New Canaan CT Real Estate & Homes for Sale

Nestled atop one of New Canaan's highest points in the esteemed Oenoke Ridge neighborhood, 1052 Oenoke Ridge is set on over 3 captivating acres boasting stunning sunset views. This charming colonial offers refined, open living space. Thoughtfully designed to embrace its natural surroundings, the home has French doors from each room on the first floor; connecting the interior to expansive outdoor living areas-perfect for effortless indoor-outdoor living. An open concept kitchen, complete with a charming breakfast nook, seamlessly connects to the inviting family room. Just off the kitchen, an upstairs playroom with full bath offers additional flexibility, ideal for guests, home office or play. The main-level primary suite is a private retreat, featuring a sitting room adorned with one of two elegant fireplaces found on the first floor. On the second floor, a spacious bunk room expands the home's sleeping accommodations and offers exceptional flexibility-allowing for a variety of lifestyle needs. Two additional bedrooms and a well-appointed bathroom complete the upper level, providing comfort and functionality. This is the opportunity of a lifetime for the savvy buyer.

A literal jewel box. This beautiful unit in coveted Canaan Square is an end unit with 3+ bedrooms, finished basement, stunning outdoor space on two levels, attached garage and plenty of parking in front. Light and bright, this home has been completely renovated with timeless and chic kitchen with high ceiling and updated appliances. Living room space with wood burning fireplace on main AND second floor, both with sliding doors to an expansive bluestone patio on the main level and large upper deck on the second floor. Beautiful primary suite with fireplace, marble bath, and multiple mirrored closets. Second and third bedrooms, as well as spacious office area, 2 more baths and laundry all on second level. Great views from every window in this lovely, leafy neighborhood so close to town!

Newly renovated move in ready condo in the heart of New Canaan village. Spacious rooms with large picture windows allow for incredible light filled space. Eat-in-kitchen with built-in sitting banquette and all new stainless appliances. Three large ensuite bedrooms. Finished lower level with half bath and laundry room. Outdoor fenced patio. End unit with attached garage and plentiful parking. Convenient easy walk on sidewalks to town center library, restaurants, shops, schools, parks and express train to NYC.

Step into this beautifully renovated, sun-filled corner unit on the first floor of Park Mead Condominium in New Canaan's charming Village Center! This updated, stylish home features gleaming taupe-stained hardwood floors, a brand-new kitchen with modern finishes, and a sleek, designer-inspired bathroom with a walk-in shower. Though compact on paper, the home lives much larger than the square footage suggests, offering a surprisingly spacious and comfortable layout. Low monthly fees, including heat, hot water, snow and trash removal, and low property taxes make this a smart, budget-friendly choice. The unit includes one assigned parking space and guest parking, though you might not need a car with everything so close by! Just a quick stroll to vibrant downtown New Canaan, the Metro-North train, and the public library. Across the street, enjoy all that scenic Mead Park has to offer-tennis courts, an off-leash dog area, a lake, a playground, and ball fields. Convenience and charm wrapped into one perfect package!

On the market for the first time EVER, 95 Louise's Lane represents the epitome of quiet sophistication and tranquility. With expansive pond and river views, this modern oasis is located at the end of a quiet cul de sac just minutes from the hustle and bustle of downtown New Canaan. Completely reimagined and tastefully designed with stark white floors and walls punctuated by spans of windows, this home boasts 5 spacious bedrooms, all with views of nature. An open and bright first floor layout invites easy entertaining while the second floor great room with loft sets the scene for classic movie nights or epic sleepovers. Outside enjoy the sprawling bluestone terrace and take a swim in your cutting-edge modpool in complete privacy. 95 Louise's Lane represents an exceptional opportunity for the truly discerning buyer

Spectacular single-floor living nestled on an oversized lot in the 2 acre zone - 3.85 serene acres overlooking Collins Pond. This remarkable property features breathtaking landscapes, a private dock, in-ground pool, and expansive sun-filled terrace-perfect for entertaining. Surrounded by magnificent old trees, enjoy unmatched privacy with 4 garages, a workshop, and a guest/caretaker apartment. Located on a quiet West side cul-de-sac off Ponus Ridge. Full of potential, sold as-is. A rare opportunity in a private, tranquil setting.

This charming 4 bedroom, 2 bath bungalow is nestled perfectly at the end of a quiet cul-de-sac. Great opportunity to live in town on an oversized .45 level lot with town water & sewer. Renovate current house, expand it, or build new on this almost half acre property. Sought after location walkable to downtown, schools, parks and Metro-North express train to NYC. There is so much to love about this walk to everything easy commute neighborhood. Builders don't miss this opportunity. Also listed as land.

Gracious and Private Estate with Timeless Finishes..... Custom built in 2005 for the current owners, sited high on a private 1.16-acre lot, this exceptional residence blends classic New England charm with modern comfort. Tucked away off the road and constructed with clapboard and stone, the home offers both privacy and presence. A rare four-car garage adds convenience and distinction. Step into the stunning wood-paneled foyer, where elegant craftsmanship sets the tone. To the left, the formal dining room connects seamlessly to a well-appointed butler's pantry-perfect for entertaining. To the right, the living room invites quiet conversation or lively gatherings. The heart of the home is the spacious eat-in kitchen, which flows into a comfortable family room, ideal for daily living. A refined cherry-paneled office with French doors opens to the outdoors, offering a serene workspace or library. Upstairs, the luxurious primary suite features a fireplace, dual walk-in closets, and an oversized bath. Three additional en-suite bedrooms and a convenient second-floor laundry room complete this level. A fifth bedroom is located on the finished third floor-perfect for guests, au pair, or flexible use. The finished lower level includes two expansive rooms, a full bath, and two private entrances-offering endless possibilities for recreation, a home gym, or multi-generational living.

Welcome to Gramercy Park! Exquisite, boutique enclave of eight luxury residences nestled in the heart of sought-after New Canaan, CT. Private and pristine, Unit 202 offers turn-key single-floor living, complete with elevator access (no stairs) & in-unit washer/dryer. This 2 bedroom, 2 full bath w/den residence features 1,573 sq. ft. of carefully crafted living space centered around a chef's kitchen with top-of-the-line SubZero/Wolf appliances, custom cabinetry & marble countertops, with seamless flow into an elegant main living/dining area. Light & bright primary bedroom with en-suite spa-like full bath w/marble finishes & generously-sized walk-in closet; 2nd bedroom with full bath and hallway powder room. Stunning, oversized covered balcony overlooking the serene & tastefully landscaped community garden for year-round outdoor enjoyment. Two dedicated parking spaces (one covered - #6), ample guest parking and complimentary use of the community clubhouse with outdoor kitchen, seating area and fitness center w/TV & Internet access. Offering secure entry and 24-hour package room for added peace of mind, Gramercy Park is a modern sanctuary brimming with charm, steps from exceptional dining, bespoke retail shops, parks, and vibrant local events -- all one hour from Manhattan. Several floor plans available beginning at $1,375,000; inquire with listing agent for details.

Welcome to 101 Parade Hill, a masterpiece of modern design in the prestigious town of New Canaan, CT. This fully redesigned home offers a rare and coveted one-floor living experience, blending sleek contemporary style with exceptional comfort. The open, airy layout is highlighted by stunning black and gold appliances, creating a bold and sophisticated kitchen that's perfect for both everyday living and entertaining. The home features 3 spacious bedrooms and 2 beautifully appointed baths, including a newly redesigned primary suite with a luxurious en suite bath. With a brand-new roof, siding, and central AC, this home offers both style and peace of mind. Step outside to the charming patio off the kitchen, an ideal space for relaxing or dining al fresco. Situated just a short walk from downtown New Canaan, this home offers the ultimate in convenience with access to top-tier shopping, dining, and cultural experiences. Additionally, this home's location offers some of Connecticut's premier schools, offering exceptional educational opportunities. 101 Parade Hill is the epitome of modern elegance, offering an unparalleled lifestyle in one of Connecticut's most sought-after communities. Don't miss the chance to make this extraordinary home yours.

First time on the market! Regardless of the seasons the property of this renown New Canaan horticulturist is stunning; there is a man-made pond, a large meadow, and flowering trees, shrubs, stone walls and paths that divide the two and a half acres into tasteful, green enclaves. Situated in this oasis is a classic 4-bedroom center hall colonial. Offering exceptional living spaces and great flow the home includes a formal living room with fireplace, dining room and paneled den with fireplace. The eat-in kitchen leads to an enclosed sunroom with wraparound windows which provide views of this breathtaking property. Upstairs, the primary suite has its own dressing room and generous bath. Three more roomy bedrooms complete the second floor, offering comfort and flexibility for every lifestyle. Every season brings new beauty to this stunning two-and-a-half-acre property. Lovingly maintained and offered as is.

Welcome to 652 Ponus Ridge Road, a stunning estate nestled on a quiet cul-de-sac surrounded by stone walls and a private gated entrance. This gracious home offers six spacious bedrooms featuring a pristine open kitchen with abundant natural light while, the adjacent multi-purpose prep kitchen and coffee bar serve to enhance everyday ease and entertaining. The expansive great room seamlessly blends contemporary style with all the warmth and comforts of home. A four season solarium with a French door brings the outdoors inside all year long. A wet bar with wine fridge, arched openings, and pocket doors leads to the paneled library/billiard room offering an ideal space for balancing work and play. Retreat to the primary suite with cozy fireplace, two walk-in closets, and a spa worthy bathroom boasting double vanities, oversized shower, and whirlpool tub- everything you need to unwind in comfort and style. There are five additional bedrooms and four bathrooms on the second level and a third floor studio. Two lower level rooms allow for plenty of exercise, games, and loads of movies! Surrounded by an array of ornamental trees, enjoy a relaxing plunge in the inviting pool and spa. Discover luxurious moments and endless sunsets under the heated cabana overlooking two level park-like acres. A rare and spectacular offering with a host of special features in a fabulous location!

Historic New Canaan Landmark... Experience the allure of New Canaan's rich past with this extraordinary estate, originally The Waring Farm established in 1863. Enclosed by timeless New England stone walls and adorned with climbing hydrangea, the 3-acre property exudes charm from the moment you arrive. This distinguished residence masterfully blends historic elegance with modern luxury across three impeccably finished floors. Soaring 9.5-foot ceilings in several rooms create an airy, sophisticated atmosphere throughout. The living room, with its inviting fireplace and dual sets of French doors, radiates warmth and refinement. Adjacent to it, a beautiful solarium/garden room opens up with brick inlaid floors and all-glass windows overlooking the backyard and pool area, creating a serene connection to the outdoors. A chic dining room, butler's pantry, eat-in kitchen and cozy den are seamlessly connected and open onto three gracious porches, perfect for effortless indoor-outdoor living and entertaining. The grand primary suite offers a serene retreat with a private sitting room, complemented by five additional generously sized bedrooms, five full bathrooms, and one half bath-providing both comfort and versatility. The third floor presents a flexible space ideal for a home office, playroom, or studio, while the expansive lower level offers abundant storage options and a wine cellar to suit the most discerning collector.

Spectacular contemporary with soaring ceilings and walls of windows on one of New Canaan's most coveted cul-de-sacs. Purposefully set to capture light, 2 Sleepy Hollow delights on all four floors, with dramatic design and inspiring spaces. The 4-5 bedroom 5600sf home is defined by a remarkable double-story 270 degree arc that encompasses living, dining and the kitchen, all bathed with south and western exposures and ready to live and entertain. Adjacent is the home office and two bedrooms including a spacious primary suite with sitting area and one of the house's three walk-in closets. Upstairs are two more bedrooms with an option for a third and a remarkable floating den/media room with views to below. And above, are two intriguing and whimsical lofts accessible by one of the bedrooms. In the lower level is the 3 car garage, spotless utility rooms for systems and storage, and a fully finished walk-out gym and rec room with giant windows that bring the outside in. Efficiency is also paramount, with recently installed propane heat and on-demand hot water and a full-house generator. Outside features extensive decks and patios that overlook the irrigated gardens and lawns. All this is a 1 minute walk to the Firefly Land Trust trails and a 5 minute drive to downtown New Canaan's cherished village, shopping and the award-winning schools. This is truly open plan living wrapped in exciting architecture that has to be seen. Extensive upgrade list upon request.

This exquisite 7 bedroom & 11 bath residence set on 4.78 flat acres offers old world aesthetics with modern artistry. The craftsmanship of the millwork, finishes and features is unparalleled including reclaimed oak flooring imported from France and Hope's custom designed steel windows and doors. The living room w/fireplace leads to billiards room and sunroom w/access to back patio w/fireplace. The formal dining room includes custom designed hand painted Gracie wallpaper, and the open gourmet kitchen enjoys luxury appliances, eating area w/ fireplace, pantry, home office & French doors for a seamless indoor-outdoor flow. The family room has a soaring double-height ceiling surrounded by floor to ceiling windows, double doors & fireplace. The primary bedroom suite is a sanctuary on the second-floor w/double doors leading to terrace, two separate bathrooms w/dressing areas and walk in closets. There are 4 ensuite bedrooms, home office, study and laundry area on the second level. A playroom & media room occupy the top floor. The harmonious transition between interior and outdoors is facilitated by numerous access points, connecting the elegant indoor spaces to expansive outdoor spaces, including guest house/pool house leading out to the pool & spa with pergola. The lower level offers versatile space with golf simulator & putting green, bar area, gym/yoga studio, wine cellar & home theatre. Renovated barn w/inlay hardwood floor & sport court is next to tennis court. Prop in CT & NY

Orchard's End, built in 1929 designed by New York architect William B. Tubby, his outstanding designs include Waveny House in New Canaan, Dunnellen Hall in Greenwich and the William H. Childs House in Brooklyn. Beginning in 2014, the current owners retained world renowned architect Dinyar Wadia to embark on a 3-year 6 million dollar renovation perfecting the already expansive 10,000 square foot addition completed by the previous owners. Not only was the main residence improved and expanded upon a brand new 2,000 square foot 4-bedroom guest house, along with a custom designed 5,000 square foot wellness center, a custom pool with spa and new terraces transformed Orchard's End Estate into a true masterpiece. In a recent interview with Dinyar, he stated he believes in today's market this estate would cost in excess of 25 million dollars to replicate the main house alone, excluding land costs, the new 5,000 square foot wellness center and fully renovated guest house. The main residence's addition includes a new kitchen, great room, outdoor courtyard, and study. Providing the inspiration for the great room was Castle Duart, located on the Isle of Mull and featured in the 1999 movie Entrapment in which Sean Connery and Catherina Zeta-Jones, playing art thieves, practice their moves for a high-tech heist. FURNISHED option available for separate pricing.

Welcome to Gramercy Park! Exquisite, boutique enclave of eight luxury residences nestled in the heart of sought-after New Canaan, CT. Private and pristine, Unit 201 offers turn-key single-floor living, complete with elevator access (no stairs) & in-unit washer/dryer. This 2 bedroom, 2 full bath residence features 1,395 sq. ft. of carefully crafted living space centered around a chef's kitchen with top-of-the-line SubZero/Wolf appliances, custom cabinetry & marble countertops, with seamless flow into an elegant main living/dining area. Light & bright primary bedroom with en-suite spa-like full bath w/marble finishes & generously-sized walk-in closet; 2nd bedroom, conveniently located steps from hallway full bath. Stunning, oversized covered balcony overlooking the serene & tastefully landscaped community garden for year-round outdoor enjoyment. Two dedicated parking spaces (one covered - #8), ample guest parking and complimentary use of the community clubhouse with outdoor kitchen, seating area and fitness center w/TV & Internet access. Offering secure entry and 24-hour package room for added peace of mind, Gramercy Park is a modern sanctuary brimming with charm, steps from exceptional dining, bespoke retail shops, parks, and vibrant local events -- all one hour from Manhattan. Several floor plans available; inquire with listing agent for details.

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

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. Featured on the Cover of New Canaan, Darien + Rowayton Magazine this month!

Charming Two-Bedroom Townhouse-Style Condo in the Heart of New Canaan Discover the perfect blend of convenience and comfort in this well-appointed two-bedroom townhouse-style condo, ideally situated in the heart of New Canaan. Just minutes from the train, shops, restaurants, and all that downtown has to offer, this home is also directly across from picturesque Mead Park and its playground. The main level features a spacious living room and a beautifully updated kitchen, complete with granite countertops, white cabinetry, and stainless-steel appliances. Upstairs, you'll find two generously sized bedrooms with ample closet space and a full bath. Enjoy the best of in-town living with easy access to parks, entertainment, and commuter options. Don't miss this fantastic opportunity to own in one of New Canaan's most sought-after locations! Reserved Parking spot #12. Unit comes with storage unit 12 in lower storage area. Electric Bill is not included in the common charges.

Showcasing the unparalleled 637 Valley Road estate, a majestic stone Georgian Colonial that offers an enchanting lifestyle along the tranquil banks of the Silvermine River. Spanning over 7.04 acres of idyllic park-like grounds, this 12,000 square foot masterpiece with a charming guest cottage is a treasure not to be missed. The estate boasts an expansive chef's kitchen, a stately home library, ensuite bedrooms with eight fireplaces, and a billiards room.and a separate guest wing. The outdoor oasis features a pool, tennis court, pickleball court, bluestone patios, and an oversized fire pit, offering endless entertainment possibilities. Updated in 2018, the guest house offers a cozy living area, one bedroom, two baths, and an attached garage. This exceptional property, a short drive to town, train station, and the Long Island Sound, represents the perfect blend of luxury, privacy, and convenience. It's an opportunity not to be missed for those seeking a grand escape in a prestigious location."

Welcome to this exquisite stone and shingle home, an extraordinary masterpiece built in the timeless English Cotswold tradition. Updated in 1999 and again in the early 2000's, this impeccably designed home showcases unparalleled craftsmanship, and captivates with its attention to every detail, offering a truly custom living experience. As you step inside, you'll be greeted by the allure of Palladian windows, arched doorways, and meticulously crafted custom moldings that adorn the interiors. The ambiance of this home is one of elegance and charm, with a seamless blend of classic antiques and modern comforts, creating a harmonious living space. The heart of this enchanting estate is its stone pool, where you can bask in the sunlight and enjoy refreshing swims on warm summer days. A gated entrance leads to the meticulously landscaped gardens surrounding the fenced-in property, which boasts a myriad of vibrant flora and whimsical sculptures. This stone and shingle manor house offers a rare opportunity to reside in a truly unique and captivating residence. Embrace the charm of the English Cotswold tradition, paired with modern luxury and convenience, in this exceptional home.

Nestled on a quiet cul-de-sac, this fully renovated ranch offers a combination of comfort and style, and is sure to impress! Step inside and you will find a bright and airy floor-plan with beautiful hardwood throughout. Spacious living room with wood-burning fireplace that opens up to the eat-in kitchen and dining room, perfect for entertaining. Modern kitchen including custom cabinetry, stylish open shelving, high-end stainless steel appliances, and a large island with Calcutta Venice countertop. The primary bedroom features ample built-in closet space and a stunning en-suite bathroom with high-end design and finishes. Two additional bedrooms and luxury full bathroom with tub and double sink vanity complete the main level. The fully finished basement provides additional living space ideal for a family room or additional bedroom. It also includes its own full bathroom, laundry area, storage, and direct access to the two car garage. Step outside to the expansive, level lot that surrounds the home and get ready to enjoy the large deck and pavers patio all summer long. Additional features include central air, new windows, generator hookup, and freshly painted exterior and interior. Conveniently located near the Merritt Parkway and I-95, and just a short drive to downtown, where you'll have easy access to shopping, restaurants, parks, schools and the New Canaan train. With meticulous attention to detail throughout, this home shouldn't be missed. Schedule your private showing!

Nestled on nearly 4 acres of private land abutting the 16th fairway of the Country Club of New Canaan, this stunning Colonial offers timeless elegance and modern comfort. The sun-drenched living room, featuring built-in shelves and a wood-burning fireplace, flows seamlessly into the formal dining room-perfect for entertaining. A bright and airy kitchen boasts updated appliances and a charming bay window that fills the space with natural light. The spacious primary suite includes a full bath, while two additional generously sized bedrooms share a second full bathroom. A large family room with a cozy fireplace provides the perfect retreat. With an expansive lot offering both privacy and picturesque views, this is truly a special offering in one of New Canaan's most coveted locations.

Nestled in an exceptional location close to town, 181 Lambert Rd offers an unparalleled living experience. Architecturally enhanced, this estate exudes timeless elegance while embracing modern luxury. Built like a fortress & with the highest standards, it is designed to entertain on a grand scale. A two-story foyer welcomes you with front-to-back views of the meticulously manicured grounds. Soaring ceilings and stunning vistas grace every room, creating an atmosphere of light and space. The formal living & dining room open seamlessly to a spacious terrace, showcasing the serene surroundings. At the heart of the home is a state-of-the-art kitchen & spacious family room featuring a floor-to-ceiling stone fireplace, custom built-ins, & French doors that open to a sunroom, all leading to the east facing terrace with views of the gardens & river. A separate entrance leads to the mudroom with direct access to the three-car garage for effortless organization. The main floor is highlighted by a stately, wood-paneled library & a luxurious primary suite with bath, sitting room, & two walk in closets. Upstairs, three en-suite bedrooms offer privacy & comfort. The lower level offers a wealth of additional space, including a game room with fireplace, full bar, media room & in-law/guest suite with separate entrance. The Har-Tru tennis court, Monet-inspired bridge, exceptional stone walls and patios, perennial gardens and specimen plantings complete this one of a kind offering.