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This offering presents an unusual opportunity to own and enjoy a stunning five-acre, turn-key, estate in one of New Canaan's most desirable locations - in town and close to everything that makes New Canaan so special. This distinguished property represents a rare combination of architectural elegance, exceptional design, and meticulous stewardship. Encompassing a beautifully appointed five-bedroom main residence, an equally refined three-bedroom guest house, and an extraordinary collection of amenities including a pool and spa, tennis court, pool house, and significant landscape and infrastructure improvements. Designed and executed to an exceptional standard by Hobbs Construction with interiors originally appointed by acclaimed designer Alexa Hampton and now professionally staged for sale. Every detail reflects a level of craftsmanship, refinement, and quality seldom found in today's market. Beautifully proportioned rooms, curated finishes, and sophisticated architectural details create a home that feels both grand and inviting. Custom millwork, bespoke lighting, upholstered walls, marble-clad baths, radiant heated floors, and thoughtfully designed gathering spaces speak to a residence where no element has been overlooked and no compromise has been made.

5 Beds ⋅ 8 Baths ⋅ 24185231 MLS

This offering presents an unusual opportunity to own and enjoy a stunning five-acre, turn-key, estate in one of New Canaan's most desirable locations - in town and close to everything that makes New Canaan so special. This distinguished property represents a rare combination of architectural elegance, exceptional design, and meticulous stewardship. Encompassing a beautifully appointed five-bedroom main residence, an equally refined three-bedroom guest house, and an extraordinary collection of amenities including a pool and spa, tennis court, pool house, and significant landscape and infrastructure improvements. Designed and executed to an exceptional standard by Hobbs Construction with interiors originally appointed by acclaimed designer Alexa Hampton and now professionally staged for sale. Every detail reflects a level of craftsmanship, refinement, and quality seldom found in today's market. Beautifully proportioned rooms, curated finishes, and sophisticated architectural details create a home that feels both grand and inviting. Custom millwork, bespoke lighting, upholstered walls, marble-clad baths, radiant heated floors, and thoughtfully designed gathering spaces speak to a residence where no element has been overlooked and no compromise has been made.

887 Weed St, New Canaan

$7,650,000

Welcome to 372 Brushy Ridge Road in the picturesque town of New Canaan, CT. A stone-pillared entrance leads you to this magnificent estate, meticulously transformed between 2022 and 2024. This 8,000+ sq ft home strikes a balance that is genuinely difficult to achieve: light-flooded and effortlessly modern, yet layered with warmth and character that only time can give. The four rooms at the heart of this home - the primary bedroom, kitchen, sunroom, and family room - each received transformations of the highest order. In both the primary suite and sunroom, rooflines were lifted to create spaces of extraordinary volume and light. The primary bedroom is a true sanctuary: soaring ceilings, new Marvin windows framing the treetops, an antique Delft-tiled fireplace, and a spa bath of the finest standard. The rebuilt sunroom, with vaulted beamed ceiling and Paris Ceramics heated reclaimed marble tile floor, is simply breathtaking, and the showpiece kitchen looks directly into it, featuring custom cabinetry, honed black granite, a butler's pantry, and Miele coffee station. Antique chandeliers, Ball & Ball hardware, Gracie wallpaper, and hand-scraped oak floors whisper of the home's soul - every finish custom, nothing left to do. Set across 3.5 enchanting acres designed by renowned landscape architect Kathryn Herman, the grounds evoke the quiet romance of the English countryside. A guest cottage and garaging for five complete this singular estate - minutes from town, worlds away.

5 Beds ⋅ 6 Baths ⋅ 24165499 MLS

Welcome to 372 Brushy Ridge Road in the picturesque town of New Canaan, CT. A stone-pillared entrance leads you to this magnificent estate, meticulously transformed between 2022 and 2024. This 8,000+ sq ft home strikes a balance that is genuinely difficult to achieve: light-flooded and effortlessly modern, yet layered with warmth and character that only time can give. The four rooms at the heart of this home - the primary bedroom, kitchen, sunroom, and family room - each received transformations of the highest order. In both the primary suite and sunroom, rooflines were lifted to create spaces of extraordinary volume and light. The primary bedroom is a true sanctuary: soaring ceilings, new Marvin windows framing the treetops, an antique Delft-tiled fireplace, and a spa bath of the finest standard. The rebuilt sunroom, with vaulted beamed ceiling and Paris Ceramics heated reclaimed marble tile floor, is simply breathtaking, and the showpiece kitchen looks directly into it, featuring custom cabinetry, honed black granite, a butler's pantry, and Miele coffee station. Antique chandeliers, Ball & Ball hardware, Gracie wallpaper, and hand-scraped oak floors whisper of the home's soul - every finish custom, nothing left to do. Set across 3.5 enchanting acres designed by renowned landscape architect Kathryn Herman, the grounds evoke the quiet romance of the English countryside. A guest cottage and garaging for five complete this singular estate - minutes from town, worlds away.

372 Brushy Ridge Rd, New Canaan

$7,000,000

Designed in 1996 by noted New Canaan modernist architect James Evans, who studied under Louis Kahn and worked with Paul Rudolph, this exceptional California Contemporary reflects a remarkable architect-client relationship spanning nearly four decades. After Evans designed the McKays' 1959 New Canaan mid-century modern residence, they returned to him to create this thoughtfully conceived home for the next chapter of their lives. Gracefully sited on 4.85 organic acres recognized by the Smithsonian's 'Gardens of America', the property is a private sanctuary of mature trees, native plantings, winding paths, a pond, waterfall, and abundant wildlife-yet just a short walk to downtown New Canaan and the train. Designed for elegant entertaining and effortless everyday living, the home offers a first-floor primary suite, elevator to all three levels, expansive sun-filled rooms, multiple office options, and a private two-bedroom guest suite with living room, kitchenette, full bath and separate entrance, while remaining connected to the main second level. Walls of glass blur the line between indoors and out, creating a seamless connection to the extraordinary landscape in every season. A rare opportunity to own a home of architectural significance where timeless design, nature, and modern comfort exist in perfect harmony. First time offered.

5 Beds ⋅ 6 Baths ⋅ 24190443 MLS

Designed in 1996 by noted New Canaan modernist architect James Evans, who studied under Louis Kahn and worked with Paul Rudolph, this exceptional California Contemporary reflects a remarkable architect-client relationship spanning nearly four decades. After Evans designed the McKays' 1959 New Canaan mid-century modern residence, they returned to him to create this thoughtfully conceived home for the next chapter of their lives. Gracefully sited on 4.85 organic acres recognized by the Smithsonian's 'Gardens of America', the property is a private sanctuary of mature trees, native plantings, winding paths, a pond, waterfall, and abundant wildlife-yet just a short walk to downtown New Canaan and the train. Designed for elegant entertaining and effortless everyday living, the home offers a first-floor primary suite, elevator to all three levels, expansive sun-filled rooms, multiple office options, and a private two-bedroom guest suite with living room, kitchenette, full bath and separate entrance, while remaining connected to the main second level. Walls of glass blur the line between indoors and out, creating a seamless connection to the extraordinary landscape in every season. A rare opportunity to own a home of architectural significance where timeless design, nature, and modern comfort exist in perfect harmony. First time offered.

30 Oenoke Ln, New Canaan

$6,838,000

Set just four minutes from town on nearly three acres adjacent to protected Land Trust property, this exceptional residence offers the privacy, scale, and tranquility of a country estate without sacrificing convenience. Sprawling lawns, stone walls, and a fully finished pool house with pool accessed through a dramatic hornbeam archway, underscore the property's exceptional outdoor living experience. The entry foyer establishes the home's architectural character, unfolding into a generous front to back gallery anchored by mahogany doors that open directly to the 33 foot covered porch and outdoor terrace. Detailed millwork, oak floors, and beautifully proportioned rooms create a sense of continuity throughout, while French doors across the principal living spaces provide a seamless connection between indoor and outdoor living. The kitchen, family room, and informal dining area are thoughtfully arranged in an open, flowing layout oriented toward the grounds, balancing everyday comfort with effortless entertaining. A well appointed mudroom serves the practical demands of daily life with equal attention to detail. The primary suite is distinguished by soaring 12 foot ceilings and dual walk in closets. Four additional en suite bedrooms, a substantial bonus room, and a third floor guest suite/lounge complete the upper levels. The lower level is finished with a generous recreation space, half bath, media room, and a gaming room that walks out to a private terrace.

5 Beds ⋅ 9 Baths ⋅ 24178654 MLS

Set just four minutes from town on nearly three acres adjacent to protected Land Trust property, this exceptional residence offers the privacy, scale, and tranquility of a country estate without sacrificing convenience. Sprawling lawns, stone walls, and a fully finished pool house with pool accessed through a dramatic hornbeam archway, underscore the property's exceptional outdoor living experience. The entry foyer establishes the home's architectural character, unfolding into a generous front to back gallery anchored by mahogany doors that open directly to the 33 foot covered porch and outdoor terrace. Detailed millwork, oak floors, and beautifully proportioned rooms create a sense of continuity throughout, while French doors across the principal living spaces provide a seamless connection between indoor and outdoor living. The kitchen, family room, and informal dining area are thoughtfully arranged in an open, flowing layout oriented toward the grounds, balancing everyday comfort with effortless entertaining. A well appointed mudroom serves the practical demands of daily life with equal attention to detail. The primary suite is distinguished by soaring 12 foot ceilings and dual walk in closets. Four additional en suite bedrooms, a substantial bonus room, and a third floor guest suite/lounge complete the upper levels. The lower level is finished with a generous recreation space, half bath, media room, and a gaming room that walks out to a private terrace.

256 Country Club Rd, New Canaan

$6,550,000

119 Proprietors Crossing is an entertainer's dream, featuring stunning architecture by James E. Gearity. Nestled on four private acres, this six-bedroom estate blends timeless elegance with modern luxury. A private drive leads to an elegant fountain, setting an unforgettable tone. Inside, a soaring foyer showcases a dramatic Baccarat chandelier and seven fireplaces, enhancing the warm atmosphere. Spacious entertaining areas flow seamlessly to a tranquil terrace. The heart of the home includes a chef's kitchen that opens to a Great Room with a remarkable 35.5 foot vaulted ceiling, centered around a large quartz island with integrated audio. A formal dining room beneath another Baccarat chandelier sets the stage for memorable gatherings. The West wing hosts the primary suite, featuring a cozy retreat and a study with a hidden staircase leading to a gym and an 800-square-foot dressing room. An adjacent Junior Primary Suite has its own entrance and living area. Upstairs, four additional bedrooms include two ensuite and two with a jack-and-jill bath. The finished lower level boasts a media room, fitness center, and wine cellar. Outdoors, curated grounds offer a dining pavilion, outdoor kitchen, and a newly constructed pool and spa, with space for a tennis/pickle-ball court. Engineered for efficiency, the estate features commercial-grade systems, radiant heat, and a rare Welsh slate roof. A four-car garage and an elevator service complete this exceptional offering.

6 Beds ⋅ 10 Baths ⋅ 24156735 MLS

119 Proprietors Crossing is an entertainer's dream, featuring stunning architecture by James E. Gearity. Nestled on four private acres, this six-bedroom estate blends timeless elegance with modern luxury. A private drive leads to an elegant fountain, setting an unforgettable tone. Inside, a soaring foyer showcases a dramatic Baccarat chandelier and seven fireplaces, enhancing the warm atmosphere. Spacious entertaining areas flow seamlessly to a tranquil terrace. The heart of the home includes a chef's kitchen that opens to a Great Room with a remarkable 35.5 foot vaulted ceiling, centered around a large quartz island with integrated audio. A formal dining room beneath another Baccarat chandelier sets the stage for memorable gatherings. The West wing hosts the primary suite, featuring a cozy retreat and a study with a hidden staircase leading to a gym and an 800-square-foot dressing room. An adjacent Junior Primary Suite has its own entrance and living area. Upstairs, four additional bedrooms include two ensuite and two with a jack-and-jill bath. The finished lower level boasts a media room, fitness center, and wine cellar. Outdoors, curated grounds offer a dining pavilion, outdoor kitchen, and a newly constructed pool and spa, with space for a tennis/pickle-ball court. Engineered for efficiency, the estate features commercial-grade systems, radiant heat, and a rare Welsh slate roof. A four-car garage and an elevator service complete this exceptional offering.

119 Proprietors Xing, New Canaan

$6,250,000

Located on prestigious Oenoke Ridge in the heart of New Canaan, this spectacular modern farmhouse represents the pinnacle of luxury living, offering exceptional craftsmanship, designer finishes, and every high-end amenity imaginable. Perfectly positioned just moments from the New Canaan Nature Center, scenic walking trails, and a short stroll via sidewalks to the Village's renowned restaurants, boutiques, and theater, the location is truly unparalleled. Meticulously maintained and beautifully appointed, the home is defined by airy, light-filled interiors and an exceptional open-concept floor plan designed for both sophisticated entertaining and comfortable everyday living. A gracious wraparound porch welcomes you into elegant interiors featuring a stunning foyer, expansive living room with gas fireplace, and a state-of-the-art chef's kitchen with oversized center island, premium appliances, butler's pantry, and custom bar area. The adjoining family room, anchored by a second fireplace, opens through French doors to the resort-style grounds beyond. Designed for seamless indoor-outdoor living, the private backyard is a true sanctuary, featuring a spectacular Gunite pool and spa surrounded by lush professional landscaping. A spacious stone terrace offers multiple seating and lounging areas, while the fully equipped outdoor kitchen creates the ideal setting for alfresco dining and entertaining. The luxurious primary suite is a serene retreat with vaulted ceilings, a spa-inspired

5 Beds ⋅ 7 Baths ⋅ 24174226 MLS

Located on prestigious Oenoke Ridge in the heart of New Canaan, this spectacular modern farmhouse represents the pinnacle of luxury living, offering exceptional craftsmanship, designer finishes, and every high-end amenity imaginable. Perfectly positioned just moments from the New Canaan Nature Center, scenic walking trails, and a short stroll via sidewalks to the Village's renowned restaurants, boutiques, and theater, the location is truly unparalleled. Meticulously maintained and beautifully appointed, the home is defined by airy, light-filled interiors and an exceptional open-concept floor plan designed for both sophisticated entertaining and comfortable everyday living. A gracious wraparound porch welcomes you into elegant interiors featuring a stunning foyer, expansive living room with gas fireplace, and a state-of-the-art chef's kitchen with oversized center island, premium appliances, butler's pantry, and custom bar area. The adjoining family room, anchored by a second fireplace, opens through French doors to the resort-style grounds beyond. Designed for seamless indoor-outdoor living, the private backyard is a true sanctuary, featuring a spectacular Gunite pool and spa surrounded by lush professional landscaping. A spacious stone terrace offers multiple seating and lounging areas, while the fully equipped outdoor kitchen creates the ideal setting for alfresco dining and entertaining. The luxurious primary suite is a serene retreat with vaulted ceilings, a spa-inspired

211 Oenoke Rdg, New Canaan

$5,900,000

Experience the pinnacle of sophisticated living in this extraordinary estate by renowned builder Kaali-Nagy, perfectly situated within walking distance to the village, train, and nature center. The residence showcases impeccable craftsmanship throughout, defined by extensive custom moldings, intricate wainscoting, and an effortless flow designed for both grand entertaining and intimate daily life. At the heart of the home, a gourmet chef's kitchen features a sun-drenched breakfast room and a butler's pantry, with French doors opening to one of three private terraces for seamless indoor-outdoor transitions. Designed to elevate everyday living, the home also boasts a fully equipped private home gym, an inviting billiards room and media area, perfect for relaxed gatherings.The private property is equally impressive, boasting a spectacular 20 x 40 heated gunite pool surrounded by professionally designed, mature landscaping that creates a serene and secluded outdoor retreat-ideal for summer entertaining or peaceful relaxation. This thoughtfully designed floor plan includes five spacious ensuite bedrooms, each boasting its own walk-in closet, ensuring unparalleled comfort for family and guests alike. Complete with the modern convenience of a private elevator serving the home's multiple levels, this property offers a rare blend of timeless architectural detail, exceptional amenities, and a premier "walk-to-everything" location.

5 Beds ⋅ 8 Baths ⋅ 24135729 MLS

Experience the pinnacle of sophisticated living in this extraordinary estate by renowned builder Kaali-Nagy, perfectly situated within walking distance to the village, train, and nature center. The residence showcases impeccable craftsmanship throughout, defined by extensive custom moldings, intricate wainscoting, and an effortless flow designed for both grand entertaining and intimate daily life. At the heart of the home, a gourmet chef's kitchen features a sun-drenched breakfast room and a butler's pantry, with French doors opening to one of three private terraces for seamless indoor-outdoor transitions. Designed to elevate everyday living, the home also boasts a fully equipped private home gym, an inviting billiards room and media area, perfect for relaxed gatherings.The private property is equally impressive, boasting a spectacular 20 x 40 heated gunite pool surrounded by professionally designed, mature landscaping that creates a serene and secluded outdoor retreat-ideal for summer entertaining or peaceful relaxation. This thoughtfully designed floor plan includes five spacious ensuite bedrooms, each boasting its own walk-in closet, ensuring unparalleled comfort for family and guests alike. Complete with the modern convenience of a private elevator serving the home's multiple levels, this property offers a rare blend of timeless architectural detail, exceptional amenities, and a premier "walk-to-everything" location.

143 Oenoke Rdg, New Canaan

$5,800,000

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.

6 Beds ⋅ 10 Baths ⋅ 24167662 MLS

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.

140 Stoneleigh Rd, New Canaan

$5,700,000

The "Legacy Estate" An Oenoke Ridge Masterpiece: The main brick residence captures the essence of Gilded Age elegance with 10-12 ft ceilings, eight fireplaces, a classic wrap-around-porch, and a porte-cochere. Spanning four finished levels, the main residence seamlessly blends original character with a significant three-story addition completed in 2012. The newer wing features a spacious Smallbone gourmet kitchen, sun-drenched breakfast room, large working pantry, 2-sided fireplace, large center island fit for a master chef and an adjacent family room all designed for casual living and effortless entertaining. The main residence includes a luxurious owner suite with fireplace, balcony, marble bath and 2 walk-in-closets. There are six additional bedrooms on the upper levels. The home is rich with architectural character throughout. The property also includes: - Three Historic Barns: Versatile spaces for collectors, animal lovers, gardeners or car enthusiasts. Grounds: Set high on the ridge, 4 pastoral acres with an identified pool site, multiple gardens, and rolling lawns. Own a piece of New Canaan history on Oenoke Ridge.

7 Beds ⋅ 8 Baths ⋅ 24147831 MLS

The "Legacy Estate" An Oenoke Ridge Masterpiece: The main brick residence captures the essence of Gilded Age elegance with 10-12 ft ceilings, eight fireplaces, a classic wrap-around-porch, and a porte-cochere. Spanning four finished levels, the main residence seamlessly blends original character with a significant three-story addition completed in 2012. The newer wing features a spacious Smallbone gourmet kitchen, sun-drenched breakfast room, large working pantry, 2-sided fireplace, large center island fit for a master chef and an adjacent family room all designed for casual living and effortless entertaining. The main residence includes a luxurious owner suite with fireplace, balcony, marble bath and 2 walk-in-closets. There are six additional bedrooms on the upper levels. The home is rich with architectural character throughout. The property also includes: - Three Historic Barns: Versatile spaces for collectors, animal lovers, gardeners or car enthusiasts. Grounds: Set high on the ridge, 4 pastoral acres with an identified pool site, multiple gardens, and rolling lawns. Own a piece of New Canaan history on Oenoke Ridge.

757 Oenoke Rdg, New Canaan

$5,300,000

Experience timeless elegance and resort-style living in this extraordinary stone estate on 2+ spectacular acres overlooking a serene spring-fed pond with direct water access. Designed by architect Malcolm Robertson with interiors inspired by Rick Livingston Period Design, this home offers 9,369 SF of masterfully crafted living space blending architectural sophistication with modern luxury. Built in 2004, the home showcases Venetian plaster walls, cerused oak details, radiant heated stone floors, soaring ceilings, extensive custom millwork, and dramatic walls of glass framing breathtaking views of the pool, grounds, and pond. At the center of the home is a showstopping 3 story gourmet kitchen-a true culinary masterpiece-seamlessly blending architectural drama with top-tier functionality with limestone counters, oversized gathering island, and premium Miele, Wolf, Viking, and SubZero appliances. Designed for both grand entertaining and comfortable everyday living, the residence features 6 en-suite bedrooms, 8 full and 2 half baths, with spectacular first-floor primary suite with dressing rm and spa bath. Amenities incl media rm, billiard rm, sun rm, gym, professional office suite, Control4 smart home technology, surround sound, heated pool w/automatic cover, separate spa, Har-Tru tennis court, extensive landscape lighting, and beautifully manicured grounds. Rarely does a property of this caliber, privacy, and design become available just moments from town in a coveted location

6 Beds ⋅ 10 Baths ⋅ 24169455 MLS

Experience timeless elegance and resort-style living in this extraordinary stone estate on 2+ spectacular acres overlooking a serene spring-fed pond with direct water access. Designed by architect Malcolm Robertson with interiors inspired by Rick Livingston Period Design, this home offers 9,369 SF of masterfully crafted living space blending architectural sophistication with modern luxury. Built in 2004, the home showcases Venetian plaster walls, cerused oak details, radiant heated stone floors, soaring ceilings, extensive custom millwork, and dramatic walls of glass framing breathtaking views of the pool, grounds, and pond. At the center of the home is a showstopping 3 story gourmet kitchen-a true culinary masterpiece-seamlessly blending architectural drama with top-tier functionality with limestone counters, oversized gathering island, and premium Miele, Wolf, Viking, and SubZero appliances. Designed for both grand entertaining and comfortable everyday living, the residence features 6 en-suite bedrooms, 8 full and 2 half baths, with spectacular first-floor primary suite with dressing rm and spa bath. Amenities incl media rm, billiard rm, sun rm, gym, professional office suite, Control4 smart home technology, surround sound, heated pool w/automatic cover, separate spa, Har-Tru tennis court, extensive landscape lighting, and beautifully manicured grounds. Rarely does a property of this caliber, privacy, and design become available just moments from town in a coveted location

114 Adams Ln, New Canaan

$4,795,000

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.

4 Beds ⋅ 5 Baths ⋅ 24166713 MLS

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.

24 Llewellyn Dr, New Canaan

$4,700,000

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.

6 Beds ⋅ 7 Baths ⋅ 24180326 MLS

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.

81 Lukes Wood Rd, New Canaan

$4,700,000

Located on one of New Canaan's most desirable streets, here's a home that immediately feels welcoming from the moment you arrive. Its sophisticated style and understated elegance create a quiet sense of calm the moment you walk through the doors. Filled with natural light and designed for both everyday living and elegant entertaining, this exceptional property offers timeless appeal in a beautifully private setting, just moments from town and perfectly positioned for both privacy and convenience. Professionally landscaped grounds with specimen trees further enhance the home's sense of beauty and privacy. Soaring ceilings and airy, light-filled rooms flow naturally from one to another, while elegant French doors open to a lushly landscaped courtyard, allowing the fountain and sparkling pool to become an extension of the living spaces. The formal living and dining rooms flow naturally into the airy eat-in kitchen with two chef's islands and dual ovens to a family room with a soaring cathedral ceiling and dramatic fieldstone fireplace, equally suited for intimate evenings by the fire or relaxed entertaining with family and friends. Radiant heated stone floors add warmth and comfort throughout the home's thoughtfully designed living spaces.

5 Beds ⋅ 8 Baths ⋅ 24165514 MLS

Located on one of New Canaan's most desirable streets, here's a home that immediately feels welcoming from the moment you arrive. Its sophisticated style and understated elegance create a quiet sense of calm the moment you walk through the doors. Filled with natural light and designed for both everyday living and elegant entertaining, this exceptional property offers timeless appeal in a beautifully private setting, just moments from town and perfectly positioned for both privacy and convenience. Professionally landscaped grounds with specimen trees further enhance the home's sense of beauty and privacy. Soaring ceilings and airy, light-filled rooms flow naturally from one to another, while elegant French doors open to a lushly landscaped courtyard, allowing the fountain and sparkling pool to become an extension of the living spaces. The formal living and dining rooms flow naturally into the airy eat-in kitchen with two chef's islands and dual ovens to a family room with a soaring cathedral ceiling and dramatic fieldstone fireplace, equally suited for intimate evenings by the fire or relaxed entertaining with family and friends. Radiant heated stone floors add warmth and comfort throughout the home's thoughtfully designed living spaces.

146 Lambert Rd, New Canaan

$4,700,000

Step into timeless sophistication at this breathtaking Neoclassical estate, ideally located on over 4 pristine acres in one of New Canaan's most sought-after locations. Offering 6,557 square feet of beautifully refined living space, this extraordinary home effortlessly balances classic architectural elegance with the comforts of modern luxury. Thoughtfully redesigned and expanded between 2010 and 2017, the main residence features 5 spacious bedrooms and 4.1 bathrooms, alongside formal living and dining rooms, a chef-inspired kitchen, a sunlit mudroom, and multiple inviting family and gathering spaces. Every room showcases meticulous craftsmanship, bespoke millwork, and exceptional finishes-designed for both everyday living and elegant entertaining. A charming detached carriage house adds even more flexibility, perfect as a guest retreat, home office, fitness studio, or private residence for in-laws or an au pair. It includes its own bedroom, full bath, kitchen, and living area. Outside, the estate unfolds into sweeping lawns, curated gardens, specimen trees, and beautifully designed hardscapes, including a sparkling pool and spa. With top-to-bottom improvements-new windows and doors, updated utilities, a re-sealed roof, and more-this home is as turnkey as it is timeless. This is a rare opportunity to own an iconic and serene legacy property in the heart of New Canaan-an estate that truly must be seen to be appreciated.

5 Beds ⋅ 6 Baths ⋅ 24165312 MLS

Step into timeless sophistication at this breathtaking Neoclassical estate, ideally located on over 4 pristine acres in one of New Canaan's most sought-after locations. Offering 6,557 square feet of beautifully refined living space, this extraordinary home effortlessly balances classic architectural elegance with the comforts of modern luxury. Thoughtfully redesigned and expanded between 2010 and 2017, the main residence features 5 spacious bedrooms and 4.1 bathrooms, alongside formal living and dining rooms, a chef-inspired kitchen, a sunlit mudroom, and multiple inviting family and gathering spaces. Every room showcases meticulous craftsmanship, bespoke millwork, and exceptional finishes-designed for both everyday living and elegant entertaining. A charming detached carriage house adds even more flexibility, perfect as a guest retreat, home office, fitness studio, or private residence for in-laws or an au pair. It includes its own bedroom, full bath, kitchen, and living area. Outside, the estate unfolds into sweeping lawns, curated gardens, specimen trees, and beautifully designed hardscapes, including a sparkling pool and spa. With top-to-bottom improvements-new windows and doors, updated utilities, a re-sealed roof, and more-this home is as turnkey as it is timeless. This is a rare opportunity to own an iconic and serene legacy property in the heart of New Canaan-an estate that truly must be seen to be appreciated.

1191 Oenoke Rdg, New Canaan

$4,675,000

This exceptional and meticulously crafted residence offers the perfect synthesis of luxury, space and privacy in one of New Canaan's most coveted in-town locations. Nestled on a rare.52-acre private parcel, this thoughtfully and beautifully recently renovated home provides a serene retreat while remaining uber convenient to schools, shopping and cherished downtown amenities. Spanning four beautifully finished levels, the home offers elevator access to three floors, providing exceptional convenience and seamless flow throughout. Expansive living and family room areas showcasing striking millwork are perfectly suited for entertaining and gatherings while the main level office with coffered ceiling provides a refined space for work from home life. At the heart of the home-and sure to impress-is a stunning open-concept chef's kitchen, thoughtfully designed to balance functionality with elevated style. Featuring double sinks, a spacious pantry, custom built-ins, and a large communal quartz island, the space is as practical as it is stunning. A newly installed 2026 Wolf range anchors the kitchen, making it a true culinary enthusiast's dream and open sight lines from kitchen to breakfast room, to family room and welcoming deck create a natural gathering space for both everyday living and entertaining. Two adjacent mudrooms with ample closets and storage throughout offer effortless organization and complement the first floor.

6 Beds ⋅ 8 Baths ⋅ 24190863 MLS

This exceptional and meticulously crafted residence offers the perfect synthesis of luxury, space and privacy in one of New Canaan's most coveted in-town locations. Nestled on a rare.52-acre private parcel, this thoughtfully and beautifully recently renovated home provides a serene retreat while remaining uber convenient to schools, shopping and cherished downtown amenities. Spanning four beautifully finished levels, the home offers elevator access to three floors, providing exceptional convenience and seamless flow throughout. Expansive living and family room areas showcasing striking millwork are perfectly suited for entertaining and gatherings while the main level office with coffered ceiling provides a refined space for work from home life. At the heart of the home-and sure to impress-is a stunning open-concept chef's kitchen, thoughtfully designed to balance functionality with elevated style. Featuring double sinks, a spacious pantry, custom built-ins, and a large communal quartz island, the space is as practical as it is stunning. A newly installed 2026 Wolf range anchors the kitchen, making it a true culinary enthusiast's dream and open sight lines from kitchen to breakfast room, to family room and welcoming deck create a natural gathering space for both everyday living and entertaining. Two adjacent mudrooms with ample closets and storage throughout offer effortless organization and complement the first floor.

85 Harrison Ave, New Canaan

$4,650,000

Discover New Canaan as it was meant to be. This stunner on coveted St. John's Place was built in 1910 and occupied by the same family for 44 years. Every year, the home was improved, and stands today as a testament to the labor of love built and cared for over four decades. Fully modernized to today's high standards with hints of its storied history as one of the loveliest homes in New Canaan. This quintessential home boasts classic cedar shingle siding and roof, high ceilings, 4 wood-burning fireplaces, bay windows, custom plantation shutters and beautiful wainscoting and molding throughout. Prime location on St. John's Place, steps from Elm and Park Street and bordering God's Acre. The picturesque property abuts ACRES of wooded conservation land with a charming, tucked-away pool surrounded by lush plantings and trees. Militantly maintained interiors lovingly updated with four en-suite bedrooms PLUS versatile library/office space with enchanting private spaces throughout this gracious home.

5 Beds ⋅ 6 Baths ⋅ 24134303 MLS

Discover New Canaan as it was meant to be. This stunner on coveted St. John's Place was built in 1910 and occupied by the same family for 44 years. Every year, the home was improved, and stands today as a testament to the labor of love built and cared for over four decades. Fully modernized to today's high standards with hints of its storied history as one of the loveliest homes in New Canaan. This quintessential home boasts classic cedar shingle siding and roof, high ceilings, 4 wood-burning fireplaces, bay windows, custom plantation shutters and beautiful wainscoting and molding throughout. Prime location on St. John's Place, steps from Elm and Park Street and bordering God's Acre. The picturesque property abuts ACRES of wooded conservation land with a charming, tucked-away pool surrounded by lush plantings and trees. Militantly maintained interiors lovingly updated with four en-suite bedrooms PLUS versatile library/office space with enchanting private spaces throughout this gracious home.

71 Saint Johns Pl, New Canaan

$4,555,000

Luxury New Construction in the Heart of New Canaan! Coming Soon 2026! Experience the finest in modern living with this exceptional new home by Kaeser Custom Homes, renowned for quality craftsmanship and timeless design. Ideally situated between South Ave and South School, this elegant residence offers the perfect blend of neighborhood, convenience, and luxury-with sidewalk access to town for ultimate enjoyment. Spanning over 6,200 square feet across four beautifully finished levels, this 5 ensuite bedroom, 6 full and 2 half-bath masterpiece is thoughtfully designed for both everyday living and stylish entertaining. Highlights include: Gourmet chef's kitchen with top-tier appliances opens to a spacious family room with a fireplace. Luxurious primary suite with personal sitting room, spa-like bath and walk-in closet. Private home office, formal dining, and flexible living spaces. Finished lower level ideal for a gym and media room. Set on a picturesque lot with professionally landscaped grounds, this home is a rare opportunity to own a newly built property in one of New Canaan's in-town neighborhoods.

5 Beds ⋅ 8 Baths ⋅ 24126368 MLS

Luxury New Construction in the Heart of New Canaan! Coming Soon 2026! Experience the finest in modern living with this exceptional new home by Kaeser Custom Homes, renowned for quality craftsmanship and timeless design. Ideally situated between South Ave and South School, this elegant residence offers the perfect blend of neighborhood, convenience, and luxury-with sidewalk access to town for ultimate enjoyment. Spanning over 6,200 square feet across four beautifully finished levels, this 5 ensuite bedroom, 6 full and 2 half-bath masterpiece is thoughtfully designed for both everyday living and stylish entertaining. Highlights include: Gourmet chef's kitchen with top-tier appliances opens to a spacious family room with a fireplace. Luxurious primary suite with personal sitting room, spa-like bath and walk-in closet. Private home office, formal dining, and flexible living spaces. Finished lower level ideal for a gym and media room. Set on a picturesque lot with professionally landscaped grounds, this home is a rare opportunity to own a newly built property in one of New Canaan's in-town neighborhoods.

25 Gower St, New Canaan

$4,501,000

Designed by acclaimed architect Dinyar Wadia, this exceptional 5-bedroom estate is set on park-like grounds just minutes from downtown New Canaan. Tranquil gardens, a scenic pond, meandering stream, and curated perennial plantings create a rare sense of serenity and privacy - an ideal setting for both entertaining and everyday living. In the main residence, a gracious foyer introduces elegant, well-proportioned interiors, with dining and living rooms anchored by a double-sided stone fireplace. The gourmet kitchen opens to the family room, sunroom, and front and rear covered porches. The home also features multiple private offices and sun-filled bedrooms, including a serene primary-suite with vaulted ceiling, fireplace, private porch, and own sauna. A third-floor suite provides a private guest retreat, while the fully finished lower level includes a dedicated gym with separate entrance. Exceptional outdoor living unfolds with a heated pool, outdoor kitchen, fieldstone fireplace, spa tub, stone terraces, and covered dining areas. A six-person sauna with full bath enhances the spa-like atmosphere, while an authentic tea house provides the ideal setting for yoga or meditation. A refined separate barn/garage includes a beautifully appointed 1-bedroom apartment-perfect for guests, extended family, or a private retreat. The expansive garage accommodates up to six cars, with space for lifts and multiple charging stations, offering a rare opportunity for the discerning car collector.

6 Beds ⋅ 9 Baths ⋅ 24165816 MLS

Designed by acclaimed architect Dinyar Wadia, this exceptional 5-bedroom estate is set on park-like grounds just minutes from downtown New Canaan. Tranquil gardens, a scenic pond, meandering stream, and curated perennial plantings create a rare sense of serenity and privacy - an ideal setting for both entertaining and everyday living. In the main residence, a gracious foyer introduces elegant, well-proportioned interiors, with dining and living rooms anchored by a double-sided stone fireplace. The gourmet kitchen opens to the family room, sunroom, and front and rear covered porches. The home also features multiple private offices and sun-filled bedrooms, including a serene primary-suite with vaulted ceiling, fireplace, private porch, and own sauna. A third-floor suite provides a private guest retreat, while the fully finished lower level includes a dedicated gym with separate entrance. Exceptional outdoor living unfolds with a heated pool, outdoor kitchen, fieldstone fireplace, spa tub, stone terraces, and covered dining areas. A six-person sauna with full bath enhances the spa-like atmosphere, while an authentic tea house provides the ideal setting for yoga or meditation. A refined separate barn/garage includes a beautifully appointed 1-bedroom apartment-perfect for guests, extended family, or a private retreat. The expansive garage accommodates up to six cars, with space for lifts and multiple charging stations, offering a rare opportunity for the discerning car collector.

1218 Smith Ridge Rd, New Canaan

$4,400,000

Modern Luxury Meets Classic Charm on Elm Place - Experience sophisticated living in this spectacular masterpiece situated on one of the area's most coveted streets, where a dramatic, light-drenched three-story foyer flows effortlessly into a formal dining room and a sprawling front-to-back living room anchored by a classic fireplace. The heart of the home features an open-concept gourmet kitchen and an inviting family room complete with a rugged stone fireplace, custom wet bar, and sunny breakfast nook. Through elegant French doors, the living space extends to an unparalleled outdoor oasis; this private sanctuary is anchored by an expansive stone terrace and a pristine, heated Gunite pool and spa, all framed by lush, professional landscaping and a fully fenced perimeter for ultimate seclusion. The second level is home to a luxurious primary retreat with a gas fireplace, expansive walk-in closets, and a spa-like marble bath, alongside three additional en-suite bedrooms and a convenient laundry room. Versatility abounds on the finished third floor, which offers a dedicated office, family room, and a fifth bedroom, while the lower level provides a spacious gym or media room with integrated cabinetry. Ideally located just moments from award-winning schools, fine dining, and boutique shopping, with easy access to NYC and Boston, this home offers a masterclass in style, privacy, and convenience.

5 Beds ⋅ 5 Baths ⋅ 24166678 MLS

Modern Luxury Meets Classic Charm on Elm Place - Experience sophisticated living in this spectacular masterpiece situated on one of the area's most coveted streets, where a dramatic, light-drenched three-story foyer flows effortlessly into a formal dining room and a sprawling front-to-back living room anchored by a classic fireplace. The heart of the home features an open-concept gourmet kitchen and an inviting family room complete with a rugged stone fireplace, custom wet bar, and sunny breakfast nook. Through elegant French doors, the living space extends to an unparalleled outdoor oasis; this private sanctuary is anchored by an expansive stone terrace and a pristine, heated Gunite pool and spa, all framed by lush, professional landscaping and a fully fenced perimeter for ultimate seclusion. The second level is home to a luxurious primary retreat with a gas fireplace, expansive walk-in closets, and a spa-like marble bath, alongside three additional en-suite bedrooms and a convenient laundry room. Versatility abounds on the finished third floor, which offers a dedicated office, family room, and a fifth bedroom, while the lower level provides a spacious gym or media room with integrated cabinetry. Ideally located just moments from award-winning schools, fine dining, and boutique shopping, with easy access to NYC and Boston, this home offers a masterclass in style, privacy, and convenience.

30 Elm Pl, New Canaan

$4,350,000

Perfectly positioned in the heart of town & just a short walk from train, park and schools, Douglas Road is an extraordinary home built by Cognetta Homes. Thoughtfully designed to blend timeless craftsmanship with modern luxury. Offering over 7000 sq. ft. on four beautifully finished levels, this stunning residence features 6 bedrooms, 6 baths & a light-filled floor plan that seamlessly connects elegant interior spaces with outdoor living. Designed for both sophisticated entertaining & comfortable everyday living, the home showcases premium finishes, generous proportions with meticulous attention to detail throughout. At the heart of the home is a spectacular chef's kitchen featuring Wolf and Sub-Zero appliances, custom cabinetry, a spacious walk-in pantry & an adjoining dining area complete with a butler's station & wine bar. A dramatic floating staircase serves as a striking architectural focal point, while the glass-enclosed office provides an inspiring, private workspace. The luxurious primary suite offers a true retreat, highlighted by a spa-inspired bath with radiant heated floors. Abundance of light with impressing soaring ceilings on the third level & a finished lower level featureing a gym, spacious game room, lounge area, a private bedroom with full bath-ideal for guests, a home office & a playroom creating the perfect space for an au pair, or a sixth bedroom. One of a kind, luxury home in one of the area's most desirable locations with sidewalks to town and school

6 Beds ⋅ 6 Baths ⋅ 24184857 MLS

Perfectly positioned in the heart of town & just a short walk from train, park and schools, Douglas Road is an extraordinary home built by Cognetta Homes. Thoughtfully designed to blend timeless craftsmanship with modern luxury. Offering over 7000 sq. ft. on four beautifully finished levels, this stunning residence features 6 bedrooms, 6 baths & a light-filled floor plan that seamlessly connects elegant interior spaces with outdoor living. Designed for both sophisticated entertaining & comfortable everyday living, the home showcases premium finishes, generous proportions with meticulous attention to detail throughout. At the heart of the home is a spectacular chef's kitchen featuring Wolf and Sub-Zero appliances, custom cabinetry, a spacious walk-in pantry & an adjoining dining area complete with a butler's station & wine bar. A dramatic floating staircase serves as a striking architectural focal point, while the glass-enclosed office provides an inspiring, private workspace. The luxurious primary suite offers a true retreat, highlighted by a spa-inspired bath with radiant heated floors. Abundance of light with impressing soaring ceilings on the third level & a finished lower level featureing a gym, spacious game room, lounge area, a private bedroom with full bath-ideal for guests, a home office & a playroom creating the perfect space for an au pair, or a sixth bedroom. One of a kind, luxury home in one of the area's most desirable locations with sidewalks to town and school

148 Douglas Rd, New Canaan

$4,250,000

Perched on a sunny knoll overlooking two acres of beautifully landscaped grounds, this thoughtfully expanded center hall colonial in coveted Hoyt Farms is a rare find. Mature specimen trees of remarkable scale anchor the property, lending an established presence that simply cannot be replicated. Inside, a seamless expansion honors the home's colonial origins while adding the generous proportions that today's living demands - five bedrooms, six baths, and a layout configured for both practical family life and gracious entertaining. The pool area is the undisputed centerpiece; a stunning pool and separate spa set the stage for effortless gatherings, while a fully equipped outdoor kitchen and wood-fired pizza oven make it a natural destination from spring through fall. At this scale, on these grounds, in Hoyt Farms - 83 Long Lots is a genuinely special offering.

5 Beds ⋅ 6 Baths ⋅ 24179208 MLS

Perched on a sunny knoll overlooking two acres of beautifully landscaped grounds, this thoughtfully expanded center hall colonial in coveted Hoyt Farms is a rare find. Mature specimen trees of remarkable scale anchor the property, lending an established presence that simply cannot be replicated. Inside, a seamless expansion honors the home's colonial origins while adding the generous proportions that today's living demands - five bedrooms, six baths, and a layout configured for both practical family life and gracious entertaining. The pool area is the undisputed centerpiece; a stunning pool and separate spa set the stage for effortless gatherings, while a fully equipped outdoor kitchen and wood-fired pizza oven make it a natural destination from spring through fall. At this scale, on these grounds, in Hoyt Farms - 83 Long Lots is a genuinely special offering.

83 Long Lots Rd, New Canaan

$4,250,000

Exquisite 6-Bedroom Colonial on Over 3 Private Acres - This is the one you've been waiting for-a timeless estate designed for gracious living, exceptional entertaining, and the creation of lifelong memories. Set at the end of a private lane on over 3 spectacular acres, this exceptional Colonial blends timeless elegance with modern luxury. A grand foyer with a sweeping curved staircase welcomes you into beautifully scaled rooms featuring soaring ceilings, exquisite millwork, and abundant natural light. Formal living and dining rooms, each with a fireplace, flow seamlessly into an impressive library w/custom built-ins and a sun-filled family room w/French doors opening to an expansive terrace. The gourmet kitchen overlooks the pool and adjoins a charming paneled breakfast room with a fireplace, creating the perfect setting for everyday living and entertaining. Upstairs, a gracious landing overlooks the dramatic foyer and leads to a luxurious primary suite with fireplace, custom cabinetry, and a spa-inspired bath. Three additional en-suite bedrooms, a spacious bonus room, and a private guest suite provide exceptional flexibility. The fully finished walk-out lower level offers a large playroom, guest suite with full bath, and a dedicated fitness room. Outside, enjoy the private, park-like grounds complete with stone walls, a new pool, fenced yard, and playset. Just minutes from town, train, and award-winning schools, this rare offering combines privacy, scale, and convenience.

6 Beds ⋅ 7 Baths ⋅ 24179792 MLS

Exquisite 6-Bedroom Colonial on Over 3 Private Acres - This is the one you've been waiting for-a timeless estate designed for gracious living, exceptional entertaining, and the creation of lifelong memories. Set at the end of a private lane on over 3 spectacular acres, this exceptional Colonial blends timeless elegance with modern luxury. A grand foyer with a sweeping curved staircase welcomes you into beautifully scaled rooms featuring soaring ceilings, exquisite millwork, and abundant natural light. Formal living and dining rooms, each with a fireplace, flow seamlessly into an impressive library w/custom built-ins and a sun-filled family room w/French doors opening to an expansive terrace. The gourmet kitchen overlooks the pool and adjoins a charming paneled breakfast room with a fireplace, creating the perfect setting for everyday living and entertaining. Upstairs, a gracious landing overlooks the dramatic foyer and leads to a luxurious primary suite with fireplace, custom cabinetry, and a spa-inspired bath. Three additional en-suite bedrooms, a spacious bonus room, and a private guest suite provide exceptional flexibility. The fully finished walk-out lower level offers a large playroom, guest suite with full bath, and a dedicated fitness room. Outside, enjoy the private, park-like grounds complete with stone walls, a new pool, fenced yard, and playset. Just minutes from town, train, and award-winning schools, this rare offering combines privacy, scale, and convenience.

225 Marvin Ridge Rd, New Canaan

$4,200,000

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.

5 Beds ⋅ 7 Baths ⋅ 24185083 MLS

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.

67 Dunning Rd, New Canaan

$4,195,000

Completely and thoughtfully renovated, this exceptional New Canaan residence blends timeless architecture with refined modern luxury in a magical private setting overlooking the Noroton River and cascading waterfalls. Located on one of New Canaan's most coveted Westside streets, the home enjoys a close-knit neighborhood known for friendly gatherings and neighborhood parties. The heart of the home is a chef's kitchen with Viking appliances, custom white oak island and pantry, and Mont Blanc quartz countertops. Designer finishes include newly renovated baths, a recycled glass and concrete bar top, imported European wallpaper murals, and Restoration Hardware lighting. Architectural details such as hidden bookcase doors, refinished wood floors, and a dramatic slide-and-stack door system create seamless indoor-outdoor living filled with natural light.The main residence offers soaring ceilings, four fireplaces, a sun-filled library, expansive primary suite, three additional bedrooms, office, and a finished lower level with recreation room and gym. In addition to the main residence, this unique home features a separate yet attached two-bedroom, two-bath flex wing perfect as an in-law, guest or au-pair suite with living, dining, and eat-in kitchen. Outdoors,enjoy a heated Gunite pool, stunning fruit trees and vegetable garden as well as tranquil river views. New roof, Generator and energy-efficient heat pump. Welcome to your sanctuary in one of New Canaan's most special settings

5 Beds ⋅ 8 Baths ⋅ 24148468 MLS

Completely and thoughtfully renovated, this exceptional New Canaan residence blends timeless architecture with refined modern luxury in a magical private setting overlooking the Noroton River and cascading waterfalls. Located on one of New Canaan's most coveted Westside streets, the home enjoys a close-knit neighborhood known for friendly gatherings and neighborhood parties. The heart of the home is a chef's kitchen with Viking appliances, custom white oak island and pantry, and Mont Blanc quartz countertops. Designer finishes include newly renovated baths, a recycled glass and concrete bar top, imported European wallpaper murals, and Restoration Hardware lighting. Architectural details such as hidden bookcase doors, refinished wood floors, and a dramatic slide-and-stack door system create seamless indoor-outdoor living filled with natural light.The main residence offers soaring ceilings, four fireplaces, a sun-filled library, expansive primary suite, three additional bedrooms, office, and a finished lower level with recreation room and gym. In addition to the main residence, this unique home features a separate yet attached two-bedroom, two-bath flex wing perfect as an in-law, guest or au-pair suite with living, dining, and eat-in kitchen. Outdoors,enjoy a heated Gunite pool, stunning fruit trees and vegetable garden as well as tranquil river views. New roof, Generator and energy-efficient heat pump. Welcome to your sanctuary in one of New Canaan's most special settings

98 Indian Waters Dr, New Canaan

$4,000,000

Gracious and light-filled, this stunning 5200 sq ft. classic, located on coveted Kimberly Place, offers the best of in-town living! This home has four fully finished floors, high ceilings, detailed millwork, hardwood floors, versatile floor plan, and lovely private rear yard with expansive terrace. This five bedroom, four full and one half bath home offers a gorgeous new custom-built kitchen with high end appliances, large island, and dining area that opens into a fabulous family room with fireplace and built-ins. The spacious, newly renovated lower level with full bath, has endless possibilities for play, exercise and work. Additional improvements include new cedar roof, copper gutters, complete painting of interior and exterior, new cedar fencing, and so much more. This desirable location offers a short walk to town and the New Canaan train station!

5 Beds ⋅ 5 Baths ⋅ 24165890 MLS

Gracious and light-filled, this stunning 5200 sq ft. classic, located on coveted Kimberly Place, offers the best of in-town living! This home has four fully finished floors, high ceilings, detailed millwork, hardwood floors, versatile floor plan, and lovely private rear yard with expansive terrace. This five bedroom, four full and one half bath home offers a gorgeous new custom-built kitchen with high end appliances, large island, and dining area that opens into a fabulous family room with fireplace and built-ins. The spacious, newly renovated lower level with full bath, has endless possibilities for play, exercise and work. Additional improvements include new cedar roof, copper gutters, complete painting of interior and exterior, new cedar fencing, and so much more. This desirable location offers a short walk to town and the New Canaan train station!

7 Kimberly Pl, New Canaan

$3,925,000

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.

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

$3,900,000

Discover the epitome of modern living with this stunning brand new construction, perfectly nestled in the vibrant heart of New Canaan. Enjoy unparalleled convenience as you stroll to the charming downtown, catch a train for an effortless commute, or explore the scenic beauty of Waveny Park. With shopping, the newly constructed library, exquisite dining options, and a plethora of amenities just steps away, this property offers an exceptional blend of urban charm and suburban tranquility. Welcome to your dream home, where lifestyle, ease and location come together seamlessly. Featuring an approved pool site and a full-house generator, this property offers both comfort and peace of mind.

5 Beds ⋅ 6 Baths ⋅ 24169246 MLS

Discover the epitome of modern living with this stunning brand new construction, perfectly nestled in the vibrant heart of New Canaan. Enjoy unparalleled convenience as you stroll to the charming downtown, catch a train for an effortless commute, or explore the scenic beauty of Waveny Park. With shopping, the newly constructed library, exquisite dining options, and a plethora of amenities just steps away, this property offers an exceptional blend of urban charm and suburban tranquility. Welcome to your dream home, where lifestyle, ease and location come together seamlessly. Featuring an approved pool site and a full-house generator, this property offers both comfort and peace of mind.

119 Harrison Ave, New Canaan

$3,850,000

Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces. Featuring 9' ceilings throughout and a clean, contemporary design aesthetic, the gracious home is perfect for entertaining large crowds while at the same time comfortable for everyday living. Entering through the custom designed front door, you are welcomed by a grand foyer with unobstructed views through the living room to the private backyard. As you move through the home, the centrally located family room is connected to both the large formal dining room and the gourmet kitchen which is flooded with natural light through six over sized windows. Featuring a clean, white design aesthetic the kitchen is as functional as it is beautiful. With a large 8.5' island coupled with two sinks and two dishwashers, prep and clean-up is easy. The adjacent pantry with lots of cabinetry and mudroom provide a place for everything, keeping the main living area neat and tidy. Not to be missed on the 1st floor is the large en suite guest bedroom (which could also serve as the primary bedroom) and a large private office.

6 Beds ⋅ 7 Baths ⋅ 24169909 MLS

Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces. Featuring 9' ceilings throughout and a clean, contemporary design aesthetic, the gracious home is perfect for entertaining large crowds while at the same time comfortable for everyday living. Entering through the custom designed front door, you are welcomed by a grand foyer with unobstructed views through the living room to the private backyard. As you move through the home, the centrally located family room is connected to both the large formal dining room and the gourmet kitchen which is flooded with natural light through six over sized windows. Featuring a clean, white design aesthetic the kitchen is as functional as it is beautiful. With a large 8.5' island coupled with two sinks and two dishwashers, prep and clean-up is easy. The adjacent pantry with lots of cabinetry and mudroom provide a place for everything, keeping the main living area neat and tidy. Not to be missed on the 1st floor is the large en suite guest bedroom (which could also serve as the primary bedroom) and a large private office.

25 Hillcrest Rd, New Canaan

$3,825,000

Located in the desirable Lake Wind / Ponus Ridge corridor, this custom Colonial estate offers over 9,000 square feet of living space, thoughtfully rebuilt in 2010 and designed for both scale and comfort. The home features 5 bedrooms, 7 full and 3 half baths, six fireplaces (including one outdoor), and multiple porches, with select rooms showcasing cathedral ceilings. Set on 2.74 acres, the property includes a saltwater pool and spa, pool house, expansive flagstone patio, and tennis court-creating a true estate setting with exceptional potential for outdoor living and entertaining. The interior presents with a clean, functional layout, including a recently installed boiler, while exterior amenities and select finishes offer a compelling opportunity for renovation and customization, allowing the next owner to fully realize the property's potential. A rare offering combining size, privacy, and long-term upside in one of New Canaan's premier estate areas.

5 Beds ⋅ 10 Baths ⋅ 24160722 MLS

Located in the desirable Lake Wind / Ponus Ridge corridor, this custom Colonial estate offers over 9,000 square feet of living space, thoughtfully rebuilt in 2010 and designed for both scale and comfort. The home features 5 bedrooms, 7 full and 3 half baths, six fireplaces (including one outdoor), and multiple porches, with select rooms showcasing cathedral ceilings. Set on 2.74 acres, the property includes a saltwater pool and spa, pool house, expansive flagstone patio, and tennis court-creating a true estate setting with exceptional potential for outdoor living and entertaining. The interior presents with a clean, functional layout, including a recently installed boiler, while exterior amenities and select finishes offer a compelling opportunity for renovation and customization, allowing the next owner to fully realize the property's potential. A rare offering combining size, privacy, and long-term upside in one of New Canaan's premier estate areas.

73 Lake Wind Rd, New Canaan

$3,795,000

Your Private Resort Awaits: Pool, Pool House, and Perfection. A New Canaan stunner on Smith Ridge. Discover unparalleled luxury living in this exquisite 6-bedroom, 6.5-bathroom residence. Spanning four finished floors of custom designed space, this home offers comfort, elegance, and functionality. High ceilings 9 FT + and large windows flood the interior with natural light, highlighting beautiful hardwood floors and custom millwork that add to the home's character and sophistication. Key Features: Gourmet Kitchen: The main level features a top-of-the-line gourmet kitchen, complete with a breakfast room with convenient coffee station, that flows seamlessly into a large family room with a fireplace. Four Levels of Living: Multiple expansive recreation rooms across the finished lower level and the third floor offers versatile space for play, a home theater, gym, or relaxation. Elegant Design: From the inviting foyer and parking courtyard, formal living/dining rooms to a dedicated home office and workshop, every space has been meticulously crafted for refined living. Outdoor Oasis: An oversized pool and dedicated pool house create a perfect retreat. The pool house includes a designer lounge and full bathroom, ideal for guest house or ease of poolside entertaining, all set within a large, level backyard perfect for any outdoor activity. Discover unparalleled luxury living in this exquisite estate.

6 Beds ⋅ 8 Baths ⋅ 24147565 MLS

Your Private Resort Awaits: Pool, Pool House, and Perfection. A New Canaan stunner on Smith Ridge. Discover unparalleled luxury living in this exquisite 6-bedroom, 6.5-bathroom residence. Spanning four finished floors of custom designed space, this home offers comfort, elegance, and functionality. High ceilings 9 FT + and large windows flood the interior with natural light, highlighting beautiful hardwood floors and custom millwork that add to the home's character and sophistication. Key Features: Gourmet Kitchen: The main level features a top-of-the-line gourmet kitchen, complete with a breakfast room with convenient coffee station, that flows seamlessly into a large family room with a fireplace. Four Levels of Living: Multiple expansive recreation rooms across the finished lower level and the third floor offers versatile space for play, a home theater, gym, or relaxation. Elegant Design: From the inviting foyer and parking courtyard, formal living/dining rooms to a dedicated home office and workshop, every space has been meticulously crafted for refined living. Outdoor Oasis: An oversized pool and dedicated pool house create a perfect retreat. The pool house includes a designer lounge and full bathroom, ideal for guest house or ease of poolside entertaining, all set within a large, level backyard perfect for any outdoor activity. Discover unparalleled luxury living in this exquisite estate.

1343 Smith Ridge Rd, New Canaan

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