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A rare opportunity to own a legacy estate that would command over $50 million to recreate in today's market. Orchard's End, built in 1929 designed by New York architect William B. Tubby, his outstanding designs include Waveny House in New Canaan, Dunnellen Hall in Greenwich and the William H. Childs House in Brooklyn. Beginning in 2014, the current owners retained world renowned architect Dinyar Wadia to embark on a 3-year 6 million dollar renovation perfecting the already expansive 10,000 square foot addition completed by the previous owners. Not only was the main residence improved and expanded upon a brand new 2,000 square foot 4-bedroom guest house, along with a custom designed 5,000 square foot wellness center, a custom pool with spa and new terraces transformed Orchard's End Estate into a true masterpiece. The main residence's addition includes a new kitchen, great room, outdoor courtyard, and study. Providing the inspiration for the great room was Castle Duart, located on the Isle of Mull and featured in the 1999 movie Entrapment in which Sean Connery and Catherina Zeta-Jones, playing art thieves, practice their moves for a high-tech heist. FURNISHED option available for separate pricing.

12 Beds ⋅ 16 Baths ⋅ 24084025 MLS

A rare opportunity to own a legacy estate that would command over $50 million to recreate in today's market. Orchard's End, built in 1929 designed by New York architect William B. Tubby, his outstanding designs include Waveny House in New Canaan, Dunnellen Hall in Greenwich and the William H. Childs House in Brooklyn. Beginning in 2014, the current owners retained world renowned architect Dinyar Wadia to embark on a 3-year 6 million dollar renovation perfecting the already expansive 10,000 square foot addition completed by the previous owners. Not only was the main residence improved and expanded upon a brand new 2,000 square foot 4-bedroom guest house, along with a custom designed 5,000 square foot wellness center, a custom pool with spa and new terraces transformed Orchard's End Estate into a true masterpiece. The main residence's addition includes a new kitchen, great room, outdoor courtyard, and study. Providing the inspiration for the great room was Castle Duart, located on the Isle of Mull and featured in the 1999 movie Entrapment in which Sean Connery and Catherina Zeta-Jones, playing art thieves, practice their moves for a high-tech heist. FURNISHED option available for separate pricing.

544 Oenoke Rdg, New Canaan

$8,750,000

This exquisite 7 bedroom & 11 bath residence set on 4.78 flat acres offers old world aesthetics with modern artistry. The craftsmanship of the millwork, finishes and features is unparalleled including reclaimed oak flooring imported from France and Hope's custom designed steel windows and doors. The living room w/fireplace leads to billiards room and sunroom w/access to back patio w/fireplace. The formal dining room includes custom designed hand painted Gracie wallpaper, and the open gourmet kitchen enjoys luxury appliances, eating area w/ fireplace, pantry, home office & French doors for a seamless indoor-outdoor flow. The family room has a soaring double-height ceiling surrounded by floor to ceiling windows, double doors & fireplace. The primary bedroom suite is a sanctuary on the second-floor w/double doors leading to terrace, two separate bathrooms w/dressing areas and walk in closets. There are 4 ensuite bedrooms, home office, study and laundry area on the second level. A playroom & media room occupy the top floor. The harmonious transition between interior and outdoors is facilitated by numerous access points, connecting the elegant indoor spaces to expansive outdoor spaces, including guest house/pool house leading out to the pool & spa with pergola. The lower level offers versatile space with golf simulator & putting green, bar area, gym/yoga studio, wine cellar & home theatre. Renovated barn w/inlay hardwood floor & sport court is next to tennis court. Prop in CT & NY

7 Beds ⋅ 11 Baths ⋅ 24084362 MLS

This exquisite 7 bedroom & 11 bath residence set on 4.78 flat acres offers old world aesthetics with modern artistry. The craftsmanship of the millwork, finishes and features is unparalleled including reclaimed oak flooring imported from France and Hope's custom designed steel windows and doors. The living room w/fireplace leads to billiards room and sunroom w/access to back patio w/fireplace. The formal dining room includes custom designed hand painted Gracie wallpaper, and the open gourmet kitchen enjoys luxury appliances, eating area w/ fireplace, pantry, home office & French doors for a seamless indoor-outdoor flow. The family room has a soaring double-height ceiling surrounded by floor to ceiling windows, double doors & fireplace. The primary bedroom suite is a sanctuary on the second-floor w/double doors leading to terrace, two separate bathrooms w/dressing areas and walk in closets. There are 4 ensuite bedrooms, home office, study and laundry area on the second level. A playroom & media room occupy the top floor. The harmonious transition between interior and outdoors is facilitated by numerous access points, connecting the elegant indoor spaces to expansive outdoor spaces, including guest house/pool house leading out to the pool & spa with pergola. The lower level offers versatile space with golf simulator & putting green, bar area, gym/yoga studio, wine cellar & home theatre. Renovated barn w/inlay hardwood floor & sport court is next to tennis court. Prop in CT & NY

358 Lukes Wood Rd, New Canaan

$8,650,000

Set on one of New Canaan's highest elevations, this iconic country estate offers a rare combination of architectural distinction, modern functionality, and understated luxury. Exquisitely restored by renowned architects Wadia Associates, the 14-room manor balances timeless design with contemporary ease. A grand reception hall introduces a sequence of formal rooms with soaring ceilings, curved glass windows, lacquered finishes, and classic French doors that open seamlessly to the outdoors. At the heart of the home, the Smallbone of Devizes kitchen with walls of Calacatta marble and top-tier appliances flows seamlessly into a light-filled family room overlooking four stunning sculpted acres. The primary wing, is a private retreat of more than 1,100 square feet, featuring a spa-style bath and expansive dressing room. Four additional en-suite bedrooms graciously complete the second floor with an additional spacious & sunny room/office on the third floor. Thoughtfully equipped as a smart home, the property places technology and convenience at your fingertips. Outside, landscaped grounds unfold with an expansive terrace, covered porch, heated pool, and cabana-an environment designed equally for quiet weekends or refined entertaining. Every detail reflects a commitment to craftsmanship and lifestyle, creating a residence that is both stately and livable. This is New Canaan at its most elevated-a rare opportunity to own a property where design, privacy, and comfort converge.

5 Beds ⋅ 8 Baths ⋅ 24125629 MLS

Set on one of New Canaan's highest elevations, this iconic country estate offers a rare combination of architectural distinction, modern functionality, and understated luxury. Exquisitely restored by renowned architects Wadia Associates, the 14-room manor balances timeless design with contemporary ease. A grand reception hall introduces a sequence of formal rooms with soaring ceilings, curved glass windows, lacquered finishes, and classic French doors that open seamlessly to the outdoors. At the heart of the home, the Smallbone of Devizes kitchen with walls of Calacatta marble and top-tier appliances flows seamlessly into a light-filled family room overlooking four stunning sculpted acres. The primary wing, is a private retreat of more than 1,100 square feet, featuring a spa-style bath and expansive dressing room. Four additional en-suite bedrooms graciously complete the second floor with an additional spacious & sunny room/office on the third floor. Thoughtfully equipped as a smart home, the property places technology and convenience at your fingertips. Outside, landscaped grounds unfold with an expansive terrace, covered porch, heated pool, and cabana-an environment designed equally for quiet weekends or refined entertaining. Every detail reflects a commitment to craftsmanship and lifestyle, creating a residence that is both stately and livable. This is New Canaan at its most elevated-a rare opportunity to own a property where design, privacy, and comfort converge.

561 Smith Ridge Rd, New Canaan

$8,000,000

Seize a rare opportunity to own a bespoke estate in New Canaan's most coveted Ultra-Prime West Road location. Set on 6.5 private acres, this exceptional new construction by the renowned Woodcrest Homes is a triumph of transitional design, offering clean lines and unrivaled craftsmanship. The residence boasts seven magnificent ensuite bedrooms and a floor plan optimized for a sophisticated modern lifestyle, featuring a chef's kitchen that flows into a family room with elegant coffered ceiling, fireplace and built-ins. The primary sanctuary is a work of art, featuring tray ceiling and a spa-like bath with radiant heat floors-a luxury mirrored in the oversized mudroom. From the paneled library to the four roaring fireplaces and finished third and lower levels, every inch reflects the custom millwork and "stellar reputation" Woodcrest is known for. Outside, the massive acreage serves as a blank canvas with ample room for a pool, pool house, and sports court. With professional designer finishes selected by Tara Coniglio, this isn't just a house-it is a legacy estate tailored to your exact vision. NEW CONSTRUCTION just completed and ready for IMMEDIATE OCCUPANCY.

7 Beds ⋅ 9 Baths ⋅ 24137474 MLS

Seize a rare opportunity to own a bespoke estate in New Canaan's most coveted Ultra-Prime West Road location. Set on 6.5 private acres, this exceptional new construction by the renowned Woodcrest Homes is a triumph of transitional design, offering clean lines and unrivaled craftsmanship. The residence boasts seven magnificent ensuite bedrooms and a floor plan optimized for a sophisticated modern lifestyle, featuring a chef's kitchen that flows into a family room with elegant coffered ceiling, fireplace and built-ins. The primary sanctuary is a work of art, featuring tray ceiling and a spa-like bath with radiant heat floors-a luxury mirrored in the oversized mudroom. From the paneled library to the four roaring fireplaces and finished third and lower levels, every inch reflects the custom millwork and "stellar reputation" Woodcrest is known for. Outside, the massive acreage serves as a blank canvas with ample room for a pool, pool house, and sports court. With professional designer finishes selected by Tara Coniglio, this isn't just a house-it is a legacy estate tailored to your exact vision. NEW CONSTRUCTION just completed and ready for IMMEDIATE OCCUPANCY.

928 West Rd, 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

$7,100,000

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5 Beds ⋅ 8 Baths ⋅ 24136167 MLS

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585 Canoe Hill 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

$6,785,000

Elegant, sun-drenched and sophisticated, this timeless country estate, built by Alex Kaali-Nagy and decorated by Lynn Morgan, offers the ultimate in superior quality construction, luxurious amenities, exceptional millwork, refined architectural details, built-ins galore and a fabulous versatile floor plan for easy living and gracious entertaining. With four fully finished floors, highlights include 7 large ensuite bedrooms with walk-in closets,10 foot ceilings,7 fireplaces, front to back grand entrance hall, elevator, full house generator, slate roof, expansive covered rear porch, bluestone terraces, fabulous chef's eat-in kitchen opening into the family room, handsome library and adjacent home office, wet bar, spectacular second floor playroom, exercise room and so much more. The serene private 4 acre property on coveted West Rd. is equally impressive. The deep play yard is surrounded by majestic trees, beautiful professional landscaping and glorious gardens. There is a fabulous new Gunite heated pool by Shoreline with retractable cover, a charming custom fitted gazebo and an amazing newly restored circa 1790 barn with loft and several garage spaces. In addition, there is courtyard parking for guests and a separate service entrance for convenience. Make this your forever home to love and cherish and build special memories with family and friends. Welcome to 584 West Rd.!

7 Beds ⋅ 9 Baths ⋅ 24160210 MLS

Elegant, sun-drenched and sophisticated, this timeless country estate, built by Alex Kaali-Nagy and decorated by Lynn Morgan, offers the ultimate in superior quality construction, luxurious amenities, exceptional millwork, refined architectural details, built-ins galore and a fabulous versatile floor plan for easy living and gracious entertaining. With four fully finished floors, highlights include 7 large ensuite bedrooms with walk-in closets,10 foot ceilings,7 fireplaces, front to back grand entrance hall, elevator, full house generator, slate roof, expansive covered rear porch, bluestone terraces, fabulous chef's eat-in kitchen opening into the family room, handsome library and adjacent home office, wet bar, spectacular second floor playroom, exercise room and so much more. The serene private 4 acre property on coveted West Rd. is equally impressive. The deep play yard is surrounded by majestic trees, beautiful professional landscaping and glorious gardens. There is a fabulous new Gunite heated pool by Shoreline with retractable cover, a charming custom fitted gazebo and an amazing newly restored circa 1790 barn with loft and several garage spaces. In addition, there is courtyard parking for guests and a separate service entrance for convenience. Make this your forever home to love and cherish and build special memories with family and friends. Welcome to 584 West Rd.!

584 West 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

$6,255,000

Discover elegance at this custom stone and shingle French Colonial on 4.9 bucolic acres on New Canaan's coveted west side. Bordering an 11-acre land trust, this 8,332 SF home, plus 2,300 SF finished lower level, offers privacy and proximity to downtown New Canaan and NYC commutes. The exquisite gardens, Inspired by Villa d'Este, create a resort-like setting with spectacular views from every window. The grounds feature parterre gardens, a pool, cabana, bluestone terraces with custom wrought iron railings, and a treed meadow. A Belgian block-lined driveway leads to two 2-car garages with a porte-cochere. Grand interior spaces have oversized windows, 10-12' ceilings, Brazilian cherry floors, five marble fireplaces, and deep moldings. The 1,500 SF kitchen and family room dazzle with a Pietra Cardosa island, Viking range, Sub-Zero appliances, and French doors to terraces. The primary suite features a 13' cathedral ceiling, balcony, and luxurious bathroom. Four additional large en-suite bedrooms provide overnight guests and family complete privacy. A study area, lower-level sixth bedroom, playroom, wine cellar, gym, and sauna complete the home. Fencing, electronic gates, and alarm system ensure a safe environment for the entire family. Modern systems include central vacuum, security, water purifier, and EV charger. This is a forever home to be treasured through the generations.

6 Beds ⋅ 9 Baths ⋅ 24103974 MLS

Discover elegance at this custom stone and shingle French Colonial on 4.9 bucolic acres on New Canaan's coveted west side. Bordering an 11-acre land trust, this 8,332 SF home, plus 2,300 SF finished lower level, offers privacy and proximity to downtown New Canaan and NYC commutes. The exquisite gardens, Inspired by Villa d'Este, create a resort-like setting with spectacular views from every window. The grounds feature parterre gardens, a pool, cabana, bluestone terraces with custom wrought iron railings, and a treed meadow. A Belgian block-lined driveway leads to two 2-car garages with a porte-cochere. Grand interior spaces have oversized windows, 10-12' ceilings, Brazilian cherry floors, five marble fireplaces, and deep moldings. The 1,500 SF kitchen and family room dazzle with a Pietra Cardosa island, Viking range, Sub-Zero appliances, and French doors to terraces. The primary suite features a 13' cathedral ceiling, balcony, and luxurious bathroom. Four additional large en-suite bedrooms provide overnight guests and family complete privacy. A study area, lower-level sixth bedroom, playroom, wine cellar, gym, and sauna complete the home. Fencing, electronic gates, and alarm system ensure a safe environment for the entire family. Modern systems include central vacuum, security, water purifier, and EV charger. This is a forever home to be treasured through the generations.

474 Ponus Rdg, 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

$5,925,000

There are homes that shelter, and then there are homes that embrace. Welcome to 515 Carter Street, a Louise Brooks masterpiece and one of New Canaan's most beloved homes. This long admired custom-built 2004 residence blends timeless craftsmanship with thoughtful modern design. A circular floor plan connects light-filled spaces designed for entertaining, with 10-foot ceilings, glass pocket doors, and exquisite millwork throughout. The conservatory-style living room features floor-to-ceiling windows and seamless garden views, while the fireside dining room offers arched built-ins and intimate charm. At the center of the home, a chef's kitchen features dual marble islands, glass-front cabinetry, vintage-style refrigerator and freezer, and a charming wall-mounted drinking fountain - an unexpected detail that delights guests. Upstairs, the primary suite offers a wood-burning fireplace, limestone spa bath, and large dressing room. Additional highlights include a potting room with copper sink; dual home offices; a carriage house-style garage with playroom above; three additional en suite bedrooms, plus a vaulted en suite guest room and gym on the third floor. Every corner tells a story, every material chosen with care. 515 Carter Street is more than a house - it's a love letter to craftsmanship, family, and the quiet beauty of Connecticut country life.

5 Beds ⋅ 7 Baths ⋅ 24138235 MLS

There are homes that shelter, and then there are homes that embrace. Welcome to 515 Carter Street, a Louise Brooks masterpiece and one of New Canaan's most beloved homes. This long admired custom-built 2004 residence blends timeless craftsmanship with thoughtful modern design. A circular floor plan connects light-filled spaces designed for entertaining, with 10-foot ceilings, glass pocket doors, and exquisite millwork throughout. The conservatory-style living room features floor-to-ceiling windows and seamless garden views, while the fireside dining room offers arched built-ins and intimate charm. At the center of the home, a chef's kitchen features dual marble islands, glass-front cabinetry, vintage-style refrigerator and freezer, and a charming wall-mounted drinking fountain - an unexpected detail that delights guests. Upstairs, the primary suite offers a wood-burning fireplace, limestone spa bath, and large dressing room. Additional highlights include a potting room with copper sink; dual home offices; a carriage house-style garage with playroom above; three additional en suite bedrooms, plus a vaulted en suite guest room and gym on the third floor. Every corner tells a story, every material chosen with care. 515 Carter Street is more than a house - it's a love letter to craftsmanship, family, and the quiet beauty of Connecticut country life.

515 Carter St, 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

$5,715,000

Welcome to 91 Sunset Hill Road--a rare opportunity to own a sophisticated Nantucket-style home set on more than two acres of park-like grounds in an exceptional location. The approach to the home is beautifully framed by flowering cherry trees, creating a picturesque entrance that opens to an expansive backyard bordering the New Canaan Nature Center preserve, offering privacy and tranquil surroundings. Thoughtfully designed, the home's architectural details convey a sense of quiet luxury throughout. This six-bedroom, 8,020-square-foot residence features arched doorways, 10 foot ceilings, exquisite craftsmanship and custom millwork, oversized windows, and hand-selected stone fireplaces. The home strikes a perfect balance between warmth and elegance, with inviting spaces enhanced by refined sophistication. Four finished floors offer abundant light-filled living areas, including a gracious living room and dining room, as well as a mahogany-paneled library with a coffered ceiling. The gourmet eat-in kitchen, along with the adjacent family room, opens through French doors to a bluestone terrace with an outdoor fireplace--seamlessly blending indoor and outdoor living. One of the home's highlights is a serene primary suite featuring a fireplace, sitting room, and dressing room. The third floor offers a great room or ideal home office/workspace with a half bath. The lower level welcomes you with an impressive 1,800-bottle wine room, rec/playroom, gym, craft or

6 Beds ⋅ 8 Baths ⋅ 24147271 MLS

Welcome to 91 Sunset Hill Road--a rare opportunity to own a sophisticated Nantucket-style home set on more than two acres of park-like grounds in an exceptional location. The approach to the home is beautifully framed by flowering cherry trees, creating a picturesque entrance that opens to an expansive backyard bordering the New Canaan Nature Center preserve, offering privacy and tranquil surroundings. Thoughtfully designed, the home's architectural details convey a sense of quiet luxury throughout. This six-bedroom, 8,020-square-foot residence features arched doorways, 10 foot ceilings, exquisite craftsmanship and custom millwork, oversized windows, and hand-selected stone fireplaces. The home strikes a perfect balance between warmth and elegance, with inviting spaces enhanced by refined sophistication. Four finished floors offer abundant light-filled living areas, including a gracious living room and dining room, as well as a mahogany-paneled library with a coffered ceiling. The gourmet eat-in kitchen, along with the adjacent family room, opens through French doors to a bluestone terrace with an outdoor fireplace--seamlessly blending indoor and outdoor living. One of the home's highlights is a serene primary suite featuring a fireplace, sitting room, and dressing room. The third floor offers a great room or ideal home office/workspace with a half bath. The lower level welcomes you with an impressive 1,800-bottle wine room, rec/playroom, gym, craft or

91 Sunset Hill 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

$5,600,000

Nestled in one of Connecticut's most sought-after estate neighborhoods and just minutes from town, this spectacular 1939 Classic Colonial blends timeless elegance with every modern amenity. Set on nearly 5 bucolic acres of rolling lawns, perennial gardens, and mature trees, this pristine property offers unmatched privacy and beauty. The grand approach includes a stately driveway with a central fountain leading to an inviting paneled foyer. Inside, the gracious living room with fireplace and built-ins opens to a formal dining room that overlooks the magnificent grounds. The chef's kitchen, complete with eat-in area, is perfect for both everyday living and entertaining. Unique lifestyle features abound: a spacious game room with cigar ventilation ideal for cards or gatherings, a cozy wood-paneled office with extensive built-ins, and a secondary office featuring a charming circular window with a view of the sprawling front lawn. The luxurious primary suite offers a fireplace, dual walk-in closets, and a spa-inspired bath. Four additional bedrooms provide comfortable accommodations for family and guests. A modern gym and a bonus bunk room with sleeping quarters for up to eight make this home as functional as it is elegant. Outdoors, enjoy an expansive patio perfect for entertaining, a swimming pool, and a tennis/pickle ball/sport court-all surrounded by meticulously manicured landscaping that recalls a bygone era of quiet sophistication. A true Connecticut gem,

6 Beds ⋅ 7 Baths ⋅ 24141707 MLS

Nestled in one of Connecticut's most sought-after estate neighborhoods and just minutes from town, this spectacular 1939 Classic Colonial blends timeless elegance with every modern amenity. Set on nearly 5 bucolic acres of rolling lawns, perennial gardens, and mature trees, this pristine property offers unmatched privacy and beauty. The grand approach includes a stately driveway with a central fountain leading to an inviting paneled foyer. Inside, the gracious living room with fireplace and built-ins opens to a formal dining room that overlooks the magnificent grounds. The chef's kitchen, complete with eat-in area, is perfect for both everyday living and entertaining. Unique lifestyle features abound: a spacious game room with cigar ventilation ideal for cards or gatherings, a cozy wood-paneled office with extensive built-ins, and a secondary office featuring a charming circular window with a view of the sprawling front lawn. The luxurious primary suite offers a fireplace, dual walk-in closets, and a spa-inspired bath. Four additional bedrooms provide comfortable accommodations for family and guests. A modern gym and a bonus bunk room with sleeping quarters for up to eight make this home as functional as it is elegant. Outdoors, enjoy an expansive patio perfect for entertaining, a swimming pool, and a tennis/pickle ball/sport court-all surrounded by meticulously manicured landscaping that recalls a bygone era of quiet sophistication. A true Connecticut gem,

276 Greenley Rd, New Canaan

$5,600,000

Convenience & sophisticated style is what you get with this ultra-chic 6 bedroom, 8.5 bathroom masterpiece perfectly sited on a picturesque 2 flat acres with 20x40 pool and private gate entry. Built with the best finishes In mind, you'll enjoy 10ft ceilings, flexible open floor plan, private office with French doors, formal rooms that flow seamlessly from one to another, and the ultimate dream kitchen featuring a gorgeous island with 2" countertop/ waterfall edge, chefs appliances, two dishwashers, custom walk-in pantry, wet bar, dramatic windowed breakfast area that opens to the family room overlooking the fabulous terrace and pool with spa. Exquisite millwork, wide plank floors, custom staircases, and cubie built-ins shows meticulous attention to detail. Absolutely spectacular primary bedroom with fireplace, vaulted ceilings, huge dual closets and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft curbless walk-in shower, soaking tub, 10ft floating vanity, and heated floors. (All bedrooms have en-suite bathrooms). Gorgeous mudroom with 2nd laundry and elevator that travels from bedroom level to the finished basement. This home has all the features for today's discerning buyer including Smart Home technology, Crestron lighting system, state of the art mechanical room, full house generator and setting the new standard in energy efficiency. Just Minutes to New Canaan's shopping and dining, Train Station, schools, fields, and Merritt Pkwy.

6 Beds ⋅ 9 Baths ⋅ 24116737 MLS

Convenience & sophisticated style is what you get with this ultra-chic 6 bedroom, 8.5 bathroom masterpiece perfectly sited on a picturesque 2 flat acres with 20x40 pool and private gate entry. Built with the best finishes In mind, you'll enjoy 10ft ceilings, flexible open floor plan, private office with French doors, formal rooms that flow seamlessly from one to another, and the ultimate dream kitchen featuring a gorgeous island with 2" countertop/ waterfall edge, chefs appliances, two dishwashers, custom walk-in pantry, wet bar, dramatic windowed breakfast area that opens to the family room overlooking the fabulous terrace and pool with spa. Exquisite millwork, wide plank floors, custom staircases, and cubie built-ins shows meticulous attention to detail. Absolutely spectacular primary bedroom with fireplace, vaulted ceilings, huge dual closets and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft curbless walk-in shower, soaking tub, 10ft floating vanity, and heated floors. (All bedrooms have en-suite bathrooms). Gorgeous mudroom with 2nd laundry and elevator that travels from bedroom level to the finished basement. This home has all the features for today's discerning buyer including Smart Home technology, Crestron lighting system, state of the art mechanical room, full house generator and setting the new standard in energy efficiency. Just Minutes to New Canaan's shopping and dining, Train Station, schools, fields, and Merritt Pkwy.

250 Carter St, New Canaan

$5,500,000

Experience extraordinary living in this sophisticated, estate-style majestic brick townhouse with slate roof - a truly unique custom-built home showcasing timeless elegance & impeccable architectural detail across 4 expansive levels. A gracious gated entrance opens to a charming cobblestone courtyard, setting the stage for an unmatched living experience. Inside, you'll find beautifully appointed formal living and dining rooms, both featuring elegant fireplaces & rich millwork. The heart of the home is the open-concept chef's kitchen, with a spacious breakfast area & inviting family room with coffered ceiling & fireplace. Walk out to the professionally landscaped brick patio, where you'll enjoy a built-in BBQ, outdoor fireplace, & covered seating areas-perfect for year-round entertaining. The luxurious primary suite is a private retreat, offering a cozy sitting area, fireplace, dual dressing rooms, & 2 spa-inspired ensuite bathrooms. 4 additional bedrooms-each with their own ensuite bath & walk-in closet-ensure ultimate comfort & privacy for family & guests. The home also features 3 dedicated home offices, ideal for today's flexible lifestyle, & an elevator. The impressive lower level is designed for entertaining & relaxation, featuring a fireplace, coffered ceiling, bar, wine cellar, billiards, & well-appointed exercise room. Professionally landscaped with mature trees & perennial gardens, offers exceptional privacy & natural beauty. An architectural masterpiece.

5 Beds ⋅ 8 Baths ⋅ 24108366 MLS

Experience extraordinary living in this sophisticated, estate-style majestic brick townhouse with slate roof - a truly unique custom-built home showcasing timeless elegance & impeccable architectural detail across 4 expansive levels. A gracious gated entrance opens to a charming cobblestone courtyard, setting the stage for an unmatched living experience. Inside, you'll find beautifully appointed formal living and dining rooms, both featuring elegant fireplaces & rich millwork. The heart of the home is the open-concept chef's kitchen, with a spacious breakfast area & inviting family room with coffered ceiling & fireplace. Walk out to the professionally landscaped brick patio, where you'll enjoy a built-in BBQ, outdoor fireplace, & covered seating areas-perfect for year-round entertaining. The luxurious primary suite is a private retreat, offering a cozy sitting area, fireplace, dual dressing rooms, & 2 spa-inspired ensuite bathrooms. 4 additional bedrooms-each with their own ensuite bath & walk-in closet-ensure ultimate comfort & privacy for family & guests. The home also features 3 dedicated home offices, ideal for today's flexible lifestyle, & an elevator. The impressive lower level is designed for entertaining & relaxation, featuring a fireplace, coffered ceiling, bar, wine cellar, billiards, & well-appointed exercise room. Professionally landscaped with mature trees & perennial gardens, offers exceptional privacy & natural beauty. An architectural masterpiece.

354 South Ave, 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

$5,250,000

THIS MAGNIFICENT ESTATE HAS BEEN FEATURED IN THE N.Y. TIMES MAGAZINE FOR ITS EXTRAORDINARY ENTRY AND CONSTRUCTION. BE IT THE OVERSIZED POOL, RARE CUSTOM ELEVATOR, SPORTS TENNIS COURT, MEDIA ROOM, HIS & HER SEPARATE BATHS, ALSO INCLUDED ARE SEVERAL PRACTICAL AND FUN AMENITIES THAT GRACE THIS ONE OF A KIND HOME. WITH PRIVACY ON ALL FOUR SIDES THIS HOME PRESENTS ONE OF THE BEST LOTS, SCHOOL SYSTEMS IN CT. STONE WALLS & SPECIMEN PLANTINGS ABOUND AND ONLY 1.8 MILES FROM POUND RIDGE N.Y. AND 4 MILES FROM THE TOWN OF NEW CANAAN CT. NEW CANAAN IS ONE OF THE SAFEST COMMUNITIES IN THE TRI STATE AREA, A MUST SEE IN THESE TIMES. THE REPLACEMENT COST OF THIS HOME IS ESTIMATED AT OVER 10 M, SO AT THIS ASKING PRICE IT IS CLEARLY A GREAT DEAL. IT CAN BE SOLD FURNISHED IF DESIRED. IN ADDITION A POOL TABLE, EXERCISE EQUIPMENT, DESK, A MAGNIFICENT CHANDELIER ARE INCLUDED. CUSTOM BUILT BY THE ONLY OWNER IT IS A MUST SEE. YOU WILL NOT BE DISAPPOINTED. ITS BEAUTIFUL MOLDINGS, VERANDA AND CLASSIC DESIGNS ARE RARE IN TODAYS BUILDING COMMUNITY. WITH THE HIGHEST QUALITY CONSTRUCTION & APPLIANCES IT WILL SERVE THE NEW OWNERS WELL.

6 Beds ⋅ 8 Baths ⋅ 170473214 MLS

THIS MAGNIFICENT ESTATE HAS BEEN FEATURED IN THE N.Y. TIMES MAGAZINE FOR ITS EXTRAORDINARY ENTRY AND CONSTRUCTION. BE IT THE OVERSIZED POOL, RARE CUSTOM ELEVATOR, SPORTS TENNIS COURT, MEDIA ROOM, HIS & HER SEPARATE BATHS, ALSO INCLUDED ARE SEVERAL PRACTICAL AND FUN AMENITIES THAT GRACE THIS ONE OF A KIND HOME. WITH PRIVACY ON ALL FOUR SIDES THIS HOME PRESENTS ONE OF THE BEST LOTS, SCHOOL SYSTEMS IN CT. STONE WALLS & SPECIMEN PLANTINGS ABOUND AND ONLY 1.8 MILES FROM POUND RIDGE N.Y. AND 4 MILES FROM THE TOWN OF NEW CANAAN CT. NEW CANAAN IS ONE OF THE SAFEST COMMUNITIES IN THE TRI STATE AREA, A MUST SEE IN THESE TIMES. THE REPLACEMENT COST OF THIS HOME IS ESTIMATED AT OVER 10 M, SO AT THIS ASKING PRICE IT IS CLEARLY A GREAT DEAL. IT CAN BE SOLD FURNISHED IF DESIRED. IN ADDITION A POOL TABLE, EXERCISE EQUIPMENT, DESK, A MAGNIFICENT CHANDELIER ARE INCLUDED. CUSTOM BUILT BY THE ONLY OWNER IT IS A MUST SEE. YOU WILL NOT BE DISAPPOINTED. ITS BEAUTIFUL MOLDINGS, VERANDA AND CLASSIC DESIGNS ARE RARE IN TODAYS BUILDING COMMUNITY. WITH THE HIGHEST QUALITY CONSTRUCTION & APPLIANCES IT WILL SERVE THE NEW OWNERS WELL.

26 Pequot Ln, New Canaan

$5,000,000

Your Private Five-Star Resort in New Canaan: Experience the pinnacle of luxury at this 2-acre custom estate, where "vacationing at home" is your daily reality. Tucked behind commanding stone columns near the vibrant town center, this park-like sanctuary is framed by gorgeous stone walls and lush, professional landscaping and sited on a quiet cul-de-sac. The sun filled open-concept interior boasts 9'+ and vaulted ceilings, extensive millwork and gleaming hardwood floors, anchored by four fireplaces that radiate warmth and sophistication. At the heart of the home lies a breathtaking chef's kitchen featuring a legendary island with enough room for a large gathering and a dreamy walk-in pantry. The formal living room with gas fireplace and formal dining room with butler's pantry offer an easy flow for entertaining. With 5 bedrooms, 6.5 baths, a stately library and two additional offices, there is unparalleled space for both high-stakes productivity and total relaxation. The lifestyle continues outdoors with a sparkling pool and a private sports/tennis/pickleball court designed for endless summer afternoons. Whether hosting a grand gala or retreating to your private oasis, this property offers a seamless blend of modern elegance with New England charm.

5 Beds ⋅ 7 Baths ⋅ 24135730 MLS

Your Private Five-Star Resort in New Canaan: Experience the pinnacle of luxury at this 2-acre custom estate, where "vacationing at home" is your daily reality. Tucked behind commanding stone columns near the vibrant town center, this park-like sanctuary is framed by gorgeous stone walls and lush, professional landscaping and sited on a quiet cul-de-sac. The sun filled open-concept interior boasts 9'+ and vaulted ceilings, extensive millwork and gleaming hardwood floors, anchored by four fireplaces that radiate warmth and sophistication. At the heart of the home lies a breathtaking chef's kitchen featuring a legendary island with enough room for a large gathering and a dreamy walk-in pantry. The formal living room with gas fireplace and formal dining room with butler's pantry offer an easy flow for entertaining. With 5 bedrooms, 6.5 baths, a stately library and two additional offices, there is unparalleled space for both high-stakes productivity and total relaxation. The lifestyle continues outdoors with a sparkling pool and a private sports/tennis/pickleball court designed for endless summer afternoons. Whether hosting a grand gala or retreating to your private oasis, this property offers a seamless blend of modern elegance with New England charm.

89 Pastures Ln, New Canaan

$4,925,000

The beloved 1925 Elmstone Estate situated on over 4 acres in the heart of Ferris Hill has been lovingly restored w/ high-end finishes that blend original charm and modern-day luxury. A gated drive leads to a spectacular iconic stone home anchored by a breathtaking historic elm tree. A welcoming Dutch door leads to the expansive foyer. A second staircase leads to the masterfully designed custom kitchen w/ a generous butler's pantry and scullery. The family room with fireplace offers views of the large stone terrace and expansive gardens. The first level also includes four-season sunroom, elegant dining and living rooms each with a fireplace. A paneled library with picturesque privacy, built-ins and wet bar is the ultimate home office. Storage abounds throughout the home, including a large primary suite with an oversized marble bath, walk-in closet, fireplace, and Juliet balcony. A wide, gracious hallway, leads to four more bedrooms and one with its own oversized private balcony. Basement level is complete with a home gym, wine cellar/tasting room, sauna, fp, and large utility space. This scenic property includes a breathtaking two-story multi-use modern barn and professional garages with eight-car parking, entertaining, and living spaces. Beautifully landscaped pool w/ pool house has a full bath and outdoor kitchen. The tennis court is a private gem bordered by stone walkway & pergola. Your own private club and oasis, this is a generational country estate not to be missed!

6 Beds ⋅ 9 Baths ⋅ 24132650 MLS

The beloved 1925 Elmstone Estate situated on over 4 acres in the heart of Ferris Hill has been lovingly restored w/ high-end finishes that blend original charm and modern-day luxury. A gated drive leads to a spectacular iconic stone home anchored by a breathtaking historic elm tree. A welcoming Dutch door leads to the expansive foyer. A second staircase leads to the masterfully designed custom kitchen w/ a generous butler's pantry and scullery. The family room with fireplace offers views of the large stone terrace and expansive gardens. The first level also includes four-season sunroom, elegant dining and living rooms each with a fireplace. A paneled library with picturesque privacy, built-ins and wet bar is the ultimate home office. Storage abounds throughout the home, including a large primary suite with an oversized marble bath, walk-in closet, fireplace, and Juliet balcony. A wide, gracious hallway, leads to four more bedrooms and one with its own oversized private balcony. Basement level is complete with a home gym, wine cellar/tasting room, sauna, fp, and large utility space. This scenic property includes a breathtaking two-story multi-use modern barn and professional garages with eight-car parking, entertaining, and living spaces. Beautifully landscaped pool w/ pool house has a full bath and outdoor kitchen. The tennis court is a private gem bordered by stone walkway & pergola. Your own private club and oasis, this is a generational country estate not to be missed!

114 Ferris Hill Rd, New Canaan

$4,855,000

A masterpiece of modern luxury, this 8,400 sq ft estate by Arena Development has been meticulously crafted to elevate everyday living. Thoughtfully designed and majestically sited with a dynamic, light-filled layout, the home unfolds across four exquisitely finished levels, anchored by a spectacular chef's kitchen and expansive family room that form the true heart of the residence. Five beautifully appointed en suite bedrooms offer refined comfort, while the home's position on the coveted West Side places you just minutes from the transportation and village. Every detail speaks to sophistication and craftsmanship-soaring ceilings, four elegant fireplaces, graceful transitions between living spaces, and a stunning walkout lower level designed for recreation and relaxation. Outdoors, a brand-new pool and spa transform the property into a private resort, complemented by a three-car garage and serene, manicured grounds. Built to the highest standards of performance, the residence combines luxury with efficiency. Energy Star construction, a 7-zone dual-fuel heating system, and a suite of advanced smart-home technologies ensure effortless comfort in every season. High-performance insulation, intuitive smart thermostats, and integrated whole-home automation complete this exceptional offering. Refined, innovative, and beautifully executed-this is modern living at its most luxurious

5 Beds ⋅ 8 Baths ⋅ 24134781 MLS

A masterpiece of modern luxury, this 8,400 sq ft estate by Arena Development has been meticulously crafted to elevate everyday living. Thoughtfully designed and majestically sited with a dynamic, light-filled layout, the home unfolds across four exquisitely finished levels, anchored by a spectacular chef's kitchen and expansive family room that form the true heart of the residence. Five beautifully appointed en suite bedrooms offer refined comfort, while the home's position on the coveted West Side places you just minutes from the transportation and village. Every detail speaks to sophistication and craftsmanship-soaring ceilings, four elegant fireplaces, graceful transitions between living spaces, and a stunning walkout lower level designed for recreation and relaxation. Outdoors, a brand-new pool and spa transform the property into a private resort, complemented by a three-car garage and serene, manicured grounds. Built to the highest standards of performance, the residence combines luxury with efficiency. Energy Star construction, a 7-zone dual-fuel heating system, and a suite of advanced smart-home technologies ensure effortless comfort in every season. High-performance insulation, intuitive smart thermostats, and integrated whole-home automation complete this exceptional offering. Refined, innovative, and beautifully executed-this is modern living at its most luxurious

42 Hillcrest Rd, New Canaan

$4,800,000

UNDERSTATED GRANDEUR. UNFORGETTABLE LIVING. At the end of a quiet New Canaan cul-de-sac stands a rare blend of timeless elegance and modern livability. Architect-designed and set amidst landscape architect-crafted gardens, this stone and shingle estate is grand yet understated with every inch reflecting thoughtful design & refined materials. The gracious foyer leads to a sunlit living room, elegant dining room, and inviting family room-all with walls of windows that frame the breathtaking property. A stunning chef's kitchen awaits with luxury appliances, custom cabinetry, and rich stone countertops. Inside, six ensuite bedrooms and seven full and two half baths offer exceptional comfort and privacy. The main level is rich in architectural detail and warmth, with six fireplaces and seamless flow for everyday living or elegant entertaining. The lower level truly elevates the experience. Designed for memorable gatherings, this expansive space includes a custom wine cellar, full home theater with fireplace, billiards room, sauna, and a bespoke bar that rivals any private club. Stone patios, lush lawns, and an outdoor fireplace set the scene. The pool and its beautifully appointed pool house-with a full kitchen-offer resort-style relaxation. A separate guest house complete with its own garage is perfect for extended stays. Sited high to capture long, leafy views, this estate invites you to slow down, soak it in, and savor every moment. Just minutes to town, yet a world away.

6 Beds ⋅ 9 Baths ⋅ 24088088 MLS

UNDERSTATED GRANDEUR. UNFORGETTABLE LIVING. At the end of a quiet New Canaan cul-de-sac stands a rare blend of timeless elegance and modern livability. Architect-designed and set amidst landscape architect-crafted gardens, this stone and shingle estate is grand yet understated with every inch reflecting thoughtful design & refined materials. The gracious foyer leads to a sunlit living room, elegant dining room, and inviting family room-all with walls of windows that frame the breathtaking property. A stunning chef's kitchen awaits with luxury appliances, custom cabinetry, and rich stone countertops. Inside, six ensuite bedrooms and seven full and two half baths offer exceptional comfort and privacy. The main level is rich in architectural detail and warmth, with six fireplaces and seamless flow for everyday living or elegant entertaining. The lower level truly elevates the experience. Designed for memorable gatherings, this expansive space includes a custom wine cellar, full home theater with fireplace, billiards room, sauna, and a bespoke bar that rivals any private club. Stone patios, lush lawns, and an outdoor fireplace set the scene. The pool and its beautifully appointed pool house-with a full kitchen-offer resort-style relaxation. A separate guest house complete with its own garage is perfect for extended stays. Sited high to capture long, leafy views, this estate invites you to slow down, soak it in, and savor every moment. Just minutes to town, yet a world away.

17 Wardwell Dr, 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