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Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush landscape inside. At the heart of the home, a newly updated gourmet kitchen serves as a culinary showpiece. The primary suite is a true retreat, offering a private balcony, fireplace, and the rare luxury of dual bathrooms. Each of the six bedrooms in the main house features an ensuite bath, ensuring absolute privacy for family and guests alike. The amenities rival the world's finest resorts: a walk-out lower level equipped with a theater and wine room, and a 30x50 lagoon-style pool. The 2020-built pool house (700+ sq. ft.) provides a full guest experience with its own kitchen, bath, and flexible sleeping quarters-all just five minutes from the boutiques and bistros of New Canaan's vibrant village center.

7 Beds ⋅ 10 Baths ⋅ 24163175 MLS

Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush landscape inside. At the heart of the home, a newly updated gourmet kitchen serves as a culinary showpiece. The primary suite is a true retreat, offering a private balcony, fireplace, and the rare luxury of dual bathrooms. Each of the six bedrooms in the main house features an ensuite bath, ensuring absolute privacy for family and guests alike. The amenities rival the world's finest resorts: a walk-out lower level equipped with a theater and wine room, and a 30x50 lagoon-style pool. The 2020-built pool house (700+ sq. ft.) provides a full guest experience with its own kitchen, bath, and flexible sleeping quarters-all just five minutes from the boutiques and bistros of New Canaan's vibrant village center.

1421 Oenoke Rdg, New Canaan

$4,395,000

Enjoy the best of New Canaan living from this stunning new construction home, tucked along a quiet private lane yet just a short walk to schools, town, train and park. Set on a beautifully landscaped .57-acre property, the expansive, flat backyard-with pool and spa-is a true rarity this close to town. Designed for effortless everyday living and entertaining, the main level centers around a chef's kitchen with quartzite countertops, Thermador appliances, an oversized island and light-filled breakfast area, flowing into the family room and out to covered outdoor living, granite patio and summer kitchen. A butler's pantry/bar serves the formal dining room and living spaces, making entertaining easy. More than 6,700 square feet across four levels offers room for everyone, including a flexible office/guest suite, primary retreat with radiant-heated spa bath, three en-suite bedrooms, third-floor bedroom and lounge with full bath, and lower level with space for fitness, play, sauna and a guest or au-pair suite. Walk to town, spend summer days by the pool and enjoy exceptional space and privacy-all with the ease of in-town living. Ready for move-in by mid-October!

6 Beds ⋅ 8 Baths ⋅ 24207918 MLS

Enjoy the best of New Canaan living from this stunning new construction home, tucked along a quiet private lane yet just a short walk to schools, town, train and park. Set on a beautifully landscaped .57-acre property, the expansive, flat backyard-with pool and spa-is a true rarity this close to town. Designed for effortless everyday living and entertaining, the main level centers around a chef's kitchen with quartzite countertops, Thermador appliances, an oversized island and light-filled breakfast area, flowing into the family room and out to covered outdoor living, granite patio and summer kitchen. A butler's pantry/bar serves the formal dining room and living spaces, making entertaining easy. More than 6,700 square feet across four levels offers room for everyone, including a flexible office/guest suite, primary retreat with radiant-heated spa bath, three en-suite bedrooms, third-floor bedroom and lounge with full bath, and lower level with space for fitness, play, sauna and a guest or au-pair suite. Walk to town, spend summer days by the pool and enjoy exceptional space and privacy-all with the ease of in-town living. Ready for move-in by mid-October!

24 Oak Grove Pl, New Canaan

$4,395,000

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

5 Beds ⋅ 6 Baths ⋅ 24205057 MLS

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

16 Orchard Ln, New Canaan

$3,695,000

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

5 Beds ⋅ 6 Baths ⋅ 24197589 MLS

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

38 Gerrish Ln, New Canaan

$3,600,000

716 Cheese Spring Road in New Canaan was built completely new in 2019 and customized by the current owners even further. This turn-key home with five bedrooms, five and a half baths and 5,135 square feet sits on 2.84 acres in the northeast side of town. The kitchen was renovated with an Italian stone island, upgraded Sub-Zero, Wolf and Miele appliances. A built-in coffee bar, patio access and spacious dining area complete the kitchen area. A cozy fireplace anchors the oversized and sun drenched living room. Downstairs, a den and bedroom double as a pool house with a full bath and shower. The luxurious primary suite offers a bedroom with a fireplace, built-ins, two walk-in closets, generous primary bath and two separate office and study areas. The in-ground pool takes full sun all day and is in view from the key living areas. The expansive property has two fire pits, professionally manicured landscape and a path cleared through the woods to an insulated treehouse with power. Above the garage, a renovated guest suite gives guests completely separate quarters. The updated mechanicals match the finishes. New Lennox furnace, air conditioning and condenser in 2026, whole house dehumidifier, airtight foam insulation through every wall and the roof, and a well rebuilt in 2025 with filtration and a high pressure pump. Every detail executed to the highest standard. Equidistant to the New Canaan and Wilton village centers, with Metro-North to Grand Central.

5 Beds ⋅ 6 Baths ⋅ 24210019 MLS

716 Cheese Spring Road in New Canaan was built completely new in 2019 and customized by the current owners even further. This turn-key home with five bedrooms, five and a half baths and 5,135 square feet sits on 2.84 acres in the northeast side of town. The kitchen was renovated with an Italian stone island, upgraded Sub-Zero, Wolf and Miele appliances. A built-in coffee bar, patio access and spacious dining area complete the kitchen area. A cozy fireplace anchors the oversized and sun drenched living room. Downstairs, a den and bedroom double as a pool house with a full bath and shower. The luxurious primary suite offers a bedroom with a fireplace, built-ins, two walk-in closets, generous primary bath and two separate office and study areas. The in-ground pool takes full sun all day and is in view from the key living areas. The expansive property has two fire pits, professionally manicured landscape and a path cleared through the woods to an insulated treehouse with power. Above the garage, a renovated guest suite gives guests completely separate quarters. The updated mechanicals match the finishes. New Lennox furnace, air conditioning and condenser in 2026, whole house dehumidifier, airtight foam insulation through every wall and the roof, and a well rebuilt in 2025 with filtration and a high pressure pump. Every detail executed to the highest standard. Equidistant to the New Canaan and Wilton village centers, with Metro-North to Grand Central.

716 Cheese Spring Rd, New Canaan

$3,450,000

A rare find in the heart of New Canaan - walkable to both town and train - this beautifully renovated (2012-2014) 4/5 bedroom, 5 bath home features a backyard oasis few properties can match. Inside, a beamed cathedral ceiling soars above the great room, where a grand arched hearth of rare scale invites long fireside evenings. Mornings, gather around the marble island in the chef's kitchen, outfitted with top-of-the-line appliances and open to the family room. A den/study, bedroom or office, full bath, powder room, huge mudroom, and laundry complete this level's easy flow. The upper floors feature a primary bedroom with its own fireplace, walk-in closet and marble bath; two additional bedrooms; a third-floor suite with bath - and there's even an exercise room over the garage. Then comes the surprise: behind the house, towering evergreens and fieldstone walls enclose a secret garden so private you'd never guess that town is steps away. As dusk falls, the heated pool and spa glow, while the fire pit flickers. This special property is not to be missed.

5 Beds ⋅ 5 Baths ⋅ 24207854 MLS

A rare find in the heart of New Canaan - walkable to both town and train - this beautifully renovated (2012-2014) 4/5 bedroom, 5 bath home features a backyard oasis few properties can match. Inside, a beamed cathedral ceiling soars above the great room, where a grand arched hearth of rare scale invites long fireside evenings. Mornings, gather around the marble island in the chef's kitchen, outfitted with top-of-the-line appliances and open to the family room. A den/study, bedroom or office, full bath, powder room, huge mudroom, and laundry complete this level's easy flow. The upper floors feature a primary bedroom with its own fireplace, walk-in closet and marble bath; two additional bedrooms; a third-floor suite with bath - and there's even an exercise room over the garage. Then comes the surprise: behind the house, towering evergreens and fieldstone walls enclose a secret garden so private you'd never guess that town is steps away. As dusk falls, the heated pool and spa glow, while the fire pit flickers. This special property is not to be missed.

284 Park St, New Canaan

$2,999,999

Newly renovated four-acre estate majestically perched overlooking the Laurel Reservoir, complete with seasonal water views. Ideal for outdoor recreation, the property features a large, level soccer-field-sized yard and a basketball court in the driveway. At the heart of the home is an open-concept living space seamlessly connecting the kitchen, dining, and family rooms. Property Highlights- - Kitchen & Dining: The brand-new Bilotta kitchen features a center island with seating for six, premium appliances (including a Wolf range with eight gas burners, two ovens, and an additional wall oven), two dishwashers, two sinks, a microwave, ample counter space, and a large walk-in pantry with high storage capacity and enough room for a 2nd refrigerator. -Dining Room opens directly to the kitchen and comfortably seats 20. -Main Level: Adjacent to the kitchen and dining area is a large family room with skylights, a fireplace, and direct access to the outdoor deck. The main floor also includes two home offices, a powder room, and a formal living room with a fireplace. -Upper Level: Features five bedrooms and three full baths, including a primary suite with a brand-new luxury bath equipped with a soaking tub, double sinks, and a glass-enclosed shower. -Lower Level: The fully finished lower level provides excellent indoor recreation space, including a playroom and home gym. This move-in-ready home is a fantastic opportunity.

5 Beds ⋅ 4 Baths ⋅ 24206102 MLS

Newly renovated four-acre estate majestically perched overlooking the Laurel Reservoir, complete with seasonal water views. Ideal for outdoor recreation, the property features a large, level soccer-field-sized yard and a basketball court in the driveway. At the heart of the home is an open-concept living space seamlessly connecting the kitchen, dining, and family rooms. Property Highlights- - Kitchen & Dining: The brand-new Bilotta kitchen features a center island with seating for six, premium appliances (including a Wolf range with eight gas burners, two ovens, and an additional wall oven), two dishwashers, two sinks, a microwave, ample counter space, and a large walk-in pantry with high storage capacity and enough room for a 2nd refrigerator. -Dining Room opens directly to the kitchen and comfortably seats 20. -Main Level: Adjacent to the kitchen and dining area is a large family room with skylights, a fireplace, and direct access to the outdoor deck. The main floor also includes two home offices, a powder room, and a formal living room with a fireplace. -Upper Level: Features five bedrooms and three full baths, including a primary suite with a brand-new luxury bath equipped with a soaking tub, double sinks, and a glass-enclosed shower. -Lower Level: The fully finished lower level provides excellent indoor recreation space, including a playroom and home gym. This move-in-ready home is a fantastic opportunity.

2141 Ponus Rdg, New Canaan

$2,795,000

Framed by classic stone walls, fruit trees, and lush grounds, this masterfully renovated Colonial blends timeless curb appeal with top-tier modern luxury. The expansive layout flows seamlessly from a sunlit living room, stunning formal dining room and massive 24'x23' family room with a modern woodburning fireplace, dual home offices and a lower-level playroom with large mudroom. Designed as the ultimate heart of the home, the gourmet kitchen is a chef's dream-featuring a custom Raging River wood island, honed granite countertops, dual sinks, and a magnificent CornueFe 110 gas range. Upstairs, four peaceful bedrooms include a lavish primary suite with a marble shower, BainUltra soaking tub, and radiant heated floors. French doors lead to a private outdoor oasis, where a wisteria-draped pergola, covered deck, expansive terrace, sparkling pool, and spa set the stage for effortless summer entertaining-all just minutes from town and an easy walk to local schools.

4 Beds ⋅ 4 Baths ⋅ 24212299 MLS

Framed by classic stone walls, fruit trees, and lush grounds, this masterfully renovated Colonial blends timeless curb appeal with top-tier modern luxury. The expansive layout flows seamlessly from a sunlit living room, stunning formal dining room and massive 24'x23' family room with a modern woodburning fireplace, dual home offices and a lower-level playroom with large mudroom. Designed as the ultimate heart of the home, the gourmet kitchen is a chef's dream-featuring a custom Raging River wood island, honed granite countertops, dual sinks, and a magnificent CornueFe 110 gas range. Upstairs, four peaceful bedrooms include a lavish primary suite with a marble shower, BainUltra soaking tub, and radiant heated floors. French doors lead to a private outdoor oasis, where a wisteria-draped pergola, covered deck, expansive terrace, sparkling pool, and spa set the stage for effortless summer entertaining-all just minutes from town and an easy walk to local schools.

217 White Oak Shade Rd, New Canaan

$2,795,000

Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 3,351 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2" countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence. (Agent/Owner)

4 Beds ⋅ 5 Baths ⋅ 24189503 MLS ⋅ Enclave On Richmond - Pending Verification BLDG.

Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 3,351 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2" countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence. (Agent/Owner)

14 Richmond Hill Rd Unit 1, New Canaan

$2,785,000

Set back at the end of a private lane and only 1.5 miles from the center of New Canaan, this enchanting 1924 Cape exudes timeless elegance and undeniable charm. Set on 2.2 lush, flat acres, the property offers a serene retreat with expansive grounds ideal for relaxation and hosting. The chef's kitchen features top tier appliances and quartz countertops that balance beauty with functionality, and it opens seamlessly into the family room for effortless everyday living. The spacious living room showcases French doors that lead to a breathtaking park-like setting with a built-in outdoor grill and stone fireplace. The first-floor primary suite is approached through a cozy sitting room with a fireplace, creating an intimate and inviting entry. Four beautifully finished bedrooms complete the home, each crafted with thoughtful detail and classic appeal. The expansive bonus room above the garage-complete with a full bathroom and steam shower-offers exceptional versatility, perfect for a home gym, recreation room, private office, or guest suite. Brand new septic system!

5 Beds ⋅ 5 Baths ⋅ 24193634 MLS

Set back at the end of a private lane and only 1.5 miles from the center of New Canaan, this enchanting 1924 Cape exudes timeless elegance and undeniable charm. Set on 2.2 lush, flat acres, the property offers a serene retreat with expansive grounds ideal for relaxation and hosting. The chef's kitchen features top tier appliances and quartz countertops that balance beauty with functionality, and it opens seamlessly into the family room for effortless everyday living. The spacious living room showcases French doors that lead to a breathtaking park-like setting with a built-in outdoor grill and stone fireplace. The first-floor primary suite is approached through a cozy sitting room with a fireplace, creating an intimate and inviting entry. Four beautifully finished bedrooms complete the home, each crafted with thoughtful detail and classic appeal. The expansive bonus room above the garage-complete with a full bathroom and steam shower-offers exceptional versatility, perfect for a home gym, recreation room, private office, or guest suite. Brand new septic system!

758 Smith Ridge Rd, New Canaan

$2,695,000

Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 3,351 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2" countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence.

4 Beds ⋅ 5 Baths ⋅ 24185149 MLS ⋅ Enclave On Richmond - Pending Verification BLDG.

Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 3,351 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2" countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence.

14 Richmond Hill Rd Unit 4, New Canaan

$2,550,000

This beautiful townhouse with an elevator at Richmond Mews offers an easy, low-maintenance lifestyle just a short walk from town, with views of Mead Park and thoughtful design throughout. Inside, 9+ foot ceilings and oversized windows make the home feel bright and open, with hardwood floors throughout. The double-height entry welcomes you right in. The floor plan is very flexible, allowing for a formal dining room, family room, and living room depending on your needs. The gourmet kitchen has a large center island with French doors opening to a private patio. The spacious primary suite offers bedroom views of the park paired with a large sitting room or office, plus 2 walk-in closets and ensuite bath. Two additional bedrooms and a full bath complete the upper level. The finished lower level adds valuable, versatile square footage - ideal as a home gym, playroom, or additional office space. There is ample storage throughout and an attached 2-car garage. The cedar roof was replaced in 2025. Located close to New Canaan's shops, restaurants, and train station, 30 Richmond Hill Road offers a convenient, well-designed home in a sought-after location.

3 Beds ⋅ 3 Baths ⋅ 24204690 MLS ⋅ Richmond Mews BLDG.

This beautiful townhouse with an elevator at Richmond Mews offers an easy, low-maintenance lifestyle just a short walk from town, with views of Mead Park and thoughtful design throughout. Inside, 9+ foot ceilings and oversized windows make the home feel bright and open, with hardwood floors throughout. The double-height entry welcomes you right in. The floor plan is very flexible, allowing for a formal dining room, family room, and living room depending on your needs. The gourmet kitchen has a large center island with French doors opening to a private patio. The spacious primary suite offers bedroom views of the park paired with a large sitting room or office, plus 2 walk-in closets and ensuite bath. Two additional bedrooms and a full bath complete the upper level. The finished lower level adds valuable, versatile square footage - ideal as a home gym, playroom, or additional office space. There is ample storage throughout and an attached 2-car garage. The cedar roof was replaced in 2025. Located close to New Canaan's shops, restaurants, and train station, 30 Richmond Hill Road offers a convenient, well-designed home in a sought-after location.

30 Richmond Hill Rd, New Canaan

$2,500,000

Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 2,998 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2" countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence.

4 Beds ⋅ 5 Baths ⋅ 24189509 MLS ⋅ Enclave On Richmond - Pending Verification BLDG.

Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 2,998 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2" countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence.

20 Richmond Hill Rd Unit 1, New Canaan

$2,495,000

Highly sought-after Leefair end unit offering true ranch-style living with exceptional privacy and a first-floor layout designed for comfort and convenience. This 4-bedroom, 3.5 bath home features a first-floor primary suite plus an additional first-floor bedroom with its own full bath-ideal for guests, multigenerational living, or a private office suite. The second floor adds two additional bedrooms, a full bath, and a generous sitting room that creates a perfect retreat for guests, teens, or flexible bonus space. The main level enjoys garden and patio views, with three separate entrance points and direct terrace access from both the living room and the primary suite. The living room stands out with coffered ceilings, soaring height, abundant natural light, and custom built-ins that elevate both style and functionality. A spacious two-car garage with built-in cabinetry offers organized storage, and a brand-new AC system ensures year-round comfort. Set within the coveted Leefair community-known for its convenience, beautifully maintained grounds, and low maintenance lifestyle-this end unit presents a rare opportunity to enjoy generous square footage, thoughtful design, and a premier in-town location.

4 Beds ⋅ 4 Baths ⋅ 24204076 MLS ⋅ Leefair BLDG.

Highly sought-after Leefair end unit offering true ranch-style living with exceptional privacy and a first-floor layout designed for comfort and convenience. This 4-bedroom, 3.5 bath home features a first-floor primary suite plus an additional first-floor bedroom with its own full bath-ideal for guests, multigenerational living, or a private office suite. The second floor adds two additional bedrooms, a full bath, and a generous sitting room that creates a perfect retreat for guests, teens, or flexible bonus space. The main level enjoys garden and patio views, with three separate entrance points and direct terrace access from both the living room and the primary suite. The living room stands out with coffered ceilings, soaring height, abundant natural light, and custom built-ins that elevate both style and functionality. A spacious two-car garage with built-in cabinetry offers organized storage, and a brand-new AC system ensures year-round comfort. Set within the coveted Leefair community-known for its convenience, beautifully maintained grounds, and low maintenance lifestyle-this end unit presents a rare opportunity to enjoy generous square footage, thoughtful design, and a premier in-town location.

39 Bank St Unit 39, New Canaan

$2,149,000

6 Down River pairs new construction with privacy and walkability - the scale of a single-family home, without the maintenance. Built in 2024 and further refined by the developer in 2025, this 4-bedroom residence offers over 3,000 square feet across four finished levels, conceived for an effortless lock-and-leave lifestyle. The main level is open and light-filled, built for entertaining: the kitchen with custom cabinetry, high-end appliances and a large center island connects seamlessly to dining and living areas anchored by a gas fireplace and bar. Upstairs, the primary suite includes a spa-like bath and generous walk-in closet, alongside two well-proportioned bedrooms, additional baths and a laundry room on the same level. The finished third floor delivers a fourth bedroom - suited to a home office, bunk room, or playroom. What sets 6 Down River apart: Finished third floor - fourth bedroom, office, bunk room or play space. Finished lower level - recreation area with a glass-enclosed gym or office Private terrace and lawn. Attached 2-car garage A move-in-ready path to newer construction, minutes to the village and the train.

4 Beds ⋅ 4 Baths ⋅ 24196988 MLS ⋅ Down River Condominiums BLDG.

6 Down River pairs new construction with privacy and walkability - the scale of a single-family home, without the maintenance. Built in 2024 and further refined by the developer in 2025, this 4-bedroom residence offers over 3,000 square feet across four finished levels, conceived for an effortless lock-and-leave lifestyle. The main level is open and light-filled, built for entertaining: the kitchen with custom cabinetry, high-end appliances and a large center island connects seamlessly to dining and living areas anchored by a gas fireplace and bar. Upstairs, the primary suite includes a spa-like bath and generous walk-in closet, alongside two well-proportioned bedrooms, additional baths and a laundry room on the same level. The finished third floor delivers a fourth bedroom - suited to a home office, bunk room, or playroom. What sets 6 Down River apart: Finished third floor - fourth bedroom, office, bunk room or play space. Finished lower level - recreation area with a glass-enclosed gym or office Private terrace and lawn. Attached 2-car garage A move-in-ready path to newer construction, minutes to the village and the train.

6 Down River Rd Unit 2, New Canaan

$2,000,000

PLEASE SUBMIT ALL OFFERS BY 5PM TUESSStep into a seamless blend of historic charm and modern luxury, ideally located in the heart of New Canaan. Nestled on 1.46 lush, private acres, this beautifully maintained Farmhouse Colonial offers the quintessential New England lifestyle. Spanning 3,383 square feet, this unique home has been thoughtfully updated to feature 5 spacious bedrooms and 5 full bathrooms. From the moment you step inside, you are greeted by pristine interiors and gleaming refinished floors. The inviting, sun-drenched layout is tailor-made for both relaxed everyday living and elegant entertainment. Outside, a true sanctuary awaits. Spend your summers enjoying the sparkling pool, running across the expansive play space, or picking fruit from your very own apple trees. Attached is a year-round pool house featuring a full bath and a gym room. A standout feature of this property is the spectacular detached guest house. Complete with a kitchenette, a spacious great room, and a beautifully appointed bathroom, it offers unmatched versatility. Whether you envision a welcoming suite for extended family and au pairs, a quiet home office away from the main house, or a creative studio for music and art, this space easily adapts to your imagination. Ideally located just minutes from the train, the Merritt Parkway, and award-winning schools, this move-in-ready gem delivers absolute convenience without sacrificing tranquility.

5 Beds ⋅ 5 Baths ⋅ 24206478 MLS

PLEASE SUBMIT ALL OFFERS BY 5PM TUESSStep into a seamless blend of historic charm and modern luxury, ideally located in the heart of New Canaan. Nestled on 1.46 lush, private acres, this beautifully maintained Farmhouse Colonial offers the quintessential New England lifestyle. Spanning 3,383 square feet, this unique home has been thoughtfully updated to feature 5 spacious bedrooms and 5 full bathrooms. From the moment you step inside, you are greeted by pristine interiors and gleaming refinished floors. The inviting, sun-drenched layout is tailor-made for both relaxed everyday living and elegant entertainment. Outside, a true sanctuary awaits. Spend your summers enjoying the sparkling pool, running across the expansive play space, or picking fruit from your very own apple trees. Attached is a year-round pool house featuring a full bath and a gym room. A standout feature of this property is the spectacular detached guest house. Complete with a kitchenette, a spacious great room, and a beautifully appointed bathroom, it offers unmatched versatility. Whether you envision a welcoming suite for extended family and au pairs, a quiet home office away from the main house, or a creative studio for music and art, this space easily adapts to your imagination. Ideally located just minutes from the train, the Merritt Parkway, and award-winning schools, this move-in-ready gem delivers absolute convenience without sacrificing tranquility.

327 Jelliff Mill Rd, New Canaan

$1,995,000

Privately set at the end of a quiet cul-de-sac, this classic Colonial offers exceptional privacy, beautifully proportioned living spaces and a one-of-a-kind detached barn on a level 2-acre lot. The 4-bedroom home features a warm, timeless floor plan designed for both everyday living and entertaining. An open foyer leads to an inviting living room with built-in bookshelves and window seating, while the cozy den is ideal for work or study. A dedicated dining room, eat-in kitchen and sun-filled breakfast nook flow seamlessly to the patio and private backyard. The family room is filled with natural light and anchored by one of two first-floor fireplaces. Upstairs, the spacious primary suite features a large bath and oversized walk-in closet, along with three additional bedrooms and a full bath. The lower level offers flexible space and future potential. The true bonus feature is the detached barn, built in 2019 with workshop and finished living space. From an entertaining space to artist's studio, home office, gardening retreat or workshop, the possibilities are endless. Together, the cul-se-sac location, private setting, traditional layout, plus barn create something truly special.

4 Beds ⋅ 3 Baths ⋅ 24203948 MLS

Privately set at the end of a quiet cul-de-sac, this classic Colonial offers exceptional privacy, beautifully proportioned living spaces and a one-of-a-kind detached barn on a level 2-acre lot. The 4-bedroom home features a warm, timeless floor plan designed for both everyday living and entertaining. An open foyer leads to an inviting living room with built-in bookshelves and window seating, while the cozy den is ideal for work or study. A dedicated dining room, eat-in kitchen and sun-filled breakfast nook flow seamlessly to the patio and private backyard. The family room is filled with natural light and anchored by one of two first-floor fireplaces. Upstairs, the spacious primary suite features a large bath and oversized walk-in closet, along with three additional bedrooms and a full bath. The lower level offers flexible space and future potential. The true bonus feature is the detached barn, built in 2019 with workshop and finished living space. From an entertaining space to artist's studio, home office, gardening retreat or workshop, the possibilities are endless. Together, the cul-se-sac location, private setting, traditional layout, plus barn create something truly special.

20 Gray Squirrel Dr, New Canaan

$1,995,000

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

5 Beds ⋅ 4 Baths ⋅ 24201426 MLS

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

523 Brookside Rd, New Canaan

$1,599,000

Beautifully updated and thoughtfully designed for today's lifestyle, this five-bedroom Colonial offers a wonderful combination of space, comfort, and convenience. From the welcoming foyer, the main level unfolds with an inviting family room with fireplace to one side and a spacious formal living room to the other. The living room flows into the beautifully updated eat-in kitchen with center island, which enjoys easy access to both the family room and formal dining room. Flanked by windows and sliding glass doors, the dining room opens to an outdoor entertaining area-perfect for relaxing, dining, or grilling-and provides a wonderful connection between indoor and outdoor living. Upstairs, you'll find four well-proportioned bedrooms and two full baths. The walk-out lower level offers exceptional additional living space with plenty of natural light and includes a fifth bedroom, adjoining family room, and full bath. This bright and versatile level is ideal for guests, an au pair, home office, extended family, or simply additional space to spread out, with direct access to a fenced-in portion of the backyard. The outdoor spaces continue beyond the fenced yard, where beautifully landscaped grounds create the feel of a hidden garden-a peaceful and unexpected retreat tucked away on the property. Set in an incredibly convenient location, this beautifully updated Colonial offers flexible living spaces inside and out and is ready to welcome its next owners.

5 Beds ⋅ 4 Baths ⋅ 24194147 MLS

Beautifully updated and thoughtfully designed for today's lifestyle, this five-bedroom Colonial offers a wonderful combination of space, comfort, and convenience. From the welcoming foyer, the main level unfolds with an inviting family room with fireplace to one side and a spacious formal living room to the other. The living room flows into the beautifully updated eat-in kitchen with center island, which enjoys easy access to both the family room and formal dining room. Flanked by windows and sliding glass doors, the dining room opens to an outdoor entertaining area-perfect for relaxing, dining, or grilling-and provides a wonderful connection between indoor and outdoor living. Upstairs, you'll find four well-proportioned bedrooms and two full baths. The walk-out lower level offers exceptional additional living space with plenty of natural light and includes a fifth bedroom, adjoining family room, and full bath. This bright and versatile level is ideal for guests, an au pair, home office, extended family, or simply additional space to spread out, with direct access to a fenced-in portion of the backyard. The outdoor spaces continue beyond the fenced yard, where beautifully landscaped grounds create the feel of a hidden garden-a peaceful and unexpected retreat tucked away on the property. Set in an incredibly convenient location, this beautifully updated Colonial offers flexible living spaces inside and out and is ready to welcome its next owners.

761 New Norwalk Rd, New Canaan

$1,595,000

Enjoy living in this beautifully renovated end-unit townhouse in the heart of New Canaan. This sun-filled home has it all with wide-plank white oak flooring, stunning eat-in kitchen with quartz countertops, Thermador appliances, dry bar and a custom pantry and laundry room. The spacious living room has a gas fireplace, dining area and opens seamlessly to a private fully fenced patio- perfect for a morning coffee, outdoor dining or relaxed entertaining. The upper level offers two large en-suite bedrooms with walk-in closets. The finished expansive lower level with a half bath provides exceptional living space for a family room, private office, fitness area or media room. All major mechanical systems were newly installed in 2023 including Bosch central air conditioning, a Weil-McLain boiler and a Bradford White hot water heater. Located steps to the train station, dining, boutique shopping, cafes and the vibrant downtown that New Canaan has to offer. This turn-key townhouse with three reserved parking spaces and a attached garage is not to be missed. A must see!

2 Beds ⋅ 3 Baths ⋅ 24209252 MLS ⋅ Maple Park Commons BLDG.

Enjoy living in this beautifully renovated end-unit townhouse in the heart of New Canaan. This sun-filled home has it all with wide-plank white oak flooring, stunning eat-in kitchen with quartz countertops, Thermador appliances, dry bar and a custom pantry and laundry room. The spacious living room has a gas fireplace, dining area and opens seamlessly to a private fully fenced patio- perfect for a morning coffee, outdoor dining or relaxed entertaining. The upper level offers two large en-suite bedrooms with walk-in closets. The finished expansive lower level with a half bath provides exceptional living space for a family room, private office, fitness area or media room. All major mechanical systems were newly installed in 2023 including Bosch central air conditioning, a Weil-McLain boiler and a Bradford White hot water heater. Located steps to the train station, dining, boutique shopping, cafes and the vibrant downtown that New Canaan has to offer. This turn-key townhouse with three reserved parking spaces and a attached garage is not to be missed. A must see!

1 Maple St Unit 1, New Canaan

$1,049,000

THE OGDEN HOUSE. A rare opportunity to own a piece of history. This 1875 historic property set on 1.67 private, well landscaped acres offers the perfect blend of country tranquility and convenience. Situated just four miles from New Canaan's vibrant downtown, this unique property puts you moments away from the town's celebrated, top-ranked schools, boutique shopping, and world-class dining. The main home has been meticulously maintained and features fresh interior and exterior paint, newly refinished hardwood floors, and a brand-new roof. Major infrastructure updates-including a new water filtration system and new well pump-provide total peace of mind while preserving the home's original historic character. A standout highlight of the property is the massive, refurbished barn. Remarkably versatile, it offers endless possibilities: park multiple cars, create a dream artist's studio, set up a secluded home office, or build out the ultimate workshop and storage space. Additional freshly painted outbuildings-including a vintage shed and an original historic outhouse-add distinct character to the lush, well tended grounds. Protected under a Preservation Easement Program, this property ensures its architectural heritage and classic New England charm will be preserved for generations to come. An extraordinary opportunity to own a turnkey historic home with endless potential in one of Fairfield County's premier communities.

3 Beds ⋅ 1 Baths ⋅ 24209935 MLS

THE OGDEN HOUSE. A rare opportunity to own a piece of history. This 1875 historic property set on 1.67 private, well landscaped acres offers the perfect blend of country tranquility and convenience. Situated just four miles from New Canaan's vibrant downtown, this unique property puts you moments away from the town's celebrated, top-ranked schools, boutique shopping, and world-class dining. The main home has been meticulously maintained and features fresh interior and exterior paint, newly refinished hardwood floors, and a brand-new roof. Major infrastructure updates-including a new water filtration system and new well pump-provide total peace of mind while preserving the home's original historic character. A standout highlight of the property is the massive, refurbished barn. Remarkably versatile, it offers endless possibilities: park multiple cars, create a dream artist's studio, set up a secluded home office, or build out the ultimate workshop and storage space. Additional freshly painted outbuildings-including a vintage shed and an original historic outhouse-add distinct character to the lush, well tended grounds. Protected under a Preservation Easement Program, this property ensures its architectural heritage and classic New England charm will be preserved for generations to come. An extraordinary opportunity to own a turnkey historic home with endless potential in one of Fairfield County's premier communities.

40 Ogden Rd, New Canaan

$999,000

The Ultimate Canvas on the Cul-de-Sac: Build Your Vision in the Village Corridor! Tucked away on one of the neighborhood's most coveted, postcard-worthy cul-de-sacs, this rare 0.32-acre land opportunity serves up the ultimate blend of peaceful seclusion and unbeatable village convenience-complete with sidewalks leading right to the heart of town. Perched on a flat, dry, and sun-drenched south-facing parcel, the site provides an optimal level footprint with all-day natural light, ready for you to bring your dream team and build a custom masterpiece from the ground up. Set among a gorgeous tapestry of mature greenery and impressive multi-million-dollar new construction, you are investing in a premier street where location is king, upside is limitlessly bright, and top-rated New Canaan schools and the train are just minutes away.

24195736 MLS

The Ultimate Canvas on the Cul-de-Sac: Build Your Vision in the Village Corridor! Tucked away on one of the neighborhood's most coveted, postcard-worthy cul-de-sacs, this rare 0.32-acre land opportunity serves up the ultimate blend of peaceful seclusion and unbeatable village convenience-complete with sidewalks leading right to the heart of town. Perched on a flat, dry, and sun-drenched south-facing parcel, the site provides an optimal level footprint with all-day natural light, ready for you to bring your dream team and build a custom masterpiece from the ground up. Set among a gorgeous tapestry of mature greenery and impressive multi-million-dollar new construction, you are investing in a premier street where location is king, upside is limitlessly bright, and top-rated New Canaan schools and the train are just minutes away.

19 Down River Rd, New Canaan

$850,000

Charming Brick Townhouse in a Convenient In-Town Location. This spacious three-bedroom brick townhouse offering the perfect combination of comfort, convenience, and easy living. Ideally situated close to the heart of New Canaan, this inviting home features hardwood floors and a bright, spacious living room with a fireplace and access to a private terrace-perfect for relaxing or entertaining. The large eat-in kitchen offers plenty of room for everyday dining, while three generously sized bedrooms provide flexibility for family, guests, or a home office. With 2 full baths and 1 half bath, the home offers a comfortable and functional layout. A full unfinished basement provides excellent storage and offers wonderful potential for additional finished living space. Just across the street, enjoy a charming community park and play area, adding to the neighborhood feel of this special location. Spacious, bright, and ideally located-an exceptional opportunity to enjoy in-town New Canaan living.

3 Beds ⋅ 3 Baths ⋅ 24210923 MLS ⋅ Eastgate BLDG.

Charming Brick Townhouse in a Convenient In-Town Location. This spacious three-bedroom brick townhouse offering the perfect combination of comfort, convenience, and easy living. Ideally situated close to the heart of New Canaan, this inviting home features hardwood floors and a bright, spacious living room with a fireplace and access to a private terrace-perfect for relaxing or entertaining. The large eat-in kitchen offers plenty of room for everyday dining, while three generously sized bedrooms provide flexibility for family, guests, or a home office. With 2 full baths and 1 half bath, the home offers a comfortable and functional layout. A full unfinished basement provides excellent storage and offers wonderful potential for additional finished living space. Just across the street, enjoy a charming community park and play area, adding to the neighborhood feel of this special location. Spacious, bright, and ideally located-an exceptional opportunity to enjoy in-town New Canaan living.

78 Hoyt St Unit 78, New Canaan

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