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$1,895,000

Elevated on one of New Canaan's oldest, most storied streets, dating to 1734, 466 Weed Street offers a unique parcel of nearly three acres. Nestled among mature trees in a bucolic setting, yet minutes from New Canaan's vibrant downtown, fine dining, shopping, beautiful parks, and the Country Club of New Canaan. Fifty miles to NYC, with direct trains to Grand Central in just over an hour. A rare opportunity to build a luxury residence befitting this distinguished address.

ACTIVE Status ⋅ 24192774 MLS

Elevated on one of New Canaan's oldest, most storied streets, dating to 1734, 466 Weed Street offers a unique parcel of nearly three acres. Nestled among mature trees in a bucolic setting, yet minutes from New Canaan's vibrant downtown, fine dining, shopping, beautiful parks, and the Country Club of New Canaan. Fifty miles to NYC, with direct trains to Grand Central in just over an hour. A rare opportunity to build a luxury residence befitting this distinguished address.

466 Weed St, New Canaan

$3,300

This quaint sun-drenched single family rental has all the charm of a fairy tale retreat! The front porch alone provides a comfy spot to relax and enjoy nature. It has everything a large house would have wrapped in a cozy package. All you have to do is move inl

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192123 MLS

This quaint sun-drenched single family rental has all the charm of a fairy tale retreat! The front porch alone provides a comfy spot to relax and enjoy nature. It has everything a large house would have wrapped in a cozy package. All you have to do is move inl

176 Forest St, New Canaan

$2,900

Bright, Sunny & Pristine Second-Floor Rental in the Heart of New Canaan. Enjoy the sun-filled second-floor apartment featuring generous-sized rooms and an abundance of natural light throughout. The entire unit has been freshly painted and updated with new blinds and two brand-new window air conditioning units. A standout feature is the sunny, open porch overlooking New Canaan's charming Restaurant Row and vibrant village, offering the perfect spot to relax with your morning coffee or unwind at the end of the day. The property also includes access to a private, landscaped rear lawn. One small dog will be considered; no cats, please. Applicants with strong credit are preferred.

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24191510 MLS

Bright, Sunny & Pristine Second-Floor Rental in the Heart of New Canaan. Enjoy the sun-filled second-floor apartment featuring generous-sized rooms and an abundance of natural light throughout. The entire unit has been freshly painted and updated with new blinds and two brand-new window air conditioning units. A standout feature is the sunny, open porch overlooking New Canaan's charming Restaurant Row and vibrant village, offering the perfect spot to relax with your morning coffee or unwind at the end of the day. The property also includes access to a private, landscaped rear lawn. One small dog will be considered; no cats, please. Applicants with strong credit are preferred.

54 B Forest St, New Canaan

$14,500

Exceptionally crafted new construction by a highly regarded local builder, this home offers 5 bedrooms, 4.5 bathrooms, and 4 finished levels directly across from Bristow Bird Sanctuary with access to Mead Park, shops, train, and restaurants. Distinctive craftsmanship is found throughout, with custom millwork and cabinetry, detailed mouldings, white oak floors, quartz counters, and designer fixtures. The main level features an open floor plan centered around a beautifully appointed kitchen, expansive dining area, and living room with access to a private fenced patio and landscaped grounds. Upstairs, the primary suite includes a walk-in closet and spa-like bath with double-sink vanity, soaking tub, water closet, and walk-in shower with ceramic walls and Carrera marble flooring. Completing the 2nd level are 2 additional bedrooms, full bath, and spacious laundry room. The finished 3rd level features vaulted ceilings, 4th bedroom, full bath, and flexible playroom. The finished lower level includes a 5th bedroom, full bath, and rec room, offering versatility for guests, work, fitness, or media use. Additional amenities: heated garage on main level with an electric vehicle charging station, irrigation system, town water and sewer, natural gas connected in street, and custom pull-down blinds throughout. Combining quality construction, 4 finished levels, and a premier walk-to-town location, this new home delivers details and functionality that set it apart.

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24191227 MLS

Exceptionally crafted new construction by a highly regarded local builder, this home offers 5 bedrooms, 4.5 bathrooms, and 4 finished levels directly across from Bristow Bird Sanctuary with access to Mead Park, shops, train, and restaurants. Distinctive craftsmanship is found throughout, with custom millwork and cabinetry, detailed mouldings, white oak floors, quartz counters, and designer fixtures. The main level features an open floor plan centered around a beautifully appointed kitchen, expansive dining area, and living room with access to a private fenced patio and landscaped grounds. Upstairs, the primary suite includes a walk-in closet and spa-like bath with double-sink vanity, soaking tub, water closet, and walk-in shower with ceramic walls and Carrera marble flooring. Completing the 2nd level are 2 additional bedrooms, full bath, and spacious laundry room. The finished 3rd level features vaulted ceilings, 4th bedroom, full bath, and flexible playroom. The finished lower level includes a 5th bedroom, full bath, and rec room, offering versatility for guests, work, fitness, or media use. Additional amenities: heated garage on main level with an electric vehicle charging station, irrigation system, town water and sewer, natural gas connected in street, and custom pull-down blinds throughout. Combining quality construction, 4 finished levels, and a premier walk-to-town location, this new home delivers details and functionality that set it apart.

22 Old Stamford Rd, New Canaan

$4,925,000

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

5 Beds ⋅ 6 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24190443 MLS

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

30 Oenoke Ln, New Canaan

$4,000,000

An icon of American modernism, the celebrated Celanese House presents a rare opportunity to own one of New Canaan's most architecturally significant residences. Designed in 1959 by acclaimed architect Edward Durell Stone, this internationally recognized masterpiece has been admired for decades for its timeless design. Meticulously restored to honor Stone's original vision while embracing contemporary living, the home showcases his signature architectural vocabulary-from the striking lattice facade and sculptural glass roof pyramids to soaring walls of glass that dissolve the boundary between indoors and out. Light becomes an architectural element, filling every space and transforming the home throughout the day. Nearly 5,000 square feet of thoughtfully curated living space blend historic integrity with refined modern luxury. Satin-bleached oak floors, floating walls, museum-quality lighting and a dramatic illuminated glass entry create interiors that feel simultaneously iconic and effortlessly livable. Four bedrooms, four-and-a-half baths and beautifully proportioned entertaining spaces provide exceptional comfort without compromising the purity of the original design. Set on 2.06 private acres along a distinguished road, the landscape complements the architecture with tranquil views and remarkable privacy. More than a residence, the Celanese House is an enduring work of architecture-offering the privilege of becoming the next steward of a true design landmark.

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24189751 MLS

An icon of American modernism, the celebrated Celanese House presents a rare opportunity to own one of New Canaan's most architecturally significant residences. Designed in 1959 by acclaimed architect Edward Durell Stone, this internationally recognized masterpiece has been admired for decades for its timeless design. Meticulously restored to honor Stone's original vision while embracing contemporary living, the home showcases his signature architectural vocabulary-from the striking lattice facade and sculptural glass roof pyramids to soaring walls of glass that dissolve the boundary between indoors and out. Light becomes an architectural element, filling every space and transforming the home throughout the day. Nearly 5,000 square feet of thoughtfully curated living space blend historic integrity with refined modern luxury. Satin-bleached oak floors, floating walls, museum-quality lighting and a dramatic illuminated glass entry create interiors that feel simultaneously iconic and effortlessly livable. Four bedrooms, four-and-a-half baths and beautifully proportioned entertaining spaces provide exceptional comfort without compromising the purity of the original design. Set on 2.06 private acres along a distinguished road, the landscape complements the architecture with tranquil views and remarkable privacy. More than a residence, the Celanese House is an enduring work of architecture-offering the privilege of becoming the next steward of a true design landmark.

565 Oenoke Rdg, New Canaan

$899,000

Beautifully Remodeled Townhouse Condo in a Prime New Canaan Location. Move right into this beautifully remodeled and impeccably maintained 3-bedroom townhouse condo, where style, comfort, and convenience come together. The flexible third bedroom is currently used as a home office, offering the perfect space for today's lifestyle. The inviting main level features a spacious living room and dining room, ideal for both everyday living and entertaining. The updated kitchen is equipped with newer appliances and thoughtful finishes, making meal preparation a pleasure. Upstairs, you'll find two generously sized bedrooms, each with its own beautifully remodeled en-suite bathroom. Storage is abundant throughout, walk-in closets in the foyer and all three bedrooms.The newly finished lower level adds valuable living space and offers endless possibilities. Updated HVAC ,new air handler .Whether you envision a family room, recreation room, playroom, home gym, or media room, this versatile area easily adapts to your needs. Step outside to a private patio surrounded by mature landscaping, creating a peaceful, shaded retreat that's perfect for relaxing, entertaining, or enjoying your morning coffee. Ideally located within walking distance of vibrant downtown New Canaan, enjoy charming shops, exceptional restaurants, parks, and the Metro-North train station for an easy commute to New York City. This turnkey home combines modern updates, flexible living spaces, abundant storage. Its a must

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24186058 MLS ⋅ Oenoke BLDG.

Beautifully Remodeled Townhouse Condo in a Prime New Canaan Location. Move right into this beautifully remodeled and impeccably maintained 3-bedroom townhouse condo, where style, comfort, and convenience come together. The flexible third bedroom is currently used as a home office, offering the perfect space for today's lifestyle. The inviting main level features a spacious living room and dining room, ideal for both everyday living and entertaining. The updated kitchen is equipped with newer appliances and thoughtful finishes, making meal preparation a pleasure. Upstairs, you'll find two generously sized bedrooms, each with its own beautifully remodeled en-suite bathroom. Storage is abundant throughout, walk-in closets in the foyer and all three bedrooms.The newly finished lower level adds valuable living space and offers endless possibilities. Updated HVAC ,new air handler .Whether you envision a family room, recreation room, playroom, home gym, or media room, this versatile area easily adapts to your needs. Step outside to a private patio surrounded by mature landscaping, creating a peaceful, shaded retreat that's perfect for relaxing, entertaining, or enjoying your morning coffee. Ideally located within walking distance of vibrant downtown New Canaan, enjoy charming shops, exceptional restaurants, parks, and the Metro-North train station for an easy commute to New York City. This turnkey home combines modern updates, flexible living spaces, abundant storage. Its a must

113 Heritage Hill Rd Unit 113, New Canaan

$7,250

Short term lease 3-9 months - This well-maintained 5-bedroom, 2-bath ranch offers plenty of space and flexibility, featuring a fully finished walk-out lower level with its own entrance and kitchen - perfect for extended family, guests, or an in-law setup. The main level includes a bright eat-in kitchen with new stainless steel appliances, quartz countertops, and a tile backsplash. The cozy living room features a fireplace, while large windows fill the home with natural light. Freshly painted interiors and hardwood floors throughout enhance the warm, inviting feel. This level also includes three sunny bedrooms with ample closet space and a full bath. The lower level adds even more versatility with a second kitchen, living room, two spacious bedrooms, and a full bath. A separate laundry room offers extra storage space. Outside, enjoy two private patios and a level backyard - perfect for entertaining, play, or relaxing. Two separate driveways provide parking for up to six cars, and dual kitchens make this home easy to share while maintaining privacy and convenience. Located just a 15-minute walk to downtown and the train station, and a short drive to restaurants, shops, and I-95, this home offers comfort, space, and convenience in one great package. Move right in and make it yours today!

5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24185474 MLS

Short term lease 3-9 months - This well-maintained 5-bedroom, 2-bath ranch offers plenty of space and flexibility, featuring a fully finished walk-out lower level with its own entrance and kitchen - perfect for extended family, guests, or an in-law setup. The main level includes a bright eat-in kitchen with new stainless steel appliances, quartz countertops, and a tile backsplash. The cozy living room features a fireplace, while large windows fill the home with natural light. Freshly painted interiors and hardwood floors throughout enhance the warm, inviting feel. This level also includes three sunny bedrooms with ample closet space and a full bath. The lower level adds even more versatility with a second kitchen, living room, two spacious bedrooms, and a full bath. A separate laundry room offers extra storage space. Outside, enjoy two private patios and a level backyard - perfect for entertaining, play, or relaxing. Two separate driveways provide parking for up to six cars, and dual kitchens make this home easy to share while maintaining privacy and convenience. Located just a 15-minute walk to downtown and the train station, and a short drive to restaurants, shops, and I-95, this home offers comfort, space, and convenience in one great package. Move right in and make it yours today!

412 Main St, New Canaan

$6,999,000

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

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24186154 MLS

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

48 Driftway Ln, New Canaan

$3,300

Idyllic Silvermine cottage living along one of New Canaan's most enchanting river roads. Set on a narrow, storybook stretch of Mill Road where yellow lines disappear, stone walls trace the landscape, and older homes sit close to the Silvermine River, this charming 1933 cottage offers a rare chance to live in one of New Canaan's most atmospheric settings. With direct frontage along the Silvermine River, the property feels less like a typical rental and more like a transport back to an earlier New England rhythm - river views, mature greenery, winding roads, and the quiet character of a historic enclave. Just moments from GrayBarns, the setting offers a unique blend of privacy, beauty, and walkable lifestyle, where dinner, drinks, or lunch by the river can feel like part of everyday life. Inside, the home offers approximately 945 square feet with 2 bedrooms, 1 full bath, 1 half bath, a fireplace, off-street parking, and a cottage-style layout that lives simply and comfortably. The property sits on just over one acre and has been previously remodeled while maintaining the charm and scale that make Silvermine so distinct. For those seeking something polished but not generic, private but not isolated, and connected to one of New Canaan's most beautiful natural and architectural pockets, this Silvermine cottage is a rare offering.

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24180999 MLS

Idyllic Silvermine cottage living along one of New Canaan's most enchanting river roads. Set on a narrow, storybook stretch of Mill Road where yellow lines disappear, stone walls trace the landscape, and older homes sit close to the Silvermine River, this charming 1933 cottage offers a rare chance to live in one of New Canaan's most atmospheric settings. With direct frontage along the Silvermine River, the property feels less like a typical rental and more like a transport back to an earlier New England rhythm - river views, mature greenery, winding roads, and the quiet character of a historic enclave. Just moments from GrayBarns, the setting offers a unique blend of privacy, beauty, and walkable lifestyle, where dinner, drinks, or lunch by the river can feel like part of everyday life. Inside, the home offers approximately 945 square feet with 2 bedrooms, 1 full bath, 1 half bath, a fireplace, off-street parking, and a cottage-style layout that lives simply and comfortably. The property sits on just over one acre and has been previously remodeled while maintaining the charm and scale that make Silvermine so distinct. For those seeking something polished but not generic, private but not isolated, and connected to one of New Canaan's most beautiful natural and architectural pockets, this Silvermine cottage is a rare offering.

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