Refine Search
Sort by
$5,895,000
6 Beds 5 Baths 24196978 MLS
A truly exceptional private estate, this country compound set on more than three private acres, blends timeless character, refined design, and modern luxury. Anchored by a beautifully preserved 1932 main residence and an extraordinary 2,300-square-foot poolside entertainment barn, the property is designed for both everyday living and effortless entertaining. The main residence offers five bedrooms and three full baths, including a luxurious primary suite with spa-like bath, expansive walk-in closet, and private deck overlooking the grounds. Gracious formal living and dining rooms complement a chef's kitchen opening to the family room and breakfast area. A finished lower level provides additional living and entertaining space. The poolside barn is a destination unto itself, with a dramatic Great room, wet bar and kitchenette, private gym, home office, full bath, and outdoor shower. Expansive lawns, perennial gardens, multiple outdoor fireplaces, a spectacular swimming pool, and gracious dining veranda complete the grounds. Distinct living and entertaining spaces flow effortlessly together, creating an experience like no other.

474 Brookside Rd, New Canaan

$8,995,000
5 Beds 6 Baths 24201619 MLS
Hidden behind gates and surrounded by 5.5 acres of pristine, rolling lawns, this extraordinary stone manor estate is a masterclass in old-world craftsmanship and cutting-edge modern innovation. Anchored by a separately deeded 2 acre lot with a guest house, the property presents rare flexibility and long-term value, perfectly suited for multi-generational living, guests, or future expansion. Originally constructed in 1927, the residence has been comprehensively reimagined and renovated from the inside out, preserving its architectural integrity while delivering a fully modernized, high-tech smart home experience. With all new systems, infrastructure, and finishes including new HVAC, electrical, plumbing, septic, irrigation, generator, propane tank, fencing, landscaping and all new mechanicals offering the confidence of new construction wrapped in timeless stone. Inside, over 7,000 square feet of refined living space unfolds with remarkable craftsmanship. Radiant heated floors span the first level, complemented by hand-selected reclaimed pumpkin wood, and museum-quality lighting throughout. The heart of the home is a striking new kitchen with soaring ceilings, custom concrete countertops, a bespoke island, and hand-selected bleu chinois tilework that adds depth and character throughout the first floor. Designed to entertain and inspire, the home also features an 800+ bottle wine cellar, a private fitness and training studio, and a beautifully appointed home office/library

78 & 92 Pastures Ln, New Canaan

$1,150,000
4 Beds 3 Baths 24205553 MLS
Welcome to 145 Weed Street, a meticulously maintained Colonial offering a flexible floor plan, four finished levels and a convenient location just minutes from the heart of New Canaan. Built in 1995, this 4-bedroom, 3-bath home combines spacious, light-filled living with the benefits of newer construction and thoughtfully updated mechanical systems. The dramatic living room features soaring ceilings and an abundance of natural light, creating a bright and inviting space. The kitchen offers recently upgraded stainless steel appliances, a propane range and generous cabinet storage, with direct access to a large deck ideal for dining al fresco and entertaining. The deck overlooks the fully fenced backyard, providing a private and versatile outdoor setting. Four finished levels allow the home to adapt easily to a variety of needs, including a finished lower-level recreation room. Originally designed with a three-car garage, One of the three garage bays is currently used as a mudroom and storage area, with the original garage door track and opener still in place, adding everyday convenience while retaining two garage bays. Pride of ownership is evident throughout, with significant recent improvements including a new boiler and electrical panel in 2023, two new HVAC condensers in 2022 and a repaved driveway in 2024. With its 1995 construction, refreshed major systems and south-of-town location offering convenient access for commuters while remaining just minutes from downtown NC.

145 Weed St, New Canaan

$4,395,000
5 Beds 6 Baths 24205057 MLS
Custom construction meets effortless in-town living at 16 Orchard Lane, a 2019 HOBI Award winner for Best In-Town Custom Home. Built by acclaimed New Canaan builder RR Builders, the residence reflects a level of craftsmanship and consideration evident throughout, from the architectural detailing and carefully selected materials to the integrated systems and sophisticated mechanicals. A gracious entry introduces interiors defined by soaring ceilings, oversized windows and abundant natural light. Wide-plank white oak floors, custom cabinetry and substantial architectural detailing bring warmth and character, while generously scaled rooms and an easy, connected flow allow the home to feel both substantial and comfortable. At the heart of the home, the chef's kitchen features custom cabinetry, premium appliances and an oversized gathering island, opening naturally to the family room, dining area and rear porch. A generous pantry, functional back hall and extensive built-in storage bring organization and purpose to everyday living. Four finished levels provide exceptional flexibility. The primary suite features a dramatic vaulted ceiling and three exposures, complemented by a generous walk-in closet and bath with radiant heat, steam shower and soaking tub. The finished third floor offers additional airy, flexible space, while oversized windows bring unexpected natural light to the lower level, with recreation space and a dedicated gym.

16 Orchard Ln, New Canaan

$2,895,000
4 Beds 4 Baths 24204760 MLS
This stunning Mid-Century Modern home combines striking architecture, sophisticated designer finishes and exceptional indoor-outdoor living in a private setting with sweeping views and spectacular sunsets. Thoughtfully expanded and extensively rebuilt in 2015, the home features a light-filled open floor plan, walls of glass and high-quality finishes throughout. At the heart of the home, the dramatic living and dining areas feature soaring vaulted ceilings and expansive windows that frame breathtaking vistas and flood the interiors with natural light. The first-floor primary suite offers a private sanctuary with a spacious walk-in closet and dressing room. Three additional bedrooms provide generous accommodations, while the fabulous lower-level great room opens directly to the terrace and pool area and features an entertainment bar-perfect for relaxed gatherings and entertaining. Multiple outdoor living spaces take full advantage of the home's beautiful natural setting. A stunning infinity-edge pool with waterfall creates a resort-like focal point, complemented by an outdoor shower, expansive terraces and gorgeous perennial gardens. A truly special home offering privacy, dramatic views and exceptional modern living.

250 Dans Hwy, New Canaan

$1,995,000
5 Beds 4 Baths 24201426 MLS
Nestled at the end of a long private drive south of the Merritt Parkway, this classic Colonial offers timeless character, generous living space, and a highly convenient location. Beautifully expanded and thoughtfully updated 15 years ago, the home showcases exceptional craftsmanship, enduring quality, and solid construction described as having "great bones." The main level is rich with architectural detail - an elegant front-to-back Living Room with fireplace and exquisite custom built-in cabinetry and the Dining Room with beautiful built-in details. At the heart of the home is an expansive Kitchen featuring high-end appliances, custom built-ins, and a second fireplace in the casual dining area-an inviting space for morning coffee, relaxed meals, or entertaining. The adjacent light-filled Family Room offers beautiful views of the changing seasons and provides a comfortable extension of the main living areas. The house includes four spacious bedrooms and 2.5 baths, while a private suite above the garage adds a fifth bedroom with full bath, offering flexibility for guests, a private office or additional living space. Finished recreational space on the lower level provides room to work, play, exercise and the generous terrace creates an inviting setting for outdoor dining and entertaining. With its distinctive architecture, thoughtful layout, and quality details, the home offers an exceptional foundation for personalization, including some cosmetic updating to the exterior.

523 Brookside Rd, New Canaan

$3,895,000
5 Beds 6 Baths 24197589 MLS
Set on 1.5 beautifully landscaped acres along coveted Gerrish Lane, this 1948 Colonial compound pairs timeless architecture with thoughtful updates and an effortless connection between indoors and out. Mature plantings and distinctive gardens surround the residence, creating a rare sense of privacy and tranquility just minutes from town. Generous living spaces and refined details define the home throughout. The first floor offers a gracious and versatile layout, with an open family room and kitchen at the heart of the home. French doors connect the family room and living room to the surrounding grounds, creating an easy flow between indoor and outdoor living. A formal dining room provides an elegant setting for entertaining, while a step down library offers a more intimate retreat. A first floor bedroom with full bath can serve as an alternate primary suite or home office. The primary suite is a true retreat, featuring separate baths, walk-in closets, and a balcony overlooking the lawn and gardens. Above the garage, a studio with full bath and kitchenette offers flexibility as an au pair suite, playroom, office, or guest quarters. A separate 1,146 square foot cottage includes a living room, bedroom, full kitchen, and 1.5 baths, ideal for guests, extended family, or a private workspace. A charming storage shed completes the property. 38 Gerrish Lane offers a rare balance of pastoral serenity and modern day ease in one of New Canaan's

38 Gerrish Ln, New Canaan

$4,000,000
5 Beds 6 Baths 24178727 MLS
Welcome to a property where a collector's garden of Japanese maples, rhododendrons, and azaleas - in every shade from gold to crimson to blush pink - announces something extraordinary before you've even reached the front door. A circular drive leads to this classic New England white Colonial, set on nearly three and a half acres on prestigious Turtle Back Road, where grounds shaped with the care of a private arboretum unfold: flagstone terraces, fieldstone walls, and specimen plantings set against a canopy of mature trees. From its copper roof to its storied gardens, every element of this five-bedroom, six-bath New Canaan property feels distinctive. With nearly 5,200 square feet of living space, the home offers generous accommodations while maintaining real warmth and character. Positioned to embrace its surroundings, sun-filled interiors and tranquil views from nearly every room create a seamless connection between indoors and out. Whether entertaining on a grand scale or savoring the simple pleasures of everyday life, the property offers a rare sense of space, comfort, and retreat. Just minutes from the heart of New Canaan, this exceptional home provides easy access to downtown amenities, award-winning schools, parks, and Metro-North - while feeling worlds away from it all. Seldom does a property offer such a rare combination of privacy, beauty, and one of Fairfield County's most sought-after addresses.

248 Turtle Back Rd, New Canaan

$5,195,000
6 Beds 8 Baths 24197551 MLS
On one of New Canaan's most coveted streets, 25 Adams Lane stands as a rare offering: exceptional architecture, extraordinary amenities, and the kind of warmth that cannot be built - only lived. Set on two glorious south-facing acres, the property commands one of the finest front lawns in town; a sweeping, softly grassed acre framed by mature flowering trees, and longtime home to the neighborhood's beloved annual Turkey Bowl. The fully enclosed backyard, bordered by a gently running creek and cathedral of mature trees, delivers the privacy of a country estate within one of New Canaan's most beloved neighborhoods. This spacious residence offers six bedrooms, six full and two half baths across four thoughtfully designed levels. Step inside to soaring 9-foot ceilings, extensive custom millwork, and windows positioned to flood every room with southern light. The open-plan kitchen anchored by two large islands and appointed with Sub-Zero, Wolf, and Thermador, rises to every occasion. Five fireplaces warm the principal gathering spaces, including a handsome paneled study ideal for working from home. The primary suite features a fully custom dressing room and stunning new bath (2025). A private sitting room with three walls of windows, suspended among the treetops, redefines what a home office can be. The finished third floor serves as playroom, studio, or guest quarters. The lower level delivers a nine-seat home theater, well-appointed gym, and wine cellar.

25 Adams Ln, New Canaan

$4,595,000
6 Beds 7 Baths 24203624 MLS
A remarkable home where historic charm has been completely reimagined for modern living, set on over two acres in one of New Canaan's most coveted locations. Impeccably cared for and thoughtfully updated throughout, this stately residence offers over 7,000 square feet of beautifully appointed interiors with six bedrooms, six-and-a-half bathrooms, custom millwork and moldings, soaring ceilings, and exceptional attention to detail. A welcoming entry and adjoining office open to an elegant living room with double-sided gas fireplace and formal dining room with butler's pantry. Designed equally for effortless entertaining and everyday living, the heart of the home is an extraordinary custom kitchen with ample storage opening to an impressive, light-filled family room. Multiple French doors extend the living spaces outdoors to the rear porches, sweeping lawns, and pool. A powder room, two bedrooms, full bath, and mudroom provide added flexibility on the main level. Upstairs, the luxurious primary suite is a true retreat with fireplace, balcony, spa-like bath, and three walk-in closets. Three additional bedrooms, three bathrooms, a second family room, and laundry room complete the second level. The lower level offers additional living space with a bonus room, access to the three-car garage, and a fabulous cabana room with wet bar, updated full bath, and sliding doors opening directly to the pool for effortless summer entertaining.

125 West Rd, New Canaan

$1,999,000
4 Beds 3 Baths 24203160 MLS
A Frazier Peters masterpiece awaits its next steward on a private two-acre sanctuary in New Canaan. Enchanting stone steps lead the way to this magical home, where a great room with a soaring cathedral ceiling and large wood burning fireplace anchors the residence - flanked on one side by effortless entertaining spaces including a gourmet kitchen, formal dining room, and wet bar, as well as the private primary suite, and on the other by three additional bedrooms, a dedicated office, and two full baths. A sunroom bathes the home in natural light, offering a serene retreat to take in the lush, private grounds. Full of timeless character, architectural provenance, and enduring construction quality, this rare offering is ripe for re-imagination by someone ready to put their own stamp on something truly special.

Gravel Island Road, New Canaan

$3,495,000
3 Beds 5 Baths 24200998 MLS
This luxury custom designed home in a private country setting offers maximum privacy and comfortable living. The main level offers single floor living featuring a private primary suite with dressing room, full bath and French doors to a full screened porch with fireplace. The living room under a cathedral ceiling with fireplace and its own terrace access. An eat in kitchen with bay windows, breakfast nook, granite counters, Sub-Zero and Wolf range, powder room. A private office with bay windows. Laundry off a stone floored mudroom with built ins. Upstairs, a loft family room under a vaulted ceiling. Additional 2nd floor space includes a bedroom with full bath, and recreation room with adjoining bedroom and full bath that functions as a self-contained guest suite. The lower level adds a media room with wet bar, built ins and half bath, plus a second recreation room. Each room thoughtfully designed without compromise. Geothermal heating and cooling, whole house generator, noise reduction windows, cedar siding, stone exterior, wood shingle roof, three car attached heated garage and two fireplaces set the stage for effortless living.

700 N Wilton Rd, New Canaan

$5,475,000
5 Beds 7 Baths 24200392 MLS
Set in the coveted Silvermine area of New Canaan, 102 Silver Ridge Road presents a newly built residence where sophisticated design, exceptional scale, and effortless modern living come together. A light-filled two-story family room creates a dramatic yet inviting centerpiece. Thoughtfully designed for today's lifestyle, the home features a gourmet kitchen, two dedicated office locations, luxurious primary suite, two laundry areas and much more. Generous living spaces, abundant natural light, and refined finishes provide an exceptional setting for both everyday living and entertaining. Ideally positioned in one of New Canaan's neighborhoods where the kids can still ride their bikes until the streetlights come on. The property offers a wonderful balance of privacy and convenience. Easy access to New Canaan's acclaimed schools, vibrant downtown shopping and dining, train station, Waveny Park and an array of scenic trails and open spaces. A rare opportunity to to find a new luxury home in the sought-after Silvermine community, just minutes from the best of New Canaan.

102 Silver Ridge Rd, New Canaan

$8,747,000
7 Beds 10 Baths 24199897 MLS
FrogPond Estate is New Canaan's most striking modern Scandinavian offering-an architectural achievement set on 2.25 private acres just moments from town and train. With 11,836+ sq. ft. of sunfilled, designdriven living space, this 7 bed, 9.5bath custom residence delivers soaring 12ft ceilings, bespoke millwork, designer lighting, and walls of glass that erase the line between indoors and out. A showstopping doubleisland gourmet kitchen anchors the open main level, perfect for quiet daily living or largescale entertaining. The estate's fully independent 1,190 sq. ft. Cottage-with separate address and utilities-adds a private bedroom, office, full bath, island kitchen, laundry, and a flexible loft ideal for guests, extended family, staff, or professional use. Thoughtfully scaled yet beautifully finished, it elevates FrogPond into a true multidwelling compound. Pool is open. Landscaping complete. Showready today. A rare modern sanctuary-private, polished, and unlike anything else in the market. This is the listing buyers will clear their schedules to see.

259 & 253 Frogtown Rd, New Canaan

$1,249,000
4 Beds 2 Baths 24195032 MLS
Well maintained 4-bedroom, 2-bath raised ranch, ideally situated on a quiet cul-de-sac just minutes from downtown New Canaan, schools, and much more! Offering a wonderful combination of comfort, location, and future potential, this home features a spacious, functional layout and a fantastic backyard perfect for entertaining, outdoor play, or simply enjoying the peaceful setting. Recent updates include a freshly painted interior, new light fixtures, door hardware, and refinished hardwood floors. Even better, all of the major improvements have already been completed, including a newer roof, gutters, siding, windows, 200-amp electrical service, water heater, and A/C compressor.With its extensive recent improvements and thoughtful updates throughout, this home is truly move-in ready and ready to welcome its next owners.

20 Lincoln Dr, New Canaan

$1,095,000
3 Beds 2 Baths 24195555 MLS
The Ultimate Canvas on the Cul-de-Sac: Shine Bright in the Village Corridor! Tucked away on one of the neighborhood's most coveted, postcard-worthy cul-de-sacs, this rare gem serves up the ultimate blend of peaceful seclusion and unbeatable village convenience-complete with sidewalks taking you right to the heart of the action! Perched on a flat, dry, and bathed-in-sunlight .32-acre parcel, the south-facing orientation floods the property with natural light all day long. Whether you choose to reimagine the existing, 3-bedroom, 1.5-bath home or bring your dream team to build a custom masterpiece from the ground up, the possibilities here are endless. Set among a gorgeous tapestry of mature landscaping, meticulous existing homes, and impressive multi-million-dollar new construction, you are investing in a premier street where location is king and the upside is limitlessly bright. Just minutes from the train, vibrant village life, and top-rated New Canaan schools.

19 S Down River Rd, New Canaan

$1,595,000
3 Beds 3 Baths 24194178 MLS
Charm Of A Cape With A Unique Layout That Lives Like A Split-Level. The inviting floor plan features a step-down living room and dining room, creating distinct spaces for entertaining and everyday living. Offering three bedrooms and three full baths, the spacious primary suite includes two walk-in closets and a private full bath. Additional highlights include a first-floor family room, some hardwood flooring, two fireplaces, central air conditioning, and a propane generator for added peace of mind. The finished lower level provides flexible space for a recreation room, home office, gym, or guest area. Situated on a beautiful, approximately half-acre lot on a private road, this property offers a peaceful setting while remaining conveniently close to town, shopping, restaurants, and the train station. Completing the package is an attached two-car garage and plenty of space both inside and out to enjoy. A wonderful opportunity to own a charming home in a desirable location with comfort, convenience, and versatile living spaces throughout.

21 Hampton Ln, New Canaan

$2,850,000
5 Beds 5 Baths 24193634 MLS
Nestled at the end of a private lane off sought after Smith Ridge Road, this enchanting 1924 Cape exudes timeless elegance and undeniable charm. Set on 2.2 lush, flat acres, the property offers a serene retreat with expansive grounds ideal for relaxation and hosting. The chef's kitchen features top tier appliances and quartz countertops that balance beauty with functionality, and it opens seamlessly into the family room for effortless everyday living. The spacious living room showcases French doors that lead to a breathtaking park-like setting with a built-in outdoor grill and stone fireplace. The first-floor primary suite is approached through a cozy sitting room with a fireplace, creating an intimate and inviting entry. Four beautifully finished bedrooms complete the home, each crafted with thoughtful detail and classic appeal. The expansive bonus room above the garage-complete with a full bathroom and steam shower-offers exceptional versatility, perfect for a home gym, recreation room, private office, or guest suite. Brand new septic system!

758 Smith Ridge Rd, New Canaan

$2,950,000
5 Beds 6 Baths 24193553 MLS
Come see this spectacular colonial farmhouse as seen in publications such as Connecticut Cottages & Gardens, Country Living, Architectural Digest along with numerous catalogues, books, and advertising campaigns this bucolic and exquisitely designed 5 bedroom, 5.5 bath is not to be missed. Design by a renowned kitchen and bath designer as her personal house and then elevated by a leader in the home industry, this house provides a seamless floor plan. A large bonus space above the garage is illuminated year round by natural light making it the perfect family hangout in the cooler months and a professionally designed garden and fountain provide for exquisite 3 season outdoor living and entertaining space. The basement yields an additional space and a full bath for an effective au pair or in-law suite. Custom high-end window treatments throughout that are also motorized in the bedrooms, combine with perfectly selected light-fixtures to further enhance the home. This house is tucked into the side of Cross Ridge Road providing the feeling of privacy all while maintaining that neighborhood feel. Schedule your tour today as this one will not last long.

215 Cross Ridge Rd, New Canaan

$3,000,000
3 Beds 3 Baths 24192583 MLS
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

192 Cross Ridge Rd, New Canaan

$1,795,000
3 Beds 3 Baths 24192934 MLS
Silvermine, one of New Canaan's highly desired neighborhoods. Embrace the unique lifestyle of this historic area. The location is a short walk to the Silvermine Arts Center and the Inn at Gray Barns offering fine dining along w/ a coffee shop while enjoying the views of the Silvermine River. This sophisticated turn-key ready home offers one floor living at its best. The home welcomes you w/ an open, sun-drenched floor plan designed for entertaining, highlighted by fine millwork, architectural details, & gleaming hardwood floors. Cooking & hosting are a true delight in the bright, airy kitchen, featuring modern appliances & flows into a large, sunlit family room. From there, a single step leads to a private patio perfect for outdoor dining & the lush level backyard. The sleeping wing designed for privacy, w/ the primary suite along w/ 2 additional bedrooms & a full hall bath. The finished bright walkout lower level adds approximately 1,400 sf of versatile space w/ a half bath, making it ideal for a possible in-law suite & still w/ room for an office, gym & playroom. Many recent updates provide peace of mind, which partly include newer windows, newer roof, a freshly paved driveway, & a crisp color palette both inside & out. The outdoors is a private retreat, beautifully landscaped & enhanced by a new stone entry, a rear stone terrace, & w/ ample room for a pool. Residents will love the easy living lifestyle all just minutes away from downtown shopping, dining, & commuter routes

76 Comstock Hill Rd, New Canaan

$1,495,000
5 Beds 3 Baths 24189157 MLS
The Seely House is a rare opportunity to become the next steward of one of New Canaan's enduring historic treasures. This remarkable residence traces its origins to the years surrounding the American Revolution and stands as a tangible link to the town's earliest beginnings. Rich in character and architectural authenticity, the home showcases the craftmanship and charm that can only be achieved through centuries of careful preservation. Historic details blend seamlessly with modern comforts, creating a warm and inviting living experience that honors the home's heritage while accommodating today's lifestyle. Set along picturesque Old Stamford Rd., the property enjoys an enviable location just moments from downtown New Canaan's acclaimed restaurants, boutiques, parks, train station and schools. Here, homeowners can enjoy the rare combination of historic significance and walk-to-town/schools convenience. More than a residence, The Seely House is a legacy property offering timeless character, irreplaceable authenticity, and the chance to write the next chapter in a story that has endured for generations.

68 Old Stamford Rd, New Canaan

$4,000,000
4 Beds 5 Baths 24189751 MLS
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.

565 Oenoke Rdg, New Canaan

$7,499,000
6 Beds 10 Baths 24184383 MLS
NEW CONSTRUCTION - Set on a quiet cul-de-sac just minutes from the heart of New Canaan, this custom-built estate by renowned builder V&A Construction reflects the superior craftsmanship, attention to detail and refined finishes for which the company is known. Currently in the final stages of construction, the home is designed for both everyday living and effortless entertaining. A gracious floor plan features ceilings exceeding 10 feet, two staircases, an elevator serving multiple floors, six spacious ensuite bedrooms, 10 bathrooms, two laundry rooms, imported European windows and doors, wide-plank white oak floors throughout and a Brava premium composite slate roof. At the center of the home is a spectacular chef's kitchen appointed with Sub-Zero and Wolf appliances, dual dishwashers, custom cabinetry and a large island. The space opens seamlessly to the family room, formal living and dining rooms, a grand private office and outdoor living areas. The private backyard is designed for resort-style living with a 20' x 50' heated Gunite pool featuring a sun shelf and integrated spa, a well-equipped outdoor kitchen, covered porch, expansive patios and professionally designed landscaping framed by mature plantings.

46 Norholt Dr, New Canaan

$6,500,000
5 Beds 7 Baths 24186154 MLS
Hidden away at the end of a coveted West Side cul-de-sac, 48 Driftway Lane is a private estate tucked among the winding back roads of New Canaan. Perched atop 1.62 beautifully landscaped acres and surrounded by nature, the setting offers a rare sense of peace and privacy, yet remains just minutes from downtown New Canaan and approximately one hour from New York City. Newly constructed from the ground up in 2017 and offering over 10,000 square feet of thoughtfully curated living space, the home unfolds through a series of light-filled rooms where architectural detail, craftsmanship, and connection take center stage. A grand central foyer showcases a statement staircase framed by glass railings, creating a stunning focal point from the moment you enter. At the heart of the home, a sunlit gathering space serves as the natural connection point between the designer kitchen, soaring two-story family room, and outdoor living spaces beyond. Anchored by a stunning 10-foot quartzite waterfall island and matching custom quartzite hood, the kitchen balances beauty and function with Thermador appliances, Sub-Zero refrigeration and wine storage, custom cabinetry, and a walk-in pantry. The dramatic family room draws the eye upward with soaring ceilings, extensive architectural detailing, automated Lutron shades, and walls of windows that flood the space with natural light.

48 Driftway Ln, New Canaan

$2,295,000
4 Beds 3 Baths 24185940 MLS
IMMACULATE & PERFECT!! Nestled on a charming cul-de-sac close to town, this lovely and meticulously maintained 4-bedroom home offers the perfect blend of comfort, style, and convenience. Set on a level acre in a picturesque setting, the home features a welcoming open floor plan with sun-filled living spaces that flow effortlessly, creating an inviting setting for both everyday living and entertaining. Lovingly cared for and truly move-in ready, this home exudes warmth and timeless appeal throughout. Step outside to a lovely terrace overlooking the beautiful property, where mature landscaping, and classic stone walls create a serene park-like backdrop. Whether hosting friends, enjoying family gatherings, or simply unwinding outdoors, the setting is both peaceful and inviting. With its thoughtful design, beautiful surroundings, and desirable location close to town and schools, this special property offers a wonderful opportunity to enjoy the very best of New Canaan living.

51 Horton Ln, New Canaan

$8,250,000
6 Beds 8 Baths 24184237 MLS
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.

190 Brookwood Ln, New Canaan

$4,700,000
5 Beds 7 Baths 24161583 MLS
Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated gunite pool and pool house, added in 1991, offer a true retreat setting, complete with a party room, kitchen, bedroom, bath, and sauna for a resort like experience. A rare opportunity to own a private New Canaan estate with exceptional grounds, flexibility of living, and proximity to town.

537 Oenoke Rdg, New Canaan

$2,495,000
5 Beds 4 Baths 24169441 MLS
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.

171 Proprietors Xing, New Canaan

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.