fifty years. Coastal Luxury Homes has carefully secured and subdivided this private property into three custom estates, each offering a unique blend of privacy, tranquility and opulence. Blending cutting-edge architecture and state-of-the-art amenities, this home will be a true sanctuary. From the spa-inspired master suite to the open-concept living areas and seamless indoor-outdoor flow, every inch of this home will be designed for those who appreciate the finest in modern living.

$6,800,000 - Westport, CT

46 Compo Mill Westport, CT - Private Beachfront waterfront living in one of Westport's most coveted gated communities. 5,567 SF Nantucket-style retreat is just 1 hr from NYC in the serene, car-free Compo Mill Cove. Cross the charming footbridge to a private peninsula w/ unobstructed Long Island Sound views. Designed by Brooke Girty, the home features 4/5 BRs, 5.2 BAs, reclaimed 100-yr-old French oak floors, a 3-story Nautilus-inspired stair, and custom cabinetry w/ antique glass. Chef's kit. w/ Viking/SubZero, lg island & pantry. Primary suite has balcony, FP, soaring ceilings, 2 BAs & dual WICs. Enjoy a screened porch, expansive patio & private beach. Recent upgrades incl. Brazilian hardwood deck & Race Coastal-engineered bulkhead for 100-yr storm protection. Guest pkg & doorstep deliveries.

$6,500,000 - Westport, CT

4 Pequot Trail Westport, CT - As featured in Architectural Digest Italia July 2024, comes this must-see, extraordinary luxury residence inspired by the timeless essence of midcentury design. This custom-built home is unlike one you've ever experienced, with a sophisticated design and elevated finishes throughout. The unsurpassed quality of Italian-imported Poliform walnut cabinetry and wall fittings throughout, installed by the NYC Poliform team, offers a stunning and warm backdrop to the home's spaces designed by Tanner White Architects and Karen Asprea Studio. 11-foot ceilings and walls of glass frame vistas of the lush landscaping and pool. A Japanese garden offers a visual centerpiece from inside and out. The imported New Zealand Radiata/ReSAWN exterior is distinctive and impressive. The kitchen's striking design includes a custom island ideal for both chefs and stylish dining, and top-tier Gaggenau appliances, including an induction cooktop, 2 ovens and 2 dishwashers. A sizeable 4-sided glass gas fireplace invites memorable entertaining. The primary suite is a sanctuary with spacious dressing room, fireplace, balcony and spa-like bath. All bedrooms include private baths. A seamlessly integrated lower level includes a lounge, gym/pot. 5th bedroom, bath and 10-ft ceilings. Outdoors, a vast meadow of towering wildflowers and evergreens embrace you in privacy. Manage the home from near and far with Crestron technology. This is a one-of-one opportunity to own a residence of unparalleled, elevated style.

$6,205,176 - Westport, CT

24 Edgemarth Hill Road Westport, CT - Construction is underway atop this quiet cul de sac in coveted Greens Farms, Westport. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rendering photos of what's to come. Flaunting walls of windows, sexy floor-to-ceiling stone and textured accents, vaulted ceilings, and romantic balconies, this is a spec build with all the custom features the most discerning buyer desires. The 6,302sf residence will be finished on 3 floors, showcasing enviable public rooms; 2 indoor fireplaces and 1 outside on the covered porch; 5 bedrooms (guest bedroom on the main level) including the most sumptuous Primary Bedroom with fireplace, balcony, wet bar/coffee bar, 2 walk-in closets, and gorgeous bath; 6 full and 1 half baths. the 3rd floor is finished for fun or can be the 6th bdrm w/full bath. Above the garage, you'll find addt'l finished space with 1/2 bath. LL can be finished should additional space be desired. While just minutes to shops, restaurants, beach, Longshore, and train, the perfectly private 1 acre parcel has a pool site & a glorious entertaining patio to make it the ultimate escape. Meet the Builder/Developer of this stunning residence renowned for his exceptional quality and cutting-edge innovative new builds, Joe Feinleib of Coastal Luxury Homes. We'll tour you through some of their completed homes and others still in the process of being built. You will quickly understand why Coastal Luxury Homes is the top luxury builder.

$5,995,880 - Westport, CT

86 Maple Avenue South Westport, CT - EARLY opportunity! Coastal Luxury Homes has secured this choice 1 acre lot in Greens Farms to build your future dream home! Currently in the design phase, this 7,020SF irresistible residence will blend seamlessly with the charming aesthetic of this top Westport neighborhood. The home will embody classic New England elegance with a fresh California-inspired interior and expansive open-air entertaining areas. 86 Maple S is where sophistication and effortless luxury blend organically. Offering four levels of meticulously planned living space, work with Coastal's design team to incorporate all items on your wishlist. Every detail in this home will reflect Coastal Luxury Home's unparalleled craftsmanship and the highest level of expertise. Room for a pool and outbuildings.

Westport, Connecticut listings for sale

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