Tucked at the end of a quiet cul-de-sac, this bright 2-bedroom, 1.5-bath condo on East Hills Drive offers a rare elevated setting with a peaceful, private feel. Both bedrooms are comfortably situated on the second floor, providing a natural separation from living spaces. The updated kitchen features brand new countertops and appliances, while a new washer/dryer adds everyday convenience. Light-filled interiors and a sought-after New Canaan location - just minutes to vibrant downtown shops, dining, and the train - make this a standout opportunity.
Exceptional contemporary home featuring an open, modern floor plan and 4,550 square feet of finished living space. Situated on a private, gated, and fully fenced two-acre level lot, this residence is located in a highly sought-after, quiet cul-de-sac. The interior boasts an impressive two-story foyer leading to a well-appointed layout. The main level includes a formal dining room, a living room with vaulted ceiling and a fireplace. The updated eat-in kitchen features stainless appliances and adjoins the family room. The home offers four bedrooms, including a spacious primary suite, a large playroom, and multiple dedicated office spaces. The fully finished lower level provides significant versatility, featuring: - A potential fifth bedroom and a study with built-in cabinetry - A full bathroom with a steam shower - A wine cellar, gym, and additional playroom space The property is environmentally conscious and well-maintained, featuring a newer roof with Tesla solar panels, a Tesla charging station, and a backup generator. The park-like grounds and expansive stone patio offer an ideal environment for indoor and outdoor entertaining. The home is conveniently located just steps from reservoir views and a short drive to the village center and the Metro North Train to NYC.
IN TOWN LIVING! Gracefully set on a charming in-town street, this lovely 3-bedroom, 2.5-bath home offers the perfect blend of character, comfort, and convenience. Filled with natural light, this inviting home showcases timeless appeal, warm and welcoming living spaces, and the flexibility to suit today's lifestyle. The open kitchen with a comfortable sitting area with bay window serves as the heart of the home, seamlessly connecting to the formal dining room and creating an ideal setting for both everyday living and entertaining. The living room, centered around a wood-burning fireplace, creates a cozy and comfortable gathering space. Just beyond, a screened-in porch provides the perfect place to relax or entertain while enjoying seamless indoor-outdoor living. The lovely brick patio and spacious yard further enhance the outdoor experience, offering a beautiful backdrop for al fresco dining, play, or quiet enjoyment. The sun-filled finished third floor adds exceptional versatility, ideal for recreation, a playroom, home office, gym, or guest overflow space. Perfectly positioned in a coveted in-town location, this special home is just moments from New Canaan's vibrant village center, with easy access to shops, restaurants, parks, schools, and the train. A rare opportunity to enjoy the very best of in-town living in one of New Canaan's most desirable settings.
Renovated, move-in-ready condo located in the heart of New Canaan village. This spacious end unit features large picture windows providing excellent natural light. The interior includes an eat-in kitchen with a built-in sitting banquette and new stainless steel appliances, alongside a large living room with a fireplace and a tandem dining room. The home offers three large ensuite bedrooms and a finished lower level suitable for a playroom or home gym. Additional amenities include a half bath, a laundry room, an attached garage, and a private fenced patio. Residents also enjoy access to the Cobbler's Green community pool. The property is ideally situated in town within walking distance of the village center, library, restaurants, shops, schools, and parks. It also offers convenient access to the express train to New York City.
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 complete with sweeping back lawn, sitting benches and gardens. St. Johns Place is a highly sought-after location on "the Acre" in New Canaan. This lovely two-bedroom condo is ideally situated just one block from the train station and the village center. HOA fee includes-heat, hot water, water, snow removal & trash pick up.
Charming 1930's cottage has been totally updated. Loads of charm and loads of space. The kitchen alone is worth a look. Huge island, breakfast nook, top of the line appliances and it opens to a cozy den. The formal living room/dining room boasts historic details--amazing fireplace, leaded glass windows, wood beams, and cathedral ceiling. A large primary suite features 2 large walk in closets, updated spa like bath and office/loft, perfect for work from home space. There are 3 additional bedrooms and 2 more updated full baths. A large family room has a fireplace, built ins and sliding door to lovely bluestone terrace. The expansive yard is private and flat. The detached 2 car garage also has room for storage above. All of this conveniently located close to schools, parks, train and the Merritt Parkway. Must see.
Discover this stunning five-bedroom contemporary on a premier quiet New Canaan cul-de-sac- just five minutes from town. Soaring ceilings and expansive glass windows flood the open floor plan with natural light, backed by lush landscaping for total privacy. Step into the dramatic living room anchored by a custom gas fireplace. Move seamlessly to the sunlit dining area and custom wood-paneled kitchen with new appliances, walk-in pantry, and breakfast nook-opening to a patio and enclosed garden and lawn, perfect for effortless entertaining. The first-floor primary retreat boasts a sitting area, spa-like bath, and large walk-in closet. Sip morning coffee or catch sunsets overlooking your own nature preserve from the wraparound deck. Nearby are a private office and guest bedroom. Upstairs: three generous bedrooms and vaulted media room. The light-filled walk-out lower level features gym/exercise space and a rec room ready for a wood-burning stove. Mudroom and storage areas add flexibility. All floors were refinished or replaced. A pristine utility room includes recently installed propane heat, on demand hot water and whole house generator. Fiber optic connected and security system upgraded. The oversized three-car garage with high ceilings and epoxy floors stores bikes and gear easily. Owners shared their inspired property vision images (onsite) planned before their transfer. Don't miss this incredible opportunity.
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.
Located on prestigious Oenoke Ridge in the heart of New Canaan, this spectacular modern farmhouse represents the pinnacle of luxury living, offering exceptional craftsmanship, designer finishes, and every high-end amenity imaginable. Perfectly positioned just moments from the New Canaan Nature Center, scenic walking trails, and a short stroll via sidewalks to the Village's renowned restaurants, boutiques, and theater, the location is truly unparalleled. Meticulously maintained and beautifully appointed, the home is defined by airy, light-filled interiors and an exceptional open-concept floor plan designed for both sophisticated entertaining and comfortable everyday living. A gracious wraparound porch welcomes you into elegant interiors featuring a stunning foyer, expansive living room with gas fireplace, and a state-of-the-art chef's kitchen with oversized center island, premium appliances, butler's pantry, and custom bar area. The adjoining family room, anchored by a second fireplace, opens through French doors to the resort-style grounds beyond. Designed for seamless indoor-outdoor living, the private backyard is a true sanctuary, featuring a spectacular Gunite pool and spa surrounded by lush professional landscaping. A spacious stone terrace offers multiple seating and lounging areas, while the fully equipped outdoor kitchen creates the ideal setting for alfresco dining and entertaining. The luxurious primary suite is a serene retreat with vaulted ceilings, a spa-inspired
Experience timeless elegance and resort-style living in this extraordinary stone estate on 2+ spectacular acres overlooking a serene spring-fed pond with direct water access. Designed by architect Malcolm Robertson with interiors inspired by Rick Livingston Period Design, this home offers 9,369 SF of masterfully crafted living space blending architectural sophistication with modern luxury. Built in 2004, the home showcases Venetian plaster walls, cerused oak details, radiant heated stone floors, soaring ceilings, extensive custom millwork, and dramatic walls of glass framing breathtaking views of the pool, grounds, and pond. At the center of the home is a showstopping 3 story gourmet kitchen-a true culinary masterpiece-seamlessly blending architectural drama with top-tier functionality with limestone counters, oversized gathering island, and premium Miele, Wolf, Viking, and SubZero appliances. Designed for both grand entertaining and comfortable everyday living, the residence features 6 en-suite bedrooms, 8 full and 2 half baths, with spectacular first-floor primary suite with dressing rm and spa bath. Amenities incl media rm, billiard rm, sun rm, gym, professional office suite, Control4 smart home technology, surround sound, heated pool w/automatic cover, separate spa, Har-Tru tennis court, extensive landscape lighting, and beautifully manicured grounds. Rarely does a property of this caliber, privacy, and design become available just moments from town in a coveted location
Welcome to this beautifully maintained four-bedroom residence in the heart of New Canaan, where timeless New England colonial architecture is thoughtfully paired with modern comfort and refined living. Privately set on a picturesque property, this inviting home offers an ideal balance of entertaining spaces, everyday functionality, and unparalleled convenience. The sun-filled main level is designed for both comfortable living and sophisticated entertaining, featuring a spacious family room, an elegant formal dining room, and a thoughtfully updated kitchen appointed with high-end appliances, expansive counter space, and a breakfast area overlooking the deck and backyard. The first floor office makes working from home a breeze and the handy laundry room located next to the kitchen create even more ease. An inviting living room provides a warm and welcoming retreat, while oversized windows throughout the home bathe each room in natural light. Upstairs, the serene primary suite serves as a private sanctuary, complete with ample California Closets designed space and a beautifully recently renovated ensuite five piece bath. Three additional well-proportioned bedrooms offer exceptional flexibility for family, guests, or a secondary dedicated home office on the upper level. Newly 2026 installed hardwood floors throughout the second level further enhance the home's warmth and sophistication while the refinished first floor hardwood flooring shines.The lower level adds to the home's
ALL OFFERS TO BE RECEIVED BY NOON (12:00) ON FRIDAY THE 15TH. Ideally located close to schools and Waveny Park, this updated Colonial is set on 1.34 private acres at the end of a secluded lane. An open floor plan with abundant windows and doors fills the home with natural light and creates seamless access to a terrace and expansive, level backyard. Featuring a spacious primary suite, generous secondary bedrooms, an updated kitchen, new 5-zone heating system, and a detached three-car garage-perfect for both everyday living and effortless entertaining.
This distinguished Colonial, originally built in 1911, seamlessly blends timeless character with modern sophistication. Thoughtfully renovated and reimagined by renowned Country Club Homes, this HOBI Award-winning residence showcases exceptional craftsmanship, refined millwork, and today's most desirable amenities. Ideally situated in the heart of New Canaan, just moments from the train, downtown, and local conveniences, the home offers both elegance and accessibility. Architectural highlights include a striking curved wall of windows that fills the interiors with natural light, while the open floor plan provides effortless flow for everyday living and entertaining, with seamless access to inviting outdoor spaces. The second floor features a gracious primary suite along with three additional bedrooms, while the third level offers a private ensuite bedroom with sitting room and full bath-ideal for guests or extended family. Set amid beautifully landscaped grounds, the property is enhanced by terraces and outdoor fireplace, creating an exceptional setting for relaxation and gatherings. A rare offering, this home captures the perfect balance of old-world charm and modern living in a premier in-town location.
176 Carter Street is a rare retreat tucked down a quiet lane on nearly two park-like acres surrounded by mature specimen trees, perennial gardens, and sweeping open lawns. Peaceful and picturesque, this bucolic setting offers exceptional privacy without ever feeling remote. Thoughtfully improved throughout, the light-filled Gambrel Colonial flows across three finished levels. Light pours through oversized windows across gracious main rooms - a spacious living room with fireplace, lacquered office with custom built-ins, generous dining room, and updated chef's kitchen with bay window overlooking the breathtaking grounds. A first-floor bedroom and full bath are perfect for guests or a private suite. Upstairs, five serene bedrooms include a beautifully updated primary suite, three additional full baths, and a flexible bonus room currently used as a playroom.The walk-out lower level, complete with fireplace and wet bar, opens through a sweeping wall of French doors to a private ivy-covered stone patio, where evenings unfold around the fire pit under open skies. Outside, a spectacular heated pool and sprawling lawn create the perfect backdrop for entertaining. A charming barn sparks endless possibility, while a full-house generator and detached two-car garage add everyday practicality. The property also offers exceptional potential for future expansion or reimagination. Ideally located just minutes to downtown New Canaan, train, top-rated schools, and the Merritt Parkway
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.
Experience the best of New Canaan living in this impeccable first-floor corner-unit condominium in one of Fairfield's County's most sought-after communities. This beautifully updated 2-bedroom, 2 bath home offers the perfect blend of comfort, style and convenience just walking distant to restaurants, cafes, shopping parks, and the Metro-North Railroad for and easy NYC commute. Filled with both morning and afternoon sunlight, the home features custom floor-to- ceiling built-ins surrounding a marble electric fireplace, crown molding throughout, refreshed hardwood floors (2024) newer windows, and stylish new lighting. The refreshed kitchen (20024) includes a new refrigerator, microwave all stainless-steel appliances, while both full baths were beautifully renovated in 2024. Rare conveniences include a detached one-car garage and a deeded parking space just outside the rear entrance. Additional private basement storage. Enjoy beautifully landscaped grounds, two community pools and low-maintenance living with heat, A/C, hot water, snow and garbage removal, professionally managed included in the HOA. Located near top-rated public schools, new library and beloved town parks, this is the turnkey living in the heart of New Canaan. 125 Heritage Hill Road Unit A is a special place to call home.
New 2024 Detached Townhouse That Lives Like a Single-Family Walk to Town & Train Quiet Cul-de-Sac. A rare New Canaan offering combining new construction, privacy, and convenience-exactly what today's buyers are waiting for. Built in 2024 and further customized in 2025 by Cypress Development, this 3-bedroom home with a flexible 4th bedroom/office/playroom lives like a true single-family, offering over 3,200 square feet across 4 finished levels-without the maintenance of a traditional house. The main level is bright, expansive, and designed for effortless living and entertaining. A modern kitchen with custom cabinetry, high-end appliances, and a large center island flows seamlessly into the dining and living areas, anchored by a fireplace and bar. Upstairs, the primary suite offers a spa-like bath and generous walk-in closet. 2 additional beds and baths are well-proportioned, with a conveniently located laundry room on the same level. What truly distinguishes this home is its versatility: Finished third floor ideal as a fourth bedroom, office, or media space. Lower level with recreation area and glass-enclosed gym (or Office). Private, fenced patio and lawn-rare for this category. An attached 2-car garage and a lock-and-leave lifestyle make this an ideal fit for downsizers, young families, or NYC buyers seeking a move-in-ready home close to town. The most seamless, turnkey path to new construction today. Great investment property, had been rented for $15,500!
In-town living at its best. This beautifully updated corner-unit townhouse offers the perfect blend of convenience, ease of living, and refined style in a prime, convenient location in New Canaan. The classic brick exterior sets a timeless tone, while its desirable end-unit positioning provides added privacy and abundant natural light. Inside, thoughtful updates elevate every space. The kitchen features refreshed countertops and a stylish backsplash, seamlessly flowing into a welcoming living area enhanced by custom built-ins. The sunlit primary bedroom is completed with a beautifully renovated en-suite bath. Step outside to your own private garden patio-an ideal retreat for morning coffee or relaxed entertaining. The finished lower level offers a versatile living space: perfect for a family room, playroom, or home office. Whether you're downsizing or searching for a turnkey first home, this exceptional property delivers easy living conveniently near the shops, dining, and everything downtown New Canaan has to offer.
Privately set at the end of a long drive and elevated to capture tranquil reservoir views, this more than 5,500 square foot Colonial offers a rare sense of serenity and scale. Designed to embrace its natural surroundings, the home features beautifully proportioned interiors and oversized windows that bathe each space in light. The grand living room with fireplace opens seamlessly to a screened porch, creating an effortless indoor-outdoor experience ideal for quiet mornings or relaxed entertaining. A spacious eat-in kitchen with SubZero, Wolf and Miele appliances, huge center island, and skylight connects to the inviting family room with fireplace. The second level offers a refined primary suite along with five additional bedrooms, including ensuite and Jack-and-Jill configurations. Surrounded by professionally landscaped grounds, with a tennis court and charming gazebo, the property offers a peaceful retreat just minutes from town.
Lovingly maintained by the same family for nearly 30 years, this beautifully updated Colonial offers timeless charm and effortless, move-in-ready living just moments from town. The recently renovated kitchen opens to a spacious layout ideal for both everyday living and entertaining, complemented by a large living room with fireplace, a formal dining room and a Great Room with soaring cathedral ceiling that is a showstopper. A convenient main-level laundry room adds to the home's functionality. Upstairs, a generous primary bedroom is joined by three additional bright bedrooms all with hardwood floors enhancing the home's warmth and character. Outside, a private deck overlooks a beautifully landscaped, flat, fenced yard framed by mature evergreens-perfect for gatherings, play, or quiet relaxation. Set on a highly sought-after cul-de-sac close to town, this home combines exceptional location with turn-key ease.
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!
In the heart of New Canaan, The Quartier presents 21 bespoke luxury residences that pairs classic architecture and natural materials with sustainable energy features. This thoughtfully-designed free-standing 3-bedroom, 2-full and 1-half bath Townhome offers almost 1,800 square feet with gorgeous views off the spacious living room with oversized windows and doors, and 7" white oak flooring. Chef's kitchen with Leicht cabinets, quartzite counters and state-of-the-art appliances. A private primary suite with spa-like bath and walk-in closet on the top level. This refined, boutique development includes a full suite of modern amenities. Residents enjoy two luxurious lobbies with a full-time concierge, exclusive access to a professional fitness studio, an entertainment lounge with catering kitchen, a state-of-the-art golf simulator, outdoor grilling station and firepit, and advanced building security. Located just steps from world-class dining, boutique shopping, and the NYC train line. The Quartier offers luxury, convenience, and connection-all in one. Timeless luxury reimagined for modern living.
Have you ever imagined living at the end of a cul-de-sac, where neighbors gather and a true sense of community naturally unfolds? Welcome to 36 Down River Road, a special offering that combines privacy, convenience, and everyday beauty. Set against the backdrop of a peaceful river, the property offers a serene escape. From the deck, the gentle sound of the water creates a calming, spa-like atmosphere, making it the perfect place to relax and unwind. Inside, the spacious living room features a fireplace and opens directly to the deck, creating a seamless connection between indoor comfort and outdoor living. The inviting family room boasts impressive ceiling height, a space so warm and welcoming you may never want to leave. The home offers flexibility with two options for a primary bedroom, one on the first floor and another on the second. The upstairs bedrooms feature built-ins and shelving, share a bathroom, and include a second bedroom with a generously sized walk-in closet. Ideally located, you can enjoy a true walk-to-town lifestyle with easy access to schools, restaurants, specialty shops, parks, the new library, the farmers market, and the Metro-North train station.
Elevated Modernity in the Heart of New Canaan - Nestled in the vibrant center of New Canaan, The Quartier introduces a limited collection of 21 bespoke residences where classic architectural grace meets sustainable innovation. This sophisticated, free-standing two-bedroom townhome spans nearly over 2,500 square feet of meticulously curated space, anchored by 7" wide-plank white oak flooring and soaring windows that bathe the interior in natural light. The culinary center is a masterpiece of design, featuring custom Leicht cabinetry, exquisite quartzite surfaces, and professional-grade appliances. Retreat to the primary suite, a private sanctuary complete with a spa-inspired bath and two expansive walk-in closets. Beyond the residence, residents enjoy a lifestyle of effortless luxury with a full-time concierge, a professional fitness studio, a state-of-the-art golf simulator, and an elegant entertainment lounge with catering kitchen. Perfectly positioned just steps from world-class dining, upscale boutiques, and the NYC rail line, this home offers a seamless blend of timeless character and contemporary convenience.
Modern Architectural Masterpiece - Nestled on 1.77 acres of lush, verdant grounds, this custom 2014-built estate is a triumph of contemporary design and sophisticated luxury. Spanning 5,630 square feet, the residence strikes a perfect chord between avant-garde architecture and residential warmth, characterized by soaring ceilings, premium finishes, an abundance of natural light and a Geo-thermal efficient energy system with radiant heat floors throughout. The meticulously curated interior features an open concept floorplan with generously proportioned rooms, four ensuite bedrooms, providing an unrivaled level of privacy and comfort for family and guests alike. While the indoor living spaces transition gracefully from formal galleries to casual retreats, the exterior is a true resort-style sanctuary. The expansive acreage boasts a heated pool, a discreet in-ground trampoline, Large terraces with fireplace and built-in BBQ's and a stylish pool house with kitchen, bath, stone fireplace and sleeping loft, all overlooking the serene, shimmering waters of a spring-fed pond. Complete with a detached 3-car garage and state-of-the-art systems, this modern gem offers a rare lifestyle opportunity within a community world-renowned for its prestigious schools and refined suburban charm.

New Canaan is located in Connecticut. New Canaan, Connecticut has a population of 20,574. New Canaan is more family-centric than the surrounding county with 46.26% of the households containing married families with children. The county average for households married with children is 34.39%.
The median household income in New Canaan, Connecticut is $214,977. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in New Canaan is 42.5 years.
The average high temperature in July is 83.2 degrees, with an average low temperature in January of 19.6 degrees. The average rainfall is approximately 51.6 inches per year, with 34.2 inches of snow per year.