New Canaan CT Real Estate & Homes for Sale

A true jewel in the heart of New Canaan! Beautifully updated and tastefully designed 3 bedroom, 2.5 bath Condo Townhome with finished lower level, laundry room and storage. A few steps from your front door is the private detached 1 car garage. This gem has been thoughtfully and recently renovated with no detail left behind. Sparkling stainless steel kitchen with windowed breakfast nook for casual dining. Large open concept Living/Dining Room with accent lighting and Wood Burning Fireplace surrounded by custom built-ins makes entertaining a joy. Captivating views of the private garden patio with lush specimen plantings and a custom Wisteria arbor over the garden gate invite you to relax in your private oasis. Too hot or sunny? Just extend the custom retractable awning for some shade! Recently updated HVAC with programmable thermostats, custom lighting and refinished oak hardwood flooring throughout. This is total perfection! Whether you are downsizing or want a second home, Prides Crossing offers a luxurious setting with private Pool and Clubhouse all within a short stroll to town, parks, shopping, restaurants and train. Just 1 hour to midtown Manhattan.

Sitting beautifully on 1.73 acres, this thoughtfully renovated 5 bedroom, 4 full bath home is a rare find in historic Silvermine. An open concept kitchen/dining room features masterfully crafted cabinetry, quartz counter tops, top quality appliances, and a water filtration system. This enchanting space opens to the great rooms 9ft ceilings, 2-story windows and cozy fireplace - ideal for both large entertaining and time with family and friends. With even more flexibility in mind, all the home's spaces have been rethought for ease of use. The new bedroom/office/bath suite has its own entrance and utility zone to welcome guests, provide multi-generational shared space or serve as a secluded office. Four more bedrooms provide traditional space for today's hybrid schedules too! There is a family room in addition to the great room that offers an expansive view of the patio and surrounding gardens. This homes' interior and exterior spaces link seamlessly in a wonderful location with great cultural and historic amenities all nearby.

Embrace the allure of contemporary living with this spacious 4-bedroom, 3.5-bath ranch nestled on sprawling 2+ acres. Flooded with natural light through expansive windows, skylights and doors, this home offers a seamless transition between indoor comfort and outdoor serenity. While the outdoor deck and plunge pool beckon for relaxation, this property also presents a canvas for your creative vision. Situated on a peaceful cul-de-sac close to town, this is your chance to reimagine and rejuvenate this modern retreat into your dream home. The home is being offered in its current condition. Please don't walk the property without a confirmed appointment.

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!

Introducing 8 Evergreen Road-a haven of space, tranquility, and serene living nestled on 2 acres of landscaped grounds. This exquisite home boasts over 3,000 square feet of thoughtfully designed living space, featuring 4 bedrooms and 2 1/2 baths. The flexible floor plan effortlessly transitions between rooms, perfect for both family living and formal entertaining. Step inside to a sunlit living room with a wood-burning fireplace and built-in bookshelves overlooking the private backyard. You will love how the kitchen and eat-in area opens to an expansive deck for grilling and entertaining. Working from home is a treat in the attractive first-floor office flooded with natural light. Bedrooms are generous in size with the primary bedroom enjoying an updated bathroom and overlooking the backyard. Downstairs, a large playroom/family room opens onto the stone patio ready for outdoor recreation and relaxation. With move-in readiness and charming details throughout, this home offers exceptional value, just 4 miles from downtown New Canaan, schools, and the train.

Exquisite Legacy Home: The owner spared no expense on this 10,000+SF masterpiece, which is a testament to luxury, comfort, and sophistication, with elegant living, dining & entertaining spaces. This 6-bed, 5.2-bath estate rests on 2 sprawling perfectly manicured acres in a prime westside neighborhood. Expansive windows allow sunlight to flood into every room boasting a seamless open layout & fabulous views of the outdoor pool and spa. Carrera marble in Chef's kitchen with 60'' Wolf and Sub Zero refrigerators/freezers. Other luxuries include: 4 car heated garage, Culligan Water system, full house automatic generator, 3 SF finished walkout LL, primary suite with steam shower, radiant floors and 2 fireplaces- you'll feel like you've escaped to a vacation retreat! Don't miss this one.

Timeless Elegance Meets Modern Luxury: New England Compound nestled on over 7.84 stunning private acres. From the moment you arrive through the gated entry and step into the grand foyer with sweeping staircase, you'll be captivated by the blend of classic design and contemporary amenities. The classic symmetrical facade, adorned with meticulous details, sets the tone for what lies within. Adjacent to the formal living room, the great room is nothing short of extraordinary. Sunlight pours through French doors, leading to a wrap-around patio. Imagine hosting soirees here, with a full bar, sunroom with fireplace, billiards room, and light-drenched ambiance. The chef's kitchen seamlessly connects to the breakfast nook & family room. A barrel ceiling adds architectural interest, while modern appliances cater to culinary enthusiasts. Upstairs, the primary suite awaits. main bedroom, 2 full luxury baths, office with built-ins, walk-in closets & changing rooms provide ample space for your wardrobe. The updated bathrooms offer a spa-like escape after a long day. Outdoor Paradise: Step outside to discover the sweeping property, mature landscaping and gardens, multiple terraces, perfect for entertaining. A formal garden invites quiet contemplation, while the pool, spa and pool house promise endless summer enjoyment. Sports enthusiasts will appreciate the sports court & guests can retreat to the private 3 bedroom guest cottage. A legacy property with enough room for all generations.

Classic Connecticut Colonial nestled at the end of a tranquil cul-de-sac, this beautiful 6-bedroom center hall colonial, on 2 acres close to downtown New Canaan offers the perfect blend of privacy and curb appeal. As you approach the home, you'll be captivated by its stately presence and charming curb appeal. Step inside to discover a meticulously designed interior boasting an abundance of natural light and craftsmanship. The main level is an entertainer's delight, featuring spacious formal living and dining areas, ideal for hosting gatherings and celebrations. The gourmet kitchen by DEANE is a chef's paradise, complete with high-end appliances, custom cabinetry, and a generous island for culinary creations. Adjacent to the kitchen is a cozy sitting room, perfect for enjoying morning coffee while soaking in views of the picturesque surroundings. Located in a highly sought-after neighborhood and within close proximity to top-rated schools, shopping, and dining, this home offers the perfect blend of luxury, convenience, and tranquility.

Classic Connecticut Colonial in pristine condition. Located in one of the most desirable neighborhoods on the west side at the end of a cul-de-sac, this house offers a pastoral setting and sunlit spacious interiors. The house was built by the prestigious Country Club Homes and has been impeccably maintained by the owners. A sun-drenched kitchen is open to the family room, surrounded by windows and doors opening onto an elegant stone terrace perfect for dining and entertaining al fresco. Both the family room and living room feature fireplaces. Hardwood foyer floors are made modern by graphic decorative paint and double height ceilings give a sense of occasion to any arrival. The grasscloth-clad dining room is perfectly scaled for elegant parties or casual family dinners. The office/library with wood paneled built-ins offers privacy and quiet, and sunlight through three exposures. The generously proportioned master suite includes a walk-in dressing room and large bath. Three additional bedrooms, one en-suite and two of which share a jack-and-jill bath, and a sunny built-in windowseat on the landing complete the second floor. Upstairs there is an additional spacious bedroom suite. This house offers space for everyone and sunlight flooding into each room. Outdoor spaces including an enclosed play area, newly refinished pool and generous flat grassy lawn serve every need. Absolutely turn-key in one of the most desirable locations in town, this house has it all.

Generously extended around its stunning 1710 jewelbox core, this oft magazine featured modern country estate is a one-of-a-kind 5 bedroom, 6 bath family retreat. The magical 5 acre compound features park-like grounds, including a bass-stocked pond for summer that serves as an ice rink in winter, pickleball court, bluestone-ensconced pool & spa, pool house, rose-covered pergola for summer dining, carriage barn, extensive landscape lighting throughout the property, as well as curated trails including one that reveals the property's waterfall. The newly expanded back patio is an entertainer's dream and its gorgeously landscaped vista feels like the European countryside. All the upgrades throughout the house have been finished to the highest level. The bespoke kitchen, designed & built by Smallbone/Peacock, was imported from England. There's a new aupair/in-law suite with separate entrance, 2 home offices, and family room with drop-down movie screen. The spacious primary suite includes a sitting room with fireplace and wet bar, separate walk-in closets, renovated bathroom with heated floors and new steam shower. The stunning historic great room with its original 20-inch wide plank floors, exposed beams and massive fieldstone fireplace, will make memories for holidays to come. Walking distance to GrayBarns and Silvermine Art Guild, and only 45 miles to NYC, this romantic property hidden off a one-lane country road is a once-in-a-lifetime opportunity for the sophisticated buyer.

Nestled on a quiet neighborhood street, this elegant home is a rare combination of privacy and grandeur on a level 2-acre lot. Completely rebuilt in 2004 and updated in 2023, this home spans over 7000 square feet and has a beautifully crafted interior with custom details, millwork, moldings and fine cabinetry throughout. The living room with fireplace and a gorgeous dining room flank the entrance hall. Further in the freshly redone chef's kitchen boasts top-of-the-line appliances, custom cabinetry, and sleek countertops. The kitchen's open layout flows effortlessly into the great family room, creating an inviting environment for family gatherings and effortless entertaining. There is a handsome library with built ins that exudes sophistication. The library could be used as bedroom #6 as it has a full bath, walk in closets and a separate entrance. The sunroom, bathed in natural light, offers a serene space to enjoy the beauty of the surrounding landscape in any season. The master suite is a testament to luxury living with its sitting room, walk in his and hers closets, a brand new en-suite bath and a deck overlooking the grounds. Four additional en-suite bedrooms and a bright laundry room complete the second floor. The third floor is fully finished with another full bath. Outdoors, the gorgeous property offers ample space for outdoor recreation and al fresco dining. Whether hosting a grand event or enjoying the tranquility of the neighborhood, this home is a sanctuary!

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 6 bedrooms, 7 full baths, and 2 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 provides access to a communal pool, a new town library, and a charming town center. With amenities including air conditioning, security and sound systems, and radiant heating, this residence offers a lifestyle to be enjoyed. The house is offered furnished.

STYLE, LOCATION, LAYOUT, PROPERTY - this west side home that has been totally rebuilt is so convenient to town and has it all! Fall in love with this Five Bedroom like new home with over 6000 square feet situated on a beautifully sited flat front AND backyard with bluestone terrace, outdoor fireplace, firepit, and grill. Fantastic entertaining space on the main floor including formal and cozy rooms, oversized mudroom, eat-in kitchen with amazing island and french doors to terrace. Primary Suite with fireplace and four additional bedrooms along with HUGE fun bonus room all on the second floor. Finished 3rd Floor and walkout Lower Level. Come see...you'll never want to leave!

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 34 Louises Lane, where sophistication meets practicality in this beautifully appointed home. Recently repainted on the outside and in move-in condition, this residence boasts a double-height entry gallery leading to 5900 sq ft of light-filled living space. From an elegant living room and dining room to a chef's kitchen that opens to an expansive family room with cathedral ceiling, every detail exudes luxury and comfort. The home features a tremendous bonus room, exercise room, and a 1500-bottle wine cellar, perfect for entertaining or relaxation. The serene first-floor master suite and four additional bedrooms, two with hidden playrooms attached, offer ample space for family and guests. Outdoor entertaining is effortless with two terraces and a heated saltwater pool with a kitchen area, creating a haven for enjoyment and relaxation. This meticulously maintained property is ready to welcome you home.

COVETED WEST SIDE LOCATION! Experience sophisticated living in this exquisite colonial, nestled on one of the most prestigious sought-after cul-de-sac streets in New Canaan. Spanning over 2 acres of beautifully manicured grounds, this stunning property is a blend of luxury and comfort. Inside, you'll be greeted by grand living spaces that flow effortlessly into the gourmet chef's kitchen, perfect for entertaining and everyday living. Among the four spacious bedrooms on the main level are two luxurious primary en-suites. Upstairs, a stunning office awaits with high ceilings & French doors opening to a secluded deck, providing tranquil views over the lush lawns. The walk-out lower level provides additional living space, featuring a cozy recreational room with a fireplace and a versatile bonus room. Ample storage throughout. Car enthusiasts will appreciate the oversized three-car garage with space for a lift or make it an indoor basketball court. Outdoor living features two decks along with a large stone terrace over looking a sweeping yard, an ideal setting for all occasions. Just minutes from town, train, parks, and the Merritt Parkway, this home ensures easy access to New Canaan's finest amenities. Don't miss this exceptional opportunity to make this desirable retreat your own and enjoy all that New Canaan has to offer!

Welcome to 71 Hickok Road, where luxury meets serenity in this stunning estate nestled on 3 private acres with breathtaking views of the Silvermine River. Timeless elegance and attention to detail defines this exceptional property with over 8300 square feet of living space spread across four levels with 5 bedrooms, 5 full & 3 half baths, this home offers an unparalleled combination of style, comfort & sophistication. Entertain with ease in the gourmet kitchen, complete with top-of-the-line appliances, custom cabinetry & spacious island. Bright family room with stone fireplace & French doors. Luxurious primary suite with a spa-like bath & a series of versatile living spaces, including a home office, exercise room, bonus room and recreation room. The property includes professional landscaping with manicured gardens and flowering plants, heated pool and a large deck.

Is your heart set on Rosebrook Road? Welcome to this exquisite property with perennial secret garden trails, ornamental trees, and enchanting brook bordering 10.7 acres of Audubon/New Canaan Land Trust. Custom designed by renowned architect Robert Deane, this home boasts five en-suite bedrooms including a first floor primary wing complete with private study, two bathrooms, and walk-in closets. The gracious foyer welcomes you to the formal living and dining room while the stunning Deane kitchen and two story great room with wet bar and fireplace are the ultimate gathering spots. The media/rec room and extra sitting room with oversized crystalline window provide bonus space on the second level. The lower level features a 954 bottle wine cellar and 3,274 square feet of expansive storage. The Signature saltwater pool, stone encased grill, and covered terrace invite hours of entertaining overlooking the scenic acres of this stunning property. All of this and more just 1.8 miles to town and train. This is the one you've been waiting for!

Beautiful newer colonial located just steps from town! - Open & spacious layout on main level featuring gorgeous gourmet kitchen and wood-burning fireplace! - Hardwood floors throughout! - 5 bedrooms on second floor including primary bedroom suite with large bathroom & walk-in closet - Finished space in basement with rec room & gym space - private patio and yard space

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!

Indulge in the allure of living on South Avenue in New Canaan, where every necessity is within a leisurely stroll. Embrace the opportunity to transform this multi-family dwelling into the modern farmhouse you've always envisioned. Picture yourself in this charming abode, complete with a two-bedroom rental nestled above a spacious two-car garage - an ideal income source or guest retreat for cherished family and friends. Enlist the expertise of an architect to craft your dream home into reality. Your ideal lifestyle awaits; seize the opportunity to make it yours.

Step into New Canaan's rich history at this iconic property. A stunning Greek Revival home built in 1836 and listed on the National Register of Historic Places and included in the esteemed Smithsonian's Archives for American Gardens. Epitomizing timeless elegance and modern sophistication it features a chic modern aesthetic juxtaposed to its stunning historic details with bright & airy spaces, walls of windows and beautifully restored wide-planked wood floors throughout. Currently the 4 finished floors are configured for a combined home/work space accommodating up to 8 employees, however the property presents an exceptional opportunity to gracefully transition to various & diverse functions whether you're looking for a single-family home, office, gallery, or combined-use property. Outside is an escape into a modernist garden with stepped terraces, stone walls, geometric gravel pathways, fountains and contrasting woodland plantings. It's a sophisticated "side-yard paradise" and tranquil retreat. Conveniently located in the heart of New Canaan, it couldn't be a more wonderful blend of privacy and accessibility. Just a stone's throw away from the train station and all the amenities the town offers for seamless connectivity and convenience. Rich history, modern amenities, and a prime location, this is a unique opportunity to own a piece of New Canaan's heritage while embracing the comforts of contemporary living. Don't miss your chance to make this iconic residence your own.

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.

Pristine Condo with generously sized rooms offers all the conveniences of living in the village of New Canaan, with easy access to exceptional amenities that are just minutes away including: shopping, restaurants, library & Metro North train to NYC. The main floor offers an open concept living room with fireplace & dining room, office, eat-in kitchen with a skylight and ample room to enjoy your morning coffee, and Primary Bedroom with walk-in closet & en suite bathroom with soaking tub & stall shower. The finished lower level has 2 additional bedrooms, full bath, laundry & family room with French Doors leading to a private, fenced-in bluestone terrace & gardens. There is a convenient, attached garage & ample guest parking available.

Discover modern elegance and refined simplicity at 48 Green Meadow, a testament to luxury living in New Canaan. Created with meticulous care by the current owners and acclaimed Austin Patterson Disston Architects, this modern home spans over 4,434SF and is built with Geo-thermal heating & cooling. An open concept and thoughtful details offer a captivating modern living experience. Nestled at the end of a scenic cul-de-sac, the property blends accessibility to the community with privacy. Ideally situated for both vibrant entertaining and peaceful moments, its design seamlessly integrates indoor and outdoor living spaces. The interior features 5 bedrooms including a primary suite that serves as a haven of zen-like tranquility. The light-filled lower level enhances the home's allure, offering a fireplace, bar and abundant space for leisure and gatherings. Outdoor amenities feature an outdoor shower, a fireplace for evening soirees and a golf hole to perfect your game. Room for 4 cars with garage lifts.