luxury houses for sale New Canaan, United States

Experience the perfect blend of townhouse convenience and single-family privacy in this beautifully updated home at Orchard Hills. Boasting an open-concept main floor, the residence features a gourmet kitchen complete with granite countertops, rich hardwood floors, and premium stainless steel appliances. The inviting living room, anchored by a classic marble fireplace, flows seamlessly into the dining area-creating an ideal space for hosting family and friends. Upstairs, you will find two spacious en-suite bedrooms, including a luxurious Primary Suite featuring a brand-new, spa-like bath and custom closet. The bright, walk-out lower level is a versatile haven, offering a family room with custom built-ins, ample space for a quiet home office, and a dedicated laundry room with abundant storage. Swing open the French doors to your private bluestone terrace, perfect for al fresco dining overlooking the manicured grounds. With the complex recently undergoing extensive renovations-including all-new siding, roofs, drainage, and landscaping-this home offers total peace of mind. Enjoy lazy afternoons by the community pool, or take a short, scenic stroll to Mead Park and the world-class dining and shopping in the Village of New Canaan.

Thoughtfully reimagined in an architect-designed renovation, this exceptional Orchard Hills townhouse blends timeless craftsmanship with custom millwork throughout. Offering three bedrooms, 3.5 baths, the residence welcomes you with a beautifully designed foyer featuring two concealed coat closets and a powder room before opening through an elegant arched doorway into the expansive open-concept living spaces. The beautiful kitchen flows seamlessly into the dining area and living room with fireplace, custom built-ins and integrated firewood storage, creating an ideal setting for both everyday living and effortless entertaining. Private patio provides a tranquil outdoor retreat. Positioned apart from the two additional ensuite bedrooms, the luxurious primary suite is a true sanctuary featuring exceptional custom built-in dresser drawers, extensive storage, and a spa-inspired marble bath with heated floors and a steam shower. All bedrooms feature oversized closets, providing exceptional storage rarely found in condominium living. The fully finished lower level offers a spacious family room with flexible space for a home office, gym or media room. Residents enjoy Orchard Hills' heated pool and an exceptional location just moments from Mead Park, tennis, pickleball, the commuter train, farmers market and downtown New Canaan's acclaimed restaurants, chic boutiques, schools and library.

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.

Welcome to Hoyt Farm! A neighborhood association with many social events! This beautifully proportioned Colonial offers four spacious bedrooms and 2.5 updated baths, complemented by a bright, freshly painted interior. The light-filled kitchen opens to a generous family room, creating an inviting space for everyday living and entertaining. A formal dining room and gracious front to back living room with fireplace adds ambiance to both large and small gatherings. Set on two peaceful acres in the sought-after Hoyt Farm neighborhood, this property offers a rare opportunity to enjoy privacy and tranquility just minutes from downtown New Canaan, parks, shopping, dining, the train station, and of course our top-rated schools.

Updated to perfection, this classic 5-bedroom Connecticut Colonial offers over 5,500 square feet of curated living space, harmoniously positioned on a private, sought-after cul-de-sac within an enclave of 4+ acre estates. The residence unfolds with a sun-drenched brand new chef's kitchen featuring custom cabinetry, premium quartz countertops, and high-end appliances, all flowing through floor-to-ceiling glass sliders to an expansive deck and a grand family room anchored by a stately fireplace. A sophisticated main level offers a formal dining room, elegant living room, and a bespoke private office with picturesque views of the park-like grounds. Upstairs, the primary suite serves as a sanctuary with a dedicated sitting room and new spa-inspired bath, while a separate private-entry in-law suite provides a secluded fifth bedroom and sitting area for ultimate versatility. The newly finished 1,700-square-foot walk-out lower level elevates entertaining with a massive media/playroom, an additional family room, and potential for a custom wine cellar-all just minutes from the vibrant New Canaan town center, top-tier schools, and the Metro-North train.

West Side Oasis Nestled on a quiet, highly desirable cul-de-sac on the West Side of New Canaan, this meticulously cared-for property offers the perfect blend of elegant living and secluded outdoor recreation. A sweeping circular driveway and an inviting covered front porch welcome you to this stunning wooded retreat. Step inside to a grand two-story foyer featuring an elegant balcony overlook. The sophisticated floor plan flows seamlessly for entertaining, highlighted by stately pillars that define the formal living and dining rooms. For those working from home or seeking a quiet retreat, the handsome library is appointed with custom cherry wood-built ins.The private backyard operates as your own personal resort. Step out onto the expansive rear deck, complete with a sunken hot tub, and take in the serene views of the heated pool and surrounding mature woods. There is a dedicated wine cellar for the discerning collector, whole-home generator for year-round peace of mind, an expansive walkout finished lower level

Presenting the historic Landis Gores House, an architectural masterpiece epitomizing post-WWII Modernism. Designed in 1946 by Harvard Five architect Landis Gores for his own family, it stands proudly as one of New Canaan's first Modern homes. Gores was at that time working in association with Philip Johnson. He set his own home on a narrow granite ridge astride a majestic 4-acre wooded lot; the residence brilliantly leavens the glass-walled austerity of the International Style with the natural warmth of Wrightian organic architecture.The 130-foot long, single-story form is defined by sweeping horizontal planes, full-height plate glass walls, grey-stained cypress siding, and by natural stone fireplaces, walls and terracing. Its informal, open plan is divided into three distinct pavilions, anchored by the dramatic central living and dining area featuring a raised roof and tall ceilings. Original exterior lighting design by Richard Kelly enhances the seamless integration between the avant-garde interior and its environment. An expansive rear terrace, added by Gores himself in the 1980s, features circular seating areas and an elegant oval swimming pool.Listed on the National Register of Historic Places in 2002 and held by the Gores family since its inception. The Gores family granted a perpetual preservation easement to the National Trust for Historic Preservation. This iconic property offers a once-in-a-lifetime opportunity to own a foundational piece of architectural history

Prestigious Hoyt Farm Tudor: An Elegant Two-Acre Oasis Near the Village. Nestled on two beautifully landscaped, ultra-private acres in the highly coveted Hoyt Farm neighborhood, this exceptional Tudor offers over 7,400 square feet of sophisticated luxury and warmth. A grand, two-story foyer welcomes you into a seamless, light-filled layout featuring a formal living room with dramatic vaulted ceilings, a handsome wood-paneled library, and an open chef's kitchen that flows effortlessly into a spacious family room with a fireplace. The primary suite is a true sanctuary, boasting its own cozy fireplace, a private balcony overlooking the grounds, a generous dressing room, and a sun-drenched, spa-like bath. Four additional bedrooms and four-and-a-half baths ensure plenty of space and comfort for everyone. Outside, your personal resort awaits: host gatherings on the tranquil brick terrace by the outdoor fireplace, swim in the stunning heated pool, or simply enjoy the park-like property framed by mature specimen trees. Complete with a three-car garage, this magnificent estate offers unparalleled privacy and convenience, located just minutes from the train, vibrant village life, and top-rated New Canaan schools.

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.

Elevated Modernity in the Heart of New Canaan - Nestled in the vibrant center of New Canaan, The Quartier introduces a limited collection of 21 bespoke residences where classic architectural grace meets sustainable innovation. This sophisticated, free-standing two-bedroom townhome spans nearly over 2,500 square feet of meticulously curated space, anchored by 7 wide-plank white oak flooring and soaring windows that bathe the interior in natural light. The culinary center is a masterpiece of design, featuring custom Leicht cabinetry, exquisite quartzite surfaces, and professional-grade appliances. Retreat to the primary suite, a private sanctuary complete with a spa-inspired bath and two expansive walk-in closets. Beyond the residence, residents enjoy a lifestyle of effortless luxury with a full-time concierge, a professional fitness studio, a state-of-the-art golf simulator, and an elegant entertainment lounge with catering kitchen. Perfectly positioned just steps from world-class dining, upscale boutiques, and the NYC rail line, this home offers a seamless blend of timeless character and contemporary convenience.

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.

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.

An icon of American modernism, the celebrated Celanese House presents a rare opportunity to own one of New Canaan's most architecturally significant residences. Designed in 1959 by acclaimed architect Edward Durell Stone, this internationally recognized masterpiece has been admired for decades for its timeless design. Meticulously restored to honor Stone's original vision while embracing contemporary living, the home showcases his signature architectural vocabulary-from the striking lattice facade and sculptural glass roof pyramids to soaring walls of glass that dissolve the boundary between indoors and out. Light becomes an architectural element, filling every space and transforming the home throughout the day. Nearly 5,000 square feet of thoughtfully curated living space blend historic integrity with refined modern luxury. Satin-bleached oak floors, floating walls, museum-quality lighting and a dramatic illuminated glass entry create interiors that feel simultaneously iconic and effortlessly livable. Four bedrooms, four-and-a-half baths and beautifully proportioned entertaining spaces provide exceptional comfort without compromising the purity of the original design. Set on 2.06 private acres along a distinguished road, the landscape complements the architecture with tranquil views and remarkable privacy. More than a residence, the Celanese House is an enduring work of architecture-offering the privilege of becoming the next steward of a true design landmark.

Sustainable Chic Meets Village Charm: The Ultimate New Canaan Flat. - Discover the perfect fusion of eco-conscious innovation and high-end sophistication in this 1,500+ sq. ft. bespoke residence at The Quartier. This sun-drenched, single-level flat features a private entrance with a front terrace, 7 white oak flooring, and an expansive open-concept great room anchored by a gourmet chef's kitchen with Leicht cabinetry and quartzite surfaces. While the en-suite primary retreat offers a spa-like escape, the building itself serves as a five-star sanctuary, boasting sustainable solar energy, a full-time concierge, a state-of-the-art sports simulator, and a professional fitness studio. Whether you're hosting at the outdoor firepit or heading to the nearby NYC train, this 2-bedroom gem puts world-class dining and boutique shopping right at your doorstep-offering a lifestyle of white-glove convenience in the heart of New Canaan.

The Quartier reimagines timeless luxury through 21 bespoke residences. Experience the rarest offering in New Canaan: East Penthouse C at The Quartier. Commanding over 3,300 square feet of meticulously designed living space, this custom 3-bedroom, 3.5 bath Penthouse represents the definitive fusion of classic architectural integrity and sustainable, high-tech innovation. Access is private via a dedicated elevator that opens into a grand interior defined by soaring cathedral ceilings, 7 wide-plank white oak flooring, a gas fireplace, and a sun-drenched floor plan that flows effortlessly with two expansive private terrace overlooking village rooftops. The home is a masterclass in craftsmanship, anchored by a professional-grade kitchen featuring custom Leicht cabinetry, quartzite counters, Watermark fixtures, alongside a Zen primary suite designed as a true spa-inspired sanctuary. Life at The Quartier is curated for effortless, white-glove convenience, offering residents an elite suite of amenities including a full-time concierge, a professional fitness studio, a state-of-the-art golf simulator, and secure indoor parking with private electric charging. Perfectly positioned just steps from premier dining and the NYC train, this residence offers a singular lock-and-leave lifestyle for the discerning buyer who demands the very best of New Canaan.

The Pinnacle of Village Sophistication: The Penthouse at The Quartier. At the heart of downtown New Canaan, The Quartier reimagines timeless luxury through 21 bespoke residences that harmonize classic architecture with forward-thinking sustainability, including solar energy and Geo-thermal. This premier 2,500-square-foot Penthouse offers an unrivaled sense of privacy with a private elevator serving all levels, leading to a sprawling terrace where floor-to-ceiling glass doors and oversized windows frame stunning town views. Inside, the open-concept layout is defined by soaring cathedral ceilings, 7 white oak flooring, a gas fireplace and a gourmet chef's kitchen featuring sleek Leicht cabinetry, quartzite counters and Watermark fixtures, while the primary suite serves as a spa-like retreat with a glamorous bath and generous walk-in closet. Residents benefit from a sophisticated, white-glove lifestyle, including a full-time concierge, professional fitness studio, golf simulator, and an outdoor firepit lounge - all located steps from elite dining, boutique shopping, and the NYC train.

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.

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.

This 4 bedroom,3.5 bath tastefully renovated vintage home has an open floor plan,walls and windows divided light and high ceilings, creating an instant sense of peace and well being. A stone hearth at the entry welcomes you along with with walls of bookshelves and a reading corner. The beamed living room and adjacent sun room overlook a romantic tiered garden and flat lawn. A stone wall frames the dining space with French doors opening onto the garden patio and pergola. The warm polished wood kitchen island featuring a copper bar sink is the centerpiece of a perfect chef's kitchen. Down the hall is the walk out first floor bedroom with full bath, walk in closet and adjacent laundry room. Upstairs an exercise/ gym space is conveniently located outside the primary suite with it's private office, high ceilings, walk in closet, and elegantly kitted bath (soaking tub, double sinks, walk in shower) Two additional generously proportioned bedrooms share a large hall bath. Convenient to charming Scott's Corners and just a few minutes to New Canaan town center, this is a special spot. Swing on the front porch, plant the enclosed garden with vegetables, flowers and herbs. All behind a stone wall on a rural street. This one is just right. All measurements approximate. Towel warmer does not work, requires replacement

Clark House, a legacy property with extraordinary provenance, was re-imagined by design legends Delphine and Reed Krakoff, adding their imprimatur of spare modern elegance. Reminiscent of a French hunting lodge and built like a fortress from steel and concrete in 1937, the property was purchased as a country residence by copper heiress Huguette Clark, and remained unoccupied and untouched until a 2014 transformation. The volume of the rooms, soaring ceilings, proportion of the windows and quality of light create a sense of serenity and openness. Stately yet modern, this is a house that can be lived in with comfort and ease. Adjacent to the dining room gallery is a walled garden with a custom pavilion for entertaining. The 52 acres were transformed in collaboration with noted landscape architect Perry Guillot into a private park with a dramatic meandering approach, a great lawn, and woodland trails amongst streams and waterfalls. A 60 x 22 pool and tennis court were also added. At the discrete entrance to the property are twin cottages; a caretaker residence and a gym. Privacy and proximity to NYC and airports along with this caliber of property make this a world class offering and a rarity by any standards.

The landscape is every bit as memorable as the home itself. Set on 1.2 breathtaking acres on a quiet cul-de-sac, this exceptional property is framed by magnificent specimen trees, flowering shrubs, and beautifully established gardens, creating extraordinary privacy and year-round beauty. Just moments from town, schools, and the park, the setting offers the perfect balance of tranquility and convenience. Inside, a glass-enclosed sunroom with skylights and a wood-burning fireplace invites you to relax while enjoying the ever-changing views of the surrounding landscape. Designed for comfortable everyday living and effortless entertaining, the home features a gracious living room with a fireplace, a warm and inviting den with custom built-ins, an eat-in kitchen, and a formal dining room. The three-bedroom home also offers exciting future potential, with the property having been perked for a possible expansion to a five-bedroom residence, subject to all applicable approvals.

Classic Colonial in sought-after Silvermine, set on four acres of protected natural surroundings that offer a rare combination of privacy, beauty, and enduring character. Mature trees, preserved wetlands, and seasonal views create a landscape that feels both expansive and intimately connected to nature, while a conservation easement helps ensure these surroundings remain protected for generations to come. Inside, elegant living spaces and thoughtful design create a home equally suited to quiet enjoyment and effortless entertaining. A two-story entry opens to an oversized formal living room, while the kitchen flows seamlessly into the family room. Two main-level offices offer flexibility for today's lifestyle. The primary bedroom features a spa-like bath with heated floors and dual walk-in closets. Three additional bedrooms include two en-suite baths. A private fifth bedroom with sitting room and full bath is ideal for in-law or au pair. Finished basement and full-house generator complete this exceptional offering.

190 Brookwood Lane is set in one of New Canaan's most unique and desirable residential settings - a bucolic landscape of rolling meadows, mature woodlands, and gently flowing streams set on just over 3 acres of quintessential New England beauty. Situated in the heart of New Canaan, the property offers a peaceful and established neighborhood setting where quiet roads, mature trees, and estate-scale properties create an atmosphere increasingly difficult to replicate. This extraordinary proposed residence blends timeless New England architecture with refined modern living. Designed by Tanner White Architects as the quintessential New Canaan colonial with gracious proportions and exceptional scale, the home is envisioned with approximately 7,500 square feet across the first and second floors, including expansive entertaining spaces, dramatic 10-foot ceilings on the main level, generously scaled bedrooms, and seamless indoor-outdoor living throughout. The proposed floor plan includes 6 bedrooms, 8 bathrooms, 3-car garage, and pool with the opportunity to finish attic and lower-level spaces for more than 10,000 total square feet. The oversized homesite provides exceptional flexibility for estate level outdoor amenities while maintaining tremendous privacy and natural beauty.