New Canaan CT Real Estate & Homes for Sale

Set on over five private acres along New Canaan's coveted Oenoke Ridge, this extraordinary estate is a reimagined 1890s cow barn masterfully transformed by the Hobbs family with architects Joeb Moore and Louise Brooks. Blending agrarian charm with refined modern design, the residence honors its heritage while offering sophisticated comfort. A tree-lined drive and landscape lighting set a gracious tone on arrival. Inside, the dramatic two-story great room features a soaring stone fireplace, post-and-beam framing, and antique pine floors. A storybook catwalk leads to a second-floor library, while the sunlit gourmet kitchen flows into a breakfast room and formal entertaining spaces. The six-bedroom layout includes a first-floor primary suite with a sitting room ideal for a nursery or office. The walk-out lower level offers a wine cellar, playroom, bedroom, and full bath. A detached three-car garage includes a guest apartment with its own entrance, living room, bedroom, and bath-perfect for in-laws or extended stays. Outdoor living is elevated with a heated gunite pool overlooking the reservoir, a fireplace, meditation pool, and secret garden path. Designed by Kathryn Herman Design, the award-winning landscape features terraced gardens, meadows, specimen trees, and a producing apple orchard. Just minutes from town, this is a rare opportunity to own a timeless piece of New Canaan's history.

Exceptional Renovated Antique Home in the Heart of Downtown New Canaan. This exquisite antique home, nestled in the vibrant heart of downtown New Canaan, masterfully blends historic charm with contemporary luxury. Completely rebuilt "to the studs" in 2011, it boasts wide-board hardwood floors, new casement windows, updated wiring and plumbing, and a high-efficiency gas boiler. In 2014, the property was further elevated with the addition of a heated in-ground pool, a stylish cabana room, and a one-car garage with ceiling height designed to accommodate a car lift. The gourmet kitchen is a chef's dream, featuring quartz countertops, a Sub-Zero refrigerator, Wolf range with built-in grill, Miele dishwasher, GE trash compactor, disposal, and a center island with a wine fridge. Entertain in style in the elegant living and dining rooms, each illuminated by antique Art Deco chandeliers and connected by a dramatic see-through gas fireplace. A Sonos 1 sound system provides integrated audio throughout the home. The dining room also features a sophisticated wet bar with a marble countertop, Sub-Zero bar fridge with ice maker, and glass shelving for barware. The luxurious main-level primary suite offers a spa-like retreat with a marble vanity, oversized walk-in shower, and an expansive walk-in closet. Both the dining room and primary suite open onto a beautifully landscaped patio with mature trees and perennial flower beds-an ideal spot for private, al fresco dining. The heated pool off

Discover a stunning modern sanctuary nestled privately on 2 acres, with 5 bedrooms and 4.5 baths. Floor-to-ceiling glass windows invite nature indoors, while the spacious backyard features a covered terrace with fireplace, dining & seating entertaining patios, an outdoor grill, outdoor wood fireplace and TV. The spacious chef's kitchen with island and breakfast room is a show stopper and leads to outdoor covered entertaining patio with fireplace. The living room and dining room have exquisite white oak floors and tall glass walls that open to property views and patio. Main floor office or optional 5th bedroom with full bath adds to the flexibility of space. The second floor includes a luxe primary suite with gorgeous views of the tree lined backyard, a spa-like bathroom, terrace, an office and 2-walk-in closets. The lower level has a fantastic gym and/or yoga studio with mudroom and half bath. The 3-car garage is equipped with one 220 electric car charger. This energy-efficient home includes a heat recovery ventilation (HRV) providing perfectly heated or cooled conditioned air. This unique home seamlessly blends modern luxury with serene natural views, providing the perfect balance of tranquility and convenience, just moments away from town and amenities.

HIGHEST AND BEST MONDAY 5/19 at 12PM. Tucked away on a quiet cul-de-sac on one of New Canaan's most desirable streets, this beautifully renovated 4-bedroom, 3.5-bathroom home offers the perfect blend of classic charm and modern convenience. Just minutes from town and ideal for commuters, the location combines privacy with accessibility. Originally built with timeless design, the home was completely renovated in 2013 to meet today's standards of comfort and efficiency. Upgrades include a new HVAC system, a conversion from oil to propane heating, all-new plumbing and electrical systems, a new roof, and spray foam insulation throughout. Enjoy peace of mind with a whole-house generator and energy-efficient new windows and doors. At the heart of the home is a stunning, fully updated kitchen that opens seamlessly to the family room with soaring cathedral ceilings. A separate dining area and a cozy living room with a fireplace complete the inviting first floor. Upstairs, the primary suite offers a serene retreat with a spa-like bathroom featuring a steam shower. Three additional bedrooms along with two fully renovated bathrooms complete the upstairs. Outdoors, the property has been thoughtfully transformed with new stone walls and professionally landscaped grounds. Enjoy the private fenced-in pool, new garden installations, new bluestone patio and walkway, new exterior lighting, stunning pergola with purple wisteria and 13-zone irrigation system.

Timeless Colonial with Modern Comforts and River Views Nestled on a quiet cul-de-sac, conveniently located close to town this beautiful updated 3-4 bedroom, 2 full and 2 half bath Colonial that seamlessly blends classic charm with modern convenience. The open floor plan enhances the sense of space, while oversized windows fill the home with natural light. The heart of the home is the updated kitchen, featuring stainless steel appliances, a center island with breakfast bar, and easy flow into the formal dining room making it ideal for everyday living and entertaining. The formal living room with fireplace adds warmth and sophistication. A powder room and flexible fourth bedroom or office complete the first floor. Upstairs, the primary suite features high ceilings, 2 large walk-in closets, and a private bath. Two additional bedrooms share a well-appointed hall bath. The finished walk-out lower level offers even more living space, complete with a fireplace, half bath, and room for a media area, home gym, or playroom. Step outside to a deck overlooking the Five Mile River, where nature provides the perfect backdrop for relaxation or gatherings. Recent updates include a new roof, driveway, new garage doors, central AC, two renovated half baths, walkways, doors, and updated landscaping. A generator provides year-round peace of mind.

Opportunity knocks! Minutes from town, 46 Norholt Drive - on a flat, park-like one acre - awaits its new steward either to start from scratch or reimagine what's there. Surrounded by mature, flowering trees and bushes and sited on a quiet cul de sac, this opportunity rarely comes along. Seller makes no representation about what can be developed on the property, due diligence is the responsibility of the buyer. House needs complete renovation. Central AC on first floor only. House being sold as-is.

Mid-Century Masterpiece expertly restored to reflect the original vision of renowned architect John Black Lee, this sun-drenched mid-century modern home seamlessly blends with its natural surroundings. Set on two park-like acres with mature specimen trees and thoughtfully designed landscaping, the property offers exceptional indoor-outdoor living. Expansive glass walls connect generous living spaces to the outdoors, including a newly renovated kitchen with an adjoining deck, perfect for entertaining or relaxing with nature views. The home features three fireplaces, a spacious office loft flooded with natural light, and a well-integrated open-concept layout. The luxurious primary suite includes a spa-like bath and a large walk-in closet. Secondary bedrooms offer built-in storage, while the flexible lower level provides potential for an au pair or in-law suite, complete with private access via the oversized garage. Located just minutes from the village of New Canaan, top-rated schools, parks, and transit, this impeccably designed home offers a lifestyle of comfort, convenience, and timeless architectural elegance.

Magnificent Stone & Shingle home on a quiet cul-de-sac. Perched atop a hill on two flat, meticulously landscaped acres, this exceptional stone and shingle "Arts & Crafts" style home offers rare views of Long Island Sound. A dramatic foyer opens into a stunning great room featuring 10' foot coffered ceilings, carved marble fireplace, and French doors leading out to a limestone terrace, beautiful pool, expansive lawn, and lush garden. Designed for grand entertaining, the oversized dining room easily accommodates large gatherings. The chef's kitchen boasts exquisite granite countertops, high-end appliances, and a spacious eat-in area perfect for casual dining. A mahogany paneled library, complete with fireplace, custom built-ins, and French door access to the backyard, provides a refined retreat. The luxurious primary suite features a large walk-in closet and a spa-inspired bath. Three additional ensuite bedrooms offer comfort and privacy for family or guests. The lower level enhances the home's appeal with a guest bedroom and sitting room which has a separate private entrance, a home theater with ample seating, a large fully equipped gym, and a sauna. This meticulously maintained, like-new residence combines timeless elegance with modern amenities, offering breathtaking views and ultimate privacy.

Tucked at the end of a long, sweeping driveway in one of New Canaan's most coveted enclaves, this stately residence is a masterclass in timeless design and exceptional craftsmanship. Created for both elevated entertaining and everyday comfort, the home unfolds with sophisticated ease-from the grand front entry to the beautifully curated interiors. Every space is thoughtfully scaled and exquisitely finished, with abundant natural light and views of the spectacular grounds from nearly every room. At its heart is a stunning, expansive chef's kitchen with a large center island, high-end appliances, and custom cabinetry that flows into the inviting family room-a perfect blend of elegance and ease. Formal rooms are gracious yet welcoming, offering effortless transitions to the outdoors. The rear grounds are extraordinary: manicured gardens, a pool surrounded by lush vines reminiscent of a Napa retreat, and a terrace spanning the length of the home-ideal for alfresco dining, entertaining, or quiet evenings under the stars. Upstairs, all bedrooms are ensuite, including a remarkable primary suite with spa bath and oversized walk-in closet. A guest wing offers its own skylit sitting room, while the finished lower level features a golf simulator, wine room, fitness room, elevator, and abundant storage. A full-service elevator connects the lower, main, and second levels of the home, offering ease and accessibility throughout. A rare opportunity to own an iconic home.

Tucked away on a desirable cul-de-sac within walking distance from downtown New Canaan, this beautifully maintained 4-bedroom, 3.5-bath home includes a separate-entrance legal accessory apartment, offering excellent rental income potential-estimated at up to $4,000 per month. This Cape brings space, style, and flexibility while in a prime location. The house is move-in ready with hardwood floors throughout, an open, light-filled floor plan, and inviting spaces ideal for both everyday living and entertaining. A two-story entry welcomes you in, with the spacious living room with built-ins and fireplace to the left, and a casual dining area to the right-both thoughtfully designed for comfort and flow. At the heart of the home is the updated chef's kitchen, featuring high-end appliances, granite countertops, custom cabinetry, a wine fridge, bay window, and eat-in area. The kitchen opens to the sun-drenched family room with cathedral ceilings, fireplace, and French doors leading to a generous 26' x 25' deck-perfect for gatherings and celebrations. Upstairs, the large primary suite offers two walk-in closets and a newly renovated bathroom with double vanity, jacuzzi tub, and separate shower. Two additional bedrooms share a full bath. An office area with vaulted ceilings and built-ins, plus a beautifully designed laundry room complete the second floor. The accessory apartment includes a full kitchen with granite counters and a 48" Wolf range with 6 burners and grill, living room

Charming in-town home with private yard and terrace. Bright open kitchen with attached living/family room, half bath on first floor plus additional bedroom or office space. Upstairs is two bedrooms with full bath. Very generous ceiling height on both levels. There is a walk-up attic for storage, nice entry foyer and beautiful terrace off kitchen/family room with sink, built-in grill and sitting area. Fenced in private yard. All right in-town. The house next door is also for sale, Listing ID: 24092543. A fabulous investment opportunity!

Unique opportunity in the heart of New Canaan just behind God's Acre. Loaded with character & charm, this one bedroom, one bath condo in St. John's Place built in the 1910s awaits your touches. Fireplace, hardwood floors, small balcony/porch, kitchen & bath ready to make it your own!

Exceptional Opportunity in coveted New Canaan location. Don't miss this rare chance to own a beautifully updated home at the end of a quiet, protected cul-de-sac with just eight residences. Ideally situated within walking distance to schools, YMCA, Waveny Park, and downtown New Canaan, this property with over 3500 sq ft of living space, offers convenience and serenity in equal measure. Enjoy effortless one-level living with an open-concept layout featuring a stunning Great Room, kitchen, and breakfast area - complete with cathedral ceilings and two fireplaces. The sun-filled living room boasts a fireplace, custom built-ins, and expansive views of the lush garden and flat, picturesque 1+ acre lot. The home offers 4 bedrooms, the 4th bedroom is currently used as a home office. The spacious primary suite includes French doors leading to the backyard and a beautifully remodeled bathroom. A finished lower level provides versatile space for a recreation or playroom. Additional highlights include an attached two-car garage, oversized septic system, Ct Basement system, new A/C, water heater, washer/dryer and the potential for a pool site. House is wired for portable generator included in sale. This is a truly special offering that rarely becomes available - an exceptional lifestyle opportunity in one of New Canaan's most desirable neighborhoods.

EXTRAORDINARY luxury townhouse featuring more than 3,000 sq. ft. of space situated within walking distance to New Canaan's favorite restaurants, shopping district and train station. This home's interior finishes are the epitome of luxury and modern design. Gorgeous wide plank, white oak floors, tons of natural light, beautiful moldings and architectural details throughout are all connected by a four-stop elevator. The First floor showcases an open floor plan with a clear delineation between Living Room, Dining Room and Kitchen and Sitting Area. The living room features modern design and sophistication with custom built-ins and a fireplace with marble surround. From the living room enter the dining room, which connects effortlessly into the kitchen and sitting area. The designer chef's kitchen is equipped with custom milled cabinetry, a waterfall leathered granite island and top of the line appliances. The kitchen is open to an integrated sitting area. Built-in wall-length cabinetry and modern floating shelves were added by the homeowner for additional storage. All of this provides for casual as well as formal entertaining possibilities. The Second floor offers a media/office room with ample built-ins, modern coffered ceiling and spacious windows providing natural light. Down the hall from the adjacent laundry area is the Primary suite complete with two spacious walk-in closets and custom built-ins. The ensuite spa inspired bathroom is finished with artesian cut

Discover refined living in this meticulously maintained 3-bedroom, 2.5-bathroom townhouse nestled within the sought-after Heritage Common community. One of 12 units, spanning approximately 2,863 sq. ft., this residence is a harmonious blend of comfort and sophistication. The home offers an open-concept design, with a sunlit living room featuring a cozy fireplace, perfect for relaxation or entertaining. The gourmet chef's kitchen is fully equipped with modern stainless steel appliances, including an induction range, custom cabinetry, and a large quartz island. Upstairs, retreat to the expansive primary suite complete with a luxurious en-suite bath with radiant floors. Two additional bedrooms provide space for family, guests, or a home office. A finished lower level and a private outdoor patio extend your living and entertaining options. Located just minutes from premier shopping, dining, and top-rated schools, this exceptional home offers both convenience and community. A must-see!

Nestled on a private cul-de-sac in a pristine neighborhood, this like-new renovated 5-bedroom, 5.5-bathroom residence offers polished luxury and modern convenience just steps from schools and Waveny Park. The parking courtyard leads to a glass enclosed entry with formal living and dining rooms at either end. The white custom kitchen with quartz countertops and new high- end appliances, has a light filled dining area overlooking the property. Walk out to a stunning bluestone patio with a hot tub and pool featuring a waterfall and clear glass fencing surrounded by green lawn-perfect for entertaining or unwinding. Adjacent to the kitchen are a family room with fireplace and large screen tv, and an office with wood paneled modern cabinets. Four fireplaces add warmth and elegance throughout. Retreat to the primary suite with a fireplace, white marble bathroom and an extra-large walk in dressing room. In the lower level enjoy a state-of-the-art 9-seat home movie theater, gym with a dance floor, and a 3-car garage with custom high-lift garage doors and two storage lifts. Cutting-edge technology includes a new touch-screen security system, touch info screens, wall-mounted LCD TVs, and in-ceiling speakers. Additional upgrades include a new driveway with a lighted basketball hoop, a 20KW automatic generator, new 5 zone HVAC systems, a natural gas boiler, and town gas and water. No need to wait for new construction. Time to live your best New Canaan life.

Effortless style meets in-town convenience in this beautifully renovated 2-bedroom, 2.5-bath condo in the heart of New Canaan. A 2023 renovation introduced wide-plank white oak floors, a stunning new kitchen with quartz countertops, Thermador appliances, and a custom walk-in pantry that doubles as a laundry and mudroom-adding both elegance and ease to daily living. The sun-filled living and dining area features a gas fireplace and French doors that open to a private, fenced-in patio-perfect for morning coffee or alfresco evenings. Upstairs, two spacious ensuite bedrooms include a luxurious primary suite with a newly updated bath. The finished lower level offers a family room and plenty of space for a home office, or workout area. Additional recent upgrades include a new Weil McLain boiler, Bosch AC condenser, and Bradford White hot water tank. With an attached garage and three additional reserved spaces, you can leave the car behind and enjoy a stroll to restaurants, shops, and Mead Park. Sophisticated, turnkey, and just steps from everything-this is in-town living at its finest.

California meets New Canaan in this William Wurster inspired transitional-style masterpiece set on 2.54 private acres on New Canaan's desirable west side that's so convenient to town. This extensively renovated home has over 100 custom windows and 16 doors bringing the outside in from every room. Amazing sun-drenched living space with wonderful views from EVERYWHERE. French doors lead to expansive bluestone terraces, a beautiful gas fire pit for entertaining, meticulously manicured flower gardens, pool, spa and river. Five bedrooms, 4-car garages, au pair suite and an exceptionally designed layout make this home a sensational haven with the warmth of a colonial but so fresh!

Step into the heart of in-town living with this bright and inviting ranch, perfectly nestled in the trees in this sought-after in-town neighborhood in bucolic New Canaan. Just moments from the train station, vibrant shops, fine dining, scenic Mead and Irwin Parks, and the newly built, state-of-the-art library. Newly painted throughout by professionals., this home sits on a private 0.21-acre lot and offers over 1,300 square feet of total living space, including 400 square feet of finished lower level. Just a quick drive to New Canaan's top-rated schools. With its unbeatable location and strong potential for expansion, this property presents an exceptional opportunity for commuters and those seeking an exceptional in-town lifestyle.

Welcome home to Woodland Road. Offering over 4000 sf, a two-story foyer, four bedrooms, three-and-a-half bathrooms, and a finished basement. The updated kitchen and entertaining space opens to a family room overlooking the renovated inground, heated pool. Recently installed Mahogany front door, rear door and sliders out to the pool. Countless updates to both mechanical and aesthetic aspects of the home. Radiant heated floors on the first floor and finished basement, combined with the A/C upgrade to a non-CFC condenser off of the hydro-air system add to the energy efficiency of this home. Whether there is a power outage in the heat of the summer or the cold of the winter, the 14KW Generac generator will keep everything comfortable. A 6' cedar fence creates a private and safe backyard sanctuary. An easy walk from school, town, or the train and you are home!

Crafted from mahogany, steel and stucco with exterior design by renowned Bassam and Fellowes, this striking contemporary is sited high on Ponus Ridge. The light filled interior features custom designed walls of glass that open to lovely courtyards. Throughout you'll appreciate the attention to detail and high end finishes. All 5 bedrooms, including 2 master suites, are on the main level. The gallery like layout of this home is an art collectors dream. A state of the art kitchen has European porcelain floors and Brazilian quartzite countertops. It opens to a stone patio perfect for entertaining: a built in bbq, gas firepit and a "summer kitchen" in the garage. Downstairs there is room to exercise, hang out or savor wine from the cellar. The flat, professionally landscaped 2 acre retreat has amazing sunsets in the front and salt water pool, spa and tennis court in the back. You'll never want to leave.

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

Nestled at the end of a private lane and set on 4.4 beautifully landscaped acres, this stunning brick colonial-crafted by award-winning builder Kaali-Nagy-offers nearly 7,000 square feet of luxurious living space. A dramatic three-story entryway fills the home with natural light, leading into a formal living room with a fireplace and French doors. A richly paneled office tucked just behind the living room includes built-ins, a wet bar and a second fireplace, creating the perfect work-from-home retreat. Designed for entertaining, the sprawling dining room easily accommodates large gatherings and opens onto a spacious deck overlooking spectacular grounds filled with specimen trees and a designated play area. The newly renovated chef's kitchen features quartz countertops, top-tier appliances, a large island, and a sunlit eat-in area. The adjacent family room showcases a vaulted ceiling, a floor-to-ceiling fieldstone fireplace, and French doors that open to the tranquil exterior. Upstairs, the expansive primary suite boasts its own fireplace, a brand-new spa-like bathroom with a soaking tub, oversized walk-in shower, and dual walk-in closets. Four additional en-suite bedrooms, all with brands new bathrooms, provide ample space for family and guests. A vaulted-ceiling bonus room, a cozy game room, and a second office or exercise space offer flexibility for every lifestyle. An area off the

TOP NOTCH IN TOWN, this idyllic newly renovated home is a rare offering in the dream location! Charming doesn't even begin to describe this one of a kind haven located in the heart of New Canaan. Greeted by the newly designed landscaped property and expansive Belgium skirted stone driveway perched atop 66 Seminary Street, inside you will find 8 inch wide plank hardwood floors and extraordinary modern day finishes. The gracious living and dining room with 9 ft arched ceilings and light reflecting sash windows invite you home. The custom kitchen features a stunning Carrara marble island, countertops, and backsplash, oversized pantry, and includes an induction range with all the bells and whistles! The cozy breakfast room is a relaxing space highlighting marble and soapstone floors. A second level hosts an inviting primary suite with turret and double height windows with heated marble bathroom floors. Two additional bedrooms and a full bath complete the second story. The lower level serves as a family room, office, or bedroom complete with full bath, laundry and mudroom. If that wasn't enough, a bucolic barn is nestled in the backyard providing endless possibilities! Spend blissful nights and escape under the stars in the private backyard. The exceptional details in this 3 bedroom 3 1/2 bath home paired with the ultra conveniences of living directly in town close to train, shops, restaurants, parks, and everything you'll love about living in New Canaan is a MUST SEE!

Welcome to your dream Colonial, perfectly situated at the end of a park-like cul-de-sac, conveniently located 5-minute drive to downtown New Canaan. This hidden gem provides a private and tranquil neighborhood perfect for long walks, bike rides, chats with the neighbors, or a golf cart ride to the NC Country Club. This spacious, light-filled 4-bedroom, 4.5-bathroom home sits on a beautiful and lush property, which can be admired from the many large windows. Entertain family and friends in the combined eat-in-kitchen and family room. An expansive room over the garage can serve multiple capacities - home office, additional family room, or as an au pair/in-law suite with private full bath and walk-in closet. Finished lower level features full-size windows and sliding door to new stone patio, plus fitness area, laundry room, and plenty of additional space that can be used as an office and play/game room. Numerous upgrades include a new roof, epoxy flooring in the garage, a refurbished whole house generator, and installation of energy-efficient Hydro-Air HVAC system. This home is protected from changes in climate by a whole-house generator and surge protector, and wetlands play a crucial role in naturally absorbing excess water. (Note, home not in FEMA flood zone and never had water issues. No flood insurance needed.) Don't miss this opportunity to make this exceptional turn-key property your forever home