New Canaan CT Real Estate & Homes for Sale

Prepare to be enchanted by the timeless elegance of this classic New England estate sited on 5.5 acres of sweeping lawns and mature gardens. Comprehensively reimagined and expanded by the incomparable team of Hobbs Inc and Mark Finlay, this distinguished property offers an unparalleled lifestyle that seamlessly blends luxury, leisure and the charm of a bygone era. The outdoor space boasts gracious terraces, a sparkling pool and a cozy outdoor fireplace with flatscreen for outdoor viewing. Interiors are punctuated by extensive millwork, custom details and thoughtfully designed rooms of classic proportions. Experience the very best that life has to offer in this extraordinary Connecticut Classic.

Experience the magic of organic architecture in this stunning John Howe-designed masterpiece, where every detail tells a story of harmony and connection with nature. Influenced and mentored by Frank Lloyd wright, this home seamlessly integrates with its surroundings. Situated on nearly 7 acres at the end of a private cul-de-sac, this sprawling 7000 sqft estate offers spacious and luxurious living, both for grand entertainment and everyday living. Inside, discover a grand dining room with double sliding glass doors opening to a Japanese garden and a stoned patio with a fire pit. The living room features grand hemisphere glass windows framing serene views of trees and nature, complemented by exquisite stained glass accents adding color and warmth. The primary bedroom boasts a private patio overlooking the picturesque backyard, while the en-suite bathroom offers luxurious amenities, including a soaking tub and spa-like shower. Additional highlights include two bedrooms, two laundry rooms, and a soundproof studio on the main floor. Upstairs, a loft area features an office and sitting room, providing an ideal sanctuary for relaxation and unwinding. The second floor offers an expansive family room perfect for gatherings and a guest suite. With superior craftsmanship and remarkable attention to detail, coupled with its convenient location to Scott's Corner and downtown New Canaan, this meticulously maintained home achieves a perfect balance of design, tranquility, and convenience

Welcome to Extown Farm. This 17.5 acre property is truly one of a kind offering three separate residences to accommodate a discerning buyer seeking a private compound on an extraordinary piece of land. Comprised of eight structures, the crown jewel of this estate is a 7,000 Sq Ft farmhouse, once part of New Canaan's historic farm. The main house has been painstakingly restored to the highest caliber by renowned Prutting Custom Builders in 2023. Fully equipped with all modern amenities while tastefully preserving many of the original details. The main level features a stunning new kitchen equipped with top-of-the-line appliances, adjacent to a family room with a fireplace and French doors leading to a stone patio and manicured garden. A formal living room, sitting room, office, sun room, butlers pantry and mudroom and powder room complete the main level living spaces. The upstairs houses five spacious bedrooms, including a luxurious primary suite with a large bathroom, dressing room, and a balcony overlooking the picturesque property. The lower level offers an additional room, bathroom, ample storage, and potential for a media room and wine cellar. The large garage building includes three car bays and a heated gym area with a bath. The second floor hosts a brand new two-bedroom apartment with a large deck offering views of the bucolic park-like acreage.

Sparkling, modern and just renovated, this totally revamped townhouse on 4 floors is in the prime of downtown New Canaan. Over 3500 sq ft and 3-4 bedrooms, 4 1/2 baths, outrageously gorgeous new kitchen and full movie theater, this special home is located in a small 5 unit complex within steps to the new library, vibrant town center, award winning restaurants, lush parks and train to NYC. Front to back entry w/refinished light H/W flooring leads to open floor plan w/dazzling new kitchen, generous eating island w/ quartz counters, high end stainless range, pot filler, built in microwave, 2 dishwashers, statement refrigerator and wet bar. The open living room has light H/W floors, built-ins and Fr door to private terrace. All new recessed lighting and light fixtures throughout. Separate formal dining room, renovated powder rm and attached garage complete the ground floor. 2nd floor has primary suite, 2 part walk in closet and stunning marble bath w/double sinks and shower and an office with walls of shelves and a separate laundry room. 3rd floor is a suite w/sitting rm, cabinetry and palladium window. Also a bedroom/den w/ skylight and new bath with shower. The LL is a recreational delight w/ full sized movie theater, specialty lighting, audio, entertainment center w/wetbar and frig, newly renovated full bath w/shower and exercise room/gym. Wireless Sonos sound system. Move right into this incredible home and enjoy luxury living with a wonderful new vibe.

Location, location, location! Welcome to 180 Bayberry Road...walking distance to town, train and Irwin Park. Meticulously constructed in 2005, this stately Colonial sits at the end of a sought after cul-de-sac. The home has 9 ft ceilings throughout, cherry floors, 5 bedrooms, 4 full baths, 3 half baths, 6 fireplaces with extensive millwork and built-ins. In addition, the lower level has a state of the art gym/workout facility and new wine cellar. Recent upgrades include a newly renovated gourmet kitchen and pantry, two new powder rooms on the first level and two new baths on the second level - including a spectacular new master bath. Outside, there's a new heated pool & spa, extensive landscaping with blue stone terracing, a cozy fire pit and new exterior lighting to highlight the impressive landscaping and gardens. Don't miss this close to town gem!

Experience serene luxury in New Canaan with this modern farmhouse designed for both remote work and contemporary living. Spanning 5,800 sq. ft. above grade with additional 1600 sq. ft in lower level on a lavish 2.5-acre estate, this home offers a gourmet kitchen, five bedrooms, seven bathrooms, and a grand master suite of over 1,000 sq. ft. with a spa-like bath. The flexible third-floor features an office and library perfectly framing the stunning outdoor vistas. Enjoy the gym, New England arboretum with walking paths, a tranquil koi pond, and 2,000 sq. ft. of adaptable outbuildings. More than a home, it's a sanctuary that blends modern conveniences with peaceful, luxurious living.

Come experience this handsome English manor house. A gracious family home and entertainer's dream at 8572 SF with multiple oversized entertaining areas. Marvel at the 28 by 30-foot grand living room with coffered ceilings and double doors that lead out to the gardens. Gather with family and friends near one of the six fireplaces. The dining room glistens with attractive molding and built in cabinets. Your spirits will soar as you enter the sun-drenched kitchen with your own vegetable garden just outside. Vaulted ceilings throughout will impress your guests. Unwind in the handsome and light filled billiards room complete a wood burning stove. The unique "L" shaped floor plan grounds a central hub of entertaining spaces with two separate wings for sleeping and productivity. On one side, a two-bedroom master suite and office sit while four additional bedrooms, two home offices and an oversized three-car garage sit on the other side of the layout. Now step outside and start to appreciate 7.5 sprawling acres. Thoughtful and mature landscaping graces every corner of this pastoral oasis. Stroll past the tennis court and koi pond to arrive at the European style pool house that offers another 3595 SF of living space. The indoor pool glows surrounded by sliding glass doors on all sides and features a state-of-the-art jet propulsion system for lap swimming. Relax spa-style in this dreamy space.

Welcome to this extraordinary townhouse that offers the ultimate convenience and comfort of home. Located just steps away from New Canaan's renowned library, restaurants, premier shopping, and the train station for easy access to NYC, this home brings the best of the town to your doorstep. Not only is this townhome perfectly situated, but it also offers exceptional features that make it truly special. Spanning three finished levels, with the potential for expansion on the third floor, this quality-built home is designed to meet your evolving needs. Step into the bright and sunny living room, where large windows allow natural sunlight to fill the space, creating a warm and inviting atmosphere. The cozy wood burning fireplace adds a touch of charm and provides a perfect spot to relax and unwind. The eat-in kitchen, complete with sliders to the patio, is ideal for easy entertaining. The spacious primary bedroom features an office area and his-and-her primary baths, ensuring comfort and convenience. An additional en-suite bedroom and a den/office provide ample space for guests or a home office setup. The finished lower level boasts a cozy family room, perfect for movie nights or quiet relaxation. The private backyard offers a serene oasis for grilling and enjoying the outdoors. Additionally, a one car attached garage, with one additional parking space available. Experience luxury living in this prime location.

Welcome to your dream home! Located at the end of a quiet cul-de-sac, on over 2.5 acres, in a highly desirable neighborhood moments to downtown New Canaan, New Canaan Country School, the Winter Club and West Elementary School! This stunning 5 bedroom home, with a salt water pool, checks all of the boxes. The attention to detail, the custom millwork and the high ceilings throughout this home are evident the moment you step into the gracious two story entryway. The spacious and open floor plan features a gourmet kitchen, complete with stainless steel appliances and granite countertops. The family room, overlooking the spacious private yard and spectacular pool, opens to the kitchen and patio. A proper home office, expansive dining room accessible through the butler's pantry, formal living room and the light filled sun room with walls of windows make the first floor perfect for working from home, cozy nights by one of the three fireplaces or for entertaining. Upstairs you will find the luxurious master suite with two walk-in closets as well as four additional ensuite bedrooms. There is a bonus family room, conveniently located at the top of the second staircase off the functional and large mudroom.

This stunning Nantucket-style home showcases exquisite craftsmanship with stone and shingle details outside and gorgeous design inside, perfect for luxurious living and entertaining. Beautifully sited on an elevated, private and lush 3.3-acre lot in a coveted west-side neighborhood, this property offers a serene retreat on a quiet cul-de-sac so close to everything. Mature evergreens and stone walls create a picturesque setting that is conveniently located near both train stations and town, providing an oasis of privacy and accessibility. Step inside through the grand Dutch door into the spacious foyer with soaring ceiling and natural light. The main level features stately and serene public rooms with fireplaces, oversized windows, and cathedral ceilings. The sun-filled kitchen is a chef's dream, with marble countertops, double islands, and top-of-the-line appliances, including a built-in cappuccino machine. Upstairs, the primary suite offers a super-luxe bathroom with double vanities, spacious walk-in closets, and private separate sitting area. Four more bedrooms and a great room on the second level, PLUS fully finished lower level, movie theater, playroom/dance studio, and gym, offers entertainment options for all ages. A sixth bedroom, bath, and office area is versatile main floor space for guests or au-pair suite. Gorgeous patio, pool, hot tub, luxurious flat lawn and basketball court provide outdoor recreation and relaxation in a spectacular setting all year long!

ONE OF NEW CANAAN'S FINEST ESTATE PROPERTIES. A peaceful, private refuge sited high on Oenoke Ridge offering panoramic distant views. Over 5 park-like acres overlooking the New Canaan Reservoir and surrounded by some of New Canaan's finest estates and country properties. Spectacular grounds featured in multiple magazines & garden tours, and recipient of several landscape design awards. A tranquil, bucolic backdrop combining a natural stone hardscape with an array of specimen plantings and a wildflower meadow with trail. Pool with spa flanked by a pergola-covered dining terrace & an outdoor stone fpl. Mature, producing apple orchard&peaceful perennial garden w/terrace &water feature. Intriguing&dramatic renovated 19th Century barn converted by the Hobbs family retaining original antique hand hewn beams&details while incorporating more recent updates from architects Lousie Brooks and Joeb Moore. Nearly 6400 square feet of impeccably finished living space with high ceilings, exposed posts and beams, random-width floors and walls of windows to capture light & views. Stunning 2-story LR w/massive floor-to-ceiling stone fpl & whimsical catwalk w/shelving creating a 2nd flr library. Sun-filled DR. Fabulous Louise Brooks Kit connects to outdr dining space & Fam Rm. 6 BRS inc. 1stFlr Primary Suite/Bat designed by Joeb Moore. Gym &RecRms. Lg deck&expansive lawns for outdr entertaining. Det 3-car Garage w/2nd Flr Office/Great rm plus Guest Suite. Sep drive provides addl parking.Rare!

Nestled on a sprawling 2.09-acre property along the esteemed West Road in New Canaan, CT, 478 West Road is a testament to luxurious living. Crafted by renowned architect Neil Hauck and meticulously constructed by Premier Homes, this exceptional residence boasts six bedrooms, seven full baths, and two half baths within its expansive 9700 square feet of living space. Upon entry, the home's 9' ceilings and abundant natural light create an inviting ambiance, accentuating its impeccable style and design. French doors connect the interior to multiple patios, offering a seamless indoor-outdoor lifestyle. The gourmet kitchen has top-of-the-line appliances, including a gas range, range hood, dishwasher, microwave, and refrigerator. The finished lower level boasts a gym and a wine room, ideal for entertaining and relaxing. A private guest suite and potential in-law areas provide flexibility for various living arrangements. Step outside to enjoy the custom landscaping and heated in-ground pool, providing the ultimate retreat within your property. Hardwood floors throughout the home add a touch of warmth and sophistication to the living spaces. Conveniently located just 5 minutes from town and train, this home offers quick access to a new town library and a charming village center. With amenities including air conditioning, security and sound systems, and radiant heating, this residence offers a lifestyle to be enjoyed. Custom designer furnishings are negotiable.

Experience luxury living at its finest in this exquisite custom home nestled on a sprawling 1-acre lot in highly sought-after New Canaan, CT. Boasting a timeless two-story design, this residence is a true masterpiece of craftsmanship and elegance. Step inside to discover a seamless blend of modern amenities and classic charm, highlighted by 2 wood-burning fireplaces and gleaming hardwood floors that flow throughout the home. The spacious layout offers ample room for both relaxation and entertainment, the well-appointed kitchen features high-end appliances and ample counter space for all your culinary needs. Enjoy the sunroom off the main living area, a perfect spot for relaxation and soaking in the picturesque views of the expansive grounds. The grandeur extends to the bedrooms, each offering a private sanctuary for rest and rejuvenation. The Primary suite is a true retreat, complete with a luxurious en-suite bath, walk-in closets and charming Juliet balconies that provide a touch of European elegance. Additional features include a full unfinished basement, offering endless possibilities for customization to suit your lifestyle. Outside, the expansive grounds provide the perfect backdrop for outdoor gatherings or moments of calming tranquility. Located at 38 Tommys Lane, this residence offers a rare opportunity to own a piece of paradise in one of New Canaan's most prestigious neighborhoods. Don't miss your chance to tour this stunning property home

Welcome to a unique oasis in the heart of New Canaan. This 4 bedroom/2.5 bath colonial gem offers elegance, space, and convenience throughout 3,100+ sqft. Enjoy picturesque pond views and abundant natural light throughout the home. The main level features seamless flow for entertaining, with a spacious kitchen, dining area, living room and an expansive family room with a cozy fireplace and wet bar. Upstairs, the master suite awaits, offering a peaceful retreat from the hustle and bustle of daily life. Complete with an ensuite bathroom and ample closet space, this sanctuary is the epitome of comfort and relaxation. Three additional bedrooms share a full bathroom, each thoughtfully designed and generously sized, providing plenty of space for family and guests. The lower level spans over 1,700 sqft. of unfinished space with many possibilities in addition to an attached two car garage. Outside, the park like grounds on 1.3 acres, offer endless opportunities for outdoor enjoyment and recreation. Whether you're hosting a barbecue, playing catch on the lawn, or simply relaxing in the shade of the majestic trees, you'll find that this property is an amazing extension of your living space. Located in close proximity to schools, renowned restaurants and local shops, this home offers the ultimate in convenience and lifestyle. With easy access to major transportation routes, commuting is a breeze!

Within a desirable community and through a private gated entrance, a dream retreat on over four bucolic acres awaits. Designed for privacy and entertainment, this exquisite country estate is a perfect multi-generational compound. The colonial-style home spans 6,560 sq. ft. over three levels, featuring an updated kitchen with quartzite countertops that flows into a large family room with high ceilings, a cozy fireplace and French doors leading to a welcoming deck. The adjacent dining room is ideal for gatherings, while the front-to-back living room showcases beautiful millwork. The first floor also includes a cherry wood billiards room/office, a den, and a sunroom. On the second floor, the updated luxurious primary suite features a fireplace, a spa-like bathroom, dual walk-in closets, and a private office with a wrap-around deck. Four additional bedrooms and a finished third floor complete the main residence. Separately, a 2,500 sq. ft. cottage serves as a delightful escape with 2 bedrooms, a full kitchen, a living room with cathedral ceilings and a fieldstone fireplace, an office, and a gym. For the wine and car enthusiast, there are two temperature-controlled wine rooms and space for nine cars. Enjoy outdoor living with expansive patios, a pool with a spa & waterfall, a putting green, and a gazebo. This property is a blend of luxury & comfort, conveniently located near New Canaan's vibrant village & train.

A Stunner on Smith Ridge! Discover luxury living in this exquisite 6-bedroom, 6.5-bathroom home. Spanning four floors of specially designed space, this residence offers unparalleled comfort, elegance, and functionality. High ceilings and large windows provide natural light throughout. Beautiful hardwood floors and custom millwork add to the home's character and sophistication. Main Level features an inviting foyer, elegant living and dining rooms, a gourmet kitchen with top-of-the-line appliances and coffee station which leads into a large family room with fireplace and an office. The finished lower level has a spacious rec room perfect for a home theater or game room, a gym, workshop, half bath and additional storage space. Another expansive rec room offering a versatile space for play, work, or relaxation is on third floor. An oversized pool and pool house creates a relaxing oasis. The pool house includes a designer lounge with convenient bathroom ideal for poolside entertaining. A large, level backyard provides endless opportunities for outdoor activities and gardening. This home's four levels of living space ensures plenty of room for relaxation, entertainment, and family gatherings.

The Celanese House, by famed architect Edward Durell Stone, is a stunning example of mid-century modern architecture that seamlessly blends form and function. The house features a lattice screen on the facade and glass pyramids on the roof which are prime examples of Stone's design and, true to Stone's principles, the house is substantial, private and comfortable. Built in 1959, the house has been fully renovated, staying true to its original vision, with satin bleached oak floors and walls of glass. Natural light flows into the interior space. Visitors are greeted with an underlit glass floor at the entryway. Kitchen by Bulthaup including Gaggenau 5-burner gas cooktop, Subzero and Wolf appliances and new flat skylight. Primary Suite complete with Dornbracht bath and faucet fittings and Boffi shower pipe. Situated on two+ park-like acres, on prestigious Oenoke Ridge, with integrated landscape design to complement the structure. ...A unique opportunity to own a true masterpiece.

Experience a new vision of sophisticated single-level living at the Vue New Canaan, an exciting new premier luxury condominium community located in the heart of New Canaan. This exquisite sun-filled 3 Bedroom/3 Bath condo with den offers open city & park views and gorgeous sunsets. Each uniquely styled living space features fine interior finishes & architectural details with light filled open floor plan, custom kitchen, master bedroom suite with spa-like bath, fireplace, and 2 private balconies. The unparalleled building amenities include a variety of concierge services, 2 state of the art fitness centers, natural playscape & Zen garden, underground parking spaces with car detailing & pet washing station. Entertain guests on the rooftop terrace with outdoor kitchen, firepits & stunning sunset views over Mead Park. Enjoy this luxurious lifestyle just steps from the village!

High floor 2Bd/2Bth with lovely open town views! Experience sophisticated single-level living at the VUE, an exciting premier luxury condominium community in the heart of New Canaan. The condo features fine interior finishes & architectural details with a light filled open floor plan, custom kitchen, private balcony, fireplace, high ceilings and a master bedroom suite with spa-like bath. The 2nd bedroom features a lovely custom built Murphy bed with stylish shelving & drawers. Unparalleled building amenities include a variety of concierge services, 2 state of the art fitness centers, natural playscape & Zen garden, underground parking with car detailing & pet washing room. Entertain guests in the Club Room and on the two rooftop terraces with outdoor kitchen, firepits & stunning sunset views. Enjoy this luxurious lifestyle just steps from the village!

Welcome to 277 South Bald Hill Road, a stunning center hall Colonial nestled in the picturesque town of New Canaan, CT. This spacious 4-bedroom, 2.5-bathroom home offers over 4128 square feet of beautifully designed living space, making it the perfect retreat for first home buyers, growing families, or those looking to escape the hustle and bustle of NYC.Situated on a sprawling 4.31-acre lot with tranquil pond views and lush landscaping, this property offers an idyllic setting for both relaxation and entertainment. The home's generous size rooms boast a seamless circular flow, and two cozy fireplaces in the living room and family room create inviting spaces to unwind.The renovated, expansive kitchen is a chef's dream, featuring stunning granite countertops, a large island, and a charming eat-in area. Elegant paneling in the dining room adds a touch of sophistication, perfect for hosting family dinners and gatherings. A private office off the kitchen provides the ideal workspace for those working from home.The family room's vaulted ceiling adds to the home's spacious atmosphere, while large windows throughout the home allow for an abundance of natural light to fill each room. Enjoy the peace and privacy that this beautiful home offer.Don't miss this incredible opportunity to own a piece of New Canaan's private landscape and open space. Schedule a viewing today to experience the beauty and charm of this stunning property for yourself.

Welcome to Pemberly Hill, a truly exceptional home of unparalleled grandeur and sophistication. Boasting 8 bedrooms on 4 acres of pristine grounds on desirable Brushy Ridge, this magnificent property is a true masterpiece. This classic home has been thoughtfully designed to the highest standards, seamlessly blending its rich history with modern luxury. The result is an extraordinary residence that offers exquisite attention to detail and seamless flow of space. From the stunning foyer with a grand staircase to the spacious and inviting living and dining areas, every room is beautifully appointed with soaring ceilings of over 11 feet and perfectly designed for modern living. The light-filled and spacious gourmet kitchen features top-of-the-line appliances, a large center island, custom cabinetry, walk-in pantry, and wet bar. The luxurious primary suite is a true sanctuary, offering a spacious and serene retreat with a generous spa-like bath, 2 walk-in closets, a private sitting room, and breathtaking views of the property. 7 additional bedrooms are perfect for hosting family and friends. Step outside and discover over 4 acres of beautifully landscaped grounds with lush gardens, a sparkling pool, a Har-Tru tennis court, and multiple outdoor seating areas for relaxing and entertaining. A rare opportunity to own a piece of history in one of New Canaan's most desirable locations.

Stunning proposed new transitional home nestled on 2.78 acres in private nature setting with reservoir views. This exquisite home will be stylishly designed with high end finishes and gracious open living spacious. Additional 2000+sqft can be finished in lower level. Plans and specifications can be customized to your specific needs. Pool site available.

Stunning new proposed Colonial Farmhouse sited on just over 2 acres on corner of private west side cul de sac close to town. This lovely home will feature 3 stylishly finished floors of modern and sophisticated high end finishes and gracious open living spaces. Additional 2000+ sqft can be finished in lower level. Plans and specifications can be customized to your specific needs. Pool site available.

Stunning proposed new colonial farmhome sited on 2.37 acres in top prime west side location close to town and Irwin Park. This exceptional home will be stylishly designed with high end finishes and gracious open living spacious. Additional 2000+sqft can be finished in lower level and 3rd floor. Plans and specifications can be customized to your specific needs. Pool site available.

Stunning proposed new transitional home sited on 2.57 private acres in top prime west side location close to town and Irwin Park. This exquisite home will be stylishly designed with high end finishes and gracious open living spacious. Additional 2000+sqft can be finished in lower level. Plans and specifications can be customized to your specific needs. Pool site available.