luxury properties for sale Westport, United States

Stunning European-style mini-estate where rolling golf course greens meet breathtaking views of the Long Island Sound. Crafted with a timeless stone exterior, cedar roof, hardwood floors, and exquisite granite surfaces, this home offers an unparalleled lifestyle of privacy and sophistication. The heart of the home is an open-concept layout featuring a soaring 2-story family room with dramatic French doors that open to a backyard oasis. The chef's kitchen is equipped with high-end appliances, custom cabinetry, and a massive center island. The main floor boasts a formal dining room, a dedicated office with built-in bookshelves, and a luxurious primary suite featuring vaulted ceilings, a private screened porch overlooking the golf course, and a spa-like bath with a soaking tub and custom walk-in closet. Upstairs, a stunning balcony looks out to the Sound, leading to 4 generous bedrooms: 2 en-suites and 2 sharing a Jack-and-Jill bath. The lower level is the ultimate entertainment hub, offering 3,000 sq ft of finished space designed as a private club with a state-of-the-art gym, connoisseur's wine room, spacious billiards room, and full bath. Step outside to a private paradise with manicured gardens, a sparkling gunite pool, and a pool house with a full bath. A fully equipped outdoor kitchen makes summer hosting an absolute breeze. Do not miss this rare opportunity to own a resort-style masterpiece.

Hidden behind Shorehaven Country Club in a private gated waterfront enclave, 3 Canfield Crossing offers a rare combination of privacy, a naturally protected waterfront setting, and an immersive connection to the water. Unlike many waterfront homes, the views here aren't reserved for a single room. Nearly every space-from the kitchen and living areas to the bedrooms and balconies-captures the ever-changing tides, creating a seamless connection to the surrounding landscape. Completely reimagined in 2024, the home was designed for effortless indoor-outdoor living. A chef's kitchen with custom cabinetry, premium appliances, and a butler's pantry opens to expansive living and dining spaces, while a NanaWall connects the interior to the waterfront terrace and infinity-edge pool beyond. With four finished levels connected by elevator, six ensuite bedrooms, and two separate guest or au pair opportunities, the home offers exceptional flexibility for both everyday living and entertaining. Whether enjoying a quiet morning on the terrace, kayaking or paddleboarding from your backyard, spending the afternoon at nearby Shorehaven Country Club, or dining just minutes away in Westport, Rowayton, or South Norwalk, the lifestyle is as compelling as the setting. This is a waterfront residence where timeless design, exceptional privacy, and an extraordinary connection to the water come together in one of Fairfield County's most distinctive coastal settings.

Welcome to 15 Marion Ave, a beautifully updated 1922 seaside gem in East Norwalk's highly coveted Marvin Beach Association. Offering 4 bedrooms, 3 full baths, and 2,094 sq/ft of meticulously curated living space, this pristine residence seamlessly blends historic coastal charm with premium modern updates. Enjoy the year-round benefits of an active peninsula community surrounded by Long Island Sound and Norwalk Harbor. Relax on the classic covered front porch with sunset harbor views. Inside, warm hardwood floors and thermopane windows create a bright, airy ambiance. The inviting living room features a striking stone fireplace and custom eat-in nook, leading to a dining room with a cheerful wall of windows. The handsomely renovated kitchen boasts Viking and Sub-Zero appliances, marble counters, and a farm sink. A convenient laundry/mudroom steps out to the spacious backyard, terrace, and 1-car garage on private driveway. A versatile main-level 4th bedroom or office with a full bath (door to bath currently closed off) adds great flexibility. Upstairs, the primary suite offers water views, a walk-in closet and a well-appointed bath. Two additional bright bedrooms share an updated hall bath, plus stairway lead to the 3rd-floor playroom or office alternative. Turnkey enjoyment with fun summer gatherings at the associations very own Marvin Beach! PLEASE NOTE - Seller desires closing with post closing occupancy to the end of the year, latest. Transferable flood insurance:$2,475/yr.

Nestled in one of Lower Weston's most desirable locations, this beautifully updated and thoughtfully expanded 5-bedroom, 3.5-bath residence offers the perfect blend of timeless charm and modern living. A bright open floor plan centers around a stunning great room with soaring vaulted ceilings and a dramatic double-sided fireplace that creates a warm connection between the kitchen and family room. The gourmet kitchen includes marble countertops, Wolf, Subzero and Gaggenau appliances and includes a cozy breakfast room and home office. Perfect for entertaining, the home flows seamlessly to a beautiful screened porch and sunny deck overlooking an expansive, level backyard complete with a private, lighted tennis court, providing an exceptional setting for recreation, gatherings, and room for pool. The luxurious primary suite serves as a private retreat, featuring a spectacular spa-inspired bath with soaring ceilings and two spacious walk-in closets. The walk-out lower level provides exceptional flexibility with a finished living area, a bedroom, and full bath that's ideal for guests, an au pair, home office or gym. Set on a picturesque property in a coveted neighborhood surrounded by beautiful homes, 59 September Lane offers privacy and tranquility while remaining just minutes from Weston's top-rated schools, Westport, commuting, shopping and dining. A rare opportunity to enjoy space, comfort, and resort-style amenities in one of Fairfield County's most sought-after communities.

Perfect 5+ Bed home with Finished Attic, Mud Room, Walkout Basement and HUGE flat, level backyard. Bright. Beautiful. Well-maintained. Almost 3400 sf of finished living space. Great location, neighborhood, street. Quick Closing possible; be settled before school starts! Auction: To be fair and open, Seller is using a transparent bidding platform, where anyone can see the highest offer and decide whether they want to bid more, or just pay the Buy It Now price. Ask Agent for instructions and timeline on how to watch the auction or easily submit an offer. Anyone can submit any offer, for any amount, at any time, for consideration. Not a distress sale; Inspections and Mortgages are okay.

Discover the epitome of timeless luxury in this magnificent Colonial Chateau-style residence. Perfectly situated on two flat, meticulously landscaped acres in a coveted walking neighborhood, this home offers unparalleled privacy while remaining just moments from town and top-rated schools. This quiet, no-cut-through street is a haven for outdoor enthusiasts, offering exceptional bike riding and walking routes right from your door. The active neighborhood association fosters a true sense of community-think spirited trick-or-treating, seasonal gatherings, and friendly faces at every turn. Enjoy the best of both worlds: peaceful residential living with convenient access to prime roadways for an easy commute. The interior is a masterful blend of elegance and comfort, featuring six spacious en suite bedrooms and an astounding eight indoor fireplaces that create warmth and ambiance throughout. Designed for grand entertaining and modern family living, the home boasts multiple family rooms, ensuring ample space for every occasion. Indulge your passions in the dedicated wine cellar and the custom-designed sports den. The sophisticated primary level flows seamlessly to the breathtaking exterior amenities, which include a built-in pool for summer relaxation and a beautiful outdoor fireplace for year-round enjoyment. Completing this exceptional estate are four spacious garage bays, providing abundant storage and convenience.

Welcome to 49 Blue Spruce Circle, a sun-drenched contemporary colonial nestled on two picturesque acres of mature trees and vibrant flowering plants. Boasting 3,297 square feet of versatile living space, this 4-bedroom, 3.1-bath home features a unique, airy layout designed to maximize natural light at every turn. The heart of the home centers around an inviting, open floor plan that flows effortlessly to the expansive back deck-perfect for indoor-outdoor entertaining or enjoying peaceful woodland views. Relax on the sweet front porch, or retreat to the upper level, where you will find the private primary suite complete with a full bath and walk-in closet. Directly adjacent to the primary is a fantastic, light-filled studio loft, offering a creative sanctuary for an art studio, home office, or additional recreation space. Additional features include a fully finished 1,430sf walk-out basement providing endless possibilities for recreation, along with convenient interior access to the 2-car garage. While being Sold AS-IS, this exceptional 2 acre property with a fully fenced backyard represents an incredible opportunity to bring your personal touch and updates to a truly special Weston retreat.

Classic 5-bedroom center hall Colonial nestled on a quiet cul-de-sac in one of Darien's most convenient locations, just a short walk to school. Beautifully sited on a level lot, this meticulously maintained home offers the perfect balance of privacy, outdoor space, and timeless charm. Designed for today's lifestyle, the thoughtfully crafted floor plan flows effortlessly from room to room, while the screened porch and expansive deck create seamless indoor-outdoor living, ideal for year-round entertaining and everyday family life. Move-in ready, the home has been lovingly cared for and thoughtfully updated with numerous quality improvements, including a new high-efficiency boiler and a full whole-house generator for ultimate peace of mind. Enjoy the very best of Darien, with award-winning schools, beautiful beaches and parks, a vibrant downtown filled with exceptional shopping and dining, and convenient access to Metro-North and major highways. This exceptional, turnkey home offers the lifestyle today's buyers are seeking-a rare opportunity not to be missed.

Welcome home to this bright and beautifully updated 2-bedroom, 1.5-bath condo, perched at the end of a quiet cul-de-sac for ultimate privacy. Both bedrooms occupy their own second-floor retreat, creating a smart separation from the sun-filled living spaces below. The updated kitchen shines with brand new countertops and appliances, while a new washer/dryer makes everyday living effortless. Ample attic storage offers a rare bonus you won't find in most condos - room to breathe, organize, and grow. Add in a coveted New Canaan address just minutes from downtown shops, dining, and the train, and you have a true move-in-ready gem.

Nestled in the heart of downtown New Canaan, this charming and beautifully updated colonial offers the perfect blend of character and convenience. The home features three levels of finished living space, including a stunning open-concept kitchen, dining area, and family room. This centerpiece of the home is thoughtfully designed for both everyday living and entertaining, with abundant natural light throughout. A newly renovated half bath and a walk-out deck complete the main level.The second floor offers three bedrooms and a full bath, while the walk out finished basement provides an ideal space for a playroom, home office, or gym. Outside, you will find a fully fenced private backyard, a deck for outdoor entertaining, and an attached storage shed. The combination of charm, functionality, and prime location make 218 Summer Street a must-see.

Nestled in the heart of downtown New Canaan, this charming and beautifully updated home offers the perfect blend of classic character and modern convenience. Just moments from town, the property features four finished levels of living space, including a newly finished lower level and a spacious livable third floor complete with a cedar closet. French doors off the kitchen open seamlessly to a stunning patio overlooking a large, rare in-town backyard - fully fenced for privacy and ideal for entertaining, play or relaxation. The eat in kitchen boasts top of the line appliances with a butchers block and breakfast nook. This home offers three bedrooms, a sunroom and two and a half baths, including a primary suite with en-suite bath and walk-in closet. Less than .3 miles to fine dining, shopping, Metro-North, the library and award winning schools, 42 Hoyt Street is truly a commuters dream in one of Fairfield County's most sought after communities. Its a must see!

Effortless Luxury: The Modern Flat at The Quartier - timeless luxury through 21 bespoke residences. Redefine your standard of living in this nearly 2,140 sq. ft. bespoke sanctuary, where high-end architectural design meets the seamless ease of single-level luxury. Located in the vibrant heart of New Canaan, this 2-bedroom, 2.5-bath residence welcomes you through a private terrace entrance into an expansive open-concept great room with gas fireplace, illuminated by a gallery of oversized windows and grounded by 7 wide-plank white oak flooring. The epicurean kitchen-a masterclass in style featuring German-engineered Leicht cabinetry, quartzite counters, Watermark fixtures, and professional-grade appliances-flows perfectly for entertaining, while the primary suite serves as a secluded retreat with its spa-inspired bath and generous walk-in closet. As a cornerstone of a boutique community committed to sustainable innovation through solar and Geo-thermal energy, this residence offers a curated white-glove lifestyle including a full-time concierge, state-of-the-art golf simulator, and professional fitness studio-all mere steps from elite boutiques, world-class dining, and the NYC train.

Effortless Luxury: The Modern Flat at The Quartier - timeless luxury through 21 bespoke residences. Redefine your standard of living in this nearly 1,300 sq. ft. bespoke sanctuary, where high-end architectural design meets the seamless ease of single-level luxury. Located in the vibrant heart of New Canaan, this 2-bedroom, 2.5-bath residence welcomes you through a private terrace entrance into an expansive open-concept great room with gas fireplace, illuminated by a gallery of oversized windows and grounded by 7 wide-plank white oak flooring. The epicurean kitchen-a masterclass in style featuring German-engineered Leicht cabinetry, quartzite counters, Watermark fixtures, and professional-grade appliances-flows perfectly for entertaining, while the primary suite serves as a secluded retreat with its spa-inspired bath and generous walk-in closet. As a cornerstone of a boutique community committed to sustainable innovation through solar and Geo-thermal energy, this residence offers a curated white-glove lifestyle including a full-time concierge, state-of-the-art golf simulator, and professional fitness studio-all mere steps from elite boutiques, world-class dining, and the NYC train.

Modern Architectural Masterpiece - Nestled on 1.77 acres of lush, verdant grounds, this custom 2014-built estate is a triumph of contemporary design and sophisticated luxury. Spanning 5,630 square feet, the residence strikes a perfect chord between avant-garde architecture and residential warmth, characterized by soaring ceilings, premium finishes, an abundance of natural light and a Geo-thermal efficient energy system with radiant heat floors throughout. The meticulously curated interior features an open concept floorplan with generously proportioned rooms, four ensuite bedrooms, providing an unrivaled level of privacy and comfort for family and guests alike. While the indoor living spaces transition gracefully from formal galleries to casual retreats, the exterior is a true resort-style sanctuary. The expansive acreage boasts a heated pool, a discreet in-ground trampoline, Large terraces with fireplace and built-in BBQ's and a stylish pool house with kitchen, bath, stone fireplace and sleeping loft, all overlooking the serene, shimmering waters of a spring-fed pond. Complete with a detached 3-car garage and state-of-the-art systems, this modern gem offers a rare lifestyle opportunity within a community world-renowned for its prestigious schools and refined suburban charm.

A Masterpiece of Colonial Elegance and Resort-Style Living on Dunning Road - Perfectly positioned on a coveted cul-de-sac just moments from town on 2 perfectly flat acres, this stately 5-bedroom, 6.5-bath center hall colonial offers an unparalleled blend of sophisticated design and private resort living. Inside, the formal living room sets a dramatic tone with its stately fireplace and a breathtaking wall of windows framing views of the lushly landscaped backyard oasis, while a separate, sun-drenched solarium provides a tranquil and private retreat for quiet relaxation. The heart of the home is a designer kitchen equipped with professional-grade appliances, a massive center island, a walk-in pantry, and an adjacent breakfast room and separate command center-all seamlessly connecting to a formal dining room and opening through floor-to-ceiling glass French doors to the pool and cabana. For everyday gathering, a separate family room features custom built-ins and its own fireplace, complemented by an expansive finished lower level that boasts a third fireplace and endless recreation space. Outside, the property transforms into a premier entertainment venue, complete with a sparkling pool, a rare 2-room/2-bath cabana, and a private tennis court, making this exceptional estate a true sanctuary for modern living.

Expansive colonial home on 2.62 private acres in top West Redding location with mature trees and flowers, stone walls, large deck for outdoor enjoyment, and 3 car garage. This light-filled home offers a grand foyer with two story staircase, open to the adjoining living room and dining room for ease of entertaining. The elegant living room features custom millwork including the impressive coffered ceiling and custom fireplace surround. Gather family and friends in the lovely oversized dining room with graceful arched opening and hardwood floor. The heart of this spacious home is the 29 foot kitchen with center island and sunny dining area with walls of windows and French door to the deck. The kitchen opens directly to the soaring vaulted family room with dramatic floor to ceiling stone fireplace, skylights, built-in display shelving, hardwood floor, and double set of French doors to the inviting deck and sprawling level side yard. There is room to spread out on the second floor too - the stylish primary suite offers a vaulted ceiling, third fireplace, more custom built-ins, huge walk-in-closet, plus marble bath with double vanity, jetted tub, and separate shower. There are three additional spacious bedrooms, all with hardwood floors, including one with a private half bath, plus the shared hall bath, convenient laundry room, and back stairway. Don't miss the huge lower level and attic with tons of storage. Idyllic natural setting, yet moments to shops, restaurants, train, and just 60 miles to Midtown.

Private New Canaan Oasis: Bespoke Luxury can be found in this modern version of a traditional centerhall colonial in prestigious New Canaan's West School district. This custom-built Lukes Wood estate underwent a spectacular renovation by Award-winning RR Builders, updating the sophisticated main residence to over 7,000 square feet of turnkey luxury. The expansive floor plan boasts 6 generously appointed bedrooms - each featuring an ensuite bath and walk-in closet alongside elegant formal living and dining rooms, a private office, a wine cellar, a butler's pantry, and a finished walk-out lower level with a full bath. At the heart of the home, a fully appointed chef's kitchen with a double island and professional-grade appliances flows into a sun-drenched breakfast room and a magnificent great room, which showcases a floor-to-ceiling stone fireplace, cathedral ceilings, and rustic beams. French doors transition seamlessly to an outdoor sanctuary featuring a 45' x 22' heated gunite pool, an expansive terrace, a pavilion with a firepit, private walking trails, plus a custom-built barn that offers additional space for cars, equipment, a gym, art studio, or large office space delivering an unparalleled, ultra-private retreat close to New Canaan's top-tier schools and vibrant community.

Welcome to your own private sanctuary—a meticulously maintained and thoughtfully updated home. Featuring a 1,620-square-foot retreat where nature meets elegance at every turn. Built in 1946 and lovingly cared for, this exceptional South Salem property offers the rare combination of tranquil seclusion and premier location in the sought-after Katonah-Lewisboro school district. A fabulous setting awaits as you step outside to discover the professional landscaping, quiet, private deck, and mature specimen planting. The expansive deck is perfect for morning coffee, afternoon tea, or evening entertaining. A paved driveway with Belgian block edging and a detached one-car garage complete the welcoming arrival experience. Every season reveals new beauty in this thoughtfully designed landscape. Exceptional Interior Living… Enjoy the updated eat-in kitchen with granite countertops, custom cabinets, and a coffee bar. Full first-floor bathroom, first-floor den/bedroom, dining room, plus a lovely living room with sliders to the deck and a fireplace for a cozy evening inside. Featuring 3 bedrooms, 2 full baths plus a lower level. Hardwood floors throughout. Nice natural light. The Perfect Location… Enjoy the best of both worlds: a peaceful, private setting in top-rated Katonah-Lewisboro schools, minutes from restaurants, shopping, and Metro-North train service. Whether it's winter snow, spring blooms, summer entertaining, or fall foliage—this home shines in every season. This exceptional property is fully prepared for its next chapter. With every detail attended to and the home in pristine, move-in condition, all that's missing is your personal touch. Simply arrive, unpack, and start living the lifestyle you've been looking for.

Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting. For the sportsman, pristine woodlands and abundant wildlife offer boundless opportunities for hunting, hiking, and connecting with nature. The residence–a nod to Antebellum architecture–presents grand columns, symmetrical facades, a 97-foot wraparound veranda, and ornate interior design. Every detail has been thoughtfully curated for comfort and quality. Your journey begins with the breathtaking grand foyer flanked by dual staircases and crowned by a soaring domed ceiling artfully decorated with colorful rosettes. Exemplary features include seven fireplaces, an elegant banquet-worthy formal dining room, a chef's kitchen with top-grade appliances, a spacious fireplaced breakfast room, a dazzling sun-filled family room, and two home offices. The exquisite primary suite is a luxurious haven featuring its own artfully adorned domed ceiling, sitting room, and wall-of-glass French doors open to a private balcony with views of the in-ground pool and woodlands. The sumptuous marble bath is a spa-like sanctuary. An invaluable addition to this amazing property is the finished studio over the six-car drive-through garage, providing flexible living space. All this and so much more await in this extraordinary estate!

Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush landscape inside. At the heart of the home, a newly updated gourmet kitchen serves as a culinary showpiece. The primary suite is a true retreat, offering a private balcony, fireplace, and the rare luxury of dual bathrooms. Each of the six bedrooms in the main house features an ensuite bath, ensuring absolute privacy for family and guests alike. The amenities rival the world's finest resorts: a walk-out lower level equipped with a theater and wine room, and a 30x50 lagoon-style pool. The 2020-built pool house (700+ sq. ft.) provides a full guest experience with its own kitchen, bath, and flexible sleeping quarters-all just five minutes from the boutiques and bistros of New Canaan's vibrant village center.