New Canaan CT Real Estate & Homes for Sale

This pristine home is a great opportunity in one of New Canaan's coveted walking community neighborhoods. As you enter the property crossing over the picturesque Silvermine brook you will appreciate that it is sited beautifully on a knoll with great curb appeal accented with stone walls, patios, a large front and rear yard with specimen landscaping all on a mostly flat, 1.90 acres. The main floor has been redesigned to create an open concept living room space adjoined with a dining room / new chef's kitchen. The upper level includes the primary suite with a full bath along with 2 bedrooms and a full hall bathroom. The bright and spacious walk-out 1st level family room includes a fireplace, built-in shelving and nearby is a bedroom suite with a private bath. The attached solarium offers the perfect refuge or workspace. The lower-level recreation / family room is well sized and offers a blank slate of additional finished space. It is partially wired for a generator. This home has been maintained very well, and it has been freshly painted and is move in ready. As is, it is a great opportunity for an easy transition, however, it is also an opportunity to purchase this property in such a great location that it would surely benefit from doubling its size as many other homes in the neighborhood have. Come take a ride by and see.

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.

Luxury New Construction in the Heart of New Canaan! Experience the finest in modern living with this exceptional new home by Kaeser Custom Homes, renowned for quality craftsmanship and timeless design. Ideally situated near Mead Memorial Park and Bristow Bird Sanctuary, this elegant residence offers the perfect blend of nature, convenience, and luxury-with sidewalk access to town for ultimate enjoyment. Spanning over 6,600 square feet across four beautifully finished levels, this 5 ensuite bedroom, 6 full and 2 half-bath masterpiece is thoughtfully designed for both everyday living and stylish entertaining. Highlights include: Gourmet chef's kitchen with top-tier appliances opens to a spacious family room with a fireplace. Luxurious primary suite with fireplace, spa-like bath and walk-in closet. Private home office, formal dining, and flexible living spaces. Finished lower level ideal for a gym, media room, or golf simulator. Set on a picturesque lot with professionally landscaped grounds, this home is a rare opportunity to own a newly built property in one of New Canaan's in-town neighborhoods.

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!

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.

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

66 Seminary The Watts Comstock House (c. 1872) is a 3 BR 3 1/2 bath home in the heart of downtown New Canaan. Fully restored and lovingly reimagined for today's living this 2,300 sq ft home with large 2 story barn/studio offers all new infrastructure while maintaining the original charm and the rare moldings and trim work. Located in the heart of town and an ideal distance to the train station, shops, and restaurants on one of New Canaan's oldest streets, the house includes a gorgeous new gourmet kitchen with pantry, all new bathrooms, new 8" plank flooring-a nod to the original hardwoods. 9' arched ceilings and sashed oversized windows allow natural light to flood this elegant home. In addition to the kitchen, living and dining rooms the main floor also includes an artfully tiled room with marble and soapstone, perfect for a breakfast nook or home office. Downstairs a mudroom leads to the cozy den with full bath and large laundry room. The top floor is complete with three airy sunlit BRs. Beautifully designed land and hardscapes offer myriad opportunity for 4 season living. Barn is easily converted to a garage and/or connected to heat and plumbing. Don't miss this unique opportunity to be a part of New Canaan history!

Modern Elegance Meets Timeless Charm in Prime West Side Location. Welcome to the one you've been waiting for-where location, lifestyle, and luxury converge. Perfectly situated on 2 lush acres in a quiet neighborhood minutes from New Canaan village, this completely reimagined five-bedroom, four and a half bath home is the epitome of turnkey sophistication.Property Highlights include:The new gourmet kitchen boasts double islands, top-tier appliances, a walk-in pantry, and a classic-modern aesthetic. It opens to a generous family room filled with natural light, while a formal dining room is conveniently adjacent.Primary Suite: Upstairs, the spacious primary suite addition includes a balcony, sitting area, enormous walk-in closet, and a spa-like bathroom with a soaking tub overlooking the property. The second level also offers four additional bedrooms, a home office, and a laundry room. A large finished basement with a fireplace, wine fridge, and extra space for recreation provides additional usable square footage. The home includes a large mudroom and an attached, heated/cooled 3-car garage with double height ceiling (room for car lifts) for added convenience. Outdoor Living: Enjoy quiet privacy on the park-like 2-acre lot, CT stone walls, level back yard, large slate patio, front yard pond with fountain aerator and room for a pool (identified pool site). Conveniently located close to New Canaan village & Metro North train station. This move-in-ready property is a must-see.

Stylish, sophisticated and fun, this stunning 10,000 SF westside country estate borders two acres of land trust for total privacy, and is conveniently located close to town and schools. Extensive and impeccable renovations in 2023 with exquisite details and millwork, superior quality craftsmanship, luxurious amenities, smart home technology, designer light fixtures, new mechanicals, new cedar roof and a harmonious palette offers the perfect oasis for comfortable living, working and entertaining. Highlights include 10 ft. ceilings, 6 fireplaces, private study/office, 1st and 2nd floor family rooms, dramatic two story entry, and a new show-stopping Christopher Peacock custom kitchen and butler's pantry with furniture quality cabinetry, super sized island, major high end appliances and a sun-drenched dining area. All seven spacious ensuite bedrooms have gorgeous new bathrooms. The fabulous master suite with sitting area/fireplace has an amazing custom dressing room and extraordinary bath. Just completed lower level has a wine cellar, gym, media room, ensuite bedroom, cabana bath and is walk out to the pool area. The expansive bluestone terrace with fireplace abuts the glorious pool area with spa that is surrounded by lush landscaping and nature's beauty. This is a forever turnkey home ready to warmly welcome its new owners.

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 a timeless and chic kitchen featuring high-end appliances and soaring ceilings throughout. 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. Must see to believe! Property Tax INCLUDED in HOA fee 2320 per month!

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.

Special and Spacious with Water Views in the Heart of New Canaan! Overlooking the majestic Mead Park pond, this updated 4 bedroom/4 full bathroom townhouse offers a unique opportunity for in-town living with serene views as far as the eye can see! The Living Room and Primary Bedroom balconies overlook unobstructed scenic vistas, while a short walk from the private, ground-level patio offers you Park View's own gate to access everything the park has to offer! Abundant, grassy common areas for dog walking, picnicking and fun. Enjoy three large Bedrooms and two Full Bathrooms upstairs. The lower walk-out level has an over-sized Family Room, Office/Fourth Bedroom, Full Bath, Laundry and Storage. The inviting main floor is perfect for entertaining with Living Room, Den/Dining Room, Eat-in Kitchen and another Full Bathroom. Don't miss this very rare opportunity to enjoy every season of Mead Park's natural beauty only a few steps from the charming village of New Canaan.

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.

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

A rare opportunity to own a legacy estate that would command over $50 million to recreate in today's market. 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. 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.

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!