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$1,650,000

This 4 bedroom,3.5 bath tastefully renovated vintage home has an open floor plan,walls and windows with divided light and high ceilings, creating an instant sense of peace and well being. A stone hearth at the entry is surrounded by walls of bookshelves and a reading corner. The beamed living room and adjacent sun room overlook a romantic tiered garden and flat lawn. The fireplace's stone wall frames the dining space, and French doors open onto the garden patio and pergola. The warm polished wood island featuring a copper bar sink is the centerpiece of a perfect chef's kitchen. Down a private hall is the walk out first floor bedroom with full bath, walk in closet and adjacent laundry room. Upstairs an exercise/ gym space is conveniently located outside the primary suite with it's private office, high ceilings, walk in closet, and elegantly kitted bath (soaking tub, double sinks, walk in shower) Two additional generously proportioned bedrooms share a large hall bath. Convenient to charming Scott's Corners and just a few minutes to New Canaan town center, this is a special spot. Swing on the front porch, have morning coffee on the patio, wander the charming garden features, plant the enclosed garden with vegetables, flowers and herbs. Breathe. Zen living behind a stone wall on a rural street.This one is just right.

4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24073041 MLS

This 4 bedroom,3.5 bath tastefully renovated vintage home has an open floor plan,walls and windows with divided light and high ceilings, creating an instant sense of peace and well being. A stone hearth at the entry is surrounded by walls of bookshelves and a reading corner. The beamed living room and adjacent sun room overlook a romantic tiered garden and flat lawn. The fireplace's stone wall frames the dining space, and French doors open onto the garden patio and pergola. The warm polished wood island featuring a copper bar sink is the centerpiece of a perfect chef's kitchen. Down a private hall is the walk out first floor bedroom with full bath, walk in closet and adjacent laundry room. Upstairs an exercise/ gym space is conveniently located outside the primary suite with it's private office, high ceilings, walk in closet, and elegantly kitted bath (soaking tub, double sinks, walk in shower) Two additional generously proportioned bedrooms share a large hall bath. Convenient to charming Scott's Corners and just a few minutes to New Canaan town center, this is a special spot. Swing on the front porch, have morning coffee on the patio, wander the charming garden features, plant the enclosed garden with vegetables, flowers and herbs. Breathe. Zen living behind a stone wall on a rural street.This one is just right.

496 Trinity Pass Rd, New Canaan

$975,000

Finally back on the market and available to shown now that the tenants have moved out! Beautifully updated and ideally located, this spacious three-bedroom townhouse in sought-after Coachman's Square offers the perfect combination of convenience, comfort, and low-maintenance living. Just moments from downtown New Canaan, East School, parks, restaurants, shopping, and the train, this move-in-ready home places everything you love about New Canaan right at your doorstep. The thoughtfully designed floor plan features three finished levels with over 2,000 square feet of living space. The main level offers bright, inviting living and dining areas, while the updated kitchen provides both style and functionality for everyday living. Upstairs, three generously sized bedrooms offer comfortable accommodations, while the finished walk-out lower level creates flexible space for a family room, home office, gym, playroom, or guest overflow. Additional highlights include central air, an attached one-car garage, private outdoor living space, and professional management for easy ownership. Whether you're downsizing, purchasing your first home in New Canaan, or seeking a turnkey investment opportunity, this exceptional townhouse offers the lifestyle, location, and value that are increasingly difficult to find.

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24181388 MLS ⋅ Coachman's Square BLDG.

Finally back on the market and available to shown now that the tenants have moved out! Beautifully updated and ideally located, this spacious three-bedroom townhouse in sought-after Coachman's Square offers the perfect combination of convenience, comfort, and low-maintenance living. Just moments from downtown New Canaan, East School, parks, restaurants, shopping, and the train, this move-in-ready home places everything you love about New Canaan right at your doorstep. The thoughtfully designed floor plan features three finished levels with over 2,000 square feet of living space. The main level offers bright, inviting living and dining areas, while the updated kitchen provides both style and functionality for everyday living. Upstairs, three generously sized bedrooms offer comfortable accommodations, while the finished walk-out lower level creates flexible space for a family room, home office, gym, playroom, or guest overflow. Additional highlights include central air, an attached one-car garage, private outdoor living space, and professional management for easy ownership. Whether you're downsizing, purchasing your first home in New Canaan, or seeking a turnkey investment opportunity, this exceptional townhouse offers the lifestyle, location, and value that are increasingly difficult to find.

253 New Norwalk Rd Unit 5, New Canaan

$2,199,000

Nestled on 2+ beautifully landscaped acres with a spectacular heated in-ground pool, this exceptional Colonial has been completely renovated to the highest standards, offering the perfect blend of timeless elegance & modern luxury. Thoughtfully redesigned inside & out, every major component has been updated, including the roof, siding, windows, mechanical systems, & generator, providing true turnkey living. Designed for both everyday comfort & effortless entertaining, the home features a modern, flowing floor plan w/sun-filled living spaces & seamless transitions throughout. At its heart is a beautifully appointed kitchen that opens to inviting gathering areas and outdoor living spaces, creating the ideal setting for family & friends. The lux primary suite serves as a private retreat, highlighted by a spa-worthy marble bath with sophisticated finishes & timeless appeal. Step outside to your own backyard oasis featuring the impressive heated pool, expansive entertaining patios & professionally designed landscaping providing exceptional beauty and privacy throughout the seasons. Whether hosting large gatherings or enjoying a quiet evening at home, the outdoor living experience is second to none. Car enthusiasts, hobbyists, & collectors will appreciate the custom outfitted oversized 2.5-car garage offering for vehicles, storage, & workspace. Rarely does a home of this quality, condition & setting become available. Simply move in & enjoy the very best of New Canaan Living!

4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24180738 MLS

Nestled on 2+ beautifully landscaped acres with a spectacular heated in-ground pool, this exceptional Colonial has been completely renovated to the highest standards, offering the perfect blend of timeless elegance & modern luxury. Thoughtfully redesigned inside & out, every major component has been updated, including the roof, siding, windows, mechanical systems, & generator, providing true turnkey living. Designed for both everyday comfort & effortless entertaining, the home features a modern, flowing floor plan w/sun-filled living spaces & seamless transitions throughout. At its heart is a beautifully appointed kitchen that opens to inviting gathering areas and outdoor living spaces, creating the ideal setting for family & friends. The lux primary suite serves as a private retreat, highlighted by a spa-worthy marble bath with sophisticated finishes & timeless appeal. Step outside to your own backyard oasis featuring the impressive heated pool, expansive entertaining patios & professionally designed landscaping providing exceptional beauty and privacy throughout the seasons. Whether hosting large gatherings or enjoying a quiet evening at home, the outdoor living experience is second to none. Car enthusiasts, hobbyists, & collectors will appreciate the custom outfitted oversized 2.5-car garage offering for vehicles, storage, & workspace. Rarely does a home of this quality, condition & setting become available. Simply move in & enjoy the very best of New Canaan Living!

17 Danforth Dr, New Canaan

$2,780,000

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

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24165375 MLS

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

596 Silvermine Rd, New Canaan

$499,000

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

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24170520 MLS ⋅ East Hills BLDG.

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

32 E Hills Dr Unit 32, New Canaan

$599,000

In-town location. Ideally situated just one block from the Metro North train station to NYC, village center, parks and library and all the plethora of amenities New Canaan has to offer. A circular drive and lush front lawn greet you at this brick 1910 mansion, which has been thoughtfully converted into nine charming residences. The property features park-like estate grounds perfect for picnics on the sweeping level back lawn. Sitting benches and lovely gardens abound. St. John Place is a highly sought-after location on "the Acre". This two-bedroom condo with living room, dining room, kitchen and roof top views is the perfect place to call home. HOA fee includes-heat, hot water, water, snow removal & trash pick up.

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24174165 MLS ⋅ St. John Place BLDG.

In-town location. Ideally situated just one block from the Metro North train station to NYC, village center, parks and library and all the plethora of amenities New Canaan has to offer. A circular drive and lush front lawn greet you at this brick 1910 mansion, which has been thoughtfully converted into nine charming residences. The property features park-like estate grounds perfect for picnics on the sweeping level back lawn. Sitting benches and lovely gardens abound. St. John Place is a highly sought-after location on "the Acre". This two-bedroom condo with living room, dining room, kitchen and roof top views is the perfect place to call home. HOA fee includes-heat, hot water, water, snow removal & trash pick up.

24 Saint Johns Pl Unit 4, New Canaan

$4,950,000

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

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24161583 MLS

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

537 Oenoke Rdg, New Canaan

$2,495,000

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

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24169441 MLS

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

171 Proprietors Xing, New Canaan

$2,695,000

Come home to this newly constructed 5 bedroom farmhouse colonial within walking distance to town, parks, restaurants, and the train station. Four finished levels! Possible in house office, in-law, or nanny suite on the third floor. Thermador appliances in kitchen. Hardwood Floors throughout. Marvin Elevate Windows. Designed by award winning CAH Architecture and Design Chris Hull. Come and see!

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24157299 MLS

Come home to this newly constructed 5 bedroom farmhouse colonial within walking distance to town, parks, restaurants, and the train station. Four finished levels! Possible in house office, in-law, or nanny suite on the third floor. Thermador appliances in kitchen. Hardwood Floors throughout. Marvin Elevate Windows. Designed by award winning CAH Architecture and Design Chris Hull. Come and see!

145 River St, New Canaan

$2,250,000

Turn-key, move in ready modern townhouse located in the heart of downtown New Canaan, this home offers three floors of elegant living with the feel of a single-family residence and the convenience of low-maintenance living. The renovated open floor plan features a state of the art newer chef's kitchen, a breakfast nook, island, and a light-filled living room/dining room with a fireplace. The main floor offers a study or additional bedroom with its own fireplace and large windows. On the second floor, you will find the owner suite featuring- a renovated luxury bathroom with soaking tub, shower, 2 vanities, two walk-in fitted closets-along with two additional bedrooms, a full bath, and a laundry area. The lower level provides nearly 1,000 square feet of additional walk out living space with fireplace large recreation room and a patio. Outside, the walk-out lower level leads to a private patio and yard, offering a quiet oasis which backs up to a Bristow Park Bird Sanctuary and Mead Park. A short stroll on sidewalks to Metro North train station, shops, restaurants and the beautiful village of New Canaan.

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24169268 MLS ⋅ Willow Walk BLDG.

Turn-key, move in ready modern townhouse located in the heart of downtown New Canaan, this home offers three floors of elegant living with the feel of a single-family residence and the convenience of low-maintenance living. The renovated open floor plan features a state of the art newer chef's kitchen, a breakfast nook, island, and a light-filled living room/dining room with a fireplace. The main floor offers a study or additional bedroom with its own fireplace and large windows. On the second floor, you will find the owner suite featuring- a renovated luxury bathroom with soaking tub, shower, 2 vanities, two walk-in fitted closets-along with two additional bedrooms, a full bath, and a laundry area. The lower level provides nearly 1,000 square feet of additional walk out living space with fireplace large recreation room and a patio. Outside, the walk-out lower level leads to a private patio and yard, offering a quiet oasis which backs up to a Bristow Park Bird Sanctuary and Mead Park. A short stroll on sidewalks to Metro North train station, shops, restaurants and the beautiful village of New Canaan.

13 Old Stamford Road Unit 13, New Canaan

$8,747,000

FrogPond Estate is a modern Scandinavian masterpiece unlike anything New Canaan has ever seen - an architecturally rare achievement set on 2.25 pristine, private acres, moments from the train and village. Spanning 11,836 plus square feet of sleek, sun-drenched living space, this 7-bedroom, nine-and-a-half-bath residence is defined by its 12-foot ceilings, bespoke millwork, and designer lighting - details that elevate every room into something memorable. Four thoughtfully placed laundry rooms, multiple fireplaces, and a fully custom build throughout speak to a level of intentionality rarely found at any price point. At the heart of the main level, a gourmet kitchen with double islands anchors an open floor plan crafted for both quiet daily living and effortless large-scale entertaining. Walls of glass dissolve the boundary between inside and out, opening to covered porches and private balconies that complete the estate's serene, Scandinavian sensibility. A separate 1,190 sq. ft. guest cottage - complete with its own island and laundry - offers the perfect complement to the main residence, ideal for extended family, guests, or a private retreat. Secluded yet connected, grand yet warm - FrogPond Estate is a singular home that must be experienced to be understood.

7 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24165330 MLS

FrogPond Estate is a modern Scandinavian masterpiece unlike anything New Canaan has ever seen - an architecturally rare achievement set on 2.25 pristine, private acres, moments from the train and village. Spanning 11,836 plus square feet of sleek, sun-drenched living space, this 7-bedroom, nine-and-a-half-bath residence is defined by its 12-foot ceilings, bespoke millwork, and designer lighting - details that elevate every room into something memorable. Four thoughtfully placed laundry rooms, multiple fireplaces, and a fully custom build throughout speak to a level of intentionality rarely found at any price point. At the heart of the main level, a gourmet kitchen with double islands anchors an open floor plan crafted for both quiet daily living and effortless large-scale entertaining. Walls of glass dissolve the boundary between inside and out, opening to covered porches and private balconies that complete the estate's serene, Scandinavian sensibility. A separate 1,190 sq. ft. guest cottage - complete with its own island and laundry - offers the perfect complement to the main residence, ideal for extended family, guests, or a private retreat. Secluded yet connected, grand yet warm - FrogPond Estate is a singular home that must be experienced to be understood.

259 Frogtown Rd, New Canaan

$1,275,000

Enjoy the ease of in-town living at its finest. Ideally located just moments from restaurants, shops, library, farmer's market, movie theater, the Metro-North train and local churches. This home offers exceptional convenience with no car required. Set on a quiet cul-de-sac, the property combines peaceful surroundings with close proximity to all the amenities of town. A rare opportunity, this legal two-family residence offers outstanding flexibility, live in one unit while generating rental income from the other, or easily convert to a single-family home to suit your needs. Perfect for commuters or those seeking a weekend retreat, the home also features a sunny backyard, ideal for gardening, relaxing, or entertaining. Thoughtfully updated, the main house includes a new washer and dryer (2026), new dishwasher and hood (2025), a perimeter fence (2023), a mini-split heating and cooling system (2023), a roof installed in 2021, and a whole house water filtration system in place. The apartment has also been well maintained with a new stove (2026), new dishwasher (2025), and washer and dryer (2023). The property is serviced by public sewer and town water. Properties with this combination of location, versatility, and charm rarely come to market. Come experience all the possibilities this exceptional home has to offer.

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24165724 MLS

Enjoy the ease of in-town living at its finest. Ideally located just moments from restaurants, shops, library, farmer's market, movie theater, the Metro-North train and local churches. This home offers exceptional convenience with no car required. Set on a quiet cul-de-sac, the property combines peaceful surroundings with close proximity to all the amenities of town. A rare opportunity, this legal two-family residence offers outstanding flexibility, live in one unit while generating rental income from the other, or easily convert to a single-family home to suit your needs. Perfect for commuters or those seeking a weekend retreat, the home also features a sunny backyard, ideal for gardening, relaxing, or entertaining. Thoughtfully updated, the main house includes a new washer and dryer (2026), new dishwasher and hood (2025), a perimeter fence (2023), a mini-split heating and cooling system (2023), a roof installed in 2021, and a whole house water filtration system in place. The apartment has also been well maintained with a new stove (2026), new dishwasher (2025), and washer and dryer (2023). The property is serviced by public sewer and town water. Properties with this combination of location, versatility, and charm rarely come to market. Come experience all the possibilities this exceptional home has to offer.

16 Raymond St, New Canaan

$958,000

Fantastic downtown location within walking distance to the town center, train station, and park. This spacious townhouse-style condo offers the comfort of no HOA needs. The updated kitchen features granite countertops, a Sub-Zero refrigerator, and a Miele dishwasher. The living and dining area opens directly to a lovely outdoor terrace and a private garden-style backyard-perfect for relaxing or entertaining. All bedrooms are located on the second floor along with a full bathroom. The finished basement provides additional living space, including a full bathroom, cedar closet, and laundry room. Enjoy the convenience of an attached one-car garage plus two additional outdoor parking spaces. Recent updates include a 2-year-old roof, freshly painted siding (2025), a new hot water heater, and a renovated second-floor bathroom (2026). Move-in ready and waiting for its new owner!

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24164700 MLS

Fantastic downtown location within walking distance to the town center, train station, and park. This spacious townhouse-style condo offers the comfort of no HOA needs. The updated kitchen features granite countertops, a Sub-Zero refrigerator, and a Miele dishwasher. The living and dining area opens directly to a lovely outdoor terrace and a private garden-style backyard-perfect for relaxing or entertaining. All bedrooms are located on the second floor along with a full bathroom. The finished basement provides additional living space, including a full bathroom, cedar closet, and laundry room. Enjoy the convenience of an attached one-car garage plus two additional outdoor parking spaces. Recent updates include a 2-year-old roof, freshly painted siding (2025), a new hot water heater, and a renovated second-floor bathroom (2026). Move-in ready and waiting for its new owner!

122 Summer St Unit 122, New Canaan

$7,250,000

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 ⋅ ACTIVE Status ⋅ 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

$5,500,000

67 Carter Street - Exceptional Modern Estate Experience unrivaled luxury at this extraordinary 2.5-acre sanctuary in New Canaan. Encompassing nearly 7,300 sq ft above grade and an additional 2,000 sq ft in the lower level with soaring 10-foot ceilings, this architectural masterpiece offers a refined and expansive living experience. A chef's gourmet kitchen anchors the home, complemented by five luxurious bedrooms and seven designer bathrooms. The spectacular primary suite spans over 1,000 sq ft, featuring a spa-level bath reminiscent of a five-star resort. The third-floor office and library boast panoramic views, while striking fireplaces and fluid indoor-outdoor transitions elevate every room. The lower level doubles as a wellness retreat with space for a private gym and spa. An additional 2,000 sq ft of outbuildings opens the door to creative or recreational possibilities, whether studio, guest space, or workshop. Set high above neighboring homes, the estate commands sweeping treetop views and absolute seclusion. Despite its private feel, it remains conveniently close to New Canaan's premier shopping, dining, and schools. Enjoy a New England arboretum atmosphere with walking trails, a tranquil koi pond, and multiple entertaining terraces across all levels-perfect for hosting or relaxation. This is more than a home-it's a one-of-a-kind estate where Gold Coast elegance meets modern sophistication. Designed for those who expect nothing less than perfection.

5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24147148 MLS

67 Carter Street - Exceptional Modern Estate Experience unrivaled luxury at this extraordinary 2.5-acre sanctuary in New Canaan. Encompassing nearly 7,300 sq ft above grade and an additional 2,000 sq ft in the lower level with soaring 10-foot ceilings, this architectural masterpiece offers a refined and expansive living experience. A chef's gourmet kitchen anchors the home, complemented by five luxurious bedrooms and seven designer bathrooms. The spectacular primary suite spans over 1,000 sq ft, featuring a spa-level bath reminiscent of a five-star resort. The third-floor office and library boast panoramic views, while striking fireplaces and fluid indoor-outdoor transitions elevate every room. The lower level doubles as a wellness retreat with space for a private gym and spa. An additional 2,000 sq ft of outbuildings opens the door to creative or recreational possibilities, whether studio, guest space, or workshop. Set high above neighboring homes, the estate commands sweeping treetop views and absolute seclusion. Despite its private feel, it remains conveniently close to New Canaan's premier shopping, dining, and schools. Enjoy a New England arboretum atmosphere with walking trails, a tranquil koi pond, and multiple entertaining terraces across all levels-perfect for hosting or relaxation. This is more than a home-it's a one-of-a-kind estate where Gold Coast elegance meets modern sophistication. Designed for those who expect nothing less than perfection.

67 Carter St, New Canaan

$4,200,000

A Historic Masterpiece, Reimagined for Modern Living Originally crafted in 1931 by renowned architect Frazier Forman Peters, this iconic stone residence has been completely reinvented-expanded, redesigned, and redefined for today's luxury lifestyle. The newly completed home now offers over 9,000 square feet of exquisite living space with 6 bedrooms, 7.5 baths, and every modern comfort imaginable, all while preserving the timeless character of its hand-cut fieldstone construction. Inside, soaring ceilings, a dramatic double staircase, and elegant living and dining spaces create a perfect blend of grandeur and warmth. Five fireplaces anchor inviting gathering areas, while French doors lead to light-filled suites and sweeping terraces overlooking the serene landscape. From its architectural heritage to its meticulous, top-to-bottom reinvention, this residence stands as a true work of art-a rare fusion of history, craftsmanship, and modern sophistication-just minutes from downtown New Canaan. SQ FT REFLECTS TO BE BUILT RENDERINGS 9000 SQ FT+-

6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24116481 MLS

A Historic Masterpiece, Reimagined for Modern Living Originally crafted in 1931 by renowned architect Frazier Forman Peters, this iconic stone residence has been completely reinvented-expanded, redesigned, and redefined for today's luxury lifestyle. The newly completed home now offers over 9,000 square feet of exquisite living space with 6 bedrooms, 7.5 baths, and every modern comfort imaginable, all while preserving the timeless character of its hand-cut fieldstone construction. Inside, soaring ceilings, a dramatic double staircase, and elegant living and dining spaces create a perfect blend of grandeur and warmth. Five fireplaces anchor inviting gathering areas, while French doors lead to light-filled suites and sweeping terraces overlooking the serene landscape. From its architectural heritage to its meticulous, top-to-bottom reinvention, this residence stands as a true work of art-a rare fusion of history, craftsmanship, and modern sophistication-just minutes from downtown New Canaan. SQ FT REFLECTS TO BE BUILT RENDERINGS 9000 SQ FT+-

760 Valley Rd, New Canaan

$2,495,000

Behind the gates of the once star-studded estate lies a rare opportunity to create a legacy property in one of New Canaan's most peaceful and desirable settings. Part of the former storied estate once associated with famous actors, musicians, and industrialists, the property carries a sense of history and character rarely found in today's land offerings. Set on over four flat acres with mature trees, this unique property offers an increasingly rare combination of privacy and beauty minutes from downtown New Canaan, NYC train service, and walkable to nearby Clubs. The land itself is the true standout: level, framed by large mature trees, creating an ideal canvas for a homesite that has been approved for a six-bedroom septic system. Electric utility infrastructure has been installed, significantly shortening the path toward development. An added perk is a Nature walking trail through recently restored acre of improved wetlands Unlike a typical land offering, buyers have the opportunity to collaborate with an experienced builder/design team to help streamline the process. Options may include building a fully custom residence or working from thoughtfully developed architectural concepts tailored specifically for the property and setting. Part of a limited collection of estate homesites that will ultimately define one of New Canaan's most compelling settings.

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24136291 MLS

Behind the gates of the once star-studded estate lies a rare opportunity to create a legacy property in one of New Canaan's most peaceful and desirable settings. Part of the former storied estate once associated with famous actors, musicians, and industrialists, the property carries a sense of history and character rarely found in today's land offerings. Set on over four flat acres with mature trees, this unique property offers an increasingly rare combination of privacy and beauty minutes from downtown New Canaan, NYC train service, and walkable to nearby Clubs. The land itself is the true standout: level, framed by large mature trees, creating an ideal canvas for a homesite that has been approved for a six-bedroom septic system. Electric utility infrastructure has been installed, significantly shortening the path toward development. An added perk is a Nature walking trail through recently restored acre of improved wetlands Unlike a typical land offering, buyers have the opportunity to collaborate with an experienced builder/design team to help streamline the process. Options may include building a fully custom residence or working from thoughtfully developed architectural concepts tailored specifically for the property and setting. Part of a limited collection of estate homesites that will ultimately define one of New Canaan's most compelling settings.

48 Brookwood Ln, New Canaan

$6,595,000

Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and sun-drenched spaces throughout. Spanning over 11,000 square feet, with an additional 4,000SF+ lower level, with 6 bedrooms, 7.2 baths on 4.7 acres with room to add a custom pool, step inside to discover a seamless blend of ultimate privacy and modern luxuries throughout 4 finished levels. Immerse yourself in the serenity just 5 minutes to downtown New Canaan and an hour to NYC, where luxury and tranquility converge in perfect harmony.

6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24124919 MLS

Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and sun-drenched spaces throughout. Spanning over 11,000 square feet, with an additional 4,000SF+ lower level, with 6 bedrooms, 7.2 baths on 4.7 acres with room to add a custom pool, step inside to discover a seamless blend of ultimate privacy and modern luxuries throughout 4 finished levels. Immerse yourself in the serenity just 5 minutes to downtown New Canaan and an hour to NYC, where luxury and tranquility converge in perfect harmony.

62 Summersweet Ln, New Canaan

$25,500,000

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

9 Beds ⋅ 14 Baths ⋅ ACTIVE Status ⋅ 24103956 MLS

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

104 Dans Hwy, New Canaan

$2,750,000

Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering unmatched privacy and a sense of retreat. The main level features an effortless open flow with a primary suite, living room, dining room with a see-through fireplace, office/study, powder room, and expansive sliding doors that connect seamlessly to the wraparound deck. The fully finished, walk-out lower level offers four additional bedrooms, two full bathrooms, a dedicated laundry room, and storage. This rare architectural gem is not just a home, but an experience in design, nature, and modern living.

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24126532 MLS

Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering unmatched privacy and a sense of retreat. The main level features an effortless open flow with a primary suite, living room, dining room with a see-through fireplace, office/study, powder room, and expansive sliding doors that connect seamlessly to the wraparound deck. The fully finished, walk-out lower level offers four additional bedrooms, two full bathrooms, a dedicated laundry room, and storage. This rare architectural gem is not just a home, but an experience in design, nature, and modern living.

44 Benedict Hill Rd, New Canaan